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Compound Detail

CHEMBL2103758

PRAMLINTIDE
💊 Approved Drug
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💊 Approved Drug
CC[C@H](C)[C@H](NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@@H]1CSSC[C@H](NC(=O)[C@@H](N)CCCCN)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1)[C@@H](C)O)C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N1CCC[C@H]1C(=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](CC(N)=O)C(=O)N[C@H](C(=O)N[C@@H](Cc1ccc(O)cc1)C(N)=O)[C@@H](C)O)C(C)C)[C@@H](C)O

Basic Information

ChEMBL ID CHEMBL2103758
Name PRAMLINTIDE
Phase Approved
Structure Type BOTH
InChI Key TZIRZGBAFTZREM-MKAGXXMWSA-N
Therapeutic ✓ Yes

Known Names

AC-0137 AC-137 AC0137 AC137 Pramlintida Pramlintide Tripro-amylin
9
Targets
22
Activities
2
Assay Types
2
PK Parameters
11
Publications
7
Known Names
4
Indications

Molecular Properties

3949.4
MW (Da)

Drug Information

Molecule Type Protein
First Approval 2005
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Black Box Warning
USAN Stem -tide
USAN Year 1996

Extended Properties

Molecular Formula C171H267N51O53S2
MW 3949.45

Indications

Diabetes Mellitus Diabetes Mellitus, Type 1 Diabetes Mellitus, Type 2 Obesity

ATC Classification

A10BX05
pramlintide
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS USED IN DIABETES

Activity Summary

EC50 14 meas. best 10.66
IC50 8 meas. best 9.94

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Amylin receptor AMY1, CALCR/RAMP1
CHEMBL2111189
EC50 10.66 10.66 0.0 1
Amylin receptor AMY3; CALCR/RAMP3
CHEMBL2111190
EC50 10.53 10.53 0.0 1
Amylin receptor AMY2; CALCR/RAMP2
CHEMBL2364173
EC50 10.19 10.19 0.1 1
Calcitonin receptor
CHEMBL1832
EC50 10.15 9.815 0.1 2
Unchecked
CHEMBL612545
EC50 10.15 9.445 0.1 2
Amylin receptor AMY3; CALCR/RAMP3
CHEMBL2111190
IC50 9.94 9.94 0.1 1
Unchecked
CHEMBL612545
IC50 9.94 9.2275 0.1 4
Amylin receptor AMY3; CALCR/RAMP3
CHEMBL2109235
IC50 9.91 9.91 0.1 1
Calcitonin receptor
CHEMBL1832
IC50 8.83 8.83 1.5 1
Calcitonin receptor
CHEMBL2204
EC50 8.74 8.74 1.8 1
Calcitonin receptor
CHEMBL2204
IC50 8.23 8.23 5.8 1
Calcitonin-gene-related peptide receptor, CALCRL/RAMP1
CHEMBL2107838
EC50 7.63 7.63 23.4 1
Adrenomedullin receptor, AM2; CALCRL/RAMP3
CHEMBL2111191
EC50 6.83 6.83 147.9 1

Pharmacokinetic Data

Parameter Value Units Species
F 30.0 % Homo sapiens
T1/2 0.8 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Amylin receptor AMY1, CALCR/RAMP1 EC50 = 0.02188 nM 10.66 Agonist activity at human AMY1R complex of CTR/RAMP1 transduced in human HeLa ce... 38960379
Amylin receptor AMY3; CALCR/RAMP3 EC50 = 0.02951 nM 10.53 Agonist activity at human AMY3R complex of CTR/RAMP3 transduced in human HeLa ce... 38960379
Amylin receptor AMY2; CALCR/RAMP2 EC50 = 0.06457 nM 10.19 Agonist activity at human AMY2R complex of CTR/RAMP2 transduced in human HeLa ce... 38960379
Unchecked EC50 = 0.07 nM 10.15 Agonist activity at human calcitonin receptor expressed in BHK570 cells assessed... 34288673
Calcitonin receptor EC50 = 0.07 nM 10.15 Agonist activity at human CTR expressed in Baby hamster kidney cells incubated f... 38960379
Unchecked IC50 = 0.114 nM 9.94 Displacement of [125I]-amylin from human AMY3R (CTR+RAMP3) expressed in BHK-13 c... 34288673
Amylin receptor AMY3; CALCR/RAMP3 IC50 = 0.114 nM 9.94 Displacement of 125I-rat amylin from human AMY3R complex of CTR/RAMP3 expressed ... 38960379
Unchecked IC50 = 0.122 nM 9.91 Displacement of [125I]-amylin from rat AMY3R (CTR+RAMP3) expressed in BHK-13 cel... 34288673
Amylin receptor AMY3; CALCR/RAMP3 IC50 = 0.122 nM 9.91 Displacement of 125I-rat amylin from rat AMY3R complex of CTR/RAMP3 expressed in... 38960379
Calcitonin receptor EC50 = 0.3311 nM 9.48 Agonist activity at human CTR transduced in human HeLa cells by cAMP assay 38960379
Unchecked IC50 = 1.492 nM 8.83 Displacement of [125I]-calcitonin from human calcitonin receptor expressed in tk... 34288673
Calcitonin receptor IC50 = 1.492 nM 8.83 Displacement of 125I-Calcitonin from human CTR expressed in Baby hamster kidney ... 38960379
Unchecked EC50 = 1.822 nM 8.74 Agonist activity at rat calcitonin receptor expressed in BHK-13 cells assessed a... 34288673
Calcitonin receptor EC50 = 1.822 nM 8.74 Agonist activity at rat CTR expressed in Baby hamster kidney cells incubated for... 38960379
Calcitonin receptor IC50 = 5.834 nM 8.23 Displacement of 125I-Calcitonin from rat CTR expressed in Baby hamster kidney ce... 38960379
Unchecked IC50 = 5.834 nM 8.23 Displacement of [125I]-calcitonin from rat calcitonin receptor expressed in tk-t... 34288673
Calcitonin-gene-related peptide receptor, CALCRL/RAMP1 EC50 = 23.44 nM 7.63 Agonist activity at human CGRPR complex of CRLR/RAMP1 transduced in human HeLa c... 38960379
Adrenomedullin receptor, AM2; CALCRL/RAMP3 EC50 = 147.91 nM 6.83 Agonist activity at human AM2R complex of CRLR/RAMP3 transduced in human HeLa ce... 38960379

Literature References

PubMed DOI Target Context # Activities
34288673 10.1021/acs.jmedchem.1c00565 Unchecked 12
38960379 10.1021/acs.jmedchem.4c00022 Amylin receptor AMY3; CALCR/RAMP3 5
38960379 10.1021/acs.jmedchem.4c00022 Calcitonin receptor 5
38960379 10.1021/acs.jmedchem.4c00022 Unchecked 4
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
38691890 10.1016/j.ejmech.2024.116456 ADMET 2
38960379 10.1021/acs.jmedchem.4c00022 Amylin receptor AMY1, CALCR/RAMP1 1
38960379 10.1021/acs.jmedchem.4c00022 Amylin receptor AMY2; CALCR/RAMP2 1
38960379 10.1021/acs.jmedchem.4c00022 Calcitonin-gene-related peptide receptor, CALCRL/RAMP1 1
38960379 10.1021/acs.jmedchem.4c00022 Adrenomedullin receptor AM1; CALCRL/RAMP2 1
38960379 10.1021/acs.jmedchem.4c00022 Adrenomedullin receptor, AM2; CALCRL/RAMP3 1

Data from ChEMBL 36 via Core Engine