N-((1R,2R,4R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-yl)adamantane-1-carboxamide

ID: ALA4762951

PubChem CID: 162659483

Max Phase: Preclinical

Molecular Formula: C21H33NO

Molecular Weight: 315.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)[C@@H]2CC[C@@]1(C)[C@H](NC(=O)C13CC4CC(CC(C4)C1)C3)C2

Standard InChI:  InChI=1S/C21H33NO/c1-19(2)16-4-5-20(19,3)17(9-16)22-18(23)21-10-13-6-14(11-21)8-15(7-13)12-21/h13-17H,4-12H2,1-3H3,(H,22,23)/t13?,14?,15?,16-,17-,20+,21?/m1/s1

Standard InChI Key:  KJWQACXNDVRKCA-RTMLGLBBSA-N

Molfile:  

 
     RDKit          2D

 24 28  0  0  0  0  0  0  0  0999 V2000
    6.1248  -18.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2829  -18.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0716  -19.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5900  -20.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2252  -20.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3786  -20.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9216  -20.5451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1242  -21.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6623  -20.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3760  -19.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9273  -19.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2208  -19.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6681  -19.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9221  -18.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6231  -18.0274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2159  -18.0363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3292  -18.4274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3282  -19.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0261  -19.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7254  -19.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7222  -18.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0197  -18.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0126  -17.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0187  -20.4422    0.0000 H   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  6  1  0
  5  7  1  0
  6  8  1  0
  7  9  1  0
  8  9  1  0
 10 11  1  0
  6 10  1  0
  5 12  1  0
  9 13  1  0
 13 11  1  0
 11 12  1  0
 11 14  1  0
 14 15  1  0
 14 16  2  0
 17 15  1  1
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22  2  1  0
 19  2  1  0
 19 24  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4762951

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 315.50

Molecular Weight (Monoisotopic): 315.2562

AlogP: 4.53

#Rotatable Bonds: 2

Polar Surface Area: 29.10

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.50

CX LogP: 4.30

CX LogD: 4.30

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: 0.21

References

1. Suslov, Evgenii V., Mozhaytsev, Evgenii S., Korchagina, Dina V., Bormotov, Nikolay I., Yarovaya, Olga I., Volcho, Konstantin P., Serova, Olga A., Agafonov, Alexander P., Maksyutov, Rinat A., Shishkina, Larisa N., Salakhutdinov, Nariman F..  (2020)  New chemical agents based on adamantane-monoterpene conjugates against orthopoxvirus infections,  11  (10): [PMID:33479623] [10.1039/d0md00108b]

Source

Source(1):

• Scientific Literature