(2S,3S,6R)-6-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-[(3S)-3-amino-5-(1-methylcarbamimidamido)pentanamido]-3,6-dihydro-2H-pyran-2-carboxylic acid

• ChemBase ID: 126189
• Molecular Formular: C17H26N8O5
• Molecular Mass: 422.43894
• Monoisotopic Mass: 422.20261597
• SMILES: O=c1nc(N)ccn1[C@@H]1O[C@H](C(=O)O)[C@H](C=C1)NC(=O)C[C@@H](N)CCN(C(=N)N)C
• Canonical SMILES: N[C@H](CC(=O)N[C@H]1C=C[C@@H](O[C@@H]1C(=O)O)n1ccc(nc1=O)N)CCN(C(=N)N)C
• InChI: InChI=1S/C17H26N8O5/c1-24(16(20)21)6-4-9(18)8-12(26)22-10-2-3-13(30-14(10)15(27)28)25-7-5-11(19)23-17(25)29/h2-3,5,7,9-10,13-14H,4,6,8,18H2,1H3,(H3,20,21)(H,22,26)(H,27,28)(H2,19,23,29)/t9-,10-,13+,14-/m0/s1
• InChIKey: CXNPLSGKWMLZPZ-ZNIXKSQXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,6R)-6-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-[(3S)-3-amino-5-(1-methylcarbamimidamido)pentanamido]-3,6-dihydro-2H-pyran-2-carboxylic acid
• IUPAC Traditional name: blasticidin S
• Synonyms: Blasticidin S

Database IDs

• CAS Number: 2079-00-7
• PubChem SID: 162220530
• PubChem CID: 170012; 258
• CHEMBL: 476894
• Chemspider ID: 148673
• KEGG ID: C02010
• Wikipedia Title: Blasticidin_S

CALCULATED PROPERTIES

• Acid pKa: 3.3200903
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -7.4451327
• LogD (pH = 7.4): -5.8880167
• Log P: -4.7077003
• Molar Refractivity: 116.4234 cm^3
• Polarizability: 40.315628 Å^3
• Polar Surface Area: 213.45 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false