NPASS Natural Product

Natural Product: NPC474869

Natural Product ID:	NPC474869
Common Name:	8-Propyl-2,5,7,22,24,27-Hexaoxaoctacosa-9,11,13-Trien-15,17-Diyne
IUPAC Name:	(8E,10E,12E)-1,14-bis(2-methoxyethoxymethoxy)heptadeca-8,10,12-trien-4,6-diyne
Synonyms:
Molecular Formula:	C25H38O6
Standard InCHIKey:	ZJFBOGBITGUVQR-SRUHFADLSA-N
Standard InCHI:	InChI=1S/C25H38O6/c1-4-16-25(31-24-30-22-20-27-3)17-14-12-10-8-6-5-7-9-11-13-15-18-28-23-29-21-19-26-2/h6,8,10,12,14,17,25H,4,13,15-16,18-24H2,1-3H3/b8-6+,12-10+,17-14+
Canonical SMILES:	COCCOCOCCCC#CC#C/C=C/C=C/C=C/C(OCOCCOC)CCC
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
NPO18052	Cicuta maculata	Species	Apiaceae	Eukaryota				PMID[3572419]

Biological Activity

Activity Type	# Activity
ED50	1

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT91	Cell Line	KB	Homo sapiens	ED50	>	4	ug/ml	PubChem BioAssay data set

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 NPC474869 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	88
0.1-0.2	2506
0.2-0.3	12356
0.3-0.4	11859
0.4-0.5	3243
0.5-0.6	699
0.6-0.7	126
0.7-0.8	12
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
0.7931	Intermediate Similarity	NPC474913
0.7286	Intermediate Similarity	NPC472173
0.7143	Intermediate Similarity	NPC474711
0.7143	Intermediate Similarity	NPC474588
0.7097	Intermediate Similarity	NPC471277
0.7097	Intermediate Similarity	NPC471279
0.7097	Intermediate Similarity	NPC223804
0.7077	Intermediate Similarity	NPC474723
0.7077	Intermediate Similarity	NPC474729
0.7069	Intermediate Similarity	NPC291437
0.7069	Intermediate Similarity	NPC328784
0.7031	Intermediate Similarity	NPC299730
0.6885	Remote Similarity	NPC269615
0.6885	Remote Similarity	NPC9611
0.6885	Remote Similarity	NPC151923
0.6875	Remote Similarity	NPC474267
0.6875	Remote Similarity	NPC222852
0.6833	Remote Similarity	NPC106531
0.6825	Remote Similarity	NPC472445
0.6806	Remote Similarity	NPC472174
0.6716	Remote Similarity	NPC90463
0.6667	Remote Similarity	NPC59408
0.6667	Remote Similarity	NPC71053
0.6613	Remote Similarity	NPC110732
0.661	Remote Similarity	NPC302310
0.6567	Remote Similarity	NPC476584
0.6562	Remote Similarity	NPC44542
0.6562	Remote Similarity	NPC212730
0.6562	Remote Similarity	NPC265551
0.6515	Remote Similarity	NPC471278
0.6515	Remote Similarity	NPC26223
0.6393	Remote Similarity	NPC55383
0.6393	Remote Similarity	NPC151782
0.6393	Remote Similarity	NPC93639
0.6377	Remote Similarity	NPC476586
0.6364	Remote Similarity	NPC322186
0.6333	Remote Similarity	NPC98284
0.6333	Remote Similarity	NPC31194
0.6333	Remote Similarity	NPC153538
0.6333	Remote Similarity	NPC248884
0.6333	Remote Similarity	NPC85079
0.6329	Remote Similarity	NPC251026
0.629	Remote Similarity	NPC142092
0.6286	Remote Similarity	NPC478101
0.6286	Remote Similarity	NPC146811
0.6271	Remote Similarity	NPC124183
0.6271	Remote Similarity	NPC35141
0.6271	Remote Similarity	NPC180575
0.625	Remote Similarity	NPC473315
0.625	Remote Similarity	NPC142111
0.6232	Remote Similarity	NPC148233
0.6232	Remote Similarity	NPC308457
0.6232	Remote Similarity	NPC25747
0.623	Remote Similarity	NPC477727
0.623	Remote Similarity	NPC199286
0.623	Remote Similarity	NPC249670
0.623	Remote Similarity	NPC471281
0.623	Remote Similarity	NPC473913
0.623	Remote Similarity	NPC474642
0.623	Remote Similarity	NPC72699
0.6216	Remote Similarity	NPC316851
0.6212	Remote Similarity	NPC23418
0.6207	Remote Similarity	NPC12907
0.6197	Remote Similarity	NPC225272
0.6197	Remote Similarity	NPC478100
0.6184	Remote Similarity	NPC229655
0.6176	Remote Similarity	NPC325929
0.6176	Remote Similarity	NPC66460
0.6176	Remote Similarity	NPC271282
0.6173	Remote Similarity	NPC473308
0.6164	Remote Similarity	NPC473361
0.6164	Remote Similarity	NPC329904
0.6154	Remote Similarity	NPC245002
0.6143	Remote Similarity	NPC7940
0.614	Remote Similarity	NPC206906
0.6133	Remote Similarity	NPC107654
0.6129	Remote Similarity	NPC294278
0.6129	Remote Similarity	NPC477723
0.6129	Remote Similarity	NPC89824
0.6129	Remote Similarity	NPC256656
0.6129	Remote Similarity	NPC224148
0.6129	Remote Similarity	NPC329608
0.6129	Remote Similarity	NPC197272
0.6129	Remote Similarity	NPC9273
0.6129	Remote Similarity	NPC170776
0.6129	Remote Similarity	NPC475477
0.6129	Remote Similarity	NPC471959
0.6129	Remote Similarity	NPC76198
0.6129	Remote Similarity	NPC165447
0.6119	Remote Similarity	NPC329249
0.6102	Remote Similarity	NPC276825
0.6094	Remote Similarity	NPC256209
0.6094	Remote Similarity	NPC49059
0.6094	Remote Similarity	NPC159535
0.6094	Remote Similarity	NPC473532
0.6094	Remote Similarity	NPC151761
0.6087	Remote Similarity	NPC29697
0.6066	Remote Similarity	NPC125122
0.6066	Remote Similarity	NPC91765
0.6066	Remote Similarity	NPC471280
0.6066	Remote Similarity	NPC471276
0.6066	Remote Similarity	NPC471275
0.6061	Remote Similarity	NPC193975
0.6061	Remote Similarity	NPC48968
0.6061	Remote Similarity	NPC594
0.6061	Remote Similarity	NPC470970
0.6056	Remote Similarity	NPC284447
0.6056	Remote Similarity	NPC124586
0.6053	Remote Similarity	NPC315552
0.6029	Remote Similarity	NPC252851
0.6029	Remote Similarity	NPC328311
0.6029	Remote Similarity	NPC476585
0.6029	Remote Similarity	NPC158368
0.6029	Remote Similarity	NPC127824
0.6029	Remote Similarity	NPC154908
0.6029	Remote Similarity	NPC226872
0.6024	Remote Similarity	NPC208473
0.6	Remote Similarity	NPC19834
0.6	Remote Similarity	NPC477457
0.6	Remote Similarity	NPC473896
0.6	Remote Similarity	NPC474513
0.6	Remote Similarity	NPC475353
0.6	Remote Similarity	NPC55063
0.6	Remote Similarity	NPC476658
0.6	Remote Similarity	NPC473735
0.6	Remote Similarity	NPC473721
0.6	Remote Similarity	NPC469469
0.6	Remote Similarity	NPC470963
0.6	Remote Similarity	NPC132938
0.6	Remote Similarity	NPC477456
0.6	Remote Similarity	NPC197467
0.6	Remote Similarity	NPC146551
0.6	Remote Similarity	NPC157096
0.6	Remote Similarity	NPC477726
0.6	Remote Similarity	NPC477725
0.6	Remote Similarity	NPC473910
0.6	Remote Similarity	NPC152668
0.6	Remote Similarity	NPC473725
0.5972	Remote Similarity	NPC478097
0.597	Remote Similarity	NPC478096
0.5946	Remote Similarity	NPC476012
0.5946	Remote Similarity	NPC476037
0.5946	Remote Similarity	NPC474078
0.5942	Remote Similarity	NPC475984
0.5942	Remote Similarity	NPC26810
0.5942	Remote Similarity	NPC55376
0.5938	Remote Similarity	NPC61177
0.5938	Remote Similarity	NPC284224
0.5938	Remote Similarity	NPC34577
0.5938	Remote Similarity	NPC477780
0.5938	Remote Similarity	NPC477781
0.5932	Remote Similarity	NPC101616
0.5932	Remote Similarity	NPC138935
0.5926	Remote Similarity	NPC474028
0.5926	Remote Similarity	NPC474439
0.5921	Remote Similarity	NPC315843
0.5915	Remote Similarity	NPC476654
0.5915	Remote Similarity	NPC478098
0.5915	Remote Similarity	NPC476655
0.5915	Remote Similarity	NPC478099
0.5915	Remote Similarity	NPC96414
0.5915	Remote Similarity	NPC476657
0.5915	Remote Similarity	NPC19769
0.5909	Remote Similarity	NPC470969
0.5909	Remote Similarity	NPC311648
0.5909	Remote Similarity	NPC475384
0.5909	Remote Similarity	NPC161838
0.5909	Remote Similarity	NPC473847
0.5909	Remote Similarity	NPC477661
0.5909	Remote Similarity	NPC471960
0.5909	Remote Similarity	NPC470964
0.5909	Remote Similarity	NPC470968
0.5909	Remote Similarity	NPC470967
0.5909	Remote Similarity	NPC470966
0.589	Remote Similarity	NPC475760
0.5882	Remote Similarity	NPC470137
0.5882	Remote Similarity	NPC478095
0.5882	Remote Similarity	NPC329424
0.5882	Remote Similarity	NPC322002
0.5875	Remote Similarity	NPC190008
0.5875	Remote Similarity	NPC163362
0.5875	Remote Similarity	NPC127295
0.5873	Remote Similarity	NPC29234
0.5867	Remote Similarity	NPC293114
0.5867	Remote Similarity	NPC316185
0.5862	Remote Similarity	NPC304151
0.5862	Remote Similarity	NPC57923
0.5857	Remote Similarity	NPC44343
0.5857	Remote Similarity	NPC470965
0.5857	Remote Similarity	NPC277570
0.5857	Remote Similarity	NPC179087
0.5857	Remote Similarity	NPC210303
0.5854	Remote Similarity	NPC475714
0.5846	Remote Similarity	NPC300121
0.5846	Remote Similarity	NPC48058
0.5846	Remote Similarity	NPC478120
0.5833	Remote Similarity	NPC26600
0.5833	Remote Similarity	NPC476656
0.5833	Remote Similarity	NPC269074
0.5833	Remote Similarity	NPC476659

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC474869 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	107
0.1-0.2	3254
0.2-0.3	4529
0.3-0.4	1069
0.4-0.5	179
0.5-0.6	21
0.6-0.7	2
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
0.6212	Remote Similarity	NPD585	Clinical (unspecified phase)
0.6129	Remote Similarity	NPD6927	Phase 3
0.5797	Remote Similarity	NPD4246	Clinical (unspecified phase)
0.5735	Remote Similarity	NPD6109	Phase 1
0.5714	Remote Similarity	NPD2268	Discontinued
0.5667	Remote Similarity	NPD6097	Approved
0.5667	Remote Similarity	NPD6096	Approved
0.5645	Remote Similarity	NPD5343	Approved

Structure

NPC474869 OpenBabel07101718322D 31 30 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 -11.2583 -13.5000 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 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 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 -3.4641 -3.0000 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 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -6.0000 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 -7.7942 -6.5000 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 -7.7942 -7.5000 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 -8.6603 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -11.0000 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 -9.5263 -9.5000 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 -0.8660 0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -11.2583 -12.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -9.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -10.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 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 4 1 0 0 0 0 2 26 1 0 0 0 0 3 27 1 0 0 0 0 4 16 1 0 0 0 0 5 6 1 0 0 0 0 5 7 3 0 0 0 0 6 8 2 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 11 3 0 0 0 0 10 12 2 0 0 0 0 11 13 1 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 14 17 2 0 0 0 0 15 18 1 0 0 0 0 16 25 1 0 0 0 0 17 25 1 0 0 0 0 18 28 1 0 0 0 0 19 21 1 0 0 0 0 19 26 1 0 0 0 0 20 22 1 0 0 0 0 20 27 1 0 0 0 0 21 29 1 0 0 0 0 22 30 1 0 0 0 0 23 28 1 0 0 0 0 23 29 1 0 0 0 0 24 30 1 0 0 0 0 24 31 1 0 0 0 0 25 31 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	44559590
ChEMBL	CHEMBL485813
ZINC

Physicochemical Properties

Molecular Weight:	434.27
ALogP:	1.1325
MLogP:	3.55
XLogP:	4.291
# Rotatable Bonds:	22
Polar Surface Area:	55.38
# H-Bond Aceptor:	6
# H-Bond Donor:	0
# Rings:	0
# Heavy Atoms:	31

Download Data

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General Info & Identifiers & Properties
Structure MOL file
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