NPASS Natural Product

Natural Product: NPC30527

Natural Product ID:	NPC30527
Common Name:	Neopeltolide
IUPAC Name:	[(1R,3S,5R,7R,11R,13R)-5-methoxy-3-methyl-9-oxo-7-propyl-8,15-dioxabicyclo[9.3.1]pentadecan-13-yl] (Z)-5-[2-[(Z)-3-(methoxycarbonylamino)prop-1-enyl]-1,3-oxazol-4-yl]pent-2-enoate
Synonyms:	Neopeltolide
Molecular Formula:	C31H46N2O9
Standard InCHIKey:	YRSJLYCTJWNTMF-NRBUTUAXSA-N
Standard InCHI:	InChI=1S/C31H46N2O9/c1-5-9-23-16-24(37-3)14-21(2)15-25-17-26(18-27(40-25)19-30(35)41-23)42-29(34)12-7-6-10-22-20-39-28(33-22)11-8-13-32-31(36)38-4/h7-8,11-12,20-21,23-27H,5-6,9-10,13-19H2,1-4H3,(H,32,36)/b11-8-,12-7-/t21-,23+,24+,25+,26+,27+/m0/s1
Canonical SMILES:	CCC[C@@H]1C[C@H](OC)C[C@H](C)C[C@H]2O[C@@H](CC(=O)O1)C[C@@H](C2)OC(=O)/C=CCCc1coc(n1)/C=CCN=C(OC)O
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
NPO33453	daedalopelta sp.	Species	NA	NA				PMID[17309301]

Biological Activity

Activity Type	# Activity
GI50	3
IC50	4
MIC	1
Others	15

Activity Type	# Activity
Cell Line	16
Organism	4
Others	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT81	Cell Line	A549	Homo sapiens	Activity	=	14.95	%	Open TG-GATES in vivo data: Organ Weight
NPT20	Organism	Candida albicans	Candida albicans	IZ	=	17	mm	11575968
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	IZ	=	46	mm	11575968
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	IZ	=	33	mm	11575968
NPT2	Others	Unspecified		IC50	=	0.6	nM	23398362
NPT2	Others	Unspecified		IC50	=	2	nM	23398362
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	0.625	ug/ml	19128055
NPT81	Cell Line	A549	Homo sapiens	IC50	=	1.2	nM	19128055
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	=	0.5	nM	18625771
NPT306	Cell Line	PC-3	Homo sapiens	GI50	=	0.3	nM	18625771
NPT81	Cell Line	A549	Homo sapiens	GI50	=	0.5	nM	18625771
NPT81	Cell Line	A549	Homo sapiens	Activity	=	59.66	%	DrugMatrix in vitro pharmacology data
NPT81	Cell Line	A549	Homo sapiens	Activity	=	22.02	%	23206866
NPT81	Cell Line	A549	Homo sapiens	Activity	=	63.03	%	20227875
NPT2	Others	Unspecified		IC50	=	1.3	nM	19674906
NPT81	Cell Line	A549	Homo sapiens	Activity	=	13.94	%	23013356
NPT81	Cell Line	A549	Homo sapiens	Activity	=	39.95	%	23013356
NPT81	Cell Line	A549	Homo sapiens	Activity	=	46.4	%	23013356
NPT81	Cell Line	A549	Homo sapiens	Activity	=	30.27	%	23030826
NPT81	Cell Line	A549	Homo sapiens	Activity	=	46.11	%	12350137
NPT81	Cell Line	A549	Homo sapiens	Activity	=	10.07	%	12350137
NPT81	Cell Line	A549	Homo sapiens	Activity	=	13.59	%	19327990
NPT81	Cell Line	A549	Homo sapiens	Activity	=	40.01	%	19327990

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 NPC30527 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	141
0.1-0.2	763
0.2-0.3	3188
0.3-0.4	12791
0.4-0.5	13086
0.5-0.6	877
0.6-0.7	22
0.7-0.8	21
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.7904	Intermediate Similarity	NPC211555
0.788	Intermediate Similarity	NPC476829
0.7844	Intermediate Similarity	NPC186452
0.7765	Intermediate Similarity	NPC12660
0.7719	Intermediate Similarity	NPC54983
0.764	Intermediate Similarity	NPC58001
0.764	Intermediate Similarity	NPC314523
0.734	Intermediate Similarity	NPC37924
0.7304	Intermediate Similarity	NPC325683
0.7291	Intermediate Similarity	NPC477219
0.7282	Intermediate Similarity	NPC299035
0.7282	Intermediate Similarity	NPC177432
0.7246	Intermediate Similarity	NPC322800
0.7246	Intermediate Similarity	NPC168135
0.7246	Intermediate Similarity	NPC477218
0.722	Intermediate Similarity	NPC476828
0.7073	Intermediate Similarity	NPC476831
0.7073	Intermediate Similarity	NPC476827
0.7073	Intermediate Similarity	NPC476826
0.7072	Intermediate Similarity	NPC475455
0.7039	Intermediate Similarity	NPC476830
0.6971	Remote Similarity	NPC476832
0.6959	Remote Similarity	NPC208297
0.6959	Remote Similarity	NPC224395
0.6834	Remote Similarity	NPC258022
0.6821	Remote Similarity	NPC107458
0.6821	Remote Similarity	NPC295653
0.6701	Remote Similarity	NPC58112
0.6701	Remote Similarity	NPC88938
0.6701	Remote Similarity	NPC306300
0.6636	Remote Similarity	NPC477589
0.6636	Remote Similarity	NPC477587
0.6583	Remote Similarity	NPC289029
0.6583	Remote Similarity	NPC48323
0.6575	Remote Similarity	NPC477586
0.6575	Remote Similarity	NPC477590
0.6575	Remote Similarity	NPC477588
0.6575	Remote Similarity	NPC477585
0.6564	Remote Similarity	NPC46313
0.6564	Remote Similarity	NPC199461
0.6564	Remote Similarity	NPC103452
0.6351	Remote Similarity	NPC309919
0.6197	Remote Similarity	NPC49195
0.5916	Remote Similarity	NPC101980
0.5916	Remote Similarity	NPC470146
0.5916	Remote Similarity	NPC97078
0.5904	Remote Similarity	NPC314222
0.5904	Remote Similarity	NPC196449
0.5845	Remote Similarity	NPC220408
0.5823	Remote Similarity	NPC472435
0.5816	Remote Similarity	NPC472436
0.5801	Remote Similarity	NPC190329
0.5794	Remote Similarity	NPC72715
0.5776	Remote Similarity	NPC316224
0.5767	Remote Similarity	NPC231110
0.5761	Remote Similarity	NPC119481
0.5737	Remote Similarity	NPC312887
0.573	Remote Similarity	NPC474079
0.573	Remote Similarity	NPC474080
0.573	Remote Similarity	NPC157194
0.573	Remote Similarity	NPC474102
0.573	Remote Similarity	NPC21449
0.573	Remote Similarity	NPC475683
0.5723	Remote Similarity	NPC120335
0.5714	Remote Similarity	NPC474538
0.5707	Remote Similarity	NPC473398
0.5699	Remote Similarity	NPC474067
0.5691	Remote Similarity	NPC202591
0.5689	Remote Similarity	NPC244536
0.5689	Remote Similarity	NPC140296
0.5684	Remote Similarity	NPC237219
0.5682	Remote Similarity	NPC314270
0.5676	Remote Similarity	NPC474064
0.5676	Remote Similarity	NPC474068
0.5676	Remote Similarity	NPC82436
0.5676	Remote Similarity	NPC474103
0.5673	Remote Similarity	NPC470042
0.5668	Remote Similarity	NPC61667
0.5668	Remote Similarity	NPC45576
0.5668	Remote Similarity	NPC474090
0.5668	Remote Similarity	NPC474515
0.5668	Remote Similarity	NPC32583
0.5668	Remote Similarity	NPC50274
0.5668	Remote Similarity	NPC206724
0.5668	Remote Similarity	NPC163147
0.5668	Remote Similarity	NPC109498
0.5668	Remote Similarity	NPC252616
0.5656	Remote Similarity	NPC313804
0.5656	Remote Similarity	NPC315804
0.5654	Remote Similarity	NPC474905
0.5638	Remote Similarity	NPC224609
0.5638	Remote Similarity	NPC268063
0.5632	Remote Similarity	NPC52587
0.5628	Remote Similarity	NPC475421
0.5625	Remote Similarity	NPC475271
0.5625	Remote Similarity	NPC314633
0.5616	Remote Similarity	NPC153452
0.5615	Remote Similarity	NPC475737
0.5615	Remote Similarity	NPC185665
0.5615	Remote Similarity	NPC209981
0.5615	Remote Similarity	NPC474094
0.5611	Remote Similarity	NPC131885
0.5608	Remote Similarity	NPC212214
0.56	Remote Similarity	NPC97746

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC30527 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	128
0.1-0.2	359
0.2-0.3	1317
0.3-0.4	3836
0.4-0.5	3203
0.5-0.6	304
0.6-0.7	12
0.7-0.8	2
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
0.7196	Intermediate Similarity	NPD6347	Phase 2
0.7068	Intermediate Similarity	NPD7490	Discontinued
0.6872	Remote Similarity	NPD7896	Approved
0.6555	Remote Similarity	NPD6974	Phase 3
0.6522	Remote Similarity	NPD4667	Clinical (unspecified phase)
0.6238	Remote Similarity	NPD6857	Phase 3
0.6179	Remote Similarity	NPD2433	Clinical (unspecified phase)
0.6129	Remote Similarity	NPD7547	Clinical (unspecified phase)
0.6068	Remote Similarity	NPD2779	Approved
0.6065	Remote Similarity	NPD7180	Phase 3
0.6027	Remote Similarity	NPD6247	Clinical (unspecified phase)
0.6009	Remote Similarity	NPD3945	Discontinued
0.6	Remote Similarity	NPD2778	Approved
0.6	Remote Similarity	NPD7853	Phase 2
0.5926	Remote Similarity	NPD5443	Clinical (unspecified phase)
0.5907	Remote Similarity	NPD6169	Phase 1
0.5907	Remote Similarity	NPD1638	Discovery
0.5848	Remote Similarity	NPD4898	Clinical (unspecified phase)
0.5822	Remote Similarity	NPD7284	Clinical (unspecified phase)
0.5808	Remote Similarity	NPD4394	Clinical (unspecified phase)
0.5794	Remote Similarity	NPD2081	Clinical (unspecified phase)
0.5785	Remote Similarity	NPD3263	Phase 3
0.5752	Remote Similarity	NPD1867	Approved
0.5741	Remote Similarity	NPD5866	Approved
0.5727	Remote Similarity	NPD7031	Phase 1
0.5721	Remote Similarity	NPD3392	Approved
0.5708	Remote Similarity	NPD5924	Discontinued
0.5701	Remote Similarity	NPD5850	Phase 3
0.5689	Remote Similarity	NPD4086	Phase 1
0.5665	Remote Similarity	NPD7022	Phase 2
0.5646	Remote Similarity	NPD772	Phase 3
0.5634	Remote Similarity	NPD3946	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD5512	Phase 3
0.5625	Remote Similarity	NPD6550	Discontinued
0.5622	Remote Similarity	NPD7703	Clinical (unspecified phase)
0.5615	Remote Similarity	NPD6907	Phase 2
0.5609	Remote Similarity	NPD2951	Discontinued

Structure

NPC30527 OpenBabel07101718222D 42 44 0 0 1 0 0 0 0 0999 V2000 -2.6610 1.4522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2802 -3.1452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7335 -2.0541 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5672 -6.9401 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1266 0.6070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7148 -1.5405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7148 -2.5405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6118 -2.5814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1274 0.6472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5808 -1.0405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0241 -1.7724 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8488 -3.0405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2051 -3.4950 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0748 -1.8616 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1044 -2.5908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0259 -0.6488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3847 -3.0405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2507 -1.5405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1167 -0.4758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5514 -2.5350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6795 -2.3458 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.4469 -1.5405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5929 -0.1979 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1998 -1.2492 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5187 -2.5405 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2507 -2.5405 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3847 -1.0405 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.0295 -1.8769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9828 -2.5405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6170 -0.1003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3861 -5.2175 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7929 -4.3040 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.3604 -1.1338 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9828 -1.5405 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0090 0.8197 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.3916 -5.3220 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1990 -1.2089 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.9739 -6.0265 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5295 -2.7429 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5187 -1.5405 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1167 -3.0405 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 3 37 1 0 0 0 0 4 38 1 0 0 0 0 5 9 1 0 0 0 0 6 7 1 0 0 0 0 6 10 1 0 0 0 0 7 12 2 0 0 0 0 8 11 2 0 0 0 0 8 13 1 0 0 0 0 10 22 1 0 0 0 0 11 28 1 0 0 0 0 12 29 1 0 0 0 0 13 32 1 0 0 0 0 14 21 1 0 0 0 0 14 24 1 0 0 0 0 15 21 1 0 0 0 0 16 23 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 17 26 1 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 19 30 1 0 0 0 0 20 22 2 0 0 0 0 20 39 1 0 0 0 0 21 2 1 1 0 0 0 22 33 1 0 0 0 0 23 9 1 1 0 0 0 23 41 1 0 0 0 0 24 37 1 1 0 0 0 25 15 1 1 0 0 0 25 40 1 0 0 0 0 26 42 1 6 0 0 0 27 18 1 1 0 0 0 27 40 1 0 0 0 0 28 33 2 0 0 0 0 28 39 1 0 0 0 0 29 34 2 0 0 0 0 29 42 1 0 0 0 0 30 35 2 0 0 0 0 30 41 1 0 0 0 0 31 32 2 3 0 0 0 31 36 1 0 0 0 0 31 38 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	16115403
ChEMBL	CHEMBL223238
ZINC

Physicochemical Properties

Molecular Weight:	590.32
ALogP:	0.1955
MLogP:	3.66
XLogP:	4.535
# Rotatable Bonds:	18
Polar Surface Area:	138.91
# H-Bond Aceptor:	10
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	42

Download Data

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Structure MOL file
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