4-(2-(N,4-Dimethylphenylsulfonamido)-N-((3'-(methoxycarbonyl)terphenyl-4-yl)methyl)acetamido)-2-hydroxybenzoic acid

ID: ALA2023985

Chembl Id: CHEMBL2023985

PubChem CID: 68075861

Max Phase: Preclinical

Molecular Formula: C38H34N2O8S

Molecular Weight: 678.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cccc(-c2ccc(-c3ccc(CN(C(=O)CN(C)S(=O)(=O)c4ccc(C)cc4)c4ccc(C(=O)O)c(O)c4)cc3)cc2)c1

Standard InChI:  InChI=1S/C38H34N2O8S/c1-25-7-18-33(19-8-25)49(46,47)39(2)24-36(42)40(32-17-20-34(37(43)44)35(41)22-32)23-26-9-11-27(12-10-26)28-13-15-29(16-14-28)30-5-4-6-31(21-30)38(45)48-3/h4-22,41H,23-24H2,1-3H3,(H,43,44)

Standard InChI Key:  LXXBORWQOCZOIL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2023985

   2-Hydroxy-4-[[4-[4-(3-methoxycarbonylphenyl)phenyl]phenyl]methyl-[2-[methyl-(4-methylphenyl)sulfonylamino]acetyl]amino]benzoic 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: 678.76

Molecular Weight (Monoisotopic): 678.2036

AlogP: 6.37

#Rotatable Bonds: 11

Polar Surface Area: 141.52

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.85

CX Basic pKa: ┄

CX LogP: 7.34

CX LogD: 3.85

Aromatic Rings: 5

Heavy Atoms: 49

QED Weighted: 0.15

Np Likeness Score: -1.09

References

1. Page BD, Khoury H, Laister RC, Fletcher S, Vellozo M, Manzoli A, Yue P, Turkson J, Minden MD, Gunning PT..  (2012)  Small molecule STAT5-SH2 domain inhibitors exhibit potent antileukemia activity.,  55  (3): [PMID:22148584] [10.1021/jm200720n]

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