ID: ALA371860

Max Phase: Preclinical

Molecular Formula: C20H21N5O6S

Molecular Weight: 459.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCc1[nH]c2nc(N)nc(O)c2c1Sc1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc1

Standard InChI:  InChI=1S/C20H21N5O6S/c1-2-11-15(14-16(22-11)24-20(21)25-18(14)29)32-10-5-3-9(4-6-10)17(28)23-12(19(30)31)7-8-13(26)27/h3-6,12H,2,7-8H2,1H3,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29)/t12-/m0/s1

Standard InChI Key:  TXULAHBZZCHUNL-LBPRGKRZSA-N

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

Properties

Molecular Weight: 459.48

Molecular Weight (Monoisotopic): 459.1213

AlogP: 2.01

#Rotatable Bonds: 9

Polar Surface Area: 191.52

Molecular Species: ACID

HBA: 8

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.07

CX Basic pKa: 2.18

CX LogP: 1.97

CX LogD: -4.35

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.28

Np Likeness Score: -0.48

References

1. Gangjee A, Jain HD, Phan J, Lin X, Song X, McGuire JJ, Kisliuk RL..  (2006)  Dual inhibitors of thymidylate synthase and dihydrofolate reductase as antitumor agents: design, synthesis, and biological evaluation of classical and nonclassical pyrrolo[2,3-d]pyrimidine antifolates(1).,  49  (3): [PMID:16451071] [10.1021/jm058276a]

Source

Source(1):

• Scientific Literature