2-[2-(2-{2-[2-(adamantan-1-yl)acetamido]-3-(4-ethoxyphenyl)propanamido}-3-phenylpropanamido)-3-methylbutanamido]-N-{1-[2-({4-carbamimidamido-1-[(4-carbamimidamido-1-carbamoylbutyl)carbamoyl]butyl}carbamoyl)pyrrolidin-1-yl]-1-oxobutan-2-yl}butanediamide

• ChemBase ID: 155499
• Molecular Formular: C62H94N16O11
• Molecular Mass: 1239.51036
• Monoisotopic Mass: 1238.72879791
• SMILES: CCC(C(=O)N1CCCC1C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(=O)N)NC(=O)C(CC(=O)N)NC(=O)C(C(C)C)NC(=O)C(Cc1ccccc1)NC(=O)C(Cc1ccc(cc1)OCC)NC(=O)CC12CC3CC(C1)CC(C3)C2
• Canonical SMILES: CCOc1ccc(cc1)CC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)N)CCCNC(=N)N)CCCNC(=N)N)CC)CC(=O)N)C(C)C)Cc1ccccc1)NC(=O)CC12CC3CC(C2)CC(C1)C3
• InChI: InChI=1S/C62H94N16O11/c1-5-42(59(88)78-24-12-17-48(78)57(86)74-44(16-11-23-70-61(67)68)53(82)73-43(52(64)81)15-10-22-69-60(65)66)72-55(84)47(30-49(63)79)76-58(87)51(35(3)4)77-56(85)46(28-36-13-8-7-9-14-36)75-54(83)45(29-37-18-20-41(21-19-37)89-6-2)71-50(80)34-62-31-38-25-39(32-62)27-40(26-38)33-62/h7-9,13-14,18-21,35,38-40,42-48,51H,5-6,10-12,15-17,22-34H2,1-4H3,(H2,63,79)(H2,64,81)(H,71,80)(H,72,84)(H,73,82)(H,74,86)(H,75,83)(H,76,87)(H,77,85)(H4,65,66,69)(H4,67,68,70)
• InChIKey: LEXYSBQMSSPQTG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(2-{2-[2-(adamantan-1-yl)acetamido]-3-(4-ethoxyphenyl)propanamido}-3-phenylpropanamido)-3-methylbutanamido]-N-{1-[2-({4-carbamimidamido-1-[(4-carbamimidamido-1-carbamoylbutyl)carbamoyl]butyl}carbamoyl)pyrrolidin-1-yl]-1-oxobutan-2-yl}butanediamide
• IUPAC Traditional name: 2-[2-(2-{2-[2-(adamantan-1-yl)acetamido]-3-(4-ethoxyphenyl)propanamido}-3-phenylpropanamido)-3-methylbutanamido]-N-{1-[2-({4-carbamimidamido-1-[(4-carbamimidamido-1-carbamoylbutyl)carbamoyl]butyl}carbamoyl)pyrrolidin-1-yl]-1-oxobutan-2-yl}butanediamide
• Synonyms: [Adamantaneacetyl1, O-Et-D-Tyr2, Val4, Aminobutyryl6, Arg8,9]-Vasopressin

Database IDs

• CAS Number: 112465-00-6
• MDL Number: MFCD00133935
• PubChem SID: 24900733; 162249637
• PubChem CID: 5253207

CALCULATED PROPERTIES

• Acid pKa: 11.360043
• H Acceptors: 17
• H Donor: 15
• LogD (pH = 5.5): -5.6922436
• LogD (pH = 7.4): -5.6828246
• Log P: -1.5421927
• Molar Refractivity: 349.5066 cm^3
• Polarizability: 128.02612 Å^3
• Polar Surface Area: 443.22 Å^2
• Rotatable Bonds: 35
• 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

Pharmacology Properties

• Gene Information: human ... AVPR2(554)mouse ... AVPR2(12000)rat ... AVPR2(25108)

Product Information

• Purity: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C62H94N16O11

DETAILS

Sigma Aldrich - V2381

Amino Acid Sequence
Ada-TyrOEt-Phe-Val-Asn-Abu-Pro-Arg-Arg-NH2
Biochem/physiol Actions
Potent V2 vasopressin (antidiuretic) receptor antagonist.