ID: ALA3144394

Max Phase: Preclinical

Molecular Formula: C20H27N7O13P2S

Molecular Weight: 667.49

Molecule Type: Small molecule

Representations

Canonical SMILES:  NC(=O)c1csc([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)CC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)n1

Standard InChI:  InChI=1S/C20H27N7O13P2S/c21-16-10-18(24-5-23-16)27(6-25-10)20-14(31)11(28)8(39-20)1-2-41(33,34)40-42(35,36)37-3-9-12(29)13(30)15(38-9)19-26-7(4-43-19)17(22)32/h4-6,8-9,11-15,20,28-31H,1-3H2,(H2,22,32)(H,33,34)(H,35,36)(H2,21,23,24)/t8-,9-,11-,12-,13-,14-,15-,20-/m1/s1

Standard InChI Key:  UJSASKKNKUYYGG-HVIRUEHBSA-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: 667.49

Molecular Weight (Monoisotopic): 667.0863

AlogP: -1.85

#Rotatable Bonds: 11

Polar Surface Area: 318.04

Molecular Species: ACID

HBA: 18

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.96

CX Basic pKa: 4.93

CX LogP: -6.26

CX LogD: -8.77

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.10

Np Likeness Score: 0.81

References

1. Marquez VE, Tseng CK, Gebeyehu G, Cooney DA, Ahluwalia GS, Kelley JA, Dalal M, Fuller RW, Wilson YA, Johns DG..  (1986)  Thiazole-4-carboxamide adenine dinucleotide (TAD). Analogues stable to phosphodiesterase hydrolysis.,  29  (9): [PMID:2875185] [10.1021/jm00159a027]

Source

Source(1):

• Scientific Literature