3-((1-(2-Chlorophenyl)-2-oxocyclohexyl)amino)-N-ethylpropanamide

ID: ALA4521706

PubChem CID: 155542646

Max Phase: Preclinical

Molecular Formula: C17H23ClN2O2

Molecular Weight: 322.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCNC(=O)CCNC1(c2ccccc2Cl)CCCCC1=O

Standard InChI:  InChI=1S/C17H23ClN2O2/c1-2-19-16(22)10-12-20-17(11-6-5-9-15(17)21)13-7-3-4-8-14(13)18/h3-4,7-8,20H,2,5-6,9-12H2,1H3,(H,19,22)

Standard InChI Key:  SJTYMLRHCUYJCA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    2.5943   -9.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5932  -10.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3080  -10.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0244  -10.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0216   -9.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3062   -8.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3037   -8.0329    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7319   -8.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4478   -9.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1586   -8.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1597   -8.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4438   -7.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7269   -8.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0113   -7.6177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7250   -9.6748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4359  -10.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4288  -10.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1397  -11.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8577  -10.9306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1327  -12.1619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5686  -11.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2865  -10.9427    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
 18 20  2  0
 19 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521706

   ---

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: 322.84

Molecular Weight (Monoisotopic): 322.1448

AlogP: 2.79

#Rotatable Bonds: 6

Polar Surface Area: 58.20

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.67

CX LogP: 2.84

CX LogD: 2.76

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.85

Np Likeness Score: -0.54

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