Compound Detail

CHEMBL431525

BETUNOLIC ACID

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C=C(C)[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CCC(=O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL431525
Name	BETUNOLIC ACID
Phase	Preclinical
Structure Type	MOL
InChI Key	SLJTWDNVZKIDAU-SVAFSPIFSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

454.7

MW (Da)

7.30

ALogP

HBA

HBD

54.4

PSA (Å²)

0.45

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	C30H46O3
MW	454.70
Aromatic Rings	0
Heavy Atoms	33
NP-Likeness	3.10

Activity Summary

IC50 79 meas. best 6.19

EC50 19 meas. best 6.2

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
SARS-CoV CHEMBL4303836	EC50	6.2	6.2	630.0	1
ADMET CHEMBL612558	IC50	6.19	5.01	640.0	5
Streptococcus sp. 'group A' CHEMBL612389	EC50	5.77	5.77	1684.0	1
Streptokinase A CHEMBL1293228	EC50	5.73	5.73	1848.0	1
Human alphaherpesvirus 1 CHEMBL377	EC50	5.6	5.6	2500.0	1
HCT-116 CHEMBL394	IC50	5.58	4.6825	2610.0	4
Streptococcus CHEMBL612313	EC50	5.54	5.54	2880.0	1
A2780 CHEMBL614004	IC50	5.53	5.375	2980.0	2
SW-1736 CHEMBL614773	IC50	5.52	5.52	3050.0	1
A-431 CHEMBL614069	IC50	5.49	5.49	3260.0	1
Unchecked CHEMBL612545	IC50	5.48	4.76	3310.0	7
KB CHEMBL398	IC50	5.42	5.42	3800.0	1
A2780 CHEMBL614004	EC50	5.33	5.01	4700.0	2
G-protein coupled bile acid receptor 1 CHEMBL5409	EC50	5.33	5.33	4710.0	1
Influenza A virus CHEMBL613740	EC50	5.24	5.24	5700.0	1
A549 CHEMBL392	IC50	5.24	4.8086	5700.0	7
Human alphaherpesvirus 1 CHEMBL377	IC50	5.24	5.24	5700.0	1
K562 CHEMBL385	IC50	5.22	4.9533	6000.0	6
Plasmodium falciparum CHEMBL364	IC50	5.1	5.1	7870.0	1
CCRF-CEM CHEMBL382	IC50	5.08	4.866	8400.0	5
MDA-MB-231 CHEMBL400	IC50	5.01	5.01	9770.0	1
HT-29 CHEMBL384	IC50	5.0	4.8467	10020.0	3
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.0	4.916	10050.0	5
MCF7 CHEMBL387	IC50	4.98	4.71	10370.0	5
CEM-DNR CHEMBL614547	IC50	4.96	4.96	11000.0	1
MCF7 CHEMBL387	EC50	4.92	4.755	12000.0	2
ADMET CHEMBL612558	EC50	4.88	4.88	13100.0	1
Semliki Forest virus CHEMBL613724	IC50	4.88	4.88	13182.6	2
8505C CHEMBL1075387	IC50	4.85	4.85	14000.0	1
A-375 CHEMBL613859	EC50	4.84	4.84	14300.0	1
PC-3 CHEMBL390	IC50	4.82	4.82	15000.0	2
FaDu CHEMBL612250	EC50	4.76	4.76	17400.0	1
MGC-803 CHEMBL3706566	IC50	4.75	4.75	17700.0	1
HT-29 CHEMBL384	EC50	4.73	4.73	18500.0	1
SW948 CHEMBL1075598	IC50	4.72	4.72	19170.0	1
NIH3T3 CHEMBL614822	EC50	4.71	4.71	19400.0	1
Human immunodeficiency virus 1 CHEMBL378	IC50	4.67	4.67	21400.0	1
Bcap37 CHEMBL613842	IC50	4.59	4.59	25700.0	1
A549 CHEMBL392	EC50	4.59	4.59	25900.0	1
SK-MEL-2 CHEMBL614917	IC50	4.58	4.58	26000.0	2
A-375 CHEMBL613859	IC50	4.54	4.54	28900.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	4.54	4.54	29000.0	1
MRC5 CHEMBL614181	IC50	4.53	4.525	29500.0	2
DU-145 CHEMBL613508	IC50	4.44	4.44	36000.0	1
COLO 205 CHEMBL614561	IC50	4.43	4.43	36800.0	1
U2OS CHEMBL615023	IC50	4.42	4.42	38000.0	2
BJ CHEMBL614358	IC50	4.41	4.405	39000.0	2
5'-nucleotidase CHEMBL5957	IC50	4.36	4.36	43260.0	1
BV-2 CHEMBL614781	IC50	4.22	4.22	60700.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
SARS-CoV	EC50	=	630.0	nM	6.2	Antiviral activity against SARS coronavirus in Vero E6 cells assessed as inhibit...	17663539
ADMET	IC50	=	640.0	nM	6.19	Cytotoxicity against human colchicine-resistant KBC2 cells in presence of 2.5 uM...	17346076
Streptococcus sp. 'group A'	EC50	=	1684.0	nM	5.77	PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden...	-
Streptokinase A	EC50	=	1848.0	nM	5.73	PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden...	-
ADMET	IC50	=	2300.0	nM	5.64	Cytotoxicity against human colchicine-resistant KBC2 cells after 48 hrs by MTT a...	17346076
Human alphaherpesvirus 1	EC50	=	2500.0	nM	5.6	Antiviral activity against HSV-1 determined by inhibition of viral cytopathic ef...	14505668
HCT-116	IC50	=	2610.0	nM	5.58	Antiproliferative activity against human HCT116 cells after 3 days by XTT assay	19691293
Streptococcus	EC50	=	2880.0	nM	5.54	PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Response HTS to Identify...	-
A2780	IC50	=	2980.0	nM	5.53	Cytotoxicity against human A2780 cells after 96 hrs by SRB colorimetric assay	20472329
SW-1736	IC50	=	3050.0	nM	5.52	Cytotoxicity against human SW1736 cells after 96 hrs by SRB colorimetric assay	20472329
A-431	IC50	=	3260.0	nM	5.49	Cytotoxicity against human A431 cells after 96 hrs by SRB colorimetric assay	20472329
Unchecked	IC50	=	3310.0	nM	5.48	PUBCHEM_BIOASSAY: Dose response counterscreen of uHTS chemical inhibitors of B-c...	-
KB	IC50	=	3800.0	nM	5.42	Cytotoxicity against human KB cells after 48 hrs by MTT assay	17346076
A2780	EC50	=	4700.0	nM	5.33	Cytotoxicity against human A2780 cells assessed as reduction in cell viability i...	32956968
G-protein coupled bile acid receptor 1	EC50	=	4710.0	nM	5.33	Agonist activity at TGR5 expressed in CHO cells by CRE-driven luciferase reporte...	19911773
Human alphaherpesvirus 1	IC50	=	5700.0	nM	5.24	Antiviral activity against HSV-1 7401H infected in African green monkey RC-37 ce...	26112446
A549	IC50	=	5700.0	nM	5.24	Cytotoxicity against human A549 cells assessed as reduction in cell viability af...	28500966
Influenza A virus	EC50	=	5700.0	nM	5.24	Antiviral activity against influenza A virus determined in chicken embryo cells ...	14505668
A2780	IC50	=	5970.0	nM	5.22	Cytotoxicity against human A2780 cells assessed as cell viability after 96 hrs b...	23973824
K562	IC50	=	6000.0	nM	5.22	Cytotoxicity against human K562 cells after 72 hrs by MTT assay	17371067

Literature References

PubMed	DOI	Target Context	# Activities
28500966	10.1016/j.ejmech.2017.04.062	Unchecked	6
21106454	10.1016/j.bmcl.2010.10.058	NON-PROTEIN TARGET	5
17663539	10.1021/jm070295s	SARS-CoV	5
26915998	10.1021/acs.jnatprod.5b00709	J774	5
15081004	10.1016/j.bmcl.2004.02.044	NON-PROTEIN TARGET	4
17346076	10.1021/np060631s	ADMET	4
-	10.1039/C3MD00282A	Leishmania donovani	4
19839605	10.1021/np9003245	Semliki Forest virus	3
25874331	10.1016/j.ejmech.2015.04.006	A-375	2
17371067	10.1021/np060436d	ADMET	2
19839605	10.1021/np9003245	ADMET	2
20472329	10.1016/j.ejmech.2010.04.018	NON-PROTEIN TARGET	2
17663539	10.1021/jm070295s	Replicase polyprotein 1a	2
19911773	10.1021/jm900872z	G-protein coupled bile acid receptor 1	2
25874331	10.1016/j.ejmech.2015.04.006	Bcap37	2
14505668	10.1016/s0960-894x(03)00714-5	Influenza A virus	2
15270560	10.1021/np049938m	K562	2
25874331	10.1016/j.ejmech.2015.04.006	NON-PROTEIN TARGET	2
25874331	10.1016/j.ejmech.2015.04.006	MCF7	2
14505668	10.1016/s0960-894x(03)00714-5	Human alphaherpesvirus 1	2

Data from ChEMBL 36 via Core Engine