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

ID: ALA204998

PubChem CID: 16656033

Max Phase: Preclinical

Molecular Formula: C28H30BrNO2

Molecular Weight: 492.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCN1CCC(C(O)(c2ccccc2)c2ccccc2)CC1)c1ccc(Br)cc1

Standard InChI:  InChI=1S/C28H30BrNO2/c29-26-15-13-22(14-16-26)27(31)12-7-19-30-20-17-25(18-21-30)28(32,23-8-3-1-4-9-23)24-10-5-2-6-11-24/h1-6,8-11,13-16,25,32H,7,12,17-21H2

Standard InChI Key:  TWYCNBQSLNYJIC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    6.2833    0.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1083    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9333    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1083    1.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1083   -0.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8230    1.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8234    2.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1084    3.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3915    2.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3947    1.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3936   -0.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3933   -1.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1083   -1.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8251   -1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8219   -0.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3446    0.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1660    0.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5824    0.7444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1711    1.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3435    1.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4073    0.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8171    0.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6421    0.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0519   -0.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8769   -0.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6367   -1.4068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2826   -1.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1068   -1.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5228   -0.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1086    0.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2857    0.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3478   -0.7073    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  3 16  1  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
 19 20  1  0
 10  4  1  0
 18 21  1  0
  2  3  1  0
 21 22  1  0
  5 11  2  0
 22 23  1  0
  4  6  2  0
 23 24  1  0
 11 12  1  0
 24 25  1  0
  1  2  1  0
 24 26  2  0
 12 13  2  0
 25 27  2  0
  6  7  1  0
 27 28  1  0
 13 14  1  0
 28 29  2  0
  2  4  1  0
 29 30  1  0
 14 15  2  0
 30 31  2  0
 31 25  1  0
 15  5  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA204998

   1-(4-Bromophenyl)-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: 492.46

Molecular Weight (Monoisotopic): 491.1460

AlogP: 6.06

#Rotatable Bonds: 8

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: 8.38

CX LogP: 5.79

CX LogD: 4.77

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: -0.66

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