(1S,2S,10S,13R,14S,18S)-2,18-dimethyl-6,7-diazapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4(8),5-dien-17-one

• ChemBase ID: 160624
• Molecular Formular: C20H28N2O
• Molecular Mass: 312.44912
• Monoisotopic Mass: 312.22016353
• SMILES: C1[C@]2([C@H](Cc3c1cn[nH]3)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)C
• Canonical SMILES: O=C1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)Cc1cn[nH]c1C2
• InChI: InChI=1S/C20H28N2O/c1-19-8-7-16-14(15(19)5-6-18(19)23)4-3-13-9-17-12(11-21-22-17)10-20(13,16)2/h11,13-16H,3-10H2,1-2H3,(H,21,22)/t13-,14-,15-,16-,19-,20-/m0/s1
• InChIKey: DWNBEZNZHITBEX-IGVQRDAMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,10S,13R,14S,18S)-2,18-dimethyl-6,7-diazapentacyclo[11.7.0.0^2,^1^0.0^4,^8.0^1^4,^1^8]icosa-4(8),5-dien-17-one
• IUPAC Traditional name: (1S,2S,10S,13R,14S,18S)-2,18-dimethyl-6,7-diazapentacyclo[11.7.0.0^2,^1^0.0^4,^8.0^1^4,^1^8]icosa-4(8),5-dien-17-one
• Synonyms: (5α)-17-Oxo-5-androstano[3,2-c]pyrazole; (5α)-2'H-Androst-2-eno[3,2-c]pyrazol-17-one

Database IDs

• CAS Number: 129545-93-3
• PubChem SID: 162254759
• PubChem CID: 71313402

CALCULATED PROPERTIES

• Acid pKa: 15.504094
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.9800067
• LogD (pH = 7.4): 3.980364
• Log P: 3.9803689
• Molar Refractivity: 91.7925 cm^3
• Polarizability: 35.44186 Å^3
• Polar Surface Area: 45.75 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Off-white Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A637515

Used in the preparation of 16β-Hydroxy Stanozolol (H953550), a Stanozolol (S684500) metabolite.

REFERENCES

• Schaenzer, W. et al.; J. Steroid. Biochem. 36, 153 (1990)