[9-(2-carboxy-4-{3-[1-(3-sulfamoylphenyl)-1H-[1,2,3]-triazol-4-ylmethyl]-thioureido}-phenyl)-6-dimethylamino-xanthen-3-ylidene]-dimethylammonium chloride

ID: ALA3740484

Chembl Id: CHEMBL3740484

PubChem CID: 127041733

Max Phase: Preclinical

Molecular Formula: C34H33ClN8O5S2

Molecular Weight: 697.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc2c(-c3ccc(NC(=S)NCc4cn(-c5cccc(S(N)(=O)=O)c5)nn4)cc3C(=O)O)c3ccc(=[N+](C)C)cc-3oc2c1.[Cl-]

Standard InChI:  InChI=1S/C34H32N8O5S2.ClH/c1-40(2)22-9-12-27-30(16-22)47-31-17-23(41(3)4)10-13-28(31)32(27)26-11-8-20(14-29(26)33(43)44)37-34(48)36-18-21-19-42(39-38-21)24-6-5-7-25(15-24)49(35,45)46;/h5-17,19H,18H2,1-4H3,(H4,35,36,43,44,45,46,48);1H

Standard InChI Key:  BLRCKCWMBZMDBH-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

Calculated Properties

Molecular Weight: 697.82

Molecular Weight (Monoisotopic): 697.2010

AlogP: 3.72

#Rotatable Bonds: 8

Polar Surface Area: 171.62

Molecular Species: ACID

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.72

CX Basic pKa: 3.11

CX LogP: 0.11

CX LogD: 1.05

Aromatic Rings: 4

Heavy Atoms: 49

QED Weighted: 0.10

Np Likeness Score: -1.46

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