3-butylbut-3-enyl trihydrogen diphosphate

ID: ALA1160550

PubChem CID: 44319626

Max Phase: Preclinical

Molecular Formula: C8H18O7P2

Molecular Weight: 288.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(CCCC)CCOP(=O)(O)OP(=O)(O)O

Standard InChI:  InChI=1S/C8H18O7P2/c1-3-4-5-8(2)6-7-14-17(12,13)15-16(9,10)11/h2-7H2,1H3,(H,12,13)(H2,9,10,11)

Standard InChI Key:  WAKMOFCXZVCZQV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 16  0  0  0  0  0  0  0  0999 V2000
    8.2125   -2.9292    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.5375   -4.1875    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.2375   -3.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0417   -2.9042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1875   -2.1000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1042   -3.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3792   -2.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9667   -4.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8292   -4.6250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6750   -4.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9667   -4.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1042   -4.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4042   -4.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6500   -3.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3542   -3.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3292   -2.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0292   -1.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  1  1  0
  4  1  1  0
  5  1  1  0
  6  2  1  0
  7  1  2  0
  8  2  2  0
  9  2  1  0
 10 13  1  0
 11 10  2  0
 12  9  1  0
 13 12  1  0
 14 10  1  0
 15 14  1  0
 16 15  1  0
 17 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1160550

   3-Methylideneheptyl phosphono hydrogen phosphate

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: 288.17

Molecular Weight (Monoisotopic): 288.0528

AlogP: 2.35

#Rotatable Bonds: 9

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: 1.78

CX Basic pKa: ┄

CX LogP: 1.53

CX LogD: -3.50

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.44

Np Likeness Score: 1.43

References

1. Nagaki M, Kannari H, Ishibashi J, Maki Y, Nishino T, Ogura K, Koyama T..  (1998)  Substrate specificity of thermostable farnesyl diphosphate synthase with alkyl group homologs of isopentenyl diphosphate.,  8  (18): [PMID:9873578] [10.1016/s0960-894x(98)00458-2]

Source

Source(1):

• Scientific Literature