Compound Detail

CHEMBL401114

(+)-HAEMANTHAMINE

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CO[C@@H]1C=C[C@@]23c4cc5c(cc4CN(C[C@@H]2O)[C@H]3C1)OCO5

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL401114
Name	(+)-HAEMANTHAMINE
Phase	Preclinical
Structure Type	MOL
InChI Key	YGPRSGKVLATIHT-HSHDSVGOSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

301.3

MW (Da)

1.19

ALogP

HBA

HBD

51.2

PSA (Å²)

0.79

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	C17H19NO4
MW	301.34
Aromatic Rings	1
Heavy Atoms	22
NP-Likeness	2.58

Activity Summary

IC50 40 meas. best 6.52

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Jurkat CHEMBL397	IC50	6.52	6.52	300.0	1
SK-BR-3 CHEMBL613834	IC50	6.52	6.52	300.0	1
BT-549 CHEMBL614072	IC50	6.52	6.52	300.0	1
PANC-1 CHEMBL614139	IC50	6.52	6.52	300.0	1
SW480 CHEMBL612544	IC50	6.52	6.52	300.0	1
NCI-H1299 CHEMBL612255	IC50	6.52	6.52	300.0	1
COLO 201 CHEMBL4523567	IC50	6.52	6.52	300.0	1
MDA-MB-231 CHEMBL400	IC50	6.52	6.52	300.0	1
AGS CHEMBL613860	IC50	6.52	6.52	300.0	1
MOLT-4 CHEMBL614177	IC50	6.52	6.52	300.0	1
A549 CHEMBL392	IC50	6.52	5.7475	300.0	4
NHDF CHEMBL614200	IC50	6.52	6.52	300.0	1
MCF7 CHEMBL387	IC50	6.52	5.805	300.0	2
SAOS-2 CHEMBL614894	IC50	6.52	6.52	300.0	1
HT-29 CHEMBL384	IC50	6.52	6.1	300.0	2
HL-60 CHEMBL383	IC50	6.52	6.185	300.0	2
A2780 CHEMBL614004	IC50	6.52	6.52	300.0	1
HeLa CHEMBL399	IC50	5.89	5.525	1300.0	2
Plasmodium falciparum CHEMBL364	IC50	5.89	5.89	1300.0	1
CCRF-CEM CHEMBL382	IC50	5.68	5.68	2100.0	1
K562 CHEMBL385	IC50	5.6	5.535	2500.0	2
BJ CHEMBL614358	IC50	5.57	5.57	2700.0	1
G-361 CHEMBL614036	IC50	5.43	5.43	3700.0	1
SK-OV-3 CHEMBL614925	IC50	5.43	5.43	3700.0	1
HepG2 CHEMBL395	IC50	5.32	5.32	4800.0	1
ADMET CHEMBL612558	IC50	5.3	5.3	5000.0	1
B16-F10 CHEMBL612656	IC50	5.17	5.17	6800.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.17	5.1467	6800.0	3
SK-MEL CHEMBL614914	IC50	5.07	5.07	8500.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
A2780	IC50	=	300.0	nM	6.52	Cytotoxicity against human A2780 cells assessed as cell growth inhibition incuba...	34536668
HL-60	IC50	=	300.0	nM	6.52	Cytotoxicity against human HL-60 cells assessed as cell growth inhibition incuba...	34536668
NHDF	IC50	=	300.0	nM	6.52	Cytotoxicity against human NHDF cells assessed as cell growth inhibition incubat...	34536668
SK-BR-3	IC50	=	300.0	nM	6.52	Cytotoxicity against human SK-BR-3 cells assessed as cell growth inhibition incu...	34536668
SAOS-2	IC50	=	300.0	nM	6.52	Cytotoxicity against human SAOS-2 cells assessed as cell growth inhibition incub...	34536668
MDA-MB-231	IC50	=	300.0	nM	6.52	Cytotoxicity against human MDA-MB-231 cells assessed as cell growth inhibition i...	34536668
MCF7	IC50	=	300.0	nM	6.52	Cytotoxicity against human MCF7 cells assessed as cell growth inhibition incubat...	34536668
BT-549	IC50	=	300.0	nM	6.52	Cytotoxicity against human BT-549 cells assessed as cell growth inhibition incub...	34536668
PANC-1	IC50	=	300.0	nM	6.52	Cytotoxicity against human PANC-1 cells assessed as cell growth inhibition incub...	34536668
AGS	IC50	=	300.0	nM	6.52	Cytotoxicity against human AGS cells assessed as cell growth inhibition incubate...	34536668
SW480	IC50	=	300.0	nM	6.52	Cytotoxicity against human SW480 cells assessed as cell growth inhibition incuba...	34536668
HT-29	IC50	=	300.0	nM	6.52	Cytotoxicity against human HT-29 cells assessed as cell growth inhibition incuba...	34536668
COLO 201	IC50	=	300.0	nM	6.52	Cytotoxicity against human COLO201 cells assessed as cell growth inhibition incu...	34536668
NCI-H1299	IC50	=	300.0	nM	6.52	Cytotoxicity against human NCI-H1299 cells assessed as cell growth inhibition in...	34536668
A549	IC50	=	300.0	nM	6.52	Cytotoxicity against human A549 cells assessed as cell growth inhibition incubat...	34536668
MOLT-4	IC50	=	300.0	nM	6.52	Cytotoxicity against human MOLT-4 cells assessed as cell growth inhibition incub...	34536668
Jurkat	IC50	=	300.0	nM	6.52	Cytotoxicity against human Jurkat cells assessed as cell growth inhibition incub...	34536668
Plasmodium falciparum	IC50	=	1300.0	nM	5.89	Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum F-32...	22910226
HeLa	IC50	=	1300.0	nM	5.89	Cytotoxicity against human HeLa cells assessed as reduction in cell viability in...	31513408
HL-60	IC50	=	1400.0	nM	5.85	Cytotoxicity against human HL60 cells after 48 hrs by MTT assay	23190013

Literature References

PubMed	DOI	Target Context	# Activities
39229678	10.1021/acs.jnatprod.4c00825	ADMET	6
20550100	10.1021/np9008255	NON-PROTEIN TARGET	3
39229678	10.1021/acs.jnatprod.4c00825	Unchecked	3
27218860	10.1016/j.ejmech.2016.05.004	HeLa S3	2
29409754	10.1016/j.bmcl.2018.01.041	Unchecked	2
23190013	10.1021/np3005425	K562	2
23190013	10.1021/np3005425	A549	2
32309949	10.1021/acs.jnatprod.9b00561	Cholinesterase	2
32309949	10.1021/acs.jnatprod.9b00561	Acetylcholinesterase	2
23190013	10.1021/np3005425	HepG2	2
23190013	10.1021/np3005425	HT-29	2
22921081	10.1016/j.bmcl.2012.08.005	Unchecked	2
22921081	10.1016/j.bmcl.2012.08.005	MCF7	1
23190013	10.1021/np3005425	Unchecked	1
22921081	10.1016/j.bmcl.2012.08.005	CCRF-CEM	1
22921081	10.1016/j.bmcl.2012.08.005	K562	1
22921081	10.1016/j.bmcl.2012.08.005	G-361	1
22921081	10.1016/j.bmcl.2012.08.005	BJ	1
19299148	10.1016/j.bmc.2009.02.050	Plasmodium falciparum	1
20550100	10.1021/np9008255	B16-F10	1

Data from ChEMBL 36 via Core Engine