Etelcalcetide HCl (formerly known as ONO-5163; AMG-416, KAI-4169 and velcalcetide, Parsabiv), the hydrochloride salt of Etelcalcetide, is an agonist of calcium-sensing receptor that has been approved by FDA in 2017 as a calcimimetic drug for the treatment of secondary hyperparathyroidism in CKD (chronic kidney disease) patients undergoing hemodialysis.
Physicochemical Properties
| Molecular Formula | C38H74CLN21O10S2 |
| Molecular Weight | 1084.72 |
| Exact Mass | 1083.505 |
| Elemental Analysis | C, 38.22; H, 6.50; Cl, 11.88; N, 24.63; O, 13.40; S, 5.37 |
| CAS # | 1334237-71-6 |
| Related CAS # | Etelcalcetide; 1262780-97-1 |
| PubChem CID | 71515466 |
| Appearance | White to off-white solid powder |
| Hydrogen Bond Donor Count | 19 |
| Hydrogen Bond Acceptor Count | 17 |
| Rotatable Bond Count | 36 |
| Heavy Atom Count | 72 |
| Complexity | 1910 |
| Defined Atom Stereocenter Count | 8 |
| SMILES | Cl.S(C[C@H](C(N[C@H](C)C(N[C@@H](C(N[C@@H](C(N[C@@H](C(N[C@H](C)C(N[C@@H](C(N)=O)CCC/N=C(\N)/N)=O)=O)CCC/N=C(\N)/N)=O)CCC/N=C(\N)/N)=O)CCC/N=C(\N)/N)=O)=O)NC(C)=O)SC[C@@H](C(=O)O)N |
| InChi Key | KHQMSZGKHGQUHG-WZDHWKSBSA-N |
| InChi Code | InChI=1S/C38H73N21O10S2.ClH/c1-18(28(62)56-22(27(40)61)8-4-12-49-35(41)42)53-30(64)23(9-5-13-50-36(43)44)58-32(66)25(11-7-15-52-38(47)48)59-31(65)24(10-6-14-51-37(45)46)57-29(63)19(2)54-33(67)26(55-20(3)60)17-71-70-16-21(39)34(68)69;/h18-19,21-26H,4-17,39H2,1-3H3,(H2,40,61)(H,53,64)(H,54,67)(H,55,60)(H,56,62)(H,57,63)(H,58,66)(H,59,65)(H,68,69)(H4,41,42,49)(H4,43,44,50)(H4,45,46,51)(H4,47,48,52);1H/t18-,19-,21+,22-,23-,24-,25-,26-;/m1./s1 |
| Chemical Name | (2R)-3-[[(2S)-2-acetamido-3-[[(2R)-1-[[(2R)-1-[[(2R)-1-[[(2R)-1-[[(2R)-1-[[(2R)-1-amino-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-3-oxopropyl]disulfanyl]-2-aminopropanoic acid;hydrochloride |
| Synonyms | Velcalcetide HCl; AMG-416 HCl; ONO5163; ONO-5163 HCl; AMG416; KAI 4169; KAI4169; AMG 416; KAI-4169; ONO 5163; Etelcalcetide; Velcalcetide; trade name Parsabiv; Telcalcetide; Ac-D-Cys-D-Ala-D-Arg-D-Arg-D-Arg-D-Ala-D-Arg-NH2 HCl |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light. |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| References |
[1]. Effect of Etelcalcetide vs Cinacalcet on Serum Parathyroid Hormone in Patients Receiving Hemodialysis With Secondary Hyperparathyroidism: A Randomized Clinical Trial. JAMA. 2017 Jan 10;317(2):156-164. |
| Additional Infomation |
See also: Etelcalcetide (has active moiety). Drug Indication Parsabiv is indicated for the treatment of secondary hyperparathyroidism (SHPT) in adult patients with chronic kidney disease (CKD) on haemodialysis therapy. |
Solubility Data
| Solubility (In Vitro) |
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| Solubility (In Vivo) |
Solubility in Formulation 1: 100 mg/mL (73.89 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 0.9219 mL | 4.6095 mL | 9.2190 mL | |
| 5 mM | 0.1844 mL | 0.9219 mL | 1.8438 mL | |
| 10 mM | 0.0922 mL | 0.4609 mL | 0.9219 mL |