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Compound Detail

CHEMBL20936

BENZAMIDINE
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N=C(N)c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL20936
Name BENZAMIDINE
Phase Preclinical
Structure Type MOL
InChI Key PXXJHWLDUBFPOL-UHFFFAOYSA-N
7
Targets
31
Activities
3
Assay Types
8
PK Parameters
20
Publications
0
Known Names

Molecular Properties

120.2
MW (Da)
0.97
ALogP
1
HBA
2
HBD
49.9
PSA (Ų)
0.42
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C7H8N2
MW 120.16
Aromatic Rings 1
Heavy Atoms 9
NP-Likeness -0.03

Activity Summary

Ki 27 meas. best 7.51
Kd 3 meas. best 3.45
IC50 1 meas. best 2.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine protease 1
CHEMBL3769
 Ki 7.51 5.3213 31.0 8
Coagulation factor X
CHEMBL244
 Ki 6.7 6.545 200.0 2
Prothrombin
CHEMBL204
 Ki 6.52 5.69 300.0 5
Acrosin
CHEMBL3243910
 Ki 5.4 5.4 4000.0 1
Unchecked
CHEMBL612545
 Ki 4.66 4.56 22000.0 2
Coagulation factor VII/tissue factor
CHEMBL2095194
 Ki 3.62 3.62 240000.0 1
Prothrombin
CHEMBL204
 Kd 3.45 3.4133 355000.0 3
Coagulation factor XII
CHEMBL2821
 IC50 2.62 2.62 2377000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 11863.4 ng.hr.mL-1 Sus scrofa
CL 30.0 mL.min-1.kg-1 Sus scrofa
Cmax 13700.0 nM Sus scrofa
F 91.0 % Sus scrofa
MRT 6.157 hr Sus scrofa
T1/2 3.7 hr Sus scrofa
Tmax 2.0 hr Sus scrofa
Vd 7.91 L.kg-1 Sus scrofa

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine protease 1 Ki = 31.0 nM 7.51 Inhibitory Activity against bovine trypsin 10956211
Serine protease 1 Ki = 31.0 nM 7.51 In vitro binding affinity by measuring the inhibition of bovine trypsin 7966150
Coagulation factor X Ki = 200.0 nM 6.7 Inhibitory concentration against human Coagulation factor Xa (fXa) 11881991
Prothrombin Ki = 300.0 nM 6.52 Inhibitory Activity against human thrombin 10956211
Prothrombin Ki = 300.0 nM 6.52 In vitro binding affinity by measuring the inhibition of human thrombin 7966150
Coagulation factor X Ki = 410.0 nM 6.39 Binding affinity was evaluated against Coagulation factor X 9873451
Prothrombin Ki = 1240.0 nM 5.91 Binding affinity against human thrombin 12036355
Prothrombin Ki = 1240.0 nM 5.91 Binding affinity against human thrombin 12036355
Acrosin Ki = 4000.0 nM 5.4 Reversible competitive inhibition of boar spermatozoa acrosin using BzArgOEt as ... 722718
Serine protease 1 Ki = 18400.0 nM 4.74 Binding affinity against bovine trypsin 12036355
Serine protease 1 Ki = 18400.0 nM 4.74 Binding affinity against bovine trypsin 12036355
Serine protease 1 Ki = 20000.0 nM 4.7 Inhibitory concentration against bovine trypsin 11881991
Unchecked Ki = 22000.0 nM 4.66 Inhibition of human lung tryptase using Tosyl-Gly-Pro-Arg-p-nitroanilide as subs... 32539387
Serine protease 1 Ki = 32000.0 nM 4.5 Competitive inhibition of bovine beta trypsin using Bz-Arg-NH-Np as substrate at... 32690267
Serine protease 1 Ki = 35000.0 nM 4.46 Tested for the Inhibition of the catalytic activity of bovine trypsin at 25 degr... -
Unchecked Ki = 35000.0 nM 4.46 Competitive inhibition of bovine trypsin using Z-Arg-SBzl as substrate at pH 7.5... 32690267
Serine protease 1 Ki = 39000.0 nM 4.41 Inhibitory activity against bovine trypsin expressed as dissociation constant 9876114
Coagulation factor VII/tissue factor Ki = 240000.0 nM 3.62 Inhibition of human soluble tissue factor/factor VIIa expressed in Origami B (DE... 25764119
Prothrombin Ki = 258000.0 nM 3.59 Binding affinity to thrombin (unknown origin) 26270568
Prothrombin Kd = 355000.0 nM 3.45 Binding affinity to thrombin (unknown origin) -

Literature References

PubMed DOI Target Context # Activities
18052320 10.1021/jm701259d Sus scrofa 9
722718 10.1021/jm00209a008 Unchecked 3
26270568 10.1021/acs.jmedchem.5b00812 Prothrombin 3
12036355 10.1021/jm0200299 Prothrombin 2
12036355 10.1021/jm0200299 Serine protease 1 2
37478556 10.1016/j.ejmech.2023.115636 Coagulation factor XII 2
34415167 10.1021/acs.jmedchem.1c01125 Aldehyde oxidase 2
7966150 10.1021/jm00049a008 Prothrombin 1
10956211 10.1021/jm000934y Serine protease 1 1
7966150 10.1021/jm00049a008 Thrombin & trypsin 1
10956211 10.1021/jm000934y Prothrombin 1
- 10.1016/S0960-894X(97)00210-2 Plasminogen 1
9873451 10.1016/s0960-894x(98)00333-3 Coagulation factor X 1
9876114 10.1021/jm981068g Serine protease 1 1
9876114 10.1021/jm981068g Coagulation factor X 1
9876114 10.1021/jm981068g Prothrombin 1
- 10.1016/S0960-894X(97)00210-2 Serine protease 1 1
9876114 10.1021/jm981068g Urokinase-type plasminogen activator 1
12061879 10.1021/jm0105833 Trypsin II 1
- 10.1016/S0960-894X(97)00210-2 Prothrombin 1

Data from ChEMBL 36 via Core Engine