5,7-dimethoxy-4-oxo-N-(3-(thiazol-2-yl)phenyl)-1,4-dihydroquinoline-2-carboxamide

ID: ALA4216450

PubChem CID: 145972819

Max Phase: Preclinical

Molecular Formula: C21H17N3O4S

Molecular Weight: 407.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c2c(=O)cc(C(=O)Nc3cccc(-c4nccs4)c3)[nH]c2c1

Standard InChI:  InChI=1S/C21H17N3O4S/c1-27-14-9-15-19(18(10-14)28-2)17(25)11-16(24-15)20(26)23-13-5-3-4-12(8-13)21-22-6-7-29-21/h3-11H,1-2H3,(H,23,26)(H,24,25)

Standard InChI Key:  LVFSSZIIFWSOMH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.7294   -8.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7282   -9.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4363   -9.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4345   -8.1180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1431   -8.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1465   -9.3439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8549   -9.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5646   -9.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5612   -8.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8482   -8.1077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8571  -10.5662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0216   -8.1184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4368  -10.5725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7294  -10.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3140   -8.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2676   -8.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9766   -8.5130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2651   -7.2894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9791   -9.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2720   -9.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6924  -10.5451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6868   -9.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9837  -10.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2742  -10.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4065  -10.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4974  -11.7593    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.2978  -11.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7017  -11.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1508  -10.6099    0.0000 N   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
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  7 11  2  0
  1 12  1  0
  3 13  1  0
 13 14  1  0
 12 15  1  0
  9 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  2  0
 20 24  1  0
 23 21  1  0
 21 22  2  0
 22 19  1  0
 23 24  2  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 25  2  0
 21 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4216450

   ---

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: 407.45

Molecular Weight (Monoisotopic): 407.0940

AlogP: 3.92

#Rotatable Bonds: 5

Polar Surface Area: 93.31

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.89

CX Basic pKa: 2.59

CX LogP: 3.38

CX LogD: 3.38

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -1.12

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