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

ID: ALA4286358

PubChem CID: 145992882

Max Phase: Preclinical

Molecular Formula: C16H27NO2

Molecular Weight: 265.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)[C@H]2CC[C@]1(C)[C@H](OC(=O)CN1CCCC1)C2

Standard InChI:  InChI=1S/C16H27NO2/c1-15(2)12-6-7-16(15,3)13(10-12)19-14(18)11-17-8-4-5-9-17/h12-13H,4-11H2,1-3H3/t12-,13+,16+/m0/s1

Standard InChI Key:  IGKCVYYWIMKBTD-WOSRLPQWSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   14.0202   -3.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3227   -4.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0247   -4.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2331   -3.6897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2331   -4.4946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9301   -4.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6230   -4.4946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6230   -3.6897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9301   -3.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5384   -4.8959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9224   -5.6997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9224   -2.4763    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8305   -4.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1230   -4.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8303   -3.6703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4151   -4.4879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3323   -3.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5329   -3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1245   -4.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6716   -4.8212    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
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4286358

   ---

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: 265.40

Molecular Weight (Monoisotopic): 265.2042

AlogP: 2.84

#Rotatable Bonds: 3

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: 6.76

CX LogP: 2.73

CX LogD: 2.64

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.73

Np Likeness Score: 0.68

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