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

• ChemBase ID: 5231
• Molecular Formular: C22H26F3N3O4S
• Molecular Mass: 485.5197496
• Monoisotopic Mass: 485.15961199
• SMILES: C([C@@H](N[C@H](C(=O)NC1(CC1)CN)CS(=O)(=O)Cc1ccccc1)c1ccc(cc1)O)(F)(F)F
• Canonical SMILES: NCC1(CC1)NC(=O)[C@H](CS(=O)(=O)Cc1ccccc1)N[C@H](C(F)(F)F)c1ccc(cc1)O
• InChI: InChI=1S/C22H26F3N3O4S/c23-22(24,25)19(16-6-8-17(29)9-7-16)27-18(20(30)28-21(14-26)10-11-21)13-33(31,32)12-15-4-2-1-3-5-15/h1-9,18-19,27,29H,10-14,26H2,(H,28,30)/t18-,19-/m0/s1
• InChIKey: DWWVPKCSDHDILN-OALUTQOASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-N-[1-(aminomethyl)cyclopropyl]-3-phenylmethanesulfonyl-2-{[(1S)-2,2,2-trifluoro-1-(4-hydroxyphenyl)ethyl]amino}propanamide
• IUPAC Traditional name: (2R)-N-[1-(aminomethyl)cyclopropyl]-3-phenylmethanesulfonyl-2-{[(1S)-2,2,2-trifluoro-1-(4-hydroxyphenyl)ethyl]amino}propanamide
• Synonyms: N-[1-(AMINOMETHYL)CYCLOPROPYL]-3-(BENZYLSULFONYL)-N~2~-[(1S)-2,2,2-TRIFLUORO-1-(4-HYDROXYPHENYL)ETHYL]-L-ALANINAMIDE

Database IDs

• PubChem SID: 99444060; 160968660
• PubChem CID: 11840934

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.564881
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.351545
• LogD (pH = 7.4): 0.07710377
• Log P: 1.1625482
• Molar Refractivity: 116.6036 cm^3
• Polarizability: 45.91777 Å^3
• Polar Surface Area: 121.52 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.32
• LOG S: -3.71
• Solubility (Water): 9.44e-02 g/l

DETAILS

DrugBank - DB07589

Drug information: experimental