(E)-methyl 4-(3-methoxy-3-oxoprop-1-enyloxy)-6-methylhept-2-ynoate

ID: ALA1096068

PubChem CID: 46887267

Max Phase: Preclinical

Molecular Formula: C13H18O5

Molecular Weight: 254.28

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H18O5/c1-10(2)9-11(5-6-12(14)16-3)18-8-7-13(15)17-4/h7-8,10-11H,9H2,1-4H3/b8-7+

Standard InChI Key:  SAVHZGQUYXDZFV-BQYQJAHWSA-N

Molfile:  

     RDKit          2D

 18 17  0  0  0  0  0  0  0  0999 V2000
    6.6498   -9.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4747   -9.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2475   -9.0551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2271  -10.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3005   -9.7898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1255   -9.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4226   -9.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0203   -8.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1954   -8.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7931   -7.5910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7727   -9.0198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9478   -9.0080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5402   -9.0792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5357  -10.5082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1210  -11.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6294  -11.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2067  -11.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4543  -11.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  8  9  1  0
 16 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1096068

   methyl 4-[(E)-3-methoxy-3-oxoprop-1-enoxy]-6-methylhept-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: 254.28

Molecular Weight (Monoisotopic): 254.1154

AlogP: 1.28

#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: 2.74

CX LogD: 2.74

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.24

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