NPASS Natural Product

Natural Product: NPC132931

Natural Product ID:	NPC132931
Common Name:	Leukotriene D4
IUPAC Name:	(5S,6R,7E,9E,11Z,14Z)-6-[(2R)-2-amino-3-(carboxymethylamino)-3-oxopropyl]sulfanyl-5-hydroxyicosa-7,9,11,14-tetraenoic acid
Synonyms:	Leukotriene D4
Molecular Formula:	C25H40N2O6S
Standard InCHIKey:	YEESKJGWJFYOOK-IJHYULJSSA-N
Standard InCHI:	InChI=1S/C25H40N2O6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22(21(28)15-14-17-23(29)30)34-19-20(26)25(33)27-18-24(31)32/h6-7,9-13,16,20-22,28H,2-5,8,14-15,17-19,26H2,1H3,(H,27,33)(H,29,30)(H,31,32)/b7-6-,10-9-,12-11+,16-13+/t20-,21-,22+/m0/s1
Canonical SMILES:	CCCCC/C=CC/C=CC=CC=C[C@H]([C@H](CCCC(=O)O)O)SC[C@@H](C(=NCC(=O)O)O)N
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Reference
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota		DOI[10.1038/nbt.2488]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	blood	PMID[21359215]
NPO20338	Mus musculus	Species	Muridae	Eukaryota		PMID[19425150]

Biological Activity

Activity Type	# Activity
EC50	2
IC50	3
Ki	3
Others	3
Potency	1

Activity Type	# Activity
Individual Protein	10
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT4528	Individual Protein	Cysteinyl leukotriene receptor 1	Cavia porcellus	Ki	=	1	nM	10.1016/S0960-894X(00)80009-8
NPT938	Organism	Cavia porcellus	Cavia porcellus	EC50	=	3.92	nM	2878081
NPT938	Organism	Cavia porcellus	Cavia porcellus	EC50	=	0.513	nM	2878081
NPT1594	Individual Protein	Multidrug resistance-associated protein 1	Homo sapiens	Activity	=	55	pmol/min	19193010
NPT256	Individual Protein	Cysteinyl leukotriene receptor 1	Homo sapiens	Ki	=	0.6	nM	8496700
NPT256	Individual Protein	Cysteinyl leukotriene receptor 1	Homo sapiens	Activity	=	90	%	8496700
NPT256	Individual Protein	Cysteinyl leukotriene receptor 1	Homo sapiens	IC50	=	7	nM	20875743
NPT698	Individual Protein	Regulator of G-protein signaling 4	Homo sapiens	Potency		26679.5	nM	PubChem BioAssay data set
NPT304	Individual Protein	Canalicular multispecific organic anion transporter 1	Rattus norvegicus	IC50	=	5480	nM	11306690
NPT256	Individual Protein	Cysteinyl leukotriene receptor 1	Homo sapiens	Ki	=	0.29	nM	23403082
NPT256	Individual Protein	Cysteinyl leukotriene receptor 1	Homo sapiens	IC50	=	0.7	nM	23403082
NPT256	Individual Protein	Cysteinyl leukotriene receptor 1	Homo sapiens	Inhibition	=	-10	%	23403082

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 NPC132931 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	43
0.1-0.2	312
0.2-0.3	7717
0.3-0.4	15884
0.4-0.5	6203
0.5-0.6	692
0.6-0.7	32
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	2
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9681	High Similarity	NPC72401
0.9681	High Similarity	NPC325339
0.9341	High Similarity	NPC319473
0.9231	High Similarity	NPC319021
0.75	Intermediate Similarity	NPC50694
0.7368	Intermediate Similarity	NPC201968
0.6903	Remote Similarity	NPC329305
0.6869	Remote Similarity	NPC474312
0.6731	Remote Similarity	NPC159369
0.6731	Remote Similarity	NPC39290
0.6471	Remote Similarity	NPC471645
0.6458	Remote Similarity	NPC325627
0.6404	Remote Similarity	NPC74035
0.6339	Remote Similarity	NPC473224
0.6325	Remote Similarity	NPC298484
0.6321	Remote Similarity	NPC193386
0.6277	Remote Similarity	NPC49863
0.625	Remote Similarity	NPC234542
0.6238	Remote Similarity	NPC157173
0.6204	Remote Similarity	NPC193753
0.6204	Remote Similarity	NPC160222
0.6196	Remote Similarity	NPC316674
0.617	Remote Similarity	NPC113224
0.617	Remote Similarity	NPC328653
0.614	Remote Similarity	NPC316250
0.614	Remote Similarity	NPC474873
0.6068	Remote Similarity	NPC473252
0.6064	Remote Similarity	NPC320642
0.6064	Remote Similarity	NPC317881
0.6064	Remote Similarity	NPC323045
0.6064	Remote Similarity	NPC323477
0.605	Remote Similarity	NPC474891
0.6042	Remote Similarity	NPC126779
0.6036	Remote Similarity	NPC5418
0.6019	Remote Similarity	NPC311369
0.6017	Remote Similarity	NPC315531
0.6	Remote Similarity	NPC314500
0.6	Remote Similarity	NPC127578
0.5984	Remote Similarity	NPC273185
0.5983	Remote Similarity	NPC14537
0.5983	Remote Similarity	NPC205176
0.5981	Remote Similarity	NPC258824
0.598	Remote Similarity	NPC474833
0.5979	Remote Similarity	NPC291196
0.5979	Remote Similarity	NPC317583
0.5979	Remote Similarity	NPC103712
0.5978	Remote Similarity	NPC243532
0.5966	Remote Similarity	NPC287572
0.5966	Remote Similarity	NPC471636
0.596	Remote Similarity	NPC326024
0.5957	Remote Similarity	NPC174304
0.5957	Remote Similarity	NPC325597
0.5934	Remote Similarity	NPC325734
0.5934	Remote Similarity	NPC321030
0.5932	Remote Similarity	NPC475918
0.5929	Remote Similarity	NPC165332
0.5929	Remote Similarity	NPC195645
0.5929	Remote Similarity	NPC180722
0.5914	Remote Similarity	NPC201939
0.5902	Remote Similarity	NPC273215
0.5902	Remote Similarity	NPC295444
0.5902	Remote Similarity	NPC279383
0.5902	Remote Similarity	NPC268327
0.59	Remote Similarity	NPC288086
0.59	Remote Similarity	NPC92558
0.5897	Remote Similarity	NPC469895
0.5895	Remote Similarity	NPC326268
0.5895	Remote Similarity	NPC255863
0.5895	Remote Similarity	NPC318420
0.5895	Remote Similarity	NPC245947
0.5895	Remote Similarity	NPC136164
0.5876	Remote Similarity	NPC474812
0.5873	Remote Similarity	NPC477515
0.5873	Remote Similarity	NPC313802
0.5873	Remote Similarity	NPC314268
0.5873	Remote Similarity	NPC67917
0.587	Remote Similarity	NPC329003
0.587	Remote Similarity	NPC321419
0.587	Remote Similarity	NPC326524
0.587	Remote Similarity	NPC325550
0.5868	Remote Similarity	NPC477997
0.5859	Remote Similarity	NPC315897
0.5854	Remote Similarity	NPC474584
0.5851	Remote Similarity	NPC289691
0.5846	Remote Similarity	NPC35996
0.5842	Remote Similarity	NPC217095
0.5842	Remote Similarity	NPC264417
0.5827	Remote Similarity	NPC314992
0.5798	Remote Similarity	NPC201128
0.5798	Remote Similarity	NPC101106
0.5798	Remote Similarity	NPC135216
0.5789	Remote Similarity	NPC175614
0.5785	Remote Similarity	NPC133729
0.5781	Remote Similarity	NPC314293
0.5773	Remote Similarity	NPC319046
0.5773	Remote Similarity	NPC99619
0.5773	Remote Similarity	NPC26500
0.576	Remote Similarity	NPC477554
0.5758	Remote Similarity	NPC476660
0.5745	Remote Similarity	NPC47333
0.5745	Remote Similarity	NPC321838
0.5738	Remote Similarity	NPC251122
0.5726	Remote Similarity	NPC475988
0.5714	Remote Similarity	NPC477553
0.5704	Remote Similarity	NPC314361
0.5702	Remote Similarity	NPC476034
0.5702	Remote Similarity	NPC474969
0.5701	Remote Similarity	NPC196102
0.5701	Remote Similarity	NPC178758
0.5692	Remote Similarity	NPC315783
0.5686	Remote Similarity	NPC140327
0.5686	Remote Similarity	NPC212008
0.5686	Remote Similarity	NPC51055
0.5686	Remote Similarity	NPC62293
0.5673	Remote Similarity	NPC473972
0.5673	Remote Similarity	NPC473971
0.5673	Remote Similarity	NPC475363
0.567	Remote Similarity	NPC314221
0.567	Remote Similarity	NPC60424
0.5669	Remote Similarity	NPC2265
0.5669	Remote Similarity	NPC477555
0.566	Remote Similarity	NPC82799
0.5657	Remote Similarity	NPC473772
0.5657	Remote Similarity	NPC143396
0.5644	Remote Similarity	NPC314678
0.5641	Remote Similarity	NPC233932
0.5638	Remote Similarity	NPC327112
0.5638	Remote Similarity	NPC328311
0.5636	Remote Similarity	NPC477959
0.5636	Remote Similarity	NPC86005
0.563	Remote Similarity	NPC55336
0.5625	Remote Similarity	NPC169328
0.5625	Remote Similarity	NPC328089
0.5625	Remote Similarity	NPC68343
0.562	Remote Similarity	NPC250187
0.5614	Remote Similarity	NPC282088
0.5614	Remote Similarity	NPC158445
0.5614	Remote Similarity	NPC157353
0.5614	Remote Similarity	NPC156782
0.5614	Remote Similarity	NPC54961
0.5612	Remote Similarity	NPC127091
0.5612	Remote Similarity	NPC148192
0.5612	Remote Similarity	NPC22101
0.5612	Remote Similarity	NPC104537
0.5612	Remote Similarity	NPC271921
0.5612	Remote Similarity	NPC330426
0.5607	Remote Similarity	NPC477487
0.5604	Remote Similarity	NPC242930
0.5603	Remote Similarity	NPC475438

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC132931 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	61
0.1-0.2	220
0.2-0.3	3561
0.3-0.4	4024
0.4-0.5	1090
0.5-0.6	186
0.6-0.7	19
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
0.6774	Remote Similarity	NPD2262	Clinical (unspecified phase)
0.6762	Remote Similarity	NPD1749	Approved
0.6514	Remote Similarity	NPD4228	Discovery
0.6418	Remote Similarity	NPD6865	Phase 2
0.6418	Remote Similarity	NPD6864	Phase 2
0.6277	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.6239	Remote Similarity	NPD2252	Approved
0.6239	Remote Similarity	NPD2251	Approved
0.621	Remote Similarity	NPD6093	Discontinued
0.6186	Remote Similarity	NPD6944	Clinical (unspecified phase)
0.6186	Remote Similarity	NPD6413	Approved
0.6134	Remote Similarity	NPD6421	Discontinued
0.6107	Remote Similarity	NPD7828	Discontinued
0.6055	Remote Similarity	NPD6095	Approved
0.6055	Remote Similarity	NPD6094	Approved
0.6042	Remote Similarity	NPD4242	Approved
0.6017	Remote Similarity	NPD2147	Approved
0.6	Remote Similarity	NPD5323	Approved
0.6	Remote Similarity	NPD886	Clinical (unspecified phase)
0.5981	Remote Similarity	NPD6422	Discontinued
0.598	Remote Similarity	NPD3732	Approved
0.597	Remote Similarity	NPD5299	Approved
0.5957	Remote Similarity	NPD348	Approved
0.5938	Remote Similarity	NPD4241	Registered
0.5929	Remote Similarity	NPD7839	Suspended
0.5905	Remote Similarity	NPD7643	Phase 1
0.5897	Remote Similarity	NPD2259	Approved
0.5897	Remote Similarity	NPD2258	Approved
0.5859	Remote Similarity	NPD1825	Clinical (unspecified phase)
0.5827	Remote Similarity	NPD7147	Phase 3
0.5827	Remote Similarity	NPD2218	Phase 2
0.5827	Remote Similarity	NPD2217	Approved
0.5827	Remote Similarity	NPD7148	Clinical (unspecified phase)
0.5818	Remote Similarity	NPD5370	Suspended
0.5816	Remote Similarity	NPD6119	Clinical (unspecified phase)
0.5804	Remote Similarity	NPD5781	Clinical (unspecified phase)
0.5798	Remote Similarity	NPD4211	Phase 1
0.5789	Remote Similarity	NPD7751	Phase 1
0.5781	Remote Similarity	NPD8444	Approved
0.5781	Remote Similarity	NPD4209	Clinical (unspecified phase)
0.5773	Remote Similarity	NPD337	Discontinued
0.5758	Remote Similarity	NPD5367	Discontinued
0.5714	Remote Similarity	NPD4810	Clinical (unspecified phase)
0.5692	Remote Similarity	NPD7829	Approved
0.5692	Remote Similarity	NPD7830	Approved
0.5669	Remote Similarity	NPD2099	Approved
0.5667	Remote Similarity	NPD6678	Phase 3
0.5667	Remote Similarity	NPD6680	Clinical (unspecified phase)
0.5667	Remote Similarity	NPD6679	Phase 3
0.5645	Remote Similarity	NPD2090	Approved
0.5638	Remote Similarity	NPD4246	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD3197	Phase 1
0.5615	Remote Similarity	NPD7623	Phase 3
0.5615	Remote Similarity	NPD7624	Clinical (unspecified phase)
0.561	Remote Similarity	NPD6420	Discontinued
0.5603	Remote Similarity	NPD6866	Clinical (unspecified phase)
0.5603	Remote Similarity	NPD6867	Clinical (unspecified phase)

Structure

CID132931 OpenBabel06191715492D 34 33 0 0 1 0 0 0 0 0999 V2000 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 9.5263 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 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 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 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 6.0622 -3.5000 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 2.5981 -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 1 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 2 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 -0.8660 -1.5000 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 1.0000 0.0000 N 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 3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 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 3.4641 0.0000 0.0000 S 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 2 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 2 0 0 0 0 10 11 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 13 16 2 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 21 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 18 27 1 0 0 0 0 19 20 1 0 0 0 0 19 34 1 0 0 0 0 20 25 1 0 0 0 0 20 26 1 1 0 0 0 21 22 1 0 0 0 0 21 28 1 6 0 0 0 22 16 1 6 0 0 0 22 34 1 0 0 0 0 23 29 2 0 0 0 0 23 30 1 0 0 0 0 24 31 2 0 0 0 0 24 32 1 0 0 0 0 25 27 2 3 0 0 0 25 33 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	5280878
ChEMBL	CHEMBL288943
ZINC

Physicochemical Properties

Molecular Weight:	496.26
ALogP:	-0.7936
MLogP:	3.22
XLogP:	2.3
# Rotatable Bonds:	26
Polar Surface Area:	178.74
# H-Bond Aceptor:	8
# H-Bond Donor:	5
# Rings:	0
# Heavy Atoms:	34

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Structure MOL file
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