(2S)-2-[(2S)-3-(1H-imidazol-4-yl)-2-[2-(phenylformamido)acetamido]propanamido]-4-methylpentanoic acid; acetic acid

• ChemBase ID: 132364
• Molecular Formular: C23H31N5O7
• Molecular Mass: 489.52154
• Monoisotopic Mass: 489.22234836
• SMILES: CC(C)C[C@@H](C(=O)O)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)CNC(=O)c1ccccc1.CC(=O)O
• Canonical SMILES: CC(C[C@@H](C(=O)O)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)CNC(=O)c1ccccc1)C.CC(=O)O
• InChI: InChI=1S/C21H27N5O5.C2H4O2/c1-13(2)8-17(21(30)31)26-20(29)16(9-15-10-22-12-24-15)25-18(27)11-23-19(28)14-6-4-3-5-7-14;1-2(3)4/h3-7,10,12-13,16-17H,8-9,11H2,1-2H3,(H,22,24)(H,23,28)(H,25,27)(H,26,29)(H,30,31);1H3,(H,3,4)/t16-,17-;/m0./s1
• InChIKey: NSEVQQKNHZCIKL-QJHJCNPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-3-(1H-imidazol-4-yl)-2-[2-(phenylformamido)acetamido]propanamido]-4-methylpentanoic acid; acetic acid
• IUPAC Traditional name: (2S)-2-[(2S)-3-(1H-imidazol-4-yl)-2-[2-(phenylformamido)acetamido]propanamido]-4-methylpentanoic acid; acetic acid
• Synonyms: N-Benzoyl-Gly-His-Leu; Hippuryl-His-Leu acetate salt

Database IDs

• CAS Number: 103404-54-2
• PubChem SID: 162226641
• PubChem CID: 71308550

CALCULATED PROPERTIES

• Acid pKa: 3.774684
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -1.0299815
• LogD (pH = 7.4): -1.9010184
• Log P: -0.9939752
• Molar Refractivity: 111.3821 cm^3
• Polarizability: 42.853237 Å^3
• Polar Surface Area: 153.28 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

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

Pharmacology Properties

• Gene Information: human ... ACE(1636), ACE2(59272)mouse ... ACE3(217246)rat ... ACE(11421), ACE2(70008), ACE3(498012)

DETAILS

Sigma Aldrich - H4884

Amino Acid Sequence
NBz-Gly-His-Leu
Biochem/physiol Actions
Substrate for angiotensin converting enzyme.