5,7-dimethoxy-2-(4-methoxyphenyl)-1-(4-nitrophenylsulfonyl)quinolin-4(1H)-one

ID: ALA4214310

PubChem CID: 145972728

Max Phase: Preclinical

Molecular Formula: C24H20N2O8S

Molecular Weight: 496.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(=O)c3c(OC)cc(OC)cc3n2S(=O)(=O)c2ccc([N+](=O)[O-])cc2)cc1

Standard InChI:  InChI=1S/C24H20N2O8S/c1-32-17-8-4-15(5-9-17)20-14-22(27)24-21(12-18(33-2)13-23(24)34-3)25(20)35(30,31)19-10-6-16(7-11-19)26(28)29/h4-14H,1-3H3

Standard InChI Key:  UZSWNAABNAWYEC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.9884   -3.3472    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.8054   -3.3425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8780   -4.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.1539   -1.7341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4490   -2.1475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1484   -0.9169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  4 23  1  0
  6 24  1  0
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 13  2  1  0
  2 27  1  0
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 30 33  1  0
M  CHG  2  33   1  35  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4214310

   ---

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: 496.50

Molecular Weight (Monoisotopic): 496.0940

AlogP: 3.84

#Rotatable Bonds: 7

Polar Surface Area: 126.97

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.28

Np Likeness Score: -0.63

References

1. Ling T, Lang W, Feng X, Das S, Maier J, Jeffries C, Shelat A, Rivas F..  (2018)  Novel vitexin-inspired scaffold against leukemia.,  146  [PMID:29407975] [10.1016/j.ejmech.2018.01.004]

Source

Source(1):

• Scientific Literature