(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-{2-[(2S,3R)-2-[(2S)-2-[2-(2-{[(2S)-2-amino-3-phenylpropyl]amino}acetamido)acetamido]-3-phenylpropanamido]-3-hydroxybutanamido]acetamido}propanamido]-5-carbamimidamidopentanamido]hexanamido]-3-hydroxypropanamido]propanamido]-5-carbamimidamidopentanamido]hexanamide

• ChemBase ID: 132747
• Molecular Formular: C61H102N22O14
• Molecular Mass: 1367.60158
• Monoisotopic Mass: 1366.79458605
• SMILES: C[C@H]([C@@H](C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC[C@H](Cc1ccccc1)N)O
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N)CCCCN)CCCNC(=N)N)C)CO)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@H]([C@H](O)C)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC[C@H](Cc1ccccc1)N)C)CCCNC(=N)N
• InChI: InChI=1S/C61H102N22O14/c1-35(75-48(87)33-74-59(97)50(37(3)85)83-57(95)45(29-39-18-8-5-9-19-39)77-49(88)32-73-47(86)31-70-30-40(64)28-38-16-6-4-7-17-38)52(90)79-44(23-15-27-72-61(68)69)55(93)81-42(21-11-13-25-63)56(94)82-46(34-84)58(96)76-36(2)53(91)80-43(22-14-26-71-60(66)67)54(92)78-41(51(65)89)20-10-12-24-62/h4-9,16-19,35-37,40-46,50,70,84-85H,10-15,20-34,62-64H2,1-3H3,(H2,65,89)(H,73,86)(H,74,97)(H,75,87)(H,76,96)(H,77,88)(H,78,92)(H,79,90)(H,80,91)(H,81,93)(H,82,94)(H,83,95)(H4,66,67,71)(H4,68,69,72)/t35-,36-,37+,40-,41-,42-,43-,44-,45-,46-,50-/m0/s1
• InChIKey: ZHKMSRDIVOXQKP-YILJZHMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-{2-[(2S,3R)-2-[(2S)-2-[2-(2-{[(2S)-2-amino-3-phenylpropyl]amino}acetamido)acetamido]-3-phenylpropanamido]-3-hydroxybutanamido]acetamido}propanamido]-5-carbamimidamidopentanamido]hexanamido]-3-hydroxypropanamido]propanamido]-5-carbamimidamidopentanamido]hexanamide
• IUPAC Traditional name: (2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-{2-[(2S,3R)-2-[(2S)-2-[2-(2-{[(2S)-2-amino-3-phenylpropyl]amino}acetamido)acetamido]-3-phenylpropanamido]-3-hydroxybutanamido]acetamido}propanamido]-5-carbamimidamidopentanamido]hexanamido]-3-hydroxypropanamido]propanamido]-5-carbamimidamidopentanamido]hexanamide
• Synonyms: [Phe1-ψ(CH2-NH)-Gly2]-Nociceptin Fragment 1-13 amide

Database IDs

• MDL Number: MFCD01631267
• PubChem SID: 162227024
• PubChem CID: 6324602

CALCULATED PROPERTIES

• H Acceptors: 24
• H Donor: 24
• LogD (pH = 5.5): -23.7474
• LogD (pH = 7.4): -21.00516
• Log P: -9.390358
• Molar Refractivity: 374.4726 cm^3
• Polarizability: 138.25087 Å^3
• Polar Surface Area: 617.54 Å^2
• Rotatable Bonds: 48
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: lyophilized powder

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 ... PNOC(5368)

Product Information

• Purity: >95%

DETAILS

Sigma Aldrich - N9908

Amino Acid Sequence
Phe-(CH2-NH)-Gly-Gly-Phe-Thr-Gly-Ala-Arg-Lys-Ser-Ala-Arg-Lys-NH2
Biochem/physiol Actions
Selective ORL1 opioid receptor antagonist at peripheral receptors. It functions as a partial agonist at central ORL1 receptors.

Sigma Aldrich - N213

Amino Acid Sequence
Phe-(CH2-NH)-Gly-Gly-Phe-Thr-Gly-Ala-Arg-Lys-Ser-Ala-Arg-Lys-NH2
Biochem/physiol Actions
Selective ORL1 opioid receptor antagonist at peripheral receptors. It functions as a partial agonist at central ORL1 receptors.