N-[1-({1-[(1-{2-[(1-carbamoylethyl)carbamoyl]pyrrolidin-1-yl}-1-oxo-6-[(propan-2-yl)amino]hexan-2-yl)carbamoyl]-3-methylbutyl}carbamoyl)-5-(pyridin-3-ylformamido)pentyl]-2-(2-{2-[3-(4-chlorophenyl)-2-[2-acetamido-3-(naphthalen-2-yl)propanamido]propanamido]-3-(pyridin-3-yl)propanamido}-3-hydroxypropanamido)-6-(pyridin-3-ylformamido)hexanamide

• ChemBase ID: 132415
• Molecular Formular: C82H108ClN17O14
• Molecular Mass: 1591.29342
• Monoisotopic Mass: 1589.7950189
• SMILES: CC(C)CC(C(=O)NC(CCCCNC(C)C)C(=O)N1CCCC1C(=O)NC(C)C(=O)N)NC(=O)C(CCCCNC(=O)c1cccnc1)NC(=O)C(CCCCNC(=O)c1cccnc1)NC(=O)C(CO)NC(=O)C(Cc1cccnc1)NC(=O)C(Cc1ccc(cc1)Cl)NC(=O)C(Cc1ccc2ccccc2c1)NC(=O)C
• Canonical SMILES: OCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(=O)N)C)CCCCNC(C)C)CC(C)C)CCCCNC(=O)c1cccnc1)CCCCNC(=O)c1cccnc1)NC(=O)C(NC(=O)C(NC(=O)C(Cc1ccc2c(c1)cccc2)NC(=O)C)Cc1ccc(cc1)Cl)Cc1cccnc1
• InChI: InChI=1S/C82H108ClN17O14/c1-50(2)41-65(76(108)95-64(26-11-12-37-88-51(3)4)82(114)100-40-18-27-70(100)81(113)91-52(5)71(84)103)96-75(107)63(25-10-14-39-90-73(105)60-23-17-36-87-48-60)93-74(106)62(24-9-13-38-89-72(104)59-22-16-35-86-47-59)94-80(112)69(49-101)99-79(111)68(45-56-19-15-34-85-46-56)98-78(110)67(43-54-29-32-61(83)33-30-54)97-77(109)66(92-53(6)102)44-55-28-31-57-20-7-8-21-58(57)42-55/h7-8,15-17,19-23,28-36,42,46-48,50-52,62-70,88,101H,9-14,18,24-27,37-41,43-45,49H2,1-6H3,(H2,84,103)(H,89,104)(H,90,105)(H,91,113)(H,92,102)(H,93,106)(H,94,112)(H,95,108)(H,96,107)(H,97,109)(H,98,110)(H,99,111)
• InChIKey: QRYFGTULTGLGHU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[1-({1-[(1-{2-[(1-carbamoylethyl)carbamoyl]pyrrolidin-1-yl}-1-oxo-6-[(propan-2-yl)amino]hexan-2-yl)carbamoyl]-3-methylbutyl}carbamoyl)-5-(pyridin-3-ylformamido)pentyl]-2-(2-{2-[3-(4-chlorophenyl)-2-[2-acetamido-3-(naphthalen-2-yl)propanamido]propanamido]-3-(pyridin-3-yl)propanamido}-3-hydroxypropanamido)-6-(pyridin-3-ylformamido)hexanamide
• IUPAC Traditional name: N-[1-({1-[(1-{2-[(1-carbamoylethyl)carbamoyl]pyrrolidin-1-yl}-6-(isopropylamino)-1-oxohexan-2-yl)carbamoyl]-3-methylbutyl}carbamoyl)-5-(pyridin-3-ylformamido)pentyl]-2-(2-{2-[3-(4-chlorophenyl)-2-[2-acetamido-3-(naphthalen-2-yl)propanamido]propanamido]-3-(pyridin-3-yl)propanamido}-3-hydroxypropanamido)-6-(pyridin-3-ylformamido)hexanamide
• Synonyms: Antide

Database IDs

• CAS Number: 112568-12-4
• MDL Number: MFCD00133104
• PubChem SID: 162226692; 24891367
• PubChem CID: 16133071

CALCULATED PROPERTIES

• Acid pKa: 11.252524
• H Acceptors: 18
• H Donor: 14
• LogD (pH = 5.5): -2.1871684
• LogD (pH = 7.4): -1.8180567
• Log P: 0.7548586
• Molar Refractivity: 425.0948 cm^3
• Polarizability: 166.11554 Å^3
• Polar Surface Area: 454.43 Å^2
• Rotatable Bonds: 46
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: AY2961700
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 60
• Safety Statements: 53-22-36/37/39-45
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H360
• GHS Precautionary statements: P201-P308 + P313
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: rat ... Gnrhr(81668)

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - A8802

Amino Acid Sequence
Ac-Ala-Phe-Ala-Ser-Lys-Lys-Leu-Lys-Pro-Ala-NH2
Biochem/physiol Actions
LH-RH antagonist with high anti-ovulatory and negligible histamine release activity.