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

ID: ALA1094780

PubChem CID: 46887313

Max Phase: Preclinical

Molecular Formula: C15H22O5

Molecular Weight: 282.34

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H22O5/c1-4-5-6-7-8-13(9-10-14(16)18-2)20-12-11-15(17)19-3/h11-13H,4-8H2,1-3H3/b12-11+

Standard InChI Key:  LCUBDAXGGCWBGY-VAWYXSNFSA-N

Molfile:  

     RDKit          2D

 20 19  0  0  0  0  0  0  0  0999 V2000
   13.9873  -15.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8122  -15.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5850  -14.6426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5646  -16.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6380  -15.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4630  -15.3799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7601  -14.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3578  -13.9106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5329  -13.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1306  -13.1785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1102  -14.6073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2853  -14.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8777  -14.6667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8732  -16.0957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4585  -16.8088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7397  -16.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3170  -16.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4921  -16.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0695  -17.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2445  -17.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  8  9  1  0
 17 18  1  0
  2  5  3  0
 18 19  1  0
  9 10  2  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1094780

   methyl 4-[(E)-3-methoxy-3-oxoprop-1-enoxy]dec-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: 282.34

Molecular Weight (Monoisotopic): 282.1467

AlogP: 2.21

#Rotatable Bonds: 8

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: 3.79

CX LogD: 3.79

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.17

Np Likeness Score: 1.05

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