ethyl (2R,4R)-4-methyl-1-[(2S)-2-(3-methylquinoline-8-sulfonamido)-5-(1-nitrocarbamimidamido)pentanoyl]piperidine-2-carboxylate

• ChemBase ID: 175529
• Molecular Formular: C25H35N7O7S
• Molecular Mass: 577.6531
• Monoisotopic Mass: 577.2318675
• SMILES: N([C@@H](CCCNC(=N)N[N+](=O)[O-])C(=O)N1[C@H](C[C@@H](CC1)C)C(=O)OCC)S(=O)(=O)c1cccc2c1ncc(c2)C
• Canonical SMILES: CCOC(=O)[C@H]1C[C@H](C)CCN1C(=O)[C@@H](NS(=O)(=O)c1cccc2c1ncc(c2)C)CCCNC(=N)N[N+](=O)[O-]
• InChI: InChI=1S/C25H35N7O7S/c1-4-39-24(34)20-14-16(2)10-12-31(20)23(33)19(8-6-11-27-25(26)29-32(35)36)30-40(37,38)21-9-5-7-18-13-17(3)15-28-22(18)21/h5,7,9,13,15-16,19-20,30H,4,6,8,10-12,14H2,1-3H3,(H3,26,27,29)/t16-,19+,20-/m1/s1
• InChIKey: DWOYDKNIEZWRDH-LSTHTHJFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2R,4R)-4-methyl-1-[(2S)-2-(3-methylquinoline-8-sulfonamido)-5-(1-nitrocarbamimidamido)pentanoyl]piperidine-2-carboxylate
• IUPAC Traditional name: ethyl (2R,4R)-4-methyl-1-[(2S)-2-(3-methylquinoline-8-sulfonamido)-5-(1-nitrocarbamimidamido)pentanoyl]piperidine-2-carboxylate
• Synonyms: (2R,4R)-1-[(2S)-5-[[Imino(nitroamino)methyl]amino]-2-[[(3-methyl-8-quinolinyl)sulfonyl]amino]-1-oxopentyl]-4-methyl-2-piperidinecarboxylic Acid Ethyl Ester; [2R-[1(S*),2α,4β]]-1-[5-[[Imino(nitroamino)methyl]amino]-2-[[(3-methyl-8-quinolinyl)sulfonyl]amino]-1-oxopentyl]-4-methyl-2-piperidinecarboxylic Acid Ethyl Ester; N-Nitro-1,2,3,4-tetradehydro Argatroban Ethyl Ester

Database IDs

• CAS Number: 74874-09-2
• PubChem SID: 164231439
• PubChem CID: 11050116

CALCULATED PROPERTIES

• Acid pKa: 9.394899
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): 1.6612247
• LogD (pH = 7.4): 1.9860368
• Log P: 1.9962403
• Molar Refractivity: 156.7195 cm^3
• Polarizability: 57.78863 Å^3
• Polar Surface Area: 199.4 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - N565120

N-Nitro-1,2,3,4-tetradehydro Argatroban Ethyl Ester is an intermediate in the preparation of Argatroban (A769000).