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Compound Detail

CHEMBL98745

NARCICLASINE
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O=C1N[C@@H]2C(=C[C@H](O)[C@@H](O)[C@H]2O)c2cc3c(c(O)c21)OCO3
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL98745
Name NARCICLASINE
Phase Preclinical
Structure Type MOL
InChI Key LZAZURSABQIKGB-AEKGRLRDSA-N
24
Targets
49
Activities
2
Assay Types
5
PK Parameters
20
Publications
0
Known Names

Molecular Properties

307.3
MW (Da)
-1.29
ALogP
7
HBA
5
HBD
128.5
PSA (Ų)
0.40
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C14H13NO7
MW 307.26
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness 2.22

Activity Summary

IC50 46 meas. best 8.3
Ki 3 meas. best 6.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MDA-MB-231
CHEMBL400
 IC50 8.3 8.3 5.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 8.22 7.505 6.0 8
FaDu
CHEMBL612250
 IC50 8.1 8.1 8.0 1
MCF7
CHEMBL387
 IC50 8.0 7.5125 10.0 4
Daoy
CHEMBL612519
 IC50 7.66 7.66 22.0 1
C32
CHEMBL1075401
 IC50 7.6 7.6 25.0 1
PC-3
CHEMBL390
 IC50 7.55 7.535 28.0 2
C6
CHEMBL614657
 IC50 7.55 7.55 28.0 1
BXPC-3
CHEMBL614530
 IC50 7.55 7.4567 28.0 3
A549
CHEMBL392
 IC50 7.54 7.4533 29.0 3
DU-145
CHEMBL613508
 IC50 7.52 7.41 30.0 2
HCT-15
CHEMBL612263
 IC50 7.5 7.5 32.0 1
9L
CHEMBL613105
 IC50 7.5 7.5 32.0 1
B16-F10
CHEMBL612656
 IC50 7.46 7.38 35.0 2
SK-MEL-28
CHEMBL614919
 IC50 7.43 7.365 37.0 2
HT-144
CHEMBL2366291
 IC50 7.42 7.42 38.0 1
Hs 683
CHEMBL612596
 IC50 7.4 7.35 40.0 2
NCI-H460
CHEMBL396
 IC50 7.4 7.35 40.0 2
T98G
CHEMBL614775
 IC50 7.32 7.32 48.0 1
HUVEC
CHEMBL613979
 IC50 7.06 7.0333 87.0 3
LoVo
CHEMBL614721
 IC50 7.05 7.04 90.0 2
G-361
CHEMBL614036
 IC50 7.0 7.0 99.0 1
ADMET
CHEMBL612558
 IC50 6.5 6.5 317.0 1
Cytochrome P450 3A4
CHEMBL340
 Ki 6.2 6.2 630.0 3

Pharmacokinetic Data

Parameter Value Units Species
AUC 835.48 ng.hr.mL-1 Mus musculus
AUC 1352.2 ng.hr.mL-1 Mus musculus
F 32.0 % Mus musculus
T1/2 0.9667 hr Mus musculus
T1/2 1.1 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MDA-MB-231 IC50 = 5.0 nM 8.3 Antiproliferative activity against human MDA-MB-231 cells by MTT assay 19199649
NON-PROTEIN TARGET IC50 = 6.0 nM 8.22 Antiproliferative activity against human Detroit 562 cells by MTT assay 19199649
FaDu IC50 = 8.0 nM 8.1 Antiproliferative activity against human FADU cells by MTT assay 19199649
MCF7 IC50 = 10.0 nM 8.0 Cytotoxicity against human MCF7 cells 22921081
NON-PROTEIN TARGET IC50 = 14.0 nM 7.85 Antiproliferative activity against human RPMI 2650 cells by MTT assay 19199649
Daoy IC50 = 22.0 nM 7.66 Antiproliferative activity against human DaOY cells by MTT assay 19199649
C32 IC50 = 25.0 nM 7.6 Antiproliferative activity against human C32 cells by MTT assay 19199649
PC-3 IC50 = 28.0 nM 7.55 Antiproliferative activity against human PC3 cells by MTT assay 19199649
BXPC-3 IC50 = 28.0 nM 7.55 Antiproliferative activity against human BxPC3 cells by MTT assay 19199649
C6 IC50 = 28.0 nM 7.55 Antiproliferative activity against rat C6 cells 19199649
NON-PROTEIN TARGET IC50 = 29.0 nM 7.54 Antiproliferative activity against human U373 cells by MTT assay 19199649
A549 IC50 = 29.0 nM 7.54 Antiproliferative activity against human A549 cells by MTT assay 19199649
PC-3 IC50 = 30.0 nM 7.52 Cytotoxicity against human PC3 cells after 3 days by MTT assay 19199649
DU-145 IC50 = 30.0 nM 7.52 Cytotoxicity against human DU145 cells 25108300
A549 IC50 = 30.0 nM 7.52 Cytotoxicity against human A549 cells after 3 days by MTT assay 19199649
NON-PROTEIN TARGET IC50 = 30.0 nM 7.52 Cytotoxicity against human U373 cells after 3 days by MTT assay 19199649
BXPC-3 IC50 = 30.0 nM 7.52 Cytotoxicity against human BxPC3 cells after 3 days by MTT assay 19199649
HCT-15 IC50 = 32.0 nM 7.5 Antiproliferative activity against human HCT15 by MTT assay 19199649
9L IC50 = 32.0 nM 7.5 Antiproliferative activity against rat 9L cells 19199649
B16-F10 IC50 = 35.0 nM 7.46 Antiproliferative activity against mouse B16F10 cells 19199649

Literature References

PubMed DOI Target Context # Activities
19199649 10.1021/jm8013585 Rattus norvegicus 29
19199649 10.1021/jm8013585 NON-PROTEIN TARGET 7
19199649 10.1021/jm8013585 Mus musculus 6
19199649 10.1021/jm8013585 ADMET 6
19199649 10.1021/jm8013585 PC-3 5
26819664 10.1021/acsmedchemlett.5b00318 Human alphaherpesvirus 1 5
30933514 10.1021/acs.jnatprod.8b00973 HUVEC 5
- 10.1021/np50040a008 Rhodococcus fascians 4
19199649 10.1021/jm8013585 A549 4
1336040 10.1021/np50089a003 ADMET 4
19199649 10.1021/jm8013585 Unchecked 3
19199649 10.1021/jm8013585 HUVEC 3
19428250 10.1016/j.bmcl.2009.04.086 Cytochrome P450 3A4 2
19199649 10.1021/jm8013585 MCF7 2
19199649 10.1021/jm8013585 GBM 2
27157005 10.1016/j.bmc.2016.04.036 NON-PROTEIN TARGET 2
19199649 10.1021/jm8013585 LoVo 2
19199649 10.1021/jm8013585 BXPC-3 2
29033234 10.1016/j.bmcl.2017.09.052 Escherichia coli 2
20415482 10.1021/np900731p NON-PROTEIN TARGET 2

Data from ChEMBL 36 via Core Engine