4-Phenyl-1-(1-phenyl-1H-pyrrol-3-ylmethyl)-1,2,3,6-tetrahydro-pyridine

ID: ALA147731

PubChem CID: 10543298

Max Phase: Preclinical

Molecular Formula: C22H22N2

Molecular Weight: 314.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C1=C(c2ccccc2)CCN(Cc2ccn(-c3ccccc3)c2)C1

Standard InChI:  InChI=1S/C22H22N2/c1-3-7-20(8-4-1)21-12-14-23(15-13-21)17-19-11-16-24(18-19)22-9-5-2-6-10-22/h1-12,16,18H,13-15,17H2

Standard InChI Key:  LYPHIBLOFUSFAM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    2.9167   -0.8625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2167   -0.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6667   -1.1917    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
    6.0500   -2.9250    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
    5.2292   -2.8375    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
    5.0417   -0.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5375   -2.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3875   -3.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8917   -2.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2000   -1.5000    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
    5.9000   -4.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2042   -3.7625    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
    6.2292   -5.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5417   -4.5042    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
    7.0542   -5.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  1  1  0
  4  1  1  0
  5 11  1  0
  6  4  2  0
  7 10  1  0
  8 13  1  0
  9  1  1  0
 10  2  1  0
 11 14  1  0
 12  5  1  0
 13  7  1  0
 14  7  1  0
 15  9  1  0
 16  9  2  0
 17 12  2  0
 18 12  1  0
 19 15  2  0
 20 17  1  0
 21 18  2  0
 22 16  1  0
 23 22  2  0
 24 21  1  0
  2  6  1  0
 19 23  1  0
  8  5  2  0
 20 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA147731

   4-Phenyl-1-(1-phenyl-1H-pyrrol-3-ylmethyl)-1,2,3,6-tetrahydro-pyridine

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: 314.43

Molecular Weight (Monoisotopic): 314.1783

AlogP: 4.77

#Rotatable Bonds: 4

Polar Surface Area: 8.17

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.28

CX LogP: 5.04

CX LogD: 4.10

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.67

Np Likeness Score: -0.87

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