methyl 6-(3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)ureido)-4-oxo-1,4-dihydroquinoline-2-carboxylate

ID: ALA4217304

PubChem CID: 145972865

Max Phase: Preclinical

Molecular Formula: C20H17N3O6

Molecular Weight: 395.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc(=O)c2cc(NC(=O)Nc3ccc4c(c3)OCCO4)ccc2[nH]1

Standard InChI:  InChI=1S/C20H17N3O6/c1-27-19(25)15-10-16(24)13-8-11(2-4-14(13)23-15)21-20(26)22-12-3-5-17-18(9-12)29-7-6-28-17/h2-5,8-10H,6-7H2,1H3,(H,23,24)(H2,21,22,26)

Standard InChI Key:  NHOCBJUTPBPDCR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   24.3754   -3.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2094   -3.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2083   -3.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9163   -4.2331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9145   -2.5957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6231   -3.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6265   -3.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3349   -4.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0446   -3.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0412   -2.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3282   -2.5855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3372   -5.0440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7477   -2.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7451   -1.7672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4566   -2.9908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4592   -3.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5002   -4.2322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7928   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7935   -3.0058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0848   -4.2310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3779   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9622   -3.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6713   -4.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9592   -3.0024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6707   -2.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6749   -1.7821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9695   -1.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2580   -1.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2521   -2.5937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  6 11  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  8 12  2  0
 10 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
  3 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20  1  1  0
  1 21  2  0
 21 25  1  0
 24 22  1  0
 22 23  2  0
 23  1  1  0
 24 25  2  0
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4217304

   ---

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: 395.37

Molecular Weight (Monoisotopic): 395.1117

AlogP: 2.73

#Rotatable Bonds: 3

Polar Surface Area: 118.75

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.79

CX Basic pKa: ┄

CX LogP: 2.62

CX LogD: 1.99

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.59

Np Likeness Score: -0.94

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