methyl (1S,2R,4S)-4-{[(2S,4S,5R,6S)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy}-2-ethyl-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracene-1-carboxylate

• ChemBase ID: 2897
• Molecular Formular: C31H37NO11
• Molecular Mass: 599.62558
• Monoisotopic Mass: 599.23666101
• SMILES: CC[C@@]1(O)C[C@H](O[C@@H]2C[C@@H]([C@@H](O)[C@H](C)O2)N(C)C)c2c(O)c3c(C(=O)c4cccc(OC)c4C3=O)c(O)c2[C@@H]1C(=O)OC
• Canonical SMILES: COC(=O)[C@H]1c2c([C@H](C[C@]1(O)CC)O[C@H]1O[C@@H](C)[C@@H]([C@H](C1)N(C)C)O)c(O)c1c(c2O)C(=O)c2c(C1=O)c(OC)ccc2
• InChI: InChI=1S/C31H37NO11/c1-7-31(39)12-17(43-18-11-15(32(3)4)25(33)13(2)42-18)20-21(24(31)30(38)41-6)29(37)22-23(28(20)36)27(35)19-14(26(22)34)9-8-10-16(19)40-5/h8-10,13,15,17-18,24-25,33,36-37,39H,7,11-12H2,1-6H3/t13-,15-,17-,18+,24+,25-,31+/m0/s1
• InChIKey: XSSVYBYWQBNYOH-AEBUBZPMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,2R,4S)-4-{[(2S,4S,5R,6S)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy}-2-ethyl-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracene-1-carboxylate
• IUPAC Traditional name: @4-methoxy-E-rhodomycin T
• Synonyms: 4-Methoxy-E-Rhodomycin T

Database IDs

• PubChem SID: 160966344; 46506149
• PubChem CID: 46936605

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.217209
• H Acceptors: 11
• H Donor: 4
• LogD (pH = 5.5): 0.64000094
• LogD (pH = 7.4): 2.3981757
• Log P: 3.1057742
• Molar Refractivity: 153.3025 cm^3
• Polarizability: 60.072453 Å^3
• Polar Surface Area: 172.29 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.22
• LOG S: -3.14
• Solubility (Water): 4.31e-01 g/l

DETAILS

DrugBank - DB03199

Drug information: experimental