N-[2-(2-ethoxy-6-methoxybenzoimidazol-1-yl)ethyl]acetamide

ID: ALA4859677

PubChem CID: 139451795

Max Phase: Preclinical

Molecular Formula: C14H19N3O3

Molecular Weight: 277.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOc1nc2ccc(OC)cc2n1CCNC(C)=O

Standard InChI:  InChI=1S/C14H19N3O3/c1-4-20-14-16-12-6-5-11(19-3)9-13(12)17(14)8-7-15-10(2)18/h5-6,9H,4,7-8H2,1-3H3,(H,15,18)

Standard InChI Key:  MRWHUOOPUIAFSB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   30.8496   -3.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8485   -4.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5565   -4.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5547   -2.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1437   -2.8426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4369   -3.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2633   -3.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2636   -4.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0466   -4.3218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5303   -3.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0462   -2.9899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2984   -2.2127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0977   -2.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3500   -1.2652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1493   -1.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4015   -0.3178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6963   -1.7022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3467   -3.6582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7531   -4.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5703   -4.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  8  2  0
  7  4  2  0
  4  1  1  0
  1  5  1  0
  5  6  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 10 18  1  0
 18 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4859677

   ---

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: 277.32

Molecular Weight (Monoisotopic): 277.1426

AlogP: 1.58

#Rotatable Bonds: 6

Polar Surface Area: 65.38

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.28

CX LogP: 1.23

CX LogD: 1.23

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.87

Np Likeness Score: -1.34

References

1. Ferreira MA, Azevedo H, Mascarello A, Segretti ND, Russo E, Russo V, Guimarães CRW..  (2021)  Discovery of ACH-000143: A Novel Potent and Peripherally Preferred Melatonin Receptor Agonist that Reduces Liver Triglycerides and Steatosis in Diet-Induced Obese Rats.,  64  (4.0): [PMID:33626870] [10.1021/acs.jmedchem.0c00627]

Source

Source(1):

• Scientific Literature