N~1~-[(1H-Benzimidazol-2-yl)methyl]-N~1~-(5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine (CED0137269)

Record Information

Version

1.0

Creation Date

2026-04-05 13:16:24 UTC

Update Date

2026-08-21 19:32:21 UTC

SynCED ID

CED0137269

Secondary Accession Numbers

CHEM102528

Identification

Common Name

N~1~-[(1H-Benzimidazol-2-yl)methyl]-N~1~-(5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine

Class

Small Molecule

Description

N~1~-[(1H-Benzimidazol-2-yl)methyl]-N~1~-(5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine belongs to the aminoquinolines and derivatives, a subclass of quinolines and derivatives within the organic compounds. This organoheterocyclic compound has the formula C21H27N5 and an average molecular weight of 349.48 g/mol. It acts as an inhibitor and antagonist of the C-X-C chemokine receptor type 4 (CXCR4). The compound is recorded as being used in healthcare, pharmaceuticals, and veterinary products as an immunostimulant, with oral exposure being the recorded route.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₁H₂₇N₅

Average Molecular Mass

349.482 g/mol

Monoisotopic Mass

349.227 g/mol

CAS Registry Number

558447-26-0

IUPAC Name

Not Available

Traditional Name

Not Available

SMILES

[H][C@@]1(CCCC2=C1N=CC=C2)N(CCCCN)CC1=NC2=CC=CC=C2N1

InChI Identifier

InChI=1S/C21H27N5/c22-12-3-4-14-26(15-20-24-17-9-1-2-10-18(17)25-20)19-11-5-7-16-8-6-13-23-21(16)19/h1-2,6,8-10,13,19H,3-5,7,11-12,14-15,22H2,(H,24,25)/t19-/m0/s1

InChI Key

WVLHHLRVNDMIAR-IBGZPJMESA-N

Chemical Taxonomy

Classification

Not classified

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Not Available

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0f89-0319000000-d3d7e5ff41d774f29ba4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0931000000-8baf012b6b8b635e87df	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-6910000000-9f1db0515efc33711d03	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0009000000-09485b697ad8a2e7dd55	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0349000000-3c08b61cdb877a90bb07	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00pi-1921000000-abb6b33b94f6a294c90a	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
761.0 Log mg/kg [430:1400]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000361	Immunostimulants?Immunostimulants are synthetic chemicals designed to enhance the immune response, often utilized in various therapeutic applications, including vaccines and treatments for infectious diseases.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000685	Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.	Building & Construction	Not Available
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	Not Available

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.634 Applicability Domain 1.0 Statistical Significance 7.60e-04 Supporting Reference Compounds 1498 E-value 5.91654
Click to view 3D structure	C-X-C chemokine receptor type 4	P61073	Humans	Predicted (SEA)	Prediction Confidence Score 0.626 Applicability Domain 1.0 Statistical Significance 8.00e-05 Supporting Reference Compounds 47 E-value 0.622794
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	Prediction Confidence Score 0.618 Applicability Domain 1.0 Statistical Significance 0.0021 Supporting Reference Compounds 1103 E-value 16.6597
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	Prediction Confidence Score 0.594 Applicability Domain 1.0 Statistical Significance 9.20e-04 Supporting Reference Compounds 1130 E-value 7.16213
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P08172	Humans	Predicted (SEA)	Prediction Confidence Score 0.521 Applicability Domain 1.0 Statistical Significance 4.50e-04 Supporting Reference Compounds 373 E-value 3.50322
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	Prediction Confidence Score 0.499 Applicability Domain 1.0 Statistical Significance 0.0047 Supporting Reference Compounds 1538 E-value 36.8227
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	Prediction Confidence Score 0.498 Applicability Domain 0.582 Statistical Significance 0.0097 Supporting Reference Compounds 532 E-value 75.903
Click to view 3D structure	C-C chemokine receptor type 1	P32246	Humans	Predicted (SEA)	Prediction Confidence Score 0.423 Applicability Domain 1.0 Statistical Significance 2.20e-04 Supporting Reference Compounds 54 E-value 1.71268
Click to view 3D structure	C-C chemokine receptor type 5	P51681	Humans	Predicted (SEA)	Prediction Confidence Score 0.421 Applicability Domain 1.0 Statistical Significance 8.50e-04 Supporting Reference Compounds 71 E-value 6.61718
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	Prediction Confidence Score 0.406 Applicability Domain 0.582 Statistical Significance 0.005 Supporting Reference Compounds 487 E-value 39.1582
Click to view 3D structure	C-X-C chemokine receptor type 2	P25025	Humans	Predicted (SEA)	Prediction Confidence Score 0.403 Applicability Domain 1.0 Statistical Significance 4.00e-04 Supporting Reference Compounds 40 E-value 3.11397
Click to view 3D structure	C-C chemokine receptor type 2	P41597	Humans	Predicted (SEA)	Prediction Confidence Score 0.402 Applicability Domain 1.0 Statistical Significance 0.0011 Supporting Reference Compounds 72 E-value 8.87481
Click to view 3D structure	C-C chemokine receptor type 4	P51679	Humans	Predicted (SEA)	Prediction Confidence Score 0.393 Applicability Domain 1.0 Statistical Significance 2.20e-04 Supporting Reference Compounds 36 E-value 1.71268
Click to view 3D structure	C-X-C chemokine receptor type 1	P25024	Humans	Predicted (SEA)	Prediction Confidence Score 0.385 Applicability Domain 1.0 Statistical Significance 2.90e-04 Supporting Reference Compounds 23 E-value 2.25763
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	Prediction Confidence Score 0.349 Applicability Domain 0.432 Statistical Significance 0.0214 Supporting Reference Compounds 825 E-value 166.519
Click to view 3D structure	Cytochrome P450 2C8	P10632	Humans	Predicted (SEA)	Prediction Confidence Score 0.349 Applicability Domain 0.432 Statistical Significance 0.0065 Supporting Reference Compounds 305 E-value 50.6798
Click to view 3D structure	C-X-C chemokine receptor type 4	P70658	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.338 Applicability Domain 0.349 Statistical Significance 2.40e-04 Supporting Reference Compounds 3 E-value 1.86838
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P20309	Humans	Predicted (SEA)	Prediction Confidence Score 0.337 Applicability Domain 0.432 Statistical Significance 0.0077 Supporting Reference Compounds 310 E-value 60.3331
Click to view 3D structure	C-X-C chemokine receptor type 4	P79394	Macaca mulatta	Predicted (SEA)	Prediction Confidence Score 0.326 Applicability Domain 0.326 Statistical Significance 2.00e-04 Supporting Reference Compounds 1 E-value 1.55698
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	Prediction Confidence Score 0.315 Applicability Domain 0.349 Statistical Significance 0.0911 Supporting Reference Compounds 1245 E-value 709.518
Click to view 3D structure	Alpha-2C adrenergic receptor	P18825	Humans	Predicted (SEA)	Prediction Confidence Score 0.299 Applicability Domain 0.405 Statistical Significance 0.0319 Supporting Reference Compounds 386 E-value 248.728
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	Prediction Confidence Score 0.283 Applicability Domain 0.338 Statistical Significance 0.1076 Supporting Reference Compounds 953 E-value 837.658
Click to view 3D structure	Ferroportin	Q9JHI9	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.279 Applicability Domain 0.287 Low confidence Statistical Significance 5.40e-04 Supporting Reference Compounds 2 E-value 4.20386
Click to view 3D structure	D(4) dopamine receptor	P21917	Humans	Predicted (SEA)	Prediction Confidence Score 0.265 Applicability Domain 0.329 Statistical Significance 0.1346 Supporting Reference Compounds 524 E-value 1047.93
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	Prediction Confidence Score 0.259 Applicability Domain 0.338 Statistical Significance 0.2333 Supporting Reference Compounds 955 E-value 1816.14