Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1429

DESMOPRESSIN
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
N=C(N)NCCC[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CSSCCC(=O)N[C@@H](Cc2ccc(O)cc2)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N1)C(=O)NCC(N)=O

Basic Information

ChEMBL ID CHEMBL1429
Name DESMOPRESSIN
Phase Approved
Structure Type MOL
InChI Key NFLWUMRGJYTJIN-PNIOQBSNSA-N
Therapeutic ✓ Yes

Known Names

Desmopresina Desmopressin Desmopressine H01BA02 Ser-120 Ser120
8
Targets
23
Activities
2
Assay Types
21
PK Parameters
20
Publications
6
Known Names
10
Indications

Molecular Properties

1069.2
MW (Da)

Drug Information

Molecule Type Protein
First Approval 1978
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral Parenteral Topical

Flags

Black Box Warning Natural Product
USAN Stem -pressin
USAN Year 1977

Extended Properties

Molecular Formula C46H64N14O12S2
MW 1069.24

Indications

Diabetes Insipidus Enuresis Pain Renal Colic Breast Neoplasms Hemorrhage Leptospirosis Urinary Bladder, Overactive Hypertension Prostatic Neoplasms, Castration-Resistant

ATC Classification

H01BA02
desmopressin
Level 1: SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS
Level 2: PITUITARY AND HYPOTHALAMIC HORMONES AND ANALOGUES

Activity Summary

Ki 13 meas. best 9.7
EC50 10 meas. best 10.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Vasopressin V2 receptor
CHEMBL3766
EC50 10.52 10.52 0.0 1
Vasopressin V2 receptor
CHEMBL1790
EC50 9.7 8.6867 0.2 3
Vasopressin V1b receptor
CHEMBL2659
Ki 9.7 9.7 0.2 1
Vasopressin V2 receptor
CHEMBL3766
Ki 9.52 9.31 0.3 2
Vasopressin V1b receptor
CHEMBL1921
Ki 9.43 8.835 0.4 2
Oxytocin receptor
CHEMBL3996
Ki 9.01 9.01 1.0 1
Vasopressin V1a receptor
CHEMBL1889
Ki 8.42 7.815 3.8 2
Vasopressin V2 receptor
CHEMBL1790
Ki 8.3 7.965 5.0 2
Oxytocin receptor
CHEMBL2049
Ki 8.3 8.3 5.0 1
Vasopressin V1a receptor
CHEMBL2868
Ki 7.97 7.485 10.8 2
Vasopressin V1b receptor
CHEMBL1921
EC50 7.96 7.0333 11.0 3
Oxytocin receptor
CHEMBL2049
EC50 7.14 7.05 72.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 7.65 ng.hr.mL-1 Rattus norvegicus
AUC 0.8667 ng.hr.mL-1 Rattus norvegicus
CL 1.4 mL.min-1.kg-1 Homo sapiens
CL 7.5 mL.min-1.kg-1 Rattus norvegicus
CL 7.5 mL.min-1.kg-1 Rattus norvegicus
CL 11.0 % Rattus norvegicus
CL 1.7 mL.min-1.kg-1 Homo sapiens
CL 0.69 mL.min-1.kg-1 Homo sapiens
Cmax 0.7482 nM Rattus norvegicus
F 0.1 % Rattus norvegicus
MRT 3.6 hr Homo sapiens
T1/2 0.2167 hr -
T1/2 0.3333 hr Rattus norvegicus
T1/2 0.65 hr Rattus norvegicus
T1/2 3.0 hr Homo sapiens
T1/2 0.6667 hr Rattus norvegicus
T1/2 1.0 hr Rattus norvegicus
T1/2 2.8 hr Homo sapiens
T1/2 10.0 hr Homo sapiens
T1/2 24.0 hr -
T1/2 2.8 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Vasopressin V2 receptor EC50 = 0.03 nM 10.52 Agonist activity at recombinant rat V2 receptor expressed in HEK293 cells measur... 31022340
Vasopressin V2 receptor EC50 = 0.2 nM 9.7 Agonist activity at human vasopressin V2 expressed in HEK293 cells after 5 hrs b... 24874785
Vasopressin V2 receptor EC50 = 0.2 nM 9.7 Agonist activity at recombinant human V2 receptor expressed in HEK293 cells meas... 31022340
Vasopressin V1b receptor Ki = 0.2 nM 9.7 Displacement of [3H]AVP from rat vasopressin V1b receptor expressed in At-T20 ce... 17300166
Vasopressin V2 receptor Ki = 0.3 nM 9.52 Displacement of [3H]AVP from vasopressin V2 receptor in rat kidney membranes 17300166
Vasopressin V1b receptor Ki = 0.37 nM 9.43 Binding affinity against human vasopressin V1b receptor was determined by using ... 15084136
Vasopressin V2 receptor Ki = 0.8 nM 9.1 Displacement of [3H]AVP from vasopressin V2 receptor in rat kidney membranes 17300166
Oxytocin receptor Ki = 0.97 nM 9.01 Displacement of [3H]AVP from rat OT receptor expressed in CHO cells 17300166
Vasopressin V1a receptor Ki = 3.8 nM 8.42 Binding affinity against human vasopressin V1a receptor was determined by using ... 15084136
Vasopressin V2 receptor Ki = 5.0 nM 8.3 Binding affinity against human vasopressin V2 receptor was determined by using p... 15084136
Oxytocin receptor Ki = 5.0 nM 8.3 Binding affinity against human oxytocin receptor was determined by using plasma ... 15084136
Vasopressin V1b receptor Ki = 5.8 nM 8.24 Binding affinity against human vasopressin V1b receptor was determined by using ... 15084136
Vasopressin V1a receptor Ki = 10.8 nM 7.97 Displacement of [3H]AVP from vasopressin V1a receptor in rat liver membrane 17300166
Vasopressin V1b receptor EC50 = 11.0 nM 7.96 Agonist activity at recombinant human V1B receptor expressed in HEK293 cells mea... 31022340
Vasopressin V1b receptor EC50 = 11.0 nM 7.96 Agonist activity at human vasopressin V1b expressed in HEK293 cells after 5 hrs ... 24874785
Vasopressin V2 receptor Ki = 23.3 nM 7.63 Binding affinity against human vasopressin V2 receptor was determined by using p... 15084136
Vasopressin V1a receptor Ki = 62.4 nM 7.21 Binding affinity against human vasopressin V1a receptor was determined by using ... 15084136
Oxytocin receptor EC50 = 72.0 nM 7.14 Agonist activity at human oxytocin receptor expressed in CHO-K1 cells after 5 hr... 24874785
Vasopressin V1a receptor Ki = 100.0 nM 7.0 Displacement of [3H]AVP from vasopressin V1a receptor in rat liver membrane 17300166
Oxytocin receptor EC50 = 110.0 nM 6.96 Agonist activity at human OTR stably expressed in CHOK1 cells by NFAT-luciferase... 31022340

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
31022340 10.1021/acs.jmedchem.9b00132 ADMET 9
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
2909737 10.1021/jm00121a043 Rattus norvegicus 8
31022340 10.1021/acs.jmedchem.9b00132 Rattus norvegicus 6
7837227 10.1021/jm00001a021 Rattus norvegicus 6
950656 10.1021/jm00228a023 Rattus norvegicus 6
19418631 10.1016/j.ejmech.2008.12.010 Rattus norvegicus 6
7837227 10.1021/jm00001a021 ADMET 4
950656 10.1021/jm00228a023 Oxytocin receptor 4
18426954 10.1124/dmd.108.020479 ADMET 4
17300166 10.1021/jm060928n Rattus norvegicus 4
490538 10.1021/jm00194a008 Rattus norvegicus 3
6892930 10.1021/jm00178a003 Rattus norvegicus 3
6187921 10.1021/jm00358a018 Rattus norvegicus 3
31022340 10.1021/acs.jmedchem.9b00132 Vasopressin V2 receptor 3
15084136 10.1021/jm030611c Unchecked 3
24874785 10.1021/jm500365s Unchecked 3
24874785 10.1021/jm500365s Oxytocin receptor 3

Data from ChEMBL 36 via Core Engine