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

ID: ALA4569152

PubChem CID: 141740396

Max Phase: Preclinical

Molecular Formula: C22H26N6OS

Molecular Weight: 422.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C(=N\NC(=O)Nc1nc2ccc(CN3CCC(C)CC3)cc2s1)c1ccccn1

Standard InChI:  InChI=1S/C22H26N6OS/c1-15-8-11-28(12-9-15)14-17-6-7-19-20(13-17)30-22(24-19)25-21(29)27-26-16(2)18-5-3-4-10-23-18/h3-7,10,13,15H,8-9,11-12,14H2,1-2H3,(H2,24,25,27,29)/b26-16+

Standard InChI Key:  ZHQSOOIUNZDFML-WGOQTCKBSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   16.2640  -18.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2628  -19.7511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9709  -20.1601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9691  -18.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6777  -18.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6825  -19.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4625  -19.9950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9399  -19.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4548  -18.6705    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.7571  -19.3251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5562  -18.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8486  -18.9319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1615  -18.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9787  -18.6102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7487  -17.9097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3831  -17.9001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2003  -17.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6047  -17.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4195  -17.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8238  -16.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4110  -15.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5896  -15.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1890  -16.4847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1406  -18.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4351  -18.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4310  -19.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1387  -20.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8504  -19.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7219  -20.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6130  -18.6005    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
 10 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 12 24  1  0
 12 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 17 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4569152

   ---

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: 422.56

Molecular Weight (Monoisotopic): 422.1889

AlogP: 4.47

#Rotatable Bonds: 5

Polar Surface Area: 82.51

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.39

CX Basic pKa: 8.49

CX LogP: 2.82

CX LogD: 2.66

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.47

Np Likeness Score: -2.36

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