ID: ALA224868

Max Phase: Preclinical

Molecular Formula: C19H18ClN5O6S

Molecular Weight: 479.90

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1[nH]c2nc(N)[nH]c(=O)c2c1Sc1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)c(Cl)c1

Standard InChI:  InChI=1S/C19H18ClN5O6S/c1-7-14(13-15(22-7)24-19(21)25-17(13)29)32-8-2-3-9(10(20)6-8)16(28)23-11(18(30)31)4-5-12(26)27/h2-3,6,11H,4-5H2,1H3,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29)/t11-/m0/s1

Standard InChI Key:  DTVBRZFMWHDIOO-NSHDSACASA-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: 479.90

Molecular Weight (Monoisotopic): 479.0666

AlogP: 1.99

#Rotatable Bonds: 8

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: 2.97

CX Basic pKa: 2.34

CX LogP: 0.98

CX LogD: -5.34

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.28

Np Likeness Score: -0.65

References

1. Gangjee A, Jain HD, McGuire JJ, Kisliuk RL..  (2004)  Benzoyl ring halogenated classical 2-amino-6-methyl-3,4-dihydro-4-oxo-5-substituted thiobenzoyl-7H-pyrrolo[2,3-d]pyrimidine antifolates as inhibitors of thymidylate synthase and as antitumor agents.,  47  (27): [PMID:15615522] [10.1021/jm040144e]

2. Kumar VP, Frey KM, Wang Y, Jain HK, Gangjee A, Anderson KS..  (2013)  Substituted pyrrolo[2,3-d]pyrimidines as Cryptosporidium hominis thymidylate synthase inhibitors.,  23  (19): [PMID:23927969] [10.1016/j.bmcl.2013.07.037]

Source

Source(1):

• Scientific Literature