NPASS Natural Product

Natural Product: NPC76909

Natural Product ID:	NPC76909
Common Name:	9-Acetyllisoobtusol
IUPAC Name:	[(3S,4R,6R,9S,10S)-4,9-dibromo-10-chloro-5,5,9-trimethyl-1-methylidenespiro[5.5]undecan-3-yl] acetate
Synonyms:	9-Acetyllisoobtusol
Molecular Formula:	C17H25Br2ClO2
Standard InCHIKey:	LCTBUAFKAFMZQT-CUINURIISA-N
Standard InCHI:	InChI=1S/C17H25Br2ClO2/c1-10-8-12(22-11(2)21)14(18)15(3,4)17(10)7-6-16(5,19)13(20)9-17/h12-14H,1,6-9H2,2-5H3/t12-,13-,14-,16-,17+/m0/s1
Canonical SMILES:	CC(=O)O[C@H]1CC(=C)[C@@]2(C([C@H]1Br)(C)C)CC[C@]([C@H](C2)Cl)(C)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
NPO18850	Aplysia dactylomela	Species	Aplysiidae	Eukaryota		Tenerife		PMID[10924166]

Biological Activity

Activity Type	# Activity
IC50	3
Others	1

Activity Type	# Activity
Cell Line	3
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1232	Organism	Eurotium repens	Eurotium repens	IZ	=	1	mm	23985009
NPT133	Cell Line	ZR-75-1	Homo sapiens	IC50	>	25	ug/ml	9514009
NPT91	Cell Line	KB	Homo sapiens	IC50	>	25	ug/ml	DrugMatrix in vitro pharmacology data
NPT1034	Cell Line	Lu1	Homo sapiens	IC50	>	25	ug/ml	15974606

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 NPC76909 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	154
0.1-0.2	1558
0.2-0.3	8727
0.3-0.4	11449
0.4-0.5	6473
0.5-0.6	2446
0.6-0.7	76
0.7-0.8	3
0.8-0.85	2
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8605	High Similarity	NPC282598
0.8488	Intermediate Similarity	NPC97491
0.8488	Intermediate Similarity	NPC273356
0.7931	Intermediate Similarity	NPC15714
0.7816	Intermediate Similarity	NPC83436
0.7222	Intermediate Similarity	NPC31330
0.6951	Remote Similarity	NPC110214
0.6889	Remote Similarity	NPC469581
0.6889	Remote Similarity	NPC30575
0.6854	Remote Similarity	NPC33876
0.6854	Remote Similarity	NPC277993
0.6667	Remote Similarity	NPC77724
0.6596	Remote Similarity	NPC469580
0.6593	Remote Similarity	NPC474946
0.6593	Remote Similarity	NPC35397
0.6512	Remote Similarity	NPC474768
0.6489	Remote Similarity	NPC476603
0.6452	Remote Similarity	NPC84868
0.6429	Remote Similarity	NPC313115
0.6383	Remote Similarity	NPC215307
0.6383	Remote Similarity	NPC274750
0.6354	Remote Similarity	NPC311891
0.6353	Remote Similarity	NPC469573
0.6344	Remote Similarity	NPC92489
0.6327	Remote Similarity	NPC469556
0.6316	Remote Similarity	NPC44083
0.6316	Remote Similarity	NPC305835
0.6316	Remote Similarity	NPC153987
0.6316	Remote Similarity	NPC47808
0.6304	Remote Similarity	NPC71152
0.6289	Remote Similarity	NPC215175
0.6263	Remote Similarity	NPC469570
0.6263	Remote Similarity	NPC469555
0.6263	Remote Similarity	NPC48210
0.625	Remote Similarity	NPC113024
0.625	Remote Similarity	NPC304194
0.625	Remote Similarity	NPC206735
0.6238	Remote Similarity	NPC188896
0.6237	Remote Similarity	NPC150938
0.6224	Remote Similarity	NPC132386
0.62	Remote Similarity	NPC153699
0.62	Remote Similarity	NPC76164
0.619	Remote Similarity	NPC240206
0.6186	Remote Similarity	NPC108476
0.6186	Remote Similarity	NPC195334
0.6186	Remote Similarity	NPC475951
0.6186	Remote Similarity	NPC290495
0.6186	Remote Similarity	NPC142163
0.617	Remote Similarity	NPC476607
0.6146	Remote Similarity	NPC100906
0.6139	Remote Similarity	NPC109900
0.6122	Remote Similarity	NPC472504
0.6122	Remote Similarity	NPC286786
0.6122	Remote Similarity	NPC226988
0.6111	Remote Similarity	NPC110897
0.6105	Remote Similarity	NPC189206
0.6105	Remote Similarity	NPC283619
0.6082	Remote Similarity	NPC269791
0.6082	Remote Similarity	NPC469802
0.6061	Remote Similarity	NPC473742
0.6061	Remote Similarity	NPC139206
0.6061	Remote Similarity	NPC5280
0.604	Remote Similarity	NPC474970
0.6038	Remote Similarity	NPC299714
0.6038	Remote Similarity	NPC257510
0.6022	Remote Similarity	NPC476609
0.6022	Remote Similarity	NPC12680
0.602	Remote Similarity	NPC223330
0.602	Remote Similarity	NPC170303
0.602	Remote Similarity	NPC209318
0.602	Remote Similarity	NPC25554
0.6019	Remote Similarity	NPC224552
0.6019	Remote Similarity	NPC239453
0.6	Remote Similarity	NPC299963
0.6	Remote Similarity	NPC471367
0.6	Remote Similarity	NPC96055
0.6	Remote Similarity	NPC239362
0.6	Remote Similarity	NPC475509
0.6	Remote Similarity	NPC306951
0.6	Remote Similarity	NPC97505
0.6	Remote Similarity	NPC139566
0.6	Remote Similarity	NPC476606
0.598	Remote Similarity	NPC175293
0.598	Remote Similarity	NPC280810
0.596	Remote Similarity	NPC471218
0.596	Remote Similarity	NPC256112
0.5957	Remote Similarity	NPC475517
0.5957	Remote Similarity	NPC474524
0.5941	Remote Similarity	NPC164424
0.5941	Remote Similarity	NPC191965
0.5941	Remote Similarity	NPC474013
0.5941	Remote Similarity	NPC476602
0.5941	Remote Similarity	NPC98270
0.5938	Remote Similarity	NPC474433
0.5934	Remote Similarity	NPC475786
0.593	Remote Similarity	NPC308569
0.593	Remote Similarity	NPC469582
0.593	Remote Similarity	NPC469572
0.5929	Remote Similarity	NPC216636
0.5929	Remote Similarity	NPC319438
0.5922	Remote Similarity	NPC144069
0.5922	Remote Similarity	NPC473879
0.5922	Remote Similarity	NPC131453
0.5918	Remote Similarity	NPC233332
0.5914	Remote Similarity	NPC475077
0.59	Remote Similarity	NPC52108
0.59	Remote Similarity	NPC471037
0.59	Remote Similarity	NPC474789
0.59	Remote Similarity	NPC476927
0.5895	Remote Similarity	NPC476605
0.5882	Remote Similarity	NPC471369
0.5882	Remote Similarity	NPC168231
0.5882	Remote Similarity	NPC102996
0.5882	Remote Similarity	NPC286153
0.5882	Remote Similarity	NPC9892
0.5882	Remote Similarity	NPC329692
0.5882	Remote Similarity	NPC91525
0.5882	Remote Similarity	NPC325594
0.5882	Remote Similarity	NPC329943
0.5882	Remote Similarity	NPC10005
0.5882	Remote Similarity	NPC137306
0.5882	Remote Similarity	NPC84121
0.5882	Remote Similarity	NPC264127
0.5882	Remote Similarity	NPC185638
0.5876	Remote Similarity	NPC35574
0.587	Remote Similarity	NPC476604
0.5862	Remote Similarity	NPC204173
0.5859	Remote Similarity	NPC473420
0.5859	Remote Similarity	NPC159148
0.5851	Remote Similarity	NPC83368
0.5843	Remote Similarity	NPC144650
0.5842	Remote Similarity	NPC102048
0.5842	Remote Similarity	NPC470011
0.5842	Remote Similarity	NPC219011
0.5833	Remote Similarity	NPC475934
0.5826	Remote Similarity	NPC322912
0.5825	Remote Similarity	NPC46912
0.5825	Remote Similarity	NPC478104
0.5825	Remote Similarity	NPC162107
0.5825	Remote Similarity	NPC174273
0.5825	Remote Similarity	NPC181103
0.5825	Remote Similarity	NPC166857
0.5825	Remote Similarity	NPC305029
0.5825	Remote Similarity	NPC102640
0.5816	Remote Similarity	NPC242767
0.5816	Remote Similarity	NPC471475
0.5816	Remote Similarity	NPC129501
0.581	Remote Similarity	NPC78973
0.581	Remote Similarity	NPC475776
0.581	Remote Similarity	NPC474728
0.58	Remote Similarity	NPC123880
0.58	Remote Similarity	NPC471159
0.5789	Remote Similarity	NPC237510
0.5789	Remote Similarity	NPC475793
0.5784	Remote Similarity	NPC35933
0.5784	Remote Similarity	NPC474971
0.5778	Remote Similarity	NPC2728
0.5778	Remote Similarity	NPC11555
0.5778	Remote Similarity	NPC208198
0.5778	Remote Similarity	NPC282619
0.5778	Remote Similarity	NPC60837
0.5778	Remote Similarity	NPC172613
0.5769	Remote Similarity	NPC160304
0.5769	Remote Similarity	NPC472220
0.5769	Remote Similarity	NPC93411
0.5769	Remote Similarity	NPC470613
0.5769	Remote Similarity	NPC4309
0.5769	Remote Similarity	NPC97884
0.5769	Remote Similarity	NPC224145
0.5769	Remote Similarity	NPC69713
0.5769	Remote Similarity	NPC470612
0.5769	Remote Similarity	NPC263079
0.5761	Remote Similarity	NPC276616
0.5758	Remote Similarity	NPC476265
0.5758	Remote Similarity	NPC281880
0.5758	Remote Similarity	NPC274522
0.5758	Remote Similarity	NPC170038
0.5755	Remote Similarity	NPC285184
0.5755	Remote Similarity	NPC60755
0.5755	Remote Similarity	NPC120539
0.5755	Remote Similarity	NPC470590
0.5755	Remote Similarity	NPC49420
0.5755	Remote Similarity	NPC77099
0.5743	Remote Similarity	NPC170862
0.5743	Remote Similarity	NPC222358
0.5743	Remote Similarity	NPC194637
0.5728	Remote Similarity	NPC471042
0.5728	Remote Similarity	NPC9231
0.5728	Remote Similarity	NPC73038
0.5728	Remote Similarity	NPC471368
0.5728	Remote Similarity	NPC131813
0.5728	Remote Similarity	NPC6979
0.5728	Remote Similarity	NPC12774
0.5728	Remote Similarity	NPC85698
0.5727	Remote Similarity	NPC152480
0.5714	Remote Similarity	NPC269543
0.5714	Remote Similarity	NPC116620
0.5714	Remote Similarity	NPC329643
0.5714	Remote Similarity	NPC475049
0.5714	Remote Similarity	NPC473929

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC76909 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	158
0.1-0.2	2379
0.2-0.3	4685
0.3-0.4	1481
0.4-0.5	372
0.5-0.6	86
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
0.5656	Remote Similarity	NPD7100	Approved
0.5631	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.5607	Remote Similarity	NPD8035	Phase 2
0.5607	Remote Similarity	NPD8034	Phase 2

Structure

NPC76909 OpenBabel07101718312D 22 23 0 0 1 0 0 0 0 0999 V2000 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 1 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 0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -1.8660 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 10 2 0 0 0 0 2 11 1 0 0 0 0 3 15 1 0 0 0 0 4 15 1 0 0 0 0 6 7 1 0 0 0 0 6 16 1 0 0 0 0 8 10 1 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 9 17 1 0 0 0 0 10 17 1 0 0 0 0 11 21 2 0 0 0 0 11 22 1 0 0 0 0 12 14 1 0 0 0 0 12 22 1 1 0 0 0 13 16 1 6 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 18 1 1 0 0 0 15 17 1 0 0 0 0 16 5 1 6 0 0 0 16 19 1 0 0 0 0 17 7 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	21606563
ChEMBL	CHEMBL524821
ZINC

Physicochemical Properties

Molecular Weight:	453.99
ALogP:	3.9432
MLogP:	2.78
XLogP:	5.283
# Rotatable Bonds:	9
Polar Surface Area:	26.3
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	2
# Heavy Atoms:	22

Download Data

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General Info & Identifiers & Properties
Structure MOL file
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Biological Activities
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