(E)-methyl 4-(3-methoxy-3-oxoprop-1-enyloxy)pent-2-ynoate

ID: ALA1096662

PubChem CID: 46887264

Max Phase: Preclinical

Molecular Formula: C10H12O5

Molecular Weight: 212.20

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H12O5/c1-8(4-5-9(11)13-2)15-7-6-10(12)14-3/h6-8H,1-3H3/b7-6+

Standard InChI Key:  VHYPCJYQJCRQCX-VOTSOKGWSA-N

Molfile:  

     RDKit          2D

 15 14  0  0  0  0  0  0  0  0999 V2000
    5.4498    0.6704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2747    0.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0475    1.3907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0271   -0.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1005    0.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9255    0.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2226    1.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8203    2.1228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9954    2.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5931    2.8548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5727    1.4260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7478    1.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3402    1.3666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3357   -0.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9210   -0.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  2  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
M  END

Alternative Forms

1. Parent:

   

   ALA1096662

   methyl 4-[(E)-3-methoxy-3-oxoprop-1-enoxy]pent-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: 0.25

#Rotatable Bonds: 3

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: 1.49

CX LogD: 1.49

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.22

Np Likeness Score: 0.95

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