NPASS Natural Product

Natural Product: NPC473294

Natural Product ID:	NPC473294
Common Name:	Laurendecumallene A
IUPAC Name:	(2S,3aR,5R,6S,8R,9R,10aR)-6-bromo-2-(3-bromopropa-1,2-dienyl)-5-ethyl-2,3,3a,5,6,7,8,9,10,10a-decahydrofuro[3,2-b]oxonine-8,9-diol
Synonyms:
Molecular Formula:	C15H22Br2O4
Standard InCHIKey:	BYNNASQGMHJTHX-JFPGLQQHSA-N
Standard InCHI:	InChI=1S/C15H22Br2O4/c1-2-13-10(17)7-11(18)12(19)8-15-14(21-13)6-9(20-15)4-3-5-16/h4-5,9-15,18-19H,2,6-8H2,1H3/t3?,9-,10+,11-,12-,13-,14-,15-/m1/s1
Canonical SMILES:	CC[C@H]1O[C@@H]2C[C@H](O[C@@H]2C[C@H]([C@@H](C[C@@H]1Br)O)O)C=C=CBr
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
NPO8764	Laurencia decumbens	Species	Rhodomelaceae	Eukaryota				PMID[17711344]

Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Cell Line	1

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	24601675

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 NPC473294 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	81
0.1-0.2	2397
0.2-0.3	8997
0.3-0.4	12189
0.4-0.5	5975
0.5-0.6	1202
0.6-0.7	44
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.9385	High Similarity	NPC471472
0.7534	Intermediate Similarity	NPC325098
0.725	Intermediate Similarity	NPC5361
0.7083	Intermediate Similarity	NPC250836
0.6714	Remote Similarity	NPC41180
0.6714	Remote Similarity	NPC152438
0.6706	Remote Similarity	NPC470175
0.6667	Remote Similarity	NPC231784
0.6628	Remote Similarity	NPC247826
0.6623	Remote Similarity	NPC473453
0.6486	Remote Similarity	NPC31496
0.6456	Remote Similarity	NPC143576
0.642	Remote Similarity	NPC293223
0.641	Remote Similarity	NPC474078
0.6386	Remote Similarity	NPC476701
0.6364	Remote Similarity	NPC477431
0.6341	Remote Similarity	NPC474026
0.6329	Remote Similarity	NPC470173
0.6296	Remote Similarity	NPC36479
0.6282	Remote Similarity	NPC253123
0.6282	Remote Similarity	NPC472947
0.6265	Remote Similarity	NPC248775
0.625	Remote Similarity	NPC477428
0.622	Remote Similarity	NPC329626
0.619	Remote Similarity	NPC470148
0.619	Remote Similarity	NPC470149
0.619	Remote Similarity	NPC180725
0.6163	Remote Similarity	NPC103171
0.6145	Remote Similarity	NPC475711
0.6145	Remote Similarity	NPC476703
0.6136	Remote Similarity	NPC471567
0.6136	Remote Similarity	NPC120398
0.6119	Remote Similarity	NPC82512
0.6118	Remote Similarity	NPC133226
0.6118	Remote Similarity	NPC470147
0.6111	Remote Similarity	NPC474577
0.6098	Remote Similarity	NPC52781
0.6076	Remote Similarity	NPC16964
0.6071	Remote Similarity	NPC477089
0.6053	Remote Similarity	NPC271000
0.6053	Remote Similarity	NPC471460
0.6049	Remote Similarity	NPC476709
0.6047	Remote Similarity	NPC118116
0.6024	Remote Similarity	NPC470176
0.6023	Remote Similarity	NPC163093
0.6023	Remote Similarity	NPC156804
0.6	Remote Similarity	NPC1180
0.6	Remote Similarity	NPC129630
0.5978	Remote Similarity	NPC474323
0.5978	Remote Similarity	NPC206614
0.5976	Remote Similarity	NPC477422
0.5976	Remote Similarity	NPC472174
0.5976	Remote Similarity	NPC472173
0.5976	Remote Similarity	NPC24590
0.5955	Remote Similarity	NPC471379
0.5955	Remote Similarity	NPC322529
0.5955	Remote Similarity	NPC477013
0.5955	Remote Similarity	NPC477014
0.5955	Remote Similarity	NPC329615
0.5955	Remote Similarity	NPC329838
0.5955	Remote Similarity	NPC196911
0.5934	Remote Similarity	NPC20339
0.5934	Remote Similarity	NPC320458
0.5934	Remote Similarity	NPC48338
0.5934	Remote Similarity	NPC40376
0.5934	Remote Similarity	NPC473905
0.5934	Remote Similarity	NPC280621
0.5934	Remote Similarity	NPC233551
0.5934	Remote Similarity	NPC89001
0.5934	Remote Similarity	NPC21208
0.5926	Remote Similarity	NPC306085
0.5914	Remote Similarity	NPC122057
0.5909	Remote Similarity	NPC231601
0.5909	Remote Similarity	NPC239308
0.5889	Remote Similarity	NPC62118
0.5889	Remote Similarity	NPC132940
0.5889	Remote Similarity	NPC231096
0.5889	Remote Similarity	NPC293136
0.5889	Remote Similarity	NPC171174
0.5889	Remote Similarity	NPC472379
0.5889	Remote Similarity	NPC107717
0.5889	Remote Similarity	NPC142117
0.5889	Remote Similarity	NPC477015
0.5889	Remote Similarity	NPC240695
0.5889	Remote Similarity	NPC232555
0.5889	Remote Similarity	NPC114694
0.5889	Remote Similarity	NPC241360
0.5889	Remote Similarity	NPC475581
0.5882	Remote Similarity	NPC3852
0.587	Remote Similarity	NPC477017
0.587	Remote Similarity	NPC133450
0.587	Remote Similarity	NPC477016
0.587	Remote Similarity	NPC473564
0.5867	Remote Similarity	NPC155457
0.5867	Remote Similarity	NPC469694
0.5862	Remote Similarity	NPC77003
0.5862	Remote Similarity	NPC469469
0.5862	Remote Similarity	NPC246621
0.5854	Remote Similarity	NPC55652
0.5854	Remote Similarity	NPC185186
0.5854	Remote Similarity	NPC132938
0.5854	Remote Similarity	NPC329914
0.5854	Remote Similarity	NPC327383
0.5844	Remote Similarity	NPC294813
0.5844	Remote Similarity	NPC13143
0.5833	Remote Similarity	NPC236228
0.5833	Remote Similarity	NPC256720
0.5833	Remote Similarity	NPC170148
0.5833	Remote Similarity	NPC49392
0.5833	Remote Similarity	NPC470174
0.5833	Remote Similarity	NPC190400
0.5833	Remote Similarity	NPC229655
0.5824	Remote Similarity	NPC20533
0.5824	Remote Similarity	NPC258068
0.5824	Remote Similarity	NPC178215
0.5824	Remote Similarity	NPC476583
0.5821	Remote Similarity	NPC252918
0.5821	Remote Similarity	NPC230789
0.5814	Remote Similarity	NPC86971
0.5811	Remote Similarity	NPC23418
0.5806	Remote Similarity	NPC177668
0.5806	Remote Similarity	NPC239517
0.5802	Remote Similarity	NPC477423
0.5797	Remote Similarity	NPC475071
0.5795	Remote Similarity	NPC329829
0.5795	Remote Similarity	NPC473529
0.5795	Remote Similarity	NPC475159
0.5795	Remote Similarity	NPC180363
0.5795	Remote Similarity	NPC73310
0.5795	Remote Similarity	NPC94875
0.5795	Remote Similarity	NPC65930
0.5795	Remote Similarity	NPC131002
0.5795	Remote Similarity	NPC473780
0.5795	Remote Similarity	NPC473712
0.5795	Remote Similarity	NPC11332
0.5795	Remote Similarity	NPC145914
0.5783	Remote Similarity	NPC474280
0.5783	Remote Similarity	NPC190859
0.5778	Remote Similarity	NPC235809
0.5778	Remote Similarity	NPC9678
0.5778	Remote Similarity	NPC231009
0.5778	Remote Similarity	NPC25764
0.5778	Remote Similarity	NPC223871
0.5778	Remote Similarity	NPC77871
0.5778	Remote Similarity	NPC132496
0.5778	Remote Similarity	NPC39279
0.5778	Remote Similarity	NPC470400
0.5778	Remote Similarity	NPC286338
0.5778	Remote Similarity	NPC100921
0.5778	Remote Similarity	NPC202055
0.5778	Remote Similarity	NPC110710
0.5778	Remote Similarity	NPC473651
0.5778	Remote Similarity	NPC473478
0.5778	Remote Similarity	NPC473669
0.5778	Remote Similarity	NPC477018
0.5778	Remote Similarity	NPC283085
0.5778	Remote Similarity	NPC292809
0.5778	Remote Similarity	NPC1083
0.5778	Remote Similarity	NPC39167
0.5778	Remote Similarity	NPC473671
0.5778	Remote Similarity	NPC103284
0.5778	Remote Similarity	NPC66346
0.5778	Remote Similarity	NPC107986
0.5778	Remote Similarity	NPC82795
0.5778	Remote Similarity	NPC298595
0.5778	Remote Similarity	NPC475268
0.5778	Remote Similarity	NPC473156
0.5778	Remote Similarity	NPC319036
0.5769	Remote Similarity	NPC473722
0.5765	Remote Similarity	NPC474278
0.5765	Remote Similarity	NPC244002
0.5765	Remote Similarity	NPC233071
0.5761	Remote Similarity	NPC274446
0.5761	Remote Similarity	NPC172821
0.5761	Remote Similarity	NPC169511
0.5761	Remote Similarity	NPC81045
0.5761	Remote Similarity	NPC234077
0.5761	Remote Similarity	NPC309656
0.5761	Remote Similarity	NPC242364
0.5761	Remote Similarity	NPC261952
0.5761	Remote Similarity	NPC320569
0.5761	Remote Similarity	NPC39754
0.5761	Remote Similarity	NPC287164
0.5761	Remote Similarity	NPC171135
0.5761	Remote Similarity	NPC191929
0.5761	Remote Similarity	NPC61257
0.5761	Remote Similarity	NPC100454
0.5761	Remote Similarity	NPC133730
0.5761	Remote Similarity	NPC151403
0.5753	Remote Similarity	NPC148424
0.5745	Remote Similarity	NPC184463
0.5732	Remote Similarity	NPC475762
0.573	Remote Similarity	NPC31019
0.573	Remote Similarity	NPC106912
0.573	Remote Similarity	NPC144415
0.573	Remote Similarity	NPC27314
0.573	Remote Similarity	NPC253801
0.573	Remote Similarity	NPC5958
0.573	Remote Similarity	NPC2379
0.573	Remote Similarity	NPC263087

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC473294 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	109
0.1-0.2	3997
0.2-0.3	3605
0.3-0.4	1137
0.4-0.5	265
0.5-0.6	48
0.6-0.7	0
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
0.5972	Remote Similarity	NPD2267	Suspended
0.5692	Remote Similarity	NPD8957	Approved
0.5606	Remote Similarity	NPD9006	Approved
0.56	Remote Similarity	NPD585	Clinical (unspecified phase)

Structure

NPC473294 OpenBabel07101718302D 21 22 0 0 1 0 0 0 0 0999 V2000 1.9863 -3.8763 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7523 -3.2335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5878 0.9230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7867 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5938 0.4570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4447 -1.7487 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4447 0.1307 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5787 0.6307 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5787 -2.2487 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.5878 0.9230 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 4.2107 -2.3915 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 4.2107 0.7735 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7523 1.6155 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 1.5938 -2.0751 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 3 4 2 0 0 0 0 3 5 2 0 0 0 0 5 16 1 0 0 0 0 6 9 1 0 0 0 0 7 10 1 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 4 1 1 0 0 0 9 20 1 0 0 0 0 10 13 1 0 0 0 0 10 17 1 6 0 0 0 11 12 1 0 0 0 0 11 18 1 6 0 0 0 12 19 1 1 0 0 0 13 2 1 1 0 0 0 13 21 1 0 0 0 0 14 6 1 6 0 0 0 14 15 1 0 0 0 0 14 21 1 0 0 0 0 15 8 1 6 0 0 0 15 20 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	23643737
ChEMBL	CHEMBL398629
ZINC

Physicochemical Properties

Molecular Weight:	423.99
ALogP:	-0.652
MLogP:	2.45
XLogP:	4.454
# Rotatable Bonds:	7
Polar Surface Area:	58.92
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	2
# Heavy Atoms:	21

Download Data

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