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

ID: ALA4280890

PubChem CID: 145980373

Max Phase: Preclinical

Molecular Formula: C18H31NO2

Molecular Weight: 293.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CCN(CC(=O)O[C@@H]2C[C@@H]3CC[C@@]2(C)C3(C)C)CC1

Standard InChI:  InChI=1S/C18H31NO2/c1-13-6-9-19(10-7-13)12-16(20)21-15-11-14-5-8-18(15,4)17(14,2)3/h13-15H,5-12H2,1-4H3/t14-,15+,18+/m0/s1

Standard InChI Key:  RMZGPEIRUDUNDH-HDMKZQKVSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   10.7390   -7.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4494   -7.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6330   -7.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6330   -7.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3382   -8.3535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0435   -7.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0435   -7.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3382   -6.7191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1545   -9.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9258   -8.3587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5273   -7.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1313   -5.9286    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2175   -7.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5104   -8.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2164   -7.1339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8021   -7.9532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8034   -7.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0992   -6.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3896   -7.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3889   -7.9563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0976   -8.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6829   -6.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  4  1  0
  3  8  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  1  1  0
  5  1  1  0
  5  9  1  1
  4 10  1  6
  1 11  1  0
  8 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
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4280890

   ---

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: 293.45

Molecular Weight (Monoisotopic): 293.2355

AlogP: 3.48

#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: 6.82

CX LogP: 3.46

CX LogD: 3.36

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.75

Np Likeness Score: 0.53

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]

3. Sokolova AS,Yarovaya OI,Zybkina AV,Mordvinova ED,Shcherbakova NS,Zaykovskaya AV,Baev DS,Tolstikova TG,Shcherbakov DN,Pyankov OV,Maksyutov RA,Salakhutdinov NF.  (2020)  Monoterpenoid-based inhibitors of filoviruses targeting the glycoprotein-mediated entry process.,  207  [PMID:32905862] [10.1016/j.ejmech.2020.112726]

Source

Source(1):

• Scientific Literature