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Compound Detail

CHEMBL25101

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NCCCNCCCCNCCCNC(=O)Cc1cccc2ccccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL25101
Phase Preclinical
Structure Type MOL
InChI Key ZUINPPQIQARTKX-UHFFFAOYSA-N
15
Targets
16
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

370.5
MW (Da)
2.20
ALogP
4
HBA
4
HBD
79.2
PSA (Ų)
0.38
QED
0
Ro5 Violations
14
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C22H34N4O
MW 370.54
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.58

Activity Summary

Ki 14 meas. best 7.75
IC50 2 meas. best 6.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 4
CHEMBL3729
 Ki 7.75 7.75 18.0 1
Carbonic anhydrase 7
CHEMBL2326
 Ki 7.0 7.0 100.0 1
Carbonic anhydrase 6
CHEMBL3025
 Ki 6.96 6.96 110.0 1
Carbonic anhydrase 9
CHEMBL3594
 Ki 6.92 6.92 120.0 1
MDA-MB-231
CHEMBL400
 Ki 6.75 6.75 178.0 1
Carbonic anhydrase 12
CHEMBL3242
 Ki 6.72 6.72 190.0 1
Glutamate receptor ionotropic, AMPA
CHEMBL2093871
 IC50 6.16 6.16 690.0 2
Carbonic anhydrase 15
CHEMBL5973
 Ki 6.11 6.11 780.0 1
Carbonic anhydrase 14
CHEMBL3510
 Ki 5.99 5.99 1030.0 1
Carbonic anhydrase 5A, mitochondrial
CHEMBL4789
 Ki 5.99 5.99 1030.0 1
Carbonic anhydrase 5B, mitochondrial
CHEMBL3969
 Ki 5.98 5.98 1050.0 1
Carbonic anhydrase 2
CHEMBL205
 Ki 5.95 5.95 1130.0 1
Carbonic anhydrase 13
CHEMBL2186
 Ki 4.99 4.99 10200.0 1
Carbonic anhydrase 3
CHEMBL2885
 Ki 4.94 4.94 11600.0 1
Carbonic anhydrase 1
CHEMBL261
 Ki 4.91 4.91 12300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 4 Ki = 18.0 nM 7.75 Inhibition of human carbonic anhydrase 4 by stopped flow CO2 hydration method 20590092
Carbonic anhydrase 7 Ki = 100.0 nM 7.0 Inhibition of human carbonic anhydrase 7 by stopped flow CO2 hydration method 20590092
Carbonic anhydrase 6 Ki = 110.0 nM 6.96 Inhibition of human carbonic anhydrase 6 by stopped flow CO2 hydration method 20590092
Carbonic anhydrase 9 Ki = 120.0 nM 6.92 Inhibition of human carbonic anhydrase 9 by stopped flow CO2 hydration method 20590092
MDA-MB-231 Ki = 178.0 nM 6.75 Inhibition of [3H]spermidine transport into MDA-MB-231 (human breast cancer) cel... 11606128
Carbonic anhydrase 12 Ki = 190.0 nM 6.72 Inhibition of human carbonic anhydrase 12 by stopped flow CO2 hydration method 20590092
Glutamate receptor ionotropic, AMPA IC50 = 690.0 nM 6.16 Antagonistic activity against Ca++permeable Ionotropic glutamate receptor AMPA a... 11551773
Glutamate receptor ionotropic, AMPA IC50 = 690.0 nM 6.16 Antagonist activity for [Ca2+] permeable Ionotropic glutamate receptor AMPA expr... 11392532
Carbonic anhydrase 15 Ki = 780.0 nM 6.11 Inhibition of mouse carbonic anhydrase 15 by stopped flow CO2 hydration method 20590092
Carbonic anhydrase 5A, mitochondrial Ki = 1030.0 nM 5.99 Inhibition of human carbonic anhydrase 5A by stopped flow CO2 hydration method 20590092
Carbonic anhydrase 14 Ki = 1030.0 nM 5.99 Inhibition of human carbonic anhydrase 14 by stopped flow CO2 hydration method 20590092
Carbonic anhydrase 5B, mitochondrial Ki = 1050.0 nM 5.98 Inhibition of human carbonic anhydrase 5B by stopped flow CO2 hydration method 20590092
Carbonic anhydrase 2 Ki = 1130.0 nM 5.95 Inhibition of human carbonic anhydrase 2 by stopped flow CO2 hydration method 20590092
Carbonic anhydrase 13 Ki = 10200.0 nM 4.99 Inhibition of mouse carbonic anhydrase 13 by stopped flow CO2 hydration method 20590092
Carbonic anhydrase 3 Ki = 11600.0 nM 4.94 Inhibition of human carbonic anhydrase 3 by stopped flow CO2 hydration method 20590092
Carbonic anhydrase 1 Ki = 12300.0 nM 4.91 Inhibition of human carbonic anhydrase 1 by stopped flow CO2 hydration method 20590092

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
20590092 10.1021/jm1003667 Carbonic anhydrase 5A, mitochondrial 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
20590092 10.1021/jm1003667 Carbonic anhydrase 15 1
20590092 10.1021/jm1003667 Carbonic anhydrase 14 1
20590092 10.1021/jm1003667 Carbonic anhydrase 13 1
20590092 10.1021/jm1003667 Carbonic anhydrase 12 1
20590092 10.1021/jm1003667 Carbonic anhydrase 9 1
20590092 10.1021/jm1003667 Carbonic anhydrase 7 1
20590092 10.1021/jm1003667 Carbonic anhydrase 6 1
20590092 10.1021/jm1003667 Carbonic anhydrase 5B, mitochondrial 1
11551773 10.1016/s0960-894x(01)00530-3 Glutamate receptor ionotropic, AMPA 1
20590092 10.1021/jm1003667 Carbonic anhydrase 4 1
20590092 10.1021/jm1003667 Carbonic anhydrase 3 1
20590092 10.1021/jm1003667 Carbonic anhydrase 2 1
20590092 10.1021/jm1003667 Carbonic anhydrase 1 1
11606128 10.1021/jm0101040 MDA-MB-231 1
11392532 10.1016/s0960-894x(01)00170-6 Rattus norvegicus 1
11392532 10.1016/s0960-894x(01)00170-6 Glutamate receptor ionotropic, AMPA 1
11551773 10.1016/s0960-894x(01)00530-3 No relevant target 1

Data from ChEMBL 36 via Core Engine