(E)-3-[4-((Z)-1,2-Diphenyl-but-1-enyl)-phenyl]-1-morpholin-4-yl-propenone

ID: ALA39416

PubChem CID: 9802402

Max Phase: Preclinical

Molecular Formula: C29H29NO2

Molecular Weight: 423.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC/C(=C(\c1ccccc1)c1ccc(/C=C/C(=O)N2CCOCC2)cc1)c1ccccc1

Standard InChI:  InChI=1S/C29H29NO2/c1-2-27(24-9-5-3-6-10-24)29(25-11-7-4-8-12-25)26-16-13-23(14-17-26)15-18-28(31)30-19-21-32-22-20-30/h3-18H,2,19-22H2,1H3/b18-15+,29-27-

Standard InChI Key:  ASUAZMBTQQKCFD-VXYSUUTNSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    3.5667   -4.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2875   -5.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2667   -0.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9792    0.3458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2667   -0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5667   -3.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542   -1.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542   -5.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0000   -4.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5500    0.3333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4042    1.1708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542   -3.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2792   -3.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5625   -2.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2792   -2.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -2.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2875   -5.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9750    1.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6917   -0.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6875    1.5833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4042    0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7125   -5.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9917   -3.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542   -5.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -4.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0042   -6.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -5.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -6.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4250   -4.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7000   -3.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4250   -3.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -5.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  5  1  0
  4  3  1  0
  5  7  2  0
  6  1  1  0
  7 14  1  0
  8  1  1  0
  9  2  1  0
 10  3  2  0
 11 21  1  0
 12  6  1  0
 13  6  2  0
 14 15  2  0
 15 13  1  0
 16 12  2  0
 17  2  1  0
 18  4  1  0
 19  4  1  0
 20 18  1  0
 21 19  1  0
 22  9  2  0
 23  9  1  0
 24  8  1  0
 25  8  2  0
 26 17  1  0
 27 25  1  0
 28 24  2  0
 29 22  1  0
 30 23  2  0
 31 30  1  0
 32 27  2  0
 14 16  1  0
 28 32  1  0
 31 29  2  0
 11 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA39416

   (E)-3-[4-[(Z)-1,2-diphenylbut-1-enyl]phenyl]-1-morpholin-4-ylprop-2-en-1-one

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: 423.56

Molecular Weight (Monoisotopic): 423.2198

AlogP: 5.93

#Rotatable Bonds: 6

Polar Surface Area: 29.54

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.07

CX LogD: 6.07

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.36

Np Likeness Score: -0.35

References

1. Willson TM, Henke BR, Momtahen TM, Charifson PS, Batchelor KW, Lubahn DB, Moore LB, Oliver BB, Sauls HR, Triantafillou JA..  (1994)  3-[4-(1,2-Diphenylbut-1-enyl)phenyl]acrylic acid: a non-steroidal estrogen with functional selectivity for bone over uterus in rats.,  37  (11): [PMID:8201587] [10.1021/jm00037a002]

Source

Source(1):

• Scientific Literature