4-(N-(4-cyclohexylbenzyl)-2-(N-methylnaphthalene-1-sulfonamido)acetamido)-2-hydroxybenzoic acid

ID: ALA1829871

Chembl Id: CHEMBL1829871

PubChem CID: 56659993

Max Phase: Preclinical

Molecular Formula: C33H34N2O6S

Molecular Weight: 586.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CC(=O)N(Cc1ccc(C2CCCCC2)cc1)c1ccc(C(=O)O)c(O)c1)S(=O)(=O)c1cccc2ccccc12

Standard InChI:  InChI=1S/C33H34N2O6S/c1-34(42(40,41)31-13-7-11-26-10-5-6-12-28(26)31)22-32(37)35(27-18-19-29(33(38)39)30(36)20-27)21-23-14-16-25(17-15-23)24-8-3-2-4-9-24/h5-7,10-20,24,36H,2-4,8-9,21-22H2,1H3,(H,38,39)

Standard InChI Key:  JJEKFUSEYYLDSV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1829871

   4-[(4-Cyclohexylphenyl)methyl-[2-[methyl(naphthalen-1-ylsulfonyl)amino]acetyl]amino]-2-hydroxybenzoic 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: 586.71

Molecular Weight (Monoisotopic): 586.2138

AlogP: 6.15

#Rotatable Bonds: 9

Polar Surface Area: 115.22

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.85

CX Basic pKa: ┄

CX LogP: 6.64

CX LogD: 3.15

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.24

Np Likeness Score: -1.07

References

1. Page BD, Fletcher S, Yue P, Li Z, Zhang X, Sharmeen S, Datti A, Wrana JL, Trudel S, Schimmer AD, Turkson J, Gunning PT..  (2011)  Identification of a non-phosphorylated, cell permeable, small molecule ligand for the Stat3 SH2 domain.,  21  (18): [PMID:21788134] [10.1016/j.bmcl.2011.06.056]

2. Haftchenary S, Ball DP, Aubry I, Landry M, Shahani VM, Fletcher S, Page BDG, Jouk AO, Tremblay ML, Gunning PT.  (2013)  Identification of a potent salicylic acid-based inhibitor of tyrosine phosphatase PTP1B,  4  (6): [10.1039/C3MD00011G]

Source

Source(1):

• Scientific Literature