4-(5-(Benzenesulfonamido)-1H-indol-1-yl)-N-methylpyridine-2-carboxamide

ID: ALA4791071

PubChem CID: 162670394

Max Phase: Preclinical

Molecular Formula: C21H18N4O3S

Molecular Weight: 406.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cc(-n2ccc3cc(NS(=O)(=O)c4ccccc4)ccc32)ccn1

Standard InChI:  InChI=1S/C21H18N4O3S/c1-22-21(26)19-14-17(9-11-23-19)25-12-10-15-13-16(7-8-20(15)25)24-29(27,28)18-5-3-2-4-6-18/h2-14,24H,1H3,(H,22,26)

Standard InChI Key:  LVLOSIZHMKLESY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.7226   -4.8412    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.1310   -4.1247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4344   -5.2566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1455   -4.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8567   -5.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8491   -3.6131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1414   -4.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5666   -4.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5643   -4.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3445   -5.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8306   -4.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3482   -3.7702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6018   -2.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4071   -2.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6660   -2.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1165   -1.4317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3089   -1.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0579   -2.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4700   -1.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0148   -2.4873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8188   -2.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7250   -1.0977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0172   -5.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3045   -4.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5937   -5.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5946   -6.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3120   -6.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0198   -6.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6 10  1  0
  9  7  1  0
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  9 10  2  0
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 18 19  2  0
 19 14  1  0
 13 14  1  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
  2 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4791071

   ---

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: 406.47

Molecular Weight (Monoisotopic): 406.1100

AlogP: 3.19

#Rotatable Bonds: 5

Polar Surface Area: 93.09

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.78

CX Basic pKa: 4.65

CX LogP: 2.68

CX LogD: 2.55

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.53

Np Likeness Score: -1.69

References

1. Sbenati RM,Zaraei SO,El-Gamal MI,Anbar HS,Tarazi H,Zoghbor MM,Mohamood NA,Khakpour MM,Zaher DM,Omar HA,Alach NN,Shehata MK,El-Gamal R.  (2021)  Design, synthesis, biological evaluation, and modeling studies of novel conformationally-restricted analogues of sorafenib as selective kinase-inhibitory antiproliferative agents against hepatocellular carcinoma cells.,  210  [PMID:33310290] [10.1016/j.ejmech.2020.113081]

Source

Source(1):

• Scientific Literature