NPASS Natural Product

Natural Product: NPC293852

Natural Product ID:	NPC293852
Common Name:	Atalantoflavone
IUPAC Name:	5-hydroxy-2-(4-hydroxyphenyl)-8,8-dimethylpyrano[2,3-h]chromen-4-one
Synonyms:	Atalantoflavone
Molecular Formula:	C20H16O5
Standard InCHIKey:	YEUHAZULDUVZLA-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C20H16O5/c1-20(2)8-7-13-17(25-20)10-15(23)18-14(22)9-16(24-19(13)18)11-3-5-12(21)6-4-11/h3-10,21,23H,1-2H3
Canonical SMILES:	Oc1ccc(cc1)c1cc(=O)c2c(o1)c1C=CC(Oc1cc2O)(C)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
NPO10628	Boswellia papyrifera	Species	Burseraceae	Eukaryota	UNPD*
NPO10840	Cestrum laevigatum	Species	Solanaceae	Eukaryota	UNPD*
NPO11217	Lupinus argenteus	Species	Fabaceae	Eukaryota	UNPD*
NPO14155	Solanum pennellii	Species	Solanaceae	Eukaryota	UNPD*
NPO1834	Atalantia racemosa	Species	Rutaceae	Eukaryota	TCMID*
NPO25617	Lactococcus lactis	Species	Streptococcaceae	Bacteria	UNPD*
NPO28265	Morus alba	Species	Moraceae	Eukaryota	TCM_Taiwan*
NPO28399	Anthotroche myoporoides	Species	Solanaceae	Eukaryota	UNPD*
NPO28436	Helenium virginicum	Species	Asteraceae	Eukaryota	UNPD*
NPO28517	Hypericum caprifoliatum	Species	Hypericaceae	Eukaryota	UNPD*

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Biological Activity

Activity Type	# Activity
IC50	2
MIC	8

Activity Type	# Activity
Organism	7
Others	3

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>	1	ug/ml	26711890
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	1	ug/ml	26711890
NPT2	Others	Unspecified		IC50	=	55600	nM	26711890
NPT2	Others	Unspecified		IC50	=	10500	nM	26711890
NPT2	Others	Unspecified		MIC	>	1	ug/ml	26711890
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	1	ug/ml	26711890
NPT2526	Organism	Rhizomucor miehei	Rhizomucor miehei	MIC	>	1	ug/ml	26711890
NPT2527	Organism	Pythium ultimum	Pythium ultimum	MIC	>	1	ug/ml	26711890
NPT529	Organism	Rhizoctonia solani	Rhizoctonia solani	MIC	>	1	ug/ml	26711890
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MIC	>	1	ug/ml	26711890

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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 NPC293852 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	269
0.1-0.2	1297
0.2-0.3	2462
0.3-0.4	6642
0.4-0.5	6506
0.5-0.6	2625
0.6-0.7	4498
0.7-0.8	3587
0.8-0.85	1449
0.85-0.9	909
0.9-0.95	529
0.95-1	116

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Similarity Score	Similarity Level	Natural Product ID
0.9362	High Similarity	NPC81697
0.9362	High Similarity	NPC188632
0.9362	High Similarity	NPC185276
0.9362	High Similarity	NPC91560
0.9362	High Similarity	NPC149026

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 NPC293852 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	293
0.1-0.2	947
0.2-0.3	1370
0.3-0.4	2436
0.4-0.5	2171
0.5-0.6	1252
0.6-0.7	484
0.7-0.8	153
0.8-0.85	33
0.85-0.9	17
0.9-0.95	4
0.95-1	1

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7019	Intermediate Similarity	NPD4662	Approved
0.7019	Intermediate Similarity	NPD4661	Approved
0.7021	Intermediate Similarity	NPD5535	Approved
0.7025	Intermediate Similarity	NPD1652	Phase 2
0.7035	Intermediate Similarity	NPD7177	Discontinued

Showing 1 to 5 of 200 entries

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Structure

CID293852 OpenBabel06191716102D 25 28 0 0 0 0 0 0 0 0999 V2000 0.2588 1.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7934 0.3912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 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 -6.9282 0.0000 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 -1.7321 1.0000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 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 -3.4641 -2.0000 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 -4.3301 -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 -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 -7.7942 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 5 1 0 0 0 0 3 11 2 0 0 0 0 4 6 2 0 0 0 0 4 11 1 0 0 0 0 5 12 2 0 0 0 0 6 12 1 0 0 0 0 7 8 2 0 0 0 0 7 13 1 0 0 0 0 8 20 1 0 0 0 0 9 14 1 0 0 0 0 9 16 2 0 0 0 0 10 15 2 0 0 0 0 10 17 1 0 0 0 0 11 16 1 0 0 0 0 12 21 1 0 0 0 0 13 17 2 0 0 0 0 13 19 1 0 0 0 0 14 18 1 0 0 0 0 14 22 2 0 0 0 0 15 18 1 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 18 19 2 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	14162621
ChEMBL	CHEMBL465808
ZINC

Physicochemical Properties

Molecular Weight:	336.10
ALogP:	-0.5164
MLogP:	3.11
XLogP:	2.967
# Rotatable Bonds:	5
Polar Surface Area:	75.99
# H-Bond Aceptor:	1
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	25

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