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

ID: ALA1096736

PubChem CID: 46887263

Max Phase: Preclinical

Molecular Formula: C11H14O5

Molecular Weight: 226.23

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H14O5/c1-4-9(5-6-10(12)14-2)16-8-7-11(13)15-3/h7-9H,4H2,1-3H3/b8-7+

Standard InChI Key:  CSBDGYYCZOKWLO-BQYQJAHWSA-N

Molfile:  

     RDKit          2D

 16 15  0  0  0  0  0  0  0  0999 V2000
   13.4039    0.8787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2288    0.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0017    1.5990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9813    0.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0546    0.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8796    0.8618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1767    1.6108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7745    2.3311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9496    2.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5473    3.0631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5269    1.6344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7020    1.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2944    1.5749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2899    0.1460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8751   -0.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1563    0.1820    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
M  END

Alternative Forms

1. Parent:

   

   ALA1096736

   methyl 4-[(E)-3-methoxy-3-oxoprop-1-enoxy]hex-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: 226.23

Molecular Weight (Monoisotopic): 226.0841

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: 2.01

CX LogD: 2.01

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.23

Np Likeness Score: 1.07

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