2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-5-(3-(4-sulfamoylbenzyl)thioureido)benzoic acid

ID: ALA3741011

Chembl Id: CHEMBL3741011

Max Phase: Preclinical

Molecular Formula: C28H21N3O7S2

Molecular Weight: 575.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1ccc(CNC(=S)Nc2ccc(-c3c4ccc(=O)cc-4oc4cc(O)ccc34)c(C(=O)O)c2)cc1

Standard InChI:  InChI=1S/C28H21N3O7S2/c29-40(36,37)19-6-1-15(2-7-19)14-30-28(39)31-16-3-8-20(23(11-16)27(34)35)26-21-9-4-17(32)12-24(21)38-25-13-18(33)5-10-22(25)26/h1-13,32H,14H2,(H,34,35)(H2,29,36,37)(H2,30,31,39)

Standard InChI Key:  MWYSNECAHMAFGG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3741011

   ---

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: 575.62

Molecular Weight (Monoisotopic): 575.0821

AlogP: 4.10

#Rotatable Bonds: 6

Polar Surface Area: 171.96

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.57

CX Basic pKa: 2.82

CX LogP: 2.96

CX LogD: -1.00

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.15

Np Likeness Score: -0.62

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