Ethyl 4-((E)-2-(methoxycarbonyl)vinyloxy)but-2-ynoate

ID: ALA1099054

PubChem CID: 46887409

Max Phase: Preclinical

Molecular Formula: C10H12O5

Molecular Weight: 212.20

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H12O5/c1-3-15-10(12)5-4-7-14-8-6-9(11)13-2/h6,8H,3,7H2,1-2H3/b8-6+

Standard InChI Key:  RTBFZMUHSUMTDJ-SOFGYWHQSA-N

Molfile:  

     RDKit          2D

 15 14  0  0  0  0  0  0  0  0999 V2000
   -1.1544  -17.8296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3295  -17.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5567  -17.1093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963  -17.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3213  -17.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3816  -17.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7839  -16.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6088  -16.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0110  -15.6452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0314  -17.0740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8563  -17.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7360  -17.1334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7315  -18.5623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3168  -19.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4918  -19.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0
  8  9  2  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
 14 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1099054

   ethyl 4-[(E)-3-methoxy-3-oxoprop-1-enoxy]but-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: 212.20

Molecular Weight (Monoisotopic): 212.0685

AlogP: 0.26

#Rotatable Bonds: 4

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: 1.43

CX LogD: 1.43

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.17

Np Likeness Score: 0.53

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