(2S)-1-[(2R)-2-amino-3-phenylpropanoyl]-N-{2-[(pyridin-4-yl)amino]ethyl}pyrrolidine-2-carboxamide

• ChemBase ID: 6035
• Molecular Formular: C21H27N5O2
• Molecular Mass: 381.47138
• Monoisotopic Mass: 381.21647513
• SMILES: N[C@H](Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)NCCNc1ccncc1
• Canonical SMILES: N[C@@H](C(=O)N1CCC[C@H]1C(=O)NCCNc1ccncc1)Cc1ccccc1
• InChI: InChI=1S/C21H27N5O2/c22-18(15-16-5-2-1-3-6-16)21(28)26-14-4-7-19(26)20(27)25-13-12-24-17-8-10-23-11-9-17/h1-3,5-6,8-11,18-19H,4,7,12-15,22H2,(H,23,24)(H,25,27)/t18-,19+/m1/s1
• InChIKey: GEIDRYBJURDUSW-MOPGFXCFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2R)-2-amino-3-phenylpropanoyl]-N-{2-[(pyridin-4-yl)amino]ethyl}pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-[(2R)-2-amino-3-phenylpropanoyl]-N-[2-(pyridin-4-ylamino)ethyl]pyrrolidine-2-carboxamide
• Synonyms: [PHENYLALANINYL-PROLINYL]-[2-(PYRIDIN-4-YLAMINO)-ETHYL]-AMINE

Database IDs

• PubChem SID: 99444893; 160969460
• PubChem CID: 23586040

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.294884
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.8407612
• LogD (pH = 7.4): -1.0558237
• Log P: 0.28732166
• Molar Refractivity: 108.9476 cm^3
• Polarizability: 41.790394 Å^3
• Polar Surface Area: 100.35 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.99
• LOG S: -3.35
• Solubility (Water): 1.72e-01 g/l

DETAILS

DrugBank - DB08422

Drug information: experimental