ID: ALA3113175

Max Phase: Preclinical

Molecular Formula: C21H22N2O5S

Molecular Weight: 414.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cccc(NS(=O)(=O)c2ccc(NCc3cccc(OC)c3O)cc2)c1

Standard InChI:  InChI=1S/C21H22N2O5S/c1-27-18-7-4-6-17(13-18)23-29(25,26)19-11-9-16(10-12-19)22-14-15-5-3-8-20(28-2)21(15)24/h3-13,22-24H,14H2,1-2H3

Standard InChI Key:  QPTOKTRSIHJQGV-UHFFFAOYSA-N

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

Properties

Molecular Weight: 414.48

Molecular Weight (Monoisotopic): 414.1249

AlogP: 3.82

#Rotatable Bonds: 8

Polar Surface Area: 96.89

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.24

CX Basic pKa: 1.96

CX LogP: 3.04

CX LogD: 2.99

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -1.19

References

1. Luci DK, Jameson JB, Yasgar A, Diaz G, Joshi N, Kantz A, Markham K, Perry S, Kuhn N, Yeung J, Kerns EH, Schultz L, Holinstat M, Nadler JL, Taylor-Fishwick DA, Jadhav A, Simeonov A, Holman TR, Maloney DJ..  (2014)  Synthesis and structure-activity relationship studies of 4-((2-hydroxy-3-methoxybenzyl)amino)benzenesulfonamide derivatives as potent and selective inhibitors of 12-lipoxygenase.,  57  (2): [PMID:24393039] [10.1021/jm4016476]

Source

Source(1):

• Scientific Literature