tert-Butyl 4-((E)-2-(tert-butoxycarbonyl)vinyloxy)-5-methyl-hex-2-ynoate

ID: ALA1096371

PubChem CID: 46887365

Max Phase: Preclinical

Molecular Formula: C18H28O5

Molecular Weight: 324.42

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H28O5/c1-13(2)14(9-10-15(19)22-17(3,4)5)21-12-11-16(20)23-18(6,7)8/h11-14H,1-8H3/b12-11+

Standard InChI Key:  ZJGIRRVVZUIZJQ-VAWYXSNFSA-N

Molfile:  

     RDKit          2D

 23 22  0  0  0  0  0  0  0  0999 V2000
   11.6498   -5.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4747   -5.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2475   -4.4676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2271   -5.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3005   -5.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1255   -5.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4226   -4.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0203   -3.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1954   -3.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7931   -3.0035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7727   -4.4323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9478   -4.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5402   -4.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5357   -5.9207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1210   -6.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5456   -3.7003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5312   -7.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6294   -6.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4022   -5.8847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5252   -5.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1208   -4.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2960   -6.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9042   -7.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 12 16  1  0
 15 17  1  0
  8  9  1  0
  4 18  1  0
  2  5  3  0
  4 19  1  0
  9 10  2  0
 12 20  1  0
  1  3  1  0
 12 21  1  0
  9 11  1  0
 15 22  1  0
  5  6  1  0
 15 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1096371

   tert-butyl 5-methyl-4-[(E)-3-[(2-methylpropan-2-yl)oxy]-3-oxoprop-1-enoxy]hex-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: 324.42

Molecular Weight (Monoisotopic): 324.1937

AlogP: 3.23

#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: 4.48

CX LogD: 4.48

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.26

Np Likeness Score: 0.61

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