Methyl cis-3,4-dimethoxycinnamate

ID: ALA2287146

Cas Number: 30461-78-0

PubChem CID: 6431040

Max Phase: Preclinical

Molecular Formula: C12H14O4

Molecular Weight: 222.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)/C=C\c1ccc(OC)c(OC)c1

Standard InChI:  InChI=1S/C12H14O4/c1-14-10-6-4-9(8-11(10)15-2)5-7-12(13)16-3/h4-8H,1-3H3/b7-5-

Standard InChI Key:  JXRYDOZRPYFBKO-ALCCZGGFSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   10.4859   -2.5423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4847   -3.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1928   -3.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9024   -3.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8996   -2.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1910   -2.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7767   -3.7699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7781   -2.1339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7779   -1.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6058   -2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3150   -2.5334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3181   -3.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0273   -3.7565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6119   -3.7618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7335   -3.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0693   -3.3608    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
  2  7  1  0
  1  8  1  0
  8  9  1  0
  5 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
  7 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287146

   METHYL CIS-3,4-DIMETHOXYCINNAMATE

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: 222.24

Molecular Weight (Monoisotopic): 222.0892

AlogP: 1.89

#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: 2.20

CX LogD: 2.20

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.58

Np Likeness Score: 0.39

References

1. UENO T, MIYAGAWA H, TSURUSHIMA T, INOUE M.  (1997)  Spore Germination Self-Inhibitors from Plant Pathogenic Fungi,  22  (4): [10.1584/jpestics.22.342]

Source

Source(1):

• Scientific Literature