2-(biphenyl-4-ylsulfonamido)pentanedioic acid

ID: ALA475540

Chembl Id: CHEMBL475540

Cas Number: 215049-07-3

PubChem CID: 644601

Max Phase: Preclinical

Molecular Formula: C17H17NO6S

Molecular Weight: 363.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCC(NS(=O)(=O)c1ccc(-c2ccccc2)cc1)C(=O)O

Standard InChI:  InChI=1S/C17H17NO6S/c19-16(20)11-10-15(17(21)22)18-25(23,24)14-8-6-13(7-9-14)12-4-2-1-3-5-12/h1-9,15,18H,10-11H2,(H,19,20)(H,21,22)

Standard InChI Key:  IQGHPUPMOUUHPP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA475540

   2-[(4-Phenylphenyl)sulfonylamino]pentanedioic 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: 363.39

Molecular Weight (Monoisotopic): 363.0777

AlogP: 1.95

#Rotatable Bonds: 8

Polar Surface Area: 120.77

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 2.96

CX Basic pKa:

CX LogP: 2.14

CX LogD: -4.66

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.66

Np Likeness Score: -0.50

References

1. Lauer-Fields JL, Minond D, Chase PS, Baillargeon PE, Saldanha SA, Stawikowska R, Hodder P, Fields GB..  (2009)  High throughput screening of potentially selective MMP-13 exosite inhibitors utilizing a triple-helical FRET substrate.,  17  (3): [PMID:18358729] [10.1016/j.bmc.2008.03.004]

2. Nakai R, Salisbury CM, Rosen H, Cravatt BF..  (2009)  Ranking the selectivity of PubChem screening hits by activity-based protein profiling: MMP13 as a case study.,  17  (3): [PMID:18364257] [10.1016/j.bmc.2008.03.018]

3. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays