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Compound Detail

CHEMBL8618

NAN-190
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COc1ccccc1N1CCN(CCCCN2C(=O)c3ccccc3C2=O)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL8618
Name NAN-190
Phase Preclinical
Structure Type MOL
InChI Key SJDOMIRMMUGQQK-UHFFFAOYSA-N
11
Targets
45
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

393.5
MW (Da)
2.89
ALogP
5
HBA
0
HBD
53.1
PSA (Ų)
0.53
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H27N3O3
MW 393.49
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -1.17

Activity Summary

Ki 40 meas. best 9.59
IC50 4 meas. best 8.96
Kd 1 meas. best 9.18

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 9.59 9.145 0.3 2
Alpha-1D adrenergic receptor
CHEMBL223
 Ki 9.52 9.52 0.3 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 9.26 9.1817 0.6 18
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 9.22 8.21 0.6 3
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 9.22 8.14 0.6 2
Adrenergic receptor alpha-1
CHEMBL2094251
 Kd 9.18 9.18 0.7 1
Adrenergic receptor alpha-1
CHEMBL1907610
 Ki 9.1 9.0986 0.8 7
Alpha-1B adrenergic receptor
CHEMBL232
 Ki 9.02 9.02 1.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 IC50 8.96 8.6325 1.1 4
D(2) dopamine receptor
CHEMBL339
 Ki 8.02 7.475 9.6 4
5-hydroxytryptamine receptor 7
CHEMBL3223
 Ki 7.06 7.06 87.0 1
5-hydroxytryptamine receptor 1B
CHEMBL3459
 Ki 5.97 5.97 1071.5 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-1A adrenergic receptor Ki = 0.26 nM 9.59 Displacement of [125]HEAT from human adrenergic alpha-1a receptor expressed in C... 17254786
Alpha-1D adrenergic receptor Ki = 0.3 nM 9.52 Displacement of [125]HEAT from human adrenergic alpha-1d receptor expressed in C... 17254786
5-hydroxytryptamine receptor 1A Ki = 0.55 nM 9.26 Ability to displace [3H]8-OH-DPAT from 5-hydroxytryptamine 1A receptor 10585205
5-hydroxytryptamine receptor 7 Ki = 0.6 nM 9.22 Displacement of [3H]5-HT from human 5HT7 receptor transfected in CFO-K1 cells af... 25128671
5-hydroxytryptamine receptor 1A Ki = 0.6 nM 9.22 Binding affinity towards 5-hydroxytryptamine 1A receptor using 0.1 nM [3H]-8-OH-... 9873563
5-hydroxytryptamine receptor 1A Ki = 0.6 nM 9.22 Binding affinity at 5-hydroxytryptamine 1A receptor in rat cerebral cortex membr... -
5-hydroxytryptamine receptor 1A Ki = 0.6 nM 9.22 Binding affinity at 5-hydroxytryptamine 1A receptor in rat cerebral cortex membr... -
5-hydroxytryptamine receptor 1A Ki = 0.6 nM 9.22 Evaluated for binding affinity towards 5-hydroxytryptamine 1A receptor in rat br... 3172131
5-hydroxytryptamine receptor 1A Ki = 0.6 nM 9.22 Displacement of [3H]-8-OH-DPAT from rat hippocampus 5-HT1A receptor by liquid sc... 34710746
5-hydroxytryptamine receptor 1A Ki = 0.6 nM 9.22 In vitro binding affinity to 5-hydroxytryptamine 1A receptor using [125I](R)-(+)... 7799409
5-hydroxytryptamine receptor 1A Ki = 0.6 nM 9.22 Binding affinity towards 5-hydroxytryptamine 1A receptor of rat hippocampus usin... 1652026
5-hydroxytryptamine receptor 1A Ki = 0.6 nM 9.22 Binding affinity towards rat 5-hydroxytryptamine 1A receptor using [3H]8-OH-DPAT... 8893838
5-hydroxytryptamine receptor 1A Ki = 0.6026 nM 9.22 Binding affinity of a compound to rat brain 5-hydroxytryptamine 1A (serotonin) r... 8568799
5-hydroxytryptamine receptor 1A Ki = 0.6 nM 9.22 Binding affinity towards 5-hydroxytryptamine 1A receptor in the rat brain (hippo... 8676348
5-hydroxytryptamine receptor 1A Ki = 0.6 nM 9.22 Binding affinity of compound towards 5-hydroxytryptamine 1A receptor in rat stri... 2754715
5-hydroxytryptamine receptor 1A Ki = 0.6 nM 9.22 Inhibition of binding of [125I]8-OH-PIPAT ligand to 5-hydroxytryptamine 1A recep... 8182697
5-hydroxytryptamine receptor 1A Ki = 0.6 nM 9.22 In vitro ability to displace the radioligand [3H]-OH-DPAT from binding to rat 5-... 15501057
5-hydroxytryptamine receptor 1A Ki = 0.6 nM 9.22 Displacement of [3H]8-OH-DPAT from human recombinant 5HT1A receptor expressed in... 19705871
5-hydroxytryptamine receptor 1A Ki = 0.6 nM 9.22 In vitro binding affinity for 5-hydroxytryptamine 1A receptor in rat hippocampal... 9457239
Adrenergic receptor alpha-1 Kd = 0.6607 nM 9.18 Antagonistic activity at Alpha-1 adrenergic receptor was performed on ring segme... 7731013

Literature References

PubMed DOI Target Context # Activities
10585205 10.1021/jm991045h Rattus norvegicus 25
7562940 10.1021/jm00020a020 Rattus norvegicus 5
31383628 10.1016/j.bmc.2019.07.046 5-hydroxytryptamine receptor 1A 4
28575721 10.1016/j.ejmech.2017.05.047 5-hydroxytryptamine receptor 1A 4
29730027 10.1016/j.bmcl.2018.04.059 5-hydroxytryptamine receptor 1A 4
16033273 10.1021/jm0408969 Unchecked 3
7562940 10.1021/jm00020a020 Adrenergic receptor alpha-1 2
7562940 10.1021/jm00020a020 D(2) dopamine receptor 2
3172131 10.1021/jm00118a018 5-hydroxytryptamine receptor 1A 2
- 10.1016/0960-894X(96)00081-9 5-hydroxytryptamine receptor 1A 2
- 10.1016/0960-894X(96)00081-9 Adrenergic receptor alpha-1 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
18033297 10.1038/nature05991 Caenorhabditis elegans 2
7562940 10.1021/jm00020a020 5-hydroxytryptamine receptor 1A 2
7562940 10.1021/jm00020a020 Serotonin 1a (5-HT1a) receptor/Adrenergic receptor alpha-1 1
- 10.1016/0960-894X(96)00081-9 D(2) dopamine receptor 1
- 10.1016/0960-894X(96)00081-9 5-hydroxytryptamine receptor 2A 1
9457239 10.1021/jm970296s 5-hydroxytryptamine receptor 1A 1
7562940 10.1021/jm00020a020 5-hydroxytryptamine receptor 1B 1
9873563 10.1016/s0960-894x(98)00446-6 5-hydroxytryptamine receptor 1A 1

Data from ChEMBL 36 via Core Engine