Ethyl 4-((E)-2-(methoxycarbonyl)vinyloxy)-5-methylhex-2-ynoate

ID: ALA1097381

PubChem CID: 46887410

Max Phase: Preclinical

Molecular Formula: C13H18O5

Molecular Weight: 254.28

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H18O5/c1-5-17-13(15)7-6-11(10(2)3)18-9-8-12(14)16-4/h8-11H,5H2,1-4H3/b9-8+

Standard InChI Key:  OTCMFEMHRAPTLD-CMDGGOBGSA-N

Molfile:  

     RDKit          2D

 18 17  0  0  0  0  0  0  0  0999 V2000
    7.2456  -18.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0705  -18.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8433  -17.6843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8963  -18.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7213  -18.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0184  -17.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6161  -16.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7912  -16.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3890  -16.2202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3686  -17.6490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5437  -17.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1360  -17.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1315  -19.1373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7168  -19.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8229  -19.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9980  -19.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2252  -19.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1270  -20.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  8 10  1  0
  1  3  1  0
 10 11  1  0
  3  6  1  0
  5 12  2  0
  1  2  1  0
  5 13  1  0
  6  7  2  0
 13 14  1  0
  2  4  3  0
  1 15  1  0
  7  8  1  0
 15 16  1  0
 15 17  1  0
  8  9  2  0
 14 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1097381

   ethyl 4-[(E)-3-methoxy-3-oxoprop-1-enoxy]-5-methylhex-2-ynoate

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: 254.28

Molecular Weight (Monoisotopic): 254.1154

AlogP: 1.28

#Rotatable Bonds: 5

Polar Surface Area: 61.83

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.73

CX LogD: 2.73

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.24

Np Likeness Score: 0.71

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