1-(1-Phenyl-1H-pyrrol-3-ylmethyl)-4-(3-trifluoromethyl-phenyl)-piperidin-4-ol

ID: ALA446892

PubChem CID: 10597114

Max Phase: Preclinical

Molecular Formula: C23H23F3N2O

Molecular Weight: 400.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC1(c2cccc(C(F)(F)F)c2)CCN(Cc2ccn(-c3ccccc3)c2)CC1

Standard InChI:  InChI=1S/C23H23F3N2O/c24-23(25,26)20-6-4-5-19(15-20)22(29)10-13-27(14-11-22)16-18-9-12-28(17-18)21-7-2-1-3-8-21/h1-9,12,15,17,29H,10-11,13-14,16H2

Standard InChI Key:  TVQJPTVBALUGFW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.6667   -1.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0500   -2.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000   -0.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917   -5.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8042    0.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3792   -1.4167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8292   -3.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4042   -4.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5375   -2.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0417   -0.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -1.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3042   -6.2042    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.6875   -6.5292    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.6292   -5.5917    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8417   -3.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3917   -5.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0292   -3.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8167   -4.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -2.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917   -0.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917   -2.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7792   -1.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7792   -2.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  7  1  0
  3  4  2  0
  4  1  1  0
  5 12  1  0
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  7 11  2  0
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  9 14  1  0
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 22 24  2  0
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 24 23  1  0
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 26 15  2  0
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  3  8  1  0
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  5 13  1  0
  7 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA446892

   1-(1-Phenyl-1H-pyrrol-3-ylmethyl)-4-(3-trifluoromethyl-phenyl)-piperidin-4-ol

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: 400.44

Molecular Weight (Monoisotopic): 400.1762

AlogP: 4.98

#Rotatable Bonds: 4

Polar Surface Area: 28.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.93

CX Basic pKa: 8.23

CX LogP: 4.72

CX LogD: 3.83

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.67

Np Likeness Score: -1.08

References

1. Thurkauf A, Yuan J, Chen X, Wasley JW, Meade R, Woodruff KH, Huston K, Ross PC..  (1995)  1-Phenyl-3-(aminomethyl)pyrroles as potential antipsychotic agents. Synthesis and dopamine receptor binding.,  38  (25): [PMID:8523409] [10.1021/jm00025a013]

Source

Source(1):

• Scientific Literature