4-(3-(3-Fluorophenyl)thioureido)-N-(5-methylisoxazol-3-yl)benzenesulfonamide

ID: ALA489021

Chembl Id: CHEMBL489021

PubChem CID: 44582780

Max Phase: Preclinical

Molecular Formula: C17H15FN4O3S2

Molecular Weight: 406.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(NS(=O)(=O)c2ccc(NC(=S)Nc3cccc(F)c3)cc2)no1

Standard InChI:  InChI=1S/C17H15FN4O3S2/c1-11-9-16(21-25-11)22-27(23,24)15-7-5-13(6-8-15)19-17(26)20-14-4-2-3-12(18)10-14/h2-10H,1H3,(H,21,22)(H2,19,20,26)

Standard InChI Key:  OIQAQOBGGHVKJY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA489021

   4-(3-(3-Fluorophenyl)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: 406.46

Molecular Weight (Monoisotopic): 406.0570

AlogP: 3.73

#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: 3.80

CX LogD: 2.94

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.56

Np Likeness Score: -2.57

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