NPASS Natural Product

Natural Product: NPC305223

Natural Product ID:	NPC305223
Common Name:	1-O-(11'z-Octadecenyl)-Sn-Glycero-3-Phosphocholine
IUPAC Name:	[(2R)-2-hydroxy-3-[(Z)-octadec-11-enoxy]propyl] 2-(trimethylazaniumyl)ethyl phosphate
Synonyms:
Molecular Formula:	C26H54NO6P
Standard InCHIKey:	HEEMBWYZIJABCR-ZXAYODBVSA-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/h10-11,26,28H,5-9,12-25H2,1-4H3/b11-10-/t26-/m1/s1
Canonical SMILES:	CCCCCC/C=CCCCCCCCCCCOC[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	=	125	ug/ml	26046820

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 NPC305223 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	40
0.1-0.2	597
0.2-0.3	11517
0.3-0.4	12102
0.4-0.5	5765
0.5-0.6	744
0.6-0.7	102
0.7-0.8	11
0.8-0.85	4
0.85-0.9	2
0.9-0.95	3
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9552	High Similarity	NPC475930
0.9552	High Similarity	NPC127145
0.9412	High Similarity	NPC474674
0.9265	High Similarity	NPC137620
0.9265	High Similarity	NPC474675
0.8701	High Similarity	NPC196102
0.8701	High Similarity	NPC178758
0.84	Intermediate Similarity	NPC325936
0.8209	Intermediate Similarity	NPC201338
0.8209	Intermediate Similarity	NPC328786
0.8209	Intermediate Similarity	NPC474627
0.775	Intermediate Similarity	NPC82799
0.7639	Intermediate Similarity	NPC238646
0.7143	Intermediate Similarity	NPC324638
0.7143	Intermediate Similarity	NPC114640
0.7143	Intermediate Similarity	NPC324165
0.7143	Intermediate Similarity	NPC169976
0.7143	Intermediate Similarity	NPC170963
0.7143	Intermediate Similarity	NPC33267
0.7143	Intermediate Similarity	NPC126366
0.7079	Intermediate Similarity	NPC329906
0.7	Intermediate Similarity	NPC3094
0.6875	Remote Similarity	NPC288086
0.679	Remote Similarity	NPC264417
0.679	Remote Similarity	NPC217095
0.6747	Remote Similarity	NPC474833
0.6712	Remote Similarity	NPC326524
0.6712	Remote Similarity	NPC325550
0.6712	Remote Similarity	NPC329003
0.6588	Remote Similarity	NPC79367
0.6582	Remote Similarity	NPC103712
0.6582	Remote Similarity	NPC291196
0.6575	Remote Similarity	NPC321030
0.6538	Remote Similarity	NPC104537
0.6538	Remote Similarity	NPC475443
0.6538	Remote Similarity	NPC148192
0.6538	Remote Similarity	NPC473829
0.6538	Remote Similarity	NPC127091
0.6538	Remote Similarity	NPC22101
0.6538	Remote Similarity	NPC271921
0.6538	Remote Similarity	NPC330426
0.6471	Remote Similarity	NPC474702
0.6456	Remote Similarity	NPC324981
0.6456	Remote Similarity	NPC224700
0.6456	Remote Similarity	NPC141481
0.6456	Remote Similarity	NPC473559
0.6456	Remote Similarity	NPC48218
0.6456	Remote Similarity	NPC320663
0.642	Remote Similarity	NPC54460
0.641	Remote Similarity	NPC113224
0.641	Remote Similarity	NPC83965
0.6386	Remote Similarity	NPC140327
0.6386	Remote Similarity	NPC212008
0.6386	Remote Similarity	NPC51055
0.6386	Remote Similarity	NPC62293
0.6375	Remote Similarity	NPC473772
0.6353	Remote Similarity	NPC317263
0.6316	Remote Similarity	NPC47333
0.631	Remote Similarity	NPC330017
0.6304	Remote Similarity	NPC39290
0.6304	Remote Similarity	NPC159369
0.6296	Remote Similarity	NPC476660
0.6282	Remote Similarity	NPC476657
0.6282	Remote Similarity	NPC476655
0.6282	Remote Similarity	NPC476654
0.625	Remote Similarity	NPC474312
0.6237	Remote Similarity	NPC139782
0.6237	Remote Similarity	NPC242503
0.6237	Remote Similarity	NPC43074
0.6237	Remote Similarity	NPC209047
0.6237	Remote Similarity	NPC74672
0.6234	Remote Similarity	NPC55068
0.6216	Remote Similarity	NPC52012
0.6203	Remote Similarity	NPC476656
0.6203	Remote Similarity	NPC476659
0.6197	Remote Similarity	NPC473872
0.6184	Remote Similarity	NPC321919
0.6184	Remote Similarity	NPC81896
0.6176	Remote Similarity	NPC81384
0.617	Remote Similarity	NPC473604
0.617	Remote Similarity	NPC15851
0.617	Remote Similarity	NPC61894
0.617	Remote Similarity	NPC475603
0.617	Remote Similarity	NPC309898
0.617	Remote Similarity	NPC473581
0.617	Remote Similarity	NPC186840
0.617	Remote Similarity	NPC111567
0.617	Remote Similarity	NPC263545
0.617	Remote Similarity	NPC475125
0.617	Remote Similarity	NPC473950
0.6164	Remote Similarity	NPC242930
0.6154	Remote Similarity	NPC476658
0.6145	Remote Similarity	NPC55652
0.6125	Remote Similarity	NPC193029
0.6125	Remote Similarity	NPC473357
0.6111	Remote Similarity	NPC477199
0.6104	Remote Similarity	NPC321838
0.6098	Remote Similarity	NPC97614
0.6098	Remote Similarity	NPC42526
0.6076	Remote Similarity	NPC296436
0.6076	Remote Similarity	NPC176215
0.6071	Remote Similarity	NPC474321
0.6053	Remote Similarity	NPC319131
0.6049	Remote Similarity	NPC273508
0.6049	Remote Similarity	NPC23721
0.6049	Remote Similarity	NPC474812
0.6049	Remote Similarity	NPC209327
0.6042	Remote Similarity	NPC256570
0.6042	Remote Similarity	NPC156782
0.6042	Remote Similarity	NPC3568
0.6042	Remote Similarity	NPC158445
0.6042	Remote Similarity	NPC157353
0.6042	Remote Similarity	NPC17290
0.6042	Remote Similarity	NPC54961
0.6042	Remote Similarity	NPC282088
0.6042	Remote Similarity	NPC192066
0.6029	Remote Similarity	NPC76976
0.6026	Remote Similarity	NPC477106
0.6026	Remote Similarity	NPC54925
0.6023	Remote Similarity	NPC209232
0.6023	Remote Similarity	NPC207657
0.6	Remote Similarity	NPC182632
0.6	Remote Similarity	NPC474577
0.6	Remote Similarity	NPC282705
0.5976	Remote Similarity	NPC16964
0.5952	Remote Similarity	NPC470435
0.5952	Remote Similarity	NPC314678
0.5946	Remote Similarity	NPC281590
0.5918	Remote Similarity	NPC197294
0.5918	Remote Similarity	NPC8098
0.5918	Remote Similarity	NPC183449
0.5897	Remote Similarity	NPC325929
0.5897	Remote Similarity	NPC66460
0.5897	Remote Similarity	NPC271282
0.589	Remote Similarity	NPC474496
0.589	Remote Similarity	NPC187361
0.589	Remote Similarity	NPC26102
0.589	Remote Similarity	NPC477724
0.5882	Remote Similarity	NPC470992
0.5882	Remote Similarity	NPC470993
0.5876	Remote Similarity	NPC23454
0.5876	Remote Similarity	NPC70323
0.5876	Remote Similarity	NPC262312
0.5876	Remote Similarity	NPC35269
0.5844	Remote Similarity	NPC174485
0.5833	Remote Similarity	NPC29234
0.5824	Remote Similarity	NPC228638
0.5823	Remote Similarity	NPC316674
0.5823	Remote Similarity	NPC29697
0.5811	Remote Similarity	NPC256209
0.5811	Remote Similarity	NPC49059
0.5795	Remote Similarity	NPC473972
0.5795	Remote Similarity	NPC248775
0.5795	Remote Similarity	NPC475363
0.5795	Remote Similarity	NPC473971
0.5789	Remote Similarity	NPC168308
0.5789	Remote Similarity	NPC470970
0.5789	Remote Similarity	NPC302569
0.5783	Remote Similarity	NPC472947
0.5783	Remote Similarity	NPC470436
0.5769	Remote Similarity	NPC130807
0.5765	Remote Similarity	NPC476709
0.5758	Remote Similarity	NPC45313
0.5758	Remote Similarity	NPC175614
0.575	Remote Similarity	NPC475221
0.5735	Remote Similarity	NPC252978
0.5733	Remote Similarity	NPC477726
0.5733	Remote Similarity	NPC477725
0.5732	Remote Similarity	NPC25298
0.5732	Remote Similarity	NPC26500
0.5732	Remote Similarity	NPC99619
0.573	Remote Similarity	NPC470149
0.573	Remote Similarity	NPC1180
0.573	Remote Similarity	NPC470148
0.573	Remote Similarity	NPC180725
0.5714	Remote Similarity	NPC23418
0.5698	Remote Similarity	NPC471525
0.5698	Remote Similarity	NPC24590
0.5698	Remote Similarity	NPC470994
0.5696	Remote Similarity	NPC64971
0.5696	Remote Similarity	NPC201939
0.5696	Remote Similarity	NPC328776
0.5696	Remote Similarity	NPC149682
0.5696	Remote Similarity	NPC320305
0.5682	Remote Similarity	NPC476703
0.5682	Remote Similarity	NPC474026
0.5667	Remote Similarity	NPC133226
0.5667	Remote Similarity	NPC470147
0.5658	Remote Similarity	NPC477661
0.5658	Remote Similarity	NPC470966
0.5658	Remote Similarity	NPC475384
0.5658	Remote Similarity	NPC470968
0.5658	Remote Similarity	NPC470967
0.5658	Remote Similarity	NPC161838
0.5658	Remote Similarity	NPC470969
0.5658	Remote Similarity	NPC473847
0.5658	Remote Similarity	NPC471960
0.5652	Remote Similarity	NPC315559
0.5647	Remote Similarity	NPC306085
0.5641	Remote Similarity	NPC473866

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC305223 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	52
0.1-0.2	869
0.2-0.3	4790
0.3-0.4	2682
0.4-0.5	697
0.5-0.6	59
0.6-0.7	9
0.7-0.8	2
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8507	High Similarity	NPD6949	Clinical (unspecified phase)
0.7612	Intermediate Similarity	NPD6950	Discontinued
0.7143	Intermediate Similarity	NPD3212	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7347	Clinical (unspecified phase)
0.6582	Remote Similarity	NPD8277	Approved
0.6567	Remote Similarity	NPD4840	Approved
0.6456	Remote Similarity	NPD8278	Approved
0.6383	Remote Similarity	NPD6948	Phase 3
0.6237	Remote Similarity	NPD8522	Clinical (unspecified phase)
0.6234	Remote Similarity	NPD3210	Clinical (unspecified phase)
0.6176	Remote Similarity	NPD9463	Phase 3
0.6176	Remote Similarity	NPD9462	Approved
0.5946	Remote Similarity	NPD6706	Discontinued
0.5909	Remote Similarity	NPD7756	Clinical (unspecified phase)
0.5867	Remote Similarity	NPD6439	Phase 3
0.5825	Remote Similarity	NPD6946	Approved
0.575	Remote Similarity	NPD3197	Phase 1
0.5696	Remote Similarity	NPD4283	Discontinued
0.5657	Remote Similarity	NPD7343	Discovery
0.5657	Remote Similarity	NPD7344	Phase 1

Structure

NPC305223 OpenBabel07101719512D 34 33 0 0 1 0 0 0 0 0999 V2000 13.3923 11.0000 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.3923 12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.5263 12.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6603 12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7942 12.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9282 12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0622 12.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1962 12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1962 11.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3301 10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3301 9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4641 9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4641 8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5981 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5981 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7321 5.0000 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 3.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 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 3.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 2.0000 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 2.1340 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1340 -0.5000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 3.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 0.0000 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 2 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 1 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	21672239
ChEMBL	CHEMBL480671
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
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