(2S)-1-[(2R)-2-amino-2-cyclohexylacetyl]-N-({5-chloro-2-[(ethylcarbamoyl)methoxy]phenyl}methyl)pyrrolidine-2-carboxamide

• ChemBase ID: 4524
• Molecular Formular: C24H35ClN4O4
• Molecular Mass: 479.0121
• Monoisotopic Mass: 478.2346833
• SMILES: C1(CCCCC1)[C@H](C(=O)N1CCC[C@H]1C(=O)NCc1c(ccc(c1)Cl)OCC(=O)NCC)N
• Canonical SMILES: CCNC(=O)COc1ccc(cc1CNC(=O)[C@@H]1CCCN1C(=O)[C@@H](C1CCCCC1)N)Cl
• InChI: InChI=1S/C24H35ClN4O4/c1-2-27-21(30)15-33-20-11-10-18(25)13-17(20)14-28-23(31)19-9-6-12-29(19)24(32)22(26)16-7-4-3-5-8-16/h10-11,13,16,19,22H,2-9,12,14-15,26H2,1H3,(H,27,30)(H,28,31)/t19-,22+/m0/s1
• InChIKey: BMHVHOJXEQTIEA-SIKLNZKXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2R)-2-amino-2-cyclohexylacetyl]-N-({5-chloro-2-[(ethylcarbamoyl)methoxy]phenyl}methyl)pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-[(2R)-2-amino-2-cyclohexylacetyl]-N-({5-chloro-2-[(ethylcarbamoyl)methoxy]phenyl}methyl)pyrrolidine-2-carboxamide
• Synonyms: 1-[2-AMINO-2-CYCLOHEXYL-ACETYL]-PYRROLIDINE-3-CARBOXYLIC ACID 5-CHLORO-2-(2-ETHYLCARBAMOYL-ETHOXY)-BENZYLAMIDE

Database IDs

• PubChem SID: 160967956; 99443340
• PubChem CID: 448677

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.006284
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.774405
• LogD (pH = 7.4): 0.90115964
• Log P: 1.7540153
• Molar Refractivity: 126.6318 cm^3
• Polarizability: 49.748283 Å^3
• Polar Surface Area: 113.76 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.31
• LOG S: -4.34
• Solubility (Water): 2.18e-02 g/l

DETAILS

DrugBank - DB06869

Drug information: experimental