NPASS Natural Product

Natural Product: NPC156222

Natural Product ID:	NPC156222
Common Name:	Pectolinarigenin
IUPAC Name:	5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one
Synonyms:	NSC-106403
Molecular Formula:	C17H14O6
Standard InCHIKey:	GPQLHGCIAUEJQK-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C17H14O6/c1-21-10-5-3-9(4-6-10)13-7-11(18)15-14(23-13)8-12(19)17(22-2)16(15)20/h3-8,19-20H,1-2H3
Canonical SMILES:	COc1ccc(cc1)c1cc(=O)c2c(o1)cc(c(c2O)OC)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO10196	Echinocereus blanckii	Species	Cactaceae	Eukaryota	UNPD*
NPO10436	Aristolochia maxima	Species	Aristolochiaceae	Eukaryota	UNPD*
NPO10826	Rabdosia weisiensis	Species	Lamiaceae	Eukaryota	UNPD*
NPO11020	Streptomyces purpeofuscus	Species	Streptomycetaceae	Bacteria	UNPD*
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	TM-MC*
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	TCMID*
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	HerDing*
NPO11186	Duranta erecta	Species	Verbenaceae	Eukaryota	TCMID*
NPO11189	Anabaena sphaerica	Species	Nostocaceae	Bacteria	UNPD*
NPO11420	Dolichospermum affine	Species	Aphanizomenonaceae	Bacteria	UNPD*

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Biological Activity

Activity Type	# Activity
EC50	1
ED50	1
GI50	1
IC50	16
Ki	1
Others	12
Potency	28

Activity Type	# Activity
Cell Line	11
Individual Protein	30
Organism	2
Others	10
Protein Complex	3
Protein-Protein Interaction	1
Tissue	1
Uncleic Acid	2

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT10	Individual Protein	Geminin	Homo sapiens	Potency		18356.4	nM	PubChem BioAssay data set
NPT100	Individual Protein	Glutaminase kidney isoform, mitochondrial	Homo sapiens	Potency		17782.8	nM	PubChem BioAssay data set
NPT1083	Cell Line	A-375	Homo sapiens	IC50	=	8200	nM	18818071
NPT11	Individual Protein	Guanine nucleotide-binding protein G(s), subunit alpha	Homo sapiens	Potency		31622.8	nM	PubChem BioAssay data set
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Activity	=	13.5	%	26035635
NPT1310	Individual Protein	Xanthine dehydrogenase	Bos taurus	Inhibition	=	32.1	%	3379415
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Activity	=	20.1	%	26035635
NPT1479	Individual Protein	Stem cell growth factor receptor	Homo sapiens	Activity	=	3	%	26807861
NPT1479	Individual Protein	Stem cell growth factor receptor	Homo sapiens	Activity	=	0	%	26807861
NPT1479	Individual Protein	Stem cell growth factor receptor	Homo sapiens	IC50	=	600	nM	26807861

Showing 1 to 10 of 56 entries

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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 NPC156222 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	318
0.1-0.2	1295
0.2-0.3	3014
0.3-0.4	7108
0.4-0.5	5632
0.5-0.6	2372
0.6-0.7	3515
0.7-0.8	4020
0.8-0.85	1757
0.85-0.9	1122
0.9-0.95	508
0.95-1	228

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Similarity Score	Similarity Level	Natural Product ID
0.9533	High Similarity	NPC191146
0.9533	High Similarity	NPC100916
0.9533	High Similarity	NPC55619
0.9533	High Similarity	NPC200388
0.9533	High Similarity	NPC268161

Showing 1 to 5 of 200 entries

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Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC156222 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	343
0.1-0.2	898
0.2-0.3	1707
0.3-0.4	2679
0.4-0.5	1791
0.5-0.6	1058
0.6-0.7	494
0.7-0.8	135
0.8-0.85	33
0.85-0.9	17
0.9-0.95	5
0.95-1	1

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6962	Remote Similarity	NPD1296	Phase 2
0.697	Remote Similarity	NPD2354	Approved
0.6977	Remote Similarity	NPD2296	Approved
0.698	Remote Similarity	NPD9493	Approved
0.6981	Remote Similarity	NPD1558	Phase 1

Showing 1 to 5 of 200 entries

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Structure

CID156222 OpenBabel06191715522D 23 25 0 0 0 0 0 0 0 0999 V2000 7.7942 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 22 1 0 0 0 0 3 5 1 0 0 0 0 3 9 2 0 0 0 0 4 6 2 0 0 0 0 4 9 1 0 0 0 0 5 10 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 7 13 2 0 0 0 0 8 12 2 0 0 0 0 8 14 1 0 0 0 0 9 13 1 0 0 0 0 10 21 1 0 0 0 0 11 15 1 0 0 0 0 11 18 2 0 0 0 0 12 17 1 0 0 0 0 12 19 1 0 0 0 0 13 23 1 0 0 0 0 14 15 2 0 0 0 0 14 23 1 0 0 0 0 15 16 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 17 22 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	5320438
ChEMBL	CHEMBL78010
ZINC

Physicochemical Properties

Molecular Weight:	314.08
ALogP:	-1.5278
MLogP:	2.67
XLogP:	1.642
# Rotatable Bonds:	7
Polar Surface Area:	85.22
# H-Bond Aceptor:	1
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	23

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