(6S)-Methyl 4-((E)-2-(methoxycarbonyl)vinyloxy)-6,10-dimethylundec-9-en-2-ynoate

ID: ALA1096695

PubChem CID: 46887315

Max Phase: Preclinical

Molecular Formula: C18H26O5

Molecular Weight: 322.40

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H26O5/c1-14(2)7-6-8-15(3)13-16(9-10-17(19)21-4)23-12-11-18(20)22-5/h7,11-12,15-16H,6,8,13H2,1-5H3/b12-11+/t15-,16?/m0/s1

Standard InChI Key:  GVTDFVUSRCCIDC-XCSCUOHVSA-N

Molfile:  

     RDKit          2D

 23 22  0  0  0  0  0  0  0  0999 V2000
    6.1206  -20.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9455  -20.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7183  -19.9176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6979  -21.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7713  -20.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5963  -20.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8934  -19.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4911  -19.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6662  -19.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2640  -18.4535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2436  -19.8823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4187  -19.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0110  -19.9417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0065  -21.3707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5918  -22.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1002  -22.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6775  -22.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9251  -22.0785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8526  -22.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4300  -23.4720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6050  -23.4602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1824  -24.1687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2028  -22.7399    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
  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
M  END

Alternative Forms

1. Parent:

   

   ALA1096695

   methyl (6S)-4-[(E)-3-methoxy-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: 322.40

Molecular Weight (Monoisotopic): 322.1780

AlogP: 3.01

#Rotatable Bonds: 8

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: 4.40

CX LogD: 4.40

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.17

Np Likeness Score: 1.61

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