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Compound Detail

CHEMBL3960662

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CN(C)CCCOc1ccc(-c2ccc3ncc4c(c3c2)n(C2CCOCC2)c(=O)n4C)cn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3960662
Phase Preclinical
Structure Type MOL
InChI Key AOTRIQLYUAFVSC-UHFFFAOYSA-N
11
Targets
27
Activities
1
Assay Types
30
PK Parameters
20
Publications
0
Known Names

Molecular Properties

461.6
MW (Da)
3.63
ALogP
8
HBA
0
HBD
74.4
PSA (Ų)
0.39
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C26H31N5O3
MW 461.57
Aromatic Rings 4
Heavy Atoms 34
NP-Likeness -1.15

Activity Summary

IC50 27 meas. best 10.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine-protein kinase ATM
CHEMBL3797
 IC50 10.4 9.4078 0.0 9
HCT-116
CHEMBL394
 IC50 9.34 9.34 0.5 1
DNA-dependent protein kinase catalytic subunit
CHEMBL3142
 IC50 6.85 6.075 140.0 2
Serine/threonine-protein kinase mTOR
CHEMBL2842
 IC50 6.7 6.255 200.0 4
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
 IC50 6.57 6.57 270.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 IC50 6.5 6.1 320.0 4
MCF7
CHEMBL387
 IC50 6.22 6.22 600.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 IC50 5.96 5.96 1100.0 1
SW480
CHEMBL612544
 IC50 5.96 5.96 1100.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 IC50 5.75 5.75 1800.0 1
Serine/threonine-protein kinase ATR
CHEMBL5024
 IC50 5.21 5.21 6160.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 10.0 % Rattus norvegicus
AUC 10.0 % Canis lupus familiaris
AUC 40.35 ng.hr.mL-1 Homo sapiens
AUC 105.1 ng.hr.mL-1 Homo sapiens
AUC 206.3 ng.hr.mL-1 Homo sapiens
AUC 330.2 ng.hr.mL-1 Homo sapiens
CL 15.5 mL.min-1.kg-1 Rattus norvegicus
CL 33.3 mL.min-1.kg-1 Canis lupus familiaris
CL 5.0 mL.min-1.g-1 Homo sapiens
CL 16.0 mL.min-1.kg-1 Rattus norvegicus
CL 33.0 mL.min-1.kg-1 Canis lupus familiaris
Cmax 14.45 nM Homo sapiens
Cmax 37.83 nM Homo sapiens
Cmax 85.86 nM Homo sapiens
Cmax 127.46 nM Homo sapiens
F 57.0 % Rattus norvegicus
F 54.0 % Canis lupus familiaris
F 57.0 % Rattus norvegicus
F 54.0 % Canis lupus familiaris
Fu 0.11 - Rattus norvegicus
Fu 0.41 - Canis lupus familiaris
Fu 0.29 - Homo sapiens
Fu 0.11 - Rattus norvegicus
Fu 0.41 - Canis lupus familiaris
Fu 0.29 - Homo sapiens
T1/2 4.4 hr Rattus norvegicus
T1/2 7.6 hr Canis lupus familiaris
T1/2 9.0 hr Homo sapiens
T1/2 4.617 hr Homo sapiens
T1/2 4.1 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine-protein kinase ATM IC50 = 0.04 nM 10.4 Inhibition of ATM (unknown origin) using p53 as substrate preincubated for 30 mi... 29683659
Serine-protein kinase ATM IC50 = 0.22 nM 9.66 Inhibition of ATM in human A549 cells assessed as reduction in etoposide-stimula... 35325634
Serine-protein kinase ATM IC50 = 0.4 nM 9.4 Inhibition of ATM (unknown origin) preincubated with compound for 30 mins follow... 37438997
HCT-116 IC50 = 0.46 nM 9.34 Inhibition of colony formation in human HCT-116 cells preincubated for 1 hr foll... 37438997
Serine-protein kinase ATM IC50 = 0.575 nM 9.24 Cellular Assay: Assay a) HT29 cells (ECACC #85061109) were seeded into 384 well ... -
Serine-protein kinase ATM IC50 = 0.57 nM 9.24 Inhibition of ATM autophosphorylation at Ser1981 in human HT29 cells preincubate... 29683659
Serine-protein kinase ATM IC50 = 0.58 nM 9.24 Inhibition of ATM (unknown origin) 35051747
Serine-protein kinase ATM IC50 = 0.58 nM 9.24 Competitive inhibition of ATM (unknown origin) measured by ATP-competitive bindi... 35231830
Serine-protein kinase ATM IC50 = 0.631 nM 9.2 Inhibition of ATM in human HT-29 cells incubated for 2 hrs by Alexa Fluor 488/Ho... 38306388
Serine-protein kinase ATM IC50 = 0.9 nM 9.05 Inhibition of human ATM kinase using p53 as substrate by FRET assay 37226670
DNA-dependent protein kinase catalytic subunit IC50 = 140.0 nM 6.85 Inhibition of DNA-PK (unknown origin) 29683659
Serine/threonine-protein kinase mTOR IC50 = 200.0 nM 6.7 Inhibition of human m-TOR (L1382 to W2549 residues) expressed in mammalian expre... 29683659
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 270.0 nM 6.57 Inhibition of human PI3Kdelta (R108 to Q1044 residues) expressed in mammalian ex... 29683659
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 320.0 nM 6.5 Inhibition of human PI3Kalpha (R108 to N1068 residues) expressed in mammalian ex... 29683659
MCF7 IC50 = 600.0 nM 6.22 Antiproliferative activity against human MCF7 cells measured after 2 days by SRB... 35231830
Serine/threonine-protein kinase mTOR IC50 = 610.0 nM 6.21 Cellular Assay: Assay d) MDA-MB-468 cells (human breast adenocarcinoma ##ATCC HT... -
Serine/threonine-protein kinase mTOR IC50 = 610.0 nM 6.21 Inhibition of m-TOR in human MDA-MB-468 cells assessed as decrease in AKT phosph... 29683659
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 630.96 nM 6.2 Inhibition of PI3Kalpha in human BT-474 cells incubated for 140 mins by ELISA 38306388
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 1100.0 nM 5.96 Inhibition of human PI3Kgamma (S144 to A1102 residues) expressed in mammalian ex... 29683659
SW480 IC50 = 1100.0 nM 5.96 Antiproliferative activity against human SW480 cells measured after 3 days by SR... 35231830

Literature References

PubMed DOI Target Context # Activities
29683659 10.1021/acs.jmedchem.7b01896 Homo sapiens 13
38306388 10.1021/acs.jmedchem.3c02277 ADMET 11
29683659 10.1021/acs.jmedchem.7b01896 ADMET 8
29683659 10.1021/acs.jmedchem.7b01896 No relevant target 6
29683659 10.1021/acs.jmedchem.7b01896 Rattus norvegicus 5
29683659 10.1021/acs.jmedchem.7b01896 Canis familiaris 5
29683659 10.1021/acs.jmedchem.7b01896 Unchecked 3
29683659 10.1021/acs.jmedchem.7b01896 Hepatocyte 3
29683659 10.1021/acs.jmedchem.7b01896 Serine/threonine-protein kinase mTOR 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
29683659 10.1021/acs.jmedchem.7b01896 Mus musculus 2
37226670 10.1021/acs.jmedchem.2c02104 Serine-protein kinase ATM 2
29683659 10.1021/acs.jmedchem.7b01896 SW-620 2
29683659 10.1021/acs.jmedchem.7b01896 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 2
- 10.6019/CHEMBL4513161 Pseudomonas aeruginosa 2
35325634 10.1016/j.ejmech.2022.114234 Serine-protein kinase ATM 2
37438997 10.1021/acs.jmedchem.3c00082 ADMET 2
37438997 10.1021/acs.jmedchem.3c00082 HCT-116 2
29683659 10.1021/acs.jmedchem.7b01896 Serine-protein kinase ATM 2
29683659 10.1021/acs.jmedchem.7b01896 Cytochrome P450 1A2 1

Data from ChEMBL 36 via Core Engine