Compound Detail

CHEMBL15844

INDOLE

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c1ccc2[nH]ccc2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL15844
Name	INDOLE
Phase	Preclinical
Structure Type	MOL
InChI Key	SIKJAQJRHWYJAI-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

117.2

MW (Da)

2.17

ALogP

HBA

HBD

15.8

PSA (Å²)

0.54

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	C8H7N
MW	117.15
Aromatic Rings	2
Heavy Atoms	9
NP-Likeness	-0.41

Activity Summary

IC50 5 meas. best 5.75

Kd 5 meas. best 3.52

Ki 5 meas. best 5.63

EC50 2 meas. best 4.12

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
SK-N-SH CHEMBL614924	IC50	5.75	5.75	1780.0	1
Carbonic anhydrase 4 CHEMBL3729	Ki	5.63	5.63	2330.0	1
Carbonic anhydrase 6 CHEMBL3025	Ki	5.44	5.44	3630.0	1
MRC5 CHEMBL614181	IC50	4.81	4.81	15580.0	1
Carbonic anhydrase 3 CHEMBL1944498	Ki	4.75	4.75	17600.0	1
Carbonic anhydrase 1 CHEMBL261	Ki	4.56	4.56	27400.0	1
Carbonic anhydrase 2 CHEMBL205	Ki	4.49	4.49	32500.0	1
Spodoptera exigua CHEMBL613321	IC50	4.28	4.28	52920.0	1
Unchecked CHEMBL612545	IC50	4.19	4.19	64900.0	1
Transient receptor potential cation channel subfamily A member 1 CHEMBL6007	EC50	4.12	4.12	75200.0	1
Phenol oxidase CHEMBL2366412	IC50	4.11	4.11	78320.0	1
Intercellular adhesion molecule (ICAM-1), Integrin alpha-L/beta-2 CHEMBL2096661	Kd	3.52	3.52	300000.0	1
Adenosine kinase CHEMBL3589	Kd	2.52	2.52	3000000.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
SK-N-SH	IC50	=	1780.0	nM	5.75	Cytotoxicity against human SK-N-SH cells after 48 hrs by MTT assay	22386528
Carbonic anhydrase 4	Ki	=	2330.0	nM	5.63	Inhibition of human carbonic anhydrase 4 using 4-nitrophenylacetate as substrate...	22245047
Carbonic anhydrase 6	Ki	=	3630.0	nM	5.44	Inhibition of human carbonic anhydrase 6 using 4-nitrophenylacetate as substrate...	22245047
MRC5	IC50	=	15580.0	nM	4.81	Cytotoxicity against human MRC5 cells after 48 hrs by MTT assay	22386528
Carbonic anhydrase 3	Ki	=	17600.0	nM	4.75	Inhibition of bovine carbonic anhydrase 3 using 4-nitrophenylacetate as substrat...	22245047
Carbonic anhydrase 1	Ki	=	27400.0	nM	4.56	Inhibition of human carbonic anhydrase 1 using 4-nitrophenylacetate as substrate...	22245047
Carbonic anhydrase 2	Ki	=	32500.0	nM	4.49	Inhibition of human carbonic anhydrase 2 using 4-nitrophenylacetate as substrate...	22245047
Spodoptera exigua	IC50	=	52920.0	nM	4.28	Inhibition of immune responses in Spodoptera exigua fifth-instar larvae assessed...	22447611
Unchecked	IC50	=	64900.0	nM	4.19	Inhibition of PLA2 in hemocytes of Spodoptera exigua fifth-instar larvae using p...	22447611
Transient receptor potential cation channel subfamily A member 1	EC50	=	75200.0	nM	4.12	Agonist activity at TRPA1 (unknown origin) by calcium imaging assay	33129991
Phenol oxidase	IC50	=	78320.0	nM	4.11	Inhibition of phenoloxidase activity in hemolymph of Spodoptera exigua fifth-ins...	22447611
Intercellular adhesion molecule (ICAM-1), Integrin alpha-L/beta-2	Kd	=	300000.0	nM	3.52	Dissociation constant for Leukocyte function associated antigen 1 (LFA-1)	15214773
Adenosine kinase	Kd	=	3000000.0	nM	2.52	Dissociation constant against adenosine kinase	15214773
Adenosine kinase	Kd	=	3000000.0	nM	2.52	Inhibition of human adenosine kinase	11123986

Literature References

PubMed	DOI	Target Context	# Activities
33984475	10.1016/j.bmcl.2021.128096	Unchecked	7
18852280	10.1128/aac.00669-08	Hepatitis C virus	6
19640715	10.1016/j.bmcl.2009.07.082	Unchecked	5
28256372	10.1016/j.bmcl.2017.02.033	Unchecked	4
33984475	10.1016/j.bmcl.2021.128096	INS1	3
23777828	10.1016/j.bmc.2013.05.044	NON-PROTEIN TARGET	3
30568753	10.1039/C8MD00436F	Unchecked	3
18558667	10.1021/jm701549s	No relevant target	2
850239	10.1021/jm00214a015	Rattus norvegicus	2
22447611	10.1128/aem.00301-12	Phenol oxidase	2
17378546	10.1021/jm061471k	Unchecked	2
22447611	10.1128/aem.00301-12	Plutella xylostella	2
33129991	10.1016/j.bmcl.2020.127639	Transient receptor potential cation channel subfamily A member 1	2
24411196	10.1016/j.bmc.2013.12.040	NON-PROTEIN TARGET	2
27116711	10.1016/j.ejmech.2016.04.039	NON-PROTEIN TARGET	2
15163202	10.1021/jm030561b	Glycogen synthase kinase-3	2
15163202	10.1021/jm030561b	Cyclin-dependent kinase 5/CDK5 activator 1	2
31711793	10.1016/j.ejmech.2019.111770	No relevant target	2
22447611	10.1128/aem.00301-12	Unchecked	2
36274276	10.1016/j.ejmech.2022.114845	Saccharomyces cerevisiae	1

Data from ChEMBL 36 via Core Engine