4-amino-N-{2-[(2S)-2-{[(1R)-1-{[(1R)-1-(hydroxycarbamoyl)ethyl]carbamoyl}-3-methylbutyl]carbamoyl}pyrrolidin-1-yl]-2-oxoethyl}benzamide

• ChemBase ID: 132452
• Molecular Formular: C23H34N6O6
• Molecular Mass: 490.55266
• Monoisotopic Mass: 490.25398284
• SMILES: C[C@H](C(=O)NO)NC(=O)[C@@H](CC(C)C)NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)c1ccc(cc1)N
• Canonical SMILES: ONC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)c1ccc(cc1)N)CC(C)C)C
• InChI: InChI=1S/C23H34N6O6/c1-13(2)11-17(22(33)26-14(3)20(31)28-35)27-23(34)18-5-4-10-29(18)19(30)12-25-21(32)15-6-8-16(24)9-7-15/h6-9,13-14,17-18,35H,4-5,10-12,24H2,1-3H3,(H,25,32)(H,26,33)(H,27,34)(H,28,31)/t14-,17-,18+/m1/s1
• InChIKey: WWHUHFFMOPIVKB-OLMNPRSZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-N-{2-[(2S)-2-{[(1R)-1-{[(1R)-1-(hydroxycarbamoyl)ethyl]carbamoyl}-3-methylbutyl]carbamoyl}pyrrolidin-1-yl]-2-oxoethyl}benzamide
• IUPAC Traditional name: 4-amino-N-{2-[(2S)-2-{[(1R)-1-{[(1R)-1-(hydroxycarbamoyl)ethyl]carbamoyl}-3-methylbutyl]carbamoyl}pyrrolidin-1-yl]-2-oxoethyl}benzamide
• Synonyms: FN-439; 4-Aminobenzoyl-Gly-Pro-D-Leu-D-Ala hydroxamic acid

Database IDs

• CAS Number: 124168-73-6
• MDL Number: MFCD00237459
• PubChem SID: 24890847; 162226729
• PubChem CID: 16218906

CALCULATED PROPERTIES

• Acid pKa: 8.725173
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -1.1988887
• LogD (pH = 7.4): -1.2162862
• Log P: -1.1962861
• Molar Refractivity: 127.6598 cm^3
• Polarizability: 48.637962 Å^3
• Polar Surface Area: 182.96 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble1 mg/mL

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 ... COL1A1(1277), MMP1 (includes EG:4312)(4312)mouse ... COL1A1(12842), MMP1 (includes EG:4312)(83995)rat ... COL1A1(29393), MMP1 (includes EG:4312)(300339)

Product Information

• Purity: ≥95% (HPLC)

DETAILS

Sigma Aldrich - A4336

Amino Acid Sequence
Abz-Gly-Pro-Leu-Ala-HA
Biochem/physiol Actions
Collagenase Inhibitor