(2R)-3-[(2-{3-[(2S)-3-[({[({[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-2-methylpropanoic acid

• ChemBase ID: 2819
• Molecular Formular: C25H42N7O18P3S
• Molecular Mass: 853.623363
• Monoisotopic Mass: 853.15198843
• SMILES: C[C@@H](CSCCNC(=O)CCNC(=O)[C@@H](O)C(C)(C)CO[P@@](=O)(O)O[P@](=O)(O)OC[C@@H]1O[C@H]([C@H](O)[C@H]1OP(=O)(O)O)n1cnc2c1ncnc2N)C(=O)O
• Canonical SMILES: O=C(NCCSC[C@@H](C(=O)O)C)CCNC(=O)[C@H](C(CO[P@](=O)(O[P@@](=O)(OC[C@@H]1O[C@H]([C@@H]([C@H]1OP(=O)(O)O)O)n1cnc2c1ncnc2N)O)O)(C)C)O
• InChI: InChI=1S/C25H42N7O18P3S/c1-13(24(37)38)9-54-7-6-27-15(33)4-5-28-22(36)19(35)25(2,3)10-47-53(44,45)50-52(42,43)46-8-14-18(49-51(39,40)41)17(34)23(48-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-14,17-19,23,34-35H,4-10H2,1-3H3,(H,27,33)(H,28,36)(H,37,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,14-,17+,18-,19+,23+/m0/s1
• InChIKey: YLEVKEKTOJAHCY-KDBHINKISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-[(2-{3-[(2S)-3-[({[({[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-2-methylpropanoic acid
• IUPAC Traditional name: @2-carboxypropyl-coenzyme A
• Synonyms: 2-Carboxypropyl-Coenzyme A

Database IDs

• PubChem SID: 160966267; 46505203
• PubChem CID: 46936580

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.8135499
• H Acceptors: 18
• H Donor: 10
• LogD (pH = 5.5): -10.942701
• LogD (pH = 7.4): -14.33556
• Log P: -6.27598
• Molar Refractivity: 182.7989 cm^3
• Polarizability: 72.850815 Å^3
• Polar Surface Area: 383.86 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.63
• LOG S: -2.34
• Solubility (Water): 3.90e+00 g/l

DETAILS

DrugBank - DB03117

Drug information: experimental