1-Phenyl-8-(1-phenyl-1H-pyrrol-3-ylmethyl)-1,3,8-triaza-spiro[4.5]decan-4-one

ID: ALA356542

PubChem CID: 10572229

Max Phase: Preclinical

Molecular Formula: C24H26N4O

Molecular Weight: 386.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NCN(c2ccccc2)C12CCN(Cc1ccn(-c3ccccc3)c1)CC2

Standard InChI:  InChI=1S/C24H26N4O/c29-23-24(28(19-25-23)22-9-5-2-6-10-22)12-15-26(16-13-24)17-20-11-14-27(18-20)21-7-3-1-4-8-21/h1-11,14,18H,12-13,15-17,19H2,(H,25,29)

Standard InChI Key:  DZHKYKKLIHHVIU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.0500   -2.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8542   -3.1042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1792   -4.2542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9167   -0.8625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6292   -3.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9375   -3.9250    0.0000 C   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
    5.2292   -2.8375    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
    5.3792   -1.4167    0.0000 N   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
    7.4667   -2.5542    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
    4.8125   -3.7167    0.0000 O   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
    8.2542   -2.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3042   -1.7500    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
    2.2042   -2.1042    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
    8.8667   -2.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9167   -1.2000    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   -2.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7042   -1.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  5  1  0
  4  8  1  0
  5  1  1  0
  6  2  1  0
  7 16  1  0
  8  7  2  0
  9 13  2  0
 10  1  1  0
 11  1  1  0
 12 19  1  0
 13  7  1  0
 14  2  1  0
 15  4  1  0
 16 12  1  0
 17  5  2  0
 18 10  1  0
 19 11  1  0
 20 14  2  0
 21 14  1  0
 22 15  2  0
 23 15  1  0
 24 22  1  0
 25 20  1  0
 26 21  2  0
 27 23  2  0
 28 27  1  0
 29 26  1  0
 18 12  1  0
  6  3  1  0
 29 25  2  0
  4  9  1  0
 28 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA356542

   1-Phenyl-8-(1-phenyl-1H-pyrrol-3-ylmethyl)-1,3,8-triaza-spiro[4.5]decan-4-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: 386.50

Molecular Weight (Monoisotopic): 386.2107

AlogP: 3.41

#Rotatable Bonds: 4

Polar Surface Area: 40.51

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.97

CX Basic pKa: 8.27

CX LogP: 3.86

CX LogD: 2.93

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.75

Np Likeness Score: -0.67

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