methyl 5,7-dimethoxy-4-oxo-1-tosyl-1,4-dihydroquinoline-2-carboxylate

ID: ALA4218283

PubChem CID: 145969838

Max Phase: Preclinical

Molecular Formula: C20H19NO7S

Molecular Weight: 417.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc(=O)c2c(OC)cc(OC)cc2n1S(=O)(=O)c1ccc(C)cc1

Standard InChI:  InChI=1S/C20H19NO7S/c1-12-5-7-14(8-6-12)29(24,25)21-15-9-13(26-2)10-18(27-3)19(15)17(22)11-16(21)20(23)28-4/h5-11H,1-4H3

Standard InChI Key:  NJAYUZJAOVJVSN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   20.4540  -21.0456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0456  -21.7622    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.8704  -21.7576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9151  -23.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9139  -23.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6287  -24.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6269  -22.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3423  -23.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3457  -23.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0609  -24.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7772  -23.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7739  -23.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0541  -22.5892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0631  -25.0710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4857  -22.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2005  -22.5999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6292  -25.0774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9151  -25.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4861  -23.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3329  -21.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3308  -20.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6149  -20.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9017  -20.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9089  -21.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6254  -21.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1845  -20.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2015  -22.9989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4831  -21.7637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2041  -23.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 10 14  2  0
 12 15  1  0
  4 16  1  0
  6 17  1  0
 17 18  1  0
 16 19  1  0
 13  2  1  0
  2 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 23 26  1  0
 15 27  1  0
 15 28  2  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4218283

   ---

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: 417.44

Molecular Weight (Monoisotopic): 417.0882

AlogP: 2.35

#Rotatable Bonds: 5

Polar Surface Area: 100.90

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.74

CX LogD: 2.74

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.59

Np Likeness Score: -0.54

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