Idarubicin

C26H27NO9 — CID 42890

IUPAC(7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione
SMILESC[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=CC=CC=C5C4=O)O)(C(=O)C)O)N)O
InChIInChI=1S/C26H27NO9/c1-10-21(29)15(27)7-17(35-10)36-16-9-26(34,11(2)28)8-14-18(16)25(33)20-19(24(14)32)22(30)12-5-3-4-6-13(12)23(20)31/h3-6,10,15-17,21,29,32-34H,7-9,27H2,1-2H3/t10-,15-,16-,17-,21+,26-/m0/s1
InChIKeyXDXDZDZNSLXDNA-TZNDIEGXSA-N
MW497.50 g/mol
LogP1.90
Rot. Bonds3

About Idarubicin

Idarubicin (PubChem CID 42890) has the molecular formula C26H27NO9 and a molecular weight of 497.50 g/mol. Its IUPAC name is (7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione.

Molecular Properties

Compound NameIdarubicin
PubChem CID42890
Molecular FormulaC26H27NO9
Molecular Weight497.50 g/mol
Exact Mass497.17
IUPAC Name(7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione
SMILESC[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=CC=CC=C5C4=O)O)(C(=O)C)O)N)O
InChIInChI=1S/C26H27NO9/c1-10-21(29)15(27)7-17(35-10)36-16-9-26(34,11(2)28)8-14-18(16)25(33)20-19(24(14)32)22(30)12-5-3-4-6-13(12)23(20)31/h3-6,10,15-17,21,29,32-34H,7-9,27H2,1-2H3/t10-,15-,16-,17-,21+,26-/m0/s1
InChIKeyXDXDZDZNSLXDNA-TZNDIEGXSA-N
XLogP1.90
TPSA177.00 Ų
H-Bond Donors5
H-Bond Acceptors10
Rotatable Bonds3
Heavy Atoms36
Complexity912

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500497.50
LogP ≤ 51.90
H-Bond Donors ≤ 55
H-Bond Acceptors ≤ 1010

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'quinone_A(370)', 'substructure': 'N/A'}, {'alert_name': 'hydroquinone', 'substructure': 'N/A'}

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Related Compounds

Doxorubicin
CID 31703
Daunorubicin
CID 30323
Epirubicin
CID 41867
Valrubicin
CID 454216
Aclarubicin
CID 451415
Daunorubicin Hydrochloride
CID 62770
Doxorubicin Hydrochloride
CID 443939
Idarubicin Hydrochloride
CID 636362
Pirarubicin
CID 11296583
Carubicin
CID 443831
Menogaril
CID 5288818
Epirubicin Hydrochloride
CID 65348

Frequently Asked Questions

What is the IUPAC name of Idarubicin?
The IUPAC name of Idarubicin (CID 42890) is (7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione.
What is the SMILES notation for Idarubicin?
The canonical SMILES for Idarubicin is C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=CC=CC=C5C4=O)O)(C(=O)C)O)N)O.
What is the InChIKey of Idarubicin?
The InChIKey is XDXDZDZNSLXDNA-TZNDIEGXSA-N. The full InChI is InChI=1S/C26H27NO9/c1-10-21(29)15(27)7-17(35-10)36-16-9-26(34,11(2)28)8-14-18(16)25(33)20-19(24(14)32)22(30)12-5-3-4-6-13(12)23(20)31/h3-6,10,15-17,21,29,32-34H,7-9,27H2,1-2H3/t10-,15-,16-,17-,21+,26-/m0/s1.
What are the key properties of Idarubicin?
Idarubicin has a molecular weight of 497.50 g/mol, XLogP of 1.90, 3 rotatable bonds, 5 hydrogen bond donors, and 10 hydrogen bond acceptors.
Where does this data come from?
All data for Idarubicin is sourced from PubChem (CID 42890), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).