Methyl 2-(2-((1-(2-chlorophenyl)-2-oxocyclohexyl)amino)ethoxy)acetate

ID: ALA4462090

PubChem CID: 155528741

Max Phase: Preclinical

Molecular Formula: C17H22ClNO4

Molecular Weight: 339.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)COCCNC1(c2ccccc2Cl)CCCCC1=O

Standard InChI:  InChI=1S/C17H22ClNO4/c1-22-16(21)12-23-11-10-19-17(9-5-4-8-15(17)20)13-6-2-3-7-14(13)18/h2-3,6-7,19H,4-5,8-12H2,1H3

Standard InChI Key:  NHXXFYDSYCWEPJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   20.6884  -19.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6872  -20.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3953  -21.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1049  -20.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1021  -19.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3935  -19.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3911  -18.5764    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.8058  -19.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5149  -19.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2189  -19.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2201  -18.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5110  -18.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8007  -18.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0919  -18.1651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7988  -20.2028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5030  -20.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4960  -21.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2002  -21.8492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9114  -21.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6156  -21.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3268  -21.4587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6086  -22.6784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0310  -21.8733    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
M  END

Alternative Forms

1. Parent:

   

   ALA4462090

   ---

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: 339.82

Molecular Weight (Monoisotopic): 339.1237

AlogP: 2.46

#Rotatable Bonds: 7

Polar Surface Area: 64.63

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.66

CX LogP: 2.92

CX LogD: 2.85

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.61

Np Likeness Score: -0.24

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