NPASS Natural Product

Natural Product: NPC274443

Natural Product ID:	NPC274443
Common Name:	Lapachol
IUPAC Name:
Synonyms:
Molecular Formula:	C15H14O3
Standard InCHIKey:	CIEYTVIYYGTCCI-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C15H14O3/c1-9(2)7-8-12-13(16)10-5-3-4-6-11(10)14(17)15(12)18/h3-7,18H,8H2,1-2H3
Canonical SMILES:	CC(=CCC1=C(O)C(=O)c2c(C1=O)cccc2)C
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*
NPO10199	Leuconotis griffithii	NA	NA	NA	UNPD*
NPO10826	Rabdosia weisiensis	Species	Lamiaceae	Eukaryota	UNPD*
NPO11189	Anabaena sphaerica	Species	Nostocaceae	Bacteria	UNPD*
NPO11437	Alluaudia ascendens	Species	Didiereaceae	Eukaryota	UNPD*
NPO11724	Vernonia venosissima	Species	Asteraceae	Eukaryota	UNPD*
NPO12083	Hydnellum zonatum	Species	Thelephoraceae	Eukaryota	UNPD*
NPO12727	Rufoplaca arenaria	Species	Teloschistaceae	Eukaryota	UNPD*
NPO228	Physostigma venenosum	Species	Fabaceae	Eukaryota	UNPD*
NPO23838	Kitasatospora kifunensis	Species	Streptomycetaceae	Bacteria	UNPD*

Showing 1 to 10 of 25 entries

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Biological Activity

Activity Type	# Activity
EC50	5
ED50	2
GI50	80
IC50	25
Ki	1
MIC	7
Others	30
Potency	64

Activity Type	# Activity
Cell Line	102
Individual Protein	33
Organism	28
Others	49
Protein-Protein Interaction	2

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1021	Organism	Leishmania infantum	Leishmania infantum	IC50	=	99880	nM	23535320
NPT1021	Organism	Leishmania infantum	Leishmania infantum	IC50	=	34720	nM	23535320
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	25118.9	nM	PubChem BioAssay data set
NPT111	Cell Line	K562	Homo sapiens	GI50		6622.17	nM	PubChem BioAssay data set
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50		5807.64	nM	PubChem BioAssay data set
NPT114	Cell Line	LoVo	Homo sapiens	IC50	=	9000	nM	24374273
NPT116	Cell Line	HL-60	Homo sapiens	IC50	=	3180	nM	17249647
NPT116	Cell Line	HL-60	Homo sapiens	GI50		6501.3	nM	PubChem BioAssay data set
NPT1183	Cell Line	WiDr	Homo sapiens	GI50	=	36000	nM	20304655
NPT1183	Cell Line	WiDr	Homo sapiens	GI50	=	36000	nM	22560628

Showing 1 to 10 of 199 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 NPC274443 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	147
0.1-0.2	986
0.2-0.3	1972
0.3-0.4	5914
0.4-0.5	10187
0.5-0.6	8675
0.6-0.7	2544
0.7-0.8	390
0.8-0.85	48
0.85-0.9	20
0.9-0.95	3
0.95-1	3

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Similarity Score	Similarity Level	Natural Product ID
0.7477	Intermediate Similarity	NPC141523
0.7478	Intermediate Similarity	NPC306740
0.7478	Intermediate Similarity	NPC474095
0.7479	Intermediate Similarity	NPC144547
0.748	Intermediate Similarity	NPC324209

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 NPC274443 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	164
0.1-0.2	942
0.2-0.3	1174
0.3-0.4	2716
0.4-0.5	2567
0.5-0.6	1278
0.6-0.7	259
0.7-0.8	49
0.8-0.85	11
0.85-0.9	1
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6224	Remote Similarity	NPD8165	Discontinued
0.6228	Remote Similarity	NPD9566	Approved
0.6228	Remote Similarity	NPD288	Approved
0.6238	Remote Similarity	NPD9716	Approved
0.6239	Remote Similarity	NPD3357	Discontinued

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Structure

External Identifiers

PubChem CID
ChEMBL	CHEMBL15193
ZINC

Physicochemical Properties

Molecular Weight:	242.09
ALogP:	1.0589
MLogP:	2.78
XLogP:	3.931
# Rotatable Bonds:	5
Polar Surface Area:	54.37
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	18

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