(2R)-2-[(2S)-2-{2-[(2R)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]propanamido]acetamido}-3-phenylpropanamido]-4-(methylsulfanyl)butanamide; acetic acid

• ChemBase ID: 130924
• Molecular Formular: C30H42N6O8S
• Molecular Mass: 646.75488
• Monoisotopic Mass: 646.27848333
• SMILES: C[C@H](C(=O)NCC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@H](CCSC)C(=O)N)NC(=O)[C@H](Cc1ccc(cc1)O)N.CC(=O)O
• Canonical SMILES: CC(=O)O.CSCC[C@H](C(=O)N)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@H](NC(=O)[C@H](Cc1ccc(cc1)O)N)C
• InChI: InChI=1S/C28H38N6O6S.C2H4O2/c1-17(32-27(39)21(29)14-19-8-10-20(35)11-9-19)26(38)31-16-24(36)33-23(15-18-6-4-3-5-7-18)28(40)34-22(25(30)37)12-13-41-2;1-2(3)4/h3-11,17,21-23,35H,12-16,29H2,1-2H3,(H2,30,37)(H,31,38)(H,32,39)(H,33,36)(H,34,40);1H3,(H,3,4)/t17-,21+,22-,23+;/m1./s1
• InChIKey: CGDQCNFNHZVTLN-UJKXDIGWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(2S)-2-{2-[(2R)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]propanamido]acetamido}-3-phenylpropanamido]-4-(methylsulfanyl)butanamide; acetic acid
• IUPAC Traditional name: (2R)-2-[(2S)-2-{2-[(2R)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]propanamido]acetamido}-3-phenylpropanamido]-4-(methylsulfanyl)butanamide; acetic acid
• Synonyms: Tyr-D-Ala-Gly-Phe-D-Met-NH2; [D-Ala2, D-Met5]-Enkephalinamide acetate salt

Database IDs

• CAS Number: 100929-63-3
• MDL Number: MFCD00133952
• PubChem SID: 162225202
• PubChem CID: 71308355

CALCULATED PROPERTIES

• Acid pKa: 9.509327
• H Acceptors: 7
• H Donor: 7
• LogD (pH = 5.5): -2.61224
• LogD (pH = 7.4): -0.94143945
• Log P: -0.5803278
• Molar Refractivity: 155.3228 cm^3
• Polarizability: 60.678585 Å^3
• Polar Surface Area: 205.74 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C