2-{[3-(2,6-Dimethyl-pyridin-4-yl)-phenylamino]-methylene}-malonic acid diethyl ester

ID: ALA27272

Chembl Id: CHEMBL27272

Cas Number: 40034-52-4

PubChem CID: 3016151

Max Phase: Preclinical

Molecular Formula: C21H24N2O4

Molecular Weight: 368.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C(/C=N/c1cccc(-c2cc(C)nc(C)c2)c1)=C(\O)OCC

Standard InChI:  InChI=1S/C21H24N2O4/c1-5-26-20(24)19(21(25)27-6-2)13-22-18-9-7-8-16(12-18)17-10-14(3)23-15(4)11-17/h7-13,24H,5-6H2,1-4H3/b20-19+,22-13+

Standard InChI Key:  BBIIDGLNLQNSEB-XRLPKMTFSA-N

Alternative Forms

1. Parent:

   

   ALA27272

   Diethyl (((3-(2,6-dimethyl-4-pyridyl)phenyl)amino)methylene)malonate

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: 368.43

Molecular Weight (Monoisotopic): 368.1736

AlogP: 4.44

#Rotatable Bonds: 7

Polar Surface Area: 81.01

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.95

CX Basic pKa: 6.40

CX LogP: 3.55

CX LogD: 3.54

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.34

Np Likeness Score: -0.61

References

1. Winneker RC, Wagner MM, Singh B..  (1990)  A novel, nonsteroidal inhibitor of androgen binding to the rat androgen binding protein: diethyl [[[3-(2,6-dimethyl-4-pyridinyl)-4-fluorophenyl]amino]methylene] propanedioate.,  33  (1): [PMID:2296011] [10.1021/jm00163a021]

Source

Source(1):

• Scientific Literature