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Compound Detail

CHEMBL482240

AMERICANIN A
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O=C/C=C/c1ccc2c(c1)O[C@@H](CO)[C@H](c1ccc(O)c(O)c1)O2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL482240
Name AMERICANIN A
Phase Preclinical
Structure Type MOL
InChI Key NTXXGPYGMQQSML-QLJMBOKNSA-N
7
Targets
15
Activities
1
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

328.3
MW (Da)
2.18
ALogP
6
HBA
3
HBD
96.2
PSA (Ų)
0.45
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C18H16O6
MW 328.32
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness 2.00

Activity Summary

IC50 15 meas. best 5.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.48 4.9978 3300.0 9
K562
CHEMBL385
 IC50 4.89 4.89 12900.0 1
Radical scavenging activity
CHEMBL613712
 IC50 4.77 4.77 16900.0 1
RKO
CHEMBL614879
 IC50 4.61 4.61 24400.0 1
SW480
CHEMBL612544
 IC50 4.56 4.56 27400.0 1
A549
CHEMBL392
 IC50 4.41 4.41 39100.0 1
CAKI-1
CHEMBL614067
 IC50 4.18 4.18 66400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NON-PROTEIN TARGET IC50 = 3300.0 nM 5.48 Antioxidant activity assessed as authentic peroxynitrite free radical scavenging... 15844957
NON-PROTEIN TARGET IC50 = 7600.0 nM 5.12 Antiproliferative activity against human HCT116 cells after 24 to 72 hrs by SRB ... 26595875
NON-PROTEIN TARGET IC50 = 7800.0 nM 5.11 Antiproliferative activity against p53-null human HCT116 cells assessed as cell ... 26595875
NON-PROTEIN TARGET IC50 = 8300.0 nM 5.08 Antiproliferative activity against p53-expressing human HCT116 cells assessed as... 26595875
NON-PROTEIN TARGET IC50 = 8700.0 nM 5.06 Antiproliferative activity against human HCT116 cells assessed as cell viability... 26595875
NON-PROTEIN TARGET IC50 = 9600.0 nM 5.02 Antiproliferative activity against human HCT116 cells assessed as cell viability... 26595875
NON-PROTEIN TARGET IC50 = 12500.0 nM 4.9 Antiproliferative activity against human HCT15 cells after 24 to 72 hrs by SRB a... 26595875
K562 IC50 = 12900.0 nM 4.89 Antiproliferative activity against human K562 cells after 24 to 72 hrs by SRB as... 26595875
Radical scavenging activity IC50 = 16900.0 nM 4.77 Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins 15844957
NON-PROTEIN TARGET IC50 = 24100.0 nM 4.62 Antiproliferative activity against human HCT116 cells assessed as cell viability... 26595875
RKO IC50 = 24400.0 nM 4.61 Antiproliferative activity against human RKO cells after 24 to 72 hrs by SRB ass... 26595875
NON-PROTEIN TARGET IC50 = 25800.0 nM 4.59 Antioxidant activity assessed as 3-morpholinosydnonimine-derived peroxynitrite f... 15844957
SW480 IC50 = 27400.0 nM 4.56 Antiproliferative activity against human SW480 cells after 24 to 72 hrs by SRB a... 26595875
A549 IC50 = 39100.0 nM 4.41 Antiproliferative activity against human A549 cells after 24 to 72 hrs by SRB as... 26595875
CAKI-1 IC50 = 66400.0 nM 4.18 Antiproliferative activity against human CAKI-1 cells after 24 to 72 hrs by SRB ... 26595875

Literature References

PubMed DOI Target Context # Activities
26595875 10.1021/acs.jnatprod.5b00743 HCT-116 66
26595875 10.1021/acs.jnatprod.5b00743 Molecular identity unknown 21
26595875 10.1021/acs.jnatprod.5b00743 NON-PROTEIN TARGET 11
26595875 10.1021/acs.jnatprod.5b00743 Mus musculus 8
26595875 10.1021/acs.jnatprod.5b00743 Serine-protein kinase ATM/ATR 3
15844957 10.1021/np0495985 NON-PROTEIN TARGET 2
26595875 10.1021/acs.jnatprod.5b00743 K562 1
26595875 10.1021/acs.jnatprod.5b00743 CAKI-1 1
26595875 10.1021/acs.jnatprod.5b00743 MRC5 1
26595875 10.1021/acs.jnatprod.5b00743 SW480 1
26595875 10.1021/acs.jnatprod.5b00743 RKO 1
26595875 10.1021/acs.jnatprod.5b00743 A549 1
24224843 10.1021/np400533h Tyrosine-protein phosphatase non-receptor type 1 1
24018191 10.1016/j.bmcl.2013.08.065 HEK293 1
26595875 10.1021/acs.jnatprod.5b00743 Tumour suppressor p53/oncoprotein Mdm2 1
26595875 10.1021/acs.jnatprod.5b00743 Cullin-1/S-phase kinase-associated protein 1 1
26595875 10.1021/acs.jnatprod.5b00743 S-phase kinase-associated protein 1/2 1
26595875 10.1021/acs.jnatprod.5b00743 Cyclin-dependent kinase inhibitor 1B/S-phase kinase-associated protein 2 1
15844957 10.1021/np0495985 Radical scavenging activity 1

Data from ChEMBL 36 via Core Engine