Compound Detail

CHEMBL463763

TRIPTOLIDE

🧪 Phase III

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🧪 Phase III

CC(C)[C@]12O[C@H]1[C@@H]1O[C@]13[C@]1(O[C@H]1C[C@H]1C4=C(CC[C@@]13C)C(=O)OC4)[C@@H]2O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL463763
Name	TRIPTOLIDE
Phase	Phase III
Structure Type	MOL
InChI Key	DFBIRQPKNDILPW-CIVMWXNOSA-N

Known Names

NSC-163062 Triptolide

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

360.4

MW (Da)

1.10

ALogP

HBA

HBD

84.1

PSA (Å²)

0.56

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula	C20H24O6
MW	360.41
Aromatic Rings	0
Heavy Atoms	26
NP-Likeness	3.65

Indications

Infections Polycystic Kidney, Autosomal Dominant Carcinoma, Non-Small-Cell Lung HIV Infections Lung Neoplasms

Activity Summary

IC50 94 meas. best 8.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
BGC-823 CHEMBL614526	IC50	8.7	8.7	2.0	1
NCI-H1975 CHEMBL614348	IC50	8.7	8.21	2.0	2
HT-29 CHEMBL384	IC50	8.68	8.005	2.1	2
HCT-116 CHEMBL394	IC50	8.52	8.0475	3.0	4
Unchecked CHEMBL612545	IC50	8.3	7.8367	5.0	3
SK-OV-3 CHEMBL614925	IC50	8.22	7.7883	6.0	6
THP-1 CHEMBL614245	IC50	8.15	8.15	7.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	8.08	7.6756	8.3	9
LNCaP CHEMBL612518	IC50	8.01	8.01	9.7	1
Nuclear factor NF-kappa-B complex CHEMBL2094258	IC50	8.0	8.0	10.0	1
MDA-MB-468 CHEMBL614335	IC50	8.0	8.0	10.0	1
dCTP pyrophosphatase 1 CHEMBL3769292	IC50	8.0	5.208	10.0	5
MV4-11 CHEMBL613835	IC50	7.92	7.92	12.0	1
NCI-H460 CHEMBL396	IC50	7.85	7.85	14.0	1
RAW264.7 CHEMBL612557	IC50	7.85	7.745	14.0	2
Proteinase-activated receptor 2 CHEMBL5963	IC50	7.85	7.745	14.0	2
HepG2 CHEMBL395	IC50	7.85	7.255	14.0	4
NCI-H1650 CHEMBL1075518	IC50	7.82	7.82	15.0	1
SGC-7901 CHEMBL614909	IC50	7.82	7.82	15.0	1
L02 CHEMBL4296457	IC50	7.8	7.74	16.0	2
MOLT-4 CHEMBL614177	IC50	7.77	7.77	17.0	1
A549 CHEMBL392	IC50	7.76	7.5575	17.5	4
SMMC-7721 CHEMBL613831	IC50	7.75	7.75	18.0	1
PC-3 CHEMBL390	IC50	7.74	7.6543	18.3	7
MCF7 CHEMBL387	IC50	7.72	7.69	19.0	2
Bel-7402 CHEMBL614279	IC50	7.7	7.7	20.0	1
MDA-MB-231 CHEMBL400	IC50	7.62	7.455	24.0	2
DU-145 CHEMBL613508	IC50	7.62	7.62	24.0	1
HaCaT CHEMBL614392	IC50	7.57	7.57	27.0	1
HCT-15 CHEMBL612263	IC50	7.54	7.54	29.0	1
U-251 CHEMBL615022	IC50	7.48	7.395	33.0	2
Hepatocyte CHEMBL613289	IC50	7.42	7.42	37.7	1
Prostaglandin G/H synthase 2 CHEMBL230	IC50	7.4	7.4	40.0	1
HeLa CHEMBL399	IC50	7.37	7.2533	43.0	3
KB CHEMBL398	IC50	7.37	7.37	43.0	1
HUVEC CHEMBL613979	IC50	7.36	7.36	44.0	1
NCI-H1299 CHEMBL612255	IC50	7.31	7.31	49.0	1
K562 CHEMBL385	IC50	7.3	7.3	50.0	1
SW480 CHEMBL612544	IC50	7.3	7.3	50.0	1
NIH3T3 CHEMBL614822	IC50	7.3	7.3	50.0	1
PANC-1 CHEMBL614139	IC50	7.25	6.975	56.0	2
Huh-7 CHEMBL614039	IC50	7.13	7.13	74.6	1
Jurkat CHEMBL397	IC50	6.85	6.85	140.0	1
SW-620 CHEMBL612262	IC50	6.79	6.79	163.0	1
MKN-28 CHEMBL614353	IC50	6.7	6.7	200.0	1
MDCK CHEMBL614068	IC50	5.92	5.92	1200.0	1
A2780 CHEMBL614004	IC50	5.74	5.74	1827.0	1
ADMET CHEMBL612558	IC50	5.06	5.06	8800.0	1
MEF CHEMBL614342	IC50	5.04	5.04	9200.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	31.86	ng.hr.mL-1	Rattus norvegicus
Cmax	44.17	nM	Rattus norvegicus
Tmax	0.44	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
BGC-823	IC50	=	2.0	nM	8.7	Antiproliferative activity against human BGC-823 cells assessed as reduction in ...	32028140
NCI-H1975	IC50	=	2.0	nM	8.7	Cytotoxicity against human NCI-H1975 cells incubated for 72 hrs by MTT assay	35617856
HT-29	IC50	=	2.1	nM	8.68	Cytotoxicity against human HT-29 cells	21470864
HCT-116	IC50	=	3.0	nM	8.52	Antiproliferative activity against human HCT-116 cells assessed as reduction in ...	32028140
HCT-116	IC50	=	4.7	nM	8.33	Cytotoxicity against human HCT116 cells assessed as decrease in cell viability	31121546
Unchecked	IC50	=	5.0	nM	8.3	Antiproliferative activity against human B16-F10 cells assessed as reduction in ...	32028140
SK-OV-3	IC50	=	6.0	nM	8.22	Antiproliferative activity against human SKOV3 cells after 72 hrs by SRB assay	20833543
SK-OV-3	IC50	=	6.0	nM	8.22	Cytotoxicity against human SKOV3 cells after 72 hrs by sulforhodamine B assay	24378709
THP-1	IC50	=	7.04	nM	8.15	Antiproliferative activity against human THP-1 cells assessed as inhibition of c...	36115206
SK-OV-3	IC50	=	7.2	nM	8.14	Cytotoxic activity against human SKOV3 cells assessed as reduction in cell viabi...	28011223
NON-PROTEIN TARGET	IC50	=	8.3	nM	8.08	Cytotoxicity against imatinib-resistant human KBM5 cells harboring Bcr-Abl T315I...	20149665
SK-OV-3	IC50	=	9.0	nM	8.05	Cytotoxicity against human SKOV3 cells by SRB assay	19637874
LNCaP	IC50	=	9.7	nM	8.01	Antiproliferative activity against androgen-sensitive human LNCaP cells assessed...	35247754
HCT-116	IC50	=	10.0	nM	8.0	Cytotoxicity against human HCT116 cells after 72 hrs by MTT assay	19637874
dCTP pyrophosphatase 1	IC50	=	10.0	nM	8.0	Inhibition of DCTPP1 (unknown origin)	38569434
Nuclear factor NF-kappa-B complex	IC50	=	10.0	nM	8.0	Inhibition of NF-kappaB (unknown origin)	38569434
MDA-MB-468	IC50	=	10.0	nM	8.0	Cytotoxicity against human MDA-MB-468 cells by SRB assay	19637874
SK-OV-3	IC50	=	10.0	nM	8.0	Cytotoxicity against human SKOV3 cells after 72 hrs by MTT assay	19637874
NON-PROTEIN TARGET	IC50	=	10.3	nM	7.99	Cytotoxicity against human KBM5 cells harboring wild type Bcr-Abl after 72 hrs b...	20149665
MV4-11	IC50	=	12.03	nM	7.92	Antiproliferative activity against human MV4-11 cells assessed as cell growth in...	36115206

Literature References

PubMed	DOI	Target Context	# Activities
38964974	10.1016/j.bmc.2024.117788	A2780	75
35617856	10.1016/j.ejmech.2022.114463	NCI-H460	19
35617856	10.1016/j.ejmech.2022.114463	ADMET	10
30613335	10.1021/acsmedchemlett.8b00404	ADMET	8
17360534	10.1073/pnas.0700499104	Unchecked	8
38964974	10.1016/j.bmc.2024.117788	Unchecked	8
34700239	10.1016/j.bmc.2021.116466	ADMET	7
20149665	10.1016/j.bmc.2010.01.052	NON-PROTEIN TARGET	6
-	10.1007/s00044-011-9650-0	RAW264.7	6
17360534	10.1073/pnas.0700499104	Mus musculus	6
38964974	10.1016/j.bmc.2024.117788	ADMET	5
31121546	10.1016/j.ejmech.2019.05.032	Unchecked	5
29366650	10.1016/j.bmcl.2018.01.019	Cortical neurone	5
26164188	10.1016/j.bmcl.2015.06.052	Heat shock factor protein 1	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
17360534	10.1073/pnas.0700499104	NON-PROTEIN TARGET	4
19637874	10.1021/jm900342g	NON-PROTEIN TARGET	4
36115206	10.1016/j.ejmech.2022.114694	ADMET	4
34700239	10.1016/j.bmc.2021.116466	HepG2	3
30613335	10.1021/acsmedchemlett.8b00404	HepG2	2

Data from ChEMBL 36 via Core Engine