1-(2-chlorobenzyl)-4-(3-(9H-carbazol-9-yl)propoxy)pyridin-2(1H)-one

ID: ALA408939

Chembl Id: CHEMBL408939

PubChem CID: 44449660

Max Phase: Preclinical

Molecular Formula: C27H23ClN2O2

Molecular Weight: 442.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(OCCCn2c3ccccc3c3ccccc32)ccn1Cc1ccccc1Cl

Standard InChI:  InChI=1S/C27H23ClN2O2/c28-24-11-4-1-8-20(24)19-29-16-14-21(18-27(29)31)32-17-7-15-30-25-12-5-2-9-22(25)23-10-3-6-13-26(23)30/h1-6,8-14,16,18H,7,15,17,19H2

Standard InChI Key:  ZYCNTFPWNABXJA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA408939

   1-(2-chlorobenzyl)-4-(3-(9H-carbazol-9-yl)propoxy)pyridin-2(1H)-one

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: 442.95

Molecular Weight (Monoisotopic): 442.1448

AlogP: 6.13

#Rotatable Bonds: 7

Polar Surface Area: 36.16

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.49

CX LogD: 5.49

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.28

Np Likeness Score: -1.19

References

1. Tipparaju SK, Joyasawal S, Forrester S, Mulhearn DC, Pegan S, Johnson ME, Mesecar AD, Kozikowski AP..  (2008)  Design and synthesis of 2-pyridones as novel inhibitors of the Bacillus anthracis enoyl-ACP reductase.,  18  (12): [PMID:18499454] [10.1016/j.bmcl.2008.05.004]

2. Tipparaju SK, Muench SP, Mui EJ, Ruzheinikov SN, Lu JZ, Hutson SL, Kirisits MJ, Prigge ST, Roberts CW, Henriquez FL, Kozikowski AP, Rice DW, McLeod RL..  (2010)  Identification and development of novel inhibitors of Toxoplasma gondii enoyl reductase.,  53  (17): [PMID:20698542] [10.1021/jm9017724]

Source

Source(1):

• Scientific Literature