N-(5-carbamimidamido-1-{2-[(carbamoylmethyl)carbamoyl]pyrrolidin-1-yl}-1-oxopentan-2-yl)-2-[2-(2-{3-hydroxy-2-[3-(1H-indol-3-yl)-2-{2-[(5-oxopyrrolidin-2-yl)formamido]-3-phenylpropanamido}propanamido]propanamido}-3-(4-hydroxyphenyl)propanamido)-3-(1H-indol-3-yl)propanamido]-4-methylpentanamide

• ChemBase ID: 103805
• Molecular Formular: C67H84N16O13
• Molecular Mass: 1321.48326
• Monoisotopic Mass: 1320.64037683
• SMILES: CC(C)CC(NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(Cc1ccc(O)cc1)NC(=O)C(CO)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(Cc1ccccc1)NC(=O)C1CCC(=O)N1)C(=O)NC(CCCNC(=N)N)C(=O)N1CCCC1C(=O)NCC(=O)N
• Canonical SMILES: OCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NCC(=O)N)CCCNC(=N)N)CC(C)C)Cc1c[nH]c2c1cccc2)Cc1ccc(cc1)O)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C1CCC(=O)N1)Cc1ccccc1
• InChI: InChI=1S/C67H84N16O13/c1-37(2)28-49(59(89)76-48(18-10-26-71-67(69)70)66(96)83-27-11-19-55(83)65(95)74-35-56(68)86)77-62(92)52(31-40-33-72-45-16-8-6-14-43(40)45)80-61(91)51(30-39-20-22-42(85)23-21-39)79-64(94)54(36-84)82-63(93)53(32-41-34-73-46-17-9-7-15-44(41)46)81-60(90)50(29-38-12-4-3-5-13-38)78-58(88)47-24-25-57(87)75-47/h3-9,12-17,20-23,33-34,37,47-55,72-73,84-85H,10-11,18-19,24-32,35-36H2,1-2H3,(H2,68,86)(H,74,95)(H,75,87)(H,76,89)(H,77,92)(H,78,88)(H,79,94)(H,80,91)(H,81,90)(H,82,93)(H4,69,70,71)
• InChIKey: NYWIVATZZKIKCF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(5-carbamimidamido-1-{2-[(carbamoylmethyl)carbamoyl]pyrrolidin-1-yl}-1-oxopentan-2-yl)-2-[2-(2-{3-hydroxy-2-[3-(1H-indol-3-yl)-2-{2-[(5-oxopyrrolidin-2-yl)formamido]-3-phenylpropanamido}propanamido]propanamido}-3-(4-hydroxyphenyl)propanamido)-3-(1H-indol-3-yl)propanamido]-4-methylpentanamide
• IUPAC Traditional name: N-{5-carbamimidamido-1-[2-(carbamoylmethylcarbamoyl)pyrrolidin-1-yl]-1-oxopentan-2-yl}-2-[2-(2-{3-hydroxy-2-[3-(1H-indol-3-yl)-2-{2-[(5-oxopyrrolidin-2-yl)formamido]-3-phenylpropanamido}propanamido]propanamido}-3-(4-hydroxyphenyl)propanamido)-3-(1H-indol-3-yl)propanamido]-4-methylpentanamide
• Synonyms: D-PyroGlu-D-Phe-D-Trp-Ser-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH₂; [D-pyroGlu^1,D-Phe^2,D-Trp^3,6]-LH-RH

Database IDs

• CAS Number: 68059-94-9
• PubChem SID: 162090880
• PubChem CID: 44134801

CALCULATED PROPERTIES

• Acid pKa: 9.492937
• H Acceptors: 16
• H Donor: 17
• LogD (pH = 5.5): -3.4155343
• LogD (pH = 7.4): -3.1355903
• Log P: -1.4907758
• Molar Refractivity: 360.0548 cm^3
• Polarizability: 137.49776 Å^3
• Polar Surface Area: 459.24 Å^2
• Rotatable Bonds: 33
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

DETAILS

MP Biomedicals - 02152913

A potent LH-RH antagonist.

REFERENCES

• Rivier, J.E. and Vale, W.W., Life Sci., 23: 869, (1978).