Compound Detail

CHEMBL23194

SPERMINE

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

NCCCNCCCCNCCCN

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL23194
Name	SPERMINE
Phase	Preclinical
Structure Type	MOL
InChI Key	PFNFFQXMRSDOHW-UHFFFAOYSA-N

Known Names

4,9-diazadodecamethylenediamine Actilip sp-91 Gerotine Musculamine Neuridine NSC-268508 Spermine

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

202.3

MW (Da)

-0.36

ALogP

HBA

HBD

76.1

PSA (Å²)

0.35

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C10H26N4
MW	202.35
Aromatic Rings	0
Heavy Atoms	14
NP-Likeness	0.09

Indications

Premature Birth

Activity Summary

Ki 26 meas. best 8.0

IC50 15 meas. best 6.41

EC50 6 meas. best 5.28

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Carbonic anhydrase 4 CHEMBL3729	Ki	8.0	8.0	10.0	1
ZR-75-1 CHEMBL614393	Ki	6.7	6.7	200.0	1
MDA-MB-231 CHEMBL400	Ki	6.55	6.55	280.0	1
L1210 CHEMBL386	IC50	6.41	5.335	390.0	2
T47D CHEMBL614361	Ki	6.19	5.87	650.0	4
Carbonic anhydrase 7 CHEMBL2326	Ki	6.15	6.15	710.0	1
Carbonic anhydrase 5B, mitochondrial CHEMBL3969	Ki	6.08	6.08	830.0	1
Carbonic anhydrase 5A, mitochondrial CHEMBL4789	Ki	6.08	6.08	840.0	1
Carbonic anhydrase 14 CHEMBL3510	Ki	6.07	6.07	860.0	1
Carbonic anhydrase 6 CHEMBL3025	Ki	6.0	6.0	990.0	1
Unchecked CHEMBL612545	Ki	5.87	5.6067	1340.0	3
Nucleic Acid CHEMBL345	IC50	5.55	5.265	2800.0	4
Calf thymus DNA CHEMBL612514	IC50	5.37	5.37	4300.0	1
Glutamate NMDA receptor CHEMBL1907608	EC50	5.28	5.28	5200.0	1
Caspase-2 CHEMBL4884	EC50	5.07	5.07	8500.0	1
Carbonic anhydrase 9 CHEMBL3594	Ki	4.88	4.88	13300.0	2
Fibroblast CHEMBL5314315	IC50	4.84	4.835	14600.0	2
Carbonic anhydrase 13 CHEMBL2186	Ki	4.65	4.65	22600.0	1
Carbonic anhydrase 12 CHEMBL3242	Ki	4.56	4.56	27600.0	2
HeLa CHEMBL399	IC50	4.3	4.23	50000.0	2
Carbonic anhydrase 15 CHEMBL5973	Ki	4.13	4.13	74000.0	1
Glutamate receptor ionotropic, NMDA 2B CHEMBL311	EC50	4.09	4.09	81000.0	1
Carbonic anhydrase 2 CHEMBL205	Ki	4.08	4.08	84000.0	2
Coagulation factor XIII A chain CHEMBL4530	IC50	4.0	4.0	100000.0	1
Glutamate NMDA receptor; Grin1/Grin2b CHEMBL2096666	EC50	4.0	4.0	100000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Carbonic anhydrase 4	Ki	=	10.0	nM	8.0	Inhibition of human carbonic anhydrase 4 by stopped flow CO2 hydration method	20590092
ZR-75-1	Ki	=	200.0	nM	6.7	Inhibition of [3H]spermine transport by the compound was evaluated in ZR-75-1 hu...	10397506
MDA-MB-231	Ki	=	280.0	nM	6.55	Inhibition of [3H]spermidine transport into MDA-MB-231 (human breast cancer) cel...	11606128
L1210	IC50	=	390.0	nM	6.41	Compound was tested for inhibitory concentration required to inhibit 50% of [14C...	9871574
T47D	Ki	=	650.0	nM	6.19	Inhibition of [3H]putrescine transport by the compound was evaluated in T-47D hu...	10397506
Carbonic anhydrase 7	Ki	=	710.0	nM	6.15	Inhibition of human carbonic anhydrase 7 by stopped flow CO2 hydration method	20590092
Carbonic anhydrase 5A, mitochondrial	Ki	=	840.0	nM	6.08	Inhibition of human carbonic anhydrase 5A by stopped flow CO2 hydration method	20590092
Carbonic anhydrase 5B, mitochondrial	Ki	=	830.0	nM	6.08	Inhibition of human carbonic anhydrase 5B by stopped flow CO2 hydration method	20590092
Carbonic anhydrase 14	Ki	=	860.0	nM	6.07	Inhibition of human carbonic anhydrase 14 by stopped flow CO2 hydration method	20590092
T47D	Ki	=	920.0	nM	6.04	Inhibition of [3H]spermidine transport by the compound was evaluated in T-47D hu...	10397506
Carbonic anhydrase 6	Ki	=	990.0	nM	6.0	Inhibition of human carbonic anhydrase 6 by stopped flow CO2 hydration method	20590092
Unchecked	Ki	=	1340.0	nM	5.87	Binding affinity to the mouse polyamine transporter on the L1210 cell surface	12801231
T47D	Ki	=	2100.0	nM	5.68	Inhibition of spermidine transport determined in T-47D human breast cancer cells	12951106
T47D	Ki	=	2700.0	nM	5.57	Inhibition of [3H]spermine transport by the compound was evaluated in T-47D huma...	10397506
Nucleic Acid	IC50	=	2800.0	nM	5.55	Ability to displace ethidium bromide from double stranded synthetic Poly (dA-dT)	1875339
Nucleic Acid	IC50	=	3000.0	nM	5.52	Concentration required to decrease the fluorescence of the ethidium bromide-calf...	10197971
Unchecked	Ki	=	3300.0	nM	5.48	Binding affinity to polyamine transport receptor in SRS patient derived SMS muta...	34695351
Unchecked	Ki	=	3410.0	nM	5.47	Binding affinity to polyamine transport receptor in SRS patient derived SMS muta...	34695351
Calf thymus DNA	IC50	=	4300.0	nM	5.37	Ability to displace ethidium bromide from calf thymus DNA	1875339
Glutamate NMDA receptor	EC50	=	5200.0	nM	5.28	Ability to enhance [3H]MK-801 binding to NMDA receptors in rat forebrain membran...	8523402

Literature References

PubMed	DOI	Target Context	# Activities
1542099	10.1021/jm00082a013	SV3T3	20
10197971	10.1021/jm980703f	Mus musculus	20
34695351	10.1021/acs.jmedchem.1c00419	Unchecked	18
1542099	10.1021/jm00082a013	HT-29	16
1542099	10.1021/jm00082a013	L1210	8
8558521	10.1021/jm950488s	No relevant target	8
34695351	10.1021/acs.jmedchem.1c00419	Fibroblast	6
18366176	10.1021/jm701583b	Unchecked	6
23434419	10.1016/j.bmcl.2013.01.107	C-X-C chemokine receptor type 4	6
17438056	10.1128/aac.01472-06	Escherichia coli	5
17438056	10.1128/aac.01472-06	Staphylococcus aureus	4
7608892	10.1021/jm00013a003	No relevant target	4
8978854	10.1021/jm960545x	ADMET	4
10212127	10.1021/jm980603+	Tubulin	4
10397506	10.1016/s0960-894x(99)00262-0	T47D	3
7853334	10.1021/jm00003a004	Rattus norvegicus	3
26515039	10.1016/j.bmc.2015.10.022	No relevant target	3
8523402	10.1021/jm00025a006	Glutamate NMDA receptor	3
29446949	10.1021/acs.jmedchem.7b01640	Glutamate receptor ionotropic, NMDA 2B	3
11714598	10.1016/s0960-894x(01)00608-4	Hairpin ribozyme RNA	2

Data from ChEMBL 36 via Core Engine