ID: ALA537420

Max Phase: Preclinical

Molecular Formula: C25H29ClN4O4S

Molecular Weight: 480.59

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1ccc(C)c(S(=O)(=O)Nc2ccc(C)c(CC(=O)NCc3ccc(C(=N)N)cc3)c2O)c1.Cl

Standard InChI:  InChI=1S/C25H28N4O4S.ClH/c1-15-4-5-17(3)22(12-15)34(32,33)29-21-11-6-16(2)20(24(21)31)13-23(30)28-14-18-7-9-19(10-8-18)25(26)27;/h4-12,29,31H,13-14H2,1-3H3,(H3,26,27)(H,28,30);1H

Standard InChI Key:  DIZWYOQHCKWZNG-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: 480.59

Molecular Weight (Monoisotopic): 480.1831

AlogP: 3.26

#Rotatable Bonds: 8

Polar Surface Area: 145.37

Molecular Species: BASE

HBA: 5

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.25

CX Basic pKa: 11.42

CX LogP: 3.78

CX LogD: 3.56

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.19

Np Likeness Score: -1.21

References

1. Hanessian S, Therrien E, van Otterlo WA, Bayrakdarian M, Nilsson I, Fjellström O, Xue Y..  (2006)  Phenolic P2/P3 core motif as thrombin inhibitors--design, synthesis, and X-ray co-crystal structure.,  16  (4): [PMID:16290930] [10.1016/j.bmcl.2005.10.082]

Source

Source(1):

• Scientific Literature