(3R)-3-{[(2S)-3-(4-carbamimidoylphenyl)-1-oxo-1-(piperidin-1-yl)propan-2-yl]carbamoyl}-3-(4-methoxy-2,3,6-trimethylbenzenesulfonamido)propanoic acid

• ChemBase ID: 2784
• Molecular Formular: C29H39N5O7S
• Molecular Mass: 601.71426
• Monoisotopic Mass: 601.25701961
• SMILES: COc1cc(C)c(c(C)c1C)S(=O)(=O)N[C@H](CC(=O)O)C(=O)N[C@@H](Cc1ccc(cc1)C(=N)N)C(=O)N1CCCCC1
• Canonical SMILES: COc1cc(C)c(c(c1C)C)S(=O)(=O)N[C@@H](C(=O)N[C@H](C(=O)N1CCCCC1)Cc1ccc(cc1)C(=N)N)CC(=O)O
• InChI: InChI=1S/C29H39N5O7S/c1-17-14-24(41-4)18(2)19(3)26(17)42(39,40)33-22(16-25(35)36)28(37)32-23(29(38)34-12-6-5-7-13-34)15-20-8-10-21(11-9-20)27(30)31/h8-11,14,22-23,33H,5-7,12-13,15-16H2,1-4H3,(H3,30,31)(H,32,37)(H,35,36)/t22-,23+/m1/s1
• InChIKey: ZOXOKTJHZSUHRJ-PKTZIBPZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-3-{[(2S)-3-(4-carbamimidoylphenyl)-1-oxo-1-(piperidin-1-yl)propan-2-yl]carbamoyl}-3-(4-methoxy-2,3,6-trimethylbenzenesulfonamido)propanoic acid
• IUPAC Traditional name: (3R)-3-{[(2S)-3-(4-carbamimidoylphenyl)-1-oxo-1-(piperidin-1-yl)propan-2-yl]carbamoyl}-3-(4-methoxy-2,3,6-trimethylbenzenesulfonamido)propanoic acid
• Synonyms: Crc200 (Chiron-Behring)

Database IDs

• PubChem SID: 160966232; 46508948
• PubChem CID: 46936573

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.7166348
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): 0.47072297
• LogD (pH = 7.4): 0.47635832
• Log P: 0.47635025
• Molar Refractivity: 168.6598 cm^3
• Polarizability: 61.09588 Å^3
• Polar Surface Area: 191.98 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.18
• LOG S: -4.49
• Solubility (Water): 1.94e-02 g/l

DETAILS

DrugBank - DB03081

Drug information: experimental