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

ID: ALA3099952

Chembl Id: CHEMBL3099952

PubChem CID: 11464915

Max Phase: Preclinical

Molecular Formula: C24H27ClN2O4

Molecular Weight: 442.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CCc2cccc(OC[C@@H](O)CN3CCC4(CC3)Cc3cc(Cl)ccc3O4)c2N1

Standard InChI:  InChI=1S/C24H27ClN2O4/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/h1-3,5-6,12,19,28H,4,7-11,13-15H2,(H,26,29)/t19-/m0/s1

Standard InChI Key:  SYOVYMUIPNLGAP-IBGZPJMESA-N

Alternative Forms

1. Parent:

   

   ALA3099952

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

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: 442.94

Molecular Weight (Monoisotopic): 442.1659

AlogP: 3.43

#Rotatable Bonds: 5

Polar Surface Area: 71.03

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.29

CX Basic pKa: 8.29

CX LogP: 2.97

CX LogD: 2.02

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.74

Np Likeness Score: -0.48

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

Source(1):

• Scientific Literature