2-(4-{1-[3-(2-chloro-phenoxy)-benzyl]-piperidin-4-ylcarbamoyl}-4-phenyl-piperidin-1-yl)-2-methyl-propionic acid

ID: ALA380492

Chembl Id: CHEMBL380492

PubChem CID: 11685733

Max Phase: Preclinical

Molecular Formula: C34H40ClN3O4

Molecular Weight: 590.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C(=O)O)N1CCC(C(=O)NC2CCN(Cc3cccc(Oc4ccccc4Cl)c3)CC2)(c2ccccc2)CC1

Standard InChI:  InChI=1S/C34H40ClN3O4/c1-33(2,32(40)41)38-21-17-34(18-22-38,26-10-4-3-5-11-26)31(39)36-27-15-19-37(20-16-27)24-25-9-8-12-28(23-25)42-30-14-7-6-13-29(30)35/h3-14,23,27H,15-22,24H2,1-2H3,(H,36,39)(H,40,41)

Standard InChI Key:  TXEFMFGXKKPZEW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA380492

   2-(4-{1-[3-(2-Chloro-phenoxy)-benzyl]-piperidin-4-ylcarbamoyl}-4-phenyl-piperidin-1-yl)-2-methyl-propionic acid

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: 590.16

Molecular Weight (Monoisotopic): 589.2707

AlogP: 6.11

#Rotatable Bonds: 9

Polar Surface Area: 82.11

Molecular Species: ZWITTERION

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.52

CX Basic pKa: 10.07

CX LogP: 2.91

CX LogD: 2.30

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.31

Np Likeness Score: -1.01

References

1. Ghosh S, Elder A, Guo J, Mani U, Patane M, Carson K, Ye Q, Bennett R, Chi S, Jenkins T, Guan B, Kolbeck R, Smith S, Zhang C, LaRosa G, Jaffee B, Yang H, Eddy P, Lu C, Uttamsingh V, Horlick R, Harriman G, Flynn D..  (2006)  Design, synthesis, and progress toward optimization of potent small molecule antagonists of CC chemokine receptor 8 (CCR8).,  49  (9): [PMID:16640325] [10.1021/jm050965z]

Source

Source(1):

• Scientific Literature