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

ID: ALA2391795

Chembl Id: CHEMBL2391795

PubChem CID: 10367570

Max Phase: Preclinical

Molecular Formula: C25H29ClN2O5

Molecular Weight: 472.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC1CC1)c1ccc(O)cc1OC[C@@H](O)CN1CCC2(CC1)Cc1cc(Cl)ccc1O2

Standard InChI:  InChI=1S/C25H29ClN2O5/c26-17-1-6-22-16(11-17)13-25(33-22)7-9-28(10-8-25)14-20(30)15-32-23-12-19(29)4-5-21(23)24(31)27-18-2-3-18/h1,4-6,11-12,18,20,29-30H,2-3,7-10,13-15H2,(H,27,31)/t20-/m0/s1

Standard InChI Key:  QUWFBAJQLUHXBF-FQEVSTJZSA-N

Alternative Forms

1. Parent:

   

   ALA2391795

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

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: 472.97

Molecular Weight (Monoisotopic): 472.1765

AlogP: 3.15

#Rotatable Bonds: 7

Polar Surface Area: 91.26

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.71

CX Basic pKa: 8.06

CX LogP: 2.12

CX LogD: 1.74

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.57

Np Likeness Score: -0.66

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