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

ID: ALA3818422

PubChem CID: 127049367

Max Phase: Preclinical

Molecular Formula: C15H30O7P2

Molecular Weight: 384.35

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H30O7P2/c1-4-5-6-7-9-14(2)10-8-11-15(3)12-13-21-24(19,20)22-23(16,17)18/h10,12H,4-9,11,13H2,1-3H3,(H,19,20)(H2,16,17,18)/b14-10+,15-12+

Standard InChI Key:  IYHFEEQPTBFYNK-VDQVFBMKSA-N

Molfile:  

     RDKit          2D

 24 23  0  0  0  0  0  0  0  0999 V2000
   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
   12.9999    0.0000    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   -1.2000    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    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    5.2000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9000    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3000    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2606    0.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8999    0.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1999    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.4998    0.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1607   -0.6002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1999   -1.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7998    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.8390   -0.6002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8393    0.5997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7998   -1.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7999   -1.2000    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
M  END

Alternative Forms

1. Parent:

   

   ALA3818422

   ---

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: 384.35

Molecular Weight (Monoisotopic): 384.1467

AlogP: 4.86

#Rotatable Bonds: 13

Polar Surface Area: 113.29

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.77

CX Basic pKa: ┄

CX LogP: 4.18

CX LogD: -0.85

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.24

Np Likeness Score: 1.79

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