NPASS Natural Product

Natural Product: NPC161187

Natural Product ID:	NPC161187
Common Name:	Kaurenoic Acid
IUPAC Name:
Synonyms:	Kauren-19-Oic Acid; Kaurenoic Acid
Molecular Formula:	C20H30O2
Standard InCHIKey:	NIKHGUQULKYIGE-OTCXFQBHSA-N
Standard InCHI:	InChI=1S/C20H30O2/c1-13-11-20-10-7-15-18(2,16(20)6-5-14(13)12-20)8-4-9-19(15,3)17(21)22/h14-16H,1,4-12H2,2-3H3,(H,21,22)/t14-,15+,16+,18-,19-,20-/m1/s1
Canonical SMILES:	C=C1C[C@@]23C[C@H]1CC[C@H]3[C@]1([C@H](CC2)[C@@](C)(CCC1)C(=O)O)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
NPO10163	Oreoherzogia fallax	Species	Rhamnaceae	Eukaryota	UNPD*
NPO10291	Rabdosia kunmingensis	Species	Lamiaceae	Eukaryota	UNPD*
NPO10308	Clerodendrum brachyanthum	Species	Lamiaceae	Eukaryota	UNPD*
NPO10309	Ichthyothere terminalis	Species	Asteraceae	Eukaryota	UNPD*
NPO10950	Usnea magellanica	Species	Parmeliaceae	Eukaryota	UNPD*
NPO11036	Piper taboganum	Species	Piperaceae	Eukaryota	UNPD*
NPO11074	Mycale izuensis	Species	Mycalidae	Eukaryota	UNPD*
NPO11081	Baccharis grandicapitulata	Species	Asteraceae	Eukaryota	UNPD*
NPO11164	Renealmia alpinia	Species	Zingiberaceae	Eukaryota	UNPD*
NPO11508	Polygala reinii	Species	Polygalaceae	Eukaryota	UNPD*

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Biological Activity

Activity Type	# Activity
EC50	1
ED50	6
GI50	8
IC50	16
Others	40

Activity Type	# Activity
Cell Line	22
Individual Protein	5
Organism	31
Others	13

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT111	Cell Line	K562	Homo sapiens	GI50	>	9920	nM	23353738
NPT111	Cell Line	K562	Homo sapiens	IC50	=	72530	nM	24969014
NPT1117	Organism	Salmonella enterica subsp. enterica	Salmonella enterica subsp. enterica	GI	<	30	%	19548690
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	>	100000	nM	20116261
NPT113	Cell Line	RAW264.7	Mus musculus	Activity	=	70	%	21334121
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	>	25000	nM	21334121
NPT1137	Individual Protein	11-beta-hydroxysteroid dehydrogenase 1	Homo sapiens	Inhibition	=	81.79	%	23747808
NPT114	Cell Line	LoVo	Homo sapiens	GI50	>	9920	nM	23353738
NPT139	Cell Line	HT-29	Homo sapiens	ED50	=	31.39	ug/ml	8882434
NPT139	Cell Line	HT-29	Homo sapiens	GI50	>	9920	nM	23353738

Showing 1 to 10 of 65 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 NPC161187 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	76
0.1-0.2	929
0.2-0.3	4743
0.3-0.4	11858
0.4-0.5	4615
0.5-0.6	4720
0.6-0.7	2761
0.7-0.8	1020
0.8-0.85	125
0.85-0.9	32
0.9-0.95	7
0.95-1	3

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Similarity Score	Similarity Level	Natural Product ID
0.7895	Intermediate Similarity	NPC476795
0.7901	Intermediate Similarity	NPC156981
0.7901	Intermediate Similarity	NPC96095
0.7901	Intermediate Similarity	NPC475509
0.7901	Intermediate Similarity	NPC264665

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 NPC161187 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	110
0.1-0.2	1647
0.2-0.3	4112
0.3-0.4	2168
0.4-0.5	609
0.5-0.6	262
0.6-0.7	163
0.7-0.8	87
0.8-0.85	2
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
0.6173	Remote Similarity	NPD6923	Approved
0.6176	Remote Similarity	NPD6614	Approved
0.6176	Remote Similarity	NPD6412	Phase 2
0.618	Remote Similarity	NPD5362	Discontinued
0.6211	Remote Similarity	NPD5707	Approved

Showing 1 to 5 of 200 entries

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Structure

CID161187 OpenBabel06191715532D 22 25 0 0 1 0 0 0 0 0999 V2000 2.0156 -0.5440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4863 -0.8326 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8132 2.0082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9727 -0.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0001 -1.7163 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -1.2873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7432 1.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2295 -0.4291 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9727 0.8581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.8581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8582 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7432 -0.4291 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1723 -0.5441 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7432 -1.2873 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.4864 0.8581 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7432 -0.4291 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6459 2.0082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4863 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2295 1.2872 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 -2.2296 2.7293 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4785 2.0082 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 2 0 0 0 0 4 8 1 0 0 0 0 4 9 1 0 0 0 0 5 6 1 0 0 0 0 6 16 1 0 0 0 0 7 10 1 0 0 0 0 7 15 1 0 0 0 0 8 18 1 0 0 0 0 9 19 1 0 0 0 0 11 13 1 0 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 12 20 1 0 0 0 0 13 14 1 0 0 0 0 14 5 1 6 0 0 0 15 18 1 1 0 0 0 15 19 1 0 0 0 0 16 18 1 1 0 0 0 16 20 1 0 0 0 0 17 19 1 0 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 18 2 1 1 0 0 0 19 3 1 6 0 0 0 20 10 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	73062
ChEMBL	CHEMBL489140
ZINC

Physicochemical Properties

Molecular Weight:	302.22
ALogP:	1.3222
MLogP:	3.44
XLogP:	6.629
# Rotatable Bonds:	4
Polar Surface Area:	37.3
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	22

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