2-((4-([1,1'-Biphenyl]-2-ylsulfonamido)-1-hydroxynaphthalen-2-yl)thio)acetic Acid

ID: ALA3265296

Chembl Id: CHEMBL3265296

PubChem CID: 71549412

Max Phase: Preclinical

Molecular Formula: C24H19NO5S2

Molecular Weight: 465.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CSc1cc(NS(=O)(=O)c2ccccc2-c2ccccc2)c2ccccc2c1O

Standard InChI:  InChI=1S/C24H19NO5S2/c26-23(27)15-31-21-14-20(18-11-4-5-12-19(18)24(21)28)25-32(29,30)22-13-7-6-10-17(22)16-8-2-1-3-9-16/h1-14,25,28H,15H2,(H,26,27)

Standard InChI Key:  RXYYPYDPEDTDSR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3265296

   2-[1-Hydroxy-4-[(2-phenylphenyl)sulfonylamino]naphthalen-2-yl]sulfanylacetic acid

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: 465.55

Molecular Weight (Monoisotopic): 465.0705

AlogP: 5.19

#Rotatable Bonds: 7

Polar Surface Area: 103.70

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.44

CX Basic pKa:

CX LogP: 4.59

CX LogD: 0.93

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.26

Np Likeness Score: -0.97

References

1. Abulwerdi FA, Liao C, Mady AS, Gavin J, Shen C, Cierpicki T, Stuckey JA, Showalter HD, Nikolovska-Coleska Z..  (2014)  3-Substituted-N-(4-hydroxynaphthalen-1-yl)arylsulfonamides as a novel class of selective Mcl-1 inhibitors: structure-based design, synthesis, SAR, and biological evaluation.,  57  (10): [PMID:24749893] [10.1021/jm500010b]

Source

Source(1):

• Scientific Literature