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8-Methyl-3-(4-nitro-phenyl)-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

ID: ALA60609

PubChem CID: 14760411

Max Phase: Preclinical

Molecular Formula: C16H20N2O4

Molecular Weight: 304.35

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  COC(=O)C1C(c2ccc([N+](=O)[O-])cc2)CC2CCC1N2C

Standard InChI:  InChI=1S/C16H20N2O4/c1-17-12-7-8-14(17)15(16(19)22-2)13(9-12)10-3-5-11(6-4-10)18(20)21/h3-6,12-15H,7-9H2,1-2H3

Standard InChI Key:  JWBRJGZNZCKAEB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    0.5042   -0.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333   -0.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0000   -0.1667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6500   -1.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6292   -4.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8583   -0.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1292   -0.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2042   -0.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7583   -1.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6292   -3.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6417   -2.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0958   -5.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3375   -5.1292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3875   -1.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4250   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3500   -3.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0833   -3.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3500   -2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0708   -2.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4250    0.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8917   -0.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7667   -0.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  0
  5 10  1  0
  6  7  1  0
  7  4  1  0
  8  1  1  0
  9  2  1  0
 10 17  2  0
 11  4  1  0
 12  5  1  0
 13  5  2  0
 14  9  1  0
 15  8  2  0
 16 18  2  0
 17 19  1  0
 18 11  1  0
 19 11  2  0
 20  3  1  0
 21  8  1  0
 22 21  1  0
  6  3  1  0
  6 14  1  0
 16 10  1  0
M  CHG  2   5   1  12  -1
M  END

Associated Targets(non-human)

Slc6a3 Dopamine transporter (6071 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A3 Dopamine transporter (17 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bos taurus (956 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Gabrp GABA-A receptor; anion channel (5731 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

Biocomponents

Calculated Properties

Molecular Weight: 304.35Molecular Weight (Monoisotopic): 304.1423AlogP: 2.33#Rotatable Bonds: 3
Polar Surface Area: 72.68Molecular Species: BASEHBA: 5HBD:
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 8.93CX LogP: 2.45CX LogD: 0.91
Aromatic Rings: 1Heavy Atoms: 22QED Weighted: 0.49Np Likeness Score: 0.12

References

1. Kline RH, Wright J, Fox KM, Eldefrawi ME..  (1990)  Synthesis of 3-arylecgonine analogues as inhibitors of cocaine binding and dopamine uptake.,  33  (7): [PMID:2362282] [10.1021/jm00169a036]
2. Kline RH, Wright J, Fox KM, Eldefrawi ME..  (1990)  Synthesis of 3-arylecgonine analogues as inhibitors of cocaine binding and dopamine uptake.,  33  (7): [PMID:2362282] [10.1021/jm00169a036]
3. Good AC, Peterson SJ, Richards WG..  (1993)  QSAR's from similarity matrices. Technique validation and application in the comparison of different similarity evaluation methods.,  36  (20): [PMID:8411009] [10.1021/jm00072a012]
4. Lieske SF, Yang B, Eldefrawi ME, MacKerell AD, Wright J..  (1998)  (-)-3 beta-Substituted ecgonine methyl esters as inhibitors for cocaine binding and dopamine uptake.,  41  (6): [PMID:9526561] [10.1021/jm970025h]

Source