Natural Product: NPC3094

Natural Product ID:  NPC3094
Common Name:   Penasin
IUPAC Name:   (2S,3S,4S)-4-amino-2-[(5Z,9Z)-hexacosa-5,9-dienyl]oxolan-3-ol
Synonyms:   Penasin A
Molecular Formula:   C30H57NO2
Standard InCHIKey:  ALQUBUWDXLROPS-NKLHEEPMSA-N
Standard InCHI:  InChI=1S/C30H57NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-29-30(32)28(31)27-33-29/h17-18,21-22,28-30,32H,2-16,19-20,23-27,31H2,1H3/b18-17-,22-21-/t28-,29-,30-/m0/s1
Canonical SMILES:  CCCCCCCCCCCCCCCC/C=CCC/C=CCCCC[C@@H]1OC[C@@H]([C@@H]1O)N
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
NPO31241 Penares Genus Geodiidae Eukaryota PMID[20949915]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT165 Cell Line HeLa Homo sapiens IC50 = 10 ug/ml 20949915
NPT168 Cell Line P388 Mus musculus IC50 = 50 ug/ml 20949915

  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 NPC3094 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
0.9324 High Similarity NPC79367
0.831 Intermediate Similarity NPC113224
0.8261 Intermediate Similarity NPC17455
0.8261 Intermediate Similarity NPC47333
0.8158 Intermediate Similarity NPC212008
0.8158 Intermediate Similarity NPC51055
0.8158 Intermediate Similarity NPC62293
0.8158 Intermediate Similarity NPC140327
0.7681 Intermediate Similarity NPC302569
0.7681 Intermediate Similarity NPC168308
0.7654 Intermediate Similarity NPC207657
0.7639 Intermediate Similarity NPC55068
0.7468 Intermediate Similarity NPC217095
0.7468 Intermediate Similarity NPC264417
0.7407 Intermediate Similarity NPC474833
0.7286 Intermediate Similarity NPC8979
0.7195 Intermediate Similarity NPC473971
0.7195 Intermediate Similarity NPC475363
0.7195 Intermediate Similarity NPC473972
0.7 Intermediate Similarity NPC305223
0.6962 Remote Similarity NPC324638
0.6957 Remote Similarity NPC123814
0.6923 Remote Similarity NPC61894
0.6923 Remote Similarity NPC475603
0.6914 Remote Similarity NPC288086
0.6835 Remote Similarity NPC103712
0.6835 Remote Similarity NPC291196
0.6714 Remote Similarity NPC474322
0.6709 Remote Similarity NPC474812
0.6705 Remote Similarity NPC477199
0.6703 Remote Similarity NPC159369
0.6703 Remote Similarity NPC39290
0.6625 Remote Similarity NPC127145
0.6625 Remote Similarity NPC475930
0.6585 Remote Similarity NPC26932
0.6543 Remote Similarity NPC474674
0.6533 Remote Similarity NPC325550
0.6533 Remote Similarity NPC326524
0.6533 Remote Similarity NPC329003
0.6512 Remote Similarity NPC314762
0.6506 Remote Similarity NPC473588
0.6506 Remote Similarity NPC78562
0.6477 Remote Similarity NPC474312
0.6452 Remote Similarity NPC209047
0.6452 Remote Similarity NPC242503
0.6452 Remote Similarity NPC43074
0.6452 Remote Similarity NPC74672
0.6452 Remote Similarity NPC139782
0.642 Remote Similarity NPC137620
0.642 Remote Similarity NPC474675
0.64 Remote Similarity NPC321030
0.6383 Remote Similarity NPC15851
0.6383 Remote Similarity NPC473581
0.6383 Remote Similarity NPC111567
0.6383 Remote Similarity NPC473950
0.6383 Remote Similarity NPC473604
0.6383 Remote Similarity NPC309898
0.6383 Remote Similarity NPC263545
0.6383 Remote Similarity NPC186840
0.6383 Remote Similarity NPC475125
0.6377 Remote Similarity NPC96966
0.6377 Remote Similarity NPC121062
0.6377 Remote Similarity NPC29222
0.6375 Remote Similarity NPC330426
0.6375 Remote Similarity NPC104537
0.6375 Remote Similarity NPC127091
0.6375 Remote Similarity NPC22101
0.6375 Remote Similarity NPC271921
0.6375 Remote Similarity NPC148192
0.6374 Remote Similarity NPC258824
0.6327 Remote Similarity NPC315170
0.6316 Remote Similarity NPC319131
0.63 Remote Similarity NPC477198
0.6296 Remote Similarity NPC324981
0.6296 Remote Similarity NPC473559
0.6296 Remote Similarity NPC141481
0.6296 Remote Similarity NPC48218
0.6265 Remote Similarity NPC474468
0.625 Remote Similarity NPC83965
0.625 Remote Similarity NPC156782
0.625 Remote Similarity NPC192066
0.625 Remote Similarity NPC158445
0.625 Remote Similarity NPC54961
0.625 Remote Similarity NPC282088
0.625 Remote Similarity NPC17290
0.625 Remote Similarity NPC256570
0.625 Remote Similarity NPC157353
0.625 Remote Similarity NPC3568
0.6222 Remote Similarity NPC178758
0.6222 Remote Similarity NPC196102
0.6222 Remote Similarity NPC228638
0.622 Remote Similarity NPC473710
0.622 Remote Similarity NPC16964
0.622 Remote Similarity NPC475694
0.6211 Remote Similarity NPC282705
0.6211 Remote Similarity NPC182632
0.619 Remote Similarity NPC476709
0.6186 Remote Similarity NPC25033
0.6186 Remote Similarity NPC119225
0.6186 Remote Similarity NPC471635
0.6186 Remote Similarity NPC470382
0.6186 Remote Similarity NPC476261
0.6173 Remote Similarity NPC475443
0.6173 Remote Similarity NPC473829
0.6145 Remote Similarity NPC476694
0.6145 Remote Similarity NPC97614
0.6145 Remote Similarity NPC476695
0.6145 Remote Similarity NPC476696
0.6145 Remote Similarity NPC476660
0.6125 Remote Similarity NPC476657
0.6125 Remote Similarity NPC476655
0.6125 Remote Similarity NPC476654
0.6122 Remote Similarity NPC183449
0.6122 Remote Similarity NPC197294
0.6122 Remote Similarity NPC8098
0.6117 Remote Similarity NPC475918
0.6098 Remote Similarity NPC23721
0.6087 Remote Similarity NPC76976
0.6082 Remote Similarity NPC23454
0.6082 Remote Similarity NPC262312
0.6082 Remote Similarity NPC35269
0.6082 Remote Similarity NPC70323
0.6075 Remote Similarity NPC314306
0.6053 Remote Similarity NPC52012
0.6053 Remote Similarity NPC474577
0.6049 Remote Similarity NPC476656
0.6049 Remote Similarity NPC476659
0.6027 Remote Similarity NPC49494
0.6027 Remote Similarity NPC188341
0.6026 Remote Similarity NPC321919
0.6026 Remote Similarity NPC81896
0.6024 Remote Similarity NPC473772
0.6024 Remote Similarity NPC472947
0.6023 Remote Similarity NPC218817
0.6023 Remote Similarity NPC11796
0.6019 Remote Similarity NPC477001
0.6019 Remote Similarity NPC477000
0.6019 Remote Similarity NPC74035
0.6 Remote Similarity NPC476658
0.6 Remote Similarity NPC55652
0.6 Remote Similarity NPC82799
0.6 Remote Similarity NPC474928
0.6 Remote Similarity NPC242930
0.6 Remote Similarity NPC314678
0.5976 Remote Similarity NPC193029
0.5976 Remote Similarity NPC473357
0.5976 Remote Similarity NPC470663
0.596 Remote Similarity NPC45313
0.596 Remote Similarity NPC175614
0.5952 Remote Similarity NPC42526
0.5952 Remote Similarity NPC129630
0.5952 Remote Similarity NPC315199
0.5949 Remote Similarity NPC51166
0.5949 Remote Similarity NPC145627
0.5949 Remote Similarity NPC321838
0.5946 Remote Similarity NPC270041
0.5946 Remote Similarity NPC26102
0.5946 Remote Similarity NPC474496
0.5946 Remote Similarity NPC477724
0.5946 Remote Similarity NPC187361
0.593 Remote Similarity NPC474321
0.593 Remote Similarity NPC470993
0.593 Remote Similarity NPC477422
0.593 Remote Similarity NPC470992
0.5926 Remote Similarity NPC296436
0.5926 Remote Similarity NPC176215
0.5926 Remote Similarity NPC473722
0.5909 Remote Similarity NPC325936
0.5909 Remote Similarity NPC476703
0.5904 Remote Similarity NPC273508
0.5904 Remote Similarity NPC209327
0.5904 Remote Similarity NPC268922
0.589 Remote Similarity NPC29234
0.589 Remote Similarity NPC261571
0.5882 Remote Similarity NPC306085
0.5877 Remote Similarity NPC478138
0.5875 Remote Similarity NPC477106
0.5867 Remote Similarity NPC256209
0.5867 Remote Similarity NPC49059
0.5851 Remote Similarity NPC306838
0.5823 Remote Similarity NPC57846
0.5823 Remote Similarity NPC474014
0.5823 Remote Similarity NPC30126
0.5814 Remote Similarity NPC470435
0.5806 Remote Similarity NPC192025
0.5806 Remote Similarity NPC125253
0.5806 Remote Similarity NPC253975
0.5797 Remote Similarity NPC252978
0.5789 Remote Similarity NPC477726
0.5789 Remote Similarity NPC470282
0.5789 Remote Similarity NPC477725
0.5789 Remote Similarity NPC281590
0.5784 Remote Similarity NPC135799
0.5783 Remote Similarity NPC471418
0.5783 Remote Similarity NPC171850
0.578 Remote Similarity NPC279383
0.5778 Remote Similarity NPC476701
0.5773 Remote Similarity NPC319021
0.5769 Remote Similarity NPC55336
0.5766 Remote Similarity NPC304646

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC3094 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
0.7639 Intermediate Similarity NPD3210 Clinical (unspecified phase)
0.6962 Remote Similarity NPD3212 Clinical (unspecified phase)
0.6957 Remote Similarity NPD3215 Phase 1
0.6667 Remote Similarity NPD3214 Discontinued
0.6452 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6207 Remote Similarity NPD3732 Approved
0.6075 Remote Similarity NPD6430 Approved
0.6075 Remote Similarity NPD6429 Approved
0.5977 Remote Similarity NPD818 Approved
0.5977 Remote Similarity NPD819 Approved
0.5816 Remote Similarity NPD5781 Clinical (unspecified phase)
0.5802 Remote Similarity NPD3197 Phase 1
0.575 Remote Similarity NPD6949 Clinical (unspecified phase)
0.5727 Remote Similarity NPD3731 Phase 3
0.5714 Remote Similarity NPD6936 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6935 Phase 3
0.5663 Remote Similarity NPD9030 Approved
0.5663 Remote Similarity NPD9032 Approved
0.5663 Remote Similarity NPD9031 Approved
0.5663 Remote Similarity NPD9033 Approved
0.5652 Remote Similarity NPD8444 Approved
0.5625 Remote Similarity NPD4830 Approved
0.5625 Remote Similarity NPD4832 Approved
0.5625 Remote Similarity NPD4831 Approved

Structure

External Identifiers

PubChem CID   50901043
ChEMBL   CHEMBL1641873
ZINC  

Physicochemical Properties

Molecular Weight:  463.44
ALogP:  -4.3906
MLogP:  4.43
XLogP:  12.27
# Rotatable Bonds:  26
Polar Surface Area:  55.48
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  33

Download Data

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Structure MOL file  
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Similar NPs/Drugs