NPASS Natural Product

Natural Product: NPC214629

Natural Product ID:	NPC214629
Common Name:	Codeinone
IUPAC Name:	(4R,4aR,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one
Synonyms:	Codeinone
Molecular Formula:	C18H19NO3
Standard InCHIKey:	XYYVYLMBEZUESM-CMKMFDCUSA-N
Standard InCHI:	InChI=1S/C18H19NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-12,17H,7-9H2,1-2H3/t11-,12+,17-,18-/m0/s1
Canonical SMILES:	COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@H](C2)[C@@H]4C=CC1=O)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Show entries

Search:

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO10176	Chrozophora prostrata	Species	Euphorbiaceae	Eukaryota	UNPD*
NPO2466	Aloe microstigma	Species	Asphodelaceae	Eukaryota	UNPD*
NPO7312	Aplidium multiplicatum	Species	Polyclinidae	Eukaryota	UNPD*
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	UNPD*

Showing 1 to 4 of 4 entries

Previous1Next

Biological Activity

Activity Type	# Activity
EC50	1
Ki	1

Activity Type	# Activity
Individual Protein	2

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	EC50	=	294	nM	17616524
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	=	459	nM	17616524

Showing 1 to 2 of 2 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 NPC214629 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	1114
0.2-0.3	2464
0.3-0.4	6674
0.4-0.5	6594
0.5-0.6	5886
0.6-0.7	7397
0.7-0.8	478
0.8-0.85	19
0.85-0.9	15
0.9-0.95	3
0.95-1	1

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.7356	Intermediate Similarity	NPC130926
0.736	Intermediate Similarity	NPC267414
0.736	Intermediate Similarity	NPC475718
0.7366	Intermediate Similarity	NPC65403
0.7368	Intermediate Similarity	NPC314682

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 NPC214629 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	198
0.1-0.2	723
0.2-0.3	962
0.3-0.4	2116
0.4-0.5	2659
0.5-0.6	1637
0.6-0.7	735
0.7-0.8	89
0.8-0.85	12
0.85-0.9	23
0.9-0.95	5
0.95-1	2

Show entries

Search:

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6755	Remote Similarity	NPD1309	Phase 2
0.6757	Remote Similarity	NPD4424	Discontinued
0.676	Remote Similarity	NPD6331	Phase 2
0.676	Remote Similarity	NPD6658	Clinical (unspecified phase)
0.6761	Remote Similarity	NPD1753	Discontinued

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Structure

CID214629 OpenBabel06191716002D 22 26 0 0 1 0 0 0 0 0999 V2000 -4.0465 -1.6059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3617 2.8564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1530 1.6734 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1530 -1.6738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4282 -2.0923 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4282 2.0919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1530 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6025 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8777 0.4180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1530 0.8365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1530 -0.8369 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.8777 -0.4185 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7034 -1.6738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7034 1.6734 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4282 0.4180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7034 0.8365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7034 -0.8369 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4282 -0.4185 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.6025 -0.8369 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0656 -2.1178 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0213 2.0919 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 19 1 0 0 0 0 2 21 1 0 0 0 0 3 6 2 0 0 0 0 3 10 1 0 0 0 0 4 5 2 0 0 0 0 4 11 1 0 0 0 0 5 13 1 0 0 0 0 6 14 1 0 0 0 0 7 8 1 0 0 0 0 8 19 1 0 0 0 0 9 10 1 0 0 0 0 10 15 2 0 0 0 0 11 12 1 0 0 0 0 11 18 1 1 0 0 0 12 9 1 6 0 0 0 12 19 1 0 0 0 0 13 17 1 0 0 0 0 13 20 2 0 0 0 0 14 16 2 0 0 0 0 14 21 1 0 0 0 0 15 16 1 0 0 0 0 15 18 1 0 0 0 0 16 22 1 0 0 0 0 17 18 1 1 0 0 0 17 22 1 0 0 0 0 18 7 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	5459910
ChEMBL	CHEMBL257627
ZINC

Physicochemical Properties

Molecular Weight:	297.14
ALogP:	-0.2751
MLogP:	3
XLogP:	1.308
# Rotatable Bonds:	3
Polar Surface Area:	38.77
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	5
# Heavy Atoms:	22

Download Data

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