NPASS Natural Product

Natural Product: NPC82799

Natural Product ID:	NPC82799
Common Name:	[(E,2S,3R)-3-Hydroxy-2-(Octadecanoylamino)Octadec-4-Enyl] 2-(Trimethylazaniumyl)Ethyl Phosphate
IUPAC Name:	[(E,2S,3R)-3-hydroxy-2-(octadecanoylamino)octadec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
Synonyms:
Molecular Formula:	C41H83N2O6P
Standard InCHIKey:	LKQLRGMMMAHREN-YJFXYUILSA-N
Standard InCHI:	InChI=1S/C41H83N2O6P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-41(45)42-39(38-49-50(46,47)48-37-36-43(3,4)5)40(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h32,34,39-40,44H,6-31,33,35-38H2,1-5H3,(H-,42,45,46,47)/b34-32+/t39-,40+/m0/s1
Canonical SMILES:	CCCCCCCCCCCCCCCCCC(=N[C@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)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	Reference
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	saliva	DOI[10.1007/s11306-015-0840-5]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	blood	PMID[16043031]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	cerebrospinal fluid	PMID[22546835]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	breast milk	PMID[8839502]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	urine	PMID[24023812]
NPO20338	Mus musculus	Species	Muridae	Eukaryota		PMID[25518943]

Biological Activity

Activity Type	# Activity
Potency	1

Activity Type	# Activity
Individual Protein	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT49	Individual Protein	DNA-(apurinic or apyrimidinic site) lyase	Homo sapiens	Potency		44668.4	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 NPC82799 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	331
0.2-0.3	13309
0.3-0.4	12690
0.4-0.5	3869
0.5-0.6	532
0.6-0.7	99
0.7-0.8	13
0.8-0.85	1
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8533	High Similarity	NPC291196
0.8533	High Similarity	NPC103712
0.8333	Intermediate Similarity	NPC288086
0.775	Intermediate Similarity	NPC305223
0.7722	Intermediate Similarity	NPC324638
0.7561	Intermediate Similarity	NPC217095
0.7561	Intermediate Similarity	NPC264417
0.7375	Intermediate Similarity	NPC127145
0.7375	Intermediate Similarity	NPC475930
0.7333	Intermediate Similarity	NPC326524
0.7333	Intermediate Similarity	NPC325550
0.7333	Intermediate Similarity	NPC329003
0.7284	Intermediate Similarity	NPC474674
0.72	Intermediate Similarity	NPC321030
0.716	Intermediate Similarity	NPC474675
0.716	Intermediate Similarity	NPC137620
0.6977	Remote Similarity	NPC325936
0.6966	Remote Similarity	NPC474312
0.6923	Remote Similarity	NPC29468
0.6915	Remote Similarity	NPC209047
0.6915	Remote Similarity	NPC74672
0.6915	Remote Similarity	NPC43074
0.6915	Remote Similarity	NPC242503
0.6915	Remote Similarity	NPC139782
0.6905	Remote Similarity	NPC314678
0.6889	Remote Similarity	NPC196102
0.6889	Remote Similarity	NPC178758
0.6875	Remote Similarity	NPC477525
0.6842	Remote Similarity	NPC111567
0.6842	Remote Similarity	NPC473604
0.6842	Remote Similarity	NPC473950
0.6842	Remote Similarity	NPC263545
0.6842	Remote Similarity	NPC15851
0.6842	Remote Similarity	NPC309898
0.6842	Remote Similarity	NPC475125
0.6842	Remote Similarity	NPC473581
0.6842	Remote Similarity	NPC186840
0.6835	Remote Similarity	NPC477106
0.6835	Remote Similarity	NPC55068
0.6813	Remote Similarity	NPC477199
0.68	Remote Similarity	NPC242930
0.6795	Remote Similarity	NPC130807
0.6703	Remote Similarity	NPC228638
0.6701	Remote Similarity	NPC282088
0.6701	Remote Similarity	NPC3568
0.6701	Remote Similarity	NPC54961
0.6701	Remote Similarity	NPC192066
0.6701	Remote Similarity	NPC17290
0.6701	Remote Similarity	NPC157353
0.6701	Remote Similarity	NPC158445
0.6701	Remote Similarity	NPC156782
0.6701	Remote Similarity	NPC256570
0.6667	Remote Similarity	NPC282705
0.6667	Remote Similarity	NPC182632
0.6625	Remote Similarity	NPC471023
0.6585	Remote Similarity	NPC113224
0.6566	Remote Similarity	NPC197294
0.6566	Remote Similarity	NPC8098
0.6566	Remote Similarity	NPC183449
0.6531	Remote Similarity	NPC262312
0.6531	Remote Similarity	NPC35269
0.6531	Remote Similarity	NPC70323
0.6531	Remote Similarity	NPC23454
0.6517	Remote Similarity	NPC474833
0.6458	Remote Similarity	NPC159369
0.6458	Remote Similarity	NPC39290
0.642	Remote Similarity	NPC316674
0.64	Remote Similarity	NPC45313
0.64	Remote Similarity	NPC475503
0.6386	Remote Similarity	NPC129995
0.6386	Remote Similarity	NPC315141
0.6337	Remote Similarity	NPC475646
0.6327	Remote Similarity	NPC475603
0.6327	Remote Similarity	NPC61894
0.6296	Remote Similarity	NPC47333
0.625	Remote Similarity	NPC312826
0.625	Remote Similarity	NPC201338
0.625	Remote Similarity	NPC328786
0.625	Remote Similarity	NPC474627
0.6235	Remote Similarity	NPC474812
0.6203	Remote Similarity	NPC470970
0.619	Remote Similarity	NPC476877
0.6186	Remote Similarity	NPC316186
0.618	Remote Similarity	NPC476924
0.6163	Remote Similarity	NPC45060
0.6163	Remote Similarity	NPC280065
0.6163	Remote Similarity	NPC471022
0.6145	Remote Similarity	NPC235311
0.6145	Remote Similarity	NPC253468
0.6132	Remote Similarity	NPC74035
0.6104	Remote Similarity	NPC474496
0.6104	Remote Similarity	NPC270041
0.6098	Remote Similarity	NPC145627
0.6076	Remote Similarity	NPC477661
0.6076	Remote Similarity	NPC470967
0.6076	Remote Similarity	NPC470968
0.6076	Remote Similarity	NPC470969
0.6076	Remote Similarity	NPC475384
0.6076	Remote Similarity	NPC471960
0.6076	Remote Similarity	NPC473847
0.6076	Remote Similarity	NPC470966
0.6076	Remote Similarity	NPC161838
0.6075	Remote Similarity	NPC476876
0.6049	Remote Similarity	NPC150505
0.6049	Remote Similarity	NPC319131
0.6049	Remote Similarity	NPC74617
0.6047	Remote Similarity	NPC23721
0.6047	Remote Similarity	NPC249713
0.6026	Remote Similarity	NPC49059
0.6026	Remote Similarity	NPC256209
0.6	Remote Similarity	NPC62293
0.6	Remote Similarity	NPC212008
0.6	Remote Similarity	NPC140327
0.6	Remote Similarity	NPC3094
0.6	Remote Similarity	NPC51055
0.5978	Remote Similarity	NPC473971
0.5978	Remote Similarity	NPC473972
0.5978	Remote Similarity	NPC475363
0.5974	Remote Similarity	NPC49494
0.5974	Remote Similarity	NPC473872
0.5974	Remote Similarity	NPC188341
0.5949	Remote Similarity	NPC473896
0.5949	Remote Similarity	NPC473725
0.5949	Remote Similarity	NPC477726
0.5949	Remote Similarity	NPC477725
0.5949	Remote Similarity	NPC473735
0.5949	Remote Similarity	NPC475353
0.5949	Remote Similarity	NPC473721
0.5949	Remote Similarity	NPC473910
0.5943	Remote Similarity	NPC50815
0.5943	Remote Similarity	NPC471083
0.5943	Remote Similarity	NPC247060
0.593	Remote Similarity	NPC470663
0.5926	Remote Similarity	NPC325734
0.5926	Remote Similarity	NPC201128
0.5909	Remote Similarity	NPC97614
0.5905	Remote Similarity	NPC233932
0.5895	Remote Similarity	NPC39966
0.5889	Remote Similarity	NPC470992
0.5889	Remote Similarity	NPC470993
0.5888	Remote Similarity	NPC55336
0.5882	Remote Similarity	NPC238646
0.5875	Remote Similarity	NPC261158
0.5875	Remote Similarity	NPC306420
0.5875	Remote Similarity	NPC104138
0.5875	Remote Similarity	NPC24216
0.5859	Remote Similarity	NPC34754
0.5856	Remote Similarity	NPC251122
0.5847	Remote Similarity	NPC273185
0.5844	Remote Similarity	NPC473672
0.5844	Remote Similarity	NPC474495
0.5844	Remote Similarity	NPC261571
0.5833	Remote Similarity	NPC470965
0.5833	Remote Similarity	NPC205176
0.5825	Remote Similarity	NPC469739
0.5823	Remote Similarity	NPC473532
0.5804	Remote Similarity	NPC476875
0.5802	Remote Similarity	NPC168308
0.5802	Remote Similarity	NPC302569
0.5794	Remote Similarity	NPC477198
0.578	Remote Similarity	NPC55462
0.5769	Remote Similarity	NPC175614
0.5763	Remote Similarity	NPC315188
0.575	Remote Similarity	NPC297020
0.575	Remote Similarity	NPC273023
0.5747	Remote Similarity	NPC195165
0.5733	Remote Similarity	NPC319709
0.5733	Remote Similarity	NPC289484
0.5729	Remote Similarity	NPC469838
0.5729	Remote Similarity	NPC224072
0.5729	Remote Similarity	NPC469833
0.5727	Remote Similarity	NPC315426
0.5714	Remote Similarity	NPC472359
0.5714	Remote Similarity	NPC475984
0.5696	Remote Similarity	NPC187361
0.5696	Remote Similarity	NPC477724
0.5696	Remote Similarity	NPC26102
0.5686	Remote Similarity	NPC319473
0.5686	Remote Similarity	NPC329906
0.5684	Remote Similarity	NPC79367
0.5684	Remote Similarity	NPC209232
0.5684	Remote Similarity	NPC207657
0.5682	Remote Similarity	NPC475808
0.5682	Remote Similarity	NPC28348
0.5682	Remote Similarity	NPC474298
0.5682	Remote Similarity	NPC474299
0.5682	Remote Similarity	NPC473985
0.5676	Remote Similarity	NPC207820
0.5676	Remote Similarity	NPC475150
0.5663	Remote Similarity	NPC122239
0.566	Remote Similarity	NPC132931
0.5647	Remote Similarity	NPC29697
0.5641	Remote Similarity	NPC151782
0.5641	Remote Similarity	NPC129263
0.5638	Remote Similarity	NPC473446
0.5638	Remote Similarity	NPC473695
0.5636	Remote Similarity	NPC475918
0.5625	Remote Similarity	NPC110732
0.5625	Remote Similarity	NPC44193
0.5625	Remote Similarity	NPC269800

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC82799 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	51
0.1-0.2	235
0.2-0.3	4493
0.3-0.4	3498
0.4-0.5	799
0.5-0.6	79
0.6-0.7	4
0.7-0.8	2
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
0.7722	Intermediate Similarity	NPD3212	Clinical (unspecified phase)
0.76	Intermediate Similarity	NPD6949	Clinical (unspecified phase)
0.6915	Remote Similarity	NPD8522	Clinical (unspecified phase)
0.6835	Remote Similarity	NPD3210	Clinical (unspecified phase)
0.604	Remote Similarity	NPD6948	Phase 3
0.6	Remote Similarity	NPD5380	Approved
0.5949	Remote Similarity	NPD6950	Discontinued
0.5913	Remote Similarity	NPD7756	Clinical (unspecified phase)
0.5867	Remote Similarity	NPD4840	Approved
0.5769	Remote Similarity	NPD4228	Discovery
0.5733	Remote Similarity	NPD3211	Approved
0.5714	Remote Similarity	NPD6421	Discontinued
0.5631	Remote Similarity	NPD5781	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD6413	Approved
0.56	Remote Similarity	NPD1152	Phase 2

Structure

CID82799 OpenBabel06191715422D 50 49 0 0 1 0 0 0 0 0999 V2000 15.9904 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0622 3.5000 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 16.8564 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.8564 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.9904 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.9904 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.1244 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.1244 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.2583 -2.5000 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 14.2583 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.3923 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1340 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.3923 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2679 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.5263 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2679 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6603 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1340 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7942 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9282 0.0000 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 9.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1962 0.0000 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 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5981 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.5981 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4641 0.0000 0.0000 N 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 6.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3301 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 5 0 0 0 0 0 0 0 0 0 0 2.1340 -0.5000 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 6 1 0 0 0 0 2 7 1 0 0 0 0 3 43 1 0 0 0 0 4 43 1 0 0 0 0 5 43 1 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 11 1 0 0 0 0 10 12 1 0 0 0 0 11 13 1 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 15 17 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 19 22 1 0 0 0 0 20 21 1 0 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 23 25 1 0 0 0 0 24 26 1 0 0 0 0 25 27 1 0 0 0 0 26 28 1 0 0 0 0 27 29 1 0 0 0 0 28 30 1 0 0 0 0 29 31 1 0 0 0 0 30 32 1 0 0 0 0 31 33 1 0 0 0 0 32 34 2 0 0 0 0 33 35 1 0 0 0 0 34 40 1 0 0 0 0 35 41 1 0 0 0 0 36 37 1 0 0 0 0 36 43 1 0 0 0 0 37 48 1 0 0 0 0 38 49 1 0 0 0 0 39 38 1 1 0 0 0 39 40 1 0 0 0 0 39 42 1 0 0 0 0 40 44 1 1 0 0 0 41 42 2 3 0 0 0 41 45 1 0 0 0 0 46 50 1 0 0 0 0 47 50 2 0 0 0 0 48 50 1 0 0 0 0 49 50 1 0 0 0 0 M CHG 2 43 1 46 -1 M END $$$$

External Identifiers

PubChem CID	6453725
ChEMBL	CHEMBL1609656
ZINC

Physicochemical Properties

Molecular Weight:	730.60
ALogP:	-9.4094
MLogP:	4.98
XLogP:	14.518
# Rotatable Bonds:	46
Polar Surface Area:	121.22
# H-Bond Aceptor:	7
# H-Bond Donor:	2
# Rings:	0
# Heavy Atoms:	50

Download Data

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