NPASS Natural Product

Natural Product: NPC475934

Natural Product ID:	NPC475934
Common Name:	Johnstonol
IUPAC Name:
Synonyms:	Johnstonol
Molecular Formula:	C15H21Br2ClO3
Standard InCHIKey:	GQTRVJJQEJXMFF-WJZNTHCVSA-N
Standard InCHI:	InChI=1S/C15H21Br2ClO3/c1-11(2)14-5-7(16)12(3,18)6-8(14)20-15(11,17)9(19)10-13(14,4)21-10/h7-10,19H,5-6H2,1-4H3/t7-,8-,9+,10+,12-,13+,14-,15+/m0/s1
Canonical SMILES:	Br[C@H]1C[C@@]23[C@H](C[C@]1(C)Cl)O[C@@](C3(C)C)([C@@H]([C@@H]1[C@@]2(C)O1)O)Br
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
NPO6250	Laurencia tristicha	Species	Rhodomelaceae	Eukaryota				PMID[15974618]

Biological Activity

Activity Type	# Activity
IC50	5

Activity Type	# Activity
Cell Line	5

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT81	Cell Line	A549	Homo sapiens	IC50	>	10	ug/ml	10.6019/CHEMBL1201861
NPT181	Cell Line	Bel-7402	Homo sapiens	IC50	>	10	ug/ml	PubChem BioAssay data set
NPT165	Cell Line	HeLa	Homo sapiens	IC50	>	10	ug/ml	10.1021/np50070a027
NPT547	Cell Line	BGC-823	Homo sapiens	IC50	>	10	ug/ml	24070022
NPT180	Cell Line	HCT-8	Homo sapiens	IC50	>	10	ug/ml	17938184

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 NPC475934 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	270
0.1-0.2	3613
0.2-0.3	11208
0.3-0.4	9461
0.4-0.5	5019
0.5-0.6	1218
0.6-0.7	95
0.7-0.8	5
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
0.7273	Intermediate Similarity	NPC475817
0.7253	Intermediate Similarity	NPC470151
0.7143	Intermediate Similarity	NPC469555
0.7143	Intermediate Similarity	NPC83368
0.7041	Intermediate Similarity	NPC469556
0.6989	Remote Similarity	NPC472950
0.6989	Remote Similarity	NPC472952
0.6979	Remote Similarity	NPC186588
0.6804	Remote Similarity	NPC16449
0.6735	Remote Similarity	NPC470156
0.6702	Remote Similarity	NPC237510
0.6702	Remote Similarity	NPC475793
0.6667	Remote Similarity	NPC477446
0.6667	Remote Similarity	NPC477447
0.6667	Remote Similarity	NPC470155
0.6633	Remote Similarity	NPC472951
0.6633	Remote Similarity	NPC469580
0.6633	Remote Similarity	NPC472943
0.6632	Remote Similarity	NPC150938
0.6566	Remote Similarity	NPC470154
0.6531	Remote Similarity	NPC83436
0.6522	Remote Similarity	NPC475786
0.6471	Remote Similarity	NPC313115
0.6444	Remote Similarity	NPC94897
0.6392	Remote Similarity	NPC469581
0.6373	Remote Similarity	NPC320824
0.6364	Remote Similarity	NPC329871
0.6364	Remote Similarity	NPC81074
0.6364	Remote Similarity	NPC477282
0.6346	Remote Similarity	NPC471377
0.6346	Remote Similarity	NPC45833
0.6346	Remote Similarity	NPC62202
0.6346	Remote Similarity	NPC213658
0.6346	Remote Similarity	NPC110365
0.633	Remote Similarity	NPC156912
0.6286	Remote Similarity	NPC476379
0.6275	Remote Similarity	NPC477978
0.6275	Remote Similarity	NPC241959
0.6275	Remote Similarity	NPC97491
0.6275	Remote Similarity	NPC273356
0.6273	Remote Similarity	NPC34732
0.6273	Remote Similarity	NPC92231
0.6263	Remote Similarity	NPC52755
0.6263	Remote Similarity	NPC147993
0.6263	Remote Similarity	NPC471769
0.625	Remote Similarity	NPC279260
0.625	Remote Similarity	NPC246347
0.625	Remote Similarity	NPC475729
0.625	Remote Similarity	NPC268633
0.625	Remote Similarity	NPC474215
0.6226	Remote Similarity	NPC224552
0.6226	Remote Similarity	NPC239453
0.6204	Remote Similarity	NPC475307
0.6186	Remote Similarity	NPC277993
0.6186	Remote Similarity	NPC10476
0.6186	Remote Similarity	NPC228994
0.6186	Remote Similarity	NPC33876
0.6186	Remote Similarity	NPC192501
0.6176	Remote Similarity	NPC475388
0.6162	Remote Similarity	NPC474574
0.6162	Remote Similarity	NPC133596
0.6162	Remote Similarity	NPC11907
0.6162	Remote Similarity	NPC64081
0.6162	Remote Similarity	NPC476233
0.6154	Remote Similarity	NPC93616
0.6139	Remote Similarity	NPC186594
0.6132	Remote Similarity	NPC473436
0.6132	Remote Similarity	NPC470872
0.6122	Remote Similarity	NPC196136
0.6122	Remote Similarity	NPC270306
0.6122	Remote Similarity	NPC243027
0.6122	Remote Similarity	NPC158208
0.6122	Remote Similarity	NPC91387
0.6122	Remote Similarity	NPC231680
0.6117	Remote Similarity	NPC227170
0.6105	Remote Similarity	NPC470833
0.6095	Remote Similarity	NPC155531
0.6095	Remote Similarity	NPC107603
0.6095	Remote Similarity	NPC471411
0.6095	Remote Similarity	NPC471410
0.6095	Remote Similarity	NPC215968
0.6082	Remote Similarity	NPC476422
0.6078	Remote Similarity	NPC473257
0.6061	Remote Similarity	NPC30575
0.6061	Remote Similarity	NPC470145
0.6061	Remote Similarity	NPC107963
0.6058	Remote Similarity	NPC18953
0.604	Remote Similarity	NPC269333
0.6038	Remote Similarity	NPC5943
0.602	Remote Similarity	NPC475458
0.6019	Remote Similarity	NPC154043
0.6019	Remote Similarity	NPC60018
0.6019	Remote Similarity	NPC216800
0.6019	Remote Similarity	NPC202688
0.6	Remote Similarity	NPC266651
0.6	Remote Similarity	NPC192046
0.6	Remote Similarity	NPC128951
0.6	Remote Similarity	NPC105208
0.6	Remote Similarity	NPC477227
0.6	Remote Similarity	NPC302578
0.5982	Remote Similarity	NPC474994
0.5982	Remote Similarity	NPC476040
0.5982	Remote Similarity	NPC476021
0.5981	Remote Similarity	NPC476435
0.5981	Remote Similarity	NPC128475
0.5979	Remote Similarity	NPC127283
0.5979	Remote Similarity	NPC470173
0.5979	Remote Similarity	NPC8004
0.5963	Remote Similarity	NPC114389
0.596	Remote Similarity	NPC476424
0.5946	Remote Similarity	NPC17336
0.5946	Remote Similarity	NPC257510
0.5946	Remote Similarity	NPC299714
0.5943	Remote Similarity	NPC475276
0.5943	Remote Similarity	NPC477283
0.5943	Remote Similarity	NPC131365
0.5943	Remote Similarity	NPC471240
0.5941	Remote Similarity	NPC18857
0.5941	Remote Similarity	NPC272841
0.5941	Remote Similarity	NPC43463
0.5941	Remote Similarity	NPC67657
0.5941	Remote Similarity	NPC177343
0.5938	Remote Similarity	NPC253123
0.5922	Remote Similarity	NPC211049
0.5918	Remote Similarity	NPC253805
0.5909	Remote Similarity	NPC119379
0.5905	Remote Similarity	NPC86238
0.59	Remote Similarity	NPC163597
0.59	Remote Similarity	NPC136424
0.5893	Remote Similarity	NPC235109
0.5889	Remote Similarity	NPC47663
0.5889	Remote Similarity	NPC476209
0.5888	Remote Similarity	NPC161928
0.5888	Remote Similarity	NPC210658
0.5882	Remote Similarity	NPC31330
0.5882	Remote Similarity	NPC287452
0.5856	Remote Similarity	NPC477224
0.5856	Remote Similarity	NPC113500
0.5856	Remote Similarity	NPC30687
0.5856	Remote Similarity	NPC3538
0.5849	Remote Similarity	NPC235402
0.5849	Remote Similarity	NPC290612
0.5842	Remote Similarity	NPC185915
0.5833	Remote Similarity	NPC76909
0.5833	Remote Similarity	NPC471221
0.5833	Remote Similarity	NPC474756
0.5825	Remote Similarity	NPC117137
0.5825	Remote Similarity	NPC66766
0.5824	Remote Similarity	NPC469572
0.5824	Remote Similarity	NPC185116
0.5824	Remote Similarity	NPC469582
0.5824	Remote Similarity	NPC308569
0.5818	Remote Similarity	NPC293609
0.5818	Remote Similarity	NPC59006
0.5818	Remote Similarity	NPC473066
0.5816	Remote Similarity	NPC252182
0.5816	Remote Similarity	NPC131506
0.5816	Remote Similarity	NPC157777
0.5816	Remote Similarity	NPC470071
0.5816	Remote Similarity	NPC187471
0.5816	Remote Similarity	NPC1340
0.581	Remote Similarity	NPC163616
0.581	Remote Similarity	NPC111582
0.581	Remote Similarity	NPC470070
0.581	Remote Similarity	NPC478054
0.581	Remote Similarity	NPC477285
0.5804	Remote Similarity	NPC82633
0.5804	Remote Similarity	NPC477494
0.58	Remote Similarity	NPC317242
0.5794	Remote Similarity	NPC235196
0.5794	Remote Similarity	NPC228593
0.5784	Remote Similarity	NPC191345
0.5784	Remote Similarity	NPC252483
0.578	Remote Similarity	NPC228059
0.578	Remote Similarity	NPC20822
0.578	Remote Similarity	NPC82955
0.5769	Remote Similarity	NPC116320
0.5769	Remote Similarity	NPC475743
0.5769	Remote Similarity	NPC119922
0.5766	Remote Similarity	NPC182740
0.5766	Remote Similarity	NPC171741
0.5766	Remote Similarity	NPC470623
0.5766	Remote Similarity	NPC211845
0.5766	Remote Similarity	NPC122083
0.5766	Remote Similarity	NPC18724
0.5766	Remote Similarity	NPC277774
0.5766	Remote Similarity	NPC256104
0.5766	Remote Similarity	NPC167644
0.5766	Remote Similarity	NPC323231
0.5766	Remote Similarity	NPC137461
0.5766	Remote Similarity	NPC311246
0.5766	Remote Similarity	NPC224003
0.5758	Remote Similarity	NPC472341
0.5758	Remote Similarity	NPC95165
0.5758	Remote Similarity	NPC473238
0.5755	Remote Similarity	NPC474156
0.5752	Remote Similarity	NPC477264
0.5752	Remote Similarity	NPC163685
0.5752	Remote Similarity	NPC210717
0.5752	Remote Similarity	NPC103165

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC475934 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	364
0.1-0.2	4779
0.2-0.3	3081
0.3-0.4	687
0.4-0.5	234
0.5-0.6	15
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
0.6264	Remote Similarity	NPD371	Approved
0.5612	Remote Similarity	NPD4267	Clinical (unspecified phase)

Structure

NPC475934 OpenBabel07101719132D 21 24 0 0 1 0 0 0 0 0999 V2000 -0.9330 2.1160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0670 2.1160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1651 -1.7500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1651 0.2500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1651 0.7500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2990 -0.7500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4330 -0.2500 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4330 -0.7500 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4330 1.2500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1651 -0.7500 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2990 -0.2500 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.2990 0.7500 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4330 0.7500 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.5981 -0.0000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 1.1536 1.4434 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -3.0311 -1.2500 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.2990 -0.7500 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 -1.2990 -1.2500 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 4 13 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 6 12 1 0 0 0 0 7 12 1 1 0 0 0 7 16 1 0 0 0 0 8 14 1 1 0 0 0 8 20 1 0 0 0 0 9 10 1 0 0 0 0 9 15 1 6 0 0 0 9 19 1 0 0 0 0 10 13 1 1 0 0 0 10 21 1 0 0 0 0 11 14 1 0 0 0 0 11 15 1 0 0 0 0 12 3 1 1 0 0 0 12 18 1 0 0 0 0 13 14 1 1 0 0 0 13 21 1 0 0 0 0 14 5 1 1 0 0 0 15 17 1 6 0 0 0 15 20 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	44583950
ChEMBL	CHEMBL518840
ZINC

Physicochemical Properties

Molecular Weight:	441.95
ALogP:	2.5998
MLogP:	2.45
XLogP:	3.603
# Rotatable Bonds:	8
Polar Surface Area:	41.99
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	21

Download Data

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