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Compound Detail

CHEMBL601773

DIHYDROERGOCRISTINE
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CC(C)[C@@]1(NC(=O)[C@@H]2C[C@@H]3c4cccc5[nH]cc(c45)C[C@H]3N(C)C2)O[C@@]2(O)[C@@H]3CCCN3C(=O)[C@H](Cc3ccccc3)N2C1=O

Basic Information

ChEMBL ID CHEMBL601773
Name DIHYDROERGOCRISTINE
Phase Preclinical
Structure Type MOL
InChI Key DEQITUUQPICUMR-HJPBWRTMSA-N

Known Names

9,10-dihydroergocristine Dihydroergocristine GNF-PF-3462
4
Targets
8
Activities
3
Assay Types
2
PK Parameters
15
Publications
3
Known Names
1
Indications

Molecular Properties

611.7
MW (Da)
2.72
ALogP
6
HBA
3
HBD
118.2
PSA (Ų)
0.41
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -erg-

Extended Properties

Molecular Formula C35H41N5O5
MW 611.74
Aromatic Rings 3
Heavy Atoms 45
NP-Likeness 1.05

Indications

Cardiovascular Diseases

ATC Classification

C04AE04
dihydroergocristine
Level 1: CARDIOVASCULAR SYSTEM
Level 2: PERIPHERAL VASODILATORS
C04AE54
dihydroergocristine, combinations
Level 1: CARDIOVASCULAR SYSTEM
Level 2: PERIPHERAL VASODILATORS

Activity Summary

Ki 5 meas. best 8.62
EC50 2 meas. best 6.35
IC50 1 meas. best 4.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-2 adrenergic receptor
CHEMBL210
Ki 8.62 8.62 2.4 1
Plasmodium falciparum
CHEMBL364
EC50 6.35 6.125 449.0 2
ATP-dependent translocase ABCB1
CHEMBL4302
Ki 4.8 4.8 16000.0 1
Gamma-secretase
CHEMBL2094135
IC50 4.6 4.6 25000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ke 9.8 uM Homo sapiens
T1/2 3.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
12235267 10.1124/jpet.102.037549 ATP-dependent translocase ABCB1 3
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2
11961113 10.1124/mol.61.5.964 ATP-dependent translocase ABCB1 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
34153839 10.1016/j.bmc.2021.116270 Gamma-secretase 2
18579783 10.1073/pnas.0802982105 Unchecked 1
18579783 10.1073/pnas.0802982105 Huh-7 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
34153839 10.1016/j.bmc.2021.116270 Amyloid-beta precursor protein 1
37938154 10.1021/acs.jnatprod.3c00661 20S proteasome 1
38516587 10.1039/d3md00677h ADMET 1
38516587 10.1039/d3md00677h Beta-2 adrenergic receptor 1

Data from ChEMBL 36 via Core Engine