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Details

Stereochemistry ABSOLUTE
Molecular Formula C74H100ClN15O14.C2H4O2
Molecular Weight 1519.183
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TEVERELIX ACETATE

SMILES

CC(O)=O.CC(C)C[C@H](NC(=O)[C@@H](CCCCNC(N)=O)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CO)NC(=O)[C@@H](CC2=CC=CN=C2)NC(=O)[C@@H](CC3=CC=C(Cl)C=C3)NC(=O)[C@@H](CC4=CC=C5C=CC=CC5=C4)NC(C)=O)C(=O)N[C@@H](CCCCNC(C)C)C(=O)N6CCC[C@H]6C(=O)N[C@H](C)C(N)=O

InChI

InChIKey=RHXRCUIAKDCELH-DBHPVPIESA-N
InChI=1S/C74H100ClN15O14.C2H4O2/c1-43(2)35-57(66(96)84-56(19-10-11-32-79-44(3)4)73(103)90-34-14-20-63(90)72(102)81-45(5)64(76)94)85-65(95)55(18-9-12-33-80-74(77)104)83-68(98)59(38-48-24-29-54(93)30-25-48)88-71(101)62(42-91)89-70(100)61(40-50-15-13-31-78-41-50)87-69(99)60(37-47-22-27-53(75)28-23-47)86-67(97)58(82-46(6)92)39-49-21-26-51-16-7-8-17-52(51)36-49;1-2(3)4/h7-8,13,15-17,21-31,36,41,43-45,55-63,79,91,93H,9-12,14,18-20,32-35,37-40,42H2,1-6H3,(H2,76,94)(H,81,102)(H,82,92)(H,83,98)(H,84,96)(H,85,95)(H,86,97)(H,87,99)(H,88,101)(H,89,100)(H3,77,80,104);1H3,(H,3,4)/t45-,55-,56+,57+,58-,59+,60-,61-,62+,63+;/m1./s1

HIDE SMILES / InChI

Molecular Formula C74H100ClN15O14
Molecular Weight 1459.131
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 10
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula C2H4O2
Molecular Weight 60.052
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Teverelix is a polypeptide gonadotropin-releasing hormone (GnRH) antagonist which was being developed by Ardana Bioscience for the treatment of prostate cancer and benign prostatic hyperplasia. Compared with other GnRH antagonists, Teverelix is characterized by relatively good water solubility, little in vitro aggregation, and low histamine-releasing potency, with a dose that produces the halfmaximal response. In preclinical studies, Teverelix has been shown to exert antiovulatory activity. In phase I clinical trials Teverelix shows pronounced luteinizing hormone and testosterone suppressive effects after single subcutaneous doses in healthy men.

Approval Year

PubMed

PubMed

TitleDatePubMed
Pituitary and gonadal endocrine effects and pharmacokinetics of the novel luteinizing hormone-releasing hormone antagonist teverelix in healthy men--a first-dose-in-humans study.
2000-06
Characterization of gonadotropin-releasing hormone analogs based on a sensitive cellular luciferase reporter gene assay.
1997-08-15
Patents

Patents

Sample Use Guides

0.5, 1, 2, 3, or 5 mg
Route of Administration: Other
Substance Class Chemical
Created
by admin
on Wed Apr 02 20:52:39 GMT 2025
Edited
by admin
on Wed Apr 02 20:52:39 GMT 2025
Record UNII
RGS9XB9YPC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TEVERELIX ACETATE
Common Name English
D-Alaninamide, N-acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-L-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-L-tyrosyl-N6-(aminocarbonyl)-D-lysyl-L-leucyl-N6-(1-methylethyl)-L-lysyl-L-prolyl-, acetate (1:?)
Preferred Name English
Code System Code Type Description
FDA UNII
RGS9XB9YPC
Created by admin on Wed Apr 02 20:52:39 GMT 2025 , Edited by admin on Wed Apr 02 20:52:39 GMT 2025
PRIMARY
CAS
500717-25-9
Created by admin on Wed Apr 02 20:52:39 GMT 2025 , Edited by admin on Wed Apr 02 20:52:39 GMT 2025
NON-SPECIFIC STOICHIOMETRY
Related Record Type Details
PARENT -> SALT/SOLVATE
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ACTIVE MOIETY