NPASS Natural Product

Natural Product: NPC472161

Natural Product ID:	NPC472161
Common Name:	n.a.
IUPAC Name:
Synonyms:
Molecular Formula:	C19H31NO2
Standard InCHIKey:	HVCQMOJYUXVKJI-OAHLLOKOSA-N
Standard InCHI:	InChI=1S/C19H31NO2/c1-4-5-6-7-8-9-11-15-12-10-13-16-17(15)18(21)19(22-3)14(2)20-16/h15H,4-13H2,1-3H3,(H,20,21)/t15-/m1/s1
Canonical SMILES:	CCCCCCCC[C@@H]1CCCc2c1c(=O)c(c([nH]2)C)OC
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO22669	Waltheria indica	Species	Malvaceae	Eukaryota	roots			PMID[25314007]

Biological Activity

Activity Type	# Activity
IC50	4
Others	1

Activity Type	# Activity
Cell Line	1
Organism	3
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT471	Organism	Trypanosoma brucei brucei	Trypanosoma brucei brucei	IC50	>	100000	nM	22290833
NPT839	Cell Line	L6	Rattus norvegicus	IC50	=	750	nM	DrugMatrix in vivo data: Pathology
NPT580	Organism	Trypanosoma cruzi	Trypanosoma cruzi	IC50	=	490	nM	24328302
NPT2	Others	Unspecified		Ratio IC50	=	1.5		21376582
NPT844	Organism	Trypanosoma brucei rhodesiense	Trypanosoma brucei rhodesiense	IC50	=	32600	nM	PubChem BioAssay data set

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 NPC472161 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	56
0.1-0.2	502
0.2-0.3	4961
0.3-0.4	16798
0.4-0.5	7088
0.5-0.6	1399
0.6-0.7	80
0.7-0.8	0
0.8-0.85	2
0.85-0.9	1
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9756	High Similarity	NPC116231
0.9048	High Similarity	NPC472136
0.8889	High Similarity	NPC472162
0.8085	Intermediate Similarity	NPC472166
0.8085	Intermediate Similarity	NPC472167
0.6909	Remote Similarity	NPC472164
0.6889	Remote Similarity	NPC23778
0.6796	Remote Similarity	NPC34193
0.6778	Remote Similarity	NPC283087
0.6762	Remote Similarity	NPC87919
0.6667	Remote Similarity	NPC474085
0.6562	Remote Similarity	NPC475614
0.6548	Remote Similarity	NPC34622
0.6548	Remote Similarity	NPC474400
0.6526	Remote Similarity	NPC8091
0.6471	Remote Similarity	NPC98897
0.6452	Remote Similarity	NPC475681
0.6429	Remote Similarity	NPC5485
0.6429	Remote Similarity	NPC57463
0.6429	Remote Similarity	NPC151728
0.6422	Remote Similarity	NPC24596
0.64	Remote Similarity	NPC236322
0.6395	Remote Similarity	NPC16119
0.6392	Remote Similarity	NPC263997
0.6392	Remote Similarity	NPC132228
0.6392	Remote Similarity	NPC241512
0.6392	Remote Similarity	NPC6185
0.6392	Remote Similarity	NPC8518
0.6392	Remote Similarity	NPC133652
0.6389	Remote Similarity	NPC185929
0.6364	Remote Similarity	NPC318578
0.633	Remote Similarity	NPC176773
0.6322	Remote Similarity	NPC243272
0.6322	Remote Similarity	NPC474619
0.6316	Remote Similarity	NPC7905
0.6316	Remote Similarity	NPC315652
0.6306	Remote Similarity	NPC72688
0.6304	Remote Similarity	NPC92080
0.6281	Remote Similarity	NPC472165
0.6262	Remote Similarity	NPC251884
0.6261	Remote Similarity	NPC27413
0.6261	Remote Similarity	NPC271621
0.6261	Remote Similarity	NPC59751
0.625	Remote Similarity	NPC125578
0.625	Remote Similarity	NPC263382
0.625	Remote Similarity	NPC146376
0.625	Remote Similarity	NPC134385
0.6238	Remote Similarity	NPC223093
0.6224	Remote Similarity	NPC90287
0.6222	Remote Similarity	NPC474539
0.6207	Remote Similarity	NPC296361
0.6196	Remote Similarity	NPC175079
0.6186	Remote Similarity	NPC471595
0.618	Remote Similarity	NPC94488
0.618	Remote Similarity	NPC262673
0.617	Remote Similarity	NPC30321
0.6162	Remote Similarity	NPC203795
0.6147	Remote Similarity	NPC9436
0.6146	Remote Similarity	NPC312419
0.6146	Remote Similarity	NPC478262
0.6129	Remote Similarity	NPC26504
0.6111	Remote Similarity	NPC291062
0.6111	Remote Similarity	NPC94743
0.6111	Remote Similarity	NPC173321
0.6102	Remote Similarity	NPC473808
0.6087	Remote Similarity	NPC264178
0.6087	Remote Similarity	NPC147438
0.6087	Remote Similarity	NPC176336
0.6078	Remote Similarity	NPC475823
0.6078	Remote Similarity	NPC474209
0.6071	Remote Similarity	NPC473494
0.6061	Remote Similarity	NPC76283
0.6061	Remote Similarity	NPC478245
0.6061	Remote Similarity	NPC2640
0.6061	Remote Similarity	NPC474680
0.605	Remote Similarity	NPC315915
0.6042	Remote Similarity	NPC108955
0.604	Remote Similarity	NPC53454
0.6019	Remote Similarity	NPC166110
0.6	Remote Similarity	NPC476808
0.6	Remote Similarity	NPC478246
0.6	Remote Similarity	NPC469996
0.6	Remote Similarity	NPC133420
0.6	Remote Similarity	NPC315011
0.6	Remote Similarity	NPC478247
0.598	Remote Similarity	NPC280833
0.5979	Remote Similarity	NPC474353
0.5979	Remote Similarity	NPC99308
0.5979	Remote Similarity	NPC55869
0.5979	Remote Similarity	NPC225515
0.5966	Remote Similarity	NPC315110
0.5962	Remote Similarity	NPC248193
0.5938	Remote Similarity	NPC192329
0.5938	Remote Similarity	NPC476177
0.5918	Remote Similarity	NPC103486
0.5909	Remote Similarity	NPC61473
0.5895	Remote Similarity	NPC472300
0.5882	Remote Similarity	NPC478261
0.5882	Remote Similarity	NPC478259
0.5882	Remote Similarity	NPC307298
0.5882	Remote Similarity	NPC478260
0.5882	Remote Similarity	NPC475001
0.5882	Remote Similarity	NPC185059
0.5876	Remote Similarity	NPC18955
0.5865	Remote Similarity	NPC248913
0.5862	Remote Similarity	NPC477830
0.5862	Remote Similarity	NPC53109
0.5862	Remote Similarity	NPC143168
0.5859	Remote Similarity	NPC105803
0.5859	Remote Similarity	NPC288281
0.5849	Remote Similarity	NPC31021
0.5841	Remote Similarity	NPC220730
0.5833	Remote Similarity	NPC13351
0.5825	Remote Similarity	NPC142159
0.5825	Remote Similarity	NPC95364
0.5816	Remote Similarity	NPC475833
0.5816	Remote Similarity	NPC149237
0.5804	Remote Similarity	NPC195841
0.5804	Remote Similarity	NPC233256
0.5802	Remote Similarity	NPC473955
0.58	Remote Similarity	NPC60951
0.58	Remote Similarity	NPC474359
0.5795	Remote Similarity	NPC7029
0.5789	Remote Similarity	NPC470525
0.5789	Remote Similarity	NPC110725
0.5789	Remote Similarity	NPC40353
0.5784	Remote Similarity	NPC220930
0.5784	Remote Similarity	NPC272039
0.5773	Remote Similarity	NPC27817
0.5773	Remote Similarity	NPC622
0.5773	Remote Similarity	NPC254996
0.5773	Remote Similarity	NPC268502
0.5773	Remote Similarity	NPC276647
0.5769	Remote Similarity	NPC478257
0.5769	Remote Similarity	NPC478258
0.5769	Remote Similarity	NPC113393
0.5758	Remote Similarity	NPC321289
0.5758	Remote Similarity	NPC327969
0.5755	Remote Similarity	NPC212812
0.5745	Remote Similarity	NPC470299
0.5743	Remote Similarity	NPC470177
0.5743	Remote Similarity	NPC32037
0.5727	Remote Similarity	NPC77703
0.5714	Remote Similarity	NPC470036
0.5714	Remote Similarity	NPC174167
0.5714	Remote Similarity	NPC2482
0.5714	Remote Similarity	NPC250632
0.5714	Remote Similarity	NPC32944
0.5714	Remote Similarity	NPC474956
0.5714	Remote Similarity	NPC193396
0.5714	Remote Similarity	NPC304795
0.5714	Remote Similarity	NPC26865
0.5702	Remote Similarity	NPC470535
0.5701	Remote Similarity	NPC91408
0.5701	Remote Similarity	NPC279313
0.57	Remote Similarity	NPC53733
0.57	Remote Similarity	NPC258985
0.5699	Remote Similarity	NPC84790
0.569	Remote Similarity	NPC44733
0.5686	Remote Similarity	NPC470345
0.5686	Remote Similarity	NPC229717
0.5686	Remote Similarity	NPC322672
0.5686	Remote Similarity	NPC94666
0.568	Remote Similarity	NPC473249
0.567	Remote Similarity	NPC475994
0.567	Remote Similarity	NPC189485
0.567	Remote Similarity	NPC178852
0.567	Remote Similarity	NPC471220
0.566	Remote Similarity	NPC476753
0.566	Remote Similarity	NPC476752
0.566	Remote Similarity	NPC263780
0.566	Remote Similarity	NPC271652
0.5657	Remote Similarity	NPC121984
0.5652	Remote Similarity	NPC274895
0.5652	Remote Similarity	NPC474060
0.5652	Remote Similarity	NPC469914
0.5652	Remote Similarity	NPC470536
0.5652	Remote Similarity	NPC477449
0.5652	Remote Similarity	NPC477448
0.5648	Remote Similarity	NPC476449
0.5644	Remote Similarity	NPC320801
0.5644	Remote Similarity	NPC469569
0.5644	Remote Similarity	NPC237712
0.5636	Remote Similarity	NPC128698
0.5636	Remote Similarity	NPC239768
0.5631	Remote Similarity	NPC473525
0.5631	Remote Similarity	NPC471739
0.5631	Remote Similarity	NPC38885
0.5625	Remote Similarity	NPC473223
0.5625	Remote Similarity	NPC180886
0.5625	Remote Similarity	NPC320154
0.5625	Remote Similarity	NPC263582
0.5625	Remote Similarity	NPC1254
0.5619	Remote Similarity	NPC469464
0.5612	Remote Similarity	NPC471740
0.5612	Remote Similarity	NPC281138
0.5607	Remote Similarity	NPC476754
0.5607	Remote Similarity	NPC477439

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC472161 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	73
0.1-0.2	456
0.2-0.3	3209
0.3-0.4	4311
0.4-0.5	967
0.5-0.6	139
0.6-0.7	6
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6522	Remote Similarity	NPD7299	Clinical (unspecified phase)
0.6395	Remote Similarity	NPD6108	Clinical (unspecified phase)
0.6395	Remote Similarity	NPD3704	Approved
0.6042	Remote Similarity	NPD4695	Discontinued
0.6	Remote Similarity	NPD3617	Approved
0.6	Remote Similarity	NPD2101	Approved
0.5966	Remote Similarity	NPD7196	Clinical (unspecified phase)
0.5917	Remote Similarity	NPD7739	Clinical (unspecified phase)
0.5909	Remote Similarity	NPD7341	Phase 2
0.5868	Remote Similarity	NPD7623	Phase 3
0.5868	Remote Similarity	NPD7624	Clinical (unspecified phase)
0.5862	Remote Similarity	NPD2664	Clinical (unspecified phase)
0.5859	Remote Similarity	NPD3527	Clinical (unspecified phase)
0.5826	Remote Similarity	NPD7116	Clinical (unspecified phase)
0.5729	Remote Similarity	NPD4756	Discovery
0.5728	Remote Similarity	NPD6672	Approved
0.5728	Remote Similarity	NPD5737	Approved
0.568	Remote Similarity	NPD7746	Phase 1
0.568	Remote Similarity	NPD7747	Phase 1
0.5667	Remote Similarity	NPD7331	Phase 2
0.5604	Remote Similarity	NPD3709	Clinical (unspecified phase)

Structure

NPC472161 OpenBabel07101718322D 22 23 0 0 1 0 0 0 0 0999 V2000 4.3301 -6.5000 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 2 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 1.7321 -0.0000 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 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 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 1 4 1 0 0 0 0 2 14 1 0 0 0 0 3 22 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 11 1 0 0 0 0 10 12 1 0 0 0 0 10 13 1 0 0 0 0 12 15 1 0 0 0 0 13 16 1 0 0 0 0 14 19 2 0 0 0 0 14 20 1 0 0 0 0 15 11 1 1 0 0 0 15 17 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 0 0 0 0 18 21 2 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID
ChEMBL	CHEMBL3342748
ZINC

Physicochemical Properties

Molecular Weight:	305.24
ALogP:	-2.4009
MLogP:	3.22
XLogP:	6.19
# Rotatable Bonds:	11
Polar Surface Area:	38.33
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	22

Download Data

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General Info & Identifiers & Properties
Structure MOL file
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Biological Activities
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