NPASS Natural Product

Natural Product: NPC470174

Natural Product ID:	NPC470174
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]-4-Hydroxy-1-[(2R,5R)-5-(2-Hydroxypropan-2-Yl)-2-Methyloxolan-2-Yl]-5-Sulfooxypentyl] 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]-4-hydroxy-1-[(2R,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-5-sulfooxypentyl] hydrogen sulfate
Synonyms:
Molecular Formula:	C30H53BrO14S2
Standard InCHIKey:	NLGJXCBNRWVLMI-ILSRICCPSA-N
Standard InCHI:	InChI=1S/C30H53BrO14S2/c1-25(2,32)20-11-15-28(6,42-20)23(44-47(37,38)39)13-17-30(33,18-40-46(34,35)36)24-9-8-21-27(5,43-24)16-12-22(41-21)29(7)14-10-19(31)26(3,4)45-29/h19-24,32-33H,8-18H2,1-7H3,(H,34,35,36)(H,37,38,39)/t19-,20-,21-,22-,23+,24-,27+,28-,29+,30?/m1/s1
Canonical SMILES:	Br[C@@H]1CC[C@@](OC1(C)C)(C)[C@H]1CC[C@]2([C@H](O1)CC[C@@H](O2)C(COS(=O)(=O)O)(CC[C@@H]([C@@]1(C)CC[C@@H](O1)C(O)(C)C)OS(=O)(=O)O)O)C
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
NPT2	Others	Unspecified		IC50	=	31500	nM	24836069
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	35500	nM	17067173
NPT2	Others	Unspecified		IC50	=	17000	nM	19115839
NPT15	Cell Line	Jurkat	Homo sapiens	IC50	=	8600	nM	22182501

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 NPC470174 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	156
0.1-0.2	2745
0.2-0.3	11174
0.3-0.4	9735
0.4-0.5	5700
0.5-0.6	1293
0.6-0.7	75
0.7-0.8	6
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
0.9718	High Similarity	NPC470176
0.9155	High Similarity	NPC470173
0.8873	High Similarity	NPC253123
0.8395	Intermediate Similarity	NPC470175
0.8312	Intermediate Similarity	NPC244002
0.7683	Intermediate Similarity	NPC5361
0.7326	Intermediate Similarity	NPC51267
0.7273	Intermediate Similarity	NPC231784
0.7241	Intermediate Similarity	NPC247826
0.7209	Intermediate Similarity	NPC115995
0.7037	Intermediate Similarity	NPC138273
0.6753	Remote Similarity	NPC476702
0.6709	Remote Similarity	NPC477758
0.6709	Remote Similarity	NPC477761
0.6709	Remote Similarity	NPC477759
0.6709	Remote Similarity	NPC477760
0.6709	Remote Similarity	NPC477754
0.6582	Remote Similarity	NPC477756
0.6582	Remote Similarity	NPC477751
0.6582	Remote Similarity	NPC477764
0.6582	Remote Similarity	NPC477752
0.6471	Remote Similarity	NPC279575
0.6429	Remote Similarity	NPC470630
0.6413	Remote Similarity	NPC51662
0.64	Remote Similarity	NPC322148
0.6364	Remote Similarity	NPC472026
0.6353	Remote Similarity	NPC472952
0.6353	Remote Similarity	NPC472950
0.6296	Remote Similarity	NPC179823
0.6264	Remote Similarity	NPC320824
0.625	Remote Similarity	NPC170595
0.6235	Remote Similarity	NPC166250
0.6207	Remote Similarity	NPC474003
0.6163	Remote Similarity	NPC36479
0.6154	Remote Similarity	NPC477753
0.6154	Remote Similarity	NPC477757
0.6154	Remote Similarity	NPC477763
0.6154	Remote Similarity	NPC477750
0.6154	Remote Similarity	NPC477762
0.6154	Remote Similarity	NPC477755
0.6136	Remote Similarity	NPC272841
0.6136	Remote Similarity	NPC43463
0.6136	Remote Similarity	NPC177343
0.6129	Remote Similarity	NPC477387
0.6129	Remote Similarity	NPC477389
0.6122	Remote Similarity	NPC469710
0.6118	Remote Similarity	NPC83368
0.6118	Remote Similarity	NPC470659
0.6118	Remote Similarity	NPC470660
0.6111	Remote Similarity	NPC470154
0.61	Remote Similarity	NPC473616
0.6092	Remote Similarity	NPC136424
0.6092	Remote Similarity	NPC293223
0.6082	Remote Similarity	NPC323231
0.6082	Remote Similarity	NPC171741
0.6082	Remote Similarity	NPC224003
0.6082	Remote Similarity	NPC18724
0.6082	Remote Similarity	NPC470623
0.6076	Remote Similarity	NPC172622
0.6071	Remote Similarity	NPC471879
0.6067	Remote Similarity	NPC477282
0.6067	Remote Similarity	NPC81074
0.6064	Remote Similarity	NPC314364
0.6049	Remote Similarity	NPC250836
0.6047	Remote Similarity	NPC308489
0.6047	Remote Similarity	NPC470151
0.6044	Remote Similarity	NPC470155
0.6044	Remote Similarity	NPC477446
0.6044	Remote Similarity	NPC477447
0.6024	Remote Similarity	NPC67099
0.6023	Remote Similarity	NPC474574
0.6023	Remote Similarity	NPC188793
0.6023	Remote Similarity	NPC476719
0.6023	Remote Similarity	NPC133596
0.6023	Remote Similarity	NPC64081
0.6023	Remote Similarity	NPC11907
0.602	Remote Similarity	NPC305418
0.602	Remote Similarity	NPC267238
0.602	Remote Similarity	NPC77717
0.602	Remote Similarity	NPC148593
0.602	Remote Similarity	NPC473503
0.602	Remote Similarity	NPC253611
0.602	Remote Similarity	NPC471373
0.6	Remote Similarity	NPC186594
0.6	Remote Similarity	NPC472951
0.6	Remote Similarity	NPC472943
0.5979	Remote Similarity	NPC307167
0.5979	Remote Similarity	NPC473637
0.5979	Remote Similarity	NPC229801
0.5979	Remote Similarity	NPC476668
0.5979	Remote Similarity	NPC210759
0.5978	Remote Similarity	NPC241959
0.5977	Remote Similarity	NPC150938
0.5974	Remote Similarity	NPC472025
0.5974	Remote Similarity	NPC219040
0.596	Remote Similarity	NPC471425
0.596	Remote Similarity	NPC106701
0.596	Remote Similarity	NPC189575
0.596	Remote Similarity	NPC471429
0.596	Remote Similarity	NPC205129
0.596	Remote Similarity	NPC471424
0.596	Remote Similarity	NPC474399
0.5957	Remote Similarity	NPC471411
0.5957	Remote Similarity	NPC477283
0.5957	Remote Similarity	NPC471410
0.5957	Remote Similarity	NPC107603
0.5955	Remote Similarity	NPC191345
0.5955	Remote Similarity	NPC252483
0.5949	Remote Similarity	NPC475412
0.5941	Remote Similarity	NPC473638
0.5938	Remote Similarity	NPC82955
0.5938	Remote Similarity	NPC131466
0.5934	Remote Similarity	NPC116320
0.5934	Remote Similarity	NPC470156
0.5934	Remote Similarity	NPC211049
0.5934	Remote Similarity	NPC119922
0.593	Remote Similarity	NPC123122
0.5918	Remote Similarity	NPC234352
0.5918	Remote Similarity	NPC325828
0.5918	Remote Similarity	NPC477451
0.5918	Remote Similarity	NPC476669
0.5918	Remote Similarity	NPC177834
0.5918	Remote Similarity	NPC249204
0.5918	Remote Similarity	NPC48339
0.5918	Remote Similarity	NPC297348
0.5918	Remote Similarity	NPC477547
0.5918	Remote Similarity	NPC250393
0.5918	Remote Similarity	NPC141769
0.5909	Remote Similarity	NPC473916
0.5909	Remote Similarity	NPC477602
0.5909	Remote Similarity	NPC477601
0.59	Remote Similarity	NPC473287
0.59	Remote Similarity	NPC304011
0.59	Remote Similarity	NPC139271
0.5897	Remote Similarity	NPC290179
0.5897	Remote Similarity	NPC34877
0.5897	Remote Similarity	NPC317023
0.5895	Remote Similarity	NPC140446
0.5895	Remote Similarity	NPC43912
0.5882	Remote Similarity	NPC53760
0.5882	Remote Similarity	NPC52268
0.587	Remote Similarity	NPC216800
0.587	Remote Similarity	NPC475388
0.5859	Remote Similarity	NPC312678
0.5859	Remote Similarity	NPC294686
0.5859	Remote Similarity	NPC252253
0.5859	Remote Similarity	NPC264101
0.5859	Remote Similarity	NPC291203
0.5859	Remote Similarity	NPC475436
0.5859	Remote Similarity	NPC45959
0.5859	Remote Similarity	NPC291547
0.5859	Remote Similarity	NPC174024
0.5859	Remote Similarity	NPC473851
0.5859	Remote Similarity	NPC475325
0.5859	Remote Similarity	NPC217205
0.5859	Remote Similarity	NPC179859
0.5859	Remote Similarity	NPC253268
0.5859	Remote Similarity	NPC131693
0.5859	Remote Similarity	NPC222731
0.5859	Remote Similarity	NPC471464
0.5854	Remote Similarity	NPC471760
0.5854	Remote Similarity	NPC471761
0.5854	Remote Similarity	NPC190418
0.5851	Remote Similarity	NPC290612
0.5851	Remote Similarity	NPC469555
0.5844	Remote Similarity	NPC148424
0.5842	Remote Similarity	NPC274200
0.5833	Remote Similarity	NPC319030
0.5833	Remote Similarity	NPC471472
0.5833	Remote Similarity	NPC473294
0.5825	Remote Similarity	NPC477225
0.5824	Remote Similarity	NPC16449
0.5823	Remote Similarity	NPC185116
0.5814	Remote Similarity	NPC157777
0.5814	Remote Similarity	NPC306085
0.5814	Remote Similarity	NPC131506
0.5806	Remote Similarity	NPC478054
0.58	Remote Similarity	NPC211354
0.58	Remote Similarity	NPC6295
0.58	Remote Similarity	NPC107188
0.58	Remote Similarity	NPC477494
0.58	Remote Similarity	NPC475351
0.58	Remote Similarity	NPC473727
0.58	Remote Similarity	NPC19400
0.58	Remote Similarity	NPC473610
0.58	Remote Similarity	NPC107962
0.58	Remote Similarity	NPC206003
0.5795	Remote Similarity	NPC91387
0.5795	Remote Similarity	NPC231680
0.5795	Remote Similarity	NPC270306
0.5789	Remote Similarity	NPC155531
0.5789	Remote Similarity	NPC215968
0.5789	Remote Similarity	NPC268633
0.5789	Remote Similarity	NPC470657
0.5784	Remote Similarity	NPC471375
0.5784	Remote Similarity	NPC471374
0.5784	Remote Similarity	NPC209798
0.5765	Remote Similarity	NPC470833
0.5765	Remote Similarity	NPC16964
0.5761	Remote Similarity	NPC216941

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC470174 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	204
0.1-0.2	4172
0.2-0.3	3544
0.3-0.4	862
0.4-0.5	332
0.5-0.6	46
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
0.6125	Remote Similarity	NPD371	Approved
0.5918	Remote Similarity	NPD8171	Discontinued
0.5882	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.575	Remote Similarity	NPD6123	Approved
0.5682	Remote Similarity	NPD1811	Approved
0.5682	Remote Similarity	NPD1810	Approved

Structure

NPC470174 OpenBabel07101719252D 47 50 0 0 1 0 0 0 0 0999 V2000 5.8674 -5.2546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7628 -4.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2729 -2.6589 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0141 -3.6248 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1340 -4.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3660 -1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0167 -4.2899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6340 -1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6340 -1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0823 -1.6930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3660 -4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1340 -4.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3660 -1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3752 -2.4001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0570 -3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1340 -4.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 -2.5000 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 -6.0482 -1.9518 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3660 -4.0388 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1340 -2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.6340 -3.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3660 -1.6340 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.1340 -2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.9538 -4.8479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3070 -2.9177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6340 -3.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.8660 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.6340 -3.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -6.7553 -1.2447 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 4.5471 -5.7614 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 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 4.8660 0.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8660 -0.7679 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8660 -1.7679 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 -3.1340 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6750 -3.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6340 -3.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8660 -0.7679 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5999 -3.6248 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 4.8660 -0.7679 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 25 1 0 0 0 0 3 26 1 0 0 0 0 4 26 1 0 0 0 0 8 9 1 0 0 0 0 8 21 1 0 0 0 0 9 24 1 0 0 0 0 10 14 1 0 0 0 0 10 19 1 0 0 0 0 11 15 1 0 0 0 0 11 20 1 0 0 0 0 12 16 1 0 0 0 0 13 17 1 0 0 0 0 14 29 1 0 0 0 0 15 28 1 0 0 0 0 16 27 1 0 0 0 0 17 30 1 0 0 0 0 18 30 1 0 0 0 0 18 40 1 0 0 0 0 19 26 1 0 0 0 0 19 31 1 6 0 0 0 20 25 1 1 0 0 0 20 42 1 0 0 0 0 21 27 1 6 0 0 0 21 41 1 0 0 0 0 22 12 1 6 0 0 0 22 29 1 0 0 0 0 22 41 1 0 0 0 0 23 13 1 6 0 0 0 23 28 1 0 0 0 0 23 44 1 0 0 0 0 24 30 1 6 0 0 0 24 43 1 0 0 0 0 25 32 1 0 0 0 0 26 45 1 0 0 0 0 27 5 1 6 0 0 0 27 43 1 0 0 0 0 28 6 1 1 0 0 0 28 42 1 0 0 0 0 29 7 1 6 0 0 0 29 45 1 0 0 0 0 30 33 1 0 0 0 0 34 46 1 0 0 0 0 35 46 2 0 0 0 0 36 46 2 0 0 0 0 37 47 1 0 0 0 0 38 47 2 0 0 0 0 39 47 2 0 0 0 0 40 46 1 0 0 0 0 44 47 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	53377322
ChEMBL	CHEMBL1806665
ZINC

Physicochemical Properties

Molecular Weight:	780.21
ALogP:	-1.2957
MLogP:	2.89
XLogP:	1.069
# Rotatable Bonds:	24
Polar Surface Area:	221.34
# H-Bond Aceptor:	14
# H-Bond Donor:	4
# Rings:	4
# Heavy Atoms:	47

Download Data

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General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs