(E)-N-(6-((diethylamino)methyl)benzo[d]thiazol-2-yl)-2-(1-(4-fluorophenyl)ethylidene)hydrazinecarboxamide

ID: ALA4537852

PubChem CID: 155548625

Max Phase: Preclinical

Molecular Formula: C21H24FN5OS

Molecular Weight: 413.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)Cc1ccc2nc(NC(=O)N/N=C(\C)c3ccc(F)cc3)sc2c1

Standard InChI:  InChI=1S/C21H24FN5OS/c1-4-27(5-2)13-15-6-11-18-19(12-15)29-21(23-18)24-20(28)26-25-14(3)16-7-9-17(22)10-8-16/h6-12H,4-5,13H2,1-3H3,(H2,23,24,26,28)/b25-14+

Standard InChI Key:  DKCXBJCJCAMECS-AFUMVMLFSA-N

Molfile:  

 
     RDKit          2D

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   16.1231  -11.4455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8301  -11.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5385  -11.4433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8288  -10.2186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2455  -11.0336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9539  -11.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6609  -11.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3665  -11.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0730  -11.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0722  -10.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3589   -9.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6552  -10.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3264  -10.2297    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.6672  -11.3758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1193  -10.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5278  -10.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1198   -9.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3035   -9.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8969  -10.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3072  -10.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9552  -12.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7787   -9.8013    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.8930   -8.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2997   -7.9424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8893   -7.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1169   -7.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5236   -7.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2960   -6.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  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
  1 14  1  0
 14 17  1  0
 16 15  1  0
 15  1  2  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  7 22  1  0
 11 23  1  0
 19 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537852

   ---

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: 413.52

Molecular Weight (Monoisotopic): 413.1686

AlogP: 4.82

#Rotatable Bonds: 7

Polar Surface Area: 69.62

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.43

CX Basic pKa: 9.28

CX LogP: 2.93

CX LogD: 2.71

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.43

Np Likeness Score: -2.57

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