TCMDC-138747

ID: ALA588947

Chembl Id: CHEMBL588947

PubChem CID: 10289896

Max Phase: Preclinical

Molecular Formula: C28H29ClFN7O2S

Molecular Weight: 545.64

Molecule Type: Small molecule

Names and Identifiers

Synonyms: TCMDC-138747 | TCMDC-138747 | TCMDC-138747|CHEMBL588947|NVBQFUKNNWAENK-UHFFFAOYSA-N|n2-(4-fluoro-benzyl)-n5-[2-(4-methanesulfonylmethyl-phenylamino)-pyrimidin-4-yl]-1,n5-dimethyl-1h-benzoimidazole-2,5-diamine hydrochloride

Canonical SMILES:  CN(c1ccc2c(c1)nc(NCc1ccc(F)cc1)n2C)c1ccnc(Nc2ccc(CS(C)(=O)=O)cc2)n1.Cl

Standard InChI:  InChI=1S/C28H28FN7O2S.ClH/c1-35(26-14-15-30-27(34-26)32-22-10-6-20(7-11-22)18-39(3,37)38)23-12-13-25-24(16-23)33-28(36(25)2)31-17-19-4-8-21(29)9-5-19;/h4-16H,17-18H2,1-3H3,(H,31,33)(H,30,32,34);1H

Standard InChI Key:  NVBQFUKNNWAENK-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: 545.64

Molecular Weight (Monoisotopic): 545.2009

AlogP: 5.17

#Rotatable Bonds: 9

Polar Surface Area: 105.04

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.44

CX Basic pKa: 7.54

CX LogP: 4.56

CX LogD: 4.21

Aromatic Rings: 5

Heavy Atoms: 39

QED Weighted: 0.26

Np Likeness Score: -1.62

References

1. Gamo FJ, Sanz LM, Vidal J, de Cozar C, Alvarez E, Lavandera JL, Vanderwall DE, Green DV, Kumar V, Hasan S, Brown JR, Peishoff CE, Cardon LR, Garcia-Bustos JF..  (2010)  Thousands of chemical starting points for antimalarial lead identification.,  465  (7296): [PMID:20485427] [10.1038/nature09107]

2. St. Jude Leishmania screening dataset.,  [10.6019/CHEMBL3433997]

3. PubChem BioAssay data set, 

Source

Source(3):

• GSK Malaria Screening
• PubChem BioAssays
• St Jude Leishmania Screening