N-Cyclopentyl-2-(5-methoxy-2-methyl-3-(2-morpholinoethyl)-1H-indol-1-yl)acetamide

ID: ALA4474733

PubChem CID: 155537091

Max Phase: Preclinical

Molecular Formula: C23H33N3O3

Molecular Weight: 399.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)c(CCN1CCOCC1)c(C)n2CC(=O)NC1CCCC1

Standard InChI:  InChI=1S/C23H33N3O3/c1-17-20(9-10-25-11-13-29-14-12-25)21-15-19(28-2)7-8-22(21)26(17)16-23(27)24-18-5-3-4-6-18/h7-8,15,18H,3-6,9-14,16H2,1-2H3,(H,24,27)

Standard InChI Key:  KYZMIFYSFCDHPA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    3.6966  -17.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6954  -17.9970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4076  -18.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4058  -16.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1186  -17.1698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1188  -17.9925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9016  -18.2453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3826  -17.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9012  -16.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1534  -16.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9568  -15.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2091  -15.1795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0150  -15.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2721  -14.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7239  -13.6256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9192  -13.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6627  -14.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1561  -19.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9559  -19.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5011  -18.5810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1998  -17.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2104  -19.9663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6651  -20.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9884  -16.7656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9875  -15.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8562  -20.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5257  -21.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1345  -21.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8410  -21.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  7 18  1  0
 18 19  1  0
 19 20  2  0
  8 21  1  0
 19 22  1  0
 22 23  1  0
  1 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474733

   ---

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: 399.54

Molecular Weight (Monoisotopic): 399.2522

AlogP: 2.89

#Rotatable Bonds: 7

Polar Surface Area: 55.73

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.28

CX LogP: 2.60

CX LogD: 2.35

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.78

Np Likeness Score: -1.43

References

1. Li J, Ji J, Xu R, Li Z..  (2019)  Indole compounds with N-ethyl morpholine moieties as CB2 receptor agonists for anti-inflammatory management of pain: synthesis and biological evaluation.,  10  (11): [PMID:32952995] [10.1039/C9MD00173E]

Source

Source(1):

• Scientific Literature