NPASS Natural Product

Natural Product: NPC15566

Natural Product ID:	NPC15566
Common Name:	Imidazole Acetic Acid
IUPAC Name:	2-(1H-imidazol-5-yl)acetic acid
Synonyms:	Imidazole acetic acid
Molecular Formula:	C5H6N2O2
Standard InCHIKey:	PRJKNHOMHKJCEJ-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C5H6N2O2/c8-5(9)1-4-2-6-3-7-4/h2-3H,1H2,(H,6,7)(H,8,9)
Canonical SMILES:	OC(=O)Cc1cnc[nH]1
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Reference
NPO17557	Hydrodictyon reticulatum	Species	Hydrodictyaceae	Eukaryota		UNPD*
NPO19602	Nephelium maingayi	Species	Sapindaceae	Eukaryota		UNPD*
NPO8918	Plantago depressa	Species	Plantaginaceae	Eukaryota		UNPD*
NPO15688	Astragalus oxyphysus	Species	Fabaceae	Eukaryota		UNPD*
NPO19801	Euphorbia armena	Species	Euphorbiaceae	Eukaryota		UNPD*
NPO18559	Cucumaria okhotensis	Species	Cucumariidae	Eukaryota		UNPD*
NPO8884	Cuscuta reflexa	Species	Convolvulaceae	Eukaryota		UNPD*
NPO19673	Galanthus nivalis	Species	Amaryllidaceae	Eukaryota		UNPD*
NPO18991	Senecio candollei	Species	Asteraceae	Eukaryota		UNPD*
NPO19474	Clavaria pyxidata	Species	Clavariaceae	Eukaryota		UNPD*
NPO10029	Prunus dulcis	Species	Rosaceae	Eukaryota		UNPD*
NPO19343	Centaurea glastifolia	Species	Asteraceae	Eukaryota		UNPD*
NPO17305	Oenanthe phellandrium	Species	Muscicapidae	Eukaryota		UNPD*
NPO14500	Pyrus pyraster	Species	Rosaceae	Eukaryota		UNPD*
NPO19542	Grindelia havardii	Species	Asteraceae	Eukaryota		UNPD*
NPO19214	Polyscias scutellaria	Species	Araliaceae	Eukaryota		UNPD*
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	urine	PMID[3597642]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	blood	PMID[2926392]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	cerebrospinal fluid	PMID[2926392]
NPO20338	Mus musculus	Species	Muridae	Eukaryota		PMID[19425150]

Biological Activity

Activity Type	# Activity
AC50	1
EC50	19
IC50	5
Ki	2
Others	2
Potency	15

Activity Type	# Activity
Cell Line	1
Individual Protein	21
Others	12
Protein Complex	10

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1008	Individual Protein	GABA receptor rho-1 subunit	Homo sapiens	EC50	=	16000	nM	10780899
NPT1324	Individual Protein	GABA receptor rho-2 subunit	Homo sapiens	EC50	=	3000	nM	10780899
NPT998	Protein Complex	GABA-C receptor	Homo sapiens	Kb	=	1500	nM	10780899
NPT805	Protein Complex	GABA-A receptor; anion channel	Rattus norvegicus	IC50	=	900	nM	3027337
NPT999	Protein Complex	GABA-A receptor; alpha-1/beta-3/gamma-2	Homo sapiens	EC50	=	310000	nM	11412984
NPT1000	Protein Complex	GABA-A receptor; alpha-2/beta-3/gamma-2	Homo sapiens	EC50	=	600000	nM	11412984
NPT1001	Protein Complex	GABA-A receptor; alpha-3/beta-3/gamma-2	Homo sapiens	EC50	=	300000	nM	11412984
NPT1002	Protein Complex	GABA A receptor alpha-4/beta-3/gamma-2	Homo sapiens	EC50	=	340000	nM	11412984
NPT1003	Protein Complex	GABA-A receptor; alpha-5/beta-3/gamma-2	Homo sapiens	EC50	=	420000	nM	11412984
NPT1004	Protein Complex	GABA-A receptor; alpha-6/beta-3/gamma-2	Homo sapiens	EC50	=	460000	nM	11412984
NPT1007	Protein Complex	GABA-A receptor; alpha-1/beta-2/gamma-2	Homo sapiens	EC50	=	138000	nM	17655213
NPT2	Others	Unspecified		Ki	=	650	nM	17655213
NPT2	Others	Unspecified		Ki	=	630.96	nM	17655213
NPT2	Others	Unspecified		EC50	=	13000	nM	17655213
NPT2	Others	Unspecified		EC50	=	7.94E+13	nM	17655213
NPT2	Others	Unspecified		EC50	=	5500	nM	17655213
NPT2	Others	Unspecified		EC50	=	5011.87	nM	17655213
NPT2	Others	Unspecified		EC50	=	100000	nM	17655213
NPT2	Others	Unspecified		EC50	=	5495.41	nM	17655213
NPT2	Others	Unspecified		EC50	=	20000	nM	17655213
NPT2	Others	Unspecified		EC50	=	19952.62	nM	17655213
NPT1007	Protein Complex	GABA-A receptor; alpha-1/beta-2/gamma-2	Homo sapiens	EC50	=	138038.43	nM	17655213
NPT1008	Individual Protein	GABA receptor rho-1 subunit	Homo sapiens	Kb	=	1700	nM	18528996
NPT163	Individual Protein	Nuclear factor NF-kappa-B p105 subunit	Homo sapiens	Potency	=	398.1	nM	PubChem BioAssay data set
NPT210	Individual Protein	Thyroid stimulating hormone receptor	Homo sapiens	Potency	=	39810.7	nM	PubChem BioAssay data set
NPT94	Individual Protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	=	31622.8	nM	PubChem BioAssay data set
NPT53	Individual Protein	4'-phosphopantetheinyl transferase ffp	Bacillus subtilis	Potency	=	50118.7	nM	PubChem BioAssay data set
NPT53	Individual Protein	4'-phosphopantetheinyl transferase ffp	Bacillus subtilis	Potency	=	44668.4	nM	PubChem BioAssay data set
NPT95	Individual Protein	Muscarinic acetylcholine receptor M1	Rattus norvegicus	Potency	=	63.1	nM	PubChem BioAssay data set
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	31622.8	nM	PubChem BioAssay data set
NPT5	Individual Protein	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Homo sapiens	Potency		9466.2	nM	PubChem BioAssay data set
NPT135	Individual Protein	Chromobox protein homolog 1	Homo sapiens	Potency		35481.3	nM	PubChem BioAssay data set
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	AC50	=	31622.78	nM	PubChem BioAssay data set
NPT813	Individual Protein	GABA transporter 1	Mus musculus	IC50	=	616595	nM	21353350
NPT815	Individual Protein	GABA transporter 3	Mus musculus	IC50	=	102329.3	nM	21353350
NPT816	Individual Protein	GABA transporter 4	Mus musculus	IC50	=	17378.01	nM	21353350
NPT2	Others	Unspecified		IC50	=	46773.51	nM	21353350
NPT698	Individual Protein	Regulator of G-protein signaling 4	Homo sapiens	Potency		26654.1	nM	PubChem BioAssay data set
NPT71	Cell Line	HEK293	Homo sapiens	Potency		2310	nM	PubChem BioAssay data set
NPT104	Individual Protein	Cerebroside-sulfatase	Homo sapiens	Potency		37933	nM	PubChem BioAssay data set

Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC15566 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	612
0.1-0.2	23924
0.2-0.3	3478
0.3-0.4	1987
0.4-0.5	718
0.5-0.6	129
0.6-0.7	19
0.7-0.8	14
0.8-0.85	7
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.872	High Similarity	NPC235501
0.8385	Intermediate Similarity	NPC237812
0.8385	Intermediate Similarity	NPC18223
0.8358	Intermediate Similarity	NPC174020
0.8333	Intermediate Similarity	NPC185903
0.8319	Intermediate Similarity	NPC327613
0.8281	Intermediate Similarity	NPC25465
0.8195	Intermediate Similarity	NPC286696
0.7899	Intermediate Similarity	NPC327477
0.7863	Intermediate Similarity	NPC111132
0.782	Intermediate Similarity	NPC126634
0.7731	Intermediate Similarity	NPC155498
0.7721	Intermediate Similarity	NPC210947
0.7692	Intermediate Similarity	NPC180462
0.7565	Intermediate Similarity	NPC9639
0.7519	Intermediate Similarity	NPC243319
0.7463	Intermediate Similarity	NPC470138
0.725	Intermediate Similarity	NPC326248
0.725	Intermediate Similarity	NPC187191
0.719	Intermediate Similarity	NPC273327
0.7122	Intermediate Similarity	NPC470140
0.7114	Intermediate Similarity	NPC60537
0.6972	Remote Similarity	NPC470139
0.6643	Remote Similarity	NPC246193
0.6613	Remote Similarity	NPC293163
0.6515	Remote Similarity	NPC313547
0.6457	Remote Similarity	NPC59314
0.6429	Remote Similarity	NPC144223
0.6316	Remote Similarity	NPC41958
0.6304	Remote Similarity	NPC470142
0.6261	Remote Similarity	NPC237936
0.625	Remote Similarity	NPC68938
0.625	Remote Similarity	NPC278549
0.625	Remote Similarity	NPC197068
0.6222	Remote Similarity	NPC63433
0.6218	Remote Similarity	NPC282531
0.6159	Remote Similarity	NPC8590
0.6149	Remote Similarity	NPC470141
0.6136	Remote Similarity	NPC313504
0.6033	Remote Similarity	NPC190949
0.6014	Remote Similarity	NPC240084
0.5985	Remote Similarity	NPC148385
0.5955	Remote Similarity	NPC201900
0.5952	Remote Similarity	NPC51000
0.5933	Remote Similarity	NPC194541
0.5929	Remote Similarity	NPC252603
0.5909	Remote Similarity	NPC476099
0.5894	Remote Similarity	NPC62151
0.589	Remote Similarity	NPC124276
0.5828	Remote Similarity	NPC314646
0.5814	Remote Similarity	NPC477119
0.5814	Remote Similarity	NPC320256
0.5797	Remote Similarity	NPC199790
0.5795	Remote Similarity	NPC477118
0.5772	Remote Similarity	NPC57279
0.5763	Remote Similarity	NPC477120
0.5742	Remote Similarity	NPC315642
0.5742	Remote Similarity	NPC74306
0.5714	Remote Similarity	NPC473646
0.5699	Remote Similarity	NPC282247
0.5695	Remote Similarity	NPC327941
0.5693	Remote Similarity	NPC312187
0.5693	Remote Similarity	NPC4837
0.5672	Remote Similarity	NPC476562
0.5634	Remote Similarity	NPC158847
0.563	Remote Similarity	NPC119133
0.5616	Remote Similarity	NPC180493

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC15566 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	134
0.1-0.2	2341
0.2-0.3	3364
0.3-0.4	2154
0.4-0.5	906
0.5-0.6	218
0.6-0.7	27
0.7-0.8	13
0.8-0.85	3
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8699	High Similarity	NPD300	Approved
0.8385	Intermediate Similarity	NPD9133	Approved
0.8106	Intermediate Similarity	NPD9628	Approved
0.8074	Intermediate Similarity	NPD9183	Clinical (unspecified phase)
0.7941	Intermediate Similarity	NPD1451	Approved
0.7863	Intermediate Similarity	NPD8861	Approved
0.7863	Intermediate Similarity	NPD8862	Approved
0.7863	Intermediate Similarity	NPD8859	Approved
0.7698	Intermediate Similarity	NPD9627	Approved
0.7536	Intermediate Similarity	NPD875	Clinical (unspecified phase)
0.7519	Intermediate Similarity	NPD9081	Clinical (unspecified phase)
0.7483	Intermediate Similarity	NPD3697	Discontinued
0.7188	Intermediate Similarity	NPD9132	Discontinued
0.7162	Intermediate Similarity	NPD1731	Clinical (unspecified phase)
0.7133	Intermediate Similarity	NPD2604	Approved
0.7114	Intermediate Similarity	NPD2180	Approved
0.7014	Intermediate Similarity	NPD5342	Clinical (unspecified phase)
0.6839	Remote Similarity	NPD3130	Discontinued
0.6781	Remote Similarity	NPD3706	Clinical (unspecified phase)
0.6765	Remote Similarity	NPD1388	Phase 1
0.6765	Remote Similarity	NPD1389	Clinical (unspecified phase)
0.6765	Remote Similarity	NPD1390	Phase 1
0.6667	Remote Similarity	NPD3108	Clinical (unspecified phase)
0.6624	Remote Similarity	NPD5768	Phase 2
0.6571	Remote Similarity	NPD1807	Clinical (unspecified phase)
0.6457	Remote Similarity	NPD8837	Clinical (unspecified phase)
0.6443	Remote Similarity	NPD566	Approved
0.6443	Remote Similarity	NPD568	Approved
0.6443	Remote Similarity	NPD567	Approved
0.6442	Remote Similarity	NPD3105	Discontinued
0.6327	Remote Similarity	NPD1808	Phase 1
0.6324	Remote Similarity	NPD9360	Approved
0.6261	Remote Similarity	NPD8185	Discontinued
0.6261	Remote Similarity	NPD8186	Phase 1
0.6197	Remote Similarity	NPD515	Phase 1
0.619	Remote Similarity	NPD1120	Approved
0.619	Remote Similarity	NPD1121	Approved
0.6165	Remote Similarity	NPD8955	Approved
0.6165	Remote Similarity	NPD8954	Approved
0.6081	Remote Similarity	NPD576	Discontinued
0.6077	Remote Similarity	NPD340	Approved
0.6077	Remote Similarity	NPD341	Approved
0.6043	Remote Similarity	NPD307	Approved
0.6014	Remote Similarity	NPD1368	Approved
0.5987	Remote Similarity	NPD1431	Approved
0.5987	Remote Similarity	NPD1430	Approved
0.5952	Remote Similarity	NPD8838	Approved
0.5944	Remote Similarity	NPD579	Clinical (unspecified phase)
0.5929	Remote Similarity	NPD9288	Approved
0.5929	Remote Similarity	NPD9292	Approved
0.5929	Remote Similarity	NPD76	Approved
0.5929	Remote Similarity	NPD9289	Approved
0.5918	Remote Similarity	NPD9650	Phase 3
0.5909	Remote Similarity	NPD9626	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD9375	Discontinued
0.5873	Remote Similarity	NPD9210	Phase 2
0.5873	Remote Similarity	NPD7465	Suspended
0.587	Remote Similarity	NPD757	Phase 3
0.5857	Remote Similarity	NPD237	Clinical (unspecified phase)
0.5849	Remote Similarity	NPD7842	Phase 2
0.5844	Remote Similarity	NPD1117	Clinical (unspecified phase)
0.5839	Remote Similarity	NPD209	Clinical (unspecified phase)
0.5765	Remote Similarity	NPD3347	Clinical (unspecified phase)
0.5755	Remote Similarity	NPD9374	Approved
0.5742	Remote Similarity	NPD582	Approved
0.5731	Remote Similarity	NPD1037	Clinical (unspecified phase)
0.5725	Remote Similarity	NPD9373	Approved
0.5722	Remote Similarity	NPD459	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD8641	Approved
0.5707	Remote Similarity	NPD8261	Discontinued
0.5687	Remote Similarity	NPD3708	Phase 2
0.5679	Remote Similarity	NPD1027	Approved
0.5679	Remote Similarity	NPD1030	Approved
0.5679	Remote Similarity	NPD1029	Clinical (unspecified phase)
0.5664	Remote Similarity	NPD9409	Discontinued
0.5659	Remote Similarity	NPD460	Discontinued
0.5634	Remote Similarity	NPD9606	Approved
0.563	Remote Similarity	NPD9291	Approved
0.5617	Remote Similarity	NPD536	Clinical (unspecified phase)
0.5616	Remote Similarity	NPD9544	Approved
0.5616	Remote Similarity	NPD78	Approved
0.5613	Remote Similarity	NPD1118	Discontinued
0.561	Remote Similarity	NPD695	Discontinued
0.561	Remote Similarity	NPD1303	Phase 1
0.5608	Remote Similarity	NPD1355	Clinical (unspecified phase)
0.5608	Remote Similarity	NPD1354	Approved
0.5608	Remote Similarity	NPD1356	Approved

Structure

External Identifiers

PubChem CID	96215;28305488
ChEMBL	CHEMBL784
ZINC

Physicochemical Properties

Molecular Weight:	126.04
ALogP:	-0.6254
MLogP:	1.57
XLogP:	-0.066
# Rotatable Bonds:	3
Polar Surface Area:	65.98
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	1
# Heavy Atoms:	9

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs