Compound Detail

CHEMBL186141

ANDROGRAPHOLIDE

🧪 Phase III

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🧪 Phase III

C=C1CC[C@@H]2[C@](C)(CO)[C@H](O)CC[C@@]2(C)[C@@H]1C/C=C1/C(=O)OC[C@H]1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL186141
Name	ANDROGRAPHOLIDE
Phase	Phase III
Structure Type	MOL
InChI Key	BOJKULTULYSRAS-OTESTREVSA-N

Known Names

Andrographolide HMPL-004 HMPL004 NSC-383468

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

350.5

MW (Da)

1.96

ALogP

HBA

HBD

87.0

PSA (Å²)

0.41

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula	C20H30O5
MW	350.46
Aromatic Rings	0
Heavy Atoms	25
NP-Likeness	3.43

Indications

Colitis, Ulcerative Colorectal Neoplasms Crohn Disease Multiple Sclerosis, Chronic Progressive

Activity Summary

IC50 83 meas. best 7.47

EC50 4 meas. best 4.67

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
SARS-CoV-2 CHEMBL4303835	IC50	7.47	5.94	34.0	5
Unchecked CHEMBL612545	IC50	6.26	4.8936	550.0	14
Human immunodeficiency virus 1 CHEMBL378	IC50	6.23	6.23	588.8	2
Chikungunya virus CHEMBL4296563	IC50	6.22	6.22	600.0	1
Fatty acid-binding protein, adipocyte CHEMBL2083	IC50	6.05	6.05	900.0	1
BMMC CHEMBL4296524	IC50	6.0	6.0	1010.0	1
P388 CHEMBL389	IC50	5.65	5.46	2250.0	3
Human immunodeficiency virus CHEMBL613758	IC50	5.63	5.365	2320.0	2
HL-60 CHEMBL383	IC50	5.62	5.1167	2400.0	3
enterovirus D68 CHEMBL613204	IC50	5.46	5.46	3450.0	1
THP-1 CHEMBL614245	IC50	5.17	5.17	6690.0	1
RAW264.7 CHEMBL612557	IC50	5.16	5.0167	6960.0	3
MCF7 CHEMBL387	IC50	5.07	4.7017	8480.0	6
KBM5 CHEMBL4483250	IC50	5.07	5.07	8500.0	1
HT-29 CHEMBL384	IC50	5.05	5.0167	8910.0	3
Bile acid receptor CHEMBL2047	IC50	5.01	5.01	9700.0	2
A549 CHEMBL392	IC50	4.92	4.6567	12150.0	3
U-937 CHEMBL612794	IC50	4.89	4.89	12870.0	1
L5178Y CHEMBL614720	IC50	4.84	4.835	14520.0	2
Replicase polyprotein 1ab CHEMBL4523582	IC50	4.82	4.82	15000.0	1
MDA-MB-231 CHEMBL400	IC50	4.78	4.735	16550.0	2
PANC-1 CHEMBL614139	IC50	4.69	4.69	20410.0	1
MIA PaCa-2 CHEMBL614725	IC50	4.68	4.68	21070.0	1
dengue virus type 2 CHEMBL613966	EC50	4.67	4.655	21304.0	2
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.67	4.5967	21240.0	3
BT-549 CHEMBL614072	IC50	4.63	4.63	23200.0	1
K562 CHEMBL385	IC50	4.63	4.505	23660.0	2
HuCC-A1 CHEMBL4513129	IC50	4.63	4.63	23610.0	1
HCT-116 CHEMBL394	IC50	4.62	4.56	23930.0	2
A2058 CHEMBL613503	IC50	4.58	4.58	26000.0	1
KB CHEMBL398	IC50	4.56	4.48	27370.0	3
PC-3 CHEMBL390	IC50	4.52	4.52	30000.0	1
HK-2 CHEMBL4296428	IC50	4.51	4.51	30600.0	1
MDA-MB-361 CHEMBL614129	IC50	4.5	4.5	31500.0	1
T47D CHEMBL614361	IC50	4.49	4.49	32400.0	1
Zika virus CHEMBL4296612	EC50	4.41	4.41	39300.0	1
ADMET CHEMBL612558	IC50	4.35	4.31	44500.0	2
Nuclear factor NF-kappa-B p105 subunit CHEMBL3251	IC50	4.3	4.3	49600.0	1
Hepatitis B virus CHEMBL613497	IC50	4.27	4.27	54100.0	1
Chikungunya virus CHEMBL4296563	EC50	4.11	4.11	77000.0	1
NIH3T3 CHEMBL614822	IC50	4.02	4.02	95280.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	5.46	hr	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
SARS-CoV-2	IC50	=	34.0	nM	7.47	Antiviral activity against SARS CoV-2 (01/human/Jan2020/Thailand) infected in hu...	33844528
SARS-CoV-2	IC50	=	280.0	nM	6.55	Antiviral activity against SARS CoV-2 (01/human/Jan2020/Thailand) infected in Af...	33844528
Unchecked	IC50	=	550.0	nM	6.26	Inhibition of GST-tagged recombinant RANKL/M-CSF-induced osteoclastogenesis in C...	33158578
Human immunodeficiency virus 1	IC50	=	590.0	nM	6.23	Antiviral activity against HIV1 in human TZM-bl cells assessed as viral infectiv...	22858223
Human immunodeficiency virus 1	IC50	=	588.84	nM	6.23	Antiviral activity against HIV1 in human TZM-bl cells assessed as viral infectiv...	22858223
Chikungunya virus	IC50	=	600.0	nM	6.22	Antiviral activity against Chikungunya virus	34315039
Fatty acid-binding protein, adipocyte	IC50	=	900.0	nM	6.05	Inhibition of 1,8-ANS binding to FABP4 (unknown origin)	38525852
BMMC	IC50	=	1010.0	nM	6.0	Anti-osteoporosis activity in C57BL/6 mouse BMM cells assessed as inhibition of ...	33485256
SARS-CoV-2	IC50	=	1680.0	nM	5.78	Antiviral activity against SARS CoV-2 (01/human/Jan2020/Thailand) infected in hu...	33844528
Unchecked	IC50	=	1700.0	nM	5.77	Inhibition of HIV1 gp120 expressed in human HL2/3 cells assessed as compound-tre...	22858223
P388	IC50	=	2250.0	nM	5.65	Cytotoxicity against mouse P388 cells assessed as reduction in cell viability by...	28755636
Unchecked	IC50	=	2300.0	nM	5.64	Inhibition of NF-kappaB (unknown origin) expressed in human A431 cells using p-N...	29138027
Human immunodeficiency virus	IC50	=	2320.0	nM	5.63	Antiviral activity against HIV infected in human C8166 cells	34315039
HL-60	IC50	=	2400.0	nM	5.62	Antiproliferative activity against human HL-60 cells incubated for 24 hrs by MTT...	33289552
P388	IC50	=	2900.0	nM	5.54	Antiproliferative activity against mouse P388 cells	33289552
enterovirus D68	IC50	=	3450.0	nM	5.46	Antiviral activity against Enterovirus D68 infected in human RD cells assessed a...	34315039
P388	IC50	=	6520.0	nM	5.19	Anticancer activity against mouse P388 cells assessed as reduction in cell viabi...	32527561
SARS-CoV-2	IC50	=	6580.0	nM	5.18	Antiviral activity against SARS CoV-2 (01/human/Jan2020/Thailand) infected in Af...	33844528
THP-1	IC50	=	6690.0	nM	5.17	Antiproliferative activity against human THP1 cells assessed as growth inhibitio...	20974534
RAW264.7	IC50	=	6960.0	nM	5.16	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-...	22264489

Literature References

PubMed	DOI	Target Context	# Activities
26561364	10.1016/j.bmcl.2015.10.053	NON-PROTEIN TARGET	66
33065471	10.1016/j.bmc.2020.115809	Unchecked	27
24090915	10.1016/j.ejmech.2013.09.002	Rattus norvegicus	24
25078313	10.1016/j.ejmech.2014.07.088	HEK293	12
33065471	10.1016/j.bmc.2020.115809	HUVEC	10
22026410	10.1021/np200631v	HUVEC	10
32712435	10.1016/j.ejmech.2020.112481	RAW264.7	8
8377022	10.1021/np50097a002	Mus musculus	8
33844528	10.1021/acs.jnatprod.0c01324	SARS-CoV-2	7
30144698	10.1016/j.ejmech.2018.08.046	NIH3T3	7
24120543	10.1016/j.bmcl.2013.09.049	SGC-7901	7
27104764	10.1021/acs.jnatprod.5b01006	NON-PROTEIN TARGET	7
34315039	10.1016/j.ejmech.2021.113710	Unchecked	6
27104764	10.1021/acs.jnatprod.5b01006	Mus musculus	6
-	10.1016/S0367-326X(99)00033-7	Henosepilachna vigintioctopunctata	6
33844528	10.1021/acs.jnatprod.0c01324	ADMET	6
19152987	10.1016/j.ejmech.2008.12.014	Pseudomonas aeruginosa	6
22026410	10.1021/np200631v	RAC-alpha serine/threonine-protein kinase	6
19152987	10.1016/j.ejmech.2008.12.014	Unchecked	6
30228000	10.1016/j.bmc.2018.09.002	Signal transducer and activator of transcription 3	5

Data from ChEMBL 36 via Core Engine