4-(N-{[3-(benzyloxy)phenyl]methyl}[1,1'-biphenyl]-4-sulfonamido)benzoic acid

ID: ALA4287468

Chembl Id: CHEMBL4287468

PubChem CID: 145993375

Max Phase: Preclinical

Molecular Formula: C34H27NO4

Molecular Weight: 513.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(N(Cc2cccc(OCc3ccccc3)c2)C(=O)c2ccc(-c3ccccc3)cc2)cc1

Standard InChI:  InChI=1S/C34H27NO4/c36-33(29-16-14-28(15-17-29)27-11-5-2-6-12-27)35(31-20-18-30(19-21-31)34(37)38)23-26-10-7-13-32(22-26)39-24-25-8-3-1-4-9-25/h1-22H,23-24H2,(H,37,38)

Standard InChI Key:  SLFSKRVYUACWFE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4287468

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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: 513.59

Molecular Weight (Monoisotopic): 513.1940

AlogP: 7.48

#Rotatable Bonds: 9

Polar Surface Area: 66.84

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.13

CX Basic pKa: ┄

CX LogP: 7.53

CX LogD: 4.45

Aromatic Rings: 5

Heavy Atoms: 39

QED Weighted: 0.22

Np Likeness Score: -0.97

References

1. Cheung SY, Werner M, Esposito L, Troisi F, Cantone V, Liening S, König S, Gerstmeier J, Koeberle A, Bilancia R, Rizza R, Rossi A, Roviezzo F, Temml V, Schuster D, Stuppner H, Schubert-Zsilavecz M, Werz O, Hanke T, Pace S..  (2018)  Discovery of a benzenesulfonamide-based dual inhibitor of microsomal prostaglandin E2 synthase-1 and 5-lipoxygenase that favorably modulates lipid mediator biosynthesis in inflammation.,  156  [PMID:30053720] [10.1016/j.ejmech.2018.07.031]

Source

Source(1):

• Scientific Literature