NPASS Natural Product

Natural Product: NPC12053

Natural Product ID:	NPC12053
Common Name:	Magnoflorine
IUPAC Name:	(6aS)-2,10-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-6-ium-1,11-diol
Synonyms:	Magnoflorine
Molecular Formula:	C20H23NO4
Standard InCHIKey:	YLRXAIKMLINXQY-ZDUSSCGKSA-O
Standard InCHI:	InChI=1S/C20H23NO4/c1-21(2)8-7-12-10-15(25-4)20(23)18-16(12)13(21)9-11-5-6-14(24-3)19(22)17(11)18/h5-6,10,13H,7-9H2,1-4H3,(H-,22,23)/p+1/t13-/m0/s1
Canonical SMILES:	COc1ccc2c(c1O)c1c(O)c(OC)cc3c1[C@H](C2)[N+](C)(C)CC3
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO10008	Tinospora capillipes	Species	Menispermaceae	Eukaryota	TM-MC*
NPO10618	Acnistus arborescens	Species	Solanaceae	Eukaryota	UNPD*
NPO10969	Epimedium sagittatum	Species	Berberidaceae	Eukaryota	TM-MC*
NPO11635	Thalictrum minus	Species	Ranunculaceae	Eukaryota	TCMID*
NPO11640	Berberis fortunei	Species	Berberidaceae	Eukaryota	TCMID*
NPO11640	Berberis fortunei	Species	Berberidaceae	Eukaryota	UNPD*
NPO11791	Magnolia obovata	Species	Magnoliaceae	Eukaryota	TM-MC*
NPO11791	Magnolia obovata	Species	Magnoliaceae	Eukaryota	TCMID*
NPO12130	Frullania dilatata	Species	Frullaniaceae	Eukaryota	UNPD*
NPO12214	Leontice robustum	Species	Berberidaceae	Eukaryota	TCMID*

Showing 1 to 10 of 94 entries

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Biological Activity

Activity Type	# Activity
ED50	2
IC50	3
LD50	1
Others	7

Activity Type	# Activity
Organism	8
Others	5

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		CC50	>	4114000	nM	17723297
NPT2	Others	Unspecified		Activity	=	28.2	%	10543898
NPT2	Others	Unspecified		Activity	=	29	%	10543898
NPT2	Others	Unspecified		Activity	=	27.8	%	10543898
NPT32	Organism	Mus musculus	Mus musculus	LD50	=	19.6	mg/kg	7119806
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	5	min	7119806
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	15	min	7119806
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	ED50	>	10	ug/ml	8254346
NPT963	Organism	Hepatitis B virus	Hepatitis B virus	IC50	>	4114000	nM	17723297
NPT992	Organism	Entamoeba histolytica	Entamoeba histolytica	IC50	=	37.96	ug/ml	10.1007/s00044-011-9767-1

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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 NPC12053 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	244
0.1-0.2	1174
0.2-0.3	3780
0.3-0.4	8634
0.4-0.5	3491
0.5-0.6	7172
0.6-0.7	5189
0.7-0.8	843
0.8-0.85	166
0.85-0.9	110
0.9-0.95	59
0.95-1	27

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Similarity Score	Similarity Level	Natural Product ID
0.8494	Intermediate Similarity	NPC268503
0.8494	Intermediate Similarity	NPC256012
0.8494	Intermediate Similarity	NPC304659
0.8494	Intermediate Similarity	NPC86144
0.8503	High Similarity	NPC241055

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 NPC12053 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	182
0.1-0.2	734
0.2-0.3	908
0.3-0.4	1856
0.4-0.5	2617
0.5-0.6	1781
0.6-0.7	866
0.7-0.8	179
0.8-0.85	28
0.85-0.9	10
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7059	Intermediate Similarity	NPD4111	Phase 1
0.7059	Intermediate Similarity	NPD5087	Clinical (unspecified phase)
0.7062	Intermediate Similarity	NPD4107	Approved
0.7065	Intermediate Similarity	NPD6996	Clinical (unspecified phase)
0.7077	Intermediate Similarity	NPD5005	Approved

Showing 1 to 5 of 200 entries

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Structure

CID12053 OpenBabel06191715342D 25 28 0 0 1 0 0 0 0 0999 V2000 1.6974 -3.8557 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5330 -3.3585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3899 -0.0518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1042 1.6896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6572 -2.9297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5088 -2.4586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5138 -1.4416 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5179 -2.4027 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0068 -2.9062 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6657 0.0100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8234 -2.4277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6728 -0.9561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8425 -2.4180 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5267 -1.4856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8307 0.4853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8421 -1.4414 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8413 -1.4546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0056 -0.9664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6929 -0.9836 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 1.6873 -2.8880 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 -1.7106 -0.0175 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8375 0.4839 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3722 -1.0178 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8253 1.4461 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 21 1 0 0 0 0 3 24 1 0 0 0 0 4 25 1 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 14 1 0 0 0 0 7 8 1 0 0 0 0 7 12 1 0 0 0 0 8 21 1 0 0 0 0 9 11 1 0 0 0 0 10 12 2 0 0 0 0 10 15 1 0 0 0 0 11 17 2 0 0 0 0 12 16 1 0 0 0 0 13 9 1 1 0 0 0 13 16 1 0 0 0 0 13 21 1 0 0 0 0 14 19 2 0 0 0 0 14 24 1 0 0 0 0 15 20 2 0 0 0 0 15 25 1 0 0 0 0 16 18 2 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 19 22 1 0 0 0 0 20 23 1 0 0 0 0 M CHG 1 21 1 M END $$$$

External Identifiers

PubChem CID	73337
ChEMBL	CHEMBL235428
ZINC

Physicochemical Properties

Molecular Weight:	342.17
ALogP:	-1.9843
MLogP:	3.11
XLogP:	1.008
# Rotatable Bonds:	8
Polar Surface Area:	58.92
# H-Bond Aceptor:	0
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	25

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