NPASS Natural Product

Natural Product: NPC260919

Natural Product ID:	NPC260919
Common Name:	Orotic Acid
IUPAC Name:	2,4-dioxo-1H-pyrimidine-6-carboxylic acid
Synonyms:	Orotic Acid
Molecular Formula:	C5H4N2O4
Standard InCHIKey:	PXQPEWDEAKTCGB-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C5H4N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h1H,(H,9,10)(H2,6,7,8,11)
Canonical SMILES:	Oc1nc(O)nc(c1)C(=O)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Reference
NPO12323	Bos taurus	Species	Bovidae	Eukaryota		TCM_Taiwan*
NPO17393	Bubalus bubalis	Species	Bovidae	Eukaryota		TCM_Taiwan*
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	amniotic fluid	PMID[16139832]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	urine	PMID[10388475]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	saliva	PMID[22308371]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	blood	PMID[16139832]
NPO20338	Mus musculus	Species	Muridae	Eukaryota		PMID[19425150]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria		PMID[21988831]
NPO12323	Bos taurus	Species	Bovidae	Eukaryota		TCMID*
NPO17393	Bubalus bubalis	Species	Bovidae	Eukaryota		TCMID*

Biological Activity

Activity Type	# Activity
AC50	1
Ki	1
Potency	20

Activity Type	# Activity
Individual Protein	6
Organism	2
Others	14

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT483	Individual Protein	Prelamin-A/C	Homo sapiens	Potency	=	1258.9	nM	PubChem BioAssay data set
NPT94	Individual Protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	=	39810.7	nM	PubChem BioAssay data set
NPT53	Individual Protein	4'-phosphopantetheinyl transferase ffp	Bacillus subtilis	Potency	=	39810.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Ki	=	72210	nM	20965617
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency		16944.1	nM	PubChem BioAssay data set
NPT99	Individual Protein	Peroxisome proliferator-activated receptor gamma	Homo sapiens	Potency		39810.7	nM	PubChem BioAssay data set
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency		19011.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		10583.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		29847	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		5.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		53076.3	nM	PubChem BioAssay data set
NPT162	Individual Protein	Heat shock protein beta-1	Homo sapiens	Potency		23708.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		26832.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		33488.9	nM	PubChem BioAssay data set
NPT74	Individual Protein	Proto-oncogene c-JUN	Homo sapiens	Potency		18995.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		23710.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		217.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		301.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		7562.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		37578	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		61192.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		AC50		15848.9	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 NPC260919 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	687
0.1-0.2	10572
0.2-0.3	15852
0.3-0.4	2712
0.4-0.5	980
0.5-0.6	80
0.6-0.7	5
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.7879	Intermediate Similarity	NPC248627
0.6127	Remote Similarity	NPC27699
0.6108	Remote Similarity	NPC118135
0.6108	Remote Similarity	NPC314440
0.6069	Remote Similarity	NPC224632
0.6012	Remote Similarity	NPC85443
0.5843	Remote Similarity	NPC278874
0.5833	Remote Similarity	NPC208751
0.581	Remote Similarity	NPC164664
0.5798	Remote Similarity	NPC230805
0.5778	Remote Similarity	NPC105758
0.5778	Remote Similarity	NPC476688
0.5778	Remote Similarity	NPC253810
0.5778	Remote Similarity	NPC476686
0.5767	Remote Similarity	NPC144381
0.5746	Remote Similarity	NPC208060
0.573	Remote Similarity	NPC477891
0.573	Remote Similarity	NPC144114
0.5728	Remote Similarity	NPC48317
0.5706	Remote Similarity	NPC302159
0.5628	Remote Similarity	NPC303225

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC260919 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	226
0.1-0.2	1448
0.2-0.3	3257
0.3-0.4	2839
0.4-0.5	1335
0.5-0.6	49
0.6-0.7	5
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD8825	Phase 2
1.0	High Similarity	NPD59	Approved
0.6821	Remote Similarity	NPD9187	Approved
0.6242	Remote Similarity	NPD9550	Approved
0.6242	Remote Similarity	NPD9551	Approved
0.6203	Remote Similarity	NPD533	Approved
0.6127	Remote Similarity	NPD8571	Phase 3
0.5852	Remote Similarity	NPD444	Approved
0.5798	Remote Similarity	NPD9714	Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID	967
ChEMBL	CHEMBL1235017
ZINC

Physicochemical Properties

Molecular Weight:	156.02
ALogP:	-1.1604
MLogP:	1.35
XLogP:	-0.837
# Rotatable Bonds:	4
Polar Surface Area:	103.54
# H-Bond Aceptor:	4
# H-Bond Donor:	3
# Rings:	1
# Heavy Atoms:	11

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