TCMDC-124310

ID: ALA579882

Chembl Id: CHEMBL579882

Cas Number: 879464-13-8

PubChem CID: 2026662

Max Phase: Preclinical

Molecular Formula: C21H22N4O4S

Molecular Weight: 426.50

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: TCMDC-124310 | TCMDC-124310 | TCMDC-124310|879464-13-8|CHEMBL579882|3-(2-Hydroxyphenyl)-N-[4-(piperidine-1-sulfonyl)phenyl]-1H-pyrazole-5-carboxamide|5-(2-hydroxyphenyl)-N-[4-(piperidin-1-ylsulfonyl)phenyl]-1H-pyrazole-3-carboxamide|3-(2-hydroxyphenyl)-N-(4-(piperidin-1-ylsulfonyl)phenyl)-1H-pyrazole-5-carboxamide|3-(2-hydroxyphenyl)-N-(4-piperidin-1-ylsulfonylphenyl)-1H-pyrazole-5-carboxamide|BDBM50232877|AKOS002199720|AKOS005510990|PD121095|EN300-179025|Z1213669793

Canonical SMILES:  O=C(Nc1ccc(S(=O)(=O)N2CCCCC2)cc1)c1cc(-c2ccccc2O)n[nH]1

Standard InChI:  InChI=1S/C21H22N4O4S/c26-20-7-3-2-6-17(20)18-14-19(24-23-18)21(27)22-15-8-10-16(11-9-15)30(28,29)25-12-4-1-5-13-25/h2-3,6-11,14,26H,1,4-5,12-13H2,(H,22,27)(H,23,24)

Standard InChI Key:  VHYUALWDIXAVIZ-UHFFFAOYSA-N

Associated Targets(Human)

HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAC1 Tbio Ras-related C3 botulinum toxin substrate 1 (221 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RHOA Tbio Transforming protein RhoA (190 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC2A1 Tchem Glucose transporter (14755 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PHGDH Tchem D-3-phosphoglycerate dehydrogenase (883 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ht1 Hexose transporter 1 (14071 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LmGT2 Glucose transporter (14035 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 426.50Molecular Weight (Monoisotopic): 426.1362AlogP: 3.21#Rotatable Bonds: 5
Polar Surface Area: 115.39Molecular Species: NEUTRALHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 8.66CX Basic pKa: 1.13CX LogP: 2.92CX LogD: 2.90
Aromatic Rings: 3Heavy Atoms: 30QED Weighted: 0.58Np Likeness Score: -1.86

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,  (3): [10.1039/C2MD20328F]
3. St. Jude Leishmania screening dataset.,  [10.6019/CHEMBL3433997]
4. Ravez S, Spillier Q, Marteau R, Feron O, Frédérick R..  (2017)  Challenges and Opportunities in the Development of Serine Synthetic Pathway Inhibitors for Cancer Therapy.,  60  (4): [PMID:27959531] [10.1021/acs.jmedchem.6b01167]
5. Zhao JY, Feng KR, Wang F, Zhang JW, Cheng JF, Lin GQ, Gao D, Tian P..  (2021)  A retrospective overview of PHGDH and its inhibitors for regulating cancer metabolism.,  217  [PMID:33756126] [10.1016/j.ejmech.2021.113379]