66145-82-2
C₂₇H₂₉NO₁₁·543.500 g/mol·CID 3050290
IUPAC: (7S,9S)-9-acetyl-7-[(2R,3R,4R,5S,6S)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
Also known as: 7-O-(3,6-Didesoxy-3-amino-alpha-D-mannopyranosyl)-daunorubicin, RefChem:1074507, DR-16, 5,12-Naphthacenedione, 7,8,9,10-tetrahydro-8-acetyl-10-((3-amino-3,6-dideoxy-alpha-L-talopyranosyl)oxy)-1-methoxy-6,8,11-trihydroxy-, (8S-cis)-, SCHEMBL29461342 (+4 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
543.500g/mol
Exact Mass
543.174061Da
Monoisotopic Mass
543.174061Da
XLogP
0.9
Polar Surface Area
206.0Ų
Complexity
993
Formal Charge
0
H-Bond Donors
6
H-Bond Acceptors
12
Rotatable Bonds
4
Heavy Atoms
39
Stereo Centers
7
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✗ 543.5 g/mol
MW ≤ 500
✓ 0.9
LogP ≤ 5
✗ 6
H-bond donors ≤ 5
✗ 12
H-bond acceptors ≤ 10
3 violations — poor oral bioavailability predicted
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C27H29NO11/c1-9-20(30)19(28)25(35)26(38-9)39-14-8-27(36,10(2)29)7-12-16(14)24(34)18-17(22(12)32)21(31)11-5-4-6-13(37-3)15(11)23(18)33/h4-6,9,14,19-20,25-26,30,32,34-36H,7-8,28H2,1-3H3/t9-,14-,19+,20+,25+,26-,27-/m0/s1