(2E)-5-{[2-(3-{3-[({[({[(2R,3S,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}-3-methyl-5-oxopent-2-enoic acid

• ChemBase ID: 125401
• Molecular Formular: C27H42N7O19P3S
• Molecular Mass: 893.644163
• Monoisotopic Mass: 893.14690305
• SMILES: O=C(O)/C=C(\C)/CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(ncnc23)N)[C@H](O)[C@@H]1OP(=O)(O)O
• Canonical SMILES: O=C(NCCSC(=O)C/C(=C/C(=O)O)/C)CCNC(=O)C(C(COP(=O)(OP(=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/C27H42N7O19P3S/c1-14(8-17(36)37)9-18(38)57-7-6-29-16(35)4-5-30-25(41)22(40)27(2,3)11-50-56(47,48)53-55(45,46)49-10-15-21(52-54(42,43)44)20(39)26(51-15)34-13-33-19-23(28)31-12-32-24(19)34/h8,12-13,15,20-22,26,39-40H,4-7,9-11H2,1-3H3,(H,29,35)(H,30,41)(H,36,37)(H,45,46)(H,47,48)(H2,28,31,32)(H2,42,43,44)/b14-8+/t15-,20-,21-,22?,26-/m1/s1
• InChIKey: ZMMFWDHIXCPOHZ-XSVFPTIUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-5-{[2-(3-{3-[({[({[(2R,3S,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}-3-methyl-5-oxopent-2-enoic acid
• IUPAC Traditional name: (2E)-5-({2-[3-(3-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-2-hydroxy-3-methylbutanamido)propanamido]ethyl}sulfanyl)-3-methyl-5-oxopent-2-enoic acid
• Synonyms: 3-Methylglutaconyl-CoA

Database IDs

• PubChem SID: 162219751
• PubChem CID: 5280580; 1142
• Chemspider ID: 4444198
• Wikipedia Title: 3-Methylglutaconyl-CoA

CALCULATED PROPERTIES

• Acid pKa: 0.82513
• H Acceptors: 19
• H Donor: 10
• LogD (pH = 5.5): -11.1510935
• LogD (pH = 7.4): -14.523559
• Log P: -5.4168415
• Molar Refractivity: 193.0776 cm^3
• Polarizability: 76.42074 Å^3
• Polar Surface Area: 400.93 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false