ID: ALA196989

Max Phase: Preclinical

Molecular Formula: C21H24ClN5O2S

Molecular Weight: 445.98

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  C/N=C(\NS(=O)(=O)N1CCCC1)N1CC(c2ccccc2)C(c2ccc(Cl)cc2)=N1

Standard InChI:  InChI=1S/C21H24ClN5O2S/c1-23-21(25-30(28,29)26-13-5-6-14-26)27-15-19(16-7-3-2-4-8-16)20(24-27)17-9-11-18(22)12-10-17/h2-4,7-12,19H,5-6,13-15H2,1H3,(H,23,25)

Standard InChI Key:  VFBQYYRPOZMAQL-UHFFFAOYSA-N

Associated Targets(Human)

CNR1 Tclin Cannabinoid CB1 receptor (20913 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CNR2 Tchem Cannabinoid CB2 receptor (16942 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCC2 Tchem Canalicular multispecific organic anion transporter 1 (1191 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCC4 Tchem Multidrug resistance-associated protein 4 (785 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCC1 Tchem Multidrug resistance-associated protein 1 (2587 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Rattus norvegicus (775804 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

Properties

Molecular Weight: 445.98Molecular Weight (Monoisotopic): 445.1339AlogP: 3.06#Rotatable Bonds: 4
Polar Surface Area: 77.37Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: 0HBA (Lipinski): 7HBD (Lipinski): 1#RO5 Violations (Lipinski): 0
CX Acidic pKa: 9.54CX Basic pKa: 4.68CX LogP: 3.18CX LogD: 3.18
Aromatic Rings: 2Heavy Atoms: 30QED Weighted: 0.58Np Likeness Score: -0.99

References

1. Lange JH, van Stuivenberg HH, Veerman W, Wals HC, Stork B, Coolen HK, McCreary AC, Adolfs TJ, Kruse CG..  (2005)  Novel 3,4-diarylpyrazolines as potent cannabinoid CB1 receptor antagonists with lower lipophilicity.,  15  (21): [PMID:16140010] [10.1016/j.bmcl.2005.07.054]
2. Wittgen HG, van den Heuvel JJ, van den Broek PH, Dinter-Heidorn H, Koenderink JB, Russel FG..  (2011)  Cannabinoid type 1 receptor antagonists modulate transport activity of multidrug resistance-associated proteins MRP1, MRP2, MRP3, and MRP4.,  39  (7): [PMID:21511945] [10.1124/dmd.110.037812]

Source