8-hydroxy-N'-isonicotinoyl-2-methyl-4-(pyridin-2-yl)-4H-benzo[4,5]thiazolo[3,2-a]pyrimidine-3-carbohydrazide

ID: ALA4578301

PubChem CID: 155565001

Max Phase: Preclinical

Molecular Formula: C23H18N6O3S

Molecular Weight: 458.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C(C(=O)NNC(=O)c2ccncc2)C(c2ccccn2)N2C(=N1)Sc1cc(O)ccc12

Standard InChI:  InChI=1S/C23H18N6O3S/c1-13-19(22(32)28-27-21(31)14-7-10-24-11-8-14)20(16-4-2-3-9-25-16)29-17-6-5-15(30)12-18(17)33-23(29)26-13/h2-12,20,30H,1H3,(H,27,31)(H,28,32)

Standard InChI Key:  SDSIGWYOBMOHAJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   32.3983  -27.8175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1035  -27.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1035  -26.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3983  -26.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6930  -27.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6930  -26.5959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9158  -27.6655    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.4355  -27.0044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9164  -26.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5855  -25.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7741  -25.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2946  -26.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6280  -26.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.5190  -26.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8148  -25.3722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2279  -26.1935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9344  -26.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6433  -26.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9320  -27.4213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3466  -26.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0550  -26.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0579  -25.3878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.3464  -24.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6409  -25.3854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3987  -25.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1080  -24.9587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1083  -24.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4001  -23.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6900  -24.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6932  -24.9610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4816  -26.0967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  5  1  2  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  5  6  1  0
  6  9  1  0
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  7  5  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
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  2 14  1  0
  3 15  1  0
 15 16  1  0
 15 17  2  0
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 25 26  2  0
 26 20  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
  4 27  1  0
 12 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4578301

   ---

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: 458.50

Molecular Weight (Monoisotopic): 458.1161

AlogP: 2.94

#Rotatable Bonds: 3

Polar Surface Area: 119.81

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.95

CX Basic pKa: 3.47

CX LogP: 1.77

CX LogD: 1.76

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.52

Np Likeness Score: -1.26

References

1. Bhoi MN, Borad MA, Jethava DJ, Acharya PT, Pithawala EA, Patel CN, Pandya HA, Patel HD..  (2019)  Synthesis, biological evaluation and computational study of novel isoniazid containing 4H-Pyrimido[2,1-b]benzothiazoles derivatives.,  177  [PMID:31129451] [10.1016/j.ejmech.2019.05.028]

Source

Source(1):

• Scientific Literature