SID26660273

ID: ALA3212577

PubChem CID: 6890591

Max Phase: Preclinical

Molecular Formula: C22H27N3O6S

Molecular Weight: 461.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(=O)N(C)CCc1cc2c(c(OC)c1/C=N/NS(=O)(=O)c1ccc(C)cc1)OCO2

Standard InChI:  InChI=1S/C22H27N3O6S/c1-5-20(26)25(3)11-10-16-12-19-22(31-14-30-19)21(29-4)18(16)13-23-24-32(27,28)17-8-6-15(2)7-9-17/h6-9,12-13,24H,5,10-11,14H2,1-4H3/b23-13+

Standard InChI Key:  UWLLRMHBTAEACJ-YDZHTSKRSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   -7.5151   -0.7033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9971   -3.0138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5049    0.4967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4709   -0.1120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9019    5.8430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9153   -0.7255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2216   -1.4644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9300    3.7369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6217   -1.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6187    1.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8215   -1.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6267    2.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8348   -2.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1138   -0.6807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0337   -3.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4327   -2.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1404   -3.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4195   -1.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9380    5.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9662    3.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4772   -3.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2413    5.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2478    7.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  2  0
  1  6  2  0
  1  9  1  0
  1 20  1  0
  2 11  1  0
  2 18  1  0
  3 14  1  0
  3 18  1  0
  4 12  1  0
  4 24  1  0
  7 28  2  0
  8  9  1  0
  8 17  2  0
 10 21  1  0
 10 28  1  0
 10 29  1  0
 11 12  1  0
 11 14  2  0
 12 13  2  0
 13 15  1  0
 13 17  1  0
 14 16  1  0
 15 16  2  0
 15 19  1  0
 19 21  1  0
 20 22  2  0
 20 23  1  0
 22 26  1  0
 23 27  2  0
 25 26  2  0
 25 27  1  0
 25 30  1  0
 28 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3212577

   N-[2-[7-methoxy-6-[(E)-[(4-methylphenyl)sulfonylhydrazinylidene]methyl]-1,3-benzodioxol-5-yl]ethyl]-N-methylpropanamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 461.54

Molecular Weight (Monoisotopic): 461.1621

AlogP: 2.46

#Rotatable Bonds: 9

Polar Surface Area: 106.53

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.82

CX Basic pKa: ┄

CX LogP: 2.85

CX LogD: 2.85

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.45

Np Likeness Score: -0.86

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays