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

ID: ALA2391804

Chembl Id: CHEMBL2391804

PubChem CID: 10436125

Max Phase: Preclinical

Molecular Formula: C26H31ClN2O6

Molecular Weight: 503.00

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H31ClN2O6/c27-18-1-4-23-17(11-18)13-26(35-23)6-9-28(10-7-26)14-21(32)16-34-24-12-19(30)2-3-22(24)25(33)29-8-5-20(31)15-29/h1-4,11-12,20-21,30-32H,5-10,13-16H2/t20-,21-/m0/s1

Standard InChI Key:  JDTCZRQCZFSKET-SFTDATJTSA-N

Alternative Forms

1. Parent:

   

   ALA2391804

   [2-[(2S)-3-(5-chlorospiro[3H-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-4-hydroxyphenyl]-[(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: 503.00

Molecular Weight (Monoisotopic): 502.1871

AlogP: 2.46

#Rotatable Bonds: 6

Polar Surface Area: 102.70

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.70

CX Basic pKa: 8.05

CX LogP: 1.13

CX LogD: 0.75

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.56

Np Likeness Score: -0.60

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