(2S)-1-[(2S)-3,3-dimethyl-2-[(2S)-2-(methylamino)propanamido]butanoyl]-N-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]pyrrolidine-2-carboxamide

• ChemBase ID: 2356
• Molecular Formular: C25H38N4O3
• Molecular Mass: 442.59422
• Monoisotopic Mass: 442.2943911
• SMILES: c12[C@H](NC(=O)[C@H]3N(C(=O)[C@@H](NC(=O)[C@@H](NC)C)C(C)(C)C)CCC3)CCCc1cccc2
• Canonical SMILES: CN[C@H](C(=O)N[C@@H](C(C)(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H]1CCCc2c1cccc2)C
• InChI: InChI=1S/C25H38N4O3/c1-16(26-5)22(30)28-21(25(2,3)4)24(32)29-15-9-14-20(29)23(31)27-19-13-8-11-17-10-6-7-12-18(17)19/h6-7,10,12,16,19-21,26H,8-9,11,13-15H2,1-5H3,(H,27,31)(H,28,30)/t16-,19+,20-,21+/m0/s1
• InChIKey: JUJIMRZGUBTJRV-NASSWSRMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-3,3-dimethyl-2-[(2S)-2-(methylamino)propanamido]butanoyl]-N-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-[(2S)-3,3-dimethyl-2-[(2S)-2-(methylamino)propanamido]butanoyl]-N-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]pyrrolidine-2-carboxamide
• Synonyms: 1-[3,3-Dimethyl-2-(2-Methylamino-Propionylamino)-Butyryl]-Pyrrolidine-2-Carboxylic Acid(1,2,3,4-Tetrahydro-Naphthalen-1-Yl)-Amide

Database IDs

• PubChem SID: 46505788; 160965807
• PubChem CID: 4369343

CALCULATED PROPERTIES

JChem

• LogD (pH = 5.5): -0.4172061
• LogD (pH = 7.4): 1.2236776
• Log P: 2.4489923
• Molar Refractivity: 124.4628 cm^3
• Polarizability: 48.933605 Å^3
• Polar Surface Area: 90.54 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true
• Acid pKa: 12.537361
• H Acceptors: 4
• H Donor: 3

ALOGPS 2.1

• Log P: 2.26
• LOG S: -4.09
• Solubility (Water): 3.62e-02 g/l

DETAILS

DrugBank - DB02628

Drug information: experimental