(2E,6E)-3,7,11,15-tetramethylhexadeca-2,6-dien-1-yl diphosphate

ID: ALA3818525

PubChem CID: 127052203

Max Phase: Preclinical

Molecular Formula: C20H40O7P2

Molecular Weight: 454.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=C\COP(=O)(O)OP(=O)(O)O)CC/C=C(\C)CCCC(C)CCCC(C)C

Standard InChI:  InChI=1S/C20H40O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h13,15,17-18H,6-12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/b19-13+,20-15+

Standard InChI Key:  SLKJXECFTOCYOR-YLYRKCBPSA-N

Molfile:  

     RDKit          2D

 29 28  0  0  0  0  0  0  0  0999 V2000
    7.7999    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5000    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0999    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3999    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0999    1.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6999    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9999    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2999    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5999    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8999    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1999    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4998    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7998    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0998    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3998    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9000    0.7500    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.6000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8608    1.3502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9000    1.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3000    0.7500    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.2609    1.3502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2606    0.1503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3000    1.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6998    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7392    0.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2999    1.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4998    1.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6998    1.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  3  4  1  0
  3  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 17 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  2  0
 21 24  1  0
 15 25  1  0
 25 26  1  0
  8 27  1  0
 12 28  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3818525

   ---

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: 454.48

Molecular Weight (Monoisotopic): 454.2249

AlogP: 6.52

#Rotatable Bonds: 16

Polar Surface Area: 113.29

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.77

CX Basic pKa: ┄

CX LogP: 6.09

CX LogD: 1.05

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.18

Np Likeness Score: 1.75

References

1. Temple KJ, Wright EN, Fierke CA, Gibbs RA..  (2016)  Exploration of GGTase-I substrate requirements. Part 2: Synthesis and biochemical analysis of novel saturated geranylgeranyl diphosphate analogs.,  26  (15): [PMID:27342751] [10.1016/j.bmcl.2016.06.035]

Source

Source(1):

• Scientific Literature