ID: ALA506108

Max Phase: Preclinical

Molecular Formula: C18H18N4O4S2

Molecular Weight: 418.50

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(NC(=S)Nc2ccc(S(=O)(=O)Nc3cc(C)on3)cc2)cc1

Standard InChI:  InChI=1S/C18H18N4O4S2/c1-12-11-17(21-26-12)22-28(23,24)16-9-5-14(6-10-16)20-18(27)19-13-3-7-15(25-2)8-4-13/h3-11H,1-2H3,(H,21,22)(H2,19,20,27)

Standard InChI Key:  JBZWPSNDQPMIRD-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: 418.50

Molecular Weight (Monoisotopic): 418.0769

AlogP: 3.60

#Rotatable Bonds: 6

Polar Surface Area: 105.49

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 5.89

CX Basic pKa: 0.38

CX LogP: 3.50

CX LogD: 2.64

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: -1.98

References

1. Li J, Tan Z, Tang S, Hewlett I, Pang R, He M, He S, Tian B, Chen K, Yang M..  (2009)  Discovery of dual inhibitors targeting both HIV-1 capsid and human cyclophilin A to inhibit the assembly and uncoating of the viral capsid.,  17  (8): [PMID:19328002] [10.1016/j.bmc.2009.02.051]

2. Tan Z, Li J, Pang R, He S, He M, Tang S, Hewlett I, Yang M.  (2011)  Screening and evaluation of thiourea derivatives for their HIV capsid and human cyclophilin A inhibitory activity,  20  (3): [10.1007/s00044-010-9315-4]

Source

Source(1):

• Scientific Literature