(E)-methyl 3-(1-phenylprop-2-ynyloxy)acrylate

ID: ALA1097711

PubChem CID: 46179937

Max Phase: Preclinical

Molecular Formula: C13H12O3

Molecular Weight: 216.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CC(O/C=C/C(=O)OC)c1ccccc1

Standard InChI:  InChI=1S/C13H12O3/c1-3-12(11-7-5-4-6-8-11)16-10-9-13(14)15-2/h1,4-10,12H,2H3/b10-9+

Standard InChI Key:  KTQQHSHQUAMJQV-MDZDMXLPSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   -0.8461  -22.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0212  -22.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2483  -22.0635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8046  -22.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0733  -22.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4755  -21.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3004  -21.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7027  -20.5994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7231  -22.0281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5480  -22.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2680  -23.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0941  -23.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5166  -24.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1143  -24.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2851  -24.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8663  -24.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  9  1  0
  3  5  1  0
  9 10  1  0
  1  3  1  0
  5  6  2  0
 11 12  2  0
  1  2  1  0
 12 13  1  0
  6  7  1  0
 13 14  2  0
  2  4  3  0
 14 15  1  0
  7  8  2  0
 15 16  2  0
 16 11  1  0
  1 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1097711

   methyl (E)-3-(1-phenylprop-2-ynoxy)prop-2-enoate

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: 216.24

Molecular Weight (Monoisotopic): 216.0786

AlogP: 2.06

#Rotatable Bonds: 4

Polar Surface Area: 35.53

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.45

CX LogD: 2.45

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.33

Np Likeness Score: 0.60

References

1. León LG, Ríos-Luci C, Tejedor D, Pérez-Roth E, Montero JC, Pandiella A, García-Tellado F, Padrón JM..  (2010)  Mitotic arrest induced by a novel family of DNA topoisomerase II inhibitors.,  53  (9): [PMID:20405921] [10.1021/jm100155y]

Source

Source(1):

• Scientific Literature