1-(4-(7-nitro-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-3,4-dihydroquinolin-2(1H)-one

ID: ALA4463741

PubChem CID: 155530288

Max Phase: Preclinical

Molecular Formula: C22H25N3O3

Molecular Weight: 379.46

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C1CCc2ccccc2N1CCCCN1CCc2ccc([N+](=O)[O-])cc2C1

Standard InChI:  InChI=1S/C22H25N3O3/c26-22-10-8-18-5-1-2-6-21(18)24(22)13-4-3-12-23-14-11-17-7-9-20(25(27)28)15-19(17)16-23/h1-2,5-7,9,15H,3-4,8,10-14,16H2

Standard InChI Key:  VFSNXWBYCDPCHP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   13.8556  -27.8380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5609  -27.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2726  -27.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9762  -27.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6880  -27.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3916  -27.3930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1007  -27.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0867  -26.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3790  -26.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1463  -27.4350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4431  -27.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4471  -28.6676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1403  -26.6178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8698  -28.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1614  -29.0703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1658  -29.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8777  -30.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5867  -29.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5789  -29.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7981  -26.5669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8011  -27.3865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5112  -27.7919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2188  -27.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2118  -26.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5011  -26.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9305  -27.7850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6355  -27.3718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9359  -28.6022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  9  1  0
  7 21  1  0
 20  8  1  0
  8  9  1  0
  1 10  1  0
  1 14  1  0
 10 11  1  0
 11 12  1  0
 12 15  1  0
 10 13  2  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 26 27  2  0
 26 28  1  0
 23 26  1  0
M  CHG  2  26   1  28  -1
M  END

Alternative Forms

  1. Parent:

    ALA4463741

    ---

Associated Targets(Human)

GRIN1 Tclin Glutamate NMDA receptor; GRIN1/GRIN2B (726 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

SIGMAR1 Sigma-1 receptor (3326 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Tmem97 Sigma intracellular receptor 2 (922 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

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

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 379.46Molecular Weight (Monoisotopic): 379.1896AlogP: 3.71#Rotatable Bonds: 6
Polar Surface Area: 66.69Molecular Species: NEUTRALHBA: 4HBD:
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 7.59CX LogP: 3.68CX LogD: 3.28
Aromatic Rings: 2Heavy Atoms: 28QED Weighted: 0.44Np Likeness Score: -1.36

References

1. Zampieri D, Fortuna S, Calabretti A, Romano M, Menegazzi R, Schepmann D, Wünsch B, Collina S, Zanon D, Mamolo MG..  (2019)  Discovery of new potent dual sigma receptor/GluN2b ligands with antioxidant property as neuroprotective agents.,  180  [PMID:31319263] [10.1016/j.ejmech.2019.07.012]

Source