Natural Product: NPC474627

Natural Product ID:  NPC474627
Common Name:   1-O-(2'-Methoxyhexadecyl)-Sn-Glycero-3-Phosphocholine
IUPAC Name:   [(2S)-2-hydroxy-3-(2-methoxyhexadecoxy)propyl] 2-(trimethylazaniumyl)ethyl phosphate
Synonyms:  
Molecular Formula:   C25H54NO7P
Standard InCHIKey:  BRRAOCFWJYNWFK-SKCDSABHSA-N
Standard InCHI:  InChI=1S/C25H54NO7P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-25(30-5)23-31-21-24(27)22-33-34(28,29)32-20-19-26(2,3)4/h24-25,27H,6-23H2,1-5H3/t24-,25?/m0/s1
Canonical SMILES:  CCCCCCCCCCCCCCC(COC[C@@H](COP(=O)(OCC[N+](C)(C)C)[O-])O)OC
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[11325244]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens ED50 = 5.8 ug/ml 12617583
NPT574 Cell Line XF498 Homo sapiens ED50 = 4.5 ug/ml 11754614
NPT148 Cell Line HCT-15 Homo sapiens ED50 = 5 ug/ml 19200744
NPT146 Cell Line SK-OV-3 Homo sapiens ED50 = 5.7 ug/ml 22044245
NPT2358 Cell Line SK-MEL3 Homo sapiens ED50 = 5.2 ug/ml 17844994

  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 NPC474627 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC328786
1.0 High Similarity NPC201338
0.9167 High Similarity NPC238646
0.8462 Intermediate Similarity NPC170963
0.8462 Intermediate Similarity NPC324165
0.8462 Intermediate Similarity NPC169976
0.8462 Intermediate Similarity NPC114640
0.8462 Intermediate Similarity NPC126366
0.8462 Intermediate Similarity NPC33267
0.8209 Intermediate Similarity NPC305223
0.7761 Intermediate Similarity NPC127145
0.7761 Intermediate Similarity NPC475930
0.7647 Intermediate Similarity NPC474674
0.7612 Intermediate Similarity NPC320663
0.7612 Intermediate Similarity NPC224700
0.7536 Intermediate Similarity NPC54460
0.7534 Intermediate Similarity NPC474702
0.75 Intermediate Similarity NPC474675
0.75 Intermediate Similarity NPC137620
0.75 Intermediate Similarity NPC81384
0.7458 Intermediate Similarity NPC473872
0.7361 Intermediate Similarity NPC330017
0.7188 Intermediate Similarity NPC319131
0.7143 Intermediate Similarity NPC196102
0.7143 Intermediate Similarity NPC178758
0.6923 Remote Similarity NPC174485
0.68 Remote Similarity NPC325936
0.6471 Remote Similarity NPC17455
0.6462 Remote Similarity NPC293551
0.6429 Remote Similarity NPC152008
0.6429 Remote Similarity NPC474402
0.6364 Remote Similarity NPC197039
0.6271 Remote Similarity NPC62014
0.625 Remote Similarity NPC82799
0.625 Remote Similarity NPC270041
0.6232 Remote Similarity NPC145627
0.6212 Remote Similarity NPC8979
0.6143 Remote Similarity NPC471419
0.6143 Remote Similarity NPC163134
0.6094 Remote Similarity NPC123814
0.6066 Remote Similarity NPC319709
0.6066 Remote Similarity NPC289484
0.6066 Remote Similarity NPC8597
0.6029 Remote Similarity NPC471421
0.6029 Remote Similarity NPC233364
0.6027 Remote Similarity NPC306763
0.6027 Remote Similarity NPC74555
0.6027 Remote Similarity NPC254617
0.6027 Remote Similarity NPC266242
0.6 Remote Similarity NPC470268
0.6 Remote Similarity NPC321873
0.6 Remote Similarity NPC476695
0.6 Remote Similarity NPC476696
0.6 Remote Similarity NPC476694
0.5972 Remote Similarity NPC322319
0.5972 Remote Similarity NPC326651
0.5972 Remote Similarity NPC325117
0.5946 Remote Similarity NPC473419
0.5946 Remote Similarity NPC475127
0.5946 Remote Similarity NPC475715
0.5926 Remote Similarity NPC471420
0.5921 Remote Similarity NPC474403
0.5909 Remote Similarity NPC289979
0.5909 Remote Similarity NPC23155
0.5909 Remote Similarity NPC469937
0.5909 Remote Similarity NPC53463
0.5909 Remote Similarity NPC320588
0.589 Remote Similarity NPC184150
0.589 Remote Similarity NPC141156
0.589 Remote Similarity NPC59221
0.5867 Remote Similarity NPC163538
0.5867 Remote Similarity NPC115800
0.5846 Remote Similarity NPC474322
0.5811 Remote Similarity NPC195165
0.5811 Remote Similarity NPC474469
0.5811 Remote Similarity NPC171850
0.5753 Remote Similarity NPC12514
0.5753 Remote Similarity NPC294883
0.5735 Remote Similarity NPC471605
0.5735 Remote Similarity NPC148424
0.5735 Remote Similarity NPC471443
0.5733 Remote Similarity NPC474299
0.5733 Remote Similarity NPC474298
0.5733 Remote Similarity NPC268922
0.5733 Remote Similarity NPC473985
0.5733 Remote Similarity NPC475808
0.5733 Remote Similarity NPC28348
0.573 Remote Similarity NPC329906
0.5714 Remote Similarity NPC474914
0.5714 Remote Similarity NPC474392
0.5714 Remote Similarity NPC474468
0.5692 Remote Similarity NPC329095
0.5679 Remote Similarity NPC150557
0.5658 Remote Similarity NPC473710
0.5658 Remote Similarity NPC475694
0.5652 Remote Similarity NPC322148
0.5616 Remote Similarity NPC233034
0.5606 Remote Similarity NPC320043
0.5606 Remote Similarity NPC103672
0.56 Remote Similarity NPC34291
0.56 Remote Similarity NPC471418
0.56 Remote Similarity NPC126664

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474627 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.9273 High Similarity NPD6950 Discontinued
0.8 Intermediate Similarity NPD4840 Approved
0.7937 Intermediate Similarity NPD7347 Clinical (unspecified phase)
0.7761 Intermediate Similarity NPD8277 Approved
0.7612 Intermediate Similarity NPD8278 Approved
0.75 Intermediate Similarity NPD9463 Phase 3
0.75 Intermediate Similarity NPD9462 Approved
0.7097 Intermediate Similarity NPD6706 Discontinued
0.6984 Remote Similarity NPD6439 Phase 3
0.6716 Remote Similarity NPD4283 Discontinued
0.6716 Remote Similarity NPD6949 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7536 Approved
0.6338 Remote Similarity NPD5380 Approved
0.6322 Remote Similarity NPD6948 Phase 3
0.619 Remote Similarity NPD7348 Clinical (unspecified phase)
0.6094 Remote Similarity NPD3215 Phase 1
0.6066 Remote Similarity NPD3211 Approved
0.6 Remote Similarity NPD7535 Discontinued
0.5965 Remote Similarity NPD5799 Discontinued
0.5909 Remote Similarity NPD3728 Approved
0.5909 Remote Similarity NPD3730 Approved
0.5857 Remote Similarity NPD393 Approved
0.5833 Remote Similarity NPD1457 Discontinued
0.5781 Remote Similarity NPD3214 Discontinued
0.5761 Remote Similarity NPD5789 Clinical (unspecified phase)
0.5729 Remote Similarity NPD6946 Approved
0.5714 Remote Similarity NPD9455 Approved
0.5645 Remote Similarity NPD1152 Phase 2
0.5641 Remote Similarity NPD389 Phase 3
0.5616 Remote Similarity NPD9440 Discontinued
0.5606 Remote Similarity NPD9049 Discontinued
0.5606 Remote Similarity NPD9050 Approved
0.56 Remote Similarity NPD9443 Clinical (unspecified phase)
0.56 Remote Similarity NPD9444 Discontinued

Structure

External Identifiers

PubChem CID   15199562
ChEMBL   CHEMBL477691
ZINC  

Physicochemical Properties

Molecular Weight:  511.36
ALogP:  -6.4639
MLogP:  3.22
XLogP:  5.047
# Rotatable Bonds:  32
Polar Surface Area:  107.09
# H-Bond Aceptor:  7
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  34

Download Data

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Similar NPs/Drugs