N-(2-hydroxyethyl)-7-[(4-nitrobenzyl)oxy]-2-oxo-2H-chromene-3-carboxamide

ID: ALA4787712

PubChem CID: 162667163

Max Phase: Preclinical

Molecular Formula: C19H16N2O7

Molecular Weight: 384.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCCO)c1cc2ccc(OCc3ccc([N+](=O)[O-])cc3)cc2oc1=O

Standard InChI:  InChI=1S/C19H16N2O7/c22-8-7-20-18(23)16-9-13-3-6-15(10-17(13)28-19(16)24)27-11-12-1-4-14(5-2-12)21(25)26/h1-6,9-10,22H,7-8,11H2,(H,20,23)

Standard InChI Key:  YDLZRCUDJDRZRJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   21.3116   -9.4513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3104  -10.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0185  -10.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7282  -10.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7253   -9.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0167   -9.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4315   -9.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1407   -9.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4365  -10.6779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1436  -10.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8523  -10.6750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8470   -9.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8440   -8.2141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5561   -9.4373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2624   -9.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9715   -9.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6778   -9.0210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6024  -10.6789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8950  -10.2697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1870  -10.6778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4783  -10.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7708  -10.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7697  -11.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4820  -11.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1867  -11.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0605  -11.9001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0610  -12.7173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3598  -11.4919    0.0000 O   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
 15 16  1  0
 16 17  1  0
  2 18  1  0
 18 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
 26 27  2  0
 26 28  1  0
 23 26  1  0
M  CHG  2  26   1  28  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4787712

   ---

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: 384.34

Molecular Weight (Monoisotopic): 384.0958

AlogP: 2.00

#Rotatable Bonds: 7

Polar Surface Area: 131.91

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.60

CX LogD: 1.60

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.36

Np Likeness Score: -0.90

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