3alpha-Benzoyloxynortropane

ID: ALA388114

PubChem CID: 176928

Max Phase: Preclinical

Molecular Formula: C14H17NO2

Molecular Weight: 231.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(OC1CC2CCC(C1)N2)c1ccccc1

Standard InChI:  InChI=1S/C14H17NO2/c16-14(10-4-2-1-3-5-10)17-13-8-11-6-7-12(9-13)15-11/h1-5,11-13,15H,6-9H2

Standard InChI Key:  AZHSHGVBEAPALY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   -3.2383  -23.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1575  -23.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780  -23.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6637  -23.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8077  -22.6422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2960  -23.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1917  -24.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5638  -23.8057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7465  -24.6144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9215  -24.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5105  -25.3315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5075  -23.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3160  -23.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7299  -23.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3188  -22.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5105  -22.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9206  -23.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0
  2  9  1  1
  2  3  1  0
  9 10  1  0
  3  4  1  0
 10 11  2  0
  4  5  1  0
 10 12  1  0
  5  1  1  0
 12 13  2  0
  1  6  1  0
 13 14  1  0
  6  2  1  0
 14 15  2  0
  4  7  1  0
 15 16  1  0
  1  8  1  0
 16 17  2  0
 17 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA388114

   8-Azabicyclo[3.2.1]octan-3-yl benzoate

Molecule Features

Natural Product: Yes

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: 231.29

Molecular Weight (Monoisotopic): 231.1259

AlogP: 2.13

#Rotatable Bonds: 2

Polar Surface Area: 38.33

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 11.02

CX LogP: 2.15

CX LogD: -0.94

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.79

Np Likeness Score: 0.86

References

1. Chan ZY, Krishnan P, Modaresi SM, Hii LW, Mai CW, Lim WM, Leong CO, Low YY, Wong SK, Yong KT, Leong AZ, Lee MK, Ting KN, Lim KH..  (2021)  Monomeric, Dimeric, and Trimeric Tropane Alkaloids from Pellacalyx saccardianus.,  84  (8.0): [PMID:34342431] [10.1021/acs.jnatprod.1c00374]

Source

Source(1):

• Scientific Literature