NPASS Natural Product

Natural Product: NPC166934

Natural Product ID:	NPC166934
Common Name:	Sophoraflavanone A
IUPAC Name:	(2S)-8-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
Synonyms:
Molecular Formula:	C25H28O5
Standard InCHIKey:	GOAUTULGLLBZSR-YLLUOSTHSA-N
Standard InCHI:	InChI=1S/C25H28O5/c1-15(2)5-4-6-16(3)7-12-19-20(27)13-21(28)24-22(29)14-23(30-25(19)24)17-8-10-18(26)11-9-17/h5,7-11,13,23,26-28H,4,6,12,14H2,1-3H3/b16-7+/t23-/m0/s1
Canonical SMILES:	C/C(=CCc1c(O)cc(c2c1O[C@@H](CC2=O)c1ccc(cc1)O)O)/CCC=C(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	Isolation Part	Reference
NPO13784	Dalbergia candenatensis	Species	Fabaceae	Eukaryota	heartwood	PMID[19653666]
NPO18288	Macaranga bicolor	Species	Euphorbiaceae	Eukaryota		PMID[21275386]
NPO21056	Angelica keiskei	Species	Apiaceae	Eukaryota	Exudates	PMID[16441065]
NPO8300	Apis mellifera ligustica	Species	Apidae	Eukaryota		TCMID*

Showing 1 to 4 of 4 entries

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Biological Activity

Activity Type	# Activity
IC50	2
Others	6

Activity Type	# Activity
Cell Line	1
Individual Protein	1
Others	6

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	IC50	=	12300	nM	21275386
NPT2	Others	Unspecified		Activity	=	0	%	16441065
NPT2	Others	Unspecified		Activity	=	18.5	%	16441065
NPT2	Others	Unspecified		Activity	=	56.4	%	16441065
NPT2	Others	Unspecified		Activity	=	89.3	%	16441065
NPT2	Others	Unspecified		IC50	=	215	molar ratio	16441065
NPT2	Others	Unspecified		Ratio	=	2.1		16441065
NPT80	Cell Line	Raji	Homo sapiens	Activity	=	70	%	16441065

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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 NPC166934 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	237
0.1-0.2	1125
0.2-0.3	2123
0.3-0.4	5471
0.4-0.5	7859
0.5-0.6	2571
0.6-0.7	3960
0.7-0.8	3943
0.8-0.85	1612
0.85-0.9	1177
0.9-0.95	604
0.95-1	207

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Similarity Score	Similarity Level	Natural Product ID
0.9507	High Similarity	NPC145467
0.9507	High Similarity	NPC122894
0.951	High Similarity	NPC472633
0.9562	High Similarity	NPC99333
0.9562	High Similarity	NPC329225

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 NPC166934 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	250
0.1-0.2	890
0.2-0.3	1360
0.3-0.4	2322
0.4-0.5	2209
0.5-0.6	1288
0.6-0.7	581
0.7-0.8	184
0.8-0.85	46
0.85-0.9	17
0.9-0.95	11
0.95-1	3

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7203	Intermediate Similarity	NPD1894	Discontinued
0.7209	Intermediate Similarity	NPD3823	Discontinued
0.7222	Intermediate Similarity	NPD17	Approved
0.7226	Intermediate Similarity	NPD6004	Phase 3
0.7226	Intermediate Similarity	NPD6002	Phase 3

Showing 1 to 5 of 200 entries

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Structure

CID166934 OpenBabel06191715542D 30 32 0 0 1 0 0 0 0 0999 V2000 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 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 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 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 -1.7321 1.0000 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 -2.5981 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 1.7321 1.0000 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 -0.8660 -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 2.5000 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 -3.4641 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 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 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 1 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 -4.3301 1.5000 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 1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 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 15 1 0 0 0 0 2 15 1 0 0 0 0 3 16 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 15 2 0 0 0 0 6 16 1 0 0 0 0 7 12 1 0 0 0 0 7 16 2 0 0 0 0 8 10 1 0 0 0 0 8 17 2 0 0 0 0 9 11 2 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 11 18 1 0 0 0 0 12 19 1 0 0 0 0 13 20 2 0 0 0 0 13 21 1 0 0 0 0 14 22 1 0 0 0 0 14 23 1 0 0 0 0 18 26 1 0 0 0 0 19 20 1 0 0 0 0 19 25 2 0 0 0 0 20 27 1 0 0 0 0 21 24 2 0 0 0 0 21 28 1 0 0 0 0 22 24 1 0 0 0 0 22 29 2 0 0 0 0 23 17 1 1 0 0 0 23 30 1 0 0 0 0 24 25 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	6475921
ChEMBL	CHEMBL490697
ZINC

Physicochemical Properties

Molecular Weight:	408.19
ALogP:	1.2952
MLogP:	3.66
XLogP:	4.189
# Rotatable Bonds:	12
Polar Surface Area:	86.99
# H-Bond Aceptor:	1
# H-Bond Donor:	3
# Rings:	3
# Heavy Atoms:	30

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