(S)-2-(3-(5-fluoro-3H-spiro[benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy)-4-hydroxy-N-methylbenzamide

ID: ALA2391794

Chembl Id: CHEMBL2391794

PubChem CID: 10094211

Max Phase: Preclinical

Molecular Formula: C23H27FN2O5

Molecular Weight: 430.48

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H27FN2O5/c1-25-22(29)19-4-3-17(27)11-21(19)30-14-18(28)13-26-8-6-23(7-9-26)12-15-10-16(24)2-5-20(15)31-23/h2-5,10-11,18,27-28H,6-9,12-14H2,1H3,(H,25,29)/t18-/m0/s1

Standard InChI Key:  KZJPBYOFBQXPKM-SFHVURJKSA-N

Alternative Forms

1. Parent:

   

   ALA2391794

   2-[(2S)-3-(5-fluorospiro[3H-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-4-hydroxy-N-methylbenzamide

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: 430.48

Molecular Weight (Monoisotopic): 430.1904

AlogP: 2.10

#Rotatable Bonds: 6

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: 8.70

CX Basic pKa: 8.05

CX LogP: 1.21

CX LogD: 0.83

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.65

Np Likeness Score: -0.67

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