NPASS Natural Product

Natural Product: NPC261571

Natural Product ID:	NPC261571
Common Name:	(Z)-Docos-6-Enamide
IUPAC Name:	(Z)-docos-6-enamide
Synonyms:	6-Cis-Docosenamidse
Molecular Formula:	C22H43NO
Standard InCHIKey:	COUPDYRANTUKKV-MSUUIHNZSA-N
Standard InCHI:	InChI=1S/C22H43NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h16-17H,2-15,18-21H2,1H3,(H2,23,24)/b17-16-
Canonical SMILES:	CCCCCCCCCCCCCCC/C=CCCCCC(=N)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
NPO18668	Asimina parviflora	Species	Annonaceae	Eukaryota	Twigs			PMID[1453182]
NPO16607	Rubia yunnanensis	Species	Rubiaceae	Eukaryota	Root			PMID[21973054]

Biological Activity

Activity Type	# Activity
ED50	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
NPT140	Organism	Artemia	Artemia	LC50	=	2.45	ug/ml	1453182
NPT81	Cell Line	A549	Homo sapiens	ED50	=	3.16	ug/ml	1453182
NPT83	Cell Line	MCF7	Homo sapiens	ED50	=	2.91	ug/ml	1453182
NPT139	Cell Line	HT-29	Homo sapiens	ED50	<	0.01	ug/ml	1453182

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 NPC261571 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	25
0.1-0.2	908
0.2-0.3	17489
0.3-0.4	9152
0.4-0.5	2613
0.5-0.6	610
0.6-0.7	79
0.7-0.8	11
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9792	High Similarity	NPC49494
0.9792	High Similarity	NPC188341
0.7895	Intermediate Similarity	NPC329003
0.7895	Intermediate Similarity	NPC325550
0.7895	Intermediate Similarity	NPC326524
0.7719	Intermediate Similarity	NPC321030
0.75	Intermediate Similarity	NPC242930
0.75	Intermediate Similarity	NPC316674
0.7451	Intermediate Similarity	NPC76976
0.7292	Intermediate Similarity	NPC31557
0.7292	Intermediate Similarity	NPC28394
0.7119	Intermediate Similarity	NPC325734
0.7059	Intermediate Similarity	NPC252978
0.6875	Remote Similarity	NPC277333
0.6818	Remote Similarity	NPC291196
0.6818	Remote Similarity	NPC103712
0.678	Remote Similarity	NPC104138
0.678	Remote Similarity	NPC4881
0.678	Remote Similarity	NPC24216
0.678	Remote Similarity	NPC306420
0.678	Remote Similarity	NPC261158
0.6667	Remote Similarity	NPC92114
0.6615	Remote Similarity	NPC113224
0.6613	Remote Similarity	NPC130807
0.661	Remote Similarity	NPC297020
0.661	Remote Similarity	NPC273023
0.6607	Remote Similarity	NPC59051
0.6604	Remote Similarity	NPC108195
0.6557	Remote Similarity	NPC210999
0.6452	Remote Similarity	NPC312826
0.6441	Remote Similarity	NPC25417
0.6441	Remote Similarity	NPC290563
0.6441	Remote Similarity	NPC424
0.6441	Remote Similarity	NPC88966
0.6441	Remote Similarity	NPC281972
0.6441	Remote Similarity	NPC32467
0.6441	Remote Similarity	NPC87564
0.6441	Remote Similarity	NPC154245
0.6441	Remote Similarity	NPC261831
0.6441	Remote Similarity	NPC6095
0.6441	Remote Similarity	NPC85813
0.6429	Remote Similarity	NPC288086
0.6406	Remote Similarity	NPC55068
0.64	Remote Similarity	NPC40434
0.64	Remote Similarity	NPC34873
0.6346	Remote Similarity	NPC241279
0.6338	Remote Similarity	NPC264417
0.6338	Remote Similarity	NPC217095
0.6316	Remote Similarity	NPC329773
0.6271	Remote Similarity	NPC303672
0.6271	Remote Similarity	NPC70387
0.6271	Remote Similarity	NPC321062
0.6271	Remote Similarity	NPC477724
0.6271	Remote Similarity	NPC187361
0.6271	Remote Similarity	NPC139029
0.6271	Remote Similarity	NPC294548
0.6271	Remote Similarity	NPC1813
0.6271	Remote Similarity	NPC36061
0.6271	Remote Similarity	NPC26102
0.625	Remote Similarity	NPC91044
0.625	Remote Similarity	NPC91495
0.625	Remote Similarity	NPC47333
0.625	Remote Similarity	NPC29468
0.623	Remote Similarity	NPC18951
0.623	Remote Similarity	NPC477201
0.6207	Remote Similarity	NPC129263
0.6207	Remote Similarity	NPC473672
0.6207	Remote Similarity	NPC474495
0.6182	Remote Similarity	NPC276825
0.617	Remote Similarity	NPC151719
0.617	Remote Similarity	NPC95174
0.6167	Remote Similarity	NPC256209
0.6167	Remote Similarity	NPC49059
0.6154	Remote Similarity	NPC477106
0.614	Remote Similarity	NPC149821
0.614	Remote Similarity	NPC5413
0.614	Remote Similarity	NPC98284
0.6129	Remote Similarity	NPC302569
0.6129	Remote Similarity	NPC168308
0.6102	Remote Similarity	NPC281245
0.6102	Remote Similarity	NPC195986
0.6066	Remote Similarity	NPC477726
0.6066	Remote Similarity	NPC477725
0.6066	Remote Similarity	NPC475353
0.6066	Remote Similarity	NPC473896
0.6066	Remote Similarity	NPC473721
0.6066	Remote Similarity	NPC473910
0.6066	Remote Similarity	NPC471992
0.6066	Remote Similarity	NPC473735
0.6066	Remote Similarity	NPC473725
0.6	Remote Similarity	NPC474496
0.6	Remote Similarity	NPC34577
0.5974	Remote Similarity	NPC477487
0.597	Remote Similarity	NPC477525
0.5968	Remote Similarity	NPC470968
0.5968	Remote Similarity	NPC187777
0.5968	Remote Similarity	NPC470967
0.5968	Remote Similarity	NPC471960
0.5968	Remote Similarity	NPC475384
0.5968	Remote Similarity	NPC470969
0.5968	Remote Similarity	NPC161838
0.5968	Remote Similarity	NPC470966
0.5968	Remote Similarity	NPC473847
0.5968	Remote Similarity	NPC477661
0.5968	Remote Similarity	NPC179764
0.5965	Remote Similarity	NPC207292
0.5942	Remote Similarity	NPC249713
0.5938	Remote Similarity	NPC274927
0.5938	Remote Similarity	NPC106851
0.5932	Remote Similarity	NPC151782
0.5932	Remote Similarity	NPC243539
0.5932	Remote Similarity	NPC145032
0.5932	Remote Similarity	NPC304223
0.5932	Remote Similarity	NPC267340
0.5932	Remote Similarity	NPC54542
0.5932	Remote Similarity	NPC262968
0.5926	Remote Similarity	NPC46248
0.5926	Remote Similarity	NPC149668
0.5926	Remote Similarity	NPC249801
0.5902	Remote Similarity	NPC13011
0.5902	Remote Similarity	NPC473532
0.5902	Remote Similarity	NPC124382
0.5902	Remote Similarity	NPC110732
0.5902	Remote Similarity	NPC137538
0.5893	Remote Similarity	NPC269074
0.5893	Remote Similarity	NPC140501
0.5893	Remote Similarity	NPC210560
0.5893	Remote Similarity	NPC24824
0.5893	Remote Similarity	NPC165651
0.5893	Remote Similarity	NPC117572
0.589	Remote Similarity	NPC140327
0.589	Remote Similarity	NPC51055
0.589	Remote Similarity	NPC3094
0.589	Remote Similarity	NPC212008
0.589	Remote Similarity	NPC62293
0.5873	Remote Similarity	NPC225929
0.5873	Remote Similarity	NPC470970
0.5862	Remote Similarity	NPC207815
0.5862	Remote Similarity	NPC302310
0.5846	Remote Similarity	NPC309877
0.5846	Remote Similarity	NPC243532
0.5846	Remote Similarity	NPC323153
0.5844	Remote Similarity	NPC82799
0.5833	Remote Similarity	NPC179169
0.5833	Remote Similarity	NPC306195
0.5833	Remote Similarity	NPC35519
0.5833	Remote Similarity	NPC157781
0.5833	Remote Similarity	NPC181255
0.5818	Remote Similarity	NPC270796
0.5818	Remote Similarity	NPC15162
0.5806	Remote Similarity	NPC471991
0.5806	Remote Similarity	NPC54766
0.5806	Remote Similarity	NPC274290
0.5806	Remote Similarity	NPC473863
0.5806	Remote Similarity	NPC52264
0.5806	Remote Similarity	NPC281590
0.58	Remote Similarity	NPC182392
0.5789	Remote Similarity	NPC289484
0.5789	Remote Similarity	NPC19834
0.5789	Remote Similarity	NPC55063
0.5789	Remote Similarity	NPC319709
0.5789	Remote Similarity	NPC477485
0.5775	Remote Similarity	NPC324638
0.5769	Remote Similarity	NPC474312
0.5763	Remote Similarity	NPC249670
0.5763	Remote Similarity	NPC474642
0.5763	Remote Similarity	NPC224227
0.5763	Remote Similarity	NPC307435
0.5763	Remote Similarity	NPC131623
0.5763	Remote Similarity	NPC72699
0.5763	Remote Similarity	NPC473913
0.5763	Remote Similarity	NPC267692
0.5758	Remote Similarity	NPC201939
0.5758	Remote Similarity	NPC320305
0.5758	Remote Similarity	NPC328776
0.5758	Remote Similarity	NPC21848
0.5758	Remote Similarity	NPC321838
0.5758	Remote Similarity	NPC124849
0.5745	Remote Similarity	NPC34671
0.5741	Remote Similarity	NPC188596
0.5738	Remote Similarity	NPC139545
0.5738	Remote Similarity	NPC39633
0.5738	Remote Similarity	NPC119655
0.5738	Remote Similarity	NPC309606
0.5733	Remote Similarity	NPC477484
0.5733	Remote Similarity	NPC477486
0.5714	Remote Similarity	NPC474812
0.5714	Remote Similarity	NPC274396
0.5692	Remote Similarity	NPC5698
0.5692	Remote Similarity	NPC122239
0.5672	Remote Similarity	NPC471023
0.5672	Remote Similarity	NPC182758
0.5672	Remote Similarity	NPC477707
0.5667	Remote Similarity	NPC28205
0.5667	Remote Similarity	NPC48162
0.5667	Remote Similarity	NPC26906
0.5667	Remote Similarity	NPC284212
0.5667	Remote Similarity	NPC71053
0.5667	Remote Similarity	NPC477458
0.5667	Remote Similarity	NPC59408

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC261571 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	43
0.1-0.2	956
0.2-0.3	5797
0.3-0.4	2031
0.4-0.5	261
0.5-0.6	61
0.6-0.7	12
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
0.6441	Remote Similarity	NPD3194	Approved
0.6441	Remote Similarity	NPD3195	Phase 2
0.6441	Remote Similarity	NPD3196	Approved
0.6441	Remote Similarity	NPD4266	Approved
0.6406	Remote Similarity	NPD3210	Clinical (unspecified phase)
0.6271	Remote Similarity	NPD3172	Approved
0.6182	Remote Similarity	NPD39	Approved
0.6167	Remote Similarity	NPD9652	Approved
0.614	Remote Similarity	NPD3173	Approved
0.6027	Remote Similarity	NPD818	Approved
0.6027	Remote Similarity	NPD819	Approved
0.6	Remote Similarity	NPD6949	Clinical (unspecified phase)
0.5932	Remote Similarity	NPD28	Approved
0.5932	Remote Similarity	NPD29	Approved
0.5893	Remote Similarity	NPD4265	Approved
0.5893	Remote Similarity	NPD4222	Approved
0.5857	Remote Similarity	NPD1082	Approved
0.5857	Remote Similarity	NPD15	Approved
0.5857	Remote Similarity	NPD791	Approved
0.5818	Remote Similarity	NPD5326	Phase 3
0.5789	Remote Similarity	NPD3211	Approved
0.5775	Remote Similarity	NPD3212	Clinical (unspecified phase)
0.5758	Remote Similarity	NPD834	Approved
0.5758	Remote Similarity	NPD835	Approved
0.5672	Remote Similarity	NPD832	Approved
0.5672	Remote Similarity	NPD833	Approved
0.566	Remote Similarity	NPD9453	Phase 3
0.5658	Remote Similarity	NPD3732	Approved
0.5614	Remote Similarity	NPD3174	Discontinued
0.5606	Remote Similarity	NPD4246	Clinical (unspecified phase)

Structure

CID261571 OpenBabel06191716062D 24 23 0 0 0 0 0 0 0 0999 V2000 12.1244 9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 6.5000 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 8.6603 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 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 2.5981 -1.5000 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 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 -0.8660 -1.5000 0.0000 N 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 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 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 2 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 1 0 0 0 0 22 23 2 0 0 0 0 22 24 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	44584605
ChEMBL	CHEMBL477742
ZINC

Physicochemical Properties

Molecular Weight:	337.33
ALogP:	-3.3365
MLogP:	3.66
XLogP:	10.874
# Rotatable Bonds:	21
Polar Surface Area:	44.08
# H-Bond Aceptor:	2
# H-Bond Donor:	2
# Rings:	0
# Heavy Atoms:	24

Download Data

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General Info & Identifiers & Properties
Structure MOL file
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