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

ID: ALA4740522

PubChem CID: 141755657

Max Phase: Preclinical

Molecular Formula: C24H23N3O2

Molecular Weight: 385.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2[nH]cc(CCNC(=O)c3ccccc3Nc3ccccc3)c2c1

Standard InChI:  InChI=1S/C24H23N3O2/c1-29-19-11-12-22-21(15-19)17(16-26-22)13-14-25-24(28)20-9-5-6-10-23(20)27-18-7-3-2-4-8-18/h2-12,15-16,26-27H,13-14H2,1H3,(H,25,28)

Standard InChI Key:  MALXHVGKGSHLTJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.5886   -4.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3033   -4.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3015   -2.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168   -3.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0216   -4.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8090   -4.3313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2908   -3.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8012   -2.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0514   -2.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8572   -2.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4128   -2.6418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2186   -2.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7742   -3.0754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4689   -1.6797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5207   -3.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0755   -4.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8823   -4.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1313   -3.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5749   -2.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7145   -4.0351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4626   -4.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6548   -4.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4028   -5.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9573   -6.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7670   -6.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0154   -5.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8752   -2.8455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1609   -3.2582    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  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
 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
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4740522

   ---

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: 385.47

Molecular Weight (Monoisotopic): 385.1790

AlogP: 4.89

#Rotatable Bonds: 7

Polar Surface Area: 66.15

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.74

CX LogD: 5.74

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.42

Np Likeness Score: -0.94

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]

2. Ma S, Zhu L, Fan X, Luo T, Liu D, Liang Z, Hu X, Shi T, Tan W, Wang Z..  (2021)  Melatonin derivatives combat with inflammation-related cancer by targeting the Main Culprit STAT3.,  211  [PMID:33248852] [10.1016/j.ejmech.2020.113027]

Source

Source(1):

• Scientific Literature