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Compound Detail

CHEMBL525571

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CC(C)C[C@H](NC(=O)CNC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc1cnc[nH]1)NC(=O)[C@@H](NC(=O)[C@@H](N)C(C)C)[C@@H](C)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CO)C(=O)NCC(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@@H](CC(N)=O)C(=O)N[C@H](C(=O)NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc1ccccc1)C(N)=O)C(C)C)[C@@H](C)O)C(C)C)C(C)C)C(C)C

Basic Information

ChEMBL ID CHEMBL525571
Phase Preclinical
Structure Type BOTH
InChI Key NDACAFBDTQIYCQ-YVQXRMNASA-N
7
Targets
13
Activities
3
Assay Types
1
PK Parameters
8
Publications
0
Known Names

Molecular Properties

3125.6
MW (Da)

Drug Information

Molecule Type Protein
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C139H230N44O38
MW 3125.64

Activity Summary

IC50 6 meas. best 9.3
EC50 4 meas. best 8.17
Ki 3 meas. best 8.5

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Calcitonin gene-related peptide type 1 receptor
CHEMBL3798
IC50 9.3 8.97 0.5 2
Calcitonin gene-related peptide type 1 receptor
CHEMBL4755
IC50 9.22 9.22 0.6 1
Calcitonin gene-related peptide 1
CHEMBL5293
Ki 8.5 8.37 3.2 3
Calcitonin gene-related peptide 1
CHEMBL5293
IC50 8.31 8.31 4.9 1
Rattus norvegicus
CHEMBL376
EC50 8.17 8.17 6.7 1
Cavia porcellus
CHEMBL369
EC50 6.71 6.6067 194.0 3
Unchecked
CHEMBL612545
IC50 6.63 6.63 233.0 1
Adrenomedullin receptor, AM2; CALCRL/RAMP3
CHEMBL2111191
IC50 6.58 6.58 266.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.3333 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Calcitonin gene-related peptide type 1 receptor IC50 = 0.5 nM 9.3 Binding affinity against [125I]-hCalcitonin gene-related peptide type receptor b... 1319490
Calcitonin gene-related peptide type 1 receptor IC50 = 0.6 nM 9.22 Binding affinity against [125I]-hCalcitonin gene-related peptide type alpha rece... 1319490
Calcitonin gene-related peptide type 1 receptor IC50 = 2.3 nM 8.64 Binding affinity against [125I]-hCalcitonin gene-related peptide type receptor b... 1319490
Calcitonin gene-related peptide 1 Ki = 3.19 nM 8.5 Antagonist activity at human CGRP1 receptor in human SK-N-MC cells assessed as e... 19053766
Calcitonin gene-related peptide 1 Ki = 4.5 nM 8.35 Displacement of [125I]adrenomedullin form CGRP receptor in human SK-N-MC cell me... 21982500
Calcitonin gene-related peptide 1 IC50 = 4.87 nM 8.31 Antagonist activity at human CGRP1 receptor in human SK-N-MC cells assessed as e... 19053766
Calcitonin gene-related peptide 1 Ki = 5.5 nM 8.26 Displacement of [125I]adrenomedullin form CGRP receptor in human SK-N-MC cell me... 21982500
Rattus norvegicus EC50 = 6.7 nM 8.17 Dose inhibiting the twitch response induced by hCGRP-alpha in rat vas deferens. 1319490
Cavia porcellus EC50 = 194.0 nM 6.71 Dose inhibiting the ionotropic response induced by hCGRP-alpha in guinea pig lef... 1319490
Unchecked IC50 = 233.0 nM 6.63 Antagonist activity at human adrenomedullin 1 receptor expressed in HEK293 cells... 19053766
Adrenomedullin receptor, AM2; CALCRL/RAMP3 IC50 = 266.0 nM 6.58 Antagonist activity at human adrenomedullin 2 receptor expressed in CHO cells as... 19053766
Cavia porcellus EC50 = 267.0 nM 6.57 Dose inhibiting the ionotropic response induced by hCGRP-alpha in guinea pig rig... 1319490
Cavia porcellus EC50 = 290.0 nM 6.54 Dose inhibiting the chronotropic response induced by hCGRP-alpha in guinea pig r... 1319490

Literature References

PubMed DOI Target Context # Activities
1319490 10.1021/jm00090a003 Calcitonin gene-related peptide type 1 receptor 6
1319490 10.1021/jm00090a003 Cavia porcellus 6
19053766 10.1021/jm8009298 Calcitonin gene-related peptide 1 3
19053766 10.1021/jm8009298 Unchecked 3
21982500 10.1016/j.bmcl.2011.09.056 Calcitonin gene-related peptide 1 3
1319490 10.1021/jm00090a003 Rattus norvegicus 2
19053766 10.1021/jm8009298 Plasma 1
19053766 10.1021/jm8009298 Adrenomedullin receptor, AM2; CALCRL/RAMP3 1

Data from ChEMBL 36 via Core Engine