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

ID: ALA2391803

Chembl Id: CHEMBL2391803

PubChem CID: 10032207

Max Phase: Preclinical

Molecular Formula: C26H30Cl2N2O6

Molecular Weight: 537.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1cc(Cl)c(O)cc1OC[C@@H](O)CN1CCC2(CC1)Cc1cc(Cl)ccc1O2)N1CC[C@H](O)C1

Standard InChI:  InChI=1S/C26H30Cl2N2O6/c27-17-1-2-23-16(9-17)12-26(36-23)4-7-29(8-5-26)13-19(32)15-35-24-11-22(33)21(28)10-20(24)25(34)30-6-3-18(31)14-30/h1-2,9-11,18-19,31-33H,3-8,12-15H2/t18-,19-/m0/s1

Standard InChI Key:  XWVFBOZRYAJUFX-OALUTQOASA-N

Alternative Forms

1. Parent:

   

   ALA2391803

   [5-chloro-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: 537.44

Molecular Weight (Monoisotopic): 536.1481

AlogP: 3.12

#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: 6.86

CX Basic pKa: 8.33

CX LogP: 1.07

CX LogD: 1.10

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.52

Np Likeness Score: -0.71

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