(2R,3R)-N-[(5S)-5-(alanylglycylamino)-6-oxo-6-(α-glutamylasparagylisoleucylthreonylalanylleucyl-α-glutamylmethionyl)hexyl]-3-methyl-3,4-dihydro-2H-pyrrole-2-carboxamide

• ChemBase ID: 796402
• Molecular Formular: C55H92N14O19S
• Molecular Mass: 1285.46638
• Monoisotopic Mass: 1284.63838779
• SMILES: N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)CCC(=O)O)CC(=O)N)[C@@H](C)CC)[C@H](O)C)C)CC(C)C)CCC(=O)O)CCSC)CCCCNC(=O)[C@@H]1N=CC[C@H]1C)C
• Canonical SMILES: CSCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)CCC(=O)O)CC(=O)N)[C@H](CC)C)[C@H](O)C)C)CC(C)C)CCC(=O)O)NC(=O)[C@@H](NC(=O)CNC(=O)[C@@H](N)C)CCCCNC(=O)[C@@H]1N=CC[C@H]1C
• InChI: InChI=1S/C55H92N14O19S/c1-10-27(4)43(53(85)67-37(24-38(57)71)51(83)65-35(55(87)88)15-17-41(75)76)68-54(86)44(31(8)70)69-46(78)30(7)61-50(82)36(23-26(2)3)66-48(80)33(14-16-40(73)74)63-49(81)34(19-22-89-9)64-47(79)32(62-39(72)25-60-45(77)29(6)56)13-11-12-20-59-52(84)42-28(5)18-21-58-42/h21,26-37,42-44,70H,10-20,22-25,56H2,1-9H3,(H2,57,71)(H,59,84)(H,60,77)(H,61,82)(H,62,72)(H,63,81)(H,64,79)(H,65,83)(H,66,80)(H,67,85)(H,68,86)(H,69,78)(H,73,74)(H,75,76)(H,87,88)/t27-,28+,29-,30-,31+,32-,33-,34-,35-,36-,37-,42+,43-,44-/m0/s1
• InChIKey: DSLVJDSVLJXRHW-RAJJVCRASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-N-[(5S)-5-(alanylglycylamino)-6-oxo-6-(α-glutamylasparagylisoleucylthreonylalanylleucyl-α-glutamylmethionyl)hexyl]-3-methyl-3,4-dihydro-2H-pyrrole-2-carboxamide
• IUPAC Traditional name: (2R,3R)-N-[(5S)-5-(alanylglycylamino)-6-oxo-6-(α-glutamylasparagylisoleucylthreonylalanylleucyl-α-glutamylmethionyl)hexyl]-3-methyl-3,4-dihydro-2H-pyrrole-2-carboxamide
• Synonyms: AGOMELATINE

Database IDs

• CAS Number: 138112-76-2

CALCULATED PROPERTIES

• Acid pKa: 2.869666
• H Acceptors: 21
• H Donor: 17
• LogD (pH = 5.5): -11.889714
• LogD (pH = 7.4): -14.970262
• Log P: -9.85605
• Molar Refractivity: 314.7184 cm^3
• Polarizability: 123.89716 Å^3
• Polar Surface Area: 533.7 Å^2
• Rotatable Bonds: 43
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Purity: 97%