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

ID: ALA4276664

PubChem CID: 145982693

Max Phase: Preclinical

Molecular Formula: C16H28N2O2

Molecular Weight: 280.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)[C@H]2CC[C@]1(C)[C@H](OC(=O)CN1CCNCC1)C2

Standard InChI:  InChI=1S/C16H28N2O2/c1-15(2)12-4-5-16(15,3)13(10-12)20-14(19)11-18-8-6-17-7-9-18/h12-13,17H,4-11H2,1-3H3/t12-,13+,16+/m0/s1

Standard InChI Key:  GQAIXMAVBMHIKL-WOSRLPQWSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   27.9006  -10.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1891  -10.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9052  -10.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0779  -10.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0779  -10.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7887  -11.2942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4955  -10.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4955  -10.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7887   -9.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3692  -11.2994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7808  -12.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7808   -8.8315    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.6473  -10.8828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9256  -11.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6471  -10.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2036  -10.8832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2065  -10.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4887   -9.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7645  -10.0430    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7628  -10.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4851  -11.2985    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 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4276664

   ---

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: 280.41

Molecular Weight (Monoisotopic): 280.2151

AlogP: 1.65

#Rotatable Bonds: 3

Polar Surface Area: 41.57

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.21

CX LogP: 1.79

CX LogD: -0.02

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.80

Np Likeness Score: 0.67

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