2-(2-Chlorophenyl)-2-((3-(piperidin-1-yl)propyl)amino)cyclohexan-1-one

ID: ALA4554571

PubChem CID: 155556448

Max Phase: Preclinical

Molecular Formula: C22H31ClN2O2

Molecular Weight: 390.96

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCCCNC1(c2ccccc2Cl)CCCCC1=O)N1CCCCC1

Standard InChI:  InChI=1S/C22H31ClN2O2/c23-19-11-3-2-10-18(19)22(14-6-4-12-20(22)26)24-15-7-5-13-21(27)25-16-8-1-9-17-25/h2-3,10-11,24H,1,4-9,12-17H2

Standard InChI Key:  PVAPOLCDZSMXAA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   11.4847   -9.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4835  -10.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1957  -11.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9095  -10.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9066   -9.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1939   -9.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1915   -8.5761    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.6144   -9.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3235   -9.7996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0317   -9.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0328   -8.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3196   -8.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6094   -8.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8964   -8.1607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6075  -10.2108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3117  -10.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3047  -11.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0130  -11.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0061  -12.6867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7144  -13.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7074  -13.9267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4297  -12.6988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9899  -14.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9811  -15.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6875  -15.5643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4046  -15.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4152  -14.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  5  8  1  0
 13 14  2  0
  8 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 21 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554571

   ---

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: 390.96

Molecular Weight (Monoisotopic): 390.2074

AlogP: 4.45

#Rotatable Bonds: 7

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.15

CX LogP: 4.29

CX LogD: 4.09

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.70

Np Likeness Score: -0.47

References

1. Dimitrov IV, Harvey MG, Voss LJ, Sleigh JW, Bickerdike MJ, Denny WA..  (2019)  Ketamine esters and amides as short-acting anaesthetics: Structure-activity relationships for the side-chain.,  27  (7): [PMID:30792105] [10.1016/j.bmc.2019.02.010]

Source

Source(1):

• Scientific Literature