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5-[2-(4-Naphthalen-1-yl-piperazin-1-yl)-ethyl]-1H-benzotriazole

ID: ALA363124

PubChem CID: 10316297

Max Phase: Preclinical

Molecular Formula: C22H23N5

Molecular Weight: 357.46

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  c1ccc2c(N3CCN(CCc4ccc5[nH]nnc5c4)CC3)cccc2c1

Standard InChI:  InChI=1S/C22H23N5/c1-2-6-19-18(4-1)5-3-7-22(19)27-14-12-26(13-15-27)11-10-17-8-9-20-21(16-17)24-25-23-20/h1-9,16H,10-15H2,(H,23,24,25)

Standard InChI Key:  YQSXXLHEQOZMOT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
   -1.6083   -4.8167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458   -4.0542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0917    1.4458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3375   -3.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0917    2.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7875   -4.7250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208   -3.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8000    2.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0792   -0.2000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3375   -2.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8000    1.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6250    1.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0917   -3.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8000    3.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6250    0.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8000    0.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0917   -1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208   -2.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0917   -2.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6250   -1.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208    2.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5167    2.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208    3.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0917    3.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5167    3.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2375    2.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2375    3.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3 11  1  0
  4  2  1  0
  5  3  1  0
  6  1  1  0
  7  6  1  0
  8  5  2  0
  9 17  1  0
 10  4  2  0
 11 16  1  0
 12 15  1  0
 13  7  2  0
 14  8  1  0
 15  9  1  0
 16  9  1  0
 17 20  1  0
 18 10  1  0
 19 13  1  0
 20 18  1  0
 21  5  1  0
 22  8  1  0
 23 21  2  0
 24 23  1  0
 25 14  1  0
 26 22  2  0
 27 26  1  0
  4  7  1  0
 18 19  2  0
  3 12  1  0
 14 24  2  0
 25 27  2  0
M  END

Associated Targets(Human)

DRD1 Tclin Dopamine D1 receptor (9720 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD2 Tclin Dopamine D2 receptor (23596 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HTR2A Tclin Serotonin 2a (5-HT2a) receptor (14758 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HTR2C Tclin Serotonin 2c (5-HT2c) receptor (11471 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HTR3A Tclin Serotonin 3a (5-HT3a) receptor (3366 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD2 Tclin Dopamine D2 receptor and serotonin 2a receptor (120 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A4 Tclin Serotonin transporter (12625 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Slc6a4 Serotonin transporter (6087 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Calculated Properties

Molecular Weight: 357.46Molecular Weight (Monoisotopic): 357.1953AlogP: 3.48#Rotatable Bonds: 4
Polar Surface Area: 48.05Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 8.95CX Basic pKa: 8.21CX LogP: 3.77CX LogD: 3.24
Aromatic Rings: 4Heavy Atoms: 27QED Weighted: 0.61Np Likeness Score: -1.48

References

1. Tomić M, Kundaković M, Butorović B, Janać B, Andrić D, Roglić G, Ignjatović D, Kostić-Rajacić S..  (2004)  Pharmacological evaluation of selected arylpiperazines with atypical antipsychotic potential.,  14  (16): [PMID:15261283] [10.1016/j.bmcl.2004.06.005]
2. Jain ZJ, Kankate RS, Chaudhari BN, Kakad RD.  (2013)  Action of benzimidazolo-piperazinyl derivatives on dopamine receptors,  22  (2): [10.1007/s00044-012-0055-5]

Source