SID49716330

ID: ALA3213104

PubChem CID: 22433139

Max Phase: Preclinical

Molecular Formula: C19H16N2O5

Molecular Weight: 352.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNc1c(NC(=O)c2ccc3c(c2)OCO3)c(=O)oc2ccccc12

Standard InChI:  InChI=1S/C19H16N2O5/c1-2-20-16-12-5-3-4-6-13(12)26-19(23)17(16)21-18(22)11-7-8-14-15(9-11)25-10-24-14/h3-9,20H,2,10H2,1H3,(H,21,22)

Standard InChI Key:  GAYZKEADLPOZCU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   -1.2964   -1.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1519    5.2001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2298    3.9860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6486   -1.3517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2090   -0.4555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122    1.4966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2907    2.9981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5121    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2109    0.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8280    3.7423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1189    2.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5138    3.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8036    0.7370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1270    1.4841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6166    5.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5870    3.7544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5824    4.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0
  1 12  1  0
  2 15  1  0
  2 24  1  0
  3 16  1  0
  3 24  1  0
  4 12  2  0
  5 14  2  0
  6  8  1  0
  6 14  1  0
  7  9  1  0
  7 25  1  0
  8  9  2  0
  8 12  1  0
  9 10  1  0
 10 11  1  0
 10 17  2  0
 11 19  2  0
 13 14  1  0
 13 18  1  0
 13 20  2  0
 15 16  1  0
 15 18  2  0
 16 21  2  0
 17 22  1  0
 19 23  1  0
 20 21  1  0
 22 23  2  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3213104

   N-[4-(Ethylamino)-2-oxo-2H-chromen-3-YL]-2H-1,3-benzodioxole-5-carboxamide

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: 352.35

Molecular Weight (Monoisotopic): 352.1059

AlogP: 3.21

#Rotatable Bonds: 4

Polar Surface Area: 89.80

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.66

CX Basic pKa: ┄

CX LogP: 1.59

CX LogD: 1.59

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.70

Np Likeness Score: -0.68

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays