(2S)-1-[(2S)-1-[(2S,3S)-2-[(2S)-2-{[(2S)-1-[(2S)-5-carbamimidamido-2-{[(2S)-1-[(2S)-3-(1H-indol-3-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanoyl]pyrrolidin-2-yl]formamido}pentanoyl]pyrrolidin-2-yl]formamido}-4-carbamoylbutanamido]-3-methylpentanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 132680
• Molecular Formular: C53H76N14O12
• Molecular Mass: 1101.25714
• Monoisotopic Mass: 1100.57671394
• SMILES: CC[C@H](C)[C@@H](C(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)O)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H]1CCC(=O)N1
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)O)NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H]1CCC(=O)N1)CCCNC(=N)N)CCC(=O)N)C
• InChI: InChI=1S/C53H76N14O12/c1-3-29(2)43(51(77)66-25-9-16-39(66)50(76)67-26-10-17-40(67)52(78)79)63-45(71)34(18-20-41(54)68)60-46(72)37-14-7-23-64(37)48(74)35(13-6-22-57-53(55)56)61-47(73)38-15-8-24-65(38)49(75)36(62-44(70)33-19-21-42(69)59-33)27-30-28-58-32-12-5-4-11-31(30)32/h4-5,11-12,28-29,33-40,43,58H,3,6-10,13-27H2,1-2H3,(H2,54,68)(H,59,69)(H,60,72)(H,61,73)(H,62,70)(H,63,71)(H,78,79)(H4,55,56,57)/t29-,33-,34-,35-,36-,37-,38-,39-,40-,43-/m0/s1
• InChIKey: UUUHXMGGBIUAPW-CSCXCSGISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-1-[(2S,3S)-2-[(2S)-2-{[(2S)-1-[(2S)-5-carbamimidamido-2-{[(2S)-1-[(2S)-3-(1H-indol-3-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanoyl]pyrrolidin-2-yl]formamido}pentanoyl]pyrrolidin-2-yl]formamido}-4-carbamoylbutanamido]-3-methylpentanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-[(2S)-1-[(2S,3S)-2-[(2S)-2-{[(2S)-1-[(2S)-5-carbamimidamido-2-{[(2S)-1-[(2S)-3-(1H-indol-3-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanoyl]pyrrolidin-2-yl]formamido}pentanoyl]pyrrolidin-2-yl]formamido}-4-carbamoylbutanamido]-3-methylpentanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid
• Synonyms: Angiotensin Converting Enzyme Inhibitor

Database IDs

• CAS Number: 35115-60-7
• MDL Number: MFCD00076208
• PubChem SID: 162226957
• PubChem CID: 443376

CALCULATED PROPERTIES

• Acid pKa: 3.3789575
• H Acceptors: 15
• H Donor: 11
• LogD (pH = 5.5): -4.721985
• LogD (pH = 7.4): -4.7193704
• Log P: -4.7193804
• Molar Refractivity: 292.5639 cm^3
• Polarizability: 110.612175 Å^3
• Polar Surface Area: 384.82 Å^2
• Rotatable Bonds: 24
• 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

Product Information

• Purity: ≥95% (TLC)

DETAILS

Sigma Aldrich - A0773

Amino Acid Sequence
Glp-Trp-Pro-Arg-Pro-Gln-Ile-Pro-Pro