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

• ChemBase ID: 134159
• Molecular Formular: C21H29N5O6
• Molecular Mass: 447.48486
• Monoisotopic Mass: 447.21178367
• SMILES: CC(C)C[C@@H](C(=O)O)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)CNC(=O)c1ccccc1.O
• Canonical SMILES: CC(C[C@@H](C(=O)O)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)CNC(=O)c1ccccc1)C.O
• InChI: InChI=1S/C21H27N5O5.H2O/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;/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);1H2/t16-,17-;/m0./s1
• InChIKey: NWOJMNXIJBZMPK-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 hydrate
• IUPAC Traditional name: (2S)-2-[(2S)-3-(1H-imidazol-4-yl)-2-[2-(phenylformamido)acetamido]propanamido]-4-methylpentanoic acid hydrate
• Synonyms: N-Benzoyl-Gly-His-Leu; N-Hippuryl-His-Leu hydrate; N-Hippuryl-L-histidyl-L-leucine hydrate; N-马尿酰-L-组氨酰-L-亮氨酸 水合物; 马尿酰-组氨酰-亮氨酸 水合物

Database IDs

• CAS Number: 207386-83-2
• EC Number: 250-597-9
• MDL Number: MFCD00149318
• Beilstein Number: 5664178
• PubChem SID: 24888481; 24895469; 162228436
• PubChem CID: 16218610

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

Physical Property

• Solubility: acetic acid: ~50 mg/mL; acetic acid: soluble50 mg/mL, clear, colorless
• Apperance: white to off-white powder
• Melting Point: 108-110 °C (dec.)
• Optical Rotation: [α]20/D -38±2°, c = 1% in 1 M HCl; [α]22/D -41°, c = 1 in 1 M HCl

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)

Product Information

• Purity: ≥98% (HPLC); ≥99.0% (HPLC); 99%
• Empirical Formula (Hill Notation): C21H27N5O5 · xH2O

DETAILS

Sigma Aldrich - H1635

Amino Acid Sequence
NBz-Gly-His-Leu
Substrates
血管紧张素转换酶底物。

Sigma Aldrich - 859052

Amino Acid Sequence
NBz-Gly-His-Leu
Packaging
50 mg in glass bottle
Substrates
Substrate for angiotensin converting enzyme.

Sigma Aldrich - 53285

Amino Acid Sequence
NBz-Gly-His-Leu
Other Notes
Isolation of human liver angiotensin-converting enzyme by chromatofocusing1
Substrates
Substrate for angiotensin converting enzyme.