4-(3-(3-Chloro-4-methylphenyl)thioureido)-N-(5-methylisoxazol-3-yl)benzenesulfonamide

ID: ALA521943

Chembl Id: CHEMBL521943

PubChem CID: 42630203

Max Phase: Preclinical

Molecular Formula: C18H17ClN4O3S2

Molecular Weight: 436.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(NS(=O)(=O)c2ccc(NC(=S)Nc3ccc(C)c(Cl)c3)cc2)no1

Standard InChI:  InChI=1S/C18H17ClN4O3S2/c1-11-3-4-14(10-16(11)19)21-18(27)20-13-5-7-15(8-6-13)28(24,25)23-17-9-12(2)26-22-17/h3-10H,1-2H3,(H,22,23)(H2,20,21,27)

Standard InChI Key:  SQSQXNWXVOPLPB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA521943

   4-(3-(3-Chloro-4-methylphenyl)thioureido)-N-(5-methylisoxazol-3-yl)benzenesulfonamide

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

Calculated Properties

Molecular Weight: 436.95

Molecular Weight (Monoisotopic): 436.0431

AlogP: 4.55

#Rotatable Bonds: 5

Polar Surface Area: 96.26

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 5.89

CX Basic pKa: 0.38

CX LogP: 4.77

CX LogD: 3.92

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.50

Np Likeness Score: -2.44

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