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

ID: ALA289612

PubChem CID: 9931443

Max Phase: Preclinical

Molecular Formula: C28H29NO2

Molecular Weight: 411.55

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C28H29NO2/c1-2-26(23-10-5-3-6-11-23)28(24-12-7-4-8-13-24)25-17-14-22(15-18-25)16-19-27(31)29-20-9-21-30/h3-8,10-19,30H,2,9,20-21H2,1H3,(H,29,31)/b19-16+,28-26-

Standard InChI Key:  JRGBOADWPVFNEG-ZIKUKRDVSA-N

Molfile:  

     RDKit          2D

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    3.3792   -5.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5250   -4.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0750    0.2458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5042    0.2500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2375   -5.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5167   -3.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792   -5.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5292   -6.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2250   -3.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542   -5.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6667   -6.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9500   -4.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542   -5.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9500   -3.8667    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
  8  2  1  0
  9  3  2  0
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 13 15  2  0
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 15 11  1  0
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 23  8  1  0
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 30 28  1  0
 31 26  1  0
 13 14  1  0
 30 27  2  0
 31 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA289612

   (E)-3-[4-[(Z)-1,2-diphenylbut-1-enyl]phenyl]-N-(3-hydroxypropyl)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: 411.55

Molecular Weight (Monoisotopic): 411.2198

AlogP: 5.57

#Rotatable Bonds: 9

Polar Surface Area: 49.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.44

CX LogD: 5.44

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.27

Np Likeness Score: 0.03

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