3-[(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)carbamoyl]propanoic acid

• ChemBase ID: 3542
• Molecular Formular: C25H41N8O19P3
• Molecular Mass: 850.556523
• Monoisotopic Mass: 850.17008102
• 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)NCCNC(=O)CCC(=O)O
• Canonical SMILES: O=C(NCCNC(=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/C25H41N8O19P3/c1-25(2,20(39)23(40)29-6-5-15(35)28-8-7-27-14(34)3-4-16(36)37)10-49-55(46,47)52-54(44,45)48-9-13-19(51-53(41,42)43)18(38)24(50-13)33-12-32-17-21(26)30-11-31-22(17)33/h11-13,18-20,24,38-39H,3-10H2,1-2H3,(H,27,34)(H,28,35)(H,29,40)(H,36,37)(H,44,45)(H,46,47)(H2,26,30,31)(H2,41,42,43)/t13-,18+,19-,20-,24+/m0/s1
• InChIKey: WZEXTLJNSXEEHK-LJEXEIFSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(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)carbamoyl]propanoic acid
• IUPAC Traditional name: @succinamide-coa
• Synonyms: Succinamide-Coa

Database IDs

• PubChem SID: 160966981; 46508917
• PubChem CID: 46936824

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.81343967
• H Acceptors: 19
• H Donor: 11
• LogD (pH = 5.5): -13.261181
• LogD (pH = 7.4): -16.597538
• Log P: -8.376992
• Molar Refractivity: 178.5522 cm^3
• Polarizability: 71.16879 Å^3
• Polar Surface Area: 412.96 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.98
• LOG S: -2.38
• Solubility (Water): 3.52e+00 g/l

DETAILS

DrugBank - DB03905

Drug information: experimental