N-(2-(1H-indol-3-yl)ethyl)-2,4-dihydroxybenzamide

ID: ALA4743827

PubChem CID: 153531134

Max Phase: Preclinical

Molecular Formula: C17H16N2O3

Molecular Weight: 296.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCCc1c[nH]c2ccccc12)c1ccc(O)cc1O

Standard InChI:  InChI=1S/C17H16N2O3/c20-12-5-6-14(16(21)9-12)17(22)18-8-7-11-10-19-15-4-2-1-3-13(11)15/h1-6,9-10,19-21H,7-8H2,(H,18,22)

Standard InChI Key:  NWLZYXXMBKLIJE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   23.5794   -3.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5783   -4.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2928   -4.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2910   -3.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0063   -3.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0110   -4.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7984   -4.7389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2801   -4.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7905   -3.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0408   -2.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8465   -2.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4020   -3.0497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2077   -2.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7632   -3.4832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4580   -2.0876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5098   -4.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0645   -4.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8711   -4.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1201   -3.9109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5637   -3.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4274   -5.3106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7037   -4.4428    0.0000 O   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  1  0
 13 15  2  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 14  1  0
 18 21  1  0
 16 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743827

   ---

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: 296.33

Molecular Weight (Monoisotopic): 296.1161

AlogP: 2.55

#Rotatable Bonds: 4

Polar Surface Area: 85.35

Molecular Species: NEUTRAL

HBA: 3

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.04

CX Basic pKa: ┄

CX LogP: 3.20

CX LogD: 3.11

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.60

Np Likeness Score: -0.26

References

1. Fan X,Li J,Deng X,Lu Y,Feng Y,Ma S,Wen H,Zhao Q,Tan W,Shi T,Wang Z.  (2020)  Design, synthesis and bioactivity study of N-salicyloyl tryptamine derivatives as multifunctional agents for the treatment of neuroinflammation.,  193  [PMID:32182488] [10.1016/j.ejmech.2020.112217]

Source

Source(1):

• Scientific Literature