4-Hydroxy-6-(3-hydroxy-propyl)-quinoline-3-carboxylic acid 4-chloro-benzylamide

ID: ALA363625

Chembl Id: CHEMBL363625

PubChem CID: 484047

Max Phase: Preclinical

Molecular Formula: C20H19ClN2O3

Molecular Weight: 370.84

Molecule Type: Small molecule

Names and Identifiers

Synonyms: PNU-181465 | PNU-181465|CHEMBL363625|SCHEMBL6199600|VMPDJKLCDOCUMM-UHFFFAOYSA-N|BDBM50172517|N-(4-Chlorobenzyl)-4-hydroxy-6-(3-hydroxypropyl)-3-quinolinecarboxamide|N-(4-chlorobenzyl)-4-hydroxy-6-(3-hydroxypropyl)quinoline-3-carboxamide|4-Hydroxy-6-(3-hydroxy-propyl)-quinoline-3-carboxylic acid 4-chloro-benzylamide|N-[(4-chlorophenyl)methyl]-4-hydroxy-6-(3-hydroxypropyl)quinoline-3-carboxamide|N-[(4-Chlorophenyl)methyl][4-hydroxy-6-(3-hydroxypropyl)(3-quinolyl)]carboxamide

Canonical SMILES:  O=C(NCc1ccc(Cl)cc1)c1cnc2ccc(CCCO)cc2c1O

Standard InChI:  InChI=1S/C20H19ClN2O3/c21-15-6-3-14(4-7-15)11-23-20(26)17-12-22-18-8-5-13(2-1-9-24)10-16(18)19(17)25/h3-8,10,12,24H,1-2,9,11H2,(H,22,25)(H,23,26)

Standard InChI Key:  VMPDJKLCDOCUMM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA363625

   N-(4-Chlorobenzyl)-4-hydroxy-6-(3-hydroxypropyl)-3-quinolinecarboxamide

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: 370.84

Molecular Weight (Monoisotopic): 370.1084

AlogP: 3.45

#Rotatable Bonds: 6

Polar Surface Area: 82.45

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.13

CX Basic pKa: 1.96

CX LogP: 3.85

CX LogD: 3.84

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.62

Np Likeness Score: -0.89

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. Prado-Prado FJ, Martinez de la Vega O, Uriarte E, Ubeira FM, Chou KC, González-Díaz H..  (2009)  Unified QSAR approach to antimicrobials. 4. Multi-target QSAR modeling and comparative multi-distance study of the giant components of antiviral drug-drug complex networks.,  17  (2): [PMID:19112024] [10.1016/j.bmc.2008.11.075]

Source

Source(1):

• Scientific Literature