NPASS Natural Product

Natural Product: NPC124302

Natural Product ID:	NPC124302
Common Name:	6,7-Dimethoxy-3-(6-Methyl-7,8-Dihydro-5H-[1,3]Dioxolo[4,5-G]Isoquinolin-5-Yl)-3H-2-Benzofuran-1-One
IUPAC Name:	6,7-dimethoxy-3-(6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)-3H-2-benzofuran-1-one
Synonyms:	(+)-Hydrastine
Molecular Formula:	C21H21NO6
Standard InCHIKey:	JZUTXVTYJDCMDU-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C21H21NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)18(22)19-12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3
Canonical SMILES:	COc1c(OC)ccc2c1C(=O)OC2C1N(C)CCc2c1cc1OCOc1c2
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO13757	Coptis japonica	Species	Ranunculaceae	Eukaryota	TM-MC*
NPO22622	Coptis deltoidea	Species	Ranunculaceae	Eukaryota	TM-MC*
NPO29008	Coptis teeta	Species	Ranunculaceae	Eukaryota	TM-MC*
NPO5649	Coptis chinensis	Species	Ranunculaceae	Eukaryota	TM-MC*

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Biological Activity

Activity Type	# Activity
Potency	16

Activity Type	# Activity
Individual Protein	12
Organism	1
Others	3

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT10	Individual Protein	Geminin	Homo sapiens	Potency		5804.8	nM	PubChem BioAssay data set
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	1258.9	nM	PubChem BioAssay data set
NPT149	Individual Protein	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Homo sapiens	Potency	=	39810.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		5011.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		11220.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		2238.7	nM	PubChem BioAssay data set
NPT443	Individual Protein	Histone acetyltransferase GCN5	Homo sapiens	Potency		39810.7	nM	PubChem BioAssay data set
NPT48	Individual Protein	Lysine-specific demethylase 4D-like	Homo sapiens	Potency	=	39810.7	nM	PubChem BioAssay data set
NPT49	Individual Protein	DNA-(apurinic or apyrimidinic site) lyase	Homo sapiens	Potency		3981.1	nM	PubChem BioAssay data set
NPT56	Individual Protein	Beta-lactamase AmpC	Escherichia coli K-12	Potency	=	562.3	nM	PubChem BioAssay data set

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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 NPC124302 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	242
0.1-0.2	1159
0.2-0.3	2894
0.3-0.4	7430
0.4-0.5	5290
0.5-0.6	5694
0.6-0.7	7318
0.7-0.8	805
0.8-0.85	33
0.85-0.9	9
0.9-0.95	2
0.95-1	13

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Similarity Score	Similarity Level	Natural Product ID
0.7543	Intermediate Similarity	NPC188163
0.7543	Intermediate Similarity	NPC213206
0.755	Intermediate Similarity	NPC5374
0.7552	Intermediate Similarity	NPC149285
0.7552	Intermediate Similarity	NPC470879

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 NPC124302 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	189
0.1-0.2	640
0.2-0.3	943
0.3-0.4	2039
0.4-0.5	2538
0.5-0.6	1910
0.6-0.7	766
0.7-0.8	131
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	3

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6875	Remote Similarity	NPD7811	Phase 3
0.6875	Remote Similarity	NPD7565	Approved
0.6881	Remote Similarity	NPD3863	Clinical (unspecified phase)
0.6882	Remote Similarity	NPD3647	Clinical (unspecified phase)
0.6889	Remote Similarity	NPD6028	Clinical (unspecified phase)

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Structure

CID124302 OpenBabel06191715482D 28 32 0 0 1 0 0 0 0 0999 V2000 0.1045 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4126 -1.2818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8164 0.8282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1180 -2.3523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0962 -2.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9050 1.5882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7653 -1.8171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.4563 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -2.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 1.1215 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7435 -2.0250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1254 -0.1229 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3118 0.6746 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9105 1.4836 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 22 1 0 0 0 0 2 24 1 0 0 0 0 3 25 1 0 0 0 0 4 5 2 0 0 0 0 4 12 1 0 0 0 0 5 14 1 0 0 0 0 6 7 1 0 0 0 0 6 11 1 0 0 0 0 7 22 1 0 0 0 0 8 11 2 0 0 0 0 8 15 1 0 0 0 0 9 13 2 0 0 0 0 9 16 1 0 0 0 0 10 26 1 0 0 0 0 10 27 1 0 0 0 0 11 13 1 0 0 0 0 12 17 2 0 0 0 0 12 19 1 0 0 0 0 13 18 1 0 0 0 0 14 20 2 0 0 0 0 14 24 1 0 0 0 0 15 16 2 0 0 0 0 15 26 1 0 0 0 0 16 27 1 0 0 0 0 17 20 1 0 0 0 0 17 21 1 0 0 0 0 18 19 1 0 0 0 0 18 22 1 0 0 0 0 19 28 1 0 0 0 0 20 25 1 0 0 0 0 21 23 2 0 0 0 0 21 28 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	1309
ChEMBL	CHEMBL1256868
ZINC

Physicochemical Properties

Molecular Weight:	383.14
ALogP:	-0.2155
MLogP:	3
XLogP:	2.577
# Rotatable Bonds:	6
Polar Surface Area:	66.46
# H-Bond Aceptor:	3
# H-Bond Donor:	0
# Rings:	5
# Heavy Atoms:	28

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