{N-[(2R,3S,5S,6R)-5-amino-2-methyl-6-{[(1S,2R,3S,4R,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxy}oxan-3-yl]carbamimidoyl}formic acid

• ChemBase ID: 127971
• Molecular Formular: C14H25N3O9
• Molecular Mass: 379.363
• Monoisotopic Mass: 379.1590794
• SMILES: OC(=O)C(=N)N[C@H]1C[C@H](N)[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H]2O)O[C@@H]1C
• Canonical SMILES: N[C@H]1C[C@H](NC(=N)C(=O)O)[C@H](O[C@@H]1O[C@@H]1[C@@H](O)[C@@H](O)[C@@H]([C@@H]([C@H]1O)O)O)C
• InChI: InChI=1S/C14H25N3O9/c1-3-5(17-12(16)13(23)24)2-4(15)14(25-3)26-11-9(21)7(19)6(18)8(20)10(11)22/h3-11,14,18-22H,2,15H2,1H3,(H2,16,17)(H,23,24)/t3-,4+,5+,6-,7+,8+,9-,10+,11+,14-/m1/s1
• InChIKey: PVTHJAPFENJVNC-MHRBZPPQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {N-[(2R,3S,5S,6R)-5-amino-2-methyl-6-{[(1S,2R,3S,4R,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxy}oxan-3-yl]carbamimidoyl}formic acid
• IUPAC Traditional name: kasugamycin
• Synonyms: Kasumin; 3-O-[2-Amino-4-[(carboxyiminomethyl)amino]-2,3,4,6-tetradeoxy-D-arabino-hexopyranosyl]-D-chiro-inositol; Kasugamycin

Database IDs

• CAS Number: 6980-18-3
• PubChem SID: 162222287
• PubChem CID: 65174
• Chemspider ID: 16736502
• KEGG ID: C17968
• Wikipedia Title: Kasugamycin

CALCULATED PROPERTIES

• Acid pKa: 2.868796
• H Acceptors: 12
• H Donor: 9
• LogD (pH = 5.5): -6.4029083
• LogD (pH = 7.4): -6.4303517
• Log P: -6.394792
• Molar Refractivity: 92.5732 cm^3
• Polarizability: 33.85296 Å^3
• Polar Surface Area: 218.81 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false