(2S)-1-[(2S)-2-[(2S)-2-[(2R)-3-(tert-butoxy)-2-[(2S)-2-[(2S)-3-hydroxy-2-[(2S)-2-[(2S)-3-(1H-imidazol-5-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]-3-(1H-indol-3-yl)propanamido]propanamido]-3-(4-hydroxyphenyl)propanamido]propanamido]-4-methylpentanamido]-5-carbamimidamidopentanoyl]-N-(carbamoylamino)pyrrolidine-2-carboxamide

• ChemBase ID: 169775
• Molecular Formular: C59H84N18O14
• Molecular Mass: 1269.41046
• Monoisotopic Mass: 1268.64143946
• SMILES: C([C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)NNC(=O)N)CCCNC(=N)N)CC(C)C)COC(C)(C)C)Cc1ccc(cc1)O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]1CCC(=O)N1)Cc1cnc[nH]1)Cc1c[nH]c2c1cccc2)O
• Canonical SMILES: OC[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)NNC(=O)N)CCCNC(=N)N)CC(C)C)COC(C)(C)C)Cc1ccc(cc1)O)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](NC(=O)[C@@H]1CCC(=O)N1)Cc1[nH]cnc1
• InChI: InChI=1S/C59H84N18O14/c1-31(2)22-40(49(82)68-39(12-8-20-64-57(60)61)56(89)77-21-9-13-46(77)55(88)75-76-58(62)90)69-54(87)45(29-91-59(3,4)5)74-50(83)41(23-32-14-16-35(79)17-15-32)70-53(86)44(28-78)73-51(84)42(24-33-26-65-37-11-7-6-10-36(33)37)71-52(85)43(25-34-27-63-30-66-34)72-48(81)38-18-19-47(80)67-38/h6-7,10-11,14-17,26-27,30-31,38-46,65,78-79H,8-9,12-13,18-25,28-29H2,1-5H3,(H,63,66)(H,67,80)(H,68,82)(H,69,87)(H,70,86)(H,71,85)(H,72,81)(H,73,84)(H,74,83)(H,75,88)(H4,60,61,64)(H3,62,76,90)/t38-,39-,40-,41-,42-,43-,44-,45+,46-/m0/s1
• InChIKey: BLCLNMBMMGCOAS-URPVMXJPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-2-[(2S)-2-[(2R)-3-(tert-butoxy)-2-[(2S)-2-[(2S)-3-hydroxy-2-[(2S)-2-[(2S)-3-(1H-imidazol-5-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]-3-(1H-indol-3-yl)propanamido]propanamido]-3-(4-hydroxyphenyl)propanamido]propanamido]-4-methylpentanamido]-5-carbamimidamidopentanoyl]-N-(carbamoylamino)pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-[(2S)-2-[(2S)-2-[(2R)-3-(tert-butoxy)-2-[(2S)-2-[(2S)-3-hydroxy-2-[(2S)-2-[(2S)-3-(3H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]-3-(1H-indol-3-yl)propanamido]propanamido]-3-(4-hydroxyphenyl)propanamido]propanamido]-4-methylpentanamido]-5-carbamimidamidopentanoyl]-N-(carbamoylamino)pyrrolidine-2-carboxamide
• Synonyms: 6-[O-(1,1-Dimethylethyl)-D-serine]-1-9-luteinizing Hormone-releasing Factor (swine) 2-(Aminocarbonyl)hydrazide Acetate Deuterated; Fertilan Deuterated; D-Ser(But)6Azgly10-gonadorelin Deuterated; Goserelin Deuterated Acetate; 6-[O-(1,1-Dimethylethyl)-D-serine]-1-9-luteinizing Hormone-releasing Factor (swine) 2-(Aminocarbonyl)hydrazide Acetate; Fertilan; D-Ser(But)6Azgly10-gonadorelin; Goserelin Acetate

Database IDs

• CAS Number: 145781-92-6
• PubChem SID: 162263907
• PubChem CID: 5311128

CALCULATED PROPERTIES

• Acid pKa: 9.299565
• H Acceptors: 18
• H Donor: 18
• LogD (pH = 5.5): -7.2889004
• LogD (pH = 7.4): -6.4236736
• Log P: -5.152175
• Molar Refractivity: 336.1316 cm^3
• Polarizability: 127.06914 Å^3
• Polar Surface Area: 493.39 Å^2
• Rotatable Bonds: 33
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: >190°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - G767502

Labelled Goserelin (G767500). Synthetic peptide agonist analog of LH-RH. Antineoplastic (hormonal).

Toronto Research Chemicals - G767500

Synthetic peptide agonist analog of LH-RH. Antineoplastic (hormonal).

REFERENCES

• Clayton, R.N., et al.: Clin. Endocrinol., 22, 453 (1985)
• Gerris, J., et al.: Horm. Res., 45, 279 (1985)
• Clayton, R.N., et al.: Clin. Endocrinol., 22, 453 (1985)
• Gerris, J., et al.: Horm. Res., 45, 279 (1985)