NPASS Natural Product

Natural Product: NPC215419

Natural Product ID:	NPC215419
Common Name:	Triptobenzene N
IUPAC Name:	(1S,4aS,10aR)-1-(hydroxymethyl)-1,4a-dimethyl-7-propan-2-yl-3,4,10,10a-tetrahydrophenanthrene-2,9-dione
Synonyms:	triptobenzene N
Molecular Formula:	C20H26O3
Standard InCHIKey:	AILBGNUDAQUSML-MISYRCLQSA-N
Standard InCHI:	InChI=1S/C20H26O3/c1-12(2)13-5-6-15-14(9-13)16(22)10-17-19(15,3)8-7-18(23)20(17,4)11-21/h5-6,9,12,17,21H,7-8,10-11H2,1-4H3/t17-,19-,20-/m1/s1
Canonical SMILES:	OC[C@@]1(C)C(=O)CC[C@]2([C@H]1CC(=O)c1c2ccc(c1)C(C)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	Isolation Part	Collection Location	Collection Time	Reference
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota				TCMID*

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Biological Activity

Activity Type	# Activity
IC50	6
Others	6

Activity Type	# Activity
Cell Line	11
Others	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1872	Cell Line	Bcap37	Homo sapiens	IC50	>	100000	nM	27133593
NPT2	Others	Unspecified		IC50	>	100000	nM	27133593
NPT65	Cell Line	HepG2	Homo sapiens	IC50	=	43730	nM	27133593
NPT75	Cell Line	U251	Homo sapiens	IC50	>	100000	nM	27133593
NPT81	Cell Line	A549	Homo sapiens	IC50	=	32840	nM	27133593
NPT83	Cell Line	MCF7	Homo sapiens	IC50	>	100000	nM	27133593
NPT927	Cell Line	PBMC	Homo sapiens	Inhibition	=	13.3	%	10579865
NPT927	Cell Line	PBMC	Homo sapiens	Inhibition	=	15.4	%	10579865
NPT927	Cell Line	PBMC	Homo sapiens	Inhibition	=	37.9	%	10579865
NPT927	Cell Line	PBMC	Homo sapiens	Inhibition	=	-52.2	%	10579865

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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 NPC215419 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	162
0.1-0.2	865
0.2-0.3	1427
0.3-0.4	4249
0.4-0.5	9677
0.5-0.6	10725
0.6-0.7	3282
0.7-0.8	430
0.8-0.85	53
0.85-0.9	14
0.9-0.95	4
0.95-1	1

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Similarity Score	Similarity Level	Natural Product ID
0.7477	Intermediate Similarity	NPC69057
0.748	Intermediate Similarity	NPC198014
0.7481	Intermediate Similarity	NPC31799
0.7481	Intermediate Similarity	NPC199253
0.7481	Intermediate Similarity	NPC108129

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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 NPC215419 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	175
0.1-0.2	848
0.2-0.3	1163
0.3-0.4	2709
0.4-0.5	2561
0.5-0.6	1399
0.6-0.7	267
0.7-0.8	35
0.8-0.85	3
0.85-0.9	1
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6241	Remote Similarity	NPD2846	Clinical (unspecified phase)
0.6241	Remote Similarity	NPD3764	Approved
0.625	Remote Similarity	NPD3880	Clinical (unspecified phase)
0.625	Remote Similarity	NPD5206	Clinical (unspecified phase)
0.6258	Remote Similarity	NPD7819	Suspended

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Structure

CID215419 OpenBabel06191716002D 23 25 0 0 1 0 0 0 0 0999 V2000 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 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 0.0000 -2.0000 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 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 2.5981 -1.5000 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 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 2 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 0.8660 -1.5000 0.0000 C 0 0 1 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 -1.5000 0.8660 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 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 5 6 2 0 0 0 0 5 13 1 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 18 1 0 0 0 0 8 19 1 0 0 0 0 9 13 2 0 0 0 0 9 14 1 0 0 0 0 10 16 1 0 0 0 0 10 17 1 0 0 0 0 11 20 1 0 0 0 0 11 21 1 0 0 0 0 12 13 1 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 15 19 1 0 0 0 0 16 22 2 0 0 0 0 17 19 1 6 0 0 0 17 20 1 0 0 0 0 18 20 1 0 0 0 0 18 23 2 0 0 0 0 19 3 1 6 0 0 0 20 4 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	21672229
ChEMBL	CHEMBL444235
ZINC

Physicochemical Properties

Molecular Weight:	314.19
ALogP:	0.1421
MLogP:	3.33
XLogP:	4.495
# Rotatable Bonds:	7
Polar Surface Area:	54.37
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	23

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