{[hydroxy(2-{methyl[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]amino}ethoxy)phosphoryl]oxy}phosphonic acid

• ChemBase ID: 5807
• Molecular Formular: C19H37NO7P2
• Molecular Mass: 453.447102
• Monoisotopic Mass: 453.20452579
• SMILES: CC(=CCC/C(=C/CC/C(=C/CCN(C)CCO[P@](=O)(O)OP(=O)(O)O)/C)/C)C
• Canonical SMILES: CN(CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)CCO[P@@](=O)(OP(=O)(O)O)O
• InChI: InChI=1S/C19H37NO7P2/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/h9,11,13H,6-8,10,12,14-16H2,1-5H3,(H,24,25)(H2,21,22,23)/b18-11+,19-13+
• InChIKey: OEMBPHBKZPOPBN-NWLVNBMCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[hydroxy(2-{methyl[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]amino}ethoxy)phosphoryl]oxy}phosphonic acid
• IUPAC Traditional name: [hydroxy(2-{methyl[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]amino}ethoxy)phosphoryl]oxyphosphonic acid
• Synonyms: 2-[METHYL-(5-GERANYL-4-METHYL-PENT-3-ENYL)-AMINO]-ETHYL-DIPHOSPHATE

Database IDs

• PubChem SID: 99444651; 160969234
• PubChem CID: 447278

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7361045
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.3862383
• LogD (pH = 7.4): -0.22411506
• Log P: 2.24109
• Molar Refractivity: 119.5046 cm^3
• Polarizability: 45.884247 Å^3
• Polar Surface Area: 116.53 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.83
• LOG S: -4.36
• Solubility (Water): 1.98e-02 g/l

DETAILS

DrugBank - DB08180

Drug information: experimental