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

ID: ALA3800379

Chembl Id: CHEMBL3800379

PubChem CID: 137243603

Max Phase: Preclinical

Molecular Formula: C16H21N5O6S

Molecular Weight: 411.44

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H21N5O6S/c17-16-20-13-9(14(25)21-16)7-8(18-13)3-5-28-6-4-11(22)19-10(15(26)27)1-2-12(23)24/h7,10H,1-6H2,(H,19,22)(H,23,24)(H,26,27)(H4,17,18,20,21,25)/t10-/m0/s1

Standard InChI Key:  LUJDGSDRJKSZIU-JTQLQIEISA-N

Alternative Forms

1. Parent:

   

   ALA3800379

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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: 411.44

Molecular Weight (Monoisotopic): 411.1213

AlogP: -0.07

#Rotatable Bonds: 11

Polar Surface Area: 191.26

Molecular Species: ACID

HBA: 7

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.53

CX Basic pKa: 4.87

CX LogP: -1.80

CX LogD: -6.89

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.27

Np Likeness Score: -0.14

References

1. Liu Y, Li M, Zhang H, Yuan J, Zhang C, Zhang K, Guo H, Zhao L, Du Y, Wang L, Ren L..  (2016)  Design, synthesis and biological evaluation of 6-substituted pyrrolo[2,3-d]pyrimidines as dual inhibitors of TS and AICARFTase and as potential antitumor agents.,  115  [PMID:27017552] [10.1016/j.ejmech.2016.03.032]

Source

Source(1):

• Scientific Literature