(E)-3-[4-((Z)-1,2-Diphenyl-but-1-enyl)-phenyl]-N-(3-methoxy-propyl)-acrylamide

ID: ALA39227

PubChem CID: 9910305

Max Phase: Preclinical

Molecular Formula: C29H31NO2

Molecular Weight: 425.57

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H31NO2/c1-3-27(24-11-6-4-7-12-24)29(25-13-8-5-9-14-25)26-18-15-23(16-19-26)17-20-28(31)30-21-10-22-32-2/h4-9,11-20H,3,10,21-22H2,1-2H3,(H,30,31)/b20-17+,29-27-

Standard InChI Key:  YCTVEFROKAIABA-JRGHFAHQSA-N

Molfile:  

     RDKit          2D

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    5.1875   -3.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7375    0.9958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417   -2.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1792   -3.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3125    0.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7417    0.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1917   -5.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167   -4.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -5.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6125   -3.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8875   -2.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6125   -3.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167   -5.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  4  1  0
  4  6  2  0
  5  1  1  0
  6 13  1  0
  7  1  1  0
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 32 27  2  0
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 28 32  1  0
 31 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA39227

   (E)-3-[4-[(Z)-1,2-diphenylbut-1-enyl]phenyl]-N-(3-methoxypropyl)prop-2-enamide

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: 425.57

Molecular Weight (Monoisotopic): 425.2355

AlogP: 6.22

#Rotatable Bonds: 10

Polar Surface Area: 38.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.08

CX LogD: 6.08

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.24

Np Likeness Score: -0.16

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