NPASS Natural Product

Natural Product: NPC127145

Natural Product ID:	NPC127145
Common Name:	1-O-(4'z-Octadecenyl)-Sn-Glycero-3-Phosphocholine
IUPAC Name:	[(2R)-2-hydroxy-3-[(Z)-octadec-4-enoxy]propyl] 2-(trimethylazaniumyl)ethyl phosphate
Synonyms:
Molecular Formula:	C26H54NO6P
Standard InCHIKey:	GQXMQJMHHCTPEB-FFFOYBKKSA-N
Standard InCHI:	InChI=1S/C26H54NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22-31-24-26(28)25-33-34(29,30)32-23-21-27(2,3)4/h17-18,26,28H,5-16,19-25H2,1-4H3/b18-17-/t26-/m1/s1
Canonical SMILES:	CCCCCCCCCCCCC/C=CCCCOC[C@H](COP(=O)(OCC[N+](C)(C)C)[O-])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
NPO85	Spirastrella abata	Species	Spirastrellidae	Eukaryota				PMID[10579872]

Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		IC50	=	121	ug/ml	Open TG-GATES in vivo data: Biochemistry

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 NPC127145 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	38
0.1-0.2	779
0.2-0.3	14510
0.3-0.4	11342
0.4-0.5	3676
0.5-0.6	467
0.6-0.7	62
0.7-0.8	7
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	5

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC475930
0.9846	High Similarity	NPC474674
0.9692	High Similarity	NPC137620
0.9692	High Similarity	NPC474675
0.9552	High Similarity	NPC305223
0.8312	Intermediate Similarity	NPC196102
0.8312	Intermediate Similarity	NPC178758
0.8	Intermediate Similarity	NPC325936
0.7761	Intermediate Similarity	NPC201338
0.7761	Intermediate Similarity	NPC474627
0.7761	Intermediate Similarity	NPC328786
0.7432	Intermediate Similarity	NPC324638
0.7375	Intermediate Similarity	NPC82799
0.7222	Intermediate Similarity	NPC238646
0.7126	Intermediate Similarity	NPC329906
0.6753	Remote Similarity	NPC126366
0.6753	Remote Similarity	NPC33267
0.6753	Remote Similarity	NPC170963
0.6753	Remote Similarity	NPC324165
0.6753	Remote Similarity	NPC169976
0.6753	Remote Similarity	NPC114640
0.6625	Remote Similarity	NPC3094
0.65	Remote Similarity	NPC288086
0.6486	Remote Similarity	NPC55068
0.6462	Remote Similarity	NPC81384
0.642	Remote Similarity	NPC217095
0.642	Remote Similarity	NPC264417
0.64	Remote Similarity	NPC476658
0.6386	Remote Similarity	NPC474833
0.6329	Remote Similarity	NPC97614
0.6316	Remote Similarity	NPC476655
0.6316	Remote Similarity	NPC476654
0.6316	Remote Similarity	NPC296436
0.6316	Remote Similarity	NPC176215
0.6316	Remote Similarity	NPC476657
0.6301	Remote Similarity	NPC326524
0.6301	Remote Similarity	NPC329003
0.6301	Remote Similarity	NPC325550
0.6267	Remote Similarity	NPC477106
0.6235	Remote Similarity	NPC79367
0.6234	Remote Similarity	NPC83965
0.6234	Remote Similarity	NPC476656
0.6234	Remote Similarity	NPC476659
0.622	Remote Similarity	NPC140327
0.622	Remote Similarity	NPC212008
0.622	Remote Similarity	NPC62293
0.622	Remote Similarity	NPC51055
0.6216	Remote Similarity	NPC321919
0.6216	Remote Similarity	NPC81896
0.6203	Remote Similarity	NPC103712
0.6203	Remote Similarity	NPC291196
0.6197	Remote Similarity	NPC242930
0.619	Remote Similarity	NPC317263
0.6164	Remote Similarity	NPC321030
0.6154	Remote Similarity	NPC148192
0.6154	Remote Similarity	NPC473829
0.6154	Remote Similarity	NPC475443
0.6154	Remote Similarity	NPC104537
0.6154	Remote Similarity	NPC22101
0.6154	Remote Similarity	NPC271921
0.6154	Remote Similarity	NPC127091
0.6154	Remote Similarity	NPC330426
0.6118	Remote Similarity	NPC474702
0.6087	Remote Similarity	NPC29234
0.6076	Remote Similarity	NPC320663
0.6076	Remote Similarity	NPC48218
0.6076	Remote Similarity	NPC473559
0.6076	Remote Similarity	NPC324981
0.6076	Remote Similarity	NPC273508
0.6076	Remote Similarity	NPC209327
0.6076	Remote Similarity	NPC23721
0.6076	Remote Similarity	NPC141481
0.6076	Remote Similarity	NPC224700
0.6049	Remote Similarity	NPC54460
0.6026	Remote Similarity	NPC113224
0.6	Remote Similarity	NPC473772
0.6	Remote Similarity	NPC130807
0.5978	Remote Similarity	NPC39290
0.5978	Remote Similarity	NPC159369
0.5976	Remote Similarity	NPC314678
0.5952	Remote Similarity	NPC330017
0.5926	Remote Similarity	NPC476660
0.5921	Remote Similarity	NPC47333
0.5914	Remote Similarity	NPC209047
0.5914	Remote Similarity	NPC74672
0.5914	Remote Similarity	NPC43074
0.5914	Remote Similarity	NPC242503
0.5914	Remote Similarity	NPC139782
0.5909	Remote Similarity	NPC474312
0.5904	Remote Similarity	NPC470993
0.5904	Remote Similarity	NPC470992
0.5867	Remote Similarity	NPC473866
0.5862	Remote Similarity	NPC207657
0.5851	Remote Similarity	NPC473581
0.5851	Remote Similarity	NPC282705
0.5851	Remote Similarity	NPC182632
0.5851	Remote Similarity	NPC15851
0.5851	Remote Similarity	NPC475603
0.5851	Remote Similarity	NPC111567
0.5851	Remote Similarity	NPC475125
0.5851	Remote Similarity	NPC473950
0.5851	Remote Similarity	NPC473604
0.5851	Remote Similarity	NPC309898
0.5851	Remote Similarity	NPC186840
0.5851	Remote Similarity	NPC263545
0.5851	Remote Similarity	NPC61894
0.5844	Remote Similarity	NPC471023
0.5811	Remote Similarity	NPC52012
0.5811	Remote Similarity	NPC121034
0.5783	Remote Similarity	NPC55652
0.5778	Remote Similarity	NPC477199
0.5775	Remote Similarity	NPC473872
0.5769	Remote Similarity	NPC235311
0.5769	Remote Similarity	NPC253468
0.5769	Remote Similarity	NPC475221
0.5753	Remote Similarity	NPC281590
0.575	Remote Similarity	NPC193029
0.575	Remote Similarity	NPC473357
0.5732	Remote Similarity	NPC42526
0.5729	Remote Similarity	NPC157353
0.5729	Remote Similarity	NPC156782
0.5729	Remote Similarity	NPC3568
0.5729	Remote Similarity	NPC158445
0.5729	Remote Similarity	NPC17290
0.5729	Remote Similarity	NPC256570
0.5729	Remote Similarity	NPC54961
0.5729	Remote Similarity	NPC23454
0.5729	Remote Similarity	NPC70323
0.5729	Remote Similarity	NPC35269
0.5729	Remote Similarity	NPC282088
0.5729	Remote Similarity	NPC192066
0.5729	Remote Similarity	NPC262312
0.5714	Remote Similarity	NPC29468
0.5714	Remote Similarity	NPC470994
0.5714	Remote Similarity	NPC474321
0.5714	Remote Similarity	NPC321838
0.5696	Remote Similarity	NPC477525
0.5682	Remote Similarity	NPC209232
0.5679	Remote Similarity	NPC474812
0.5679	Remote Similarity	NPC249713
0.5667	Remote Similarity	NPC315559
0.5667	Remote Similarity	NPC228638
0.5658	Remote Similarity	NPC319131
0.5658	Remote Similarity	NPC312826
0.5652	Remote Similarity	NPC318549
0.5641	Remote Similarity	NPC54925
0.5634	Remote Similarity	NPC55383
0.5634	Remote Similarity	NPC151782
0.5634	Remote Similarity	NPC93639
0.5634	Remote Similarity	NPC473672
0.5634	Remote Similarity	NPC474495
0.5625	Remote Similarity	NPC129995
0.5625	Remote Similarity	NPC315141
0.5612	Remote Similarity	NPC45313
0.5612	Remote Similarity	NPC8098
0.5612	Remote Similarity	NPC183449
0.5612	Remote Similarity	NPC197294
0.561	Remote Similarity	NPC472947
0.561	Remote Similarity	NPC16964
0.56	Remote Similarity	NPC474577
0.56	Remote Similarity	NPC323436

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC127145 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	47
0.1-0.2	1001
0.2-0.3	5113
0.3-0.4	2422
0.4-0.5	543
0.5-0.6	24
0.6-0.7	8
0.7-0.8	2
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.806	Intermediate Similarity	NPD6949	Clinical (unspecified phase)
0.7432	Intermediate Similarity	NPD3212	Clinical (unspecified phase)
0.7164	Intermediate Similarity	NPD6950	Discontinued
0.6486	Remote Similarity	NPD3210	Clinical (unspecified phase)
0.6462	Remote Similarity	NPD9463	Phase 3
0.6462	Remote Similarity	NPD9462	Approved
0.6267	Remote Similarity	NPD7347	Clinical (unspecified phase)
0.6203	Remote Similarity	NPD8277	Approved
0.6119	Remote Similarity	NPD4840	Approved
0.6076	Remote Similarity	NPD8278	Approved
0.6064	Remote Similarity	NPD6948	Phase 3
0.5914	Remote Similarity	NPD8522	Clinical (unspecified phase)
0.5733	Remote Similarity	NPD585	Clinical (unspecified phase)
0.5636	Remote Similarity	NPD7756	Clinical (unspecified phase)

Structure

NPC127145 OpenBabel07101718302D 34 33 0 0 1 0 0 0 0 0999 V2000 17.0000 -1.2679 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 16.5000 -0.4019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.5000 -0.4019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.0000 -1.2679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.0000 -1.2679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.5000 -2.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.5000 -2.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5000 -3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5000 -3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 -4.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0000 -4.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 -5.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5000 -5.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 -4.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0000 -4.7321 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 4.5000 -3.8660 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 3.0000 -3.0000 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 -3.0000 0.0000 C 0 0 2 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 1.5000 -2.1340 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 3.5000 -3.8660 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 0.0000 -3.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 27 1 0 0 0 0 3 27 1 0 0 0 0 4 27 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 1 0 0 0 0 17 18 2 0 0 0 0 18 19 1 0 0 0 0 19 20 1 0 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 21 27 1 0 0 0 0 22 31 1 0 0 0 0 23 32 1 0 0 0 0 24 26 1 0 0 0 0 24 31 1 0 0 0 0 25 26 1 0 0 0 0 25 33 1 0 0 0 0 26 28 1 6 0 0 0 29 34 2 0 0 0 0 30 34 1 0 0 0 0 32 34 1 0 0 0 0 33 34 1 0 0 0 0 M CHG 2 27 1 30 -1 M END $$$$

External Identifiers

PubChem CID	10601711
ChEMBL	CHEMBL480868
ZINC

Physicochemical Properties

Molecular Weight:	507.37
ALogP:	-5.0947
MLogP:	3.44
XLogP:	6.391
# Rotatable Bonds:	31
Polar Surface Area:	97.86
# H-Bond Aceptor:	6
# H-Bond Donor:	1
# Rings:	0
# Heavy Atoms:	34

Download Data

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General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
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