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Compound Detail

CHEMBL2028850

ICATIBANT
💊 Approved Drug
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💊 Approved Drug
N=C(N)NCCC[C@@H](N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N1CCC[C@H]1C(=O)N1C[C@H](O)C[C@H]1C(=O)NCC(=O)N[C@@H](Cc1cccs1)C(=O)N[C@@H](CO)C(=O)N1Cc2ccccc2C[C@@H]1C(=O)N1[C@H](C(=O)N[C@@H](CCCNC(=N)N)C(=O)O)C[C@@H]2CCCC[C@@H]21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2028850
Name ICATIBANT
Phase Approved
Structure Type BOTH
InChI Key QURWXBZNHXJZBE-SKXRKSCCSA-N
Therapeutic ✓ Yes

Known Names

Icatibant Icatibanto
8
Targets
26
Activities
4
Assay Types
6
PK Parameters
20
Publications
2
Known Names
8
Indications

Molecular Properties

1304.5
MW (Da)

Drug Information

Molecule Type Protein
First Approval 2008
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product First in Class
USAN Stem -tibant
USAN Year 1993

Extended Properties

Molecular Formula C59H89N19O13S
MW 1304.55

Indications

Angioedema Angioedemas, Hereditary Hypotension Heart Failure Joint Diseases Mitochondrial Diseases Severe Acute Respiratory Syndrome Severe Acute Respiratory Syndrome

ATC Classification

B06AC02
icatibant
Level 1: BLOOD AND BLOOD FORMING ORGANS
Level 2: OTHER HEMATOLOGICAL AGENTS

Activity Summary

IC50 10 meas. best 10.05
Ki 8 meas. best 10.6
Kd 7 meas. best 9.55
EC50 1 meas. best 4.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
B2 bradykinin receptor
CHEMBL3157
 Ki 10.6 9.97 0.0 5
Unchecked
CHEMBL612545
 Ki 10.18 10.18 0.1 1
B2 bradykinin receptor
CHEMBL2501
 Ki 10.11 10.11 0.1 1
B2 bradykinin receptor
CHEMBL4111
 IC50 10.05 9.478 0.1 5
B2 bradykinin receptor
CHEMBL4111
 Ki 9.96 9.96 0.1 1
B2 bradykinin receptor
CHEMBL3157
 Kd 9.55 9.295 0.3 2
B2 bradykinin receptor
CHEMBL2501
 Kd 9.5 9.5 0.3 1
B2 bradykinin receptor
CHEMBL3157
 IC50 9.31 8.91 0.5 5
Rattus norvegicus
CHEMBL376
 Kd 8.94 8.94 1.1 1
Cavia porcellus
CHEMBL369
 Kd 8.7 8.7 2.0 1
Homo sapiens
CHEMBL372
 Kd 8.2 8.19 6.3 2
Mas-related G-protein coupled receptor member X2
CHEMBL5849
 EC50 4.55 4.55 28183.8 1

Pharmacokinetic Data

Parameter Value Units Species
F 97.0 % Homo sapiens
T1/2 6.0 hr Homo sapiens
T1/2 6.0 hr Rattus norvegicus
T1/2 6.0 hr Sus scrofa
T1/2 6.0 hr Sus scrofa
T1/2 1.4 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
B2 bradykinin receptor Ki = 0.02512 nM 10.6 Binding affinity to human bradykinin B2 receptor transfected in CHO cells 16504505
B2 bradykinin receptor Ki = 0.06 nM 10.22 Binding affinity towards human cloned Bradykinin receptor B2 expressed in CHO ce... 10514289
B2 bradykinin receptor Ki = 0.064 nM 10.19 Binding affinity against human cloned Bradykinin receptor B2 expressed in CHO ce... 10514288
Unchecked Ki = 0.06607 nM 10.18 Binding affinity towards bradykinin receptor using [3H]BK as radioligand in guin... 8691478
B2 bradykinin receptor Ki = 0.077 nM 10.11 Binding affinity against rat bradykinin B2 receptors expressed in CHO cells usin... 10514288
B2 bradykinin receptor IC50 = 0.09 nM 10.05 Concentration required to inhibit specific binding of [ 3H]BK (0.06 nM) to Brady... 9767643
B2 bradykinin receptor IC50 = 0.09 nM 10.05 Concentration required to inhibit specific binding of [3H]BK at 0.06 nM to Brady... 9767642
B2 bradykinin receptor IC50 = 0.09 nM 10.05 In vitro inhibitory activity towards bradykinin receptor B2 using [3H]BK (0.06 n... 15027853
B2 bradykinin receptor Ki = 0.11 nM 9.96 In vitro binding affinity against bradykinin receptor B2 from guinea pig ileum. 8388469
B2 bradykinin receptor Ki = 0.182 nM 9.74 Binding affinity towards Bradykinin receptor B2 in human S34 clone cells 8691478
B2 bradykinin receptor Kd = 0.2818 nM 9.55 Antagonist activity against bradykinin B2 receptor 16504505
B2 bradykinin receptor Kd = 0.3162 nM 9.5 In vitro Bradykinin receptor B2 antagonist activity by using rat uterus function... 8691478
B2 bradykinin receptor IC50 = 0.49 nM 9.31 Inhibition specific binding of [3H]BK (1.0 nM) to human Bradykinin receptor B2 w... 9767643
B2 bradykinin receptor IC50 = 0.49 nM 9.31 In vitro inhibitory activity towards human bradykinin receptor B2 expressed in C... 15027853
B2 bradykinin receptor Ki = 0.79 nM 9.1 Binding affinity to B2 bradykinin receptor (unknown origin) 27690430
B2 bradykinin receptor Kd = 0.912 nM 9.04 Antagonist effect against bradykinin B2 receptor was determined in rabbit jugula... -
B2 bradykinin receptor IC50 = 1.07 nM 8.97 Inhibition of B2R (unknown origin) 36155354
B2 bradykinin receptor IC50 = 1.07 nM 8.97 In vitro antagonistic activity for Bradykinin receptor B2 by guinea pig ileal me... 7636840
Rattus norvegicus Kd = 1.148 nM 8.94 Agonistic activity on rat uterus(RUT) in presence of inhibitors 10514288
Cavia porcellus Kd = 1.995 nM 8.7 pA2 value against guinea pig ileum. 8388469

Literature References

PubMed DOI Target Context # Activities
9767643 10.1021/jm980300f B2 bradykinin receptor 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
8691478 10.1021/jm950716i Rattus norvegicus 2
8691478 10.1021/jm950716i B2 bradykinin receptor 2
15027853 10.1021/jm030159x Cavia porcellus 2
15027853 10.1021/jm030159x B2 bradykinin receptor 2
28288109 10.1038/nchembio.2334 Mas-related G-protein coupled receptor member X2 2
10514288 10.1021/jm9901529 B2 bradykinin receptor 2
7636840 10.1021/jm00015a001 B2 bradykinin receptor 2
17551020 10.1073/pnas.0610811104 Rattus norvegicus 2
38691890 10.1016/j.ejmech.2024.116456 ADMET 2
9767642 10.1021/jm980214f Cavia porcellus 2
9767642 10.1021/jm980214f B2 bradykinin receptor 2
8691478 10.1021/jm950716i Sus scrofa 2
16504505 10.1016/j.bmcl.2006.01.125 B2 bradykinin receptor 2
10514289 10.1021/jm9901531 B2 bradykinin receptor 1
8388469 10.1021/jm00062a018 Cavia porcellus 1
8388469 10.1021/jm00062a018 B2 bradykinin receptor 1
10514288 10.1021/jm9901529 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine