NPASS Natural Product

Natural Product: NPC77724

Natural Product ID:	NPC77724
Common Name:	Pueritol-B-Acetate
IUPAC Name:	[(4R,6E)-6-[(3S,4S)-4-bromo-3-chloro-4-methylcyclohexylidene]-2-methylhept-2-en-4-yl] acetate
Synonyms:	Pueritol-B-Acetate
Molecular Formula:	C17H26BrClO2
Standard InCHIKey:	OSZNJZCBXHOYRJ-HQZLNYTOSA-N
Standard InCHI:	InChI=1S/C17H26BrClO2/c1-11(2)8-15(21-13(4)20)9-12(3)14-6-7-17(5,18)16(19)10-14/h8,15-16H,6-7,9-10H2,1-5H3/b14-12+/t15-,16-,17-/m0/s1
Canonical SMILES:	CC(=O)O[C@H](C/C(=C/1CC[C@]([C@H](C1)Cl)(C)Br)/C)C=C(C)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
NPO18850	Aplysia dactylomela	Species	Aplysiidae	Eukaryota		Tenerife		PMID[10924166]

Biological Activity

Activity Type	# Activity
IC50	3
Others	2

Activity Type	# Activity
Cell Line	3
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT133	Cell Line	ZR-75-1	Homo sapiens	IC50	>	25	ug/ml	9514009
NPT91	Cell Line	KB	Homo sapiens	IC50	>	25	ug/ml	16499322
NPT1034	Cell Line	Lu1	Homo sapiens	IC50	>	25	ug/ml	10514313
NPT1231	Organism	Microbotryum violaceum	Microbotryum violaceum	IZ	=	1	mm	19577344
NPT1232	Organism	Eurotium repens	Eurotium repens	IZ	=	2	mm	12141855

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 NPC77724 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	94
0.1-0.2	1188
0.2-0.3	7802
0.3-0.4	13598
0.4-0.5	6512
0.5-0.6	1605
0.6-0.7	86
0.7-0.8	4
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
0.75	Intermediate Similarity	NPC477429
0.75	Intermediate Similarity	NPC323677
0.7093	Intermediate Similarity	NPC469570
0.7093	Intermediate Similarity	NPC48210
0.6986	Remote Similarity	NPC19241
0.6786	Remote Similarity	NPC477088
0.6782	Remote Similarity	NPC282598
0.6744	Remote Similarity	NPC215175
0.6742	Remote Similarity	NPC280810
0.6667	Remote Similarity	NPC76909
0.6667	Remote Similarity	NPC96663
0.6625	Remote Similarity	NPC477423
0.6582	Remote Similarity	NPC477431
0.6579	Remote Similarity	NPC217940
0.6533	Remote Similarity	NPC477424
0.6506	Remote Similarity	NPC477421
0.65	Remote Similarity	NPC151481
0.65	Remote Similarity	NPC101622
0.6494	Remote Similarity	NPC329698
0.6463	Remote Similarity	NPC16349
0.6463	Remote Similarity	NPC222244
0.6456	Remote Similarity	NPC194871
0.6456	Remote Similarity	NPC472266
0.6444	Remote Similarity	NPC477428
0.642	Remote Similarity	NPC469660
0.642	Remote Similarity	NPC4299
0.64	Remote Similarity	NPC286189
0.6375	Remote Similarity	NPC276290
0.6375	Remote Similarity	NPC470256
0.6341	Remote Similarity	NPC477084
0.6341	Remote Similarity	NPC477087
0.6341	Remote Similarity	NPC477086
0.6341	Remote Similarity	NPC472254
0.6341	Remote Similarity	NPC163003
0.6324	Remote Similarity	NPC197467
0.6322	Remote Similarity	NPC15714
0.6296	Remote Similarity	NPC316572
0.6296	Remote Similarity	NPC269841
0.6282	Remote Similarity	NPC226066
0.6282	Remote Similarity	NPC34883
0.6265	Remote Similarity	NPC477085
0.6234	Remote Similarity	NPC55376
0.622	Remote Similarity	NPC473361
0.622	Remote Similarity	NPC329904
0.6203	Remote Similarity	NPC182794
0.619	Remote Similarity	NPC140287
0.619	Remote Similarity	NPC476355
0.6184	Remote Similarity	NPC159650
0.6184	Remote Similarity	NPC22897
0.6176	Remote Similarity	NPC26600
0.6176	Remote Similarity	NPC47946
0.6163	Remote Similarity	NPC262747
0.6154	Remote Similarity	NPC44343
0.6154	Remote Similarity	NPC210303
0.6154	Remote Similarity	NPC179087
0.6143	Remote Similarity	NPC15912
0.6143	Remote Similarity	NPC135698
0.6136	Remote Similarity	NPC233332
0.6133	Remote Similarity	NPC26310
0.6125	Remote Similarity	NPC248125
0.6125	Remote Similarity	NPC191233
0.6104	Remote Similarity	NPC26223
0.6092	Remote Similarity	NPC184737
0.6092	Remote Similarity	NPC474341
0.6092	Remote Similarity	NPC474816
0.6092	Remote Similarity	NPC209135
0.6071	Remote Similarity	NPC295633
0.6071	Remote Similarity	NPC269206
0.6071	Remote Similarity	NPC58956
0.6071	Remote Similarity	NPC135703
0.6067	Remote Similarity	NPC25554
0.6056	Remote Similarity	NPC289388
0.6056	Remote Similarity	NPC27264
0.6049	Remote Similarity	NPC203335
0.6047	Remote Similarity	NPC301525
0.6047	Remote Similarity	NPC123360
0.6026	Remote Similarity	NPC151648
0.6023	Remote Similarity	NPC471299
0.6023	Remote Similarity	NPC242767
0.6023	Remote Similarity	NPC473947
0.6	Remote Similarity	NPC117746
0.6	Remote Similarity	NPC15499
0.6	Remote Similarity	NPC471218
0.6	Remote Similarity	NPC294434
0.6	Remote Similarity	NPC220766
0.6	Remote Similarity	NPC259599
0.6	Remote Similarity	NPC474758
0.6	Remote Similarity	NPC470688
0.6	Remote Similarity	NPC470686
0.6	Remote Similarity	NPC224270
0.5977	Remote Similarity	NPC84360
0.5977	Remote Similarity	NPC141789
0.5977	Remote Similarity	NPC471225
0.5977	Remote Similarity	NPC7563
0.5977	Remote Similarity	NPC41780
0.5977	Remote Similarity	NPC320630
0.5977	Remote Similarity	NPC116177
0.5977	Remote Similarity	NPC171204
0.5977	Remote Similarity	NPC97516
0.5977	Remote Similarity	NPC187568
0.5977	Remote Similarity	NPC476028
0.5976	Remote Similarity	NPC310210
0.5976	Remote Similarity	NPC280374
0.5974	Remote Similarity	NPC143810
0.5974	Remote Similarity	NPC222852
0.5974	Remote Similarity	NPC83838
0.5974	Remote Similarity	NPC474267
0.5974	Remote Similarity	NPC478095
0.5972	Remote Similarity	NPC244452
0.5972	Remote Similarity	NPC148056
0.5955	Remote Similarity	NPC121374
0.5955	Remote Similarity	NPC469802
0.5952	Remote Similarity	NPC316185
0.5952	Remote Similarity	NPC129665
0.5952	Remote Similarity	NPC257618
0.5952	Remote Similarity	NPC473306
0.5934	Remote Similarity	NPC49208
0.5934	Remote Similarity	NPC42476
0.5934	Remote Similarity	NPC23748
0.5934	Remote Similarity	NPC222358
0.593	Remote Similarity	NPC329852
0.5926	Remote Similarity	NPC185587
0.5926	Remote Similarity	NPC116013
0.5921	Remote Similarity	NPC471279
0.5921	Remote Similarity	NPC212730
0.5921	Remote Similarity	NPC471277
0.5921	Remote Similarity	NPC265551
0.5909	Remote Similarity	NPC93763
0.5909	Remote Similarity	NPC267231
0.5909	Remote Similarity	NPC28049
0.5909	Remote Similarity	NPC108816
0.5904	Remote Similarity	NPC470693
0.5904	Remote Similarity	NPC476591
0.5904	Remote Similarity	NPC88877
0.5904	Remote Similarity	NPC232812
0.5904	Remote Similarity	NPC107130
0.5897	Remote Similarity	NPC79756
0.5897	Remote Similarity	NPC127824
0.589	Remote Similarity	NPC106531
0.589	Remote Similarity	NPC170167
0.589	Remote Similarity	NPC151919
0.5889	Remote Similarity	NPC475944
0.5889	Remote Similarity	NPC475481
0.5889	Remote Similarity	NPC79277
0.5882	Remote Similarity	NPC476489
0.5882	Remote Similarity	NPC476490
0.5875	Remote Similarity	NPC25747
0.5875	Remote Similarity	NPC308457
0.5875	Remote Similarity	NPC148233
0.587	Remote Similarity	NPC96055
0.587	Remote Similarity	NPC475732
0.5867	Remote Similarity	NPC474913
0.5862	Remote Similarity	NPC469880
0.5862	Remote Similarity	NPC235906
0.5862	Remote Similarity	NPC27205
0.5862	Remote Similarity	NPC4509
0.5857	Remote Similarity	NPC128280
0.5854	Remote Similarity	NPC21998
0.5854	Remote Similarity	NPC225272
0.5844	Remote Similarity	NPC478096
0.5843	Remote Similarity	NPC271632
0.5843	Remote Similarity	NPC178277
0.5843	Remote Similarity	NPC270126
0.5843	Remote Similarity	NPC471537
0.5843	Remote Similarity	NPC286816
0.5843	Remote Similarity	NPC86971
0.5843	Remote Similarity	NPC199134
0.5843	Remote Similarity	NPC139712
0.5842	Remote Similarity	NPC110897
0.5833	Remote Similarity	NPC472017
0.5833	Remote Similarity	NPC37929
0.5833	Remote Similarity	NPC59558
0.5833	Remote Similarity	NPC64234
0.5833	Remote Similarity	NPC69462
0.5833	Remote Similarity	NPC236338
0.5824	Remote Similarity	NPC10080
0.5824	Remote Similarity	NPC123908
0.5824	Remote Similarity	NPC475936
0.5824	Remote Similarity	NPC323251
0.5816	Remote Similarity	NPC143210
0.5814	Remote Similarity	NPC104644
0.5814	Remote Similarity	NPC474280
0.5814	Remote Similarity	NPC474551
0.5814	Remote Similarity	NPC477204
0.5814	Remote Similarity	NPC107654
0.5814	Remote Similarity	NPC315843
0.5806	Remote Similarity	NPC471795
0.5806	Remote Similarity	NPC35933
0.5802	Remote Similarity	NPC282760
0.5802	Remote Similarity	NPC471556
0.5795	Remote Similarity	NPC476439
0.5795	Remote Similarity	NPC189206
0.5795	Remote Similarity	NPC474278
0.5795	Remote Similarity	NPC476794
0.5795	Remote Similarity	NPC65603
0.5795	Remote Similarity	NPC474760
0.5795	Remote Similarity	NPC470240
0.5795	Remote Similarity	NPC57744
0.5795	Remote Similarity	NPC315394
0.5789	Remote Similarity	NPC141699

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC77724 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	114
0.1-0.2	1548
0.2-0.3	4982
0.3-0.4	2075
0.4-0.5	402
0.5-0.6	36
0.6-0.7	4
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
0.6623	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.6282	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.6197	Remote Similarity	NPD6927	Phase 3
0.6186	Remote Similarity	NPD4792	Clinical (unspecified phase)
0.5747	Remote Similarity	NPD8039	Approved
0.5699	Remote Similarity	NPD6400	Clinical (unspecified phase)

Structure

NPC77724 OpenBabel07101718332D 21 21 0 0 1 0 0 0 0 0999 V2000 -5.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 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 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 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 0.0000 -1.0000 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 -2.5981 -2.5000 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 -5.1962 -3.0000 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 -2.5981 -4.5000 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 -3.4641 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -5.5000 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 11 1 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 13 1 0 0 0 0 6 7 1 0 0 0 0 6 14 1 0 0 0 0 7 17 1 0 0 0 0 8 11 2 0 0 0 0 9 12 1 0 0 0 0 9 15 1 0 0 0 0 10 14 1 0 0 0 0 10 16 1 0 0 0 0 12 14 2 0 0 0 0 13 20 2 0 0 0 0 13 21 1 0 0 0 0 15 8 1 1 0 0 0 15 21 1 0 0 0 0 16 17 1 6 0 0 0 16 19 1 0 0 0 0 17 5 1 6 0 0 0 17 18 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	21775787
ChEMBL	CHEMBL495862
ZINC

Physicochemical Properties

Molecular Weight:	376.08
ALogP:	4.3233
MLogP:	2.89
XLogP:	4.363
# Rotatable Bonds:	12
Polar Surface Area:	26.3
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	1
# Heavy Atoms:	21

Download Data

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Structure MOL file
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Biological Activities
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