NPASS Natural Product

Natural Product: NPC146786

Natural Product ID:	NPC146786
Common Name:	Bufarenogin
IUPAC Name:	5-[(3S,5R,8R,9S,10S,12S,13S,14S,17R)-3,12,14-trihydroxy-10,13-dimethyl-11-oxo-2,3,4,5,6,7,8,9,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one
Synonyms:
Molecular Formula:	C24H32O6
Standard InCHIKey:	SOGONHOGEFLVPE-PUVOGLICSA-N
Standard InCHI:	InChI=1S/C24H32O6/c1-22-9-7-15(25)11-14(22)4-5-17-19(22)20(27)21(28)23(2)16(8-10-24(17,23)29)13-3-6-18(26)30-12-13/h3,6,12,14-17,19,21,25,28-29H,4-5,7-11H2,1-2H3/t14-,15+,16-,17-,19-,21-,22+,23+,24+/m1/s1
Canonical SMILES:	O[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2C(=O)[C@@H](O)[C@]2([C@]1(O)CC[C@@H]2c1ccc(=O)oc1)C)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Show entries

Search:

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO10043	Phebalium ozothamnoides	Species	Rutaceae	Eukaryota	UNPD*
NPO10672	Vitex megapotamica	Species	Lamiaceae	Eukaryota	UNPD*
NPO11515	Streptomyces plumbeus	Species	Streptomycetaceae	Bacteria	UNPD*
NPO11885	Dysoxylum lenticellatum	Species	Meliaceae	Eukaryota	UNPD*
NPO12012	Saururus cernuus	Species	Saururaceae	Eukaryota	UNPD*
NPO12250	Strychnos fendleri	Species	Loganiaceae	Eukaryota	UNPD*
NPO12735	Halimeda macroloba	Species	Halimedaceae	Eukaryota	UNPD*
NPO12952	Cabucala madagascariensis	Species	Apocynaceae	Eukaryota	UNPD*
NPO18636	Hesperocyparis macrocarpa	Species	Cupressaceae	Eukaryota	UNPD*
NPO19205	Buxus sempervirens	Species	Buxaceae	Eukaryota	UNPD*

Showing 1 to 10 of 25 entries

Previous1 2 3Next

Biological Activity

Activity Type	# Activity
IC50	8

Activity Type	# Activity
Cell Line	5
Others	3

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT169	Cell Line	B16-F10	Mus musculus	IC50	>	10000	nM	23706005
NPT170	Cell Line	SK-MEL-28	Homo sapiens	IC50	>	10000	nM	23706005
NPT2	Others	Unspecified		IC50	>	10000	nM	23706005
NPT2	Others	Unspecified		IC50	=	2684	nM	23706005
NPT306	Cell Line	PC-3	Homo sapiens	IC50	=	7417	nM	23706005
NPT81	Cell Line	A549	Homo sapiens	IC50	=	3843	nM	23706005
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	9301	nM	23706005

Showing 1 to 7 of 7 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 NPC146786 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	175
0.1-0.2	781
0.2-0.3	2422
0.3-0.4	4288
0.4-0.5	8601
0.5-0.6	7356
0.6-0.7	5028
0.7-0.8	2096
0.8-0.85	116
0.85-0.9	18
0.9-0.95	8
0.95-1	0

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.7903	Intermediate Similarity	NPC8369
0.7909	Intermediate Similarity	NPC471153
0.7913	Intermediate Similarity	NPC86852
0.7913	Intermediate Similarity	NPC477916
0.7913	Intermediate Similarity	NPC185

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 NPC146786 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	179
0.1-0.2	1122
0.2-0.3	3153
0.3-0.4	2890
0.4-0.5	1126
0.5-0.6	351
0.6-0.7	171
0.7-0.8	157
0.8-0.85	12
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Show entries

Search:

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6692	Remote Similarity	NPD4522	Approved
0.6694	Remote Similarity	NPD5091	Approved
0.6696	Remote Similarity	NPD5363	Approved
0.6697	Remote Similarity	NPD7525	Registered
0.672	Remote Similarity	NPD6371	Approved

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Structure

CID146786 OpenBabel06191715502D 30 34 0 0 1 0 0 0 0 0999 V2000 0.8132 2.4536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7177 0.9917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1021 -0.3011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5314 0.4872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6876 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0701 -0.1994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5308 3.4092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6865 -0.9736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6873 2.9226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8432 -1.4605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3749 1.9482 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9259 1.3755 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5300 0.4863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5314 1.4616 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3746 2.9221 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6871 -0.0003 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8438 0.4872 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.4660 0.6898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8438 1.4615 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0005 1.9484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8433 1.4612 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6876 1.9487 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8433 0.4869 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2407 3.4221 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4340 0.7916 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0005 2.9484 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7093 1.9612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8939 1.4773 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2 23 1 0 0 0 0 3 6 2 0 0 0 0 3 13 1 0 0 0 0 4 5 1 0 0 0 0 4 14 1 0 0 0 0 5 17 1 0 0 0 0 6 18 1 0 0 0 0 7 9 1 0 0 0 0 7 15 1 0 0 0 0 8 10 1 0 0 0 0 8 16 1 0 0 0 0 9 22 1 0 0 0 0 10 24 1 0 0 0 0 11 14 1 0 0 0 0 11 15 1 0 0 0 0 12 13 2 0 0 0 0 12 30 1 0 0 0 0 13 16 1 0 0 0 0 14 22 1 1 0 0 0 15 25 1 6 0 0 0 16 23 1 6 0 0 0 17 19 1 0 0 0 0 17 24 1 1 0 0 0 18 26 2 0 0 0 0 18 30 1 0 0 0 0 19 20 1 0 0 0 0 19 22 1 6 0 0 0 20 21 1 0 0 0 0 20 27 2 0 0 0 0 21 23 1 6 0 0 0 21 28 1 0 0 0 0 22 1 1 6 0 0 0 23 24 1 6 0 0 0 24 29 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	167607
ChEMBL	CHEMBL2385665
ZINC

Physicochemical Properties

Molecular Weight:	416.22
ALogP:	-1.4069
MLogP:	3.44
XLogP:	1.925
# Rotatable Bonds:	6
Polar Surface Area:	104.06
# H-Bond Aceptor:	6
# H-Bond Donor:	3
# Rings:	5
# Heavy Atoms:	30

Download Data

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