[4-(1,1-Dimethylprop-2-ynyloxy)-3-methoxyphenyl]acetic Acid Ethyl Ester

ID: ALA2229463

PubChem CID: 20263586

Max Phase: Preclinical

Molecular Formula: C16H20O4

Molecular Weight: 276.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CC(C)(C)Oc1ccc(CC(=O)OCC)cc1OC

Standard InChI:  InChI=1S/C16H20O4/c1-6-16(3,4)20-13-9-8-12(10-14(13)18-5)11-15(17)19-7-2/h1,8-10H,7,11H2,2-5H3

Standard InChI Key:  OHGMNXWUHRRESX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   24.2914  -25.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2903  -26.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9983  -26.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7080  -26.5605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7052  -25.7379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9966  -25.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9941  -24.5154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7006  -24.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4164  -26.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4176  -27.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1260  -28.1927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7106  -28.1949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1273  -29.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8356  -29.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5836  -25.3331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8760  -25.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1682  -25.3334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8750  -26.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8740  -27.3734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1632  -26.1460    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
  6  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
 13 14  1  0
  1 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  3  0
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2229463

   Ethyl 2-[3-methoxy-4-(2-methylbut-3-yn-2-yloxy)phenyl]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: 2.59

#Rotatable Bonds: 6

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: 2.72

CX LogD: 2.72

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.59

Np Likeness Score: -0.21

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