(E)-N-(6-morpholinobenzo[d]thiazol-2-yl)-2-(4-((2-(benzo[d][1,3]dioxol-5-ylmethyl)thi-azol-4-yl)methoxy)-2-hydroxybenzylidene)hydrazinecarboxamide

ID: ALA3330163

PubChem CID: 137100853

Max Phase: Preclinical

Molecular Formula: C31H28N6O6S2

Molecular Weight: 644.74

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1ccc(OCc2csc(Cc3ccc4c(c3)OCO4)n2)cc1O)Nc1nc2ccc(N3CCOCC3)cc2s1

Standard InChI:  InChI=1S/C31H28N6O6S2/c38-25-14-23(41-16-21-17-44-29(33-21)12-19-1-6-26-27(11-19)43-18-42-26)4-2-20(25)15-32-36-30(39)35-31-34-24-5-3-22(13-28(24)45-31)37-7-9-40-10-8-37/h1-6,11,13-15,17,38H,7-10,12,16,18H2,(H2,34,35,36,39)/b32-15+

Standard InChI Key:  ZCAQEVIITQJIIM-VWJSQJICSA-N

Molfile:  

     RDKit          2D

 45 51  0  0  0  0  0  0  0  0999 V2000
    4.9636  -15.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9625  -15.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6705  -16.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6687  -14.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3774  -15.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3822  -15.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1666  -16.1048    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.6466  -15.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1588  -14.7730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4638  -15.4312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8682  -14.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6853  -14.7162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4554  -14.0158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0897  -14.0061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9069  -14.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3113  -13.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1281  -13.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5324  -12.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1196  -11.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2982  -11.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8975  -12.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0804  -12.5973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5230  -11.1616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3402  -11.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7436  -10.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5588  -10.4418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8067   -9.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1446   -9.1895    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.4877   -9.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5825   -9.4086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1927   -9.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0220  -10.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5722  -10.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9615   -9.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4082  -11.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6336  -11.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6354  -12.1108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4112  -12.3609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8887  -11.7004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2545  -16.2630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5485  -15.8533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8426  -16.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8377  -17.0754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5449  -17.4868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2570  -17.0806    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  1  0
  8  9  2  0
  9  5  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  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
 21 22  1  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 25  2  0
 27 30  1  0
 30 31  1  0
 31 32  2  0
 32 36  1  0
 35 33  1  0
 33 34  2  0
 34 31  1  0
 35 36  2  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 35  1  0
  2 40  1  0
 40 41  1  0
 40 45  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
M  END

Alternative Forms

  1. Parent:

    ALA3330163

    ---

Associated Targets(Human)

NCI-H226 (44470 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-N-SH (1499 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-29 (80576 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 644.74Molecular Weight (Monoisotopic): 644.1512AlogP: 5.35#Rotatable Bonds: 9
Polar Surface Area: 139.66Molecular Species: NEUTRALHBA: 12HBD: 3
#RO5 Violations: 3HBA (Lipinski): 12HBD (Lipinski): 3#RO5 Violations (Lipinski): 3
CX Acidic pKa: 7.42CX Basic pKa: 2.21CX LogP: 5.31CX LogD: 5.03
Aromatic Rings: 5Heavy Atoms: 45QED Weighted: 0.14Np Likeness Score: -1.89

References

1. Ma J, Chen D, Lu K, Wang L, Han X, Zhao Y, Gong P..  (2014)  Design, synthesis, and structure-activity relationships of novel benzothiazole derivatives bearing the ortho-hydroxy N-carbamoylhydrazone moiety as potent antitumor agents.,  86  [PMID:25171780] [10.1016/j.ejmech.2014.08.058]

Source