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Compound Detail

CHEMBL370100

REBECCAMYCIN
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CO[C@H]1[C@H](O)[C@@H](O)[C@H](n2c3c(Cl)cccc3c3c4c(c5c6cccc(Cl)c6[nH]c5c32)C(=O)NC4=O)O[C@@H]1CO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL370100
Name REBECCAMYCIN
Phase Preclinical
Structure Type MOL
InChI Key QEHOIJJIZXRMAN-QZQSLCQPSA-N
10
Targets
26
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

570.4
MW (Da)
3.25
ALogP
8
HBA
5
HBD
146.0
PSA (Ų)
0.21
QED
1
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C27H21Cl2N3O7
MW 570.39
Aromatic Rings 5
Heavy Atoms 39
NP-Likeness 0.81

Activity Summary

IC50 26 meas. best 7.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
 IC50 7.72 7.72 19.0 1
L1210
CHEMBL386
 IC50 7.0 6.9 100.0 3
K562
CHEMBL385
 IC50 6.7 5.7733 200.0 3
HT-29
CHEMBL384
 IC50 6.52 6.52 300.0 2
P388
CHEMBL389
 IC50 6.52 5.9217 300.0 6
A549
CHEMBL392
 IC50 6.52 6.52 300.0 1
B16
CHEMBL381
 IC50 6.32 6.32 480.0 3
CEM-SS
CHEMBL614548
 IC50 6.28 6.28 520.0 3
SW-620
CHEMBL612262
 IC50 5.4 5.4 4000.0 2
P388CPT5
CHEMBL614224
 IC50 4.98 4.98 10500.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 19.0 nM 7.72 Inhibition of DYRK1A (unknown origin) 30243157
L1210 IC50 = 100.0 nM 7.0 Antiproliferative activity tested in vitro against L1210 (murine leukemia) cell ... 11882002
L1210 IC50 = 140.0 nM 6.85 In vitro antiproliferative activity against murine leukemia L1210 cells 15743184
L1210 IC50 = 140.0 nM 6.85 Cytotoxicity activity against mouse L1210 cells by MTT assay 20566289
K562 IC50 = 200.0 nM 6.7 Antiproliferative activity in vitro against K-562 (human leukemia) cell line. 11882002
HT-29 IC50 = 300.0 nM 6.52 Antiproliferative activity in vitro against HT-29 (human colon carcinoma) cell l... 11882002
A549 IC50 = 300.0 nM 6.52 Antiproliferative activity in vitro against A549 (human non-small lung carcinoma... 11882002
P388 IC50 = 300.0 nM 6.52 Antiproliferative activity against P388 Murine Leukemia cells 8893841
HT-29 IC50 = 300.0 nM 6.52 In vitro antiproliferative activity against human colon carcinoma HT-29 cells 15743184
B16 IC50 = 480.0 nM 6.32 Inhibition of murine B16 Melanoma cell proliferation 9341921
B16 IC50 = 480.0 nM 6.32 Antiproliferative activity measured against murine B16 melanoma cells 9572888
B16 IC50 = 480.0 nM 6.32 Antiproliferative activity against B16 mouse melanoma cells 8893841
P388 IC50 = 500.0 nM 6.3 Inhibition of P388 murine leukemia cell proliferation 9341921
CEM-SS IC50 = 520.0 nM 6.28 Compound was tested for anti-HIV activity in HIV -I Lai infected CEM-SS cells. 10346933
CEM-SS IC50 = 520.0 nM 6.28 Inhibitory concentration is tested in HIV-1 Lai-infected CEM-SS cells 9572888
CEM-SS IC50 = 520.0 nM 6.28 Anti-HIV-1 activity in CEM-SS cells was measured by the quantification of the re... 10052965
P388 IC50 = 1220.0 nM 5.91 In vitro inhibitory concentration against murine P388 leukemia cell proliferatio... 10346933
P388 IC50 = 1220.0 nM 5.91 Cytotoxicity against P388 leukemia cells 10052965
P388 IC50 = 1220.0 nM 5.91 Antiproliferative activity measured against P388 Leukemia cells 9572888
SW-620 IC50 = 4000.0 nM 5.4 Inhibitory concentration against SW620 colorectal carcinoma cell line in MTS ass... 15801850

Literature References

PubMed DOI Target Context # Activities
8893841 10.1021/jm9603779 Mus musculus 12
10346933 10.1021/jm980702n P388 5
10346933 10.1021/jm980702n CEM-SS 3
10052965 10.1021/jm980396d Bacillus cereus 2
9572888 10.1021/jm970843+ Bacillus cereus 2
11882002 10.1021/jm011045t L1210 2
9572888 10.1021/jm970843+ CEM-SS 2
10052965 10.1021/jm980396d Unchecked 2
10052965 10.1021/jm980396d CEM-SS 2
10052965 10.1021/jm980396d P388 2
10052965 10.1021/jm980396d DNA topoisomerase 1 1
10052965 10.1021/jm980396d Streptomyces chartreusis 1
30243157 10.1016/j.ejmech.2018.08.093 Dual specificity tyrosine-phosphorylation-regulated kinase 1A 1
9341921 10.1021/jm9702084 Protein kinase C alpha type 1
9341921 10.1021/jm9702084 B16 1
9341921 10.1021/jm9702084 P388 1
10052965 10.1021/jm980396d Protein kinase C (PKC) 1
9341921 10.1021/jm9702084 DNA topoisomerase 1 1
10346933 10.1021/jm980702n DNA topoisomerase 1 1
10346933 10.1021/jm980702n Bacillus cereus 1

Data from ChEMBL 36 via Core Engine