[(E)-{1-[(1S,2S,4R,8R,9S,11S,12S,13R,16E)-16-[(carbamoylamino)imino]-11-hydroxy-6,9,13-trimethyl-5-oxa-7-azapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,14,17-trien-8-yl]ethylidene}amino]urea

• ChemBase ID: 165437
• Molecular Formular: C25H35N7O4
• Molecular Mass: 497.5899
• Monoisotopic Mass: 497.27505264
• SMILES: C1=C/C(=N\NC(=O)N)/C=C2[C@]1([C@@H]1[C@@H](CC2)[C@H]2[C@](C[C@@H]1O)([C@]1([C@@H](C2)OC(=N1)C)/C(=N/NC(=O)N)/C)C)C
• Canonical SMILES: NC(=O)N/N=C/1\C=C[C@]2(C(=C1)CC[C@@H]1[C@@H]2[C@@H](O)C[C@]2([C@H]1C[C@@H]1[C@]2(N=C(O1)C)/C(=N/NC(=O)N)/C)C)C
• InChI: InChI=1S/C25H35N7O4/c1-12(29-31-21(26)34)25-19(36-13(2)28-25)10-17-16-6-5-14-9-15(30-32-22(27)35)7-8-23(14,3)20(16)18(33)11-24(17,25)4/h7-9,16-20,33H,5-6,10-11H2,1-4H3,(H3,26,31,34)(H3,27,32,35)/b29-12+,30-15+/t16-,17-,18-,19+,20+,23-,24-,25+/m0/s1
• InChIKey: PAELSKDZRPCXOH-RXHFDINMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(E)-{1-[(1S,2S,4R,8R,9S,11S,12S,13R,16E)-16-[(carbamoylamino)imino]-11-hydroxy-6,9,13-trimethyl-5-oxa-7-azapentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosa-6,14,17-trien-8-yl]ethylidene}amino]urea
• IUPAC Traditional name: (E)-{1-[(1S,2S,4R,8R,9S,11S,12S,13R,16E)-16-[(carbamoylamino)imino]-11-hydroxy-6,9,13-trimethyl-5-oxa-7-azapentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosa-6,14,17-trien-8-yl]ethylidene}aminourea
• Synonyms: (11β,16β)-11-hydroxy-2'-methyl-5'H-Pregna-1,4-dieno[17,16-d]oxazole-3,20-hydrazinecarboxamide; 21-Deacetoxy Deflazacort-3,20-hydrazinecarboxamide

Database IDs

• PubChem SID: 162259570
• PubChem CID: 71315200

CALCULATED PROPERTIES

• Acid pKa: 11.506655
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 0.35740277
• LogD (pH = 7.4): 0.3576079
• Log P: 0.35764098
• Molar Refractivity: 133.4649 cm^3
• Polarizability: 50.907936 Å^3
• Polar Surface Area: 176.78 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - D198040

Deflazacort (D228975) derivative, a systematic corticosteroid.