NPASS Natural Product

Natural Product: NPC239134

Natural Product ID:	NPC239134
Common Name:	5,6-Didehydro-O-Methylsugiol
IUPAC Name:	(4aS)-6-methoxy-1,1,4a-trimethyl-7-propan-2-yl-3,4-dihydro-2H-phenanthren-9-one
Synonyms:
Molecular Formula:	C21H28O2
Standard InCHIKey:	UOTMTFHWVAHDHO-OAQYLSRUSA-N
Standard InCHI:	InChI=1S/C21H28O2/c1-13(2)14-10-15-16(11-18(14)23-6)21(5)9-7-8-20(3,4)19(21)12-17(15)22/h10-13H,7-9H2,1-6H3/t21-/m1/s1
Canonical SMILES:	COc1cc2c(cc1C(C)C)C(=O)C=C1[C@]2(C)CCCC1(C)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO10605	Tristania conferta	Species	Myrtaceae	Eukaryota	UNPD*
NPO10638	Plectranthus myrianthus	Species	Lamiaceae	Eukaryota	UNPD*
NPO10922	Pentaclethra macrophylla	Species	Fabaceae	Eukaryota	UNPD*
NPO11190	Veronica polita	Species	Plantaginaceae	Eukaryota	UNPD*
NPO11576	Glycosmis macrophylla	Species	Rutaceae	Eukaryota	UNPD*
NPO11843	Stephania zippeliana	Species	Menispermaceae	Eukaryota	UNPD*
NPO12091	Martensia denticulata	Species	Delesseriaceae	Eukaryota	UNPD*
NPO12205	Eucalyptus apodophylla	Species	Myrtaceae	Eukaryota	UNPD*
NPO12565	Hypericum polyanthemum	Species	Hypericaceae	Eukaryota	UNPD*
NPO1257	Distephanus angulifolius	Species	Asteraceae	Eukaryota	UNPD*

Showing 1 to 10 of 31 entries

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Biological Activity

Activity Type	# Activity
GI50	5

Activity Type	# Activity
Cell Line	5

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1183	Cell Line	WiDr	Homo sapiens	GI50	=	29000	nM	17190465
NPT1577	Cell Line	SW1573	Homo sapiens	GI50	=	18000	nM	17190465
NPT1723	Cell Line	HBL-100	Homo sapiens	GI50	=	16000	nM	17190465
NPT179	Cell Line	A2780	Homo sapiens	GI50	=	16000	nM	17190465
NPT396	Cell Line	T47D	Homo sapiens	GI50	=	33000	nM	17190465

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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 NPC239134 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	298
0.1-0.2	1300
0.2-0.3	2178
0.3-0.4	5079
0.4-0.5	7629
0.5-0.6	3572
0.6-0.7	6587
0.7-0.8	3991
0.8-0.85	208
0.85-0.9	38
0.9-0.95	5
0.95-1	4

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Similarity Score	Similarity Level	Natural Product ID
0.8056	Intermediate Similarity	NPC472840
0.8058	Intermediate Similarity	NPC274876
0.806	Intermediate Similarity	NPC4286
0.806	Intermediate Similarity	NPC76119
0.8062	Intermediate Similarity	NPC25648

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 NPC239134 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	325
0.1-0.2	1044
0.2-0.3	1144
0.3-0.4	2433
0.4-0.5	2151
0.5-0.6	1283
0.6-0.7	633
0.7-0.8	137
0.8-0.85	9
0.85-0.9	2
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6853	Remote Similarity	NPD8651	Approved
0.6859	Remote Similarity	NPD1512	Approved
0.6859	Remote Similarity	NPD5049	Phase 3
0.6866	Remote Similarity	NPD2181	Clinical (unspecified phase)
0.6867	Remote Similarity	NPD3299	Clinical (unspecified phase)

Showing 1 to 5 of 200 entries

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Structure

CID239134 OpenBabel06191716042D 23 25 0 0 1 0 0 0 0 0999 V2000 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 13 1 0 0 0 0 3 20 1 0 0 0 0 4 20 1 0 0 0 0 6 23 1 0 0 0 0 7 8 1 0 0 0 0 7 9 1 0 0 0 0 8 20 1 0 0 0 0 9 21 1 0 0 0 0 10 14 1 0 0 0 0 10 15 2 0 0 0 0 11 16 2 0 0 0 0 11 18 1 0 0 0 0 12 17 1 0 0 0 0 12 19 2 0 0 0 0 13 14 1 0 0 0 0 14 18 2 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 21 1 0 0 0 0 17 22 2 0 0 0 0 18 23 1 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 21 5 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	11312990
ChEMBL	CHEMBL494660
ZINC

Physicochemical Properties

Molecular Weight:	312.21
ALogP:	1.446
MLogP:	3.55
XLogP:	5.752
# Rotatable Bonds:	8
Polar Surface Area:	26.3
# H-Bond Aceptor:	1
# H-Bond Donor:	0
# Rings:	3
# Heavy Atoms:	23

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