N-(2-(1-isopropyl-5-methoxy-1H-indol-3-yl)ethyl)propionamide

ID: ALA4463303

PubChem CID: 86078321

Max Phase: Preclinical

Molecular Formula: C17H24N2O2

Molecular Weight: 288.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)NCCc1cn(C(C)C)c2ccc(OC)cc12

Standard InChI:  InChI=1S/C17H24N2O2/c1-5-17(20)18-9-8-13-11-19(12(2)3)16-7-6-14(21-4)10-15(13)16/h6-7,10-12H,5,8-9H2,1-4H3,(H,18,20)

Standard InChI Key:  XIZLGEHPHRSEOT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   11.8767  -13.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8756  -14.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5836  -15.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5819  -13.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2905  -13.9877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2953  -14.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0753  -15.0547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5527  -14.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0676  -13.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0615  -12.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7661  -12.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4768  -12.8995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1815  -12.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8922  -12.8890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1754  -11.6685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8801  -11.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1689  -13.5828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1687  -12.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0697  -15.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7746  -16.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3592  -16.2729    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
 13 14  2  0
 13 15  1  0
 15 16  1  0
  1 17  1  0
 17 18  1  0
  7 19  1  0
 19 20  1  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4463303

   N-[2-(5-methoxy-1-propan-2-ylindol-3-yl)ethyl]propanamide

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: 288.39

Molecular Weight (Monoisotopic): 288.1838

AlogP: 3.30

#Rotatable Bonds: 6

Polar Surface Area: 43.26

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.85

CX LogD: 2.85

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.89

Np Likeness Score: -1.07

References

1. Wang SY, Shi XC, Laborda P..  (2020)  Indole-based melatonin analogues: Synthetic approaches and biological activity.,  185  [PMID:31727472] [10.1016/j.ejmech.2019.111847]

Source

Source(1):

• Scientific Literature