Natural Product: NPC326524

Natural Product ID:  NPC326524
Common Name:   (8Z,11Z,14Z)-N-(2-Hydroxyethyl)Icosa-8,11,14-Trienamide
IUPAC Name:   (8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-8,11,14-trienamide
Synonyms:   Dihomo-Gamma-Linolenoyl Ethanolamide
Molecular Formula:   C22H39NO2
Standard InCHIKey:  ULQWKETUACYZLI-QNEBEIHSSA-N
Standard InCHI:  InChI=1S/C22H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h6-7,9-10,12-13,24H,2-5,8,11,14-21H2,1H3,(H,23,25)/b7-6-,10-9-,13-12-
Canonical SMILES:  CCCCC/C=CC/C=CC/C=CCCCCCCC(=NCCO)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
NPO1797 Homo sapiens Species Hominidae Eukaryota blood PMID[21359215]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT232 Individual Protein Cannabinoid CB1 receptor Homo sapiens Ki = 53.4 nM 12166938
NPT1361 Individual Protein Cannabinoid CB1 receptor Rattus norvegicus Ki = 53.4 nM 9057852
NPT232 Individual Protein Cannabinoid CB1 receptor Homo sapiens Ki = 598 nM 9057852
NPT1361 Individual Protein Cannabinoid CB1 receptor Rattus norvegicus Ki = 53 nM 16078824
NPT113 Cell Line RAW264.7 Mus musculus Activity = 70 % 18951802
NPT583 Individual Protein Inositol monophosphatase 1 Rattus norvegicus Potency = 2818.4 nM PubChem BioAssay data set
NPT61 Individual Protein Beta-glucocerebrosidase Homo sapiens Potency 6309.6 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 NPC326524 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 NPC325550
1.0 High Similarity NPC329003
0.9818 High Similarity NPC321030
0.9273 High Similarity NPC242930
0.8594 High Similarity NPC103712
0.8594 High Similarity NPC291196
0.8525 High Similarity NPC316674
0.8197 Intermediate Similarity NPC130807
0.8088 Intermediate Similarity NPC288086
0.807 Intermediate Similarity NPC49494
0.807 Intermediate Similarity NPC188341
0.7971 Intermediate Similarity NPC217095
0.7971 Intermediate Similarity NPC264417
0.7895 Intermediate Similarity NPC261571
0.7869 Intermediate Similarity NPC325734
0.7818 Intermediate Similarity NPC289484
0.7818 Intermediate Similarity NPC319709
0.7778 Intermediate Similarity NPC29468
0.7656 Intermediate Similarity NPC477106
0.7636 Intermediate Similarity NPC76976
0.7424 Intermediate Similarity NPC477525
0.7333 Intermediate Similarity NPC82799
0.7313 Intermediate Similarity NPC113224
0.7273 Intermediate Similarity NPC252978
0.7237 Intermediate Similarity NPC474312
0.7188 Intermediate Similarity NPC312826
0.7121 Intermediate Similarity NPC471023
0.7101 Intermediate Similarity NPC249713
0.7101 Intermediate Similarity NPC474812
0.7051 Intermediate Similarity NPC477199
0.6984 Remote Similarity NPC261158
0.6984 Remote Similarity NPC24216
0.6984 Remote Similarity NPC104138
0.6984 Remote Similarity NPC306420
0.697 Remote Similarity NPC47333
0.6933 Remote Similarity NPC474833
0.6909 Remote Similarity NPC241279
0.6866 Remote Similarity NPC55068
0.6825 Remote Similarity NPC273023
0.6825 Remote Similarity NPC297020
0.6774 Remote Similarity NPC26102
0.6774 Remote Similarity NPC187361
0.6774 Remote Similarity NPC477724
0.6774 Remote Similarity NPC270041
0.6769 Remote Similarity NPC210999
0.6761 Remote Similarity NPC280065
0.6761 Remote Similarity NPC45060
0.6757 Remote Similarity NPC476924
0.6721 Remote Similarity NPC129263
0.6712 Remote Similarity NPC305223
0.6712 Remote Similarity NPC314678
0.6667 Remote Similarity NPC256209
0.6667 Remote Similarity NPC49059
0.6627 Remote Similarity NPC159369
0.6627 Remote Similarity NPC39290
0.6615 Remote Similarity NPC302569
0.6615 Remote Similarity NPC168308
0.6571 Remote Similarity NPC315141
0.6571 Remote Similarity NPC129995
0.6562 Remote Similarity NPC477725
0.6562 Remote Similarity NPC477726
0.6557 Remote Similarity NPC319110
0.6557 Remote Similarity NPC329181
0.6552 Remote Similarity NPC108195
0.6548 Remote Similarity NPC242503
0.6548 Remote Similarity NPC139782
0.6548 Remote Similarity NPC43074
0.6548 Remote Similarity NPC74672
0.6548 Remote Similarity NPC209047
0.6533 Remote Similarity NPC3094
0.6528 Remote Similarity NPC471022
0.6522 Remote Similarity NPC253468
0.6522 Remote Similarity NPC235311
0.6508 Remote Similarity NPC303672
0.6508 Remote Similarity NPC34577
0.6508 Remote Similarity NPC474496
0.6471 Remote Similarity NPC309898
0.6471 Remote Similarity NPC15851
0.6471 Remote Similarity NPC473604
0.6471 Remote Similarity NPC61894
0.6471 Remote Similarity NPC473950
0.6471 Remote Similarity NPC475603
0.6471 Remote Similarity NPC473581
0.6471 Remote Similarity NPC111567
0.6471 Remote Similarity NPC475125
0.6471 Remote Similarity NPC186840
0.6471 Remote Similarity NPC263545
0.6462 Remote Similarity NPC470969
0.6462 Remote Similarity NPC470966
0.6462 Remote Similarity NPC470967
0.6462 Remote Similarity NPC471960
0.6462 Remote Similarity NPC477661
0.6462 Remote Similarity NPC475384
0.6462 Remote Similarity NPC470968
0.6462 Remote Similarity NPC473847
0.6462 Remote Similarity NPC161838
0.6452 Remote Similarity NPC474495
0.6452 Remote Similarity NPC473672
0.6418 Remote Similarity NPC74617
0.6418 Remote Similarity NPC150505
0.641 Remote Similarity NPC477485
0.6406 Remote Similarity NPC269800
0.6406 Remote Similarity NPC44193
0.6406 Remote Similarity NPC246519
0.6406 Remote Similarity NPC14234
0.6406 Remote Similarity NPC184014
0.6406 Remote Similarity NPC132669
0.6393 Remote Similarity NPC98284
0.6377 Remote Similarity NPC182758
0.6364 Remote Similarity NPC34873
0.6364 Remote Similarity NPC40434
0.6364 Remote Similarity NPC470970
0.6349 Remote Similarity NPC195986
0.6324 Remote Similarity NPC243532
0.6322 Remote Similarity NPC158445
0.6322 Remote Similarity NPC157353
0.6322 Remote Similarity NPC3568
0.6322 Remote Similarity NPC256570
0.6322 Remote Similarity NPC17290
0.6322 Remote Similarity NPC192066
0.6322 Remote Similarity NPC156782
0.6322 Remote Similarity NPC54961
0.6322 Remote Similarity NPC282088
0.6316 Remote Similarity NPC62293
0.6316 Remote Similarity NPC140327
0.6316 Remote Similarity NPC212008
0.6316 Remote Similarity NPC34672
0.6316 Remote Similarity NPC51055
0.631 Remote Similarity NPC316186
0.6308 Remote Similarity NPC473735
0.6308 Remote Similarity NPC471992
0.6308 Remote Similarity NPC475353
0.6308 Remote Similarity NPC473896
0.6308 Remote Similarity NPC473910
0.6308 Remote Similarity NPC473725
0.6308 Remote Similarity NPC473721
0.6301 Remote Similarity NPC127145
0.6301 Remote Similarity NPC475930
0.6296 Remote Similarity NPC228638
0.6282 Remote Similarity NPC475363
0.6282 Remote Similarity NPC473971
0.6282 Remote Similarity NPC473972
0.6279 Remote Similarity NPC182632
0.6279 Remote Similarity NPC282705
0.6232 Remote Similarity NPC201939
0.6232 Remote Similarity NPC321838
0.6232 Remote Similarity NPC145627
0.6216 Remote Similarity NPC474674
0.6216 Remote Similarity NPC324638
0.6216 Remote Similarity NPC97614
0.619 Remote Similarity NPC304223
0.619 Remote Similarity NPC145032
0.619 Remote Similarity NPC54542
0.619 Remote Similarity NPC267340
0.619 Remote Similarity NPC151782
0.619 Remote Similarity NPC243539
0.618 Remote Similarity NPC183449
0.618 Remote Similarity NPC197294
0.618 Remote Similarity NPC8098
0.618 Remote Similarity NPC475503
0.6176 Remote Similarity NPC122239
0.6173 Remote Similarity NPC39966
0.6167 Remote Similarity NPC140501
0.6167 Remote Similarity NPC276825
0.6164 Remote Similarity NPC23721
0.6154 Remote Similarity NPC477484
0.6154 Remote Similarity NPC6095
0.6154 Remote Similarity NPC154245
0.6154 Remote Similarity NPC85813
0.6154 Remote Similarity NPC110732
0.6154 Remote Similarity NPC32467
0.6154 Remote Similarity NPC25417
0.6154 Remote Similarity NPC87564
0.6154 Remote Similarity NPC261831
0.6154 Remote Similarity NPC124382
0.6154 Remote Similarity NPC290563
0.6154 Remote Similarity NPC88966
0.6154 Remote Similarity NPC281972
0.6154 Remote Similarity NPC424
0.6154 Remote Similarity NPC13011
0.6154 Remote Similarity NPC477486
0.6154 Remote Similarity NPC473532
0.6136 Remote Similarity NPC23454
0.6136 Remote Similarity NPC35269
0.6136 Remote Similarity NPC262312
0.6136 Remote Similarity NPC70323
0.6129 Remote Similarity NPC207815
0.6129 Remote Similarity NPC302310
0.6125 Remote Similarity NPC79367
0.6125 Remote Similarity NPC209232
0.6119 Remote Similarity NPC52012
0.6111 Remote Similarity NPC475646
0.6111 Remote Similarity NPC187315
0.6094 Remote Similarity NPC92114
0.6092 Remote Similarity NPC319473
0.6087 Remote Similarity NPC6795
0.6087 Remote Similarity NPC309877
0.6081 Remote Similarity NPC474675
0.6081 Remote Similarity NPC137620
0.6076 Remote Similarity NPC469492

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC326524 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
0.7818 Intermediate Similarity NPD3211 Approved
0.7231 Intermediate Similarity NPD6949 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD1152 Phase 2
0.6866 Remote Similarity NPD3210 Clinical (unspecified phase)
0.6548 Remote Similarity NPD8522 Clinical (unspecified phase)
0.625 Remote Similarity NPD4814 Discontinued
0.6216 Remote Similarity NPD3212 Clinical (unspecified phase)
0.6207 Remote Similarity NPD5781 Clinical (unspecified phase)
0.6167 Remote Similarity NPD4265 Approved
0.6154 Remote Similarity NPD3196 Approved
0.6154 Remote Similarity NPD4266 Approved
0.6154 Remote Similarity NPD3195 Phase 2
0.6154 Remote Similarity NPD3194 Approved
0.6081 Remote Similarity NPD791 Approved
0.6081 Remote Similarity NPD1082 Approved
0.6081 Remote Similarity NPD15 Approved
0.6056 Remote Similarity NPD3197 Phase 1
0.6 Remote Similarity NPD3172 Approved
0.5875 Remote Similarity NPD3732 Approved
0.5857 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5823 Remote Similarity NPD818 Approved
0.5823 Remote Similarity NPD819 Approved
0.5775 Remote Similarity NPD835 Approved
0.5775 Remote Similarity NPD834 Approved
0.5694 Remote Similarity NPD832 Approved
0.5694 Remote Similarity NPD833 Approved
0.5692 Remote Similarity NPD28 Approved
0.5692 Remote Similarity NPD29 Approved
0.5672 Remote Similarity NPD9652 Approved
0.5645 Remote Similarity NPD39 Approved
0.5645 Remote Similarity NPD860 Phase 2
0.5625 Remote Similarity NPD3173 Approved
0.5625 Remote Similarity NPD1346 Approved
0.5616 Remote Similarity NPD277 Approved
0.5606 Remote Similarity NPD3215 Phase 1

Structure

External Identifiers

PubChem CID   5282272
ChEMBL   CHEMBL121229
ZINC  

Physicochemical Properties

Molecular Weight:  349.30
ALogP:  -0.6334
MLogP:  3.55
XLogP:  8.175
# Rotatable Bonds:  20
Polar Surface Area:  52.82
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  0
# Heavy Atoms:  25

Download Data

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