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

ID: ALA4762756

PubChem CID: 162660569

Max Phase: Preclinical

Molecular Formula: C19H17NO5

Molecular Weight: 339.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCCO)c1cc2ccc(OCc3ccccc3)cc2oc1=O

Standard InChI:  InChI=1S/C19H17NO5/c21-9-8-20-18(22)16-10-14-6-7-15(11-17(14)25-19(16)23)24-12-13-4-2-1-3-5-13/h1-7,10-11,21H,8-9,12H2,(H,20,22)

Standard InChI Key:  KMNIFMUQMZZKBK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   34.7375   -2.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7363   -3.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4444   -3.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1540   -3.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1512   -2.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4426   -1.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8574   -1.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5666   -2.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8624   -3.4305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.5694   -3.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2782   -3.4276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.2728   -1.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2699   -0.9666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.9820   -2.1899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.6882   -1.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3974   -2.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1037   -1.7736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0283   -3.4315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3209   -3.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6129   -3.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9062   -3.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1987   -3.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1976   -4.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9100   -4.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6146   -4.2437    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
 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
M  END

Alternative Forms

1. Parent:

   

   ALA4762756

   ---

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: 339.35

Molecular Weight (Monoisotopic): 339.1107

AlogP: 2.09

#Rotatable Bonds: 6

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: ┄

CX Basic pKa: ┄

CX LogP: 1.66

CX LogD: 1.66

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.67

Np Likeness Score: -0.61

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