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

ID: ALA3741975

Chembl Id: CHEMBL3741975

PubChem CID: 92044053

Max Phase: Preclinical

Molecular Formula: C30H22N6O7S2

Molecular Weight: 642.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1ccc(-n2cc(CNC(=S)Nc3ccc(-c4c5ccc(=O)cc-5oc5cc(O)ccc45)c(C(=O)O)c3)nn2)cc1

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

Standard InChI Key:  YKWZALQMWYUDGJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3741975

   2-(6-Hydroxy-3-Oxo-3h-Xanthen-9-Yl)-5-[({[1-(4-Sulfamoylphenyl)-1h-1,2,3-Triazol-4-Yl]methyl}carbamothioyl)amino]benzoic 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: 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: -1.10

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