1-Methyl-6-morpholin-4-ylmethyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 4-chloro-benzylamide

ID: ALA194433

Chembl Id: CHEMBL194433

Cas Number: 282536-25-8

PubChem CID: 492406

Max Phase: Preclinical

Molecular Formula: C23H24ClN3O3

Molecular Weight: 425.92

Molecule Type: Small molecule

Names and Identifiers

Synonyms: PNU-183792 | PNU-183792|Pnu183792|X9ARA56MXB|PHA-183792|UNII-X9ARA56MXB|CHEMBL194433|N-(4-chlorobenzyl)-1-methyl-6-(morpholinomethyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide|282536-25-8|3-Quinolinecarboxamide, N-((4-chlorophenyl)methyl)-1,4-dihydro-1-methyl-6-(4-morpholinylmethyl)-4-oxo-|N-((4-Chlorophenyl)methyl)-1,4-dihydro-1-methyl-6-(4-morpholinylmethyl)-4-oxo-3-quinolinecarboxamide|3-Quinolinecarboxamide, N-[(4-chlorophenyl)methyl]-1,4-dihydro-1-methyl-6-(4-morpholinylmethyl)-4-oxo-|SCHEMBShow More⌵

Canonical SMILES:  Cn1cc(C(=O)NCc2ccc(Cl)cc2)c(=O)c2cc(CN3CCOCC3)ccc21

Standard InChI:  InChI=1S/C23H24ClN3O3/c1-26-15-20(23(29)25-13-16-2-5-18(24)6-3-16)22(28)19-12-17(4-7-21(19)26)14-27-8-10-30-11-9-27/h2-7,12,15H,8-11,13-14H2,1H3,(H,25,29)

Standard InChI Key:  SXLQSQMKOYVAAW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA194433

   N-(4-chlorobenzyl)-1-methyl-6-(morpholinomethyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide

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: 425.92

Molecular Weight (Monoisotopic): 425.1506

AlogP: 2.95

#Rotatable Bonds: 5

Polar Surface Area: 63.57

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.58

CX LogP: 2.84

CX LogD: 2.83

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.68

Np Likeness Score: -1.65

References

1. Schnute ME, Cudahy MM, Brideau RJ, Homa FL, Hopkins TA, Knechtel ML, Oien NL, Pitts TW, Poorman RA, Wathen MW, Wieber JL..  (2005)  4-Oxo-4,7-dihydrothieno[2,3-b]pyridines as non-nucleoside inhibitors of human cytomegalovirus and related herpesvirus polymerases.,  48  (18): [PMID:16134946] [10.1021/jm050162b]

2. Tanis SP, Strohbach JW, Parker TT, Moon MW, Thaisrivongs S, Perrault WR, Hopkins TA, Knechtel ML, Oien NL, Wieber JL, Stephanski KJ, Wathen MW..  (2010)  The design and development of 2-aryl-2-hydroxy ethylamine substituted 1H,7H-pyrido[1,2,3-de]quinoxaline-6-carboxamides as inhibitors of human cytomegalovirus polymerase.,  20  (6): [PMID:20167488] [10.1016/j.bmcl.2010.01.094]

Source

Source(1):

• Scientific Literature