(2S)-N-{4-[(diaminomethylidene)amino]butyl}-1-[(2S)-4-methyl-2-phenylmethanesulfonamidopentanoyl]pyrrolidine-2-carboxamide

• ChemBase ID: 4318
• Molecular Formular: C23H38N6O4S
• Molecular Mass: 494.65062
• Monoisotopic Mass: 494.26752473
• SMILES: CC(C)C[C@H](NS(=O)(=O)Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)NCCCCN=C(N)N
• Canonical SMILES: CC(C[C@@H](C(=O)N1CCC[C@H]1C(=O)NCCCCN=C(N)N)NS(=O)(=O)Cc1ccccc1)C
• InChI: InChI=1S/C23H38N6O4S/c1-17(2)15-19(28-34(32,33)16-18-9-4-3-5-10-18)22(31)29-14-8-11-20(29)21(30)26-12-6-7-13-27-23(24)25/h3-5,9-10,17,19-20,28H,6-8,11-16H2,1-2H3,(H,26,30)(H4,24,25,27)/t19-,20-/m0/s1
• InChIKey: DSVCYWOHJLRGMK-PMACEKPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-{4-[(diaminomethylidene)amino]butyl}-1-[(2S)-4-methyl-2-phenylmethanesulfonamidopentanoyl]pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-N-{4-[(diaminomethylidene)amino]butyl}-1-[(2S)-4-methyl-2-phenylmethanesulfonamidopentanoyl]pyrrolidine-2-carboxamide
• Synonyms: 1-GUANIDINO-4-(N-PHENYLMETHANESULFONYL-L-LEUCYL-L-PROLYLAMINO)BUTANE

Database IDs

• PubChem SID: 160967750; 46507293
• PubChem CID: 5494440

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.184682
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -1.9913071
• LogD (pH = 7.4): -1.4831414
• Log P: 0.080096565
• Molar Refractivity: 131.5391 cm^3
• Polarizability: 51.678936 Å^3
• Polar Surface Area: 159.98 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.86
• LOG S: -3.7
• Solubility (Water): 9.90e-02 g/l

DETAILS

DrugBank - DB04772

Drug information: experimental