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

ID: ALA4279515

PubChem CID: 145980753

Max Phase: Preclinical

Molecular Formula: C17H30N2O2

Molecular Weight: 294.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(CC(=O)O[C@@H]2C[C@@H]3CC[C@@]2(C)C3(C)C)CC1

Standard InChI:  InChI=1S/C17H30N2O2/c1-16(2)13-5-6-17(16,3)14(11-13)21-15(20)12-19-9-7-18(4)8-10-19/h13-14H,5-12H2,1-4H3/t13-,14+,17+/m0/s1

Standard InChI Key:  JNBZXXZEAWMQAS-JJRVBVJISA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    8.9757  -10.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2639  -10.5595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9804  -10.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1519  -10.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1519  -10.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8634  -11.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5705  -10.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5705  -10.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8634   -9.6876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4430  -11.3355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8554  -12.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8554   -8.8662    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7206  -10.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9985  -11.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7203  -10.0848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2762  -10.9192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2789  -10.0814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5607   -9.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8362  -10.0783    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8343  -10.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5572  -11.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1232   -9.6633    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
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4279515

   ---

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: 294.44

Molecular Weight (Monoisotopic): 294.2307

AlogP: 1.99

#Rotatable Bonds: 3

Polar Surface Area: 32.78

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.38

CX LogP: 2.17

CX LogD: 1.88

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.75

Np Likeness Score: 0.48

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