(6S)-ethyl 4-((E)-3-ethoxy-3-oxoprop-1-enyloxy)-6,10-dimethylundec-9-en-2-ynoate

ID: ALA1096021

PubChem CID: 11772489

Max Phase: Preclinical

Molecular Formula: C20H30O5

Molecular Weight: 350.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C#CC(C[C@@H](C)CCC=C(C)C)O/C=C/C(=O)OCC

Standard InChI:  InChI=1S/C20H30O5/c1-6-23-19(21)12-11-18(25-14-13-20(22)24-7-2)15-17(5)10-8-9-16(3)4/h9,13-14,17-18H,6-8,10,15H2,1-5H3/b14-13+/t17-,18?/m0/s1

Standard InChI Key:  PVGMQHRJCDPONA-CDZVJMEDSA-N

Molfile:  

     RDKit          2D

 25 24  0  0  0  0  0  0  0  0999 V2000
    1.0039   -5.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8288   -5.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6017   -4.6801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5813   -6.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6546   -5.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4796   -5.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2233   -4.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6255   -3.9481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4504   -3.9363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8527   -3.2160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8731   -4.6448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6980   -4.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8944   -4.7042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8899   -6.1332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751   -6.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9835   -6.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5609   -7.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8084   -6.8410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640   -7.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867   -8.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5116   -8.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9343   -8.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9139   -7.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1003   -3.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8854   -7.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 16 18  1  1
  2  5  3  0
 17 19  1  0
  9 10  2  0
 19 20  1  0
  1  3  1  0
 20 21  2  0
  9 11  1  0
 21 22  1  0
  5  6  1  0
 21 23  1  0
 11 12  1  0
 12 24  1  0
  1  2  1  0
 15 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1096021

   ethyl (6S)-4-[(E)-3-ethoxy-3-oxoprop-1-enoxy]-6,10-dimethylundec-9-en-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: 350.46

Molecular Weight (Monoisotopic): 350.2093

AlogP: 3.79

#Rotatable Bonds: 10

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: 5.11

CX LogD: 5.11

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.15

Np Likeness Score: 1.24

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