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

ID: ALA1096735

PubChem CID: 11424973

Max Phase: Preclinical

Molecular Formula: C12H16O5

Molecular Weight: 240.25

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H16O5/c1-4-5-10(6-7-11(13)15-2)17-9-8-12(14)16-3/h8-10H,4-5H2,1-3H3/b9-8+

Standard InChI Key:  WPARPRXWCLJCIE-CMDGGOBGSA-N

Molfile:  

     RDKit          2D

 17 16  0  0  0  0  0  0  0  0999 V2000
   -1.7127   -4.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8878   -4.5080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1150   -3.7760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1354   -5.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0620   -4.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7630   -4.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9399   -3.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3422   -3.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1671   -3.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5694   -2.3119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5898   -3.7406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4147   -3.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1777   -3.8001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1732   -5.2290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7585   -5.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7331   -5.9251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1558   -6.6336    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
  7  8  2  0
  4 16  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1096735

   methyl 4-[(E)-3-methoxy-3-oxoprop-1-enoxy]hept-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: 240.25

Molecular Weight (Monoisotopic): 240.0998

AlogP: 1.03

#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: 2.45

CX LogD: 2.45

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.24

Np Likeness Score: 1.03

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