(Z)-3-((5-hydroxy-1-methyl-1H-indol-3-yl)methylene)-N,N-dimethyl-2-oxindole-5-sulfonamide

ID: ALA4798255

PubChem CID: 140775688

Max Phase: Preclinical

Molecular Formula: C20H19N3O4S

Molecular Weight: 397.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)S(=O)(=O)c1ccc2c(c1)/C(=C/c1cn(C)c3ccc(O)cc13)C(=O)N2

Standard InChI:  InChI=1S/C20H19N3O4S/c1-22(2)28(26,27)14-5-6-18-16(10-14)17(20(25)21-18)8-12-11-23(3)19-7-4-13(24)9-15(12)19/h4-11,24H,1-3H3,(H,21,25)/b17-8-

Standard InChI Key:  JNYJJXLTWZLGQH-IUXPMGMMSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   22.5718  -23.8430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1673  -23.1331    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.7542  -23.8404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8799  -21.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8788  -22.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5910  -23.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5892  -21.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3019  -21.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3022  -22.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0893  -22.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5771  -22.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0889  -21.6409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3984  -22.3105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0812  -23.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7889  -24.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0862  -24.5029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5412  -23.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6664  -25.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8681  -25.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3138  -25.6335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5608  -26.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3630  -26.5903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9097  -25.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0042  -27.0166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4592  -22.7216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8996  -24.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4616  -21.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7504  -23.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
 11 13  2  0
 10 14  2  0
 14 15  1  0
 15 19  1  0
 18 16  1  0
 16 17  1  0
 17 15  2  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
  5  2  1  0
  2 25  1  0
 16 26  1  0
 25 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4798255

   ---

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: 397.46

Molecular Weight (Monoisotopic): 397.1096

AlogP: 2.63

#Rotatable Bonds: 3

Polar Surface Area: 91.64

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.02

CX Basic pKa: ┄

CX LogP: 2.34

CX LogD: 2.33

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: -1.10

References

1. Tammiku-Taul J,Park R,Jaanson K,Luberg K,Dobchev DA,Kananovich D,Noole A,Mandel M,Kaasik A,Lopp M,Timmusk T,Karelson M.  (2016)  Indole-like Trk receptor antagonists.,  121  [PMID:27318978] [10.1016/j.ejmech.2016.06.003]

Source

Source(1):

• Scientific Literature