3-[(7S,8S)-8,11-dihydroxy-12-methyl-2-oxo-3,9-diazatricyclo[8.4.0.03,7]tetradeca-1(14),4,10,12-tetraen-5-yl]prop-2-enamide

• ChemBase ID: 125881
• Molecular Formular: C16H17N3O4
• Molecular Mass: 315.32388
• Monoisotopic Mass: 315.12190604
• SMILES: Cc1ccc2C(=O)N3C=C(C[C@H]3[C@H](O)Nc2c1O)/C=C/C(=O)N
• Canonical SMILES: Cc1ccc2c(c1O)N[C@@H](O)[C@H]1N(C2=O)C=C(C1)/C=C/C(=O)N
• InChI: InChI=1S/C16H17N3O4/c1-8-2-4-10-13(14(8)21)18-15(22)11-6-9(3-5-12(17)20)7-19(11)16(10)23/h2-5,7,11,15,18,21-22H,6H2,1H3,(H2,17,20)/t11-,15-/m0/s1
• InChIKey: VGQOVCHZGQWAOI-NHYWBVRUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(7S,8S)-8,11-dihydroxy-12-methyl-2-oxo-3,9-diazatricyclo[8.4.0.0^3,^7]tetradeca-1(14),4,10,12-tetraen-5-yl]prop-2-enamide
• IUPAC Traditional name: 3-[(7S,8S)-8,11-dihydroxy-12-methyl-2-oxo-3,9-diazatricyclo[8.4.0.0^3,^7]tetradeca-1(14),4,10,12-tetraen-5-yl]prop-2-enamide
• Synonyms: Anthramycin

Database IDs

• PubChem SID: 162220226
• PubChem CID: 49866635
• CHEMBL: 1230992
• Chemspider ID: 25056543
• Unique Ingredient Identifier: 0WZD9Y66WN
• Wikipedia Title: Anthramycin

CALCULATED PROPERTIES

• Acid pKa: 9.729872
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 0.5487334
• LogD (pH = 7.4): 0.54681885
• Log P: 0.5488048
• Molar Refractivity: 86.5758 cm^3
• Polarizability: 31.35469 Å^3
• Polar Surface Area: 115.89 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true