N'-(1-(3,3-dimethyl-2-oxoindolin-5-yl)ethylidene)-4-methylbenzenesulfonohydrazide

ID: ALA1683806

PubChem CID: 53324378

Max Phase: Preclinical

Molecular Formula: C19H21N3O3S

Molecular Weight: 371.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=N\NS(=O)(=O)c1ccc(C)cc1)c1ccc2c(c1)C(C)(C)C(=O)N2

Standard InChI:  InChI=1S/C19H21N3O3S/c1-12-5-8-15(9-6-12)26(24,25)22-21-13(2)14-7-10-17-16(11-14)19(3,4)18(23)20-17/h5-11,22H,1-4H3,(H,20,23)/b21-13+

Standard InChI Key:  XMRCFPLZZLTWKE-FYJGNVAPSA-N

Molfile:  

     RDKit          2D

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    1.6008   -8.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3151   -8.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0308   -8.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0282   -7.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3134   -6.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3149   -9.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3110   -6.1557    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0244   -5.7413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5098   -6.3622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8912   -5.4361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7399   -6.1517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4531   -5.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1688   -6.1477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4509   -4.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1670   -6.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8817   -7.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8758   -5.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5910   -6.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5967   -6.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3867   -7.2163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8694   -6.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3776   -5.8754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6943   -6.5368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1600   -5.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0860   -5.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0
  1  2  2  0
 13 14  1  0
  3  7  1  0
 13 15  1  0
  3  4  2  0
 14 16  2  0
  6  8  1  0
 16 17  1  0
 17 20  2  0
 19 18  2  0
 18 14  1  0
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  8  9  1  0
  4  5  1  0
  8 10  2  0
  2  3  1  0
  8 11  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 19  1  0
  5  6  2  0
 22 24  2  0
  9 12  1  0
 23 25  1  0
  6  1  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1683806

   N''-(1-(3,3-dimethyl-2-oxoindolin-5-yl)ethylidene)-4-methylbenzenesulfonohydrazide

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: 371.46

Molecular Weight (Monoisotopic): 371.1304

AlogP: 2.93

#Rotatable Bonds: 4

Polar Surface Area: 87.63

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.82

CX Basic pKa: 0.15

CX LogP: 3.27

CX LogD: 3.27

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: -0.98

References

1. Kim KY, Lee H, Yoo SE, Kim SH, Kang NS..  (2011)  Discovery of new inhibitor for PDE3 by virtual screening.,  21  (6): [PMID:21330134] [10.1016/j.bmcl.2011.01.120]

Source

Source(1):

• Scientific Literature