3-[4-(2-Diethylamino-ethoxy)-phenyl]-3-(4-hydroxy-phenyl)-2-phenyl-acrylonitrile

ID: ALA63877

Chembl Id: CHEMBL63877

PubChem CID: 14537251

Max Phase: Preclinical

Molecular Formula: C27H28N2O2

Molecular Weight: 412.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CCOc1ccc(/C(=C(/C#N)c2ccccc2)c2ccc(O)cc2)cc1

Standard InChI:  InChI=1S/C27H28N2O2/c1-3-29(4-2)18-19-31-25-16-12-23(13-17-25)27(22-10-14-24(30)15-11-22)26(20-28)21-8-6-5-7-9-21/h5-17,30H,3-4,18-19H2,1-2H3/b27-26-

Standard InChI Key:  QWYOSTLQEBZKOH-RQZHXJHFSA-N

Alternative Forms

1. Parent:

   

   ALA63877

   (E)-3-[4-[2-(diethylamino)ethoxy]phenyl]-3-(4-hydroxyphenyl)-2-phenylprop-2-enenitrile

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: 412.53

Molecular Weight (Monoisotopic): 412.2151

AlogP: 5.60

#Rotatable Bonds: 9

Polar Surface Area: 56.49

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.87

CX Basic pKa: 9.32

CX LogP: 4.43

CX LogD: 4.01

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.37

Np Likeness Score: -0.46

References

1. Bignon E, Pons M, Crastes de Paulet AC, Doré JC, Gilbert J, Abecassis J, Miquel JF, Ojasoo T, Raynaud JP..  (1989)  Effect of triphenylacrylonitrile derivatives on estradiol-receptor binding and on human breast cancer cell growth.,  32  (9): [PMID:2769681] [10.1021/jm00129a013]

2. Ruenitz PC, Bagley JR, Watts CK, Hall RE, Sutherland RL..  (1986)  Substituted-vinyl hydroxytriarylethylenes, 1-[4-[2-(diethylamino) ethoxy]phenyl]-1-(4-hydroxyphenyl)-2-phenylethylenes: synthesis and effects on MCF 7 breast cancer cell proliferation.,  29  (12): [PMID:3783610] [10.1021/jm00162a014]

3. Doré JC, Gilbert J, Bignon E, Crastes de Paulet A, Ojasoo T, Pons M, Raynaud JP, Miquel JF..  (1992)  Multivariate analysis by the minimum spanning tree method of the structural determinants of diphenylethylenes and triphenylacrylonitriles implicated in estrogen receptor binding, protein kinase C activity, and MCF7 cell proliferation.,  35  (3): [PMID:1738150] [10.1021/jm00081a021]

Source

Source(1):

• Scientific Literature