2,4-dichloro-N-((4-(pyridin-2-yl)-1-(2,2,2-trifluoroethylsulfonyl)piperidin-4-yl)methyl)benzamide

ID: ALA472756

Chembl Id: CHEMBL472756

PubChem CID: 44564832

Max Phase: Preclinical

Molecular Formula: C20H20Cl2F3N3O3S

Molecular Weight: 510.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCC1(c2ccccn2)CCN(S(=O)(=O)CC(F)(F)F)CC1)c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C20H20Cl2F3N3O3S/c21-14-4-5-15(16(22)11-14)18(29)27-12-19(17-3-1-2-8-26-17)6-9-28(10-7-19)32(30,31)13-20(23,24)25/h1-5,8,11H,6-7,9-10,12-13H2,(H,27,29)

Standard InChI Key:  ZCVMNEZDHWTCNB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA472756

   2,4-dichloro-N-((4-(pyridin-2-yl)-1-(2,2,2-trifluoroethylsulfonyl)piperidin-4-yl)methyl)benzamide

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: 510.37

Molecular Weight (Monoisotopic): 509.0555

AlogP: 4.04

#Rotatable Bonds: 6

Polar Surface Area: 79.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.64

CX Basic pKa: 4.35

CX LogP: 3.25

CX LogD: 3.25

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.64

Np Likeness Score: -1.72

References

1. Wolkenberg SE, Zhao Z, Wisnoski DD, Leister WH, O'Brien J, Lemaire W, Williams DL, Jacobson MA, Sur C, Kinney GG, Pettibone DJ, Tiller PR, Smith S, Gibson C, Ma BK, Polsky-Fisher SL, Lindsley CW, Hartman GD..  (2009)  Discovery of GlyT1 inhibitors with improved pharmacokinetic properties.,  19  (5): [PMID:19181525] [10.1016/j.bmcl.2009.01.015]

Source

Source(1):

• Scientific Literature