Methyl 4-((E)-2-(methoxycarbonyl)vinyloxy)-4-cyclopropyl-but-2-ynoate

ID: ALA1095751

PubChem CID: 46887265

Max Phase: Preclinical

Molecular Formula: C12H14O5

Molecular Weight: 238.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C#CC(O/C=C/C(=O)OC)C1CC1

Standard InChI:  InChI=1S/C12H14O5/c1-15-11(13)6-5-10(9-3-4-9)17-8-7-12(14)16-2/h7-10H,3-4H2,1-2H3/b8-7+

Standard InChI Key:  GQHLOWSBOBHOEX-BQYQJAHWSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    6.1039   -4.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9288   -4.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7017   -3.4843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6813   -4.9131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7546   -4.2190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5796   -4.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8767   -3.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4745   -2.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6496   -2.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2473   -2.0202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2269   -3.4490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4020   -3.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9944   -3.5084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9899   -4.9373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5751   -5.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9633   -5.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6718   -5.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  2  5  3  0
  9 10  2  0
  1  3  1  0
  9 11  1  0
  5  6  1  0
 11 12  1  0
  1  2  1  0
  6 13  2  0
  3  7  1  0
  6 14  1  0
  1  4  1  0
 14 15  1  0
 16  4  1  0
 17 16  1  0
  4 17  1  0
  7  8  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1095751

   methyl 4-cyclopropyl-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: 238.24

Molecular Weight (Monoisotopic): 238.0841

AlogP: 0.64

#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: 1.91

CX LogD: 1.91

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.24

Np Likeness Score: 0.94

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