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Compound Detail

CHEMBL217092

SARACATINIB
🧪 Phase III
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🧪 Phase III
CN1CCN(CCOc2cc(OC3CCOCC3)c3c(Nc4c(Cl)ccc5c4OCO5)ncnc3c2)CC1

Basic Information

ChEMBL ID CHEMBL217092
Name SARACATINIB
Phase Phase III
Structure Type MOL
InChI Key OUKYUETWWIPKQR-UHFFFAOYSA-N

Known Names

AZ-10353926 Azd-0530 AZD0530 Saracatinib
253
Targets
483
Activities
4
Assay Types
14
PK Parameters
20
Publications
4
Known Names
20
Indications
2
Mechanisms

Molecular Properties

542.0
MW (Da)
3.94
ALogP
10
HBA
1
HBD
90.4
PSA (Ų)
0.45
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -tinib
USAN Year 2009

Extended Properties

Molecular Formula C27H32ClN5O5
MW 542.04
Aromatic Rings 3
Heavy Atoms 38
NP-Likeness -0.68

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Tyrosine-protein kinase ABL inhibitor INHIBITOR Tyrosine-protein kinase ABL1
Tyrosine-protein kinase SRC inhibitor INHIBITOR Proto-oncogene tyrosine-protein kinase Src

Indications

Alcohol Drinking Alzheimer Disease Breast Neoplasms Breast Neoplasms, Male Carcinoma, Non-Small-Cell Lung Colonic Neoplasms Colorectal Neoplasms Fallopian Tube Neoplasms Lymphangioleiomyomatosis Melanoma Myositis Ossificans Neoplasms Neoplasms Osteosarcoma Ovarian Neoplasms Prostatic Neoplasms, Castration-Resistant Rectal Neoplasms Thymoma Thymus Neoplasms Alcoholism

Activity Summary

IC50 412 meas. best 9.15
Kd 46 meas. best 8.7
EC50 23 meas. best 5.8
Ki 2 meas. best 7.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase Yes
CHEMBL2073
IC50 9.15 8.512 0.7 5
Proto-oncogene tyrosine-protein kinase Src
CHEMBL267
IC50 9.0 8.4164 1.0 11
Receptor-interacting serine/threonine-protein kinase 2
CHEMBL5014
Kd 8.7 8.7 2.0 1
Tyrosine-protein kinase Lck
CHEMBL258
IC50 8.4 8.4 4.0 1
Activin receptor type-1
CHEMBL5903
Kd 8.4 8.4 4.0 1
Tyrosine-protein kinase Lck
CHEMBL258
Kd 8.05 8.05 9.0 1
Ephrin type-A receptor 1
CHEMBL5810
Kd 8.0 8.0 10.0 1
Breakpoint cluster region protein
CHEMBL5146
Kd 7.8 7.8 16.0 1
Bone morphogenetic protein receptor type-1B
CHEMBL5476
Kd 7.54 7.54 29.0 1
Tyrosine-protein kinase ABL1
CHEMBL1862
IC50 7.52 7.52 30.0 3
Membrane-associated tyrosine- and threonine-specific cdc2-inhibitory kinase
CHEMBL3984
Ki 7.4 6.34 39.8 2
Tyrosine-protein kinase ABL1
CHEMBL1862
Kd 7.28 7.28 53.0 1
Bone morphogenetic protein receptor type-1A
CHEMBL5275
Kd 7.22 7.22 60.0 1
CTV-1
CHEMBL2366360
IC50 7.21 7.21 61.4 1
Epidermal growth factor receptor
CHEMBL203
IC50 7.18 5.985 66.0 4
Tyrosine-protein kinase ABL2
CHEMBL4014
Kd 7.04 7.04 91.0 1
Tyrosine-protein kinase Yes
CHEMBL2073
Kd 7.02 7.02 95.0 1
Tyrosine-protein kinase Fyn
CHEMBL1841
Kd 7.01 7.01 98.0 1
Tyrosine-protein kinase HCK
CHEMBL3234
Kd 7.0 7.0 100.0 1
Cyclin-G-associated kinase
CHEMBL4355
Kd 6.97 6.97 108.0 1
Tyrosine-protein kinase Lyn
CHEMBL3905
Kd 6.95 6.95 113.0 1
Proto-oncogene tyrosine-protein kinase Src
CHEMBL267
Kd 6.88 6.88 132.0 1
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
Kd 6.85 6.85 140.0 1
A549
CHEMBL392
IC50 6.85 6.85 140.0 1
Activin receptor type-1B
CHEMBL5310
Kd 6.85 6.85 142.0 1
LAMA-84
CHEMBL2366090
IC50 6.8 6.8 159.9 1
Proto-oncogene tyrosine-protein kinase receptor Ret
CHEMBL2041
Kd 6.75 6.75 178.0 1
TGF-beta receptor type-1
CHEMBL4439
Kd 6.71 6.71 197.0 1
Mast/stem cell growth factor receptor Kit
CHEMBL1936
IC50 6.7 6.7 200.0 3
K562
CHEMBL385
IC50 6.66 6.505 220.0 2
MEG-01
CHEMBL2366084
IC50 6.62 6.62 236.9 1
EM-2
CHEMBL2366281
IC50 6.58 6.58 265.0 1
TE-15
CHEMBL2366086
IC50 6.56 6.56 274.1 1
Atypical kinase COQ8A, mitochondrial
CHEMBL5550
Kd 6.56 6.56 275.0 1
NCI-H1648
CHEMBL2366214
IC50 6.55 6.55 281.2 1
TE-12
CHEMBL2366278
IC50 6.49 6.49 326.8 1
Membrane-associated tyrosine- and threonine-specific cdc2-inhibitory kinase
CHEMBL3984
IC50 6.38 5.69 418.0 2
LB996-RCC
CHEMBL2366110
IC50 6.36 6.36 442.0 1
D-336MG
CHEMBL2366113
IC50 6.3 6.3 503.0 1
Protein-tyrosine kinase 6
CHEMBL4601
Kd 6.25 6.25 566.0 1
NOS-1
CHEMBL2366141
IC50 6.22 6.22 605.3 1
Platelet-derived growth factor receptor beta
CHEMBL1913
Kd 6.2 6.2 631.0 1
EW-24
CHEMBL2366206
IC50 6.2 6.2 626.9 1
BV-173
CHEMBL2366145
IC50 6.18 6.18 652.5 1
Ephrin type-A receptor 2
CHEMBL2068
Kd 6.14 6.14 729.0 1
NCCIT
CHEMBL1075511
IC50 6.13 6.13 732.2 1
NCI-H1436
CHEMBL2366205
IC50 6.1 6.1 790.5 1
Tyrosine-protein kinase CSK
CHEMBL2634
IC50 6.08 6.08 840.0 3
TE-8
CHEMBL2366182
IC50 6.06 6.06 872.8 1
BB30-HNC
CHEMBL2366271
IC50 6.06 6.06 862.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 12000.0 ng.hr.mL-1 Mus musculus
CL 20.0 mL.min-1.kg-1 Rattus norvegicus
CL 16.67 mL.min-1.kg-1 Rattus norvegicus
CL 11.67 mL.min-1.kg-1 Canis lupus familiaris
F 79.0 % Rattus norvegicus
F 92.0 % Rattus norvegicus
F 50.0 % Canis lupus familiaris
Fu 0.09 - Homo sapiens
Fu 0.13 - Rattus norvegicus
Fu 0.14 - Canis lupus familiaris
T1/2 5.0 hr Rattus norvegicus
T1/2 5.0 hr Rattus norvegicus
T1/2 7.0 hr Canis lupus familiaris
T1/2 40.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase Yes IC50 = 0.7 nM 9.15 Inhibition of Yes1 (unknown origin) by [gamma-33P]-ATP radiolabeled enzyme activ... 23787099
Proto-oncogene tyrosine-protein kinase Src IC50 = 1.0 nM 9.0 Inhibition of Src kinase 17360676
Receptor-interacting serine/threonine-protein kinase 2 Kd = 2.0 nM 8.7 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Proto-oncogene tyrosine-protein kinase Src IC50 = 2.7 nM 8.57 Inhibition of SRC (unknown origin) 33539089
Proto-oncogene tyrosine-protein kinase Src IC50 = 2.7 nM 8.57 Inhibition of SRC (unknown origin) 30878832
Proto-oncogene tyrosine-protein kinase Src IC50 = 2.7 nM 8.57 Inhibition of c-SRC 21459579
Proto-oncogene tyrosine-protein kinase Src IC50 = 2.7 nM 8.57 Inhibition of SRC 20218623
Proto-oncogene tyrosine-protein kinase Src IC50 = 2.7 nM 8.57 Inhibition of human c-Src in NIH3T3 cells 17064066
Proto-oncogene tyrosine-protein kinase Src IC50 = 2.7 nM 8.57 Inhibition of SRC (unknown origin) 33970631
Proto-oncogene tyrosine-protein kinase Src IC50 = 3.0 nM 8.52 Inhibition of Src 18077425
Proto-oncogene tyrosine-protein kinase Src IC50 = 3.0 nM 8.52 Inhibition of Src kinase 19321350
Activin receptor type-1 Kd = 4.0 nM 8.4 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Tyrosine-protein kinase Yes IC50 = 4.0 nM 8.4 Inhibition of recombinant C-YES by ELISA 17064066
Tyrosine-protein kinase Yes IC50 = 4.0 nM 8.4 Inhibition of c-Yes 18077425
Tyrosine-protein kinase Lck IC50 = 4.0 nM 8.4 Inhibition of Lck by cellular assay 18077425
Tyrosine-protein kinase Yes IC50 = 4.0 nM 8.4 Inhibition of YES 20218623
Tyrosine-protein kinase Yes IC50 = 6.2 nM 8.21 Inhibition of Yes1 (unknown origin) assessed as kinase-dependent enzymatic produ... 23787099
Tyrosine-protein kinase Lck Kd = 9.0 nM 8.05 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Ephrin type-A receptor 1 Kd = 10.0 nM 8.0 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Proto-oncogene tyrosine-protein kinase Src IC50 = 10.0 nM 8.0 Inhibition of Src kinase 19321350

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 HEK-293T 344
- 10.6019/CHEMBL4689842 U2OS 343
- 10.6019/CHEMBL4689842 Fibroblast 340
18077425 10.1073/pnas.0707498104 NON-PROTEIN TARGET 222
18077425 10.1073/pnas.0707498104 COLO 14
17360676 10.1073/pnas.0611681104 Dengue virus 10
26254279 10.18632/oncotarget.4214 Unchecked 9
17064066 10.1021/jm060434q Rattus norvegicus 9
18077425 10.1073/pnas.0707498104 HeLa 7
17064066 10.1021/jm060434q Canis familiaris 5
29941193 10.1016/j.bmc.2018.06.027 Membrane-associated tyrosine- and threonine-specific cdc2-inhibitory kinase 4
29191878 10.1126/science.aan4368 Unchecked 4
29752185 10.1016/j.bmcl.2018.05.007 ADMET 4
33970631 10.1021/acs.jmedchem.1c00302 Dengue virus 3
17064066 10.1021/jm060434q Unchecked 3
17360676 10.1073/pnas.0611681104 dengue virus type 2 3
17064066 10.1021/jm060434q Calu-6 3
17064066 10.1021/jm060434q No relevant target 3
17064066 10.1021/jm060434q Mus musculus 3
18077425 10.1073/pnas.0707498104 SNG-M 2

Data from ChEMBL 36 via Core Engine