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7-[2,3-Dideoxy-4-ulo-alpha-L-fucopyranosyl-2-deoxy-alpha-L-fucopyranosyl-(1->4)-3-dimethylamino-2,3-dideoxy-alpha-L-fucopyranoside]-doxorubicinone ID: ALA4785287
PubChem CID: 162665826
Max Phase: Preclinical
Molecular Formula: C41H51NO16
Molecular Weight: 813.85
Molecule Type: Unknown
This compound is available for customization.
Associated Items:
Names and Identifiers Canonical SMILES: COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H](N(C)C)[C@H](O[C@H]2C[C@H](O)[C@H](O[C@H]3CCC(=O)[C@H](C)O3)[C@H](C)O2)[C@H](C)O1
Standard InChI: InChI=1S/C41H51NO16/c1-17-23(44)10-11-28(53-17)57-40-19(3)55-30(13-24(40)45)58-39-18(2)54-29(12-22(39)42(4)5)56-26-15-41(51,27(46)16-43)14-21-32(26)38(50)34-33(36(21)48)35(47)20-8-7-9-25(52-6)31(20)37(34)49/h7-9,17-19,22,24,26,28-30,39-40,43,45,48,50-51H,10-16H2,1-6H3/t17-,18-,19-,22-,24-,26-,28-,29-,30-,39+,40+,41-/m0/s1
Standard InChI Key: BUNNANZEUZITRL-KGLUEZTISA-N
Molfile:
RDKit 2D
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M END Associated Targets(Human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: No
Drug Indications MESH ID MESH Heading EFO IDs EFO Terms Max Phase for Indication References
Mechanisms of Action Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References
Calculated Properties Molecular Weight: 813.85Molecular Weight (Monoisotopic): 813.3208AlogP: 1.60#Rotatable Bonds: 10Polar Surface Area: 237.28Molecular Species: NEUTRALHBA: 17HBD: 5#RO5 Violations: 2HBA (Lipinski): 17HBD (Lipinski): 5#RO5 Violations (Lipinski): 2CX Acidic pKa: 8.02CX Basic pKa: 7.48CX LogP: 3.36CX LogD: 3.28Aromatic Rings: 2Heavy Atoms: 58QED Weighted: 0.18Np Likeness Score: 1.36
References 1. Wander DPA,van der Zanden SY,van der Marel GA,Overkleeft HS,Neefjes J,Codée JDC. (2020) Doxorubicin and Aclarubicin: Shuffling Anthracycline Glycans for Improved Anticancer Agents., 63 (21): [PMID:33064004 ] [10.1021/acs.jmedchem.0c01191 ]
