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Compound Detail

CHEMBL1909065

MADURAMICIN ACID
🧪 Phase II
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🧪 Phase II
CO[C@@H]1[C@@H](OC)[C@H](C)[C@@](O)(CC(=O)O)O[C@H]1[C@H](C)[C@H]1O[C@@]2(CC[C@@](C)([C@H]3CC[C@@](C)([C@@H]4O[C@@H]([C@H]5O[C@](C)(O)[C@H](C)C[C@@H]5C)C[C@@H]4O[C@@H]4C[C@H](OC)[C@@H](OC)[C@H](C)O4)O3)O2)C[C@H](O)[C@H]1C

Basic Information

ChEMBL ID CHEMBL1909065
Name MADURAMICIN ACID
Phase Phase II
Structure Type MOL
InChI Key RWVUEZAROXKXRT-VQLSFVLHSA-N

Known Names

Antibiotic x 14868a Maduramicin .alpha. Maduramicin acid
17
Targets
33
Activities
2
Assay Types
0
PK Parameters
2
Publications
3
Known Names

Molecular Properties

917.1
MW (Da)
4.32
ALogP
16
HBA
4
HBD
208.8
PSA (Ų)
0.20
QED
2
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -micin
USAN Year 1985

Extended Properties

Molecular Formula C47H80O17
MW 917.14
Aromatic Rings 0
Heavy Atoms 64
NP-Likeness 1.94

Activity Summary

IC50 17 meas. best 8.77
Ki 16 meas. best 9.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 9.1 9.1 0.8 1
5-hydroxytryptamine receptor 1B
CHEMBL3459
Ki 8.87 8.87 1.4 1
5-hydroxytryptamine receptor 6
CHEMBL3371
IC50 8.77 8.77 1.7 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 8.61 8.61 2.5 1
5-hydroxytryptamine receptor 1B
CHEMBL3459
IC50 8.53 8.53 3.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
Ki 8.35 8.35 4.5 1
5-hydroxytryptamine receptor 1A
CHEMBL273
IC50 8.11 8.11 7.8 1
5-hydroxytryptamine receptor 2A
CHEMBL224
IC50 8.06 8.06 8.7 1
D(3) dopamine receptor
CHEMBL234
Ki 8.03 8.03 9.3 1
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 7.92 7.92 12.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 7.75 7.75 18.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 7.68 7.68 21.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
IC50 7.57 7.57 27.0 1
D(3) dopamine receptor
CHEMBL234
IC50 7.57 7.57 27.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
IC50 7.48 7.48 33.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
IC50 7.47 7.47 34.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 7.17 7.17 67.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
IC50 6.75 6.75 180.0 1
D(2) dopamine receptor
CHEMBL217
Ki 6.63 6.63 234.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 6.63 6.63 234.0 1
Unchecked
CHEMBL612545
Ki 6.39 6.39 405.0 1
Alpha-1D adrenergic receptor
CHEMBL223
Ki 6.26 6.26 554.0 1
Unchecked
CHEMBL612545
IC50 6.22 6.22 607.0 1
D(2) dopamine receptor
CHEMBL217
IC50 6.15 6.15 702.0 1
Cytochrome P450 2D6
CHEMBL289
IC50 6.0 6.0 1000.0 1
Alpha-1D adrenergic receptor
CHEMBL223
IC50 5.95 5.95 1128.0 1
Alpha-1A adrenergic receptor
CHEMBL319
Ki 5.87 5.87 1351.0 1
D(1A) dopamine receptor
CHEMBL2056
Ki 5.84 5.84 1454.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
IC50 5.79 5.79 1610.0 1
Alpha-1B adrenergic receptor
CHEMBL315
Ki 5.58 5.58 2616.0 1
D(1A) dopamine receptor
CHEMBL2056
IC50 5.54 5.54 2908.0 1
Alpha-1A adrenergic receptor
CHEMBL319
IC50 5.48 5.48 3337.0 1
Alpha-1B adrenergic receptor
CHEMBL315
IC50 5.33 5.33 4726.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 6 Ki = 0.789 nM 9.1 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT6 radioligand binding (ligand: [... -
5-hydroxytryptamine receptor 1B Ki = 1.353 nM 8.87 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1B radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 6 IC50 = 1.699 nM 8.77 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT6 radioligand binding (ligand: [... -
5-hydroxytryptamine receptor 2A Ki = 2.484 nM 8.61 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 1B IC50 = 2.977 nM 8.53 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1B radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 1A Ki = 4.475 nM 8.35 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 1A IC50 = 7.831 nM 8.11 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2A IC50 = 8.694 nM 8.06 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: ... -
D(3) dopamine receptor Ki = 9.336 nM 8.03 DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone) -
Alpha-2B adrenergic receptor Ki = 12.0 nM 7.92 DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscin... -
5-hydroxytryptamine receptor 2C Ki = 18.0 nM 7.75 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2B Ki = 21.0 nM 7.68 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: ... -
D(3) dopamine receptor IC50 = 27.0 nM 7.57 DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone) -
Alpha-2B adrenergic receptor IC50 = 27.0 nM 7.57 DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscin... -
5-hydroxytryptamine receptor 2B IC50 = 33.0 nM 7.48 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2C IC50 = 34.0 nM 7.47 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ... -
Alpha-2A adrenergic receptor Ki = 67.0 nM 7.17 DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912) -
Alpha-2A adrenergic receptor IC50 = 180.0 nM 6.75 DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912) -
D(2) dopamine receptor Ki = 234.0 nM 6.63 DRUGMATRIX: Dopamine D2L radioligand binding (ligand: [3H] Spiperone) -
Alpha-2C adrenergic receptor Ki = 234.0 nM 6.63 DRUGMATRIX: Adrenergic Alpha-2C radioligand binding (ligand: [3H] MK-912) -

Literature References

PubMed DOI Target Context # Activities
23062825 10.1016/j.bmc.2012.09.040 Acetylcholinesterase 1
23062825 10.1016/j.bmc.2012.09.040 Cholinesterase 1

Data from ChEMBL 36 via Core Engine