1-Phenyl-4-(4-(2-((5,6,7,8-tetrahydronaphthalen-1-yl)oxy)ethyl)benzyl)piperazine dihydrochloride

ID: ALA4525002

PubChem CID: 155538797

Max Phase: Preclinical

Molecular Formula: C29H36Cl2N2O

Molecular Weight: 426.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.Cl.c1ccc(N2CCN(Cc3ccc(CCOc4cccc5c4CCCC5)cc3)CC2)cc1

Standard InChI:  InChI=1S/C29H34N2O.2ClH/c1-2-9-27(10-3-1)31-20-18-30(19-21-31)23-25-15-13-24(14-16-25)17-22-32-29-12-6-8-26-7-4-5-11-28(26)29;;/h1-3,6,8-10,12-16H,4-5,7,11,17-23H2;2*1H

Standard InChI Key:  KBUALHJUNQCFMO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
   26.2403   -4.1534    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.5748   -2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3999   -2.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8137   -2.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3994   -1.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5712   -1.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1652   -2.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8113   -3.6803    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3930   -4.3964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8045   -5.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6317   -5.1162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0458   -4.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6368   -3.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0398   -5.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8667   -5.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2760   -6.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1021   -6.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5175   -5.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1050   -5.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2803   -5.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3443   -5.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7576   -6.5688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5845   -6.5714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9935   -7.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5761   -7.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9845   -8.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8122   -8.7188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8149   -7.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2240   -7.9969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0400   -8.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4530   -7.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0482   -6.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2261   -6.5788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4159   -3.6876    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  3  8  1  0
 11 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 29  1  0
 28 24  1  0
 28 29  2  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 426.60

Molecular Weight (Monoisotopic): 426.2671

AlogP: 5.51

#Rotatable Bonds: 7

Polar Surface Area: 15.71

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.04

CX LogP: 6.96

CX LogD: 6.23

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.50

Np Likeness Score: -0.97

References

1. Chen H, Yu YZ, Tian XM, Wang CL, Qian YN, Deng ZA, Zhang JX, Lv DJ, Zhang HB, Shen JL, Yuan M, Zhao SC..  (2019)  Synthesis and biological evaluation of arylpiperazine derivatives as potential anti-prostate cancer agents.,  27  (1): [PMID:30482547] [10.1016/j.bmc.2018.11.029]

Source

Source(1):

• Scientific Literature