5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-[3-({3-[(4-azido-2-nitrophenyl)amino]propyl}(methyl)amino)propyl]pentanamide

• ChemBase ID: 128968
• Molecular Formular: C23H35N9O4S
• Molecular Mass: 533.6469
• Monoisotopic Mass: 533.25327165
• SMILES: O=C1N[C@@H]2[C@@H](SC[C@@H]2N1)CCCCC(=O)NCCCN(CCCNc1ccc(N=[N+]=[N-])cc1[N+](=O)[O-])C
• Canonical SMILES: [N-]=[N+]=Nc1ccc(c(c1)[N+](=O)[O-])NCCCN(CCCNC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2)C
• InChI: InChI=1S/C23H35N9O4S/c1-31(12-4-10-25-17-9-8-16(29-30-24)14-19(17)32(35)36)13-5-11-26-21(33)7-3-2-6-20-22-18(15-37-20)27-23(34)28-22/h8-9,14,18,20,22,25H,2-7,10-13,15H2,1H3,(H,26,33)(H2,27,28,34)/t18-,20-,22-/m0/s1
• InChIKey: BRLRJZRHRJEWJY-VCOUNFBDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-[3-({3-[(4-azido-2-nitrophenyl)amino]propyl}(methyl)amino)propyl]pentanamide
• IUPAC Traditional name: 5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]-N-[3-({3-[(4-azido-2-nitrophenyl)amino]propyl}(methyl)amino)propyl]pentanamide
• Synonyms: Photoprobe biotin; Photoactivatable biotin; Photobiotin

Database IDs

• CAS Number: 96087-37-5
• PubChem SID: 162223270
• PubChem CID: 15949227; 3035428
• Chemspider ID: 2299671
• Wikipedia Title: Photobiotin

CALCULATED PROPERTIES

• Acid pKa: 13.479839
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -1.3132514
• LogD (pH = 7.4): 0.043591302
• Log P: 2.1595738
• Molar Refractivity: 146.4148 cm^3
• Polarizability: 53.66079 Å^3
• Polar Surface Area: 160.75 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Orange to red powder