Methyl 4-((E)-2-(methoxycarbonyl)vinyloxy)-4-cyclohexyl-but-2-ynoate

ID: ALA1094781

PubChem CID: 46887314

Max Phase: Preclinical

Molecular Formula: C15H20O5

Molecular Weight: 280.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C#CC(O/C=C/C(=O)OC)C1CCCCC1

Standard InChI:  InChI=1S/C15H20O5/c1-18-14(16)9-8-13(12-6-4-3-5-7-12)20-11-10-15(17)19-2/h10-13H,3-7H2,1-2H3/b11-10+

Standard InChI Key:  XERRNKYKQXYGNO-ZHACJKMWSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   -1.7544  -20.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9295  -20.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1567  -20.2635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1771  -21.6923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1037  -20.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7213  -21.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9816  -20.2517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3839  -19.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2088  -19.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6110  -18.7994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6314  -20.2281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4563  -20.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1360  -20.2876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1315  -21.7165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7168  -22.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0023  -21.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4248  -22.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0261  -23.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2002  -23.1216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7731  -22.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  4 16  1  0
  7  8  2  0
  8  9  1  0
  2  5  3  0
  9 10  2  0
  4 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1094781

   methyl 4-cyclohexyl-4-[(E)-3-methoxy-3-oxoprop-1-enoxy]but-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: 280.32

Molecular Weight (Monoisotopic): 280.1311

AlogP: 1.81

#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: 3.24

CX LogD: 3.24

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.26

Np Likeness Score: 0.81

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