NPASS Natural Product

Natural Product: NPC186975

Natural Product ID:	NPC186975
Common Name:	Nigranoic Acid
IUPAC Name:
Synonyms:	Nigranoic Acid
Molecular Formula:	C30H46O4
Standard InCHIKey:	NJFOSFIPGRXARF-BRTULJEKSA-N
Standard InCHI:	InChI=1S/C30H46O4/c1-19(2)22-10-11-24-28(6)14-12-23(20(3)8-7-9-21(4)26(33)34)27(28,5)16-17-30(24)18-29(22,30)15-13-25(31)32/h9,20,22-24H,1,7-8,10-18H2,2-6H3,(H,31,32)(H,33,34)/b21-9-/t20-,22+,23-,24+,27-,28+,29-,30+/m1/s1
Canonical SMILES:	OC(=O)CC[C@@]12C[C@@]32CC[C@]2([C@@]([C@@H]3CC[C@H]1C(=C)C)(C)CC[C@@H]2[C@@H](CC/C=C(C(=O)O)/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	Reference
NPO11167	Prunus ssiori	Species	Rosaceae	Eukaryota		UNPD*
NPO14250	Schisandra henryi	Species	Schisandraceae	Eukaryota	Stems	PMID[14661856]
NPO16869	Diospyros natalensis	Species	Ebenaceae	Eukaryota		UNPD*
NPO1730	Dragmacidon lunaecharta	Species	Axinellidae	Eukaryota		UNPD*
NPO18146	Kadsura angustifolia	Species	Schisandraceae	Eukaryota		PMID[21232955]
NPO19507	Schisandra lancifolia	Species	Schisandraceae	Eukaryota		PMID[16499331]
NPO20158	Microcoleus lyngbyaceus	Species	Microcoleaceae	Bacteria		UNPD*
NPO21858	Scopulariopsis brevicaulis	Species	Microascaceae	Eukaryota		UNPD*
NPO21911	Tephrosia purpurea	Species	Fabaceae	Eukaryota		UNPD*
NPO22975	Argostemma yappii	Species	Rubiaceae	Eukaryota		UNPD*

Showing 1 to 10 of 24 entries

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Biological Activity

Activity Type	# Activity
EC50	2
IC50	9
Others	11

Activity Type	# Activity
Cell Line	1
Individual Protein	2
Organism	2
Others	17

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1452	Cell Line	C8166	Homo sapiens	CC50	=	88	ug/ml	16499331
NPT2	Others	Unspecified		Inhibition	=	76.7	%	8778243
NPT2	Others	Unspecified		IC50	=	356500	nM	8778243
NPT2	Others	Unspecified		Inhibition	=	71	%	8778243
NPT2	Others	Unspecified		IC50	=	388100	nM	8778243
NPT2	Others	Unspecified		Inhibition	=	99.2	%	8778243
NPT2	Others	Unspecified		IC50	=	241600	nM	8778243
NPT2	Others	Unspecified		Inhibition	=	46.2	%	8778243
NPT2	Others	Unspecified		IC50	=	424900	nM	8778243
NPT2	Others	Unspecified		Inhibition	=	99.1	%	8778243

Showing 1 to 10 of 21 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 NPC186975 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	113
0.1-0.2	721
0.2-0.3	3196
0.3-0.4	9000
0.4-0.5	7607
0.5-0.6	4858
0.6-0.7	3871
0.7-0.8	1352
0.8-0.85	129
0.85-0.9	23
0.9-0.95	13
0.95-1	6

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Similarity Score	Similarity Level	Natural Product ID
0.7931	Intermediate Similarity	NPC100297
0.7931	Intermediate Similarity	NPC193347
0.7931	Intermediate Similarity	NPC200513
0.7935	Intermediate Similarity	NPC477783
0.7935	Intermediate Similarity	NPC475806

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 NPC186975 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	124
0.1-0.2	1200
0.2-0.3	3606
0.3-0.4	2787
0.4-0.5	893
0.5-0.6	217
0.6-0.7	217
0.7-0.8	117
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6549	Remote Similarity	NPD6317	Approved
0.6556	Remote Similarity	NPD4190	Phase 3
0.6556	Remote Similarity	NPD5275	Approved
0.6559	Remote Similarity	NPD6931	Approved
0.6559	Remote Similarity	NPD4821	Approved

Showing 1 to 5 of 200 entries

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Structure

CID186975 OpenBabel06191715562D 34 37 0 0 1 0 0 0 0 0999 V2000 1.7321 -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 -2.3230 3.0032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5446 4.7859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3253 1.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3253 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2793 3.4190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9703 2.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2574 3.6270 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2709 0.5000 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 -2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 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 1.0000 0.0000 C 0 0 0 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 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9921 2.2601 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.5665 4.5780 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 -2.6831 1.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8973 5.3212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2063 6.2722 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9192 5.1132 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 19 2 0 0 0 0 2 19 1 0 0 0 0 4 21 1 0 0 0 0 5 27 1 0 0 0 0 7 8 1 0 0 0 0 7 9 1 0 0 0 0 8 20 1 0 0 0 0 9 21 2 0 0 0 0 10 11 1 0 0 0 0 10 22 1 0 0 0 0 11 24 1 0 0 0 0 12 14 1 0 0 0 0 12 23 1 0 0 0 0 13 15 1 0 0 0 0 13 25 1 0 0 0 0 14 28 1 0 0 0 0 15 29 1 0 0 0 0 16 17 1 0 0 0 0 16 27 1 0 0 0 0 18 29 1 0 0 0 0 18 30 1 0 0 0 0 19 22 1 0 0 0 0 20 3 1 1 0 0 0 20 23 1 0 0 0 0 21 26 1 0 0 0 0 22 29 1 6 0 0 0 23 27 1 6 0 0 0 24 28 1 1 0 0 0 24 30 1 0 0 0 0 25 31 2 0 0 0 0 25 32 1 0 0 0 0 26 33 2 0 0 0 0 26 34 1 0 0 0 0 27 28 1 6 0 0 0 28 6 1 1 0 0 0 29 30 1 1 0 0 0 30 17 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	10814237
ChEMBL	CHEMBL480082
ZINC

Physicochemical Properties

Molecular Weight:	470.34
ALogP:	3.2492
MLogP:	4.32
XLogP:	10.586
# Rotatable Bonds:	16
Polar Surface Area:	74.6
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	34

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