NPASS Natural Product

Natural Product: NPC476919

Natural Product ID:	NPC476919
Common Name:	[(E)-[(1R,4aR,4bS,8aS,10aS)-4b,8,8,10a-tetramethyl-1-[2-[1-(3-methylsulfinylpropyl)-5-oxo-2H-pyrrol-4-yl]ethyl]-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-2-ylidene]methyl] sulfate
IUPAC Name:	[(E)-[(1R,4aR,4bS,8aS,10aS)-4b,8,8,10a-tetramethyl-1-[2-[1-(3-methylsulfinylpropyl)-5-oxo-2H-pyrrol-4-yl]ethyl]-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-2-ylidene]methyl] sulfate
Synonyms:
Molecular Formula:	C29H47NO6S2.Na
Standard InCHIKey:	NHIZKUZVIUXLDI-LBLAKHEXSA-M
Standard InCHI:	InChI=1S/C29H47NO6S2.Na/c1-27(2)14-6-15-29(4)24(27)12-16-28(3)23(22(9-11-25(28)29)20-36-38(33,34)35)10-8-21-13-18-30(26(21)31)17-7-19-37(5)32;/h13,20,23-25H,6-12,14-19H2,1-5H3,(H,33,34,35);/q;+1/p-1/b22-20+;/t23-,24-,25-,28+,29-,37?;/m0./s1
Canonical SMILES:	CS(=O)CCCN1CC=C(C1=O)CC[C@H]1/C(=C/OS(=O)(=O)[O-])/CC[C@H]2[C@]1(C)CC[C@@H]1[C@]2(C)CCCC1(C)C.[Na+]
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
NPO33616	Coscinoderma sp.	Species	Spongiidae	Eukaryota		at a depth of 15 m off the coast of Weno Island, Chuuk state, Federated States of Micronesia	2010-FEB	PMID[24828374]
NPO33616	Coscinoderma sp.	Species	Spongiidae	Eukaryota		at a depth of 15 m off the coast of Weno Island, Chuuk state, Micronesia	2010-FEB	PMID[24828374]

Biological Activity

Activity Type	# Activity
IC50	1
MIC	4
Others	2

Activity Type	# Activity
Cell Line	2
Organism	2
Others	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT111	Cell Line	K562	Homo sapiens	LC50	=	3.9	ug/ml	24828374
NPT81	Cell Line	A549	Homo sapiens	LC50	=	5.5	ug/ml	24828374
NPT2	Others	Unspecified		MIC	=	19	ug/ml	24828374
NPT2	Others	Unspecified		MIC	=	24	ug/ml	24828374
NPT1190	Organism	Salmonella enterica	Salmonella enterica	MIC	=	50	ug/ml	24828374
NPT2	Others	Unspecified		IC50	>	100000	nM	24828374
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>	100	ug/ml	24828374

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 NPC476919 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	58
0.1-0.2	876
0.2-0.3	9651
0.3-0.4	13065
0.4-0.5	6304
0.5-0.6	901
0.6-0.7	27
0.7-0.8	3
0.8-0.85	2
0.85-0.9	1
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.9412	High Similarity	NPC476920
0.8824	High Similarity	NPC476922
0.8148	Intermediate Similarity	NPC476926
0.8	Intermediate Similarity	NPC476918
0.785	Intermediate Similarity	NPC477964
0.7568	Intermediate Similarity	NPC476921
0.7043	Intermediate Similarity	NPC476328
0.6923	Remote Similarity	NPC476276
0.6885	Remote Similarity	NPC477121
0.6729	Remote Similarity	NPC157479
0.6721	Remote Similarity	NPC176336
0.6696	Remote Similarity	NPC77703
0.6636	Remote Similarity	NPC182106
0.6636	Remote Similarity	NPC311769
0.6636	Remote Similarity	NPC147513
0.6529	Remote Similarity	NPC72688
0.6455	Remote Similarity	NPC259252
0.641	Remote Similarity	NPC474001
0.6355	Remote Similarity	NPC215474
0.6316	Remote Similarity	NPC476754
0.6262	Remote Similarity	NPC90150
0.6207	Remote Similarity	NPC247220
0.6195	Remote Similarity	NPC17143
0.6195	Remote Similarity	NPC47230
0.6129	Remote Similarity	NPC63511
0.6087	Remote Similarity	NPC476753
0.6087	Remote Similarity	NPC476752
0.6087	Remote Similarity	NPC247316
0.608	Remote Similarity	NPC143173
0.6063	Remote Similarity	NPC145501
0.6058	Remote Similarity	NPC211641
0.6018	Remote Similarity	NPC324405
0.6017	Remote Similarity	NPC184033
0.6015	Remote Similarity	NPC321197
0.595	Remote Similarity	NPC226509
0.595	Remote Similarity	NPC152718
0.5948	Remote Similarity	NPC93027
0.5932	Remote Similarity	NPC325960
0.5932	Remote Similarity	NPC319692
0.5923	Remote Similarity	NPC474006
0.5913	Remote Similarity	NPC473056
0.5905	Remote Similarity	NPC219232
0.5905	Remote Similarity	NPC128346
0.5873	Remote Similarity	NPC328052
0.5872	Remote Similarity	NPC474509
0.5868	Remote Similarity	NPC34193
0.5854	Remote Similarity	NPC469958
0.584	Remote Similarity	NPC24596
0.5833	Remote Similarity	NPC115515
0.5833	Remote Similarity	NPC140685
0.5826	Remote Similarity	NPC249312
0.5812	Remote Similarity	NPC478129
0.581	Remote Similarity	NPC474228
0.581	Remote Similarity	NPC303613
0.5806	Remote Similarity	NPC185929
0.5789	Remote Similarity	NPC43308
0.5769	Remote Similarity	NPC265782
0.5769	Remote Similarity	NPC2634
0.5769	Remote Similarity	NPC251929
0.5755	Remote Similarity	NPC329866
0.5755	Remote Similarity	NPC474797
0.5755	Remote Similarity	NPC474796
0.5752	Remote Similarity	NPC76283
0.5714	Remote Similarity	NPC190035
0.5714	Remote Similarity	NPC21667
0.5714	Remote Similarity	NPC54123
0.5703	Remote Similarity	NPC44733
0.5701	Remote Similarity	NPC293803
0.5701	Remote Similarity	NPC255650
0.5691	Remote Similarity	NPC58200
0.568	Remote Similarity	NPC230677
0.5673	Remote Similarity	NPC139397
0.5664	Remote Similarity	NPC318515
0.566	Remote Similarity	NPC251705
0.5652	Remote Similarity	NPC79698
0.5648	Remote Similarity	NPC469796
0.5648	Remote Similarity	NPC469793
0.5648	Remote Similarity	NPC69408
0.5645	Remote Similarity	NPC474828
0.5645	Remote Similarity	NPC199831
0.5645	Remote Similarity	NPC474827
0.5645	Remote Similarity	NPC68001
0.5636	Remote Similarity	NPC90965
0.5636	Remote Similarity	NPC170793
0.5631	Remote Similarity	NPC290350
0.5631	Remote Similarity	NPC4370
0.5625	Remote Similarity	NPC142683
0.5625	Remote Similarity	NPC328351
0.5619	Remote Similarity	NPC282593
0.5619	Remote Similarity	NPC307176
0.5619	Remote Similarity	NPC260040
0.5619	Remote Similarity	NPC159577
0.5619	Remote Similarity	NPC35734
0.5615	Remote Similarity	NPC469597
0.5607	Remote Similarity	NPC309852
0.5607	Remote Similarity	NPC255021
0.5606	Remote Similarity	NPC473573

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC476919 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	74
0.1-0.2	526
0.2-0.3	3224
0.3-0.4	4026
0.4-0.5	1202
0.5-0.6	107
0.6-0.7	2
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
0.626	Remote Similarity	NPD4478	Clinical (unspecified phase)
0.6066	Remote Similarity	NPD7333	Discontinued
0.5932	Remote Similarity	NPD5349	Clinical (unspecified phase)
0.5845	Remote Similarity	NPD7733	Phase 2
0.5769	Remote Similarity	NPD4691	Approved
0.5676	Remote Similarity	NPD8028	Phase 2
0.5673	Remote Similarity	NPD4137	Phase 3
0.5639	Remote Similarity	NPD4708	Discontinued
0.5625	Remote Similarity	NPD7622	Phase 2
0.5619	Remote Similarity	NPD4747	Approved
0.5607	Remote Similarity	NPD4058	Approved

Structure

External Identifiers

PubChem CID	90683091
ChEMBL	CHEMBL3298424
ZINC

Physicochemical Properties

Molecular Weight:	568.28
ALogP:	-0.6137
MLogP:	3.66
XLogP:	5.456
# Rotatable Bonds:	15
Polar Surface Area:	131.4
# H-Bond Aceptor:	7
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	38

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