General Information of the Compound
Compound ID
CP0026502
Compound Name
(2R)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoic acid
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Synonyms
(2S)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoic acid
3,3',5-Triiodo-L-thyronine
3,3',5-Triiodothyronine
3,3'5-Triiodo-L-thyronine
3,5,3'-Tri-iodo-L-thyronine
3,5,3'-Triiodo-L-thyronine
3,5,3'-triiodothyronine
3,5,3'TRIIODOTHYRONINE
4-(3-Iodo-4-hydroxyphenoxy)-3,5-diiodophenylalanine
4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodophenylalanine
4-(4-hydroxy-3-iodophenoxy)-3,5-diiodo-L-phenylalanine
6893-02-3
6893/2/3
Cytomel (TN)
Euthroid-05
Euthroid-1
Euthroid-2
Euthroid-3
L-3,3',5-TriioDOThyronine
L-3,5,3'-Triiodothyronine
L-3-(4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodophenyl)alanine
L-Liothyronine
L-T3
L-Tyrosine, O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-(9CI)
Li
Liothyronin
Liothyronine
Liothyronine (INN)
Liothyronine I 131
Liothyronine I 131 [USAN]
Liothyronine [INN:BAN]
Liothyroninum
Liothyroninum[INN-Latin]
Liotironina
Liotironina [INN-Spanish]
Lyothyronine
O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine
Rathyronine
T3
T3 (Hormone)
T3 (Triiodothyronine)
T3 (VAN)
T3 (amino acid)
T3 liothyronine
THYROID HORMONE
TRIIODOTHYRONINE (T3 OR LIOTHYRONINE, ACTIVE) (6-11%)
Tertroxin (TN)
Thyrolar-025
Thyrolar-05
Thyrolar-1
Thyrolar-2
Thyrolar-3
Thyronine, 3,3',5-triiodo-, L-(6CI)
Tresitope
Tri-Thyrotope
Triiodo-L-thyronine
Triiodothyronine
Triiodothyronine (T3)
Triomet-131
Triothyrone
liothyronine
triiodothyronine
triothyrone
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Structure
Formula
C15H12I3NO4
Molecular Weight
650.976
Canonical SMILES
N[C@@H](Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1)C(O)=O
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InChI
InChI=1S/C15H12I3NO4/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4-11(14)18)5-12(19)15(21)22/h1-4,6,12,20H,5,19H2,(H,21,22)/t12-/m0/s1
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InChIKey
AUYYCJSJGJYCDS-LBPRGKRZSA-N
CAS
57164-27-9
7013-53-8
20196-64-9
Physicochemical Property
logP
3.9527
Rotatable Bonds
5
Heavy Atom Count
23
Polar Areas
92.78
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Complexity
23

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 7048703
SID: 14964754
ChEMBL ID
CHEMBL1544
DrugBank ID
DB00279
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00894, Androgen receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000141 LNCaP Homo sapiens (Human)  1
1
IC50 > 50000 nM
   TI
   LI
   LO
   TS
Protein ID: PT00915, Peroxisome proliferator-activated receptor gamma
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000025 HEK-293T Homo sapiens (Human)  1
1
EC50 = 5800 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Kd = 710 nM
Protein ID: PT00822, Prothrombin
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000044 CV-1 Chlorocebus aethiops (Green monkey)  1
1
EC50 = 1.2 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
EC50 = 6.2 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 1.2 nM
Protein ID: PT06163, Solute carrier organic anion transporter family member 1A3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000031 MDCK Canis lupus familiaris (Dog)  1
1
Km = 24800 nM
   TI
   LI
   LO
   TS
Protein ID: PT06835, Solute carrier organic anion transporter family member 1C1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 24200 nM
   TI
   LI
   LO
   TS
Protein ID: PT06838, Solute carrier organic anion transporter family member 4C1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000031 MDCK Canis lupus familiaris (Dog)  1
1
Km = 1900 nM
   TI
   LI
   LO
   TS
Protein ID: PT06337, Solute carrier organic anion transporter family member 4C1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000031 MDCK Canis lupus familiaris (Dog)  1
1
Km = 5900 nM
   TI
   LI
   LO
   TS
Protein ID: PT01591, Thyroid hormone receptor alpha
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 = 0.41 nM
   TI
   LI
   LO
   TS
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
EC50 = 0.5 nM
   TI
   LI
   LO
   TS
CL000044 CV-1 Chlorocebus aethiops (Green monkey)  1
1
EC50 = 2.1 nM
   TI
   LI
   LO
   TS
CL000017 HeLa Homo sapiens (Human)  1
1
EC50 = 2.4 nM
   TI
   LI
   LO
   TS
CL000043 U2OS Homo sapiens (Human)  1
1
EC50 = 2.4 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
EC50 = 3.4 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 = 30 nM
   TI
   LI
   LO
   TS
2
IC50 = 0.24 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 2 nM
2 IC50 = 0.24 nM
3 IC50 = 3.2 nM
4 Kd = 0.058 nM
5 Kd = 0.06 nM
6 Kd = 0.1 nM
7 Kd = 0.17 nM
8 Ki = 0.33 nM
9 Ki = 2.33 nM
Protein ID: PT01018, Thyroid hormone receptor beta
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000044 CV-1 Chlorocebus aethiops (Green monkey)  1
1
EC50 = 2 nM
   TI
   LI
   LO
   TS
CL000017 HeLa Homo sapiens (Human)  1
1
EC50 = 2.4 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 = 10 nM
   TI
   LI
   LO
   TS
2
IC50 = 0.26 nM
   TI
   LI
   LO
   TS
CL000043 U2OS Homo sapiens (Human)  1
1
EC50 = 11 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 2 nM
2 IC50 = 0.257 nM
3 IC50 = 0.26 nM
4 IC50 = 2.9 nM
5 Kd = 0.081 nM
6 Kd = 0.087 nM
7 Kd = 0.1 nM
8 Kd = 0.14 nM
9 Ki = 0.08 nM
10 Ki = 0.68 nM
11 Ki = 2.29 nM
Clinical Information about the Compound
Drug 1 ( Liothyronine )
Drug Name Liothyronine
Company King Pharmaceuticals, Inc
Indication
Hypothyroidism
Approved
Congestive heart failure
Phase 3
Target(s)
Thyroid hormone receptor alpha (THRA)
Antagonist
Drug 2 ( Triiodothyronine )
Drug Name Triiodothyronine
Indication
Euthyroid goiter
Approved
Coronavirus Disease 2019 (COVID-19)
Phase 2