(Z)-2-(1-(4-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)butyl)indolin-3-ylidene)-N,N-dimethylhydrazinecarbothioamide

ID: ALA4290541

PubChem CID: 145986644

Max Phase: Preclinical

Molecular Formula: C26H35N5O2S

Molecular Weight: 481.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)CN(CCCCN1C/C(=N\NC(=S)N(C)C)c3ccccc31)CC2

Standard InChI:  InChI=1S/C26H35N5O2S/c1-29(2)26(34)28-27-22-18-31(23-10-6-5-9-21(22)23)13-8-7-12-30-14-11-19-15-24(32-3)25(33-4)16-20(19)17-30/h5-6,9-10,15-16H,7-8,11-14,17-18H2,1-4H3,(H,28,34)/b27-22+

Standard InChI Key:  LOWGUFRIBOARHL-HPNDGRJYSA-N

Molfile:  

     RDKit          2D

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    6.4074   -6.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7063   -5.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1256   -5.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5248   -5.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5337   -5.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8337   -4.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2457   -4.6414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9490   -5.0575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2273   -6.2795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2169   -7.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  7 17  1  0
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 22 26  1  0
 25 23  1  0
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 25 26  2  0
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 28 29  1  0
 29 30  2  0
 30 25  1  0
 29 31  1  0
 31 32  1  0
 28 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4290541

   ---

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: 481.67

Molecular Weight (Monoisotopic): 481.2511

AlogP: 3.50

#Rotatable Bonds: 8

Polar Surface Area: 52.57

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.81

CX Basic pKa: 8.19

CX LogP: 3.81

CX LogD: 2.96

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.35

Np Likeness Score: -0.90

References

1. Pati ML, Niso M, Spitzer D, Berardi F, Contino M, Riganti C, Hawkins WG, Abate C..  (2018)  Multifunctional thiosemicarbazones and deconstructed analogues as a strategy to study the involvement of metal chelation, Sigma-2 (σ2) receptor and P-gp protein in the cytotoxic action: In vitro and in vivo activity in pancreatic tumors.,  144  [PMID:29287249] [10.1016/j.ejmech.2017.12.024]

Source

Source(1):

• Scientific Literature