1-(4-ethylphenyl)-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butan-1-one

ID: ALA207982

PubChem CID: 21528597

Max Phase: Preclinical

Molecular Formula: C30H35NO2

Molecular Weight: 441.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc(C(=O)CCCN2CCC(C(O)(c3ccccc3)c3ccccc3)CC2)cc1

Standard InChI:  InChI=1S/C30H35NO2/c1-2-24-15-17-25(18-16-24)29(32)14-9-21-31-22-19-28(20-23-31)30(33,26-10-5-3-6-11-26)27-12-7-4-8-13-27/h3-8,10-13,15-18,28,33H,2,9,14,19-23H2,1H3

Standard InChI Key:  PUNWCEDDQDAMTK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.7542   -4.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5792   -4.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4042   -4.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5792   -3.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5792   -4.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5792   -1.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8624   -1.9443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8656   -2.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.8782   -4.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2880   -4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1130   -4.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5228   -5.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3478   -5.4512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1076   -6.1610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7534   -6.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5776   -6.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9937   -5.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5794   -4.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7566   -4.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8187   -5.4615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2294   -6.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  2  0
  8  9  1  0
  2  5  1  0
  9 10  2  0
  3 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
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 10  4  1  0
 18 21  1  0
  2  3  1  0
 21 22  1  0
  5 11  2  0
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  4  6  2  0
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 11 12  1  0
 24 25  1  0
  1  2  1  0
 24 26  2  0
 12 13  2  0
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  6  7  1  0
 27 28  1  0
 13 14  1  0
 28 29  2  0
  2  4  1  0
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 14 15  2  0
 30 31  2  0
 31 25  1  0
 15  5  1  0
 29 32  1  0
  3 16  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA207982

   1-(4-Ethylphenyl)-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butan-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: 441.62

Molecular Weight (Monoisotopic): 441.2668

AlogP: 5.86

#Rotatable Bonds: 9

Polar Surface Area: 40.54

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.22

CX Basic pKa: 8.41

CX LogP: 5.98

CX LogD: 4.93

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.42

Np Likeness Score: -0.65

References

1. Lafite P, Dijols S, Buisson D, Macherey AC, Zeldin DC, Dansette PM, Mansuy D..  (2006)  Design and synthesis of selective, high-affinity inhibitors of human cytochrome P450 2J2.,  16  (10): [PMID:16495056] [10.1016/j.bmcl.2006.02.004]

Source

Source(1):

• Scientific Literature