3-((3-Chlorophenyl)ethynyl)-2-(4-(2-(cyclopropylamino)-2-oxoethoxy)phenyl)-6-hydroxybenzofuran-5-carboxylic Acid

ID: ALA2396719

Chembl Id: CHEMBL2396719

Cas Number: 1404436-51-6

PubChem CID: 70673568

Max Phase: Preclinical

Molecular Formula: C28H20ClNO6

Molecular Weight: 501.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(COc1ccc(-c2oc3cc(O)c(C(=O)O)cc3c2C#Cc2cccc(Cl)c2)cc1)NC1CC1

Standard InChI:  InChI=1S/C28H20ClNO6/c29-18-3-1-2-16(12-18)4-11-21-22-13-23(28(33)34)24(31)14-25(22)36-27(21)17-5-9-20(10-6-17)35-15-26(32)30-19-7-8-19/h1-3,5-6,9-10,12-14,19,31H,7-8,15H2,(H,30,32)(H,33,34)

Standard InChI Key:  IIURSEJMCKFEQG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2396719

   3-[(3-Chlorophenyl)ethynyl]-2-{4-[2-(Cyclopropylamino)-2-Oxoethoxy]phenyl}-6-Hydroxy-1-Benzofuran-5-Carboxylic 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: 501.92

Molecular Weight (Monoisotopic): 501.0979

AlogP: 5.21

#Rotatable Bonds: 6

Polar Surface Area: 109.00

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.35

CX Basic pKa: ┄

CX LogP: 5.63

CX LogD: 2.22

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.31

Np Likeness Score: -0.65

References

1. He Y, Liu S, Menon A, Stanford S, Oppong E, Gunawan AM, Wu L, Wu DJ, Barrios AM, Bottini N, Cato AC, Zhang ZY..  (2013)  A potent and selective small-molecule inhibitor for the lymphoid-specific tyrosine phosphatase (LYP), a target associated with autoimmune diseases.,  56  (12): [PMID:23713581] [10.1021/jm400248c]

Source

Source(1):

• Scientific Literature