NPASS Natural Product

Natural Product: NPC103754

Natural Product ID:	NPC103754
Common Name:	3-Oxo-30-Hydroxylupane
IUPAC Name:	(1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bS)-1-(3-hydroxyprop-1-en-2-yl)-3a,5a,5b,8,8,11a-hexamethyl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-one
Synonyms:
Molecular Formula:	C30H48O2
Standard InCHIKey:	ZUBZPUNHXGLZSQ-BHMAJAPKSA-N
Standard InCHI:	InChI=1S/C30H48O2/c1-19(18-31)20-10-13-27(4)16-17-29(6)21(25(20)27)8-9-23-28(5)14-12-24(32)26(2,3)22(28)11-15-30(23,29)7/h20-23,25,31H,1,8-18H2,2-7H3/t20-,21+,22-,23+,25+,27+,28-,29+,30+/m0/s1
Canonical SMILES:	OCC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CCC(=O)C1(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	Reference
NPO11194	Bombus hortorum	Species	Apidae	Eukaryota	UNPD*
NPO11599	Elaeagnus commutata	Species	Elaeagnaceae	Eukaryota	UNPD*
NPO11881	Adenopeltis colliguaya	Species	Euphorbiaceae	Eukaryota	UNPD*
NPO12416	Quercus mongolica	Species	Fagaceae	Eukaryota	UNPD*
NPO12450	Cneorum pulverulentum	Species	Rutaceae	Eukaryota	UNPD*
NPO12555	Aspergillus quadrilineatus	Species	Aspergillaceae	Eukaryota	UNPD*
NPO12680	Perityle vaseyi	Species	Asteraceae	Eukaryota	UNPD*
NPO12977	Solenopsis invicta	Species	Formicidae	Eukaryota	UNPD*
NPO13230	Pedicularis condensata	Species	Orobanchaceae	Eukaryota	UNPD*
NPO13375	Palafoxia rosea	Species	Asteraceae	Eukaryota	UNPD*

Showing 1 to 10 of 51 entries

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Biological Activity

Activity Type	# Activity
IC50	8
Others	1

Activity Type	# Activity
Cell Line	4
Organism	1
Others	4

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT179	Cell Line	A2780	Homo sapiens	IC50	=	16.4	ug/ml	16499334
NPT179	Cell Line	A2780	Homo sapiens	IC50	>	10000	nM	24467317
NPT2	Others	Unspecified		IC50	>	10000	nM	24467317
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	Inhibition	<	50	%	25927586
NPT319	Cell Line	B16	Mus musculus	IC50	=	9.2	ug/ml	18590313
NPT81	Cell Line	A549	Homo sapiens	IC50	>	10000	nM	24467317

Showing 1 to 6 of 6 entries

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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 NPC103754 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	101
0.1-0.2	873
0.2-0.3	3913
0.3-0.4	11520
0.4-0.5	5402
0.5-0.6	4399
0.6-0.7	2969
0.7-0.8	1498
0.8-0.85	164
0.85-0.9	35
0.9-0.95	13
0.95-1	2

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Similarity Score	Similarity Level	Natural Product ID
0.8023	Intermediate Similarity	NPC473168
0.8023	Intermediate Similarity	NPC213412
0.8023	Intermediate Similarity	NPC471737
0.8023	Intermediate Similarity	NPC72133
0.8023	Intermediate Similarity	NPC475862

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 NPC103754 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	120
0.1-0.2	1551
0.2-0.3	4103
0.3-0.4	2341
0.4-0.5	562
0.5-0.6	196
0.6-0.7	186
0.7-0.8	91
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
0.6509	Remote Similarity	NPD6014	Approved
0.6509	Remote Similarity	NPD6012	Approved
0.6509	Remote Similarity	NPD6013	Approved
0.6517	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.6522	Remote Similarity	NPD5362	Discontinued

Showing 1 to 5 of 200 entries

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Structure

CID103754 OpenBabel06191715452D 32 36 0 0 1 0 0 0 0 0999 V2000 5.7089 0.3457 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4441 1.4201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9524 0.5697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4635 -2.3966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0243 1.9101 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8693 -1.4502 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0003 -0.9761 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6416 0.9484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8205 1.4221 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1039 -1.4201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6407 -0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6421 2.8423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2843 -1.8943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8213 2.3690 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8202 -0.4742 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6424 -1.8947 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8213 -1.4210 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1769 0.9333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7733 0.1973 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1036 -0.4728 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6419 0.0005 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6410 0.9474 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0003 0.9479 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4623 2.3681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4629 -0.4732 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4617 1.4207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4632 -1.4206 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8208 1.4216 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8211 -0.4737 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 4.5162 1.8178 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3133 2.8588 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 19 2 0 0 0 0 2 26 1 0 0 0 0 3 26 1 0 0 0 0 6 29 1 0 0 0 0 8 9 1 0 0 0 0 8 21 1 0 0 0 0 9 23 1 0 0 0 0 10 13 1 0 0 0 0 10 20 1 0 0 0 0 11 15 1 0 0 0 0 11 22 1 0 0 0 0 12 14 1 0 0 0 0 12 24 1 0 0 0 0 13 27 1 0 0 0 0 14 28 1 0 0 0 0 15 30 1 0 0 0 0 16 17 1 0 0 0 0 16 27 1 0 0 0 0 17 29 1 0 0 0 0 18 19 1 0 0 0 0 18 31 1 0 0 0 0 20 19 1 6 0 0 0 20 25 1 0 0 0 0 21 25 1 0 0 0 0 21 29 1 6 0 0 0 22 26 1 0 0 0 0 22 28 1 1 0 0 0 23 28 1 1 0 0 0 23 30 1 0 0 0 0 24 26 1 0 0 0 0 24 32 2 0 0 0 0 25 27 1 1 0 0 0 27 4 1 1 0 0 0 28 5 1 1 0 0 0 29 30 1 1 0 0 0 30 7 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	15038289
ChEMBL	CHEMBL481051
ZINC

Physicochemical Properties

Molecular Weight:	440.37
ALogP:	2.7103
MLogP:	4.54
XLogP:	9.413
# Rotatable Bonds:	9
Polar Surface Area:	37.3
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	5
# Heavy Atoms:	32

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