(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 3-(piperazin-1-yl)propanoate

ID: ALA4278978

PubChem CID: 145980295

Max Phase: Preclinical

Molecular Formula: C17H30N2O2

Molecular Weight: 294.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)[C@H]2CC[C@]1(C)[C@H](OC(=O)CCN1CCNCC1)C2

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

Standard InChI Key:  SUFKYIGCDBAISW-JJRVBVJISA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   19.3443  -20.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6468  -21.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3489  -21.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5572  -20.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5572  -21.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2543  -22.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9472  -21.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9472  -20.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2543  -20.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8625  -22.0487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2465  -22.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2465  -19.6291    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1547  -21.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4471  -22.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1544  -20.8231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7393  -21.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0317  -22.0495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3275  -21.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6220  -22.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6180  -22.8597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3257  -23.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0374  -22.8633    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
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4278978

   ---

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: 2.04

#Rotatable Bonds: 4

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: 9.23

CX LogP: 2.02

CX LogD: 0.21

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.81

Np Likeness Score: 0.75

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