N-(2-(5-chloro-1H-indol-3-yl)ethyl)-2-(phenylamino)benzamide

ID: ALA4761676

PubChem CID: 141755662

Max Phase: Preclinical

Molecular Formula: C23H20ClN3O

Molecular Weight: 389.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCCc1c[nH]c2ccc(Cl)cc12)c1ccccc1Nc1ccccc1

Standard InChI:  InChI=1S/C23H20ClN3O/c24-17-10-11-21-20(14-17)16(15-26-21)12-13-25-23(28)19-8-4-5-9-22(19)27-18-6-2-1-3-7-18/h1-11,14-15,26-27H,12-13H2,(H,25,28)

Standard InChI Key:  QFRKUURFWZMRAG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.0093  -19.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7239  -20.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7221  -18.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4373  -19.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4422  -19.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2296  -20.0910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7114  -19.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2217  -18.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4721  -17.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2779  -17.7919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8334  -18.4016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6392  -18.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1947  -18.8351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8894  -17.4394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9412  -19.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4960  -20.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3028  -20.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5519  -19.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9954  -18.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1350  -19.7948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8831  -20.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0755  -20.7511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8233  -21.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3778  -22.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1876  -21.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4359  -21.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2959  -18.6053    0.0000 Cl  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
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 11 12  1  0
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 13 14  1  0
 13 15  2  0
 14 16  2  0
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 18 19  1  0
 19 20  2  0
 20 14  1  0
 16 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
  1 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761676

   ---

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: 389.89

Molecular Weight (Monoisotopic): 389.1295

AlogP: 5.54

#Rotatable Bonds: 6

Polar Surface Area: 56.92

Molecular Species: NEUTRAL

HBA: 2

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.50

CX LogD: 6.50

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.41

Np Likeness Score: -1.20

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