4-[(1S,4R,10S,13S,16S,18R)-10-{3-[(E)-[amino(acetamido)methylidene]amino]propyl}-18-hydroxy-16-(1H-imidazol-5-ylmethyl)-3,9,12,15,20-pentaoxo-2,8,11,14,17-pentaazatricyclo[15.2.1.0^{4,8}]icosan-13-yl]butanoic acid

• ChemBase ID: 3948
• Molecular Formular: C29H42N10O9
• Molecular Mass: 674.70538
• Monoisotopic Mass: 674.31362297
• SMILES: CC(=O)N/C(=N/CCC[C@H]1NC(=O)[C@H](CCCC(=O)O)NC(=O)[C@@H](Cc2cnc[nH]2)N2[C@H](O)C[C@H](NC(=O)[C@H]3CCCN3C1=O)C2=O)/N
• Canonical SMILES: OC(=O)CCC[C@@H]1NC(=O)[C@@H](Cc2cnc[nH]2)N2[C@H](O)C[C@@H](C2=O)NC(=O)[C@@H]2N(C(=O)[C@H](NC1=O)CCC/N=C(/NC(=O)C)\N)CCC2
• InChI: InChI=1S/C29H42N10O9/c1-15(40)34-29(30)32-9-3-6-18-27(47)38-10-4-7-20(38)25(45)37-19-12-22(41)39(28(19)48)21(11-16-13-31-14-33-16)26(46)35-17(24(44)36-18)5-2-8-23(42)43/h13-14,17-22,41H,2-12H2,1H3,(H,31,33)(H,35,46)(H,36,44)(H,37,45)(H,42,43)(H3,30,32,34,40)/t17-,18-,19-,20+,21-,22+/m0/s1
• InChIKey: FOZYKTUSOWWQGR-KNPYFFGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1S,4R,10S,13S,16S,18R)-10-{3-[(E)-[amino(acetamido)methylidene]amino]propyl}-18-hydroxy-16-(1H-imidazol-5-ylmethyl)-3,9,12,15,20-pentaoxo-2,8,11,14,17-pentaazatricyclo[15.2.1.0^{4,8}]icosan-13-yl]butanoic acid
• IUPAC Traditional name: argadin
• Synonyms: RIG; FO 7314; Argadin

Database IDs

• CAS Number: 289665-92-5
• PubChem SID: 46508598; 160967383
• PubChem CID: 449123

CALCULATED PROPERTIES

JChem

• H Acceptors: 12
• H Donor: 8
• LogD (pH = 5.5): -6.0533304
• LogD (pH = 7.4): -6.0855846
• Log P: -5.783659
• Molar Refractivity: 163.3668 cm^3
• Polarizability: 63.484833 Å^3
• Polar Surface Area: 281.61 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false
• Acid pKa: 3.7009792

ALOGPS 2.1

• Log P: -1.79
• LOG S: -2.77
• Solubility (Water): 1.14e+00 g/l

DETAILS

DrugBank - DB04350

Drug information: experimental