NPASS Natural Product

Natural Product: NPC147954

Natural Product ID:	NPC147954
Common Name:	(8S,9R,10R,13R,14S,16R,17R)-17-Acetyl-2,16-Dihydroxy-4,4,9,13,14-Pentamethyl-8,10,12,15,16,17-Hexahydro-7H-Cyclopenta[A]Phenanthrene-3,11-Dione
IUPAC Name:	(8S,9R,10R,13R,14S,16R,17R)-17-acetyl-2,16-dihydroxy-4,4,9,13,14-pentamethyl-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthrene-3,11-dione
Synonyms:
Molecular Formula:	C24H32O5
Standard InCHIKey:	YDJNVIWFYBBVAK-XDISOHHISA-N
Standard InCHI:	InChI=1S/C24H32O5/c1-12(25)19-16(27)10-22(4)17-8-7-13-14(9-15(26)20(29)21(13,2)3)24(17,6)18(28)11-23(19,22)5/h7,9,14,16-17,19,26-27H,8,10-11H2,1-6H3/t14-,16-,17+,19+,22+,23-,24+/m1/s1
Canonical SMILES:	O[C@@H]1C[C@@]2([C@]([C@H]1C(=O)C)(C)CC(=O)[C@@]1([C@H]2CC=C2[C@H]1C=C(C(=O)C2(C)C)O)C)C
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
NPO14558	Aquilaria sinensis	Species	Thymelaeaceae	Eukaryota				TCMID*

Showing 1 to 1 of 1 entries

Previous1Next

Biological Activity

Activity Type	# Activity
IC50	2

Activity Type	# Activity
Cell Line	2

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT81	Cell Line	A549	Homo sapiens	IC50	>	100000	nM	22472043

Showing 1 to 1 of 1 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 NPC147954 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	141
0.1-0.2	854
0.2-0.3	3616
0.3-0.4	8450
0.4-0.5	7873
0.5-0.6	4903
0.6-0.7	3663
0.7-0.8	1216
0.8-0.85	153
0.85-0.9	19
0.9-0.95	1
0.95-1	0

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.7921	Intermediate Similarity	NPC106557
0.7921	Intermediate Similarity	NPC18319
0.7921	Intermediate Similarity	NPC121339
0.7935	Intermediate Similarity	NPC108955
0.7935	Intermediate Similarity	NPC472478

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 NPC147954 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	148
0.1-0.2	1424
0.2-0.3	3972
0.3-0.4	2482
0.4-0.5	648
0.5-0.6	174
0.6-0.7	141
0.7-0.8	126
0.8-0.85	43
0.85-0.9	3
0.9-0.95	0
0.95-1	0

Show entries

Search:

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6768	Remote Similarity	NPD5369	Approved
0.6774	Remote Similarity	NPD4244	Approved
0.6774	Remote Similarity	NPD4789	Approved
0.6774	Remote Similarity	NPD4245	Approved
0.6789	Remote Similarity	NPD7640	Approved

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Structure

CID147954 OpenBabel06191715522D 29 32 0 0 1 0 0 0 0 0999 V2000 -0.0805 -1.7514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3563 3.9084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2254 3.4065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0006 1.9720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0003 -1.0039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5474 0.4655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6787 2.9050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8396 2.4209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3555 0.9671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6764 0.9686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8388 -0.4846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8397 -1.4518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5175 2.4204 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5173 1.4517 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.1940 1.4513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6767 0.0005 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8394 1.4522 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6779 -0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8391 -0.4841 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.1943 2.4200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3560 2.9045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9681 0.0000 C 0 0 2 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 -1.6782 0.9676 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5592 -2.0989 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0597 0.9507 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5430 -0.4990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5438 -0.5007 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0605 2.9196 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 21 1 0 0 0 0 3 21 1 0 0 0 0 4 22 1 0 0 0 0 7 8 1 0 0 0 0 7 13 2 0 0 0 0 8 17 1 0 0 0 0 9 14 1 0 0 0 0 9 15 2 0 0 0 0 10 16 1 0 0 0 0 10 22 1 0 0 0 0 11 18 1 0 0 0 0 11 23 1 0 0 0 0 12 19 1 0 0 0 0 12 25 2 0 0 0 0 13 14 1 0 0 0 0 13 21 1 0 0 0 0 14 24 1 6 0 0 0 15 20 1 0 0 0 0 15 26 1 0 0 0 0 16 19 1 0 0 0 0 16 27 1 1 0 0 0 17 22 1 1 0 0 0 17 24 1 0 0 0 0 18 24 1 0 0 0 0 18 28 2 0 0 0 0 19 23 1 6 0 0 0 20 21 1 0 0 0 0 20 29 2 0 0 0 0 22 23 1 1 0 0 0 23 5 1 6 0 0 0 24 6 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	70681229
ChEMBL	CHEMBL2017892
ZINC

Physicochemical Properties

Molecular Weight:	400.22
ALogP:	0.498
MLogP:	3.55
XLogP:	2.755
# Rotatable Bonds:	9
Polar Surface Area:	91.67
# H-Bond Aceptor:	5
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	29

Download Data

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