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

ID: ALA1096066

PubChem CID: 46887266

Max Phase: Preclinical

Molecular Formula: C12H16O5

Molecular Weight: 240.25

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H16O5/c1-9(2)10(5-6-11(13)15-3)17-8-7-12(14)16-4/h7-10H,1-4H3/b8-7+

Standard InChI Key:  ICVBPXMWQZSCKC-BQYQJAHWSA-N

Molfile:  

     RDKit          2D

 17 16  0  0  0  0  0  0  0  0999 V2000
   14.0373   -4.1338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8622   -4.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6350   -3.4135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6146   -4.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6880   -4.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5130   -4.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8101   -3.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4078   -2.6814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5829   -2.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1806   -1.9494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1602   -3.3781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3353   -3.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9277   -3.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9232   -4.8665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5085   -5.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7897   -4.8305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0169   -5.5626    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
  4 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1096066

   methyl 4-[(E)-3-methoxy-3-oxoprop-1-enoxy]-5-methylhex-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: 240.25

Molecular Weight (Monoisotopic): 240.0998

AlogP: 0.89

#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: 2.37

CX LogD: 2.37

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.24

Np Likeness Score: 1.00

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