MiMeDB: Showing metabocard for Terrelumamide B (MMDBc0013215)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 04:34:19 UTC

Update Date

2022-08-31 06:35:41 UTC

Metabolite ID

MMDBc0013215

Metabolite Identification

Common Name

Terrelumamide B

Description

CHEMBL4434939 belongs to the class of organic compounds known as pteridines and derivatives. These are polycyclic aromatic compounds containing a pteridine moiety, which consists of a pyrimidine fused to a pyrazine ring to form pyrimido(4,5-b)pyrazine. Based on a literature review very few articles have been published on CHEMBL4434939.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152106342D          

 33 35  0  0  1  0            999 V2000
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  2  0  0  0  0
 10  9  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 14 13  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18  9  1  0  0  0  0
 20  7  2  0  0  0  0
 20 14  1  0  0  0  0
 21 11  2  0  0  0  0
 21 13  1  0  0  0  0
 22 10  1  4  0  0  0
 22 16  2  0  0  0  0
 12 23  1  1  0  0  0
 23 15  2  0  0  0  0
 24 17  2  0  0  0  0
 24 19  1  0  0  0  0
 25  1  1  0  0  0  0
 25 14  1  0  0  0  0
 25 19  1  0  0  0  0
 26  8  1  0  0  0  0
 15 27  1  4  0  0  0
 28 16  1  0  0  0  0
 29 17  1  0  0  0  0
 30 18  2  0  0  0  0
 31 19  2  0  0  0  0
 32  2  1  0  0  0  0
 32 18  1  0  0  0  0
 12 33  1  1  0  0  0
M  END


  Mrv1652305152106342D          

 33 35  0  0  1  0            999 V2000
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  2  0  0  0  0
 10  9  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 14 13  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18  9  1  0  0  0  0
 20  7  2  0  0  0  0
 20 14  1  0  0  0  0
 21 11  2  0  0  0  0
 21 13  1  0  0  0  0
 22 10  1  4  0  0  0
 22 16  2  0  0  0  0
 12 23  1  1  0  0  0
 23 15  2  0  0  0  0
 24 17  2  0  0  0  0
 24 19  1  0  0  0  0
 25  1  1  0  0  0  0
 25 14  1  0  0  0  0
 25 19  1  0  0  0  0
 26  8  1  0  0  0  0
 15 27  1  4  0  0  0
 28 16  1  0  0  0  0
 29 17  1  0  0  0  0
 30 18  2  0  0  0  0
 31 19  2  0  0  0  0
 32  2  1  0  0  0  0
 32 18  1  0  0  0  0
 12 33  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0013215

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](CO)(N=C(O)C1=NC2=C(N=C1)N(C)C(=O)N=C2O)C(O)=NC1=CC=CC=C1C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C19H18N6O7/c1-25-14-13(17(29)24-19(25)31)21-11(7-20-14)15(27)23-12(8-26)16(28)22-10-6-4-3-5-9(10)18(30)32-2/h3-7,12,26H,8H2,1-2H3,(H,22,28)(H,23,27)(H,24,29,31)/t12-/m0/s1

> <INCHI_KEY>
OUIVYIDKZLJROL-LBPRGKRZSA-N

> <FORMULA>
C19H18N6O7

> <MOLECULAR_WEIGHT>
442.388

> <EXACT_MASS>
442.123696944

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
42.74664632381363

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-3-hydroxy-2-{[hydroxy(4-hydroxy-1-methyl-2-oxo-1,2-dihydropteridin-6-yl)methylidene]amino}-N-[2-(methoxycarbonyl)phenyl]propanimidic acid

> <ALOGPS_LOGP>
0.01

> <JCHEM_LOGP>
0.9683213809999998

> <ALOGPS_LOGS>
-3.70

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.334698044246677

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.397028646632221

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5876230556042233

> <JCHEM_POLAR_SURFACE_AREA>
190.39

> <JCHEM_REFRACTIVITY>
110.1461

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.90e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-3-hydroxy-2-{[hydroxy(4-hydroxy-1-methyl-2-oxopteridin-6-yl)methylidene]amino}-N-[2-(methoxycarbonyl)phenyl]propanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.669   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.669  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.669   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.002  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.336   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0      -6.668   2.310   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      -2.667   1.540   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -8.002   4.620   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0     -10.669   4.620   0.000  0.00  0.00           O+0
HETATM   33  H   UNK     0      -5.335   3.080   0.000  0.00  0.00           H+0
CONECT    1   25                                                            
CONECT    2   32                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    9                                                       
CONECT    6    4   10                                                       
CONECT    7   11   20                                                       
CONECT    8   12   26                                                       
CONECT    9    5   10   18                                                  
CONECT   10    6    9   22                                                  
CONECT   11    7   15   21                                                  
CONECT   12    8   16   23   33                                             
CONECT   13   14   17   21                                                  
CONECT   14   13   20   25                                                  
CONECT   15   11   23   27                                                  
CONECT   16   12   22   28                                                  
CONECT   17   13   24   29                                                  
CONECT   18    9   30   32                                                  
CONECT   19   24   25   31                                                  
CONECT   20    7   14                                                       
CONECT   21   11   13                                                       
CONECT   22   10   16                                                       
CONECT   23   12   15                                                       
CONECT   24   17   19                                                       
CONECT   25    1   14   19                                                  
CONECT   26    8                                                            
CONECT   27   15                                                            
CONECT   28   16                                                            
CONECT   29   17                                                            
CONECT   30   18                                                            
CONECT   31   19                                                            
CONECT   32    2   18                                                       
CONECT   33   12                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

Synonyms

Not Available

Molecular Formula

C₁₉H₁₈N₆O₇

Average Mass

442.388

Monoisotopic Mass

442.123696944

IUPAC Name

(2S)-3-hydroxy-2-{[hydroxy(4-hydroxy-1-methyl-2-oxo-1,2-dihydropteridin-6-yl)methylidene]amino}-N-[2-(methoxycarbonyl)phenyl]propanimidic acid

Traditional Name

(2S)-3-hydroxy-2-{[hydroxy(4-hydroxy-1-methyl-2-oxopteridin-6-yl)methylidene]amino}-N-[2-(methoxycarbonyl)phenyl]propanimidic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](CO)(N=C(O)C1=NC2=C(N=C1)N(C)C(=O)N=C2O)C(O)=NC1=CC=CC=C1C(=O)OC

InChI Identifier

InChI=1S/C19H18N6O7/c1-25-14-13(17(29)24-19(25)31)21-11(7-20-14)15(27)23-12(8-26)16(28)22-10-6-4-3-5-9(10)18(30)32-2/h3-7,12,26H,8H2,1-2H3,(H,22,28)(H,23,27)(H,24,29,31)/t12-/m0/s1

InChI Key

OUIVYIDKZLJROL-LBPRGKRZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pteridines and derivatives. These are polycyclic aromatic compounds containing a pteridine moiety, which consists of a pyrimidine fused to a pyrazine ring to form pyrimido(4,5-b)pyrazine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Not Available

Direct Parent

Pteridines and derivatives

Alternative Parents

Substituents

Pteridine
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Hydroxypyrimidine
Pyrimidone
Benzenoid
Pyrimidine
Pyrazine
Monocyclic benzene moiety
Heteroaromatic compound
Methyl ester
Carboxylic acid ester
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.089 g/L	ALOGPS
logP	0.01	ALOGPS
logP	0.97	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	2.4	ChemAxon
pKa (Strongest Basic)	-0.59	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	190.39 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	110.15 m³·mol⁻¹	ChemAxon
Polarizability	42.75 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

35516823

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139586668

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Terrelumamide B (MMDBc0013215)

MOL for #<Metabolite:0x00007f922c958d08>

3D MOL for #<Metabolite:0x00007f922c958d08>

3D SDF for #<Metabolite:0x00007f922c958d08>

3D-SDF for #<Metabolite:0x00007f922c958d08>

PDB for #<Metabolite:0x00007f922c958d08>

3D PDB for #<Metabolite:0x00007f922c958d08>

SMILES for #<Metabolite:0x00007f922c958d08>

INCHI for #<Metabolite:0x00007f922c958d08>

Structure for #<Metabolite:0x00007f922c958d08>

3D Structure for #<Metabolite:0x00007f922c958d08>