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

ID: ALA383199

PubChem CID: 20380017

Max Phase: Preclinical

Molecular Formula: C29H33NO3

Molecular Weight: 443.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)CCCN2CCC(C(O)(c3ccccc3)c3ccccc3)CC2)cc1

Standard InChI:  InChI=1S/C29H33NO3/c1-33-27-16-14-23(15-17-27)28(31)13-8-20-30-21-18-26(19-22-30)29(32,24-9-4-2-5-10-24)25-11-6-3-7-12-25/h2-7,9-12,14-17,26,32H,8,13,18-22H2,1H3

Standard InChI Key:  TWIPPDALRSWINY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -4.0750    0.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0749    3.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7918    3.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4588    0.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8686   -0.4731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6936   -0.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4534   -1.1860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0992   -1.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9235   -1.1979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3395   -0.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9253    0.2339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1024    0.2339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1604   -0.4867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5746    0.2268    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
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  2  3  1  0
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  5 11  2  0
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  1  2  1  0
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  6  7  1  0
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  2  4  1  0
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 14 15  2  0
 30 31  2  0
 31 25  1  0
 15  5  1  0
  3 16  1  0
 32 33  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA383199

   4-(4-(Hydroxydiphenylmethyl)piperidin-1-yl)-1-(4-methoxyphenyl)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: 443.59

Molecular Weight (Monoisotopic): 443.2460

AlogP: 5.31

#Rotatable Bonds: 9

Polar Surface Area: 49.77

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.22

CX Basic pKa: 8.39

CX LogP: 4.86

CX LogD: 3.83

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.46

Np Likeness Score: -0.56

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