(S)-2-{4-[2-(2-Amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)-acetylamino]-benzoylamino}-pentanedioic acid

ID: ALA4170578

Chembl Id: CHEMBL4170578

PubChem CID: 145956327

Max Phase: Preclinical

Molecular Formula: C20H20N6O7

Molecular Weight: 456.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc2[nH]c(CC(=O)Nc3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)cc2c(=O)[nH]1

Standard InChI:  InChI=1S/C20H20N6O7/c21-20-25-16-12(18(31)26-20)7-11(23-16)8-14(27)22-10-3-1-9(2-4-10)17(30)24-13(19(32)33)5-6-15(28)29/h1-4,7,13H,5-6,8H2,(H,22,27)(H,24,30)(H,28,29)(H,32,33)(H4,21,23,25,26,31)/t13-/m0/s1

Standard InChI Key:  CETGJKHDVDGZDA-ZDUSSCGKSA-N

Alternative Forms

1. Parent:

   

   ALA4170578

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 456.42

Molecular Weight (Monoisotopic): 456.1393

AlogP: 0.06

#Rotatable Bonds: 9

Polar Surface Area: 220.36

Molecular Species: ACID

HBA: 7

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.18

CX Basic pKa: 4.73

CX LogP: -1.71

CX LogD: -6.99

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.23

Np Likeness Score: -0.52

References

1. Xing R, Zhang H, Yuan J, Zhang K, Li L, Guo H, Zhao L, Zhang C, Li S, Gao T, Liu Y, Wang L..  (2017)  Novel 6-substituted benzoyl and non-benzoyl straight chain pyrrolo[2,3-d]pyrimidines as potential antitumor agents with multitargeted inhibition of TS, GARFTase and AICARFTase.,  139  [PMID:28830032] [10.1016/j.ejmech.2017.08.032]

Source

Source(1):

• Scientific Literature