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Compound Detail

CHEMBL3580759

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CN1CCN(C(=O)C[C@H](NC(=O)/C=C/c2cc(Cl)ccc2-n2cnnn2)c2nc(-c3ccc4[nH]c(=O)cc(O)c4c3)c(Cl)[nH]2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3580759
Phase Preclinical
Structure Type MOL
InChI Key NBMJTOOHXJGJNZ-RJOTYRNVSA-N
7
Targets
9
Activities
2
Assay Types
6
PK Parameters
17
Publications
0
Known Names

Molecular Properties

663.5
MW (Da)
2.94
ALogP
10
HBA
4
HBD
178.0
PSA (Ų)
0.18
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C30H28Cl2N10O4
MW 663.53
Aromatic Rings 5
Heavy Atoms 46
NP-Likeness -1.35

Activity Summary

Ki 8 meas. best 10.4
EC50 1 meas. best 6.28

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Coagulation factor XI
CHEMBL2820
 Ki 10.4 10.2 0.0 2
Unchecked
CHEMBL612545
 Ki 9.24 7.82 0.6 2
Plasma kallikrein
CHEMBL2000
 Ki 8.15 8.15 7.0 1
Oryctolagus cuniculus
CHEMBL374
 EC50 6.28 6.28 530.0 1
Trypsin
CHEMBL2095204
 Ki 5.21 5.21 6200.0 1
Prothrombin
CHEMBL204
 Ki 5.13 5.13 7400.0 1
Tissue-type plasminogen activator
CHEMBL1873
 Ki 4.54 4.54 29000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Fu 0.08 - Macaca fascicularis
Fu 0.026 - Rattus norvegicus
Fu 0.18 - Canis lupus familiaris
Fu 0.07 - Oryctolagus cuniculus
Fu 0.08 - Homo sapiens
T1/2 3.333 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Coagulation factor XI Ki = 0.04 nM 10.4 Inhibition of human coagulation factor 11a using p-nitroaniline as substrate ass... 26005539
Coagulation factor XI Ki = 0.1 nM 10.0 Inhibition of human coagulation factor 11a using p-nitroaniline as substrate ass... 26005539
Unchecked Ki = 0.58 nM 9.24 Inhibition of rabbit coagulation factor 11a using p-nitroaniline as substrate as... 26005539
Plasma kallikrein Ki = 7.0 nM 8.15 Inhibition of plasma kallikrein (unknown origin) 26005539
Unchecked Ki = 400.0 nM 6.4 Inhibition of chymotrypsin (unknown origin) 26005539
Oryctolagus cuniculus EC50 = 530.0 nM 6.28 Antithrombotic activity in iv dosed rabbit model of electrically induced carotid... 26005539
Trypsin Ki = 6200.0 nM 5.21 Inhibition of trypsin (unknown origin) 26005539
Prothrombin Ki = 7400.0 nM 5.13 Inhibition of thrombin (unknown origin) 26005539
Tissue-type plasminogen activator Ki = 29000.0 nM 4.54 Inhibition of tPA (unknown origin) 26005539

Literature References

PubMed DOI Target Context # Activities
26005539 10.1021/acsmedchemlett.5b00066 Plasma 13
26005539 10.1021/acsmedchemlett.5b00066 Oryctolagus cuniculus 4
26005539 10.1021/acsmedchemlett.5b00066 Unchecked 2
26005539 10.1021/acsmedchemlett.5b00066 Coagulation factor XI 2
26005539 10.1021/acsmedchemlett.5b00066 Liver microsome 1
26005539 10.1021/acsmedchemlett.5b00066 No relevant target 1
26005539 10.1021/acsmedchemlett.5b00066 Coagulation factor VII 1
26005539 10.1021/acsmedchemlett.5b00066 Coagulation factor X 1
26005539 10.1021/acsmedchemlett.5b00066 Coagulation factor IX 1
26005539 10.1021/acsmedchemlett.5b00066 Coagulation factor XII 1
26005539 10.1021/acsmedchemlett.5b00066 Prothrombin 1
26005539 10.1021/acsmedchemlett.5b00066 Trypsin 1
26005539 10.1021/acsmedchemlett.5b00066 Plasma kallikrein 1
26005539 10.1021/acsmedchemlett.5b00066 Kallikrein-1 1
26005539 10.1021/acsmedchemlett.5b00066 Tissue-type plasminogen activator 1
26005539 10.1021/acsmedchemlett.5b00066 Urokinase-type plasminogen activator 1
26005539 10.1021/acsmedchemlett.5b00066 Vitamin K-dependent protein C 1

Data from ChEMBL 36 via Core Engine