(1E,4E)-6-(1-(ethylthio)nonyl)-5,8-dimethoxy-1,4-naphthoquinone-dioxime

ID: ALA4537554

PubChem CID: 155548093

Max Phase: Preclinical

Molecular Formula: C23H34N2O4S

Molecular Weight: 434.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCC(SCC)c1cc(OC)c2c(c1OC)/C(=N/O)C=C/C2=N\O

Standard InChI:  InChI=1S/C23H34N2O4S/c1-5-7-8-9-10-11-12-20(30-6-2)16-15-19(28-3)21-17(24-26)13-14-18(25-27)22(21)23(16)29-4/h13-15,20,26-27H,5-12H2,1-4H3/b24-17+,25-18+

Standard InChI Key:  WAQDJANBVNVVSJ-WZGDJCGDSA-N

Molfile:  

 
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   33.3793  -16.2632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5019  -16.6825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   35.5067  -19.9854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   36.9398  -19.9834    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   38.3673  -19.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6548  -20.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3686  -19.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0812  -18.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7962  -19.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5100  -18.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2251  -19.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9389  -18.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6540  -19.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4537554

   ---

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: 434.60

Molecular Weight (Monoisotopic): 434.2239

AlogP: 6.18

#Rotatable Bonds: 12

Polar Surface Area: 83.64

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.25

CX Basic pKa: ┄

CX LogP: 5.82

CX LogD: 3.77

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.23

Np Likeness Score: 0.36

References

1. Huang G, Dong JY, Zhang QJ, Meng QQ, Zhao HR, Zhu BQ, Li SS..  (2019)  Discovery and synthesis of sulfur-containing 6-substituted 5,8-dimethoxy-1,4-naphthoquinone oxime derivatives as new and potential anti-MDR cancer agents.,  165  [PMID:30677614] [10.1016/j.ejmech.2019.01.005]

Source

Source(1):

• Scientific Literature