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

ID: ALA154590

Chembl Id: CHEMBL154590

PubChem CID: 15123161

Max Phase: Preclinical

Molecular Formula: C27H28N2O3

Molecular Weight: 428.53

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H28N2O3/c1-3-29(4-2)17-18-32-25-15-9-20(10-16-25)26(19-28)27(21-5-11-23(30)12-6-21)22-7-13-24(31)14-8-22/h5-16,30-31H,3-4,17-18H2,1-2H3

Standard InChI Key:  MXQOGXRSTWQMEO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA154590

   2-[4-[2-(Diethylamino)ethoxy]phenyl]-3,3-bis(4-hydroxyphenyl)prop-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: 428.53

Molecular Weight (Monoisotopic): 428.2100

AlogP: 5.30

#Rotatable Bonds: 9

Polar Surface Area: 76.72

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.06

CX Basic pKa: 9.39

CX LogP: 4.03

CX LogD: 3.66

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.36

Np Likeness Score: -0.39

References

1. 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