(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 2-(dibutylamino)acetate

ID: ALA4280078

PubChem CID: 145982148

Max Phase: Preclinical

Molecular Formula: C20H37NO2

Molecular Weight: 323.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN(CCCC)CC(=O)O[C@@H]1C[C@@H]2CC[C@@]1(C)C2(C)C

Standard InChI:  InChI=1S/C20H37NO2/c1-6-8-12-21(13-9-7-2)15-18(22)23-17-14-16-10-11-20(17,5)19(16,3)4/h16-17H,6-15H2,1-5H3/t16-,17+,20+/m0/s1

Standard InChI Key:  QDHYRUHBGNLWLY-SQGPQFPESA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    9.2986  -15.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6011  -16.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3032  -16.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5116  -15.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5116  -16.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2086  -16.7689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9015  -16.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9015  -15.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2086  -15.1593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8168  -16.7741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2008  -17.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2008  -14.3545    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1090  -16.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4014  -16.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1088  -15.5485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6936  -16.3661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6933  -15.5489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9860  -16.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2782  -16.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5706  -16.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8627  -16.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9855  -15.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2779  -15.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5701  -15.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  4  9  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  6  2  1  0
  9  2  1  0
  5 10  1  6
  6 11  1  1
  9 12  1  1
 10 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4280078

   ---

Molecule Features

Natural Product: No

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: 323.52

Molecular Weight (Monoisotopic): 323.2824

AlogP: 4.65

#Rotatable Bonds: 9

Polar Surface Area: 29.54

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.74

CX LogP: 4.97

CX LogD: 4.47

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.58

Np Likeness Score: 0.63

References

1. Kononova AA, Sokolova AS, Cheresiz SV, Yarovaya OI, Nikitina RA, Chepurnov AA, Pokrovsky AG, Salakhutdinov NF..  (2017)  N-Heterocyclic borneol derivatives as inhibitors of Marburg virus glycoprotein-mediated VSIV pseudotype entry.,  8  (12): [PMID:30108738] [10.1039/C7MD00424A]

2. Sokolova AS, Yarovaya OI, Semenova MD, Shtro AA, Orshanskaya IR, Zarubaev VV, Salakhutdinov NF..  (2017)  Synthesis and in vitro study of novel borneol derivatives as potent inhibitors of the influenza A virus.,  8  (5): [PMID:30108810] [10.1039/C6MD00657D]

Source

Source(1):

• Scientific Literature