NPASS Natural Product

Natural Product: NPC470175

Natural Product ID:	NPC470175
Common Name:	[(1S)-4-[(2R,4As,6R,8Ar)-2-[(2S,5R)-5-Bromo-2,6,6-Trimethyloxan-2-Yl]-4A-Methyl-3,4,6,7,8,8A-Hexahydro-2H-Pyrano[3,2-B]Pyran-6-Yl]-1-[(2R,5R)-5-(2-Hydroxypropan-2-Yl)-2-Methyloxolan-2-Yl]Pent-4-Enyl] Hydrogen Sulfate
IUPAC Name:	[(1S)-4-[(2R,4aS,6R,8aR)-2-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]-1-[(2R,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pent-4-enyl] hydrogen sulfate
Synonyms:
Molecular Formula:	C30H51BrO9S
Standard InCHIKey:	XPFSDJHOHZEAIC-SSPRHXJNSA-N
Standard InCHI:	InChI=1S/C30H51BrO9S/c1-19(9-11-25(39-41(33,34)35)29(7)17-14-22(38-29)26(2,3)32)20-10-12-23-28(6,37-20)18-15-24(36-23)30(8)16-13-21(31)27(4,5)40-30/h20-25,32H,1,9-18H2,2-8H3,(H,33,34,35)/t20-,21-,22-,23-,24-,25+,28+,29-,30+/m1/s1
Canonical SMILES:	C=C([C@H]1CC[C@@H]2[C@](O1)(C)CC[C@@H](O2)[C@]1(C)CC[C@H](C(O1)(C)C)Br)CC[C@@H]([C@@]1(C)CC[C@@H](O1)C(O)(C)C)OS(=O)(=O)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
NPO3322	Laurencia viridis	Species	Rhodomelaceae	Eukaryota				PMID[21616566]

Biological Activity

Activity Type	# Activity
IC50	4

Activity Type	# Activity
Cell Line	2
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT15	Cell Line	Jurkat	Homo sapiens	IC50	=	12000	nM	25314007
NPT2	Others	Unspecified		IC50	=	18000	nM	22850207
NPT2	Others	Unspecified		IC50	=	27000	nM	19410455
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	33000	nM	19072209

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 NPC470175 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	88
0.1-0.2	1217
0.2-0.3	4550
0.3-0.4	12939
0.4-0.5	7664
0.5-0.6	4243
0.6-0.7	180
0.7-0.8	5
0.8-0.85	2
0.85-0.9	0
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.925	High Similarity	NPC5361
0.8395	Intermediate Similarity	NPC470174
0.8395	Intermediate Similarity	NPC470176
0.7901	Intermediate Similarity	NPC470173
0.7875	Intermediate Similarity	NPC253123
0.7692	Intermediate Similarity	NPC231784
0.7667	Intermediate Similarity	NPC247826
0.7442	Intermediate Similarity	NPC244002
0.6915	Remote Similarity	NPC477387
0.6915	Remote Similarity	NPC477389
0.6848	Remote Similarity	NPC103171
0.6818	Remote Similarity	NPC36479
0.6778	Remote Similarity	NPC477089
0.6771	Remote Similarity	NPC248312
0.6747	Remote Similarity	NPC250836
0.6742	Remote Similarity	NPC329626
0.6742	Remote Similarity	NPC293223
0.6706	Remote Similarity	NPC473294
0.6706	Remote Similarity	NPC471472
0.6703	Remote Similarity	NPC476701
0.6667	Remote Similarity	NPC306085
0.6628	Remote Similarity	NPC472947
0.6628	Remote Similarity	NPC16964
0.6591	Remote Similarity	NPC143576
0.6562	Remote Similarity	NPC474762
0.6562	Remote Similarity	NPC476015
0.6556	Remote Similarity	NPC476606
0.6526	Remote Similarity	NPC115995
0.6489	Remote Similarity	NPC477390
0.6489	Remote Similarity	NPC477385
0.6484	Remote Similarity	NPC476703
0.6465	Remote Similarity	NPC177668
0.6458	Remote Similarity	NPC47958
0.6458	Remote Similarity	NPC51267
0.6458	Remote Similarity	NPC304509
0.6458	Remote Similarity	NPC149725
0.6452	Remote Similarity	NPC76054
0.6429	Remote Similarity	NPC319030
0.642	Remote Similarity	NPC41180
0.642	Remote Similarity	NPC152438
0.6413	Remote Similarity	NPC3852
0.6413	Remote Similarity	NPC137345
0.6413	Remote Similarity	NPC181838
0.6413	Remote Similarity	NPC264610
0.6408	Remote Similarity	NPC26307
0.6404	Remote Similarity	NPC476709
0.64	Remote Similarity	NPC122057
0.6392	Remote Similarity	NPC475019
0.6392	Remote Similarity	NPC474949
0.6383	Remote Similarity	NPC118116
0.6383	Remote Similarity	NPC77003
0.6374	Remote Similarity	NPC236228
0.6374	Remote Similarity	NPC256720
0.6364	Remote Similarity	NPC92974
0.6364	Remote Similarity	NPC133450
0.6354	Remote Similarity	NPC474780
0.6354	Remote Similarity	NPC3464
0.6354	Remote Similarity	NPC151176
0.6354	Remote Similarity	NPC475963
0.6337	Remote Similarity	NPC67398
0.6337	Remote Similarity	NPC91654
0.6337	Remote Similarity	NPC474835
0.6337	Remote Similarity	NPC474792
0.6316	Remote Similarity	NPC20072
0.6289	Remote Similarity	NPC329749
0.6289	Remote Similarity	NPC471379
0.6289	Remote Similarity	NPC196911
0.6275	Remote Similarity	NPC256368
0.6264	Remote Similarity	NPC476605
0.6264	Remote Similarity	NPC12696
0.6263	Remote Similarity	NPC58219
0.6263	Remote Similarity	NPC177629
0.625	Remote Similarity	NPC5958
0.625	Remote Similarity	NPC239308
0.625	Remote Similarity	NPC475332
0.6239	Remote Similarity	NPC54619
0.6238	Remote Similarity	NPC312805
0.6224	Remote Similarity	NPC311163
0.62	Remote Similarity	NPC307411
0.6196	Remote Similarity	NPC476607
0.6182	Remote Similarity	NPC51172
0.6182	Remote Similarity	NPC125324
0.6182	Remote Similarity	NPC49032
0.618	Remote Similarity	NPC474078
0.618	Remote Similarity	NPC129630
0.6176	Remote Similarity	NPC470187
0.6176	Remote Similarity	NPC476300
0.6162	Remote Similarity	NPC186148
0.6162	Remote Similarity	NPC477388
0.6162	Remote Similarity	NPC477386
0.6162	Remote Similarity	NPC476948
0.6162	Remote Similarity	NPC125142
0.6161	Remote Similarity	NPC297945
0.6161	Remote Similarity	NPC126897
0.6154	Remote Similarity	NPC138273
0.6139	Remote Similarity	NPC471378
0.6139	Remote Similarity	NPC197107
0.6139	Remote Similarity	NPC261990
0.6139	Remote Similarity	NPC51004
0.6139	Remote Similarity	NPC312471
0.6139	Remote Similarity	NPC474249
0.6126	Remote Similarity	NPC151134
0.6126	Remote Similarity	NPC313668
0.6126	Remote Similarity	NPC315836
0.6122	Remote Similarity	NPC34581
0.6122	Remote Similarity	NPC298595
0.6122	Remote Similarity	NPC471494
0.6117	Remote Similarity	NPC274588
0.6105	Remote Similarity	NPC100697
0.61	Remote Similarity	NPC75443
0.61	Remote Similarity	NPC473436
0.61	Remote Similarity	NPC470260
0.6095	Remote Similarity	NPC274793
0.6095	Remote Similarity	NPC470684
0.6095	Remote Similarity	NPC476057
0.6095	Remote Similarity	NPC96597
0.6095	Remote Similarity	NPC125551
0.6095	Remote Similarity	NPC155319
0.6095	Remote Similarity	NPC309503
0.6095	Remote Similarity	NPC239547
0.6095	Remote Similarity	NPC347923
0.6095	Remote Similarity	NPC91197
0.6095	Remote Similarity	NPC470683
0.6095	Remote Similarity	NPC472998
0.6082	Remote Similarity	NPC127917
0.6082	Remote Similarity	NPC231601
0.6078	Remote Similarity	NPC184463
0.6078	Remote Similarity	NPC289361
0.6078	Remote Similarity	NPC30515
0.6078	Remote Similarity	NPC8729
0.6078	Remote Similarity	NPC235051
0.6078	Remote Similarity	NPC302584
0.6078	Remote Similarity	NPC329952
0.6075	Remote Similarity	NPC11974
0.6075	Remote Similarity	NPC26557
0.6075	Remote Similarity	NPC49532
0.6071	Remote Similarity	NPC470867
0.6061	Remote Similarity	NPC321812
0.6061	Remote Similarity	NPC322922
0.6061	Remote Similarity	NPC476217
0.6061	Remote Similarity	NPC475684
0.6058	Remote Similarity	NPC6765
0.6058	Remote Similarity	NPC93869
0.6058	Remote Similarity	NPC36954
0.6058	Remote Similarity	NPC240838
0.6055	Remote Similarity	NPC476361
0.6055	Remote Similarity	NPC476360
0.6053	Remote Similarity	NPC469348
0.6053	Remote Similarity	NPC476671
0.6053	Remote Similarity	NPC469347
0.6044	Remote Similarity	NPC476609
0.6042	Remote Similarity	NPC15978
0.604	Remote Similarity	NPC299527
0.604	Remote Similarity	NPC474951
0.6038	Remote Similarity	NPC79449
0.6038	Remote Similarity	NPC274458
0.6038	Remote Similarity	NPC474957
0.6036	Remote Similarity	NPC475634
0.6022	Remote Similarity	NPC470766
0.602	Remote Similarity	NPC83702
0.602	Remote Similarity	NPC166279
0.6019	Remote Similarity	NPC52585
0.6019	Remote Similarity	NPC296620
0.6019	Remote Similarity	NPC475956
0.6019	Remote Similarity	NPC252242
0.6019	Remote Similarity	NPC228049
0.6019	Remote Similarity	NPC214714
0.6019	Remote Similarity	NPC471483
0.6019	Remote Similarity	NPC68630
0.6019	Remote Similarity	NPC200672
0.6019	Remote Similarity	NPC320089
0.6018	Remote Similarity	NPC110494
0.6018	Remote Similarity	NPC157474
0.6	Remote Similarity	NPC233295
0.6	Remote Similarity	NPC477600
0.6	Remote Similarity	NPC90583
0.6	Remote Similarity	NPC44538
0.6	Remote Similarity	NPC189777
0.6	Remote Similarity	NPC476367
0.6	Remote Similarity	NPC158416
0.6	Remote Similarity	NPC72755
0.6	Remote Similarity	NPC472989
0.6	Remote Similarity	NPC239961
0.6	Remote Similarity	NPC76862
0.6	Remote Similarity	NPC470883
0.6	Remote Similarity	NPC31645
0.6	Remote Similarity	NPC170527
0.6	Remote Similarity	NPC39859
0.5983	Remote Similarity	NPC476691
0.5983	Remote Similarity	NPC476692
0.5982	Remote Similarity	NPC180459
0.5982	Remote Similarity	NPC473570
0.5982	Remote Similarity	NPC474573
0.5982	Remote Similarity	NPC157530
0.5982	Remote Similarity	NPC285253
0.5982	Remote Similarity	NPC14630
0.5982	Remote Similarity	NPC221110
0.5982	Remote Similarity	NPC250089
0.5982	Remote Similarity	NPC195116
0.5981	Remote Similarity	NPC272223

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC470175 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	106
0.1-0.2	1958
0.2-0.3	4560
0.3-0.4	1966
0.4-0.5	484
0.5-0.6	86
0.6-0.7	1
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
0.6161	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.598	Remote Similarity	NPD46	Approved
0.598	Remote Similarity	NPD6698	Approved
0.5913	Remote Similarity	NPD8133	Approved
0.5888	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.5842	Remote Similarity	NPD7524	Approved
0.5825	Remote Similarity	NPD7838	Discovery
0.5752	Remote Similarity	NPD6686	Approved
0.57	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.562	Remote Similarity	NPD8294	Approved
0.562	Remote Similarity	NPD8377	Approved
0.56	Remote Similarity	NPD6695	Phase 3

Structure

NPC470175 OpenBabel07101719252D 41 44 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 1.2219 -5.8862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6287 -4.9727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8601 -7.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1189 -6.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -5.0000 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 7.7216 -5.3912 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 4.3301 -2.5000 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 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4799 -7.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -3.5827 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 6.2211 -6.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1285 -2.6045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.4458 -7.9319 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5296 -4.0827 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0622 -5.5000 0.0000 C 0 0 2 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 0.6341 -5.0772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1529 -7.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.9282 -6.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.7047 -8.8978 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -0.1749 -5.6650 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2728 -3.4135 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.8941 -6.2588 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 19 2 0 0 0 0 2 26 1 0 0 0 0 3 26 1 0 0 0 0 4 27 1 0 0 0 0 5 27 1 0 0 0 0 9 11 1 0 0 0 0 9 19 1 0 0 0 0 10 12 1 0 0 0 0 10 20 1 0 0 0 0 12 23 1 0 0 0 0 13 16 1 0 0 0 0 13 21 1 0 0 0 0 14 17 1 0 0 0 0 14 22 1 0 0 0 0 15 18 1 0 0 0 0 16 30 1 0 0 0 0 17 29 1 0 0 0 0 18 28 1 0 0 0 0 20 19 1 1 0 0 0 20 37 1 0 0 0 0 21 27 1 0 0 0 0 21 31 1 6 0 0 0 22 26 1 1 0 0 0 22 38 1 0 0 0 0 23 28 1 1 0 0 0 23 36 1 0 0 0 0 24 15 1 1 0 0 0 24 30 1 0 0 0 0 24 36 1 0 0 0 0 25 11 1 1 0 0 0 25 29 1 0 0 0 0 25 39 1 0 0 0 0 26 32 1 0 0 0 0 27 40 1 0 0 0 0 28 6 1 1 0 0 0 28 37 1 0 0 0 0 29 7 1 1 0 0 0 29 38 1 0 0 0 0 30 8 1 6 0 0 0 30 40 1 0 0 0 0 33 41 1 0 0 0 0 34 41 2 0 0 0 0 35 41 2 0 0 0 0 39 41 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	53377323
ChEMBL	CHEMBL1806666
ZINC

Physicochemical Properties

Molecular Weight:	666.24
ALogP:	0.2657
MLogP:	3.55
XLogP:	3.757
# Rotatable Bonds:	19
Polar Surface Area:	129.13
# H-Bond Aceptor:	9
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	41

Download Data

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General Info & Identifiers & Properties
Structure MOL file
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Biological Activities
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