(2R)-N-[1-(aminomethyl)cyclopropyl]-3-(morpholine-4-sulfonyl)-2-{[(1S)-2,2,2-trifluoro-1-(4-fluorophenyl)ethyl]amino}propanamide

• ChemBase ID: 5164
• Molecular Formular: C19H26F4N4O4S
• Molecular Mass: 482.4927528
• Monoisotopic Mass: 482.16108921
• SMILES: c1(ccc(cc1)[C@H](N[C@H](C(=O)NC1(CC1)CN)CS(=O)(=O)N1CCOCC1)C(F)(F)F)F
• Canonical SMILES: NCC1(CC1)NC(=O)[C@H](CS(=O)(=O)N1CCOCC1)N[C@H](C(F)(F)F)c1ccc(cc1)F
• InChI: InChI=1S/C19H26F4N4O4S/c20-14-3-1-13(2-4-14)16(19(21,22)23)25-15(17(28)26-18(12-24)5-6-18)11-32(29,30)27-7-9-31-10-8-27/h1-4,15-16,25H,5-12,24H2,(H,26,28)/t15-,16-/m0/s1
• InChIKey: BJIKKEHGGYGGIX-HOTGVXAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-N-[1-(aminomethyl)cyclopropyl]-3-(morpholine-4-sulfonyl)-2-{[(1S)-2,2,2-trifluoro-1-(4-fluorophenyl)ethyl]amino}propanamide
• IUPAC Traditional name: (2R)-N-[1-(aminomethyl)cyclopropyl]-3-(morpholine-4-sulfonyl)-2-{[(1S)-2,2,2-trifluoro-1-(4-fluorophenyl)ethyl]amino}propanamide
• Synonyms: N-[1-(AMINOMETHYL)CYCLOPROPYL]-3-(MORPHOLIN-4-YLSULFONYL)-N~2~-[(1S)-2,2,2-TRIFLUORO-1-(4-FLUOROPHENYL)ETHYL]-L-ALANINAMIDE

Database IDs

• PubChem SID: 99443991; 160968594
• PubChem CID: 11840930

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.961167
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -2.8896055
• LogD (pH = 7.4): -1.7378118
• Log P: 0.06244882
• Molar Refractivity: 107.3317 cm^3
• Polarizability: 42.285748 Å^3
• Polar Surface Area: 113.76 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.8
• LOG S: -2.93
• Solubility (Water): 5.69e-01 g/l

DETAILS

DrugBank - DB07520

Drug information: experimental