N-[2-(4-Nitrophenyl)-1H-indol-3-ylmethylene]-N'-(4-phenylthiazol-2-yl)hydrazine

ID: ALA4483654

PubChem CID: 155540360

Max Phase: Preclinical

Molecular Formula: C24H17N5O2S

Molecular Weight: 439.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(-c2[nH]c3ccccc3c2/C=N/Nc2nc(-c3ccccc3)cs2)cc1

Standard InChI:  InChI=1S/C24H17N5O2S/c30-29(31)18-12-10-17(11-13-18)23-20(19-8-4-5-9-21(19)26-23)14-25-28-24-27-22(15-32-24)16-6-2-1-3-7-16/h1-15,26H,(H,27,28)/b25-14+

Standard InChI Key:  ZXWCTMPYOPSTDS-AFUMVMLFSA-N

Molfile:  

 
     RDKit          2D

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   19.2807  -15.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2779  -14.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.0608  -14.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5789  -15.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0663  -16.0618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7584  -15.4010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.5287  -16.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.3176  -13.3819    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.2171  -11.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4705  -10.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9167  -10.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1094  -10.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8588  -11.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4143  -11.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2813  -15.4134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8727  -16.1301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8649  -14.7011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  9  5  1  0
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  8 10  1  0
  7 16  1  0
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 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  1  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
 21 24  1  0
 30 31  2  0
 30 32  1  0
 13 30  1  0
M  CHG  2  30   1  32  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4483654

   ---

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: 439.50

Molecular Weight (Monoisotopic): 439.1103

AlogP: 6.31

#Rotatable Bonds: 6

Polar Surface Area: 96.21

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.07

CX Basic pKa: 4.90

CX LogP: 6.78

CX LogD: 6.77

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.18

Np Likeness Score: -1.52

References

1. Kryshchyshyn A, Kaminskyy D, Karpenko O, Gzella A, Grellier P, Lesyk R..  (2019)  Thiazolidinone/thiazole based hybrids - New class of antitrypanosomal agents.,  174  [PMID:31051403] [10.1016/j.ejmech.2019.04.052]

Source

Source(1):

• Scientific Literature