NPASS Natural Product

Natural Product: NPC48058

Natural Product ID:	NPC48058
Common Name:	Petrotetraynol A
IUPAC Name:	(3S,4E,21Z,27Z,43Z)-3-hydroxyhexatetraconta-4,21,27,43-tetraen-1,12,15,45-tetrayn-14-one
Synonyms:
Molecular Formula:	C46H68O2
Standard InCHIKey:	DMQUNPURHZALBF-NINRCSCSSA-N
Standard InCHI:	InChI=1S/C46H68O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-34-37-40-43-46(48)44-41-38-35-32-31-33-36-39-42-45(47)4-2/h1-2,5-6,21-22,27-28,39,42,45,47H,7-20,23-26,29-38H2/b6-5-,22-21-,28-27-,42-39+/t45-/m1/s1
Canonical SMILES:	C#C/C=CCCCCCCCCCCCCCC/C=CCCCC/C=CCCCCC#CC(=O)C#CCCCCCC/C=C/[C@@H](C#C)O
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
NPO32667	petrosia sp.	Species	Petrosiidae	Eukaryota				PMID[11170665]

Biological Activity

Activity Type	# Activity
ED50	5
Others	3

Activity Type	# Activity
Cell Line	5
Organism	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT147	Cell Line	SK-MEL-2	Homo sapiens	ED50	=	5.2	ug/ml	16038541
NPT574	Cell Line	XF498	Homo sapiens	ED50	>	30	ug/ml	8496706
NPT148	Cell Line	HCT-15	Homo sapiens	ED50	>	30	ug/ml	23036956
NPT81	Cell Line	A549	Homo sapiens	ED50	>	30	ug/ml	19008110
NPT6068	Organism	Simian virus 40	Simian virus 40	Inhibition	=	100	%	10075777
NPT6068	Organism	Simian virus 40	Simian virus 40	Inhibition	=	76	%	20430485
NPT146	Cell Line	SK-OV-3	Homo sapiens	ED50	=	4.6	ug/ml	20724151
NPT6068	Organism	Simian virus 40	Simian virus 40	Inhibition	=	100	%	DrugMatrix in vivo data: Biochemistry

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 NPC48058 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	62
0.1-0.2	2151
0.2-0.3	13638
0.3-0.4	9206
0.4-0.5	4588
0.5-0.6	990
0.6-0.7	136
0.7-0.8	42
0.8-0.85	20
0.85-0.9	25
0.9-0.95	31
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.94	High Similarity	NPC475477
0.94	High Similarity	NPC471959
0.94	High Similarity	NPC76198
0.94	High Similarity	NPC170776
0.94	High Similarity	NPC294278
0.94	High Similarity	NPC9273
0.94	High Similarity	NPC165447
0.94	High Similarity	NPC197272
0.94	High Similarity	NPC224148
0.94	High Similarity	NPC477723
0.94	High Similarity	NPC256656
0.94	High Similarity	NPC89824
0.94	High Similarity	NPC329608
0.9245	High Similarity	NPC470964
0.9245	High Similarity	NPC311648
0.92	High Similarity	NPC471281
0.92	High Similarity	NPC199286
0.92	High Similarity	NPC477727
0.9091	High Similarity	NPC473652
0.9074	High Similarity	NPC48968
0.9074	High Similarity	NPC594
0.9057	High Similarity	NPC471239
0.9057	High Similarity	NPC470963
0.9057	High Similarity	NPC474513
0.9057	High Similarity	NPC146551
0.9057	High Similarity	NPC152668
0.902	High Similarity	NPC55383
0.9	High Similarity	NPC125122
0.9	High Similarity	NPC471275
0.9	High Similarity	NPC471276
0.9	High Similarity	NPC471280
0.8868	High Similarity	NPC473532
0.8824	High Similarity	NPC473913
0.8824	High Similarity	NPC474642
0.8824	High Similarity	NPC249670
0.8772	High Similarity	NPC168407
0.8704	High Similarity	NPC473910
0.8704	High Similarity	NPC473721
0.8704	High Similarity	NPC473735
0.8704	High Similarity	NPC473725
0.8704	High Similarity	NPC475353
0.8704	High Similarity	NPC473896
0.8627	High Similarity	NPC31194
0.8627	High Similarity	NPC248884
0.8627	High Similarity	NPC85079
0.86	High Similarity	NPC35141
0.86	High Similarity	NPC124183
0.8545	High Similarity	NPC470969
0.8545	High Similarity	NPC470966
0.8545	High Similarity	NPC470968
0.8545	High Similarity	NPC471960
0.8545	High Similarity	NPC470967
0.8545	High Similarity	NPC473847
0.8545	High Similarity	NPC477661
0.8545	High Similarity	NPC161838
0.8545	High Similarity	NPC475384
0.8462	Intermediate Similarity	NPC72699
0.8393	Intermediate Similarity	NPC470970
0.8393	Intermediate Similarity	NPC193975
0.8364	Intermediate Similarity	NPC477726
0.8364	Intermediate Similarity	NPC477725
0.8305	Intermediate Similarity	NPC470965
0.8302	Intermediate Similarity	NPC151782
0.8276	Intermediate Similarity	NPC471278
0.8269	Intermediate Similarity	NPC153538
0.8235	Intermediate Similarity	NPC55063
0.8235	Intermediate Similarity	NPC19834
0.82	Intermediate Similarity	NPC101616
0.8136	Intermediate Similarity	NPC475984
0.8065	Intermediate Similarity	NPC473752
0.8039	Intermediate Similarity	NPC269074
0.8036	Intermediate Similarity	NPC474644
0.8	Intermediate Similarity	NPC187361
0.8	Intermediate Similarity	NPC61177
0.8	Intermediate Similarity	NPC26102
0.8	Intermediate Similarity	NPC477724
0.7963	Intermediate Similarity	NPC93639
0.7895	Intermediate Similarity	NPC473865
0.7895	Intermediate Similarity	NPC474643
0.7857	Intermediate Similarity	NPC49059
0.7857	Intermediate Similarity	NPC256209
0.7818	Intermediate Similarity	NPC142092
0.78	Intermediate Similarity	NPC149668
0.7759	Intermediate Similarity	NPC212730
0.7759	Intermediate Similarity	NPC265551
0.7736	Intermediate Similarity	NPC471958
0.7636	Intermediate Similarity	NPC59408
0.7636	Intermediate Similarity	NPC71053
0.7636	Intermediate Similarity	NPC129263
0.7547	Intermediate Similarity	NPC157096
0.7547	Intermediate Similarity	NPC180575
0.7544	Intermediate Similarity	NPC110732
0.7541	Intermediate Similarity	NPC66460
0.7541	Intermediate Similarity	NPC271282
0.7541	Intermediate Similarity	NPC325929
0.7458	Intermediate Similarity	NPC471277
0.7458	Intermediate Similarity	NPC471279
0.7458	Intermediate Similarity	NPC44542
0.7455	Intermediate Similarity	NPC291437
0.7455	Intermediate Similarity	NPC328784
0.7451	Intermediate Similarity	NPC304151
0.7419	Intermediate Similarity	NPC29697
0.74	Intermediate Similarity	NPC329762
0.74	Intermediate Similarity	NPC103236
0.74	Intermediate Similarity	NPC27444
0.7368	Intermediate Similarity	NPC34577
0.7368	Intermediate Similarity	NPC284224
0.7321	Intermediate Similarity	NPC474495
0.7321	Intermediate Similarity	NPC473672
0.7273	Intermediate Similarity	NPC302310
0.7193	Intermediate Similarity	NPC473705
0.717	Intermediate Similarity	NPC108195
0.7167	Intermediate Similarity	NPC472445
0.7069	Intermediate Similarity	NPC217188
0.7037	Intermediate Similarity	NPC474362
0.7037	Intermediate Similarity	NPC474202
0.7031	Intermediate Similarity	NPC226592
0.7031	Intermediate Similarity	NPC470320
0.6984	Remote Similarity	NPC477829
0.6964	Remote Similarity	NPC267110
0.6935	Remote Similarity	NPC222852
0.6863	Remote Similarity	NPC15934
0.6852	Remote Similarity	NPC145755
0.6852	Remote Similarity	NPC267514
0.6842	Remote Similarity	NPC20934
0.6842	Remote Similarity	NPC288381
0.6842	Remote Similarity	NPC473487
0.6842	Remote Similarity	NPC473768
0.6833	Remote Similarity	NPC317899
0.6825	Remote Similarity	NPC327112
0.68	Remote Similarity	NPC216416
0.6792	Remote Similarity	NPC213538
0.6792	Remote Similarity	NPC256766
0.6792	Remote Similarity	NPC206906
0.678	Remote Similarity	NPC474496
0.6727	Remote Similarity	NPC276825
0.6667	Remote Similarity	NPC136164
0.6667	Remote Similarity	NPC300121
0.6667	Remote Similarity	NPC116934
0.6667	Remote Similarity	NPC255863
0.6667	Remote Similarity	NPC474267
0.6667	Remote Similarity	NPC269615
0.6667	Remote Similarity	NPC329424
0.6667	Remote Similarity	NPC475153
0.6667	Remote Similarity	NPC245947
0.6667	Remote Similarity	NPC189677
0.6604	Remote Similarity	NPC269823
0.66	Remote Similarity	NPC213767
0.6552	Remote Similarity	NPC182102
0.6552	Remote Similarity	NPC475071
0.6552	Remote Similarity	NPC26960
0.6552	Remote Similarity	NPC474460
0.6545	Remote Similarity	NPC138935
0.6508	Remote Similarity	NPC181872
0.6508	Remote Similarity	NPC469373
0.6471	Remote Similarity	NPC99619
0.6471	Remote Similarity	NPC26500
0.6452	Remote Similarity	NPC472808
0.6452	Remote Similarity	NPC324224
0.6441	Remote Similarity	NPC29234
0.6441	Remote Similarity	NPC477458
0.6429	Remote Similarity	NPC140501
0.6429	Remote Similarity	NPC160628
0.6429	Remote Similarity	NPC76976
0.6406	Remote Similarity	NPC322002
0.6406	Remote Similarity	NPC122239
0.6406	Remote Similarity	NPC322186
0.6364	Remote Similarity	NPC55068
0.6349	Remote Similarity	NPC268185
0.6349	Remote Similarity	NPC71755
0.6333	Remote Similarity	NPC106531
0.6333	Remote Similarity	NPC35756
0.6308	Remote Similarity	NPC243532
0.6308	Remote Similarity	NPC299730
0.6308	Remote Similarity	NPC328311
0.6296	Remote Similarity	NPC7754
0.6296	Remote Similarity	NPC270170
0.629	Remote Similarity	NPC474913
0.629	Remote Similarity	NPC329686
0.6286	Remote Similarity	NPC470436
0.6286	Remote Similarity	NPC236208
0.6286	Remote Similarity	NPC143396
0.6271	Remote Similarity	NPC225974
0.6271	Remote Similarity	NPC474391
0.6269	Remote Similarity	NPC475221
0.6269	Remote Similarity	NPC476658
0.625	Remote Similarity	NPC226848
0.6232	Remote Similarity	NPC225272
0.623	Remote Similarity	NPC475723
0.6226	Remote Similarity	NPC306850
0.6226	Remote Similarity	NPC255042
0.6226	Remote Similarity	NPC182840
0.6226	Remote Similarity	NPC103213
0.6226	Remote Similarity	NPC29091
0.6212	Remote Similarity	NPC26810
0.6212	Remote Similarity	NPC113293
0.6212	Remote Similarity	NPC201939
0.6212	Remote Similarity	NPC321838
0.62	Remote Similarity	NPC62779
0.6182	Remote Similarity	NPC249801

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC48058 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	83
0.1-0.2	3029
0.2-0.3	4715
0.3-0.4	1066
0.4-0.5	186
0.5-0.6	76
0.6-0.7	6
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
0.6825	Remote Similarity	NPD4246	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD4265	Approved
0.6364	Remote Similarity	NPD3210	Clinical (unspecified phase)
0.629	Remote Similarity	NPD4627	Clinical (unspecified phase)
0.6029	Remote Similarity	NPD3197	Phase 1
0.6	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.5938	Remote Similarity	NPD4219	Approved
0.5875	Remote Similarity	NPD5331	Approved
0.5875	Remote Similarity	NPD5332	Approved
0.5862	Remote Similarity	NPD39	Approved
0.5844	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD4220	Pre-registration
0.5753	Remote Similarity	NPD3212	Clinical (unspecified phase)
0.5696	Remote Similarity	NPD4252	Approved
0.5658	Remote Similarity	NPD8264	Approved
0.5641	Remote Similarity	NPD4268	Approved
0.5641	Remote Similarity	NPD4271	Approved
0.5636	Remote Similarity	NPD5783	Phase 3
0.5625	Remote Similarity	NPD3194	Approved
0.5625	Remote Similarity	NPD3196	Approved
0.5625	Remote Similarity	NPD3195	Phase 2
0.5625	Remote Similarity	NPD4266	Approved

Structure

NPC48058 OpenBabel07101718302D 48 47 0 0 1 0 0 0 0 0999 V2000 15.5885 18.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.7224 18.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8564 19.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 18.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 17.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 17.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 16.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 15.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 14.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 14.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 13.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 12.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 11.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 11.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 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 -5.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 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 -6.0622 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -6.5000 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -7.0000 0.0000 C 0 0 2 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 -6.9282 -8.0000 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 3 3 0 0 0 0 2 4 3 0 0 0 0 3 5 1 0 0 0 0 4 45 1 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 0 0 0 0 19 20 1 0 0 0 0 20 21 1 0 0 0 0 21 22 2 0 0 0 0 22 23 1 0 0 0 0 23 24 1 0 0 0 0 24 25 1 0 0 0 0 25 26 1 0 0 0 0 26 27 1 0 0 0 0 27 28 2 0 0 0 0 28 29 1 0 0 0 0 29 30 1 0 0 0 0 30 34 1 0 0 0 0 31 32 1 0 0 0 0 31 33 1 0 0 0 0 32 35 1 0 0 0 0 33 36 1 0 0 0 0 34 37 1 0 0 0 0 35 38 1 0 0 0 0 36 39 1 0 0 0 0 37 40 1 0 0 0 0 38 41 1 0 0 0 0 39 42 2 0 0 0 0 40 43 3 0 0 0 0 41 44 3 0 0 0 0 42 45 1 0 0 0 0 43 46 1 0 0 0 0 44 46 1 0 0 0 0 45 47 1 6 0 0 0 46 48 2 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	10722942
ChEMBL	CHEMBL501303
ZINC

Physicochemical Properties

Molecular Weight:	652.52
ALogP:	-0.2943
MLogP:	6.3
XLogP:	18.504
# Rotatable Bonds:	32
Polar Surface Area:	37.3
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	0
# Heavy Atoms:	48

Download Data

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General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
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