(E)-methyl 4-(3-methoxy-3-oxoprop-1-enyloxy)-5,5-dimethylhex-2-ynoate

ID: ALA1094778

PubChem CID: 46887311

Max Phase: Preclinical

Molecular Formula: C13H18O5

Molecular Weight: 254.28

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  GLIULNJTXUROMD-CMDGGOBGSA-N

Molfile:  

     RDKit          2D

 18 17  0  0  0  0  0  0  0  0999 V2000
   -1.4961  -15.2379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6712  -15.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8983  -14.5176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9187  -15.9464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1546  -15.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9796  -15.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7233  -14.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1255  -13.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9504  -13.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3527  -13.0535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3731  -14.4823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1980  -14.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3944  -14.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3899  -15.9707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9751  -16.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7437  -15.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5165  -16.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1375  -16.7417    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
  4 17  1  0
  8  9  1  0
  4 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1094778

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

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: 2.75

CX LogD: 2.75

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.25

Np Likeness Score: 0.93

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