N-(2-(1H-indol-3-yl)ethyl)-2-hydroxy-5-methylbenzamide

ID: ALA4762525

PubChem CID: 25664794

Max Phase: Preclinical

Molecular Formula: C18H18N2O2

Molecular Weight: 294.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(O)c(C(=O)NCCc2c[nH]c3ccccc23)c1

Standard InChI:  InChI=1S/C18H18N2O2/c1-12-6-7-17(21)15(10-12)18(22)19-9-8-13-11-20-16-5-3-2-4-14(13)16/h2-7,10-11,20-21H,8-9H2,1H3,(H,19,22)

Standard InChI Key:  WACDKXCKGPLCRE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   35.1168   -3.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1155   -4.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8304   -5.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8285   -3.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5439   -3.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5487   -4.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3362   -4.9232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8180   -4.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3283   -3.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5787   -2.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3845   -2.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9401   -3.2337    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7460   -3.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3015   -3.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9963   -2.2713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.0481   -4.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6029   -5.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4097   -4.8860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6588   -4.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1024   -3.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4640   -3.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2418   -4.6270    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
 19 21  1  0
 16 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762525

   2-hydroxy-N-[2-(1H-indol-3-yl)ethyl]-5-methylbenzamide

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: 294.35

Molecular Weight (Monoisotopic): 294.1368

AlogP: 3.15

#Rotatable Bonds: 4

Polar Surface Area: 65.12

Molecular Species: NEUTRAL

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.55

CX Basic pKa: ┄

CX LogP: 4.02

CX LogD: 3.99

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.69

Np Likeness Score: -0.67

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