(E)-N-(6-((diethylamino)methyl)benzo[d]thiazol-2-yl)-2-(1-(pyrazin-2-yl)ethylidene)hydrazinecarboxamide

ID: ALA4559125

PubChem CID: 155558057

Max Phase: Preclinical

Molecular Formula: C19H23N7OS

Molecular Weight: 397.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)Cc1ccc2nc(NC(=O)N/N=C(\C)c3cnccn3)sc2c1

Standard InChI:  InChI=1S/C19H23N7OS/c1-4-26(5-2)12-14-6-7-15-17(10-14)28-19(22-15)23-18(27)25-24-13(3)16-11-20-8-9-21-16/h6-11H,4-5,12H2,1-3H3,(H2,22,23,25,27)/b24-13+

Standard InChI Key:  LGROPDMTUGUBJV-ZMOGYAJESA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   39.1660  -11.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1648  -12.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8729  -12.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8711  -11.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5797  -11.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5845  -12.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3645  -12.7641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.8419  -12.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3568  -11.4396    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   42.6591  -12.0942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.4582  -11.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7506  -11.7010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0428  -11.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7508  -12.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0635  -11.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8807  -11.3793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.6507  -10.6788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.2851  -10.6692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.1023  -10.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5067   -9.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3215   -9.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.7258   -9.2428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   46.3130   -8.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4916   -8.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0910   -9.2538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.5150  -11.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3351  -11.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0432  -12.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  8 10  1  0
  1 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 10 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 19 26  1  0
 13 27  1  0
 14 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559125

   ---

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: 397.51

Molecular Weight (Monoisotopic): 397.1685

AlogP: 3.47

#Rotatable Bonds: 7

Polar Surface Area: 95.40

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.43

CX Basic pKa: 9.28

CX LogP: 0.73

CX LogD: 0.52

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.47

Np Likeness Score: -2.54

References

1. Ma J, Ni X, Gao Y, Huang K, Liu J, Wang Y, Chen R, Wang C..  (2019)  Identification and biological evaluation of novel benzothiazole derivatives bearing a pyridine-semicarbazone moiety as apoptosis inducers via activation of procaspase-3 to caspase-3.,  10  (3): [PMID:31015910] [10.1039/C8MD00624E]

Source

Source(1):

• Scientific Literature