(S)-2-(3-(5-chloro-3H-spiro[benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy)-N-cyclopropyl-4-methoxybenzamide

ID: ALA2391938

Chembl Id: CHEMBL2391938

PubChem CID: 10480588

Max Phase: Preclinical

Molecular Formula: C26H31ClN2O5

Molecular Weight: 487.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)NC2CC2)c(OC[C@@H](O)CN2CCC3(CC2)Cc2cc(Cl)ccc2O3)c1

Standard InChI:  InChI=1S/C26H31ClN2O5/c1-32-21-5-6-22(25(31)28-19-3-4-19)24(13-21)33-16-20(30)15-29-10-8-26(9-11-29)14-17-12-18(27)2-7-23(17)34-26/h2,5-7,12-13,19-20,30H,3-4,8-11,14-16H2,1H3,(H,28,31)/t20-/m0/s1

Standard InChI Key:  MVACDKPCOURBQW-FQEVSTJZSA-N

Alternative Forms

1. Parent:

   

   ALA2391938

   2-[(2S)-3-(5-chlorospiro[3H-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-N-cyclopropyl-4-methoxybenzamide

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: 487.00

Molecular Weight (Monoisotopic): 486.1921

AlogP: 3.45

#Rotatable Bonds: 8

Polar Surface Area: 80.26

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.89

CX Basic pKa: 8.24

CX LogP: 2.81

CX LogD: 1.91

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.59

Np Likeness Score: -0.89

References

1. Hossain N, Ivanova S, Bergare J, Mensonides-Harsema M, Cooper ME..  (2013)  Design, synthesis and structure activity relationships of spirocyclic compounds as potent CCR1 antagonists.,  23  (12): [PMID:23659855] [10.1016/j.bmcl.2013.04.047]

Source

Source(1):

• Scientific Literature