7-(Benzyloxy)-N-hydroxy-2-oxo-2H-chromene-3-carboxamide

ID: ALA4783782

PubChem CID: 162665744

Max Phase: Preclinical

Molecular Formula: C17H13NO5

Molecular Weight: 311.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NO)c1cc2ccc(OCc3ccccc3)cc2oc1=O

Standard InChI:  InChI=1S/C17H13NO5/c19-16(18-21)14-8-12-6-7-13(9-15(12)23-17(14)20)22-10-11-4-2-1-3-5-11/h1-9,21H,10H2,(H,18,19)

Standard InChI Key:  TZNVDVXQHXTKKQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   40.8870   -2.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8859   -3.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5939   -3.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3036   -3.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3008   -2.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5921   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0069   -2.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7162   -2.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0119   -3.7854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.7190   -3.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4277   -3.7825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.4224   -2.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4195   -1.3216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.1316   -2.5448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.8378   -2.1337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.1779   -3.7864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.4705   -3.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7624   -3.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0558   -3.3740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3483   -3.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3472   -4.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0595   -5.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7642   -4.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  4  9  1  0
  8 10  1  0
  9 10  1  0
 10 11  2  0
  8 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  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4783782

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 311.29

Molecular Weight (Monoisotopic): 311.0794

AlogP: 2.49

#Rotatable Bonds: 4

Polar Surface Area: 88.77

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.74

CX Basic pKa: ┄

CX LogP: 2.13

CX LogD: 2.11

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.44

Np Likeness Score: -0.52

References

1. Ji H,Tan Y,Gan N,Zhang J,Li S,Zheng X,Wang Z,Yi W.  (2021)  Synthesis and anticancer activity of new coumarin-3-carboxylic acid derivatives as potential lactatetransportinhibitors.,  29  [PMID:33221062] [10.1016/j.bmc.2020.115870]

Source

Source(1):

• Scientific Literature