NPASS Natural Product

Natural Product: NPC128208

Natural Product ID:	NPC128208
Common Name:	Nectandrin B
IUPAC Name:	4-[(2R,3R,4S,5S)-5-(4-hydroxy-3-methoxyphenyl)-3,4-dimethyloxolan-2-yl]-2-methoxyphenol
Synonyms:
Molecular Formula:	C20H24O5
Standard InCHIKey:	GMXMKSFJQLFOSO-JARDSOJUSA-N
Standard InCHI:	InChI=1S/C20H24O5/c1-11-12(2)20(14-6-8-16(22)18(10-14)24-4)25-19(11)13-5-7-15(21)17(9-13)23-3/h5-12,19-22H,1-4H3/t11-,12+,19-,20+
Canonical SMILES:	COc1cc(ccc1O)[C@@H]1O[C@@H]([C@H]([C@H]1C)C)c1ccc(c(c1)OC)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Collection Location	Reference
NPO1382	Hyptis tomentosa	Species	Lamiaceae	Eukaryota		UNPD*
NPO14474	Klasea sogdiana	Species	Asteraceae	Eukaryota		UNPD*
NPO16969	Piper mullesua	Species	Piperaceae	Eukaryota		HerDing*
NPO16969	Piper mullesua	Species	Piperaceae	Eukaryota		TCMID*
NPO17811	Cephalonoplos segetum	Species	Asteraceae	Eukaryota		UNPD*
NPO18777	Endiandra anthropophagorum	Species	Lauraceae	Eukaryota	Australia	PMID[17583952]
NPO19004	Dryobalanops camphora	Species	Dipterocarpaceae	Eukaryota		UNPD*
NPO19078	Lophocolea bidentata	Species	Lophocoleaceae	Eukaryota		UNPD*
NPO19928	Lachnoanaerobaculum saburreum	Species	Lachnospiraceae	Bacteria		UNPD*
NPO2665	Andinobates fulguritus	Species	Dendrobatidae	Eukaryota		UNPD*

Showing 1 to 10 of 26 entries

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Biological Activity

Activity Type	# Activity
IC50	3
Others	3

Activity Type	# Activity
Individual Protein	2
Organism	4

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT249	Individual Protein	Glucocorticoid receptor	Homo sapiens	IC50	=	27000	nM	17583952
NPT580	Organism	Trypanosoma cruzi	Trypanosoma cruzi	Activity	=	23	%	14738383
NPT580	Organism	Trypanosoma cruzi	Trypanosoma cruzi	Activity	=	25	%	14738383
NPT580	Organism	Trypanosoma cruzi	Trypanosoma cruzi	Activity	=	48	%	14738383
NPT580	Organism	Trypanosoma cruzi	Trypanosoma cruzi	IC50	=	47300	nM	14738383
NPT68	Individual Protein	Aldose reductase	Rattus norvegicus	IC50	=	38018.94	nM	10.1007/s00044-011-9681-6

Showing 1 to 6 of 6 entries

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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 NPC128208 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	240
0.1-0.2	1000
0.2-0.3	2073
0.3-0.4	5551
0.4-0.5	7969
0.5-0.6	2449
0.6-0.7	6232
0.7-0.8	3887
0.8-0.85	795
0.85-0.9	498
0.9-0.95	149
0.95-1	46

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Similarity Score	Similarity Level	Natural Product ID
0.8968	High Similarity	NPC203133
0.8976	High Similarity	NPC98745
0.8992	High Similarity	NPC472597
0.8992	High Similarity	NPC470096
0.8992	High Similarity	NPC470095

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 NPC128208 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	232
0.1-0.2	819
0.2-0.3	1372
0.3-0.4	2546
0.4-0.5	2095
0.5-0.6	1062
0.6-0.7	781
0.7-0.8	240
0.8-0.85	11
0.85-0.9	2
0.9-0.95	1
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7114	Intermediate Similarity	NPD8166	Discontinued
0.7115	Intermediate Similarity	NPD5563	Clinical (unspecified phase)
0.7117	Intermediate Similarity	NPD7054	Approved
0.7122	Intermediate Similarity	NPD1283	Approved
0.7122	Intermediate Similarity	NPD2922	Phase 1

Showing 1 to 5 of 200 entries

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Structure

CID128208 OpenBabel06191715482D 25 27 0 0 1 0 0 0 0 0999 V2000 0.5759 -2.5227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5522 -2.0704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8283 -2.0476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 3.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0704 0.2749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0649 0.3795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2514 -1.4476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 -1.6092 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6637 -0.6386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6527 -0.4296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2460 -1.3431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 -0.7431 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9135 -0.4067 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.6472 -0.3250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 1.5933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8337 -2.1521 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 2.5933 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 3 23 1 0 0 0 0 4 24 1 0 0 0 0 5 7 2 0 0 0 0 5 13 1 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 13 2 0 0 0 0 9 17 1 0 0 0 0 10 14 2 0 0 0 0 10 18 1 0 0 0 0 11 1 1 1 0 0 0 11 12 1 0 0 0 0 11 19 1 0 0 0 0 12 2 1 1 0 0 0 12 20 1 0 0 0 0 15 17 2 0 0 0 0 15 21 1 0 0 0 0 16 18 2 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 13 1 6 0 0 0 19 25 1 0 0 0 0 20 14 1 6 0 0 0 20 25 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	156517
ChEMBL	CHEMBL228326
ZINC

Physicochemical Properties

Molecular Weight:	344.16
ALogP:	-1.0123
MLogP:	3.11
XLogP:	2.93
# Rotatable Bonds:	10
Polar Surface Area:	68.15
# H-Bond Aceptor:	1
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	25

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