4-(N-(4-cyclohexylbenzyl)-2-(N-methylquinoline-8-sulfonamido)acetamido)-2-hydroxybenzoic acid

ID: ALA1829864

Chembl Id: CHEMBL1829864

PubChem CID: 56683798

Max Phase: Preclinical

Molecular Formula: C32H33N3O6S

Molecular Weight: 587.70

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)c1cccc2cccnc12

Standard InChI:  InChI=1S/C32H33N3O6S/c1-34(42(40,41)29-11-5-9-25-10-6-18-33-31(25)29)21-30(37)35(26-16-17-27(32(38)39)28(36)19-26)20-22-12-14-24(15-13-22)23-7-3-2-4-8-23/h5-6,9-19,23,36H,2-4,7-8,20-21H2,1H3,(H,38,39)

Standard InChI Key:  WHDNFPSXKYIUAR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1829864

   4-[(4-Cyclohexylphenyl)methyl-[2-[methyl(quinolin-8-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: 587.70

Molecular Weight (Monoisotopic): 587.2090

AlogP: 5.54

#Rotatable Bonds: 9

Polar Surface Area: 128.11

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.85

CX Basic pKa: 0.47

CX LogP: 5.80

CX LogD: 2.31

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.26

Np Likeness Score: -1.24

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]

3. Haftchenary S, Jouk AO, Aubry I, Lewis AM, Landry M, Ball DP, Shouksmith AE, Collins CV, Tremblay ML, Gunning PT..  (2015)  Identification of Bidentate Salicylic Acid Inhibitors of PTP1B.,  6  (9): [PMID:26396684] [10.1021/acsmedchemlett.5b00171]

Source

Source(1):

• Scientific Literature