4-((3-Cyano-[1,1':4',1'']terphenyl-4''-ylmethyl)-{2-[methyl-(toluene-4-sulfonyl)-amino]-acetyl}-amino)-2-hydroxy-benzoic acid

ID: ALA3218926

Chembl Id: CHEMBL3218926

PubChem CID: 68075863

Max Phase: Preclinical

Molecular Formula: C37H31N3O6S

Molecular Weight: 645.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)N(C)CC(=O)N(Cc2ccc(-c3ccc(-c4cccc(C#N)c4)cc3)cc2)c2ccc(C(=O)O)c(O)c2)cc1

Standard InChI:  InChI=1S/C37H31N3O6S/c1-25-6-17-33(18-7-25)47(45,46)39(2)24-36(42)40(32-16-19-34(37(43)44)35(41)21-32)23-26-8-10-28(11-9-26)29-12-14-30(15-13-29)31-5-3-4-27(20-31)22-38/h3-21,41H,23-24H2,1-2H3,(H,43,44)

Standard InChI Key:  CAGOYZWVHFQPBS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3218926

   4-[[4-[4-(3-Cyanophenyl)phenyl]phenyl]methyl-[2-[methyl-(4-methylphenyl)sulfonylamino]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: 645.74

Molecular Weight (Monoisotopic): 645.1934

AlogP: 6.46

#Rotatable Bonds: 10

Polar Surface Area: 139.01

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: ┄

CX LogP: 7.20

CX LogD: 3.71

Aromatic Rings: 5

Heavy Atoms: 47

QED Weighted: 0.18

Np Likeness Score: -1.31

References

1. 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