3-((2-(9H-fluoren-9-yl)ethyl)(methyl)amino)-1-(4-(3,4-dichlorophenyl)piperazin-1-yl)propan-1-one hydrochloride

ID: ALA472751

PubChem CID: 44564906

Max Phase: Preclinical

Molecular Formula: C29H32Cl3N3O

Molecular Weight: 508.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CCC(=O)N1CCN(c2ccc(Cl)c(Cl)c2)CC1)CCC1c2ccccc2-c2ccccc21.Cl

Standard InChI:  InChI=1S/C29H31Cl2N3O.ClH/c1-32(14-12-26-24-8-4-2-6-22(24)23-7-3-5-9-25(23)26)15-13-29(35)34-18-16-33(17-19-34)21-10-11-27(30)28(31)20-21;/h2-11,20,26H,12-19H2,1H3;1H

Standard InChI Key:  GZAXZRZNQTVQBX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 36 39  0  0  0  0  0  0  0  0999 V2000
    8.4240    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2456    0.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4689    0.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1834    0.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8979    0.1300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1834    1.3675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6123    0.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3268    0.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3268   -0.6950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6123   -1.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8979   -0.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0413   -1.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7557   -0.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4702   -1.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4702   -1.9325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7557   -2.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0413   -1.9325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1034    0.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4091    0.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8571    0.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1120   -0.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9190   -0.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4711   -0.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2161    0.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1897    1.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9966    1.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2516    2.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6995    2.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8926    2.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6376    1.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7557   -3.1700    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.1847   -2.3450    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2 18  1  0
  7  8  1  0
 18 19  1  0
  8  9  1  0
 18 20  1  0
  9 10  1  0
 20 21  1  0
 10 11  1  0
 21 22  1  0
 22 24  1  0
 23 30  1  0
 29 22  1  0
 23 24  2  0
  5  7  1  0
  9 12  1  0
  3  4  1  0
 12 13  2  0
  2  3  1  0
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 24 25  1  0
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  4  5  1  0
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  4  6  2  0
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 32 33  1  0
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  5 11  1  0
 15 36  1  0
M  END

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: 508.49

Molecular Weight (Monoisotopic): 507.1844

AlogP: 6.17

#Rotatable Bonds: 7

Polar Surface Area: 26.79

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.54

CX LogP: 6.04

CX LogD: 3.92

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: -1.19

References

1. Troxler T, Hurth K, Mattes H, Prashad M, Schoeffter P, Langenegger D, Enz A, Hoyer D..  (2009)  Discovery of novel non-peptidic beta-alanine piperazine amide derivatives and their optimization to achiral, easily accessible, potent and selective somatostatin sst1 receptor antagonists.,  19  (5): [PMID:19208473] [10.1016/j.bmcl.2009.01.072]

Source

Source(1):

• Scientific Literature