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

• ChemBase ID: 4317
• Molecular Formular: C23H35N7O5
• Molecular Mass: 489.5679
• Monoisotopic Mass: 489.26996726
• SMILES: CC(C)C[C@H](NC(=O)c1ccc(cc1)[N+](=O)[O-])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)NC(=O)c1ccc(cc1)[N+](=O)[O-])C
• InChI: InChI=1S/C23H35N7O5/c1-15(2)14-18(28-20(31)16-7-9-17(10-8-16)30(34)35)22(33)29-13-5-6-19(29)21(32)26-11-3-4-12-27-23(24)25/h7-10,15,18-19H,3-6,11-14H2,1-2H3,(H,26,32)(H,28,31)(H4,24,25,27)/t18-,19-/m0/s1
• InChIKey: FIZYZWLGMGGGBJ-OALUTQOASA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160967749; 46506641
• PubChem CID: 5494439

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.893712
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -1.5813556
• LogD (pH = 7.4): -1.5671142
• Log P: 0.83391863
• Molar Refractivity: 131.1969 cm^3
• Polarizability: 49.28228 Å^3
• Polar Surface Area: 188.73 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.16
• LOG S: -4.2
• Solubility (Water): 3.09e-02 g/l

DETAILS

DrugBank - DB04771

Drug information: experimental