(E)-3-(5-((2-(benzo[d]thiazol-2-yl)hydrazono)methyl)-3-ethyl-2-hydroxyphenyl)-1-phenylprop-2-en-1-one

ID: ALA3634370

PubChem CID: 137028541

Max Phase: Preclinical

Molecular Formula: C25H21N3O2S

Molecular Weight: 427.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cc(/C=N/Nc2nc3ccccc3s2)cc(/C=C/C(=O)c2ccccc2)c1O

Standard InChI:  InChI=1S/C25H21N3O2S/c1-2-18-14-17(16-26-28-25-27-21-10-6-7-11-23(21)31-25)15-20(24(18)30)12-13-22(29)19-8-4-3-5-9-19/h3-16,30H,2H2,1H3,(H,27,28)/b13-12+,26-16+

Standard InChI Key:  LSGZWVLVBKKRSF-XURMGDGOSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    4.1488   -7.7545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8916   -6.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3924   -6.4407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7552   -8.7900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6480   -7.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9037   -9.0666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4037   -9.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3520   -7.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3922   -6.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8922   -6.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1352   -5.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6352   -5.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3749   -3.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6146   -2.5267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1146   -2.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3749   -3.8435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8756   -3.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2434   -6.1591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3513   -1.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8506   -1.2602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0872    0.0320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4659   -2.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  1  4  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  5 10  2  0
  1  5  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
 13 17  1  0
 12 18  1  0
 20 21  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 22 26  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 25 30  2  0
 26 27  2  0
 21 23  1  0
 19 20  2  0
 15 19  1  0
  3 11  1  0
 17 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3634370

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 427.53

Molecular Weight (Monoisotopic): 427.1354

AlogP: 5.91

#Rotatable Bonds: 7

Polar Surface Area: 74.58

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.75

CX Basic pKa: 5.37

CX LogP: 7.20

CX LogD: 7.14

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.17

Np Likeness Score: -1.18

References

1. Sashidhara KV, Avula SR, Doharey PK, Singh LR, Balaramnavar VM, Gupta J, Misra-Bhattacharya S, Rathaur S, Saxena AK, Saxena JK..  (2015)  Designing, synthesis of selective and high-affinity chalcone-benzothiazole hybrids as Brugia malayi thymidylate kinase inhibitors: In vitro validation and docking studies.,  103  [PMID:26383126] [10.1016/j.ejmech.2015.09.004]

Source

Source(1):

• Scientific Literature