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Compound Detail

CHEMBL127898

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Cn1cncc1C(OCc1c(-c2ccc(OC(F)(F)F)cc2)cc(C#N)c(=O)n1C)c1ccc(C#N)cc1

Basic Information

ChEMBL ID CHEMBL127898
Phase Preclinical
Structure Type MOL
InChI Key AXIVWWPYPSYJLD-UHFFFAOYSA-N
11
Targets
12
Activities
3
Assay Types
2
PK Parameters
4
Publications
0
Known Names

Molecular Properties

519.5
MW (Da)
4.73
ALogP
8
HBA
0
HBD
105.9
PSA (Ų)
0.35
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H20F3N5O3
MW 519.48
Aromatic Rings 4
Heavy Atoms 38
NP-Likeness -0.95

Activity Summary

Ki 9 meas. best 6.8
IC50 2 meas. best 9.14
EC50 1 meas. best 8.41

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Protein farnesyltransferase
CHEMBL2094108
IC50 9.14 9.14 0.7 1
Protein farnesyltransferase
CHEMBL2094108
EC50 8.41 8.41 3.9 1
Aurora kinase B
CHEMBL2185
Ki 6.8 6.8 158.5 1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
Ki 6.5 6.5 316.2 1
Tyrosine-protein kinase Lyn
CHEMBL3905
Ki 6.5 6.5 316.2 1
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
Ki 6.2 6.2 631.0 1
MAP/microtubule affinity-regulating kinase 3
CHEMBL5600
Ki 6.1 6.1 794.3 1
Geranylgeranyl transferase type I
CHEMBL2095164
IC50 5.85 5.85 1400.0 1
Ribosomal protein S6 kinase beta-1
CHEMBL4501
Ki 5.8 5.8 1584.9 1
Glycogen synthase kinase-3 beta
CHEMBL262
Ki 5.6 5.6 2511.9 1
Serine/threonine-protein kinase TAO1
CHEMBL5261
Ki 5.4 5.4 3981.1 1
Serine/threonine-protein kinase 3
CHEMBL4708
Ki 5.1 5.1 7943.3 1

Pharmacokinetic Data

Parameter Value Units Species
F 52.0 % Canis lupus familiaris
F 34.0 % Cercopithecidae

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Protein farnesyltransferase IC50 = 0.73 nM 9.14 In vitro inhibitory activity against farnesyltransferase (FT) 14592494
Protein farnesyltransferase EC50 = 3.9 nM 8.41 In vitro effective concentration against farnesyltransferase (FT) 14592494
Aurora kinase B Ki = 158.49 nM 6.8 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Dual specificity tyrosine-phosphorylation-regulated kinase 1A Ki = 316.23 nM 6.5 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Tyrosine-protein kinase Lyn Ki = 316.23 nM 6.5 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Receptor-type tyrosine-protein kinase FLT3 Ki = 630.96 nM 6.2 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
MAP/microtubule affinity-regulating kinase 3 Ki = 794.33 nM 6.1 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Geranylgeranyl transferase type I IC50 = 1400.0 nM 5.85 In vitro inhibitory activity against Geranylgeranyl transferase type I 14592494
Ribosomal protein S6 kinase beta-1 Ki = 1584.89 nM 5.8 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Glycogen synthase kinase-3 beta Ki = 2511.89 nM 5.6 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Serine/threonine-protein kinase TAO1 Ki = 3981.07 nM 5.4 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Serine/threonine-protein kinase 3 Ki = 7943.28 nM 5.1 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -

Literature References

PubMed DOI Target Context # Activities
14592494 10.1016/j.bmcl.2003.08.058 Protein farnesyltransferase 2
14592494 10.1016/j.bmcl.2003.08.058 Geranylgeranyl transferase type I 1
14592494 10.1016/j.bmcl.2003.08.058 Canis familiaris 1
14592494 10.1016/j.bmcl.2003.08.058 ADMET 1

Data from ChEMBL 36 via Core Engine