4-[(2-{3-[(2R)-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]-4-oxobutanoic acid

• ChemBase ID: 3353
• Molecular Formular: C25H40N7O19P3S
• Molecular Mass: 867.606883
• Monoisotopic Mass: 867.13125299
• SMILES: CC(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@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCC(=O)O
• Canonical SMILES: O=C(NCCSC(=O)CCC(=O)O)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/c1-25(2,20(38)23(39)28-6-5-14(33)27-7-8-55-16(36)4-3-15(34)35)10-48-54(45,46)51-53(43,44)47-9-13-19(50-52(40,41)42)18(37)24(49-13)32-12-31-17-21(26)29-11-30-22(17)32/h11-13,18-20,24,37-38H,3-10H2,1-2H3,(H,27,33)(H,28,39)(H,34,35)(H,43,44)(H,45,46)(H2,26,29,30)(H2,40,41,42)/t13-,18+,19-,20-,24+/m0/s1
• InChIKey: VNOYUJKHFWYWIR-LJEXEIFSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(2-{3-[(2R)-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]-4-oxobutanoic acid
• IUPAC Traditional name: @succinyl-coenzyme A
• Synonyms: Succinyl-Coenzyme A

Database IDs

• CAS Number: 604-98-8
• PubChem SID: 160966794; 46506270
• PubChem CID: 46936759

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.8133053
• H Acceptors: 19
• H Donor: 10
• LogD (pH = 5.5): -12.18477
• LogD (pH = 7.4): -15.465519
• Log P: -7.1542997
• Molar Refractivity: 183.1013 cm^3
• Polarizability: 73.07648 Å^3
• Polar Surface Area: 400.93 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.61
• LOG S: -2.35
• Solubility (Water): 3.84e+00 g/l

DETAILS

DrugBank - DB03699

Drug information: experimental