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

ID: ALA4463862

PubChem CID: 155530035

Max Phase: Preclinical

Molecular Formula: C23H17BrN6O2S

Molecular Weight: 521.40

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H17BrN6O2S/c1-13-19(22(32)29-28-21(31)14-7-10-25-11-8-14)20(16-4-2-3-9-26-16)30-17-6-5-15(24)12-18(17)33-23(30)27-13/h2-12,20H,1H3,(H,28,31)(H,29,32)

Standard InChI Key:  FTENHFVFRBNFIX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   17.4907   -6.4178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1960   -6.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1960   -5.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4907   -4.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7854   -6.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7855   -5.1962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0083   -6.2658    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.5279   -5.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0088   -4.9453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6780   -4.2011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8665   -4.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3870   -4.7797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7205   -5.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9031   -6.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9049   -4.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6114   -5.2003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9073   -3.9725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3203   -4.7938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0268   -5.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7357   -4.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0244   -6.0217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4391   -5.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1475   -4.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1503   -3.9881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4388   -3.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7333   -3.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4911   -3.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2004   -3.5591    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2008   -2.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4925   -2.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7825   -2.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7856   -3.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5740   -4.6970    0.0000 Br  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
  8  7  1  0
  7  5  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  2 14  1  0
  3 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 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:

   

   ALA4463862

   ---

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: 521.40

Molecular Weight (Monoisotopic): 520.0317

AlogP: 4.00

#Rotatable Bonds: 3

Polar Surface Area: 99.58

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.03

CX Basic pKa: 3.47

CX LogP: 2.84

CX LogD: 2.83

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.51

Np Likeness Score: -1.55

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