N-{[(4R,5R,6S)-2-amino-4-(2-amino-1H-imidazol-4-yl)-5-{[(4-bromo-1H-pyrrol-2-yl)formamido]methyl}-4,5,6,7-tetrahydro-1H-1,3-benzodiazol-6-yl]methyl}-4-bromo-1H-pyrrole-2-carboxamide

• ChemBase ID: 125651
• Molecular Formular: C22H24Br2N10O2
• Molecular Mass: 620.29976
• Monoisotopic Mass: 618.04504406
• SMILES: Brc1cc([nH]c1)C(=O)NC[C@H]1Cc2c(nc([nH]2)N)[C@@H](c2c[nH]c(N)n2)[C@@H]1CNC(=O)c1cc(Br)c[nH]1
• Canonical SMILES: Brc1c[nH]c(c1)C(=O)NC[C@H]1Cc2[nH]c(nc2[C@H]([C@@H]1CNC(=O)c1[nH]cc(c1)Br)c1c[nH]c(n1)N)N
• InChI: InChI=1S/C22H24Br2N10O2/c23-10-2-14(27-5-10)19(35)29-4-9-1-13-18(34-22(26)32-13)17(16-8-31-21(25)33-16)12(9)7-30-20(36)15-3-11(24)6-28-15/h2-3,5-6,8-9,12,17,27-28H,1,4,7H2,(H,29,35)(H,30,36)(H3,25,31,33)(H3,26,32,34)/t9-,12-,17-/m1/s1
• InChIKey: DMMLTRAQSJWUHT-OGTWGDGJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{[(4R,5R,6S)-2-amino-4-(2-amino-1H-imidazol-4-yl)-5-{[(4-bromo-1H-pyrrol-2-yl)formamido]methyl}-4,5,6,7-tetrahydro-1H-1,3-benzodiazol-6-yl]methyl}-4-bromo-1H-pyrrole-2-carboxamide
• IUPAC Traditional name: N-{[(5S,6R,7R)-2-amino-7-(2-amino-1H-imidazol-4-yl)-6-{[(4-bromo-1H-pyrrol-2-yl)formamido]methyl}-4,5,6,7-tetrahydro-3H-1,3-benzodiazol-5-yl]methyl}-4-bromo-1H-pyrrole-2-carboxamide
• Synonyms: Ageliferine; Ageliferin

Database IDs

• CAS Number: 117417-64-8
• PubChem SID: 162220001
• PubChem CID: 11169518
• CHEMBL: 502866
• Chemspider ID: 9344613
• Wikipedia Title: Ageliferin

CALCULATED PROPERTIES

• Acid pKa: 12.038412
• H Acceptors: 6
• H Donor: 8
• LogD (pH = 5.5): -1.9277464
• LogD (pH = 7.4): -0.9735149
• Log P: 1.1260009
• Molar Refractivity: 142.5648 cm^3
• Polarizability: 52.35427 Å^3
• Polar Surface Area: 199.18 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false