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

ID: ALA4282000

PubChem CID: 145979283

Max Phase: Preclinical

Molecular Formula: C17H29NO2

Molecular Weight: 279.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)[C@H]2CC[C@]1(C)[C@H](OC(=O)CCN1CCCC1)C2

Standard InChI:  InChI=1S/C17H29NO2/c1-16(2)13-6-8-17(16,3)14(12-13)20-15(19)7-11-18-9-4-5-10-18/h13-14H,4-12H2,1-3H3/t13-,14+,17+/m0/s1

Standard InChI Key:  AHNJRNODGPQYEF-JJRVBVJISA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    9.0180   -3.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7283   -4.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9119   -3.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9119   -4.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6172   -4.5730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3225   -4.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3225   -3.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6172   -2.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4335   -5.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2048   -4.5781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8063   -3.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4102   -2.1480    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4965   -4.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7894   -4.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4953   -3.3534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0811   -4.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3740   -4.5822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6275   -4.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815   -4.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4912   -5.5627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2902   -5.3915    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
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4282000

   ---

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: 279.42

Molecular Weight (Monoisotopic): 279.2198

AlogP: 3.23

#Rotatable Bonds: 4

Polar Surface Area: 29.54

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.94

CX LogP: 2.96

CX LogD: 1.42

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.74

Np Likeness Score: 0.77

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