(S)-5-chloro-6-(4-(1-(4-chlorobenzyl)piperidin-4-yl)-3-methylpiperazin-1-yl)-N-(3,4-difluorobenzyl)nicotinamide

ID: ALA1681849

Chembl Id: CHEMBL1681849

PubChem CID: 53318560

Max Phase: Preclinical

Molecular Formula: C30H33Cl2F2N5O

Molecular Weight: 588.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1CN(c2ncc(C(=O)NCc3ccc(F)c(F)c3)cc2Cl)CCN1C1CCN(Cc2ccc(Cl)cc2)CC1

Standard InChI:  InChI=1S/C30H33Cl2F2N5O/c1-20-18-38(12-13-39(20)25-8-10-37(11-9-25)19-21-2-5-24(31)6-3-21)29-26(32)15-23(17-35-29)30(40)36-16-22-4-7-27(33)28(34)14-22/h2-7,14-15,17,20,25H,8-13,16,18-19H2,1H3,(H,36,40)/t20-/m0/s1

Standard InChI Key:  KXOXGMSSGWQNPP-FQEVSTJZSA-N

Alternative Forms

1. Parent:

   

   ALA1681849

   (S)-5-chloro-6-(4-(1-(4-chlorobenzyl)piperidin-4-yl)-3-methylpiperazin-1-yl)-N-(3,4-difluorobenzyl)nicotinamide

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: 588.53

Molecular Weight (Monoisotopic): 587.2030

AlogP: 5.77

#Rotatable Bonds: 7

Polar Surface Area: 51.71

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.98

CX LogP: 5.77

CX LogD: 5.08

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.38

Np Likeness Score: -1.87

References

1. Shao Y, Anilkumar GN, Carroll CD, Dong G, Hall JW, Hobbs DW, Jiang Y, Jenh CH, Kim SH, Kozlowski JA, McGuinness BF, Rosenblum SB, Schulman I, Shih NY, Shu Y, Wong MK, Yu W, Zawacki LG, Zeng Q..  (2011)  II. SAR studies of pyridyl-piperazinyl-piperidine derivatives as CXCR3 chemokine antagonists.,  21  (5): [PMID:21277198] [10.1016/j.bmcl.2010.12.114]

Source

Source(1):

• Scientific Literature