rac-7-((2-fluorophenyl)(pyridin-3-ylamino)methyl)quinolin-8-ol

ID: ALA1688560

Chembl Id: CHEMBL1688560

PubChem CID: 2977111

Max Phase: Preclinical

Molecular Formula: C21H16FN3O

Molecular Weight: 345.38

Molecule Type: Small molecule

Names and Identifiers

Synonyms: CB 7968218 | CHEMBL1688560|CBKinase1_012017|CBKinase1_024417|SCHEMBL7979598|BDBM50339144|AKOS000359487|AKOS030259958|NCGC00187801-01|CB 7968218|SR-01000296998|SR-01000296998-1|BRD-A49663383-001-01-0|rac-7-((2-fluorophenyl)(pyridin-3-ylamino)methyl)quinolin-8-ol

Canonical SMILES:  Oc1c(C(Nc2cccnc2)c2ccccc2F)ccc2cccnc12

Standard InChI:  InChI=1S/C21H16FN3O/c22-18-8-2-1-7-16(18)20(25-15-6-4-11-23-13-15)17-10-9-14-5-3-12-24-19(14)21(17)26/h1-13,20,25-26H

Standard InChI Key:  QDHOCKRHQZIHFB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1688560

   Rac-7-((2-fluorophenyl)(pyridin-3-ylamino)methyl)quinolin-8-ol

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: 345.38

Molecular Weight (Monoisotopic): 345.1277

AlogP: 4.68

#Rotatable Bonds: 4

Polar Surface Area: 58.04

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.53

CX Basic pKa: 5.24

CX LogP: 3.73

CX LogD: 3.70

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.56

Np Likeness Score: -1.32

References

1. Roxas-Duncan V, Enyedy I, Montgomery VA, Eccard VS, Carrington MA, Lai H, Gul N, Yang DC, Smith LA..  (2009)  Identification and biochemical characterization of small-molecule inhibitors of Clostridium botulinum neurotoxin serotype A.,  53  (8): [PMID:19528275] [10.1128/aac.00141-09]

2. PubChem BioAssay data set, 

3. Harrell WA, Vieira RC, Ensel SM, Montgomery V, Guernieri R, Eccard VS, Campbell Y, Roxas-Duncan V, Cardellina JH, Webb RP, Smith LA..  (2017)  A matrix-focused structure-activity and binding site flexibility study of quinolinol inhibitors of botulinum neurotoxin serotype A.,  27  (3): [PMID:28043798] [10.1016/j.bmcl.2016.11.019]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays