(2-((S)-3-(5-chloro-3H-spiro[benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy)-4-fluorophenyl)((S)-3-hydroxypyrrolidin-1-yl)methanone

ID: ALA2391800

Chembl Id: CHEMBL2391800

PubChem CID: 68963393

Max Phase: Preclinical

Molecular Formula: C26H30ClFN2O5

Molecular Weight: 504.99

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(F)cc1OC[C@@H](O)CN1CCC2(CC1)Cc1cc(Cl)ccc1O2)N1CC[C@H](O)C1

Standard InChI:  InChI=1S/C26H30ClFN2O5/c27-18-1-4-23-17(11-18)13-26(35-23)6-9-29(10-7-26)14-21(32)16-34-24-12-19(28)2-3-22(24)25(33)30-8-5-20(31)15-30/h1-4,11-12,20-21,31-32H,5-10,13-16H2/t20-,21-/m0/s1

Standard InChI Key:  QUWJHBYTQZGSSF-SFTDATJTSA-N

Alternative Forms

1. Parent:

   

   ALA2391800

   [2-[(2S)-3-(5-chlorospiro[3H-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-4-fluorophenyl]-[(3S)-3-hydroxypyrrolidin-1-yl]methanone

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: 504.99

Molecular Weight (Monoisotopic): 504.1827

AlogP: 2.90

#Rotatable Bonds: 6

Polar Surface Area: 82.47

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.20

CX LogP: 2.12

CX LogD: 1.26

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.63

Np Likeness Score: -1.11

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