ID: ALA2419500

Max Phase: Preclinical

Molecular Formula: C20H20N4O5S

Molecular Weight: 428.47

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOC(=O)c1cc(C#N)c(N2CC(C(=O)NS(=O)(=O)c3ccccc3)C2)nc1C

Standard InChI:  InChI=1S/C20H20N4O5S/c1-3-29-20(26)17-9-14(10-21)18(22-13(17)2)24-11-15(12-24)19(25)23-30(27,28)16-7-5-4-6-8-16/h4-9,15H,3,11-12H2,1-2H3,(H,23,25)

Standard InChI Key:  ZOTDNPNVLACERX-UHFFFAOYSA-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: 428.47

Molecular Weight (Monoisotopic): 428.1154

AlogP: 1.38

#Rotatable Bonds: 6

Polar Surface Area: 129.46

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.18

CX Basic pKa: 1.90

CX LogP: 2.09

CX LogD: 1.15

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.68

Np Likeness Score: -1.51

References

1. Bach P, Antonsson T, Bylund R, Björkman JA, Österlund K, Giordanetto F, van Giezen JJ, Andersen SM, Zachrisson H, Zetterberg F..  (2013)  Lead optimization of ethyl 6-aminonicotinate acyl sulfonamides as antagonists of the P2Y12 receptor. separation of the antithrombotic effect and bleeding for candidate drug AZD1283.,  56  (17): [PMID:23899349] [10.1021/jm400820m]

Source

Source(1):

• Scientific Literature