4-((E)-2-(Methoxycarbonyl)vinyloxy)dec-2-ynoic acid

ID: ALA1097712

PubChem CID: 46887411

Max Phase: Preclinical

Molecular Formula: C14H20O5

Molecular Weight: 268.31

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H20O5/c1-3-4-5-6-7-12(8-9-13(15)16)19-11-10-14(17)18-2/h10-12H,3-7H2,1-2H3,(H,15,16)/b11-10+

Standard InChI Key:  GHBOMXJJWAHORR-ZHACJKMWSA-N

Molfile:  

     RDKit          2D

 19 18  0  0  0  0  0  0  0  0999 V2000
    5.6248  -23.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4497  -23.3039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2225  -22.5718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2755  -23.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1005  -23.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3976  -22.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9953  -21.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1704  -21.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7681  -21.1077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7477  -22.5365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9228  -22.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5152  -22.5959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5107  -24.0248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2021  -24.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3772  -23.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9545  -24.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1296  -24.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7070  -25.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8820  -25.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8 10  1  0
  1  3  1  0
 10 11  1  0
  3  6  1  0
  5 12  2  0
  1  2  1  0
  5 13  1  0
  6  7  2  0
  1 14  1  0
  2  4  3  0
 14 15  1  0
  7  8  1  0
 15 16  1  0
 16 17  1  0
  8  9  2  0
 17 18  1  0
  4  5  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1097712

   4-[(E)-3-methoxy-3-oxoprop-1-enoxy]dec-2-ynoic acid

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: 268.31

Molecular Weight (Monoisotopic): 268.1311

AlogP: 2.12

#Rotatable Bonds: 8

Polar Surface Area: 72.83

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.02

CX Basic pKa: ┄

CX LogP: 3.41

CX LogD: -0.06

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.24

Np Likeness Score: 1.12

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