NPASS Natural Product

Natural Product: NPC99333

Natural Product ID:	NPC99333
Common Name:	E-Eucomine
IUPAC Name:	(3E)-5,7-dihydroxy-3-[(4-methoxyphenyl)methylidene]chromen-4-one
Synonyms:	(E)-Eucomin
Molecular Formula:	C17H14O5
Standard InCHIKey:	MNFFPBYXUIMSFC-IZZDOVSWSA-N
Standard InCHI:	InChI=1S/C17H14O5/c1-21-13-4-2-10(3-5-13)6-11-9-22-15-8-12(18)7-14(19)16(15)17(11)20/h2-8,18-19H,9H2,1H3/b11-6+
Canonical SMILES:	COc1ccc(cc1)/C=C/1COc2c(C1=O)c(O)cc(c2)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO32846	heamatoxylon campechianum	Species	NA	NA	Stems	XiShuangBanNa, Yunnan Province, China	2005-SEP	PMID[18610999]

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Biological Activity

Activity Type	# Activity
MIC	1
Others	8

Activity Type	# Activity
Individual Protein	6
Organism	1
Others	2

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1107	Organism	Mycobacterium smegmatis str. MC2 155	Mycobacterium smegmatis str. MC2 155	MIC	=	500	ug/ml	20088608
NPT1478	Individual Protein	Vascular endothelial growth factor receptor 2	Homo sapiens	Inhibition	=	1.2	%	18955526
NPT1479	Individual Protein	Stem cell growth factor receptor	Homo sapiens	Inhibition	=	2.3	%	20194693
NPT1480	Individual Protein	Fibroblast growth factor receptor 1	Homo sapiens	Inhibition	=	0	%	PubChem BioAssay data set
NPT1481	Individual Protein	Fibroblast growth factor receptor 2	Homo sapiens	Inhibition	=	0	%	17067170
NPT2	Others	Unspecified		FC	=	2		24547740
NPT2	Others	Unspecified		FC	=	4		23911853
NPT285	Individual Protein	Epidermal growth factor receptor erbB1	Homo sapiens	Inhibition	=	0	%	20439616
NPT36	Individual Protein	Tyrosine-protein kinase SRC	Homo sapiens	Inhibition	=	0.7	%	17663585

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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 NPC99333 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	230
0.1-0.2	1196
0.2-0.3	2551
0.3-0.4	6309
0.4-0.5	6776
0.5-0.6	2440
0.6-0.7	4239
0.7-0.8	3813
0.8-0.85	1535
0.85-0.9	1205
0.9-0.95	478
0.95-1	117

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Similarity Score	Similarity Level	Natural Product ID
0.9412	High Similarity	NPC90665
0.9416	High Similarity	NPC103342
0.9416	High Similarity	NPC59951
0.9416	High Similarity	NPC103904
0.9416	High Similarity	NPC172986

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 NPC99333 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	254
0.1-0.2	916
0.2-0.3	1391
0.3-0.4	2397
0.4-0.5	2122
0.5-0.6	1311
0.6-0.7	536
0.7-0.8	162
0.8-0.85	42
0.85-0.9	20
0.9-0.95	7
0.95-1	3

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7151	Intermediate Similarity	NPD8313	Approved
0.7161	Intermediate Similarity	NPD7003	Approved
0.7162	Intermediate Similarity	NPD3027	Phase 3
0.7169	Intermediate Similarity	NPD7229	Phase 3
0.7185	Intermediate Similarity	NPD9266	Approved

Showing 1 to 5 of 200 entries

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Structure

NPC99333 OpenBabel07101718312D 22 24 0 0 0 0 0 0 0 0999 V2000 5.1962 -3.0000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 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 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 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 2.5981 -0.5000 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 -2.5981 -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 -1.7321 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 -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 -3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 4 1 0 0 0 0 2 10 2 0 0 0 0 3 5 2 0 0 0 0 3 10 1 0 0 0 0 4 13 2 0 0 0 0 5 13 1 0 0 0 0 6 10 1 0 0 0 0 6 11 2 0 0 0 0 7 12 2 0 0 0 0 7 14 1 0 0 0 0 8 12 1 0 0 0 0 8 15 2 0 0 0 0 9 11 1 0 0 0 0 9 22 1 0 0 0 0 11 17 1 0 0 0 0 12 18 1 0 0 0 0 13 21 1 0 0 0 0 14 16 2 0 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 15 22 1 0 0 0 0 16 17 1 0 0 0 0 17 20 2 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	12309803
ChEMBL	CHEMBL476776
ZINC

Physicochemical Properties

Molecular Weight:	298.08
ALogP:	-1.1065
MLogP:	2.78
XLogP:	2.053
# Rotatable Bonds:	5
Polar Surface Area:	75.99
# H-Bond Aceptor:	1
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	22

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