(2E,6E)-3,7-dimethylhexadeca-2,6-dien-1-yl diphosphate

ID: ALA3819047

PubChem CID: 127049707

Max Phase: Preclinical

Molecular Formula: C18H36O7P2

Molecular Weight: 426.43

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H36O7P2/c1-4-5-6-7-8-9-10-12-17(2)13-11-14-18(3)15-16-24-27(22,23)25-26(19,20)21/h13,15H,4-12,14,16H2,1-3H3,(H,22,23)(H2,19,20,21)/b17-13+,18-15+

Standard InChI Key:  WEKTVDQCYLRIEP-YUIMGRLZSA-N

Molfile:  

     RDKit          2D

 27 26  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
    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
   14.2999    1.9500    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
   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
  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
  2 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 16 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  2  0
 20 23  1  0
  8 24  1  0
 14 25  1  0
 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3819047

   ---

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: 426.43

Molecular Weight (Monoisotopic): 426.1936

AlogP: 6.03

#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: 5.51

CX LogD: 0.48

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.16

Np Likeness Score: 1.59

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