Compound Detail

CHEMBL282433

DITOLYLGUANIDINE

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Cc1ccccc1NC(=N)Nc1ccccc1C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL282433
Name	DITOLYLGUANIDINE
Phase	Preclinical
Structure Type	MOL
InChI Key	OPNUROKCUBTKLF-UHFFFAOYSA-N

Targets

223

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

239.3

MW (Da)

3.76

ALogP

HBA

HBD

47.9

PSA (Å²)

0.55

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C15H17N3
MW	239.32
Aromatic Rings	2
Heavy Atoms	18
NP-Likeness	-0.59

Activity Summary

Ki 197 meas. best 9.22

IC50 21 meas. best 7.82

Kd 4 meas. best 7.94

EC50 1 meas. best 5.16

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Glutamate receptor ionotropic, NMDA 2B CHEMBL3442	Ki	9.22	9.22	0.6	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Kd	7.94	7.7433	11.6	3
Sigma 2 receptor CHEMBL613288	Ki	7.89	7.4638	12.8	8
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	7.82	7.3268	15.0	22
Sigma non-opioid intracellular receptor 1 CHEMBL287	IC50	7.82	7.5422	15.0	9
Sigma intracellular receptor 2 CHEMBL4105864	Kd	7.75	7.75	17.9	1
Sigma intracellular receptor 2 CHEMBL4105907	Ki	7.75	7.6667	18.0	3
Sigma intracellular receptor 2 CHEMBL4105864	Ki	7.75	7.3027	18.0	22
Unchecked CHEMBL612545	Ki	7.71	7.3748	19.4	65
Sigma non-opioid intracellular receptor 1 CHEMBL4153	Ki	7.45	7.1118	35.5	61
Sigma non-opioid intracellular receptor 1 CHEMBL3602	IC50	7.44	7.14	36.0	4
Sigma 2 receptor CHEMBL613288	IC50	7.28	7.28	52.0	1
Adrenergic receptor alpha-2 CHEMBL2093864	Ki	7.24	7.24	58.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL3602	Ki	7.19	6.9217	63.9	6
Muscarinic acetylcholine receptor M1 CHEMBL276	Ki	6.13	6.13	744.0	1
Vesicular acetylcholine transporter CHEMBL2125	Ki	5.95	5.95	1134.0	1
C-8 sterol isomerase ERG2 CHEMBL3224	Ki	5.7	5.7	2000.0	1
Muscarinic acetylcholine receptor M2 CHEMBL309	Ki	5.53	5.53	2960.0	1
Opioid receptor CHEMBL2094129	Ki	5.4	5.4	3950.0	1
Female germline-specific tumor suppressor gld-1 CHEMBL1293302	IC50	5.28	5.28	5205.0	1
Glutamate NMDA receptor CHEMBL1907608	Ki	5.17	5.17	6690.0	1
3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase CHEMBL4931	Ki	5.17	5.17	6700.0	1
Cavia porcellus CHEMBL369	EC50	5.16	5.16	6900.0	1
3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase CHEMBL5525	Ki	5.12	5.12	7660.0	1
Glutamate [NMDA] receptor CHEMBL2094124	IC50	5.11	5.04	7800.0	2
Protein Rev CHEMBL1293282	IC50	5.08	5.08	8312.0	1
Glutamate NMDA receptor CHEMBL1907608	IC50	5.04	5.04	9120.0	1
Polyadenylate-binding protein 1 CHEMBL1293286	IC50	4.7	4.7	19800.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Glutamate receptor ionotropic, NMDA 2B	Ki	=	0.6	nM	9.22	Displacement of [3H]ifenprodil from GluN2B in mouse LTK cells assessed as inhibi...	36946301
Sigma non-opioid intracellular receptor 1	Kd	=	11.6	nM	7.94	Binding constant (Kd) for [3H]DTG binding to Sigma opioid receptor type 1 of gui...	12036376
Sigma 2 receptor	Ki	=	12.8	nM	7.89	Binding affinity towards sigma 2 receptor was determined in rat liver membrane u...	8295220
Sigma non-opioid intracellular receptor 1	Kd	=	13.6	nM	7.87	Binding constant (Kd) for [3H]DTG binding to Sigma opioid receptor type 1 of gui...	12036376
Sigma non-opioid intracellular receptor 1	IC50	=	15.0	nM	7.82	Inhibition of specific binding of [3H]NANM of sigma binding site in Guinea pig b...	1469697
Sigma non-opioid intracellular receptor 1	Ki	=	15.0	nM	7.82	Binding affinity to sigma 1 receptor (unknown origin)	27309376
Sigma non-opioid intracellular receptor 1	Ki	=	15.0	nM	7.82	Displacement of [3H]-(+)-pentazocine from recombinant human sigma1 receptor expr...	30904383
Sigma non-opioid intracellular receptor 1	Ki	=	15.0	nM	7.82	Affinity for sigma receptor type 1 of guinea pig using [3H]ifenprodil or (+)-[3H...	16033255
Sigma 2 receptor	Ki	=	16.8	nM	7.78	Inhibition of [3H]-DTG binding to Sigma opioid receptor type 2	-
Sigma non-opioid intracellular receptor 1	IC50	=	18.0	nM	7.75	Inhibition of specific binding of [125I]-PIPAG to sigma binding site in Guinea p...	1469697
Sigma intracellular receptor 2	Ki	=	18.0	nM	7.75	Displacement of [3H]-(+)-DTG from rat liver homogenate S2R incubated for 120 min...	37535861
Sigma intracellular receptor 2	Ki	=	18.0	nM	7.75	Binding affinity to sigma 2 receptor (unknown origin) assessed as inhibition con...	35724925
Sigma intracellular receptor 2	Kd	=	17.9	nM	7.75	Binding affinity to sigma2 receptor in rat liver membranes incubated for 120 min...	31129453
Sigma intracellular receptor 2	Ki	=	19.5	nM	7.71	Displacement of [3H]DTG from sigma 2 receptor in Wistar Han rat liver membrane a...	36919956
Unchecked	Ki	=	19.4	nM	7.71	Displacement of [3H]-di-o-tolylguanidine from sigma 2 receptor in Sprague-Dawley...	25752422
Unchecked	Ki	=	20.0	nM	7.7	Displacement of [3H]-DTG from sigma-2 receptor in human RT4 cell membranes after...	24617836
Unchecked	Ki	=	20.2	nM	7.7	Displacement of [3H]ditolylguanidine from sigma 2 opioid receptor in rat liver	18221879
Unchecked	Ki	=	20.2	nM	7.7	Displacement of [3H]di-o-tolylgluanidine from sigma 2 receptor in rat liver memb...	27396684
Sigma intracellular receptor 2	Ki	=	20.0	nM	7.7	Displacement of [3H]-di-o-tolylguanidine from sigma2 receptor in human RT4 cell ...	30939014
Sigma non-opioid intracellular receptor 1	Ki	=	21.0	nM	7.68	Inhibitory constant against sigma receptor type 2 using 3 nM [3H]ditolylguanidin...	15634021

Literature References

PubMed	DOI	Target Context	# Activities
12036376	10.1021/jm010501a	Sigma non-opioid intracellular receptor 1	8
10649973	10.1021/jm980333v	Mus musculus	6
1469697	10.1021/jm00103a005	Sigma non-opioid intracellular receptor 1	4
21859078	10.1021/jm200585k	Unchecked	3
11784148	10.1021/jm010992z	Sigma non-opioid intracellular receptor 1	3
8021913	10.1021/jm00038a002	Sigma non-opioid intracellular receptor 1	3
19053780	10.1021/jm800965b	Unchecked	3
7783132	10.1021/jm00011a020	Sigma non-opioid intracellular receptor 1	3
-	10.1016/S0960-894X(00)80068-2	Sigma non-opioid intracellular receptor 1	2
7783131	10.1021/jm00011a019	Sigma non-opioid intracellular receptor 1	2
19053780	10.1021/jm800965b	PC-3	2
8295220	10.1021/jm00028a016	Sigma non-opioid intracellular receptor 1	2
18816044	10.1021/jm8007739	Unchecked	2
18440098	10.1016/j.ejmech.2008.03.011	Unchecked	2
8027978	10.1021/jm00039a008	Unchecked	2
1975275	10.1021/jm00171a016	Glutamate [NMDA] receptor	2
15634021	10.1021/jm049433t	Sigma non-opioid intracellular receptor 1	2
8027978	10.1021/jm00039a008	Glutamate NMDA receptor	2
-	10.1016/S0960-894X(97)00417-4	Sigma non-opioid intracellular receptor 1	2
1975275	10.1021/jm00171a016	Sigma non-opioid intracellular receptor 1	2

Data from ChEMBL 36 via Core Engine