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

ID: ALA4476795

PubChem CID: 155538667

Max Phase: Preclinical

Molecular Formula: C22H31N3O3

Molecular Weight: 385.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)c(CC(=O)NCC1CC1)c(C)n2CCN1CCOCC1

Standard InChI:  InChI=1S/C22H31N3O3/c1-16-19(14-22(26)23-15-17-3-4-17)20-13-18(27-2)5-6-21(20)25(16)8-7-24-9-11-28-12-10-24/h5-6,13,17H,3-4,7-12,14-15H2,1-2H3,(H,23,26)

Standard InChI Key:  IONPPZRQCZJNJB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.5709   -5.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5697   -6.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2857   -6.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2839   -4.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0004   -5.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0006   -6.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -6.4005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2710   -5.7304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7871   -5.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0406   -4.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8482   -4.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0433   -7.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8472   -7.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0925   -5.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1031   -8.1306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3975   -4.7150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5549   -8.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8077   -9.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6526   -9.6695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1614   -9.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9083   -8.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1027   -3.3231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9064   -3.1529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1607   -2.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7695   -1.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9884   -1.5721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8590   -4.9131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8580   -4.0916    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
  7 12  1  0
 12 13  1  0
  8 14  1  0
 13 15  1  0
 11 16  2  0
 15 17  1  0
 15 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 11 22  1  0
 22 23  1  0
 23 24  1  0
 25 24  1  0
 26 25  1  0
 24 26  1  0
  1 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476795

   ---

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: 385.51

Molecular Weight (Monoisotopic): 385.2365

AlogP: 2.36

#Rotatable Bonds: 8

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: 7.17

CX LogP: 1.97

CX LogD: 1.77

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.76

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