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Compound Detail

CHEMBL1237046

ROLITETRACYCLINE
🧪 Phase II
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🧪 Phase II
CN(C)[C@@H]1C(O)=C(C(=O)NCN2CCCC2)C(=O)[C@@]2(O)C(O)=C3C(=O)c4c(O)cccc4[C@@](C)(O)[C@H]3C[C@@H]12

Basic Information

ChEMBL ID CHEMBL1237046
Name ROLITETRACYCLINE
Phase Phase II
Structure Type MOL
InChI Key HMEYVGGHISAPJR-IAHYZSEUSA-N

Known Names

NSC-759177 Rolitetraciclina Rolitetracycline SO 15,659 SQ 15,659 SQ-15659 Synterin
6
Targets
7
Activities
1
Assay Types
4
PK Parameters
20
Publications
7
Known Names
1
Indications

Molecular Properties

527.6
MW (Da)
0.47
ALogP
10
HBA
6
HBD
170.9
PSA (Ų)
0.30
QED
2
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -cycline
USAN Year 1963

Extended Properties

Molecular Formula C27H33N3O8
MW 527.57
Aromatic Rings 1
Heavy Atoms 38
NP-Likeness 1.10

Indications

Bacterial Infections

ATC Classification

J01AA09
rolitetracycline
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

IC50 7 meas. best 5.73

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 5.73 5.73 1870.0 1
Plasmodium falciparum
CHEMBL364
IC50 4.68 4.68 21000.0 1
Human immunodeficiency virus type 1 integrase
CHEMBL3471
IC50 4.55 4.51 28000.0 2
DNA repair protein RAD52 homolog
CHEMBL2362978
IC50 4.54 4.54 29000.0 1
dengue virus type 2
CHEMBL613966
IC50 4.17 4.17 67100.0 1
Insulin-degrading enzyme
CHEMBL1293287
IC50 4.0 4.0 100000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 0.97 mL.min-1.kg-1 Homo sapiens
Fu 0.5 - Homo sapiens
MRT 9.3 hr Homo sapiens
T1/2 8.8 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
17284452 10.1074/jbc.m608207200 Unchecked 4
18426954 10.1124/dmd.108.020479 ADMET 4
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 3
20014752 10.1021/tx900326k Hepatotoxicity 3
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
30852084 10.1016/j.bmcl.2019.02.028 GroEL/GroES 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 2
19640715 10.1016/j.bmcl.2009.07.082 Unchecked 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 2
17376679 10.1016/j.bmcl.2006.11.055 Human immunodeficiency virus type 1 integrase 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
17428028 10.1021/ci6004542 Phospholipidosis 1
34020338 10.1016/j.ejmech.2021.113527 dengue virus type 2 1
20185316 10.1016/j.bmc.2010.01.068 Plasmodium falciparum 1

Data from ChEMBL 36 via Core Engine