NPASS Natural Product

Natural Product: NPC145467

Natural Product ID:	NPC145467
Common Name:	Licorisoflavan A
IUPAC Name:	(3R)-3-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-5,7-dimethoxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
Synonyms:
Molecular Formula:	C27H32O6
Standard InCHIKey:	AXLJPECJCPNXRX-FQEVSTJZSA-N
Standard InCHI:	InChI=1S/C27H32O6/c1-15(2)7-9-18-21(28)12-11-17(25(18)29)20-14-33-23-13-22(31-5)19(10-8-16(3)4)27(32-6)24(23)26(20)30/h7-8,11-13,20,28-29H,9-10,14H2,1-6H3/t20-/m0/s1
Canonical SMILES:	COc1cc2OC[C@H](C(=O)c2c(c1CC=C(C)C)OC)c1ccc(c(c1O)CC=C(C)C)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
NPO22336	Glycyrrhiza aspera	Species	Fabaceae	Eukaryota	TCMID*
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	PMID[22074222]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	TCMID*

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Biological Activity

Activity Type	# Activity
MIC	2
Others	3

Activity Type	# Activity
Organism	2
Others	3

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Inhibition	=	30	%	20064716
NPT2	Others	Unspecified		MBC	=	1.56	ug/ml	24479468
NPT2	Others	Unspecified		MIC	=	1.56	ug/ml	24479468
NPT878	Organism	Streptococcus mutans	Streptococcus mutans	MBC	=	100	ug/ml	24479468
NPT878	Organism	Streptococcus mutans	Streptococcus mutans	MIC	=	50	ug/ml	24479468

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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 NPC145467 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	264
0.1-0.2	1125
0.2-0.3	1965
0.3-0.4	4732
0.4-0.5	8255
0.5-0.6	2980
0.6-0.7	3546
0.7-0.8	4338
0.8-0.85	1695
0.85-0.9	1313
0.9-0.95	602
0.95-1	74

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Similarity Score	Similarity Level	Natural Product ID
0.9296	High Similarity	NPC274784
0.9296	High Similarity	NPC301217
0.9301	High Similarity	NPC268204
0.9301	High Similarity	NPC52789
0.9301	High Similarity	NPC110969

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 NPC145467 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	282
0.1-0.2	881
0.2-0.3	1367
0.3-0.4	2336
0.4-0.5	2194
0.5-0.6	1262
0.6-0.7	569
0.7-0.8	193
0.8-0.85	51
0.85-0.9	19
0.9-0.95	7
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7258	Intermediate Similarity	NPD7698	Approved
0.7258	Intermediate Similarity	NPD7435	Discontinued
0.7261	Intermediate Similarity	NPD5405	Approved
0.7261	Intermediate Similarity	NPD4477	Approved
0.7261	Intermediate Similarity	NPD5406	Approved

Showing 1 to 5 of 200 entries

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Structure

CID145467 OpenBabel06191715502D 33 35 0 0 1 0 0 0 0 0999 V2000 4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 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 -4.3301 -0.5000 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 -0.8660 1.5000 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 -2.5981 -0.5000 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 -1.7321 -0.0000 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 5.1962 -0.0000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 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 3.4641 0.0000 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 1 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 -0.8660 -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 0.8660 -0.5000 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 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 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 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 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 1.7321 -2.0000 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 16 1 0 0 0 0 5 31 1 0 0 0 0 6 32 1 0 0 0 0 7 9 1 0 0 0 0 7 15 2 0 0 0 0 8 10 1 0 0 0 0 8 16 2 0 0 0 0 9 18 1 0 0 0 0 10 19 1 0 0 0 0 11 12 2 0 0 0 0 11 17 1 0 0 0 0 12 21 1 0 0 0 0 13 22 2 0 0 0 0 13 23 1 0 0 0 0 14 20 1 0 0 0 0 14 33 1 0 0 0 0 17 25 2 0 0 0 0 18 21 2 0 0 0 0 18 25 1 0 0 0 0 19 22 1 0 0 0 0 19 27 2 0 0 0 0 20 17 1 6 0 0 0 20 26 1 0 0 0 0 21 28 1 0 0 0 0 22 31 1 0 0 0 0 23 24 2 0 0 0 0 23 33 1 0 0 0 0 24 26 1 0 0 0 0 24 27 1 0 0 0 0 25 29 1 0 0 0 0 26 30 2 0 0 0 0 27 32 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	46232311
ChEMBL	CHEMBL598721
ZINC

Physicochemical Properties

Molecular Weight:	452.22
ALogP:	2.1796
MLogP:	3.77
XLogP:	3.745
# Rotatable Bonds:	15
Polar Surface Area:	85.22
# H-Bond Aceptor:	1
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	33

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