TCMDC-125194

ID: ALA548644

Chembl Id: CHEMBL548644

PubChem CID: 4891910

Max Phase: Preclinical

Molecular Formula: C22H24N4O4S

Molecular Weight: 440.53

Molecule Type: Small molecule

Names and Identifiers

Synonyms: TCMDC-125194 | TCMDC-125194 | TCMDC-125194|3-(2-Hydroxyphenyl)-N-(4-((3-methylpiperidin-1-yl)sulfonyl)phenyl)-1H-pyrazole-5-carboxamide|CHEMBL548644|AKOS002202809|AKOS005502631|AKOS016170272

Canonical SMILES:  CC1CCCN(S(=O)(=O)c2ccc(NC(=O)c3cc(-c4ccccc4O)n[nH]3)cc2)C1

Standard InChI:  InChI=1S/C22H24N4O4S/c1-15-5-4-12-26(14-15)31(29,30)17-10-8-16(9-11-17)23-22(28)20-13-19(24-25-20)18-6-2-3-7-21(18)27/h2-3,6-11,13,15,27H,4-5,12,14H2,1H3,(H,23,28)(H,24,25)

Standard InChI Key:  TVOQBMPUFOXILH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA548644

   3-(2-Hydroxyphenyl)-N-(4-((3-methylpiperidin-1-yl)sulfonyl)phenyl)-1H-pyrazole-5-carboxamide

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: 440.53

Molecular Weight (Monoisotopic): 440.1518

AlogP: 3.46

#Rotatable Bonds: 5

Polar Surface Area: 115.39

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.66

CX Basic pKa: 1.13

CX LogP: 3.29

CX LogD: 3.26

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.56

Np Likeness Score: -1.81

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. Ferri N, Bernini SK, Corsini A, Clerici F, Erba E, Stragliotto S, Contini A.  (2013)  3-Aryl-N-aminoylsulfonylphenyl-1H-pyrazole-5-carboxamides: a new class of selective Rac inhibitors,  4  (3): [10.1039/C2MD20328F]

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

Source

Source(3):

• Scientific Literature
• GSK Malaria Screening
• St Jude Leishmania Screening