3-{[(1R)-1-[hydroxy(phenoxy)phosphoryl]pentyl]carbamoyl}propanoic acid

• ChemBase ID: 5525
• Molecular Formular: C15H22NO6P
• Molecular Mass: 343.312041
• Monoisotopic Mass: 343.11847406
• SMILES: [C@@H](CCCC)(NC(=O)CCC(=O)O)[P@@](=O)(O)Oc1ccccc1
• Canonical SMILES: CCCC[C@@H]([P@](=O)(Oc1ccccc1)O)NC(=O)CCC(=O)O
• InChI: InChI=1S/C15H22NO6P/c1-2-3-9-14(16-13(17)10-11-15(18)19)23(20,21)22-12-7-5-4-6-8-12/h4-8,14H,2-3,9-11H2,1H3,(H,16,17)(H,18,19)(H,20,21)/t14-/m1/s1
• InChIKey: FJQWWGCHPFSERW-CQSZACIVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(1R)-1-[hydroxy(phenoxy)phosphoryl]pentyl]carbamoyl}propanoic acid
• IUPAC Traditional name: 3-{[(1R)-1-[hydroxy(phenoxy)phosphoryl]pentyl]carbamoyl}propanoic acid
• Synonyms: PHENYL[1-(N-SUCCINYLAMINO)PENTYL]PHOSPHONATE

Database IDs

• PubChem SID: 99444364; 160968953
• PubChem CID: 444107

CALCULATED PROPERTIES

ALOGPS 2.1

• Log P: 1.46
• LOG S: -2.71
• Solubility (Water): 6.71e-01 g/l

JChem

• Log P: 1.7017365
• Molar Refractivity: 83.5122 cm^3
• Polarizability: 33.14498 Å^3
• Polar Surface Area: 112.93 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true
• Acid pKa: 1.5151086
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.0299575
• LogD (pH = 7.4): -3.738885

DETAILS

DrugBank - DB07893

Drug information: experimental