NPASS Natural Product

Natural Product: NPC11258

Natural Product ID:	NPC11258
Common Name:	Aristolignin
IUPAC Name:	4-[(2S,3S,4S,5R)-5-(3,4-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-2-methoxyphenol
Synonyms:	Aristolignin
Molecular Formula:	C21H26O5
Standard InCHIKey:	YPQNDHHCUQGPFN-BKOMJCAWSA-N
Standard InCHI:	InChI=1S/C21H26O5/c1-12-13(2)21(15-7-9-17(23-3)19(11-15)25-5)26-20(12)14-6-8-16(22)18(10-14)24-4/h6-13,20-22H,1-5H3/t12-,13-,20-,21+/m0/s1
Canonical SMILES:	COc1cc(ccc1OC)[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

Show entries

Search:

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO3739	Nectandra megapotamica	Species	Lauraceae	Eukaryota				PMID[14738383]

Showing 1 to 1 of 1 entries

Previous1Next

Biological Activity

Activity Type	# Activity
IC50	1
Others	3

Activity Type	# Activity
Organism	4

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT580	Organism	Trypanosoma cruzi	Trypanosoma cruzi	Activity	=	47.6	%	18247552
NPT580	Organism	Trypanosoma cruzi	Trypanosoma cruzi	IC50	=	34800	nM	Open TG-GATES in vivo data: Biochemistry
NPT580	Organism	Trypanosoma cruzi	Trypanosoma cruzi	Activity	=	46.8	%	17939738
NPT580	Organism	Trypanosoma cruzi	Trypanosoma cruzi	Activity	=	34.2	%	10.1007/s00044-012-0371-9

Showing 1 to 4 of 4 entries

Previous1Next

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 NPC11258 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

Show entries

Search:

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

Previous1 2 3 4 5…40Next

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC11258 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

Show entries

Search:

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

Previous1 2 3 4 5…40Next

Structure

NPC11258 OpenBabel07101718312D 26 28 0 0 1 0 0 0 0 0999 V2000 1.5522 -2.0704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5759 -2.5227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2350 -1.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8839 2.1020 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 -2.2514 -1.4476 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 -3.2460 -1.3431 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 -2.0704 0.2749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 C 0 0 1 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 1.7796 0.0933 0.0000 C 0 0 0 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 3.5116 1.0933 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 0.0933 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 0.9135 -0.4067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 2 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 -4.6472 -0.3250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -0.4067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4716 1.2930 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 25 1 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 9 2 0 0 0 0 7 15 1 0 0 0 0 8 16 1 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 15 2 0 0 0 0 11 19 1 0 0 0 0 12 1 1 1 0 0 0 12 13 1 0 0 0 0 12 20 1 0 0 0 0 13 2 1 6 0 0 0 13 21 1 0 0 0 0 16 18 2 0 0 0 0 16 22 1 0 0 0 0 17 19 2 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 20 14 1 6 0 0 0 20 26 1 0 0 0 0 21 15 1 6 0 0 0 21 26 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	26213322
ChEMBL	CHEMBL513705
ZINC

Physicochemical Properties

Molecular Weight:	358.18
ALogP:	-0.6038
MLogP:	3.22
XLogP:	3.449
# Rotatable Bonds:	11
Polar Surface Area:	57.15
# H-Bond Aceptor:	1
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	26

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs