(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-methyl-3-oxopropanoic acid

• ChemBase ID: 3672
• Molecular Formular: C25H40N7O19P3S
• Molecular Mass: 867.606883
• Monoisotopic Mass: 867.13125299
• SMILES: C[C@H](C(=O)O)C(=O)SCCNC(=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
• Canonical SMILES: O=C(NCCSC(=O)[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/C25H40N7O19P3S/c1-12(23(37)38)24(39)55-7-6-27-14(33)4-5-28-21(36)18(35)25(2,3)9-48-54(45,46)51-53(43,44)47-8-13-17(50-52(40,41)42)16(34)22(49-13)32-11-31-15-19(26)29-10-30-20(15)32/h10-13,16-18,22,34-35H,4-9H2,1-3H3,(H,27,33)(H,28,36)(H,37,38)(H,43,44)(H,45,46)(H2,26,29,30)(H2,40,41,42)/t12-,13+,16-,17+,18-,22-/m1/s1
• InChIKey: MZFOKIKEPGUZEN-MVQIFZLOSA-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-methyl-3-oxopropanoic acid
• IUPAC Traditional name: @methylmalonyl-coenzyme A
• Synonyms: Methylmalonyl-Coenzyme A

Database IDs

• PubChem SID: 46507986; 160967110
• PubChem CID: 46936873

CALCULATED PROPERTIES

JChem

• Molar Refractivity: 183.1266 cm^3
• Polarizability: 73.07767 Å^3
• Polar Surface Area: 400.93 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false
• Acid pKa: 0.81325567
• H Acceptors: 19
• H Donor: 10
• LogD (pH = 5.5): -11.613458
• LogD (pH = 7.4): -14.877151
• Log P: -6.544467

ALOGPS 2.1

• Solubility (Water): 3.57e+00 g/l
• Log P: -0.6
• LOG S: -2.39

DETAILS

DrugBank - DB04045

Drug information: experimental