NPASS Natural Product

Natural Product: NPC325339

Natural Product ID:	NPC325339
Common Name:	(5S,6R,7E,9E,11Z,14Z)-6-[(2R)-2-[[(4S)-4-Amino-4-Carboxybutanoyl]Amino]-3-(Carboxymethylamino)-3-Oxopropyl]Sulfanyl-5-Hydroxyicosa-7,9,11,14-Tetraenoic Acid
IUPAC Name:	(5S,6R,7E,9E,11Z,14Z)-6-[(2R)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]sulfanyl-5-hydroxyicosa-7,9,11,14-tetraenoic acid
Synonyms:
Molecular Formula:	C30H47N3O9S
Standard InCHIKey:	GWNVDXQDILPJIG-NXOLIXFESA-N
Standard InCHI:	InChI=1S/C30H47N3O9S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-25(24(34)15-14-17-27(36)37)43-21-23(29(40)32-20-28(38)39)33-26(35)19-18-22(31)30(41)42/h6-7,9-13,16,22-25,34H,2-5,8,14-15,17-21,31H2,1H3,(H,32,40)(H,33,35)(H,36,37)(H,38,39)(H,41,42)/b7-6-,10-9-,12-11+,16-13+/t22-,23-,24-,25+/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=C(CC[C@@H](C(=O)O)N)O
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	cerebrospinal fluid	PMID[15243994]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	blood	PMID[20671299]
NPO20338	Mus musculus	Species	Muridae	Eukaryota		PMID[19425150]

Biological Activity

Activity Type	# Activity
Potency	2

Activity Type	# Activity
Individual Protein	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT94	Individual Protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	=	44668.4	nM	PubChem BioAssay data set
NPT698	Individual Protein	Regulator of G-protein signaling 4	Homo sapiens	Potency		5.3	nM	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 NPC325339 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	44
0.1-0.2	342
0.2-0.3	8026
0.3-0.4	15985
0.4-0.5	5842
0.5-0.6	604
0.6-0.7	39
0.7-0.8	3
0.8-0.85	0
0.85-0.9	1
0.9-0.95	1
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC72401
0.9681	High Similarity	NPC132931
0.9043	High Similarity	NPC319473
0.8936	High Similarity	NPC319021
0.7611	Intermediate Similarity	NPC50694
0.7478	Intermediate Similarity	NPC201968
0.7018	Intermediate Similarity	NPC329305
0.6857	Remote Similarity	NPC159369
0.6857	Remote Similarity	NPC39290
0.6832	Remote Similarity	NPC474312
0.6667	Remote Similarity	NPC74035
0.6583	Remote Similarity	NPC471645
0.646	Remote Similarity	NPC473224
0.6449	Remote Similarity	NPC193386
0.6441	Remote Similarity	NPC298484
0.6404	Remote Similarity	NPC316250
0.6372	Remote Similarity	NPC234542
0.6354	Remote Similarity	NPC126779
0.6271	Remote Similarity	NPC315531
0.6263	Remote Similarity	NPC325627
0.6261	Remote Similarity	NPC474873
0.622	Remote Similarity	NPC273185
0.6214	Remote Similarity	NPC157173
0.6187	Remote Similarity	NPC193753
0.6187	Remote Similarity	NPC160222
0.6186	Remote Similarity	NPC475918
0.6186	Remote Similarity	NPC473252
0.6167	Remote Similarity	NPC474891
0.6146	Remote Similarity	NPC113224
0.6116	Remote Similarity	NPC127578
0.6116	Remote Similarity	NPC477997
0.6105	Remote Similarity	NPC325597
0.6105	Remote Similarity	NPC174304
0.6102	Remote Similarity	NPC14537
0.6083	Remote Similarity	NPC287572
0.6083	Remote Similarity	NPC471636
0.6082	Remote Similarity	NPC49863
0.6018	Remote Similarity	NPC5418
0.6017	Remote Similarity	NPC469895
0.6016	Remote Similarity	NPC279383
0.6016	Remote Similarity	NPC268327
0.6016	Remote Similarity	NPC314293
0.6016	Remote Similarity	NPC295444
0.6016	Remote Similarity	NPC273215
0.6	Remote Similarity	NPC316674
0.6	Remote Similarity	NPC289691
0.5984	Remote Similarity	NPC314268
0.5984	Remote Similarity	NPC477515
0.5984	Remote Similarity	NPC67917
0.5984	Remote Similarity	NPC313802
0.5982	Remote Similarity	NPC314500
0.5979	Remote Similarity	NPC328653
0.5963	Remote Similarity	NPC258824
0.5962	Remote Similarity	NPC474833
0.5926	Remote Similarity	NPC314361
0.5918	Remote Similarity	NPC319046
0.5917	Remote Similarity	NPC135216
0.5917	Remote Similarity	NPC101106
0.5913	Remote Similarity	NPC165332
0.5913	Remote Similarity	NPC180722
0.5913	Remote Similarity	NPC195645
0.5902	Remote Similarity	NPC133729
0.5876	Remote Similarity	NPC320642
0.5876	Remote Similarity	NPC317881
0.5876	Remote Similarity	NPC323045
0.5876	Remote Similarity	NPC323477
0.5873	Remote Similarity	NPC477554
0.5865	Remote Similarity	NPC316242
0.5859	Remote Similarity	NPC474812
0.5854	Remote Similarity	NPC251122
0.5849	Remote Similarity	NPC311369
0.5842	Remote Similarity	NPC315897
0.584	Remote Similarity	NPC474584
0.584	Remote Similarity	NPC475988
0.5833	Remote Similarity	NPC35996
0.5833	Remote Similarity	NPC205176
0.5827	Remote Similarity	NPC477553
0.5825	Remote Similarity	NPC264417
0.5825	Remote Similarity	NPC217095
0.582	Remote Similarity	NPC476034
0.582	Remote Similarity	NPC474969
0.5814	Remote Similarity	NPC314992
0.581	Remote Similarity	NPC315131
0.581	Remote Similarity	NPC478017
0.581	Remote Similarity	NPC315535
0.5802	Remote Similarity	NPC315783
0.58	Remote Similarity	NPC291196
0.58	Remote Similarity	NPC103712
0.58	Remote Similarity	NPC317583
0.5789	Remote Similarity	NPC243532
0.5785	Remote Similarity	NPC201128
0.5784	Remote Similarity	NPC326024
0.5781	Remote Similarity	NPC477555
0.5776	Remote Similarity	NPC175614
0.5772	Remote Similarity	NPC473578
0.5763	Remote Similarity	NPC233932
0.575	Remote Similarity	NPC55336
0.5746	Remote Similarity	NPC329919
0.5746	Remote Similarity	NPC477793
0.5745	Remote Similarity	NPC325734
0.5745	Remote Similarity	NPC321030
0.5738	Remote Similarity	NPC250187
0.5729	Remote Similarity	NPC201939
0.5729	Remote Similarity	NPC47333
0.5728	Remote Similarity	NPC288086
0.5728	Remote Similarity	NPC92558
0.5725	Remote Similarity	NPC478014
0.5725	Remote Similarity	NPC478016
0.5725	Remote Similarity	NPC478015
0.5714	Remote Similarity	NPC255863
0.5714	Remote Similarity	NPC326268
0.5714	Remote Similarity	NPC318420
0.5714	Remote Similarity	NPC136164
0.5714	Remote Similarity	NPC245947
0.5703	Remote Similarity	NPC316325
0.5691	Remote Similarity	NPC475150
0.5691	Remote Similarity	NPC70235
0.569	Remote Similarity	NPC40663
0.5684	Remote Similarity	NPC329003
0.5684	Remote Similarity	NPC321419
0.5684	Remote Similarity	NPC68974
0.5684	Remote Similarity	NPC326524
0.5684	Remote Similarity	NPC325550
0.568	Remote Similarity	NPC12270
0.568	Remote Similarity	NPC29501
0.5673	Remote Similarity	NPC212008
0.5673	Remote Similarity	NPC51055
0.5673	Remote Similarity	NPC140327
0.5673	Remote Similarity	NPC62293
0.5664	Remote Similarity	NPC477729
0.566	Remote Similarity	NPC473972
0.566	Remote Similarity	NPC475363
0.566	Remote Similarity	NPC473971
0.5659	Remote Similarity	NPC2265
0.5657	Remote Similarity	NPC60424
0.5657	Remote Similarity	NPC314221
0.5635	Remote Similarity	NPC469865
0.563	Remote Similarity	NPC47667
0.5625	Remote Similarity	NPC477959
0.5615	Remote Similarity	NPC169328
0.561	Remote Similarity	NPC475800
0.561	Remote Similarity	NPC315426
0.5603	Remote Similarity	NPC282088
0.5603	Remote Similarity	NPC157353
0.5603	Remote Similarity	NPC158445
0.5603	Remote Similarity	NPC156782
0.5603	Remote Similarity	NPC54961
0.56	Remote Similarity	NPC26500
0.56	Remote Similarity	NPC99619

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC325339 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	62
0.1-0.2	217
0.2-0.3	3430
0.3-0.4	4153
0.4-0.5	1094
0.5-0.6	184
0.6-0.7	21
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
0.6915	Remote Similarity	NPD2262	Clinical (unspecified phase)
0.6729	Remote Similarity	NPD1749	Approved
0.6636	Remote Similarity	NPD4228	Discovery
0.6519	Remote Similarity	NPD6865	Phase 2
0.6519	Remote Similarity	NPD6864	Phase 2
0.6495	Remote Similarity	NPD6944	Clinical (unspecified phase)
0.6387	Remote Similarity	NPD6421	Discontinued
0.6354	Remote Similarity	NPD4242	Approved
0.625	Remote Similarity	NPD4241	Registered
0.6212	Remote Similarity	NPD7828	Discontinued
0.619	Remote Similarity	NPD7643	Phase 1
0.6146	Remote Similarity	NPD886	Clinical (unspecified phase)
0.6105	Remote Similarity	NPD348	Approved
0.6082	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.6071	Remote Similarity	NPD2251	Approved
0.6071	Remote Similarity	NPD2252	Approved
0.6063	Remote Similarity	NPD6093	Discontinued
0.6033	Remote Similarity	NPD6413	Approved
0.6017	Remote Similarity	NPD2258	Approved
0.6017	Remote Similarity	NPD2259	Approved
0.6	Remote Similarity	NPD2147	Approved
0.5985	Remote Similarity	NPD5323	Approved
0.5962	Remote Similarity	NPD3732	Approved
0.5956	Remote Similarity	NPD5299	Approved
0.5929	Remote Similarity	NPD5781	Clinical (unspecified phase)
0.5918	Remote Similarity	NPD337	Discontinued
0.5917	Remote Similarity	NPD4211	Phase 1
0.5913	Remote Similarity	NPD7839	Suspended
0.5893	Remote Similarity	NPD6095	Approved
0.5893	Remote Similarity	NPD6094	Approved
0.5891	Remote Similarity	NPD8444	Approved
0.5867	Remote Similarity	NPD6680	Clinical (unspecified phase)
0.5867	Remote Similarity	NPD6678	Phase 3
0.5867	Remote Similarity	NPD6679	Phase 3
0.5842	Remote Similarity	NPD1825	Clinical (unspecified phase)
0.5818	Remote Similarity	NPD6422	Discontinued
0.5814	Remote Similarity	NPD2217	Approved
0.5814	Remote Similarity	NPD7148	Clinical (unspecified phase)
0.5814	Remote Similarity	NPD2218	Phase 2
0.5814	Remote Similarity	NPD7147	Phase 3
0.581	Remote Similarity	NPD7918	Clinical (unspecified phase)
0.581	Remote Similarity	NPD7917	Clinical (unspecified phase)
0.5804	Remote Similarity	NPD6119	Clinical (unspecified phase)
0.5802	Remote Similarity	NPD7829	Approved
0.5802	Remote Similarity	NPD7830	Approved
0.5778	Remote Similarity	NPD7751	Phase 1
0.5746	Remote Similarity	NPD5367	Discontinued
0.5739	Remote Similarity	NPD8394	Approved
0.5726	Remote Similarity	NPD6420	Discontinued
0.5725	Remote Similarity	NPD7623	Phase 3
0.5725	Remote Similarity	NPD7624	Clinical (unspecified phase)
0.5703	Remote Similarity	NPD7500	Approved
0.568	Remote Similarity	NPD7116	Clinical (unspecified phase)
0.568	Remote Similarity	NPD1719	Phase 1
0.5664	Remote Similarity	NPD5370	Suspended
0.5659	Remote Similarity	NPD7641	Discontinued
0.5659	Remote Similarity	NPD2099	Approved
0.5656	Remote Similarity	NPD1040	Phase 2
0.5649	Remote Similarity	NPD4209	Clinical (unspecified phase)
0.5638	Remote Similarity	NPD9433	Approved
0.5635	Remote Similarity	NPD2090	Approved

Structure

CID325339 OpenBabel06191716182D 43 42 0 0 1 0 0 0 0 0999 V2000 12.9904 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 8.5000 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 10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 10.5000 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 10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 5.5000 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 5.1962 7.0000 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 0.8660 2.5000 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 4.3301 1.5000 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 0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0622 5.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 6.0000 0.0000 C 0 0 2 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 8.6603 7.0000 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 3.4641 3.0000 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 1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 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 4.3301 5.5000 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 24 1 0 0 0 0 17 27 1 0 0 0 0 18 19 1 0 0 0 0 18 22 1 0 0 0 0 19 26 1 0 0 0 0 20 28 1 0 0 0 0 20 32 1 0 0 0 0 21 43 1 0 0 0 0 22 30 1 0 0 0 0 22 31 1 6 0 0 0 23 21 1 1 0 0 0 23 29 1 0 0 0 0 23 33 1 0 0 0 0 24 25 1 0 0 0 0 24 34 1 6 0 0 0 25 16 1 6 0 0 0 25 43 1 0 0 0 0 26 33 2 3 0 0 0 26 35 1 0 0 0 0 27 36 2 0 0 0 0 27 37 1 0 0 0 0 28 38 2 0 0 0 0 28 39 1 0 0 0 0 29 32 2 3 0 0 0 29 40 1 0 0 0 0 30 41 2 0 0 0 0 30 42 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	5280493
ChEMBL	CHEMBL451509
ZINC

Physicochemical Properties

Molecular Weight:	625.30
ALogP:	-1.5253
MLogP:	3.33
XLogP:	1.653
# Rotatable Bonds:	33
Polar Surface Area:	248.63
# H-Bond Aceptor:	12
# H-Bond Donor:	7
# Rings:	0
# Heavy Atoms:	43

Download Data

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General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs