Methyl 4-((E)-2-(methoxycarbonyl)vinyloxy)-5-methylhept-2-ynoate

ID: ALA1096069

PubChem CID: 46887268

Max Phase: Preclinical

Molecular Formula: C13H18O5

Molecular Weight: 254.28

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H18O5/c1-5-10(2)11(6-7-12(14)16-3)18-9-8-13(15)17-4/h8-11H,5H2,1-4H3/b9-8+

Standard InChI Key:  XYFKMAQLMNKBLE-CMDGGOBGSA-N

Molfile:  

     RDKit          2D

 18 17  0  0  0  0  0  0  0  0999 V2000
   13.9998   -8.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8247   -8.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5975   -8.2176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5771   -9.6464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6505   -8.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4755   -8.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7726   -8.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3703   -7.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5454   -7.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1431   -6.7535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1227   -8.1823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2978   -8.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8902   -8.2417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8857   -9.6707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4710  -10.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7522   -9.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3499   -8.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9794  -10.3667    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
  4 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1096069

   methyl 4-[(E)-3-methoxy-3-oxoprop-1-enoxy]-5-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: 2.82

CX LogD: 2.82

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.24

Np Likeness Score: 0.98

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