(10S,11S,14S,15S,17R)-17-{4-[(hydroxyimino)methyl]phenyl}-14-methoxy-14-(methoxymethyl)-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-1,6-dien-5-one

• ChemBase ID: 125956
• Molecular Formular: C28H35NO4
• Molecular Mass: 449.5818
• Monoisotopic Mass: 449.25660861
• SMILES: O=C1C=C2C(=C3[C@@H](c4ccc(/C=N/O)cc4)C[C@]4([C@@H](CC[C@@]4(OC)COC)[C@@H]3CC2)C)CC1
• Canonical SMILES: COC[C@]1(OC)CC[C@@H]2[C@]1(C)C[C@H](c1ccc(cc1)/C=N/O)C1=C3CCC(=O)C=C3CC[C@@H]21
• InChI: InChI=1S/C28H35NO4/c1-27-15-24(19-6-4-18(5-7-19)16-29-31)26-22-11-9-21(30)14-20(22)8-10-23(26)25(27)12-13-28(27,33-3)17-32-2/h4-7,14,16,23-25,31H,8-13,15,17H2,1-3H3/t23-,24+,25-,27-,28+/m0/s1
• InChIKey: GJMNAFGEUJBOCE-YTFMROOWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10S,11S,14S,15S,17R)-17-{4-[(hydroxyimino)methyl]phenyl}-14-methoxy-14-(methoxymethyl)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1,6-dien-5-one
• IUPAC Traditional name: (10S,11S,14S,15S,17R)-17-{4-[(hydroxyimino)methyl]phenyl}-14-methoxy-14-(methoxymethyl)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1,6-dien-5-one
• Synonyms: Asoprisnil

Database IDs

• CAS Number: 199396-76-4
• PubChem SID: 162220299
• PubChem CID: 9577221
• CHEMBL: 267431
• Chemspider ID: 7851660
• IUPHAR ligand ID: 2883
• KEGG ID: D02996
• Unique Ingredient Identifier: 72W09924WP
• Wikipedia Title: Asoprisnil

CALCULATED PROPERTIES

• Acid pKa: 8.335688
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 4.2776647
• LogD (pH = 7.4): 4.231345
• Log P: 4.278864
• Molar Refractivity: 131.2717 cm^3
• Polarizability: 50.30543 Å^3
• Polar Surface Area: 68.12 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true