3-{[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-oxopropanoic acid

• ChemBase ID: 128190
• Molecular Formular: C24H38N7O19P3S
• Molecular Mass: 853.580303
• Monoisotopic Mass: 853.11560292
• SMILES: O=C(O)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)CC(=O)O)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/C24H38N7O19P3S/c1-24(2,19(37)22(38)27-4-3-13(32)26-5-6-54-15(35)7-14(33)34)9-47-53(44,45)50-52(42,43)46-8-12-18(49-51(39,40)41)17(36)23(48-12)31-11-30-16-20(25)28-10-29-21(16)31/h10-12,17-19,23,36-37H,3-9H2,1-2H3,(H,26,32)(H,27,38)(H,33,34)(H,42,43)(H,44,45)(H2,25,28,29)(H2,39,40,41)/t12-,17-,18-,19?,23-/m1/s1
• InChIKey: LTYOQGRJFJAKNA-VFLPNFFSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[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-oxopropanoic acid
• IUPAC Traditional name: 3-({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-oxopropanoic acid
• Synonyms: Malonyl-CoA

Database IDs

• CAS Number: 524-14-1
• PubChem SID: 162222501
• PubChem CID: 869; 10663
• Chemspider ID: 10213
• MeSH Name: Malonyl+CoA
• Wikipedia Title: Malonyl-CoA

CALCULATED PROPERTIES

• Acid pKa: 0.82474977
• H Acceptors: 19
• H Donor: 10
• LogD (pH = 5.5): -12.335537
• LogD (pH = 7.4): -15.512428
• Log P: -6.0354967
• Molar Refractivity: 178.5521 cm^3
• Polarizability: 71.2804 Å^3
• Polar Surface Area: 400.93 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false