8-[2-(2,4-Dichlorophenyl)ethyl]-8-azabicyclo[3.2.1]octan-3-one

ID: ALA4514562

PubChem CID: 62740648

Max Phase: Preclinical

Molecular Formula: C15H17Cl2NO

Molecular Weight: 298.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CC2CCC(C1)N2CCc1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C15H17Cl2NO/c16-11-2-1-10(15(17)7-11)5-6-18-12-3-4-13(18)9-14(19)8-12/h1-2,7,12-13H,3-6,8-9H2

Standard InChI Key:  ZTJMSHHAOMPFJN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   21.9079  -21.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2462  -22.1692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6106  -21.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5469  -21.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1594  -21.4347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7951  -22.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3154  -20.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8042  -21.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4125  -22.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9956  -22.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1743  -22.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7662  -22.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9457  -22.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5343  -22.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9453  -23.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7645  -23.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7486  -20.8643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7130  -22.8793    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.1784  -24.3061    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  1  6  1  0
  3  7  1  0
  7  8  1  0
  1  8  1  0
  9 10  1  0
  2  9  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  5 17  2  0
 14 18  1  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514562

   8-[2-(2,4-Dichlorophenyl)ethyl]-8-azabicyclo[3.2.1]octan-3-one

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: 298.21

Molecular Weight (Monoisotopic): 297.0687

AlogP: 3.73

#Rotatable Bonds: 3

Polar Surface Area: 20.31

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.65

CX LogP: 3.92

CX LogD: 3.48

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: -0.72

References

1. Prevet H, Moune M, Tanina A, Kemmer C, Herledan A, Frita R, Wohlkönig A, Bourotte M, Villemagne B, Leroux F, Gitzinger M, Baulard AR, Déprez B, Wintjens R, Willand N, Flipo M..  (2019)  A fragment-based approach towards the discovery of N-substituted tropinones as inhibitors of Mycobacterium tuberculosis transcriptional regulator EthR2.,  167  [PMID:30784877] [10.1016/j.ejmech.2019.02.023]

Source

Source(1):

• Scientific Literature