2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-5-{3-[1-(3-sulfamoylphenyl)-1H-[1,2,3]-triazol-4-ylmethyl]-thioureido}-benzoic acid

ID: ALA3740300

Chembl Id: CHEMBL3740300

PubChem CID: 127041732

Max Phase: Preclinical

Molecular Formula: C30H22N6O7S2

Molecular Weight: 642.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1cccc(-n2cc(CNC(=S)Nc3ccc(-c4c5ccc(=O)cc-5oc5cc(O)ccc45)c(C(=O)O)c3)nn2)c1

Standard InChI:  InChI=1S/C30H22N6O7S2/c31-45(41,42)21-3-1-2-18(11-21)36-15-17(34-35-36)14-32-30(44)33-16-4-7-22(25(10-16)29(39)40)28-23-8-5-19(37)12-26(23)43-27-13-20(38)6-9-24(27)28/h1-13,15,37H,14H2,(H,39,40)(H2,31,41,42)(H2,32,33,44)

Standard InChI Key:  LNCLRLKBMUZUDO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3740300

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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: 642.67

Molecular Weight (Monoisotopic): 642.0991

AlogP: 3.68

#Rotatable Bonds: 7

Polar Surface Area: 202.67

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.57

CX Basic pKa: 2.82

CX LogP: 2.75

CX LogD: -1.22

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.13

Np Likeness Score: -1.18

References

1. Carta F, Ferraroni M, Scozzafava A, Supuran CT..  (2016)  Fluorescent sulfonamide carbonic anhydrase inhibitors incorporating 1,2,3-triazole moieties: Kinetic and X-ray crystallographic studies.,  24  (2): [PMID:26682703] [10.1016/j.bmc.2015.11.031]

Source

Source(1):

• Scientific Literature