(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13,20,22-trihydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3-oxo-19-[(prop-2-en-1-yl)amino]-2-azabicyclo[16.3.1]docosa-1(22),4,6,10,18,20-hexaen-9-yl carbamate hydrochloride

• ChemBase ID: 312969
• Molecular Formular: C31H46ClN3O8
• Molecular Mass: 624.16524
• Monoisotopic Mass: 623.29734313
• SMILES: c1(c2c(c(cc1O)NC(=O)/C(=C/C=C\[C@@H]([C@H](/C(=C/[C@@H]([C@H]([C@H](C[C@@H](C2)C)OC)O)C)/C)OC(=O)N)OC)/C)O)NCC=C.Cl
• Canonical SMILES: C=CCNc1c(O)cc2c(c1C[C@@H](C)C[C@H](OC)[C@H](O)[C@@H](C)/C=C(\C)/[C@@H]([C@H](/C=C\C=C(\C(=O)N2)/C)OC)OC(=O)N)O.Cl
• InChI: InChI=1S/C31H45N3O8.ClH/c1-8-12-33-26-21-13-17(2)14-25(41-7)27(36)19(4)15-20(5)29(42-31(32)39)24(40-6)11-9-10-18(3)30(38)34-22(28(21)37)16-23(26)35;/h8-11,15-17,19,24-25,27,29,33,35-37H,1,12-14H2,2-7H3,(H2,32,39)(H,34,38);1H/b11-9-,18-10+,20-15+;/t17-,19+,24+,25+,27-,29+;/m1./s1
• InChIKey: OIRUWDYJGMHDHJ-AFXVCOSJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13,20,22-trihydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3-oxo-19-[(prop-2-en-1-yl)amino]-2-azabicyclo[16.3.1]docosa-1(22),4,6,10,18,20-hexaen-9-yl carbamate hydrochloride
• IUPAC Traditional name: (4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13,20,22-trihydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3-oxo-19-(prop-2-en-1-ylamino)-2-azabicyclo[16.3.1]docosa-1(22),4,6,10,18,20-hexaen-9-yl carbamate hydrochloride
• Synonyms: Retaspimycin HCl; IPI-504

Database IDs

• CAS Number: 857402-63-2

CALCULATED PROPERTIES

• Acid pKa: 9.624295
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): 3.749095
• LogD (pH = 7.4): 3.7923727
• Log P: 3.7956276
• Molar Refractivity: 166.7866 cm^3
• Polarizability: 62.08793 Å^3
• Polar Surface Area: 172.6 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Target: HSP (e.g. HSP90)

Product Information

• Salt Data: HCl