NPASS Natural Product

Natural Product: NPC54460

Natural Product ID:	NPC54460
Common Name:	Ester Of Phospholipid
IUPAC Name:	[2-[decyl(hydroxy)phosphoryl]oxy-3-(10-methoxy-10-oxodecoxy)propyl] 2-(trimethylazaniumyl)ethyl phosphate
Synonyms:
Molecular Formula:	C29H61NO10P2
Standard InCHIKey:	GUBMPMUEZUKTNI-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C29H61NO10P2/c1-6-7-8-9-10-14-17-20-25-41(32,33)40-28(27-39-42(34,35)38-24-22-30(2,3)4)26-37-23-19-16-13-11-12-15-18-21-29(31)36-5/h28H,6-27H2,1-5H3,(H-,32,33,34,35)
Canonical SMILES:	CCCCCCCCCCP(=O)(OC(COP(=O)(OCC[N+](C)(C)C)[O-])COCCCCCCCCCC(=O)OC)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
NPO13291	Changium smyrnioides	Species	Apiaceae	Eukaryota				TCMID*

Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Individual Protein	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT3178	Individual Protein	Lysosomal phospholipase A2	Homo sapiens	IC50	=	9750000	nM	10.1016/S0960-894X(97)00018-8

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 NPC54460 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	95
0.1-0.2	3255
0.2-0.3	15694
0.3-0.4	9348
0.4-0.5	2158
0.5-0.6	300
0.6-0.7	19
0.7-0.8	10
0.8-0.85	2
0.85-0.9	6
0.9-0.95	2
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.9254	High Similarity	NPC224700
0.9254	High Similarity	NPC320663
0.8986	High Similarity	NPC114640
0.8986	High Similarity	NPC126366
0.8986	High Similarity	NPC33267
0.8986	High Similarity	NPC170963
0.8986	High Similarity	NPC324165
0.8986	High Similarity	NPC169976
0.8378	Intermediate Similarity	NPC330017
0.8052	Intermediate Similarity	NPC474702
0.7654	Intermediate Similarity	NPC196102
0.7654	Intermediate Similarity	NPC178758
0.7536	Intermediate Similarity	NPC474627
0.7536	Intermediate Similarity	NPC201338
0.7536	Intermediate Similarity	NPC328786
0.7342	Intermediate Similarity	NPC325936
0.726	Intermediate Similarity	NPC326651
0.726	Intermediate Similarity	NPC325117
0.726	Intermediate Similarity	NPC322319
0.7027	Intermediate Similarity	NPC238646
0.6795	Remote Similarity	NPC321873
0.6795	Remote Similarity	NPC470268
0.6765	Remote Similarity	NPC473872
0.6716	Remote Similarity	NPC55678
0.6571	Remote Similarity	NPC469937
0.6571	Remote Similarity	NPC53463
0.6571	Remote Similarity	NPC23155
0.6571	Remote Similarity	NPC320588
0.6429	Remote Similarity	NPC473984
0.642	Remote Similarity	NPC305223
0.6377	Remote Similarity	NPC287811
0.6237	Remote Similarity	NPC329906
0.6212	Remote Similarity	NPC47363
0.6212	Remote Similarity	NPC287231
0.6133	Remote Similarity	NPC470363
0.6087	Remote Similarity	NPC26253
0.6049	Remote Similarity	NPC127145
0.6049	Remote Similarity	NPC475930
0.6024	Remote Similarity	NPC208657
0.5976	Remote Similarity	NPC474674
0.5942	Remote Similarity	NPC106872
0.5926	Remote Similarity	NPC28348
0.5926	Remote Similarity	NPC474299
0.5926	Remote Similarity	NPC474298
0.5926	Remote Similarity	NPC473985
0.5926	Remote Similarity	NPC475808
0.5909	Remote Similarity	NPC236579
0.5909	Remote Similarity	NPC203531
0.5854	Remote Similarity	NPC474675
0.5854	Remote Similarity	NPC137620
0.5802	Remote Similarity	NPC206601
0.5797	Remote Similarity	NPC328497
0.5797	Remote Similarity	NPC324004
0.5775	Remote Similarity	NPC90904
0.5761	Remote Similarity	NPC83839
0.5758	Remote Similarity	NPC53541
0.5714	Remote Similarity	NPC474403
0.5714	Remote Similarity	NPC477641
0.5714	Remote Similarity	NPC319131
0.5714	Remote Similarity	NPC320865
0.5714	Remote Similarity	NPC477643
0.5696	Remote Similarity	NPC54925
0.5663	Remote Similarity	NPC285003
0.5663	Remote Similarity	NPC241265
0.5652	Remote Similarity	NPC145045
0.5652	Remote Similarity	NPC105329
0.5652	Remote Similarity	NPC63182
0.5652	Remote Similarity	NPC12438
0.5652	Remote Similarity	NPC30195
0.5652	Remote Similarity	NPC52700
0.5616	Remote Similarity	NPC35816
0.5616	Remote Similarity	NPC325180
0.561	Remote Similarity	NPC104537
0.561	Remote Similarity	NPC473829
0.561	Remote Similarity	NPC271921
0.561	Remote Similarity	NPC127091
0.561	Remote Similarity	NPC148192
0.561	Remote Similarity	NPC469925
0.561	Remote Similarity	NPC330426
0.561	Remote Similarity	NPC22101
0.561	Remote Similarity	NPC475443
0.5606	Remote Similarity	NPC161097
0.5606	Remote Similarity	NPC165533
0.5606	Remote Similarity	NPC256163
0.5606	Remote Similarity	NPC250028
0.5606	Remote Similarity	NPC12156
0.5606	Remote Similarity	NPC28598
0.5606	Remote Similarity	NPC149299
0.5606	Remote Similarity	NPC40597
0.5604	Remote Similarity	NPC47135

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC54460 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	110
0.1-0.2	3224
0.2-0.3	4040
0.3-0.4	1332
0.4-0.5	370
0.5-0.6	68
0.6-0.7	14
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	2
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9403	High Similarity	NPD8277	Approved
0.9254	High Similarity	NPD8278	Approved
0.7727	Intermediate Similarity	NPD6950	Discontinued
0.6849	Remote Similarity	NPD4283	Discontinued
0.6757	Remote Similarity	NPD7347	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD4840	Approved
0.6667	Remote Similarity	NPD6125	Clinical (unspecified phase)
0.6571	Remote Similarity	NPD3728	Approved
0.6571	Remote Similarity	NPD3730	Approved
0.6212	Remote Similarity	NPD2699	Approved
0.6104	Remote Similarity	NPD1151	Approved
0.6098	Remote Similarity	NPD6704	Discontinued
0.6071	Remote Similarity	NPD376	Approved
0.6071	Remote Similarity	NPD11	Approved
0.6049	Remote Similarity	NPD3725	Approved
0.6049	Remote Similarity	NPD3726	Approved
0.6027	Remote Similarity	NPD6706	Discontinued
0.5946	Remote Similarity	NPD6439	Phase 3
0.5875	Remote Similarity	NPD5380	Approved
0.5783	Remote Similarity	NPD7535	Discontinued
0.5769	Remote Similarity	NPD6949	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD2256	Clinical (unspecified phase)
0.5676	Remote Similarity	NPD7756	Clinical (unspecified phase)
0.5616	Remote Similarity	NPD9660	Approved
0.5604	Remote Similarity	NPD883	Phase 2
0.5604	Remote Similarity	NPD882	Phase 2
0.5604	Remote Similarity	NPD7345	Approved
0.56	Remote Similarity	NPD9659	Approved

Structure

CID54460 OpenBabel06191715392D 42 41 0 0 1 0 0 0 0 0999 V2000 11.2942 -4.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 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 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5000 -9.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2942 -5.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4282 -5.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5622 -5.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6962 -5.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8301 -5.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -8.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -8.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -7.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9641 -5.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -9.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -7.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0981 -5.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -9.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -6.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2321 -5.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 -9.9282 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 0.0000 -6.4641 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 4.3660 -5.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -5.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -4.7321 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -7.0000 -9.9282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 -7.5000 -10.7942 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -6.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6340 -6.0981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.1340 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 -7.5000 -9.0622 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -4.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 -5.5981 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 30 1 0 0 0 0 3 30 1 0 0 0 0 4 30 1 0 0 0 0 5 36 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 14 1 0 0 0 0 11 12 1 0 0 0 0 11 13 1 0 0 0 0 12 15 1 0 0 0 0 13 16 1 0 0 0 0 14 17 1 0 0 0 0 15 18 1 0 0 0 0 16 19 1 0 0 0 0 17 20 1 0 0 0 0 18 21 1 0 0 0 0 19 23 1 0 0 0 0 20 25 1 0 0 0 0 21 29 1 0 0 0 0 22 24 1 0 0 0 0 22 30 1 0 0 0 0 23 37 1 0 0 0 0 24 38 1 0 0 0 0 25 41 1 0 0 0 0 26 28 1 0 0 0 0 26 37 1 0 0 0 0 27 28 1 0 0 0 0 27 39 1 0 0 0 0 28 40 1 0 0 0 0 29 31 2 0 0 0 0 29 36 1 0 0 0 0 32 41 2 0 0 0 0 33 41 1 0 0 0 0 34 42 2 0 0 0 0 35 42 1 0 0 0 0 38 42 1 0 0 0 0 39 42 1 0 0 0 0 40 41 1 0 0 0 0 M CHG 2 30 1 35 -1 M END $$$$

External Identifiers

PubChem CID	44319037
ChEMBL	CHEMBL85557
ZINC

Physicochemical Properties

Molecular Weight:	645.38
ALogP:	-7.5433
MLogP:	3.22
XLogP:	5.267
# Rotatable Bonds:	38
Polar Surface Area:	160.27
# H-Bond Aceptor:	10
# H-Bond Donor:	1
# Rings:	0
# Heavy Atoms:	42

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