methyl 4-oxo-6-(3-(3,4,5-trimethoxyphenyl)ureido)-1,4-dihydroquinoline-2-carboxylate

ID: ALA4212347

PubChem CID: 145964394

Max Phase: Preclinical

Molecular Formula: C21H21N3O7

Molecular Weight: 427.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc(=O)c2cc(NC(=O)Nc3cc(OC)c(OC)c(OC)c3)ccc2[nH]1

Standard InChI:  InChI=1S/C21H21N3O7/c1-28-17-8-12(9-18(29-2)19(17)30-3)23-21(27)22-11-5-6-14-13(7-11)16(25)10-15(24-14)20(26)31-4/h5-10H,1-4H3,(H,24,25)(H2,22,23,27)

Standard InChI Key:  WWADLQMKEDCALH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   15.8100   -2.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8088   -3.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5169   -3.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5151   -1.9890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2237   -2.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2271   -3.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9355   -3.6201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6452   -3.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6418   -2.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9288   -1.9788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9378   -4.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3483   -1.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3457   -1.1605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0572   -2.3841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0597   -3.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1008   -3.6255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3934   -3.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3941   -2.3991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6854   -3.6243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6848   -4.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9755   -4.8484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9745   -5.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6825   -6.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3928   -5.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3903   -4.8473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1017   -6.0690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6829   -6.8920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2663   -6.0725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5591   -5.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9754   -7.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1039   -6.8862    0.0000 C   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
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
  2 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 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
 24 26  1  0
 23 27  1  0
 22 28  1  0
 28 29  1  0
 27 30  1  0
 26 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4212347

   ---

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: 427.41

Molecular Weight (Monoisotopic): 427.1380

AlogP: 2.98

#Rotatable Bonds: 6

Polar Surface Area: 127.98

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.71

CX Basic pKa: ┄

CX LogP: 2.63

CX LogD: 2.63

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.52

Np Likeness Score: -0.75

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