Compound Detail

CHEMBL1235966

SCOULERINE

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COc1cc2c(cc1O)[C@@H]1Cc3ccc(OC)c(O)c3CN1CC2

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1235966
Name	SCOULERINE
Phase	Preclinical
Structure Type	MOL
InChI Key	KNWVMRVOBAFFMH-HNNXBMFYSA-N

Known Names

Aequaline

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

327.4

MW (Da)

2.77

ALogP

HBA

HBD

62.2

PSA (Å²)

0.89

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C19H21NO4
MW	327.38
Aromatic Rings	2
Heavy Atoms	24
NP-Likeness	1.26

Activity Summary

IC50 19 meas. best 5.59

EC50 2 meas. best 5.45

Ki 2 meas. best 7.66

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
D(1A) dopamine receptor CHEMBL2056	Ki	7.66	7.66	22.0	1
D(2) dopamine receptor CHEMBL217	Ki	6.67	6.67	214.0	1
NCI-H23 CHEMBL614997	IC50	5.59	5.59	2541.0	1
Unchecked CHEMBL612545	EC50	5.45	5.445	3545.0	2
Unchecked CHEMBL612545	IC50	5.39	5.22	4065.0	7
SW480 CHEMBL612544	IC50	5.37	5.37	4237.0	1
HGC-27 CHEMBL1075463	IC50	5.21	5.21	6100.0	1
HeLa CHEMBL399	IC50	5.17	5.17	6737.0	1
MDA-MB-231 CHEMBL400	IC50	5.13	5.13	7324.0	1
MGC-803 CHEMBL3706566	IC50	4.9	4.9	12600.0	1
Apoptotic protease-activating factor 1 CHEMBL1795093	IC50	4.79	4.79	16300.0	1
A549 CHEMBL392	IC50	4.58	4.58	26320.0	1
No relevant target CHEMBL2362975	IC50	4.36	4.36	43800.0	1
Cholinesterase CHEMBL1914	IC50	4.21	4.21	61300.0	1
GES1 CHEMBL4296415	IC50	4.02	4.02	95300.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
D(1A) dopamine receptor	Ki	=	22.0	nM	7.66	Displacement of [3H]SCH23390 from dopamine D1 receptor (unknown origin) expresse...	23332346
D(2) dopamine receptor	Ki	=	214.0	nM	6.67	Displacement of [3H]spiperone from dopamine D2 receptor (unknown origin) express...	23332346
NCI-H23	IC50	=	2541.0	nM	5.59	Cytotoxicity against human NCI-H23 cells harboring MYC assessed as cell viabilit...	34406008
Unchecked	EC50	=	3545.0	nM	5.45	Induction of mitotic arrest in HRPE Cells overexpressing MYC measured for 24 hrs...	34406008
Unchecked	EC50	=	3595.0	nM	5.44	Induction of mitotic arrest in HRPE Cells overexpressing MYC assessed as polyplo...	34406008
Unchecked	IC50	=	4065.0	nM	5.39	Cytotoxicity against HRPE cells overexpressing MYC assessed as cell viability me...	34406008
SW480	IC50	=	4237.0	nM	5.37	Cytotoxicity against human SW480 cells assessed as cell viability measured after...	34406008
Unchecked	IC50	=	4300.0	nM	5.37	PUBCHEM_BIOASSAY: Dose response confirmation of uHTS hits for Apaf-1 using a LZ-...	-
Unchecked	IC50	=	4622.0	nM	5.33	Cytotoxicity against HRPE cells overexpressing MYC/Bcl2 assessed as cell viabili...	34406008
Unchecked	IC50	=	5484.0	nM	5.26	Cytotoxicity against human HCT116-p53-null cells assessed as cell viability meas...	34406008
HGC-27	IC50	=	6100.0	nM	5.21	Antiproliferative activity against human HGC-27 cells assessed as reduction in c...	35286954
Unchecked	IC50	=	6811.0	nM	5.17	Cytotoxicity against human wild type p53HCT116 cells assessed as cell viability ...	34406008
HeLa	IC50	=	6737.0	nM	5.17	Cytotoxicity against human HeLa cells assessed as cell viability measured after ...	34406008
MDA-MB-231	IC50	=	7324.0	nM	5.13	Cytotoxicity against human MDA-MB-231 cells assessed as cell viability measured ...	34406008
Unchecked	IC50	=	7493.0	nM	5.12	PubChem BioAssay. Fluorescence-based biochemical high throughput screening dose ...	-
Unchecked	IC50	=	12497.0	nM	4.9	PubChem BioAssay. Counterscreen for inhibitors of Crimean-Congo Hemorrhagic Feve...	-
MGC-803	IC50	=	12600.0	nM	4.9	Antiproliferative activity against human MGC-803 cells assessed as reduction in ...	35286954
Apoptotic protease-activating factor 1	IC50	=	16300.0	nM	4.79	PUBCHEM_BIOASSAY: Dose response confirmation of uHTS hits for Apaf-1 in a Fluore...	-
A549	IC50	=	26320.0	nM	4.58	Cytotoxicity against human A549 cells assessed as cell viability measured after ...	34406008
No relevant target	IC50	=	43800.0	nM	4.36	Antioxidant activity assessed as ABTS radical scavenging activity incubated for ...	37615114

Literature References

PubMed	DOI	Target Context	# Activities
34406008	10.1021/acs.jnatprod.1c00429	Unchecked	15
23332346	10.1016/j.bmc.2012.12.016	D(2) dopamine receptor	2
37615114	10.1021/acs.jnatprod.3c00391	Amyloid-beta precursor protein	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
23332346	10.1016/j.bmc.2012.12.016	5-hydroxytryptamine receptor 2A	2
23332346	10.1016/j.bmc.2012.12.016	D(1A) dopamine receptor	2
23332346	10.1016/j.bmc.2012.12.016	5-hydroxytryptamine receptor 1A	2
34406008	10.1021/acs.jnatprod.1c00429	Aurora kinase A	1
34406008	10.1021/acs.jnatprod.1c00429	Aurora kinase B	1
34406008	10.1021/acs.jnatprod.1c00429	NCI-H460	1
34406008	10.1021/acs.jnatprod.1c00429	NCI-H23	1
34406008	10.1021/acs.jnatprod.1c00429	A549	1
34406008	10.1021/acs.jnatprod.1c00429	HeLa	1
34406008	10.1021/acs.jnatprod.1c00429	MDA-MB-231	1
34406008	10.1021/acs.jnatprod.1c00429	SW480	1
35286954	10.1016/j.bmc.2022.116705	MGC-803	1
35286954	10.1016/j.bmc.2022.116705	HGC-27	1
35286954	10.1016/j.bmc.2022.116705	GES1	1
37615114	10.1021/acs.jnatprod.3c00391	Acetylcholinesterase	1
37615114	10.1021/acs.jnatprod.3c00391	Cholinesterase	1

Data from ChEMBL 36 via Core Engine