N-(4-(2-(phenylamino)pyridin-4-yl)pyridin-2-yl)-tetrahydrofuran-3-carboxamide

ID: ALA203535

Chembl Id: CHEMBL203535

Cas Number: 712268-58-1

PubChem CID: 10247954

Max Phase: Preclinical

Molecular Formula: C21H20N4O2

Molecular Weight: 360.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(-c2ccnc(Nc3ccccc3)c2)ccn1)C1CCOC1

Standard InChI:  InChI=1S/C21H20N4O2/c26-21(17-8-11-27-14-17)25-20-13-16(7-10-23-20)15-6-9-22-19(12-15)24-18-4-2-1-3-5-18/h1-7,9-10,12-13,17H,8,11,14H2,(H,22,24)(H,23,25,26)

Standard InChI Key:  YZIQMIAREGGHFQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA203535

   N-(4-(2-(phenylamino)pyridin-4-yl)pyridin-2-yl)-tetrahydrofuran-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: 360.42

Molecular Weight (Monoisotopic): 360.1586

AlogP: 3.86

#Rotatable Bonds: 5

Polar Surface Area: 76.14

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.96

CX Basic pKa: 5.70

CX LogP: 3.18

CX LogD: 3.18

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.72

Np Likeness Score: -0.80

References

1. Swahn BM, Xue Y, Arzel E, Kallin E, Magnus A, Plobeck N, Viklund J..  (2006)  Design and synthesis of 2'-anilino-4,4'-bipyridines as selective inhibitors of c-Jun N-terminal kinase-3.,  16  (5): [PMID:16337120] [10.1016/j.bmcl.2005.11.039]

2. Christopher JA, Atkinson FL, Bax BD, Brown MJ, Champigny AC, Chuang TT, Jones EJ, Mosley JE, Musgrave JR..  (2009)  1-Aryl-3,4-dihydroisoquinoline inhibitors of JNK3.,  19  (8): [PMID:19303774] [10.1016/j.bmcl.2009.02.098]

3. Siddiqui MA, Reddy PA..  (2010)  Small molecule JNK (c-Jun N-terminal kinase) inhibitors.,  53  (8): [PMID:20146479] [10.1021/jm9003279]

4. Andrews DM, Cartic S, Cosulich S, Divecha N, Faulder P, Flemington V, Kern O, Kettle JG, MacDonald E, McKelvie J, Pike KG, Roberts B, Rowlinson R, Smith JM, Stockley M, Swarbrick ME, Treinies I, Waring MJ..  (2022)  Identification and optimization of a novel series of selective PIP5K inhibitors.,  54  [PMID:34922306] [10.1016/j.bmc.2021.116557]

Source

Source(1):

• Scientific Literature