ID: ALA3785259

Max Phase: Preclinical

Molecular Formula: C16H22N4O3S

Molecular Weight: 350.44

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  CCN/C(=N\S(=O)(=O)c1cccc(O)c1)N1CC2(C=N1)CCCC2

Standard InChI:  InChI=1S/C16H22N4O3S/c1-2-17-15(20-12-16(11-18-20)8-3-4-9-16)19-24(22,23)14-7-5-6-13(21)10-14/h5-7,10-11,21H,2-4,8-9,12H2,1H3,(H,17,19)

Standard InChI Key:  APUZUMIUOBMCPE-UHFFFAOYSA-N

Associated Targets(Human)

Serotonin 6 (5-HT6) receptor 9749 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

LLC-PK1 2135 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: 350.44Molecular Weight (Monoisotopic): 350.1413AlogP: 1.91#Rotatable Bonds: 3
Polar Surface Area: 94.36Molecular Species: NEUTRALHBA: 4HBD: 2
#RO5 Violations: 0HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski): 0
CX Acidic pKa: 8.23CX Basic pKa: 2.86CX LogP: 1.94CX LogD: 1.88
Aromatic Rings: 1Heavy Atoms: 24QED Weighted: 0.64Np Likeness Score: -0.38

References

1. van Loevezijn A, Venhorst J, Iwema Bakker WI, Lange JH, de Looff W, Henzen R, de Vries J, van de Woestijne RP, den Hartog AP, Verhoog S, van der Neut MA, de Bruin NM, Kruse CG..  (2016)  Optimization of N'-(arylsulfonyl)pyrazoline-1-carboxamidines by exploiting a novel interaction site in the 5-HT6 antagonistic binding pocket.,  26  (6): [PMID:26876931] [10.1016/j.bmcl.2016.02.001]

Source