(S)-8-(3-(5-chloro-3H-spiro[benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy)quinolin-2(1H)-one

ID: ALA3099953

Chembl Id: CHEMBL3099953

PubChem CID: 69439557

Max Phase: Preclinical

Molecular Formula: C24H25ClN2O4

Molecular Weight: 440.93

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=c1ccc2cccc(OC[C@@H](O)CN3CCC4(CC3)Cc3cc(Cl)ccc3O4)c2[nH]1

Standard InChI:  InChI=1S/C24H25ClN2O4/c25-18-5-6-20-17(12-18)13-24(31-20)8-10-27(11-9-24)14-19(28)15-30-21-3-1-2-16-4-7-22(29)26-23(16)21/h1-7,12,19,28H,8-11,13-15H2,(H,26,29)/t19-/m0/s1

Standard InChI Key:  FUANJWPWEJESIA-IBGZPJMESA-N

Associated Targets(Human)

KCNH2 Tclin HERG (29587 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hepatocyte (2737 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Liver microsome (8277 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CCR1 Tchem C-C chemokine receptor type 1 (1730 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Ccr1 C-C chemokine receptor type 1 (38 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: 440.93Molecular Weight (Monoisotopic): 440.1503AlogP: 3.39#Rotatable Bonds: 5
Polar Surface Area: 74.79Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 12.37CX Basic pKa: 8.29CX LogP: 3.05CX LogD: 2.10
Aromatic Rings: 3Heavy Atoms: 31QED Weighted: 0.64Np Likeness Score: -0.49

References

1. Hossain N, Mensonides-Harsema M, Cooper ME, Eriksson T, Ivanova S, Bergström L..  (2014)  Structure activity relationships of fused bicyclic and urea derivatives of spirocyclic compounds as potent CCR1 antagonists.,  24  (1): [PMID:24332486] [10.1016/j.bmcl.2013.11.062]

Source