(8-Methoxy-2,2-dimethyl-2H-chromen-6-yl)acetic Acid Ethyl Ester

ID: ALA2229461

PubChem CID: 46918636

Max Phase: Preclinical

Molecular Formula: C16H20O4

Molecular Weight: 276.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)Cc1cc2c(c(OC)c1)OC(C)(C)C=C2

Standard InChI:  InChI=1S/C16H20O4/c1-5-19-14(17)10-11-8-12-6-7-16(2,3)20-15(12)13(9-11)18-4/h6-9H,5,10H2,1-4H3

Standard InChI Key:  CFBAQDOQTXZQCT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   25.7745  -19.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3639  -18.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9574  -19.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7745  -20.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4798  -20.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4798  -19.1215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1851  -19.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1835  -20.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8877  -20.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5940  -20.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5917  -19.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8869  -19.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3021  -20.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3030  -21.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0111  -21.9828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8849  -18.3106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5916  -17.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7184  -21.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4265  -21.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5957  -21.9843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1  3  1  0
  1  4  1  0
  1  6  1  0
  4  5  2  0
  5  8  1  0
  7  6  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 12 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 14 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2229461

   Ethyl 2-(8-methoxy-2,2-dimethylchromen-6-yl)acetate

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: 276.33

Molecular Weight (Monoisotopic): 276.1362

AlogP: 2.99

#Rotatable Bonds: 4

Polar Surface Area: 44.76

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.86

CX LogD: 2.86

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: 1.39

References

1. Meepagala KM, Schrader KK, Burandt CL, Wedge DE, Duke SO..  (2010)  New class of algicidal compounds and fungicidal activities derived from a chromene amide of Amyris texana.,  58  (17): [PMID:20695429] [10.1021/jf101626g]

Source

Source(1):

• Scientific Literature