4-(4-chlorophenylamino)-5-(3,4-dimethoxyphenyl)nicotinonitrile

ID: ALA494314

Chembl Id: CHEMBL494314

PubChem CID: 24860132

Max Phase: Preclinical

Molecular Formula: C20H16ClN3O2

Molecular Weight: 365.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cncc(C#N)c2Nc2ccc(Cl)cc2)cc1OC

Standard InChI:  InChI=1S/C20H16ClN3O2/c1-25-18-8-3-13(9-19(18)26-2)17-12-23-11-14(10-22)20(17)24-16-6-4-15(21)5-7-16/h3-9,11-12H,1-2H3,(H,23,24)

Standard InChI Key:  XBRSPOIYHCTXLY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA494314

   4-[(4-Chlorophenyl)amino]-5-(3,4-dimethoxyphenyl)pyridine-3-carbonitrile

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: 365.82

Molecular Weight (Monoisotopic): 365.0931

AlogP: 5.03

#Rotatable Bonds: 5

Polar Surface Area: 67.17

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 4.13

CX LogP: 3.99

CX LogD: 3.99

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.69

Np Likeness Score: -0.91

References

1. Cole DC, Asselin M, Brennan A, Czerwinski R, Ellingboe JW, Fitz L, Greco R, Huang X, Joseph-McCarthy D, Kelly MF, Kirisits M, Lee J, Li Y, Morgan P, Stock JR, Tsao DH, Wissner A, Yang X, Chaudhary D..  (2008)  Identification, characterization and initial hit-to-lead optimization of a series of 4-arylamino-3-pyridinecarbonitrile as protein kinase C theta (PKCtheta) inhibitors.,  51  (19): [PMID:18783200] [10.1021/jm800214a]

2. Bijian K, Wernic D, Nivedha AK, Su J, Lim FPL, Miron CE, Amzil H, Moitessier N, Alaoui-Jamali MA..  (2022)  Novel Aurora A and Protein Kinase C (α, β1, β2, and θ) Multitarget Inhibitors: Impact of Selenium Atoms on the Potency and Selectivity.,  65  (4.0): [PMID:35167283] [10.1021/acs.jmedchem.1c01031]

Source

Source(1):

• Scientific Literature