1-[3-(2-chlorophenoxy)benzyl]-4-{[(1-ethyl-4-phenylpiperidin-4-yl)carbonyl]amino} piperidine-4-carboxylic acid

ID: ALA436753

Chembl Id: CHEMBL436753

PubChem CID: 11563243

Max Phase: Preclinical

Molecular Formula: C33H38ClN3O4

Molecular Weight: 576.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1CCC(C(=O)NC2(C(=O)O)CCN(Cc3cccc(Oc4ccccc4Cl)c3)CC2)(c2ccccc2)CC1

Standard InChI:  InChI=1S/C33H38ClN3O4/c1-2-36-19-15-32(16-20-36,26-10-4-3-5-11-26)30(38)35-33(31(39)40)17-21-37(22-18-33)24-25-9-8-12-27(23-25)41-29-14-7-6-13-28(29)34/h3-14,23H,2,15-22,24H2,1H3,(H,35,38)(H,39,40)

Standard InChI Key:  YGYLUOKAHBFLCH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA436753

   1-[3-(2-Chlorophenoxy)benzyl]-4-{[(1-ethyl-4-phenylpiperidin-4-yl)carbonyl]amino} piperidine-4-carboxylic 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: 576.14

Molecular Weight (Monoisotopic): 575.2551

AlogP: 5.72

#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: 3.23

CX Basic pKa: 9.07

CX LogP: 2.32

CX LogD: 1.78

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.34

Np Likeness Score: -0.96

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