Natural Product: NPC475714

Natural Product ID:  NPC475714
Common Name:   5-((R,5Z,9Z)-13-(2,5-Dimethoxy-2,5-Dihydrofuran-3-Yl)-2,6,10-Trimethyltrideca-5,9-Dienylidene)-4-Hydroxy-3-Methylfuran-2(5H)-One
IUPAC Name:   (5Z)-5-[(2R,5Z,9Z)-13-(2,5-dimethoxy-2,5-dihydrofuran-3-yl)-2,6,10-trimethyltrideca-5,9-dienylidene]-4-hydroxy-3-methylfuran-2-one
Synonyms:  
Molecular Formula:   C27H40O6
Standard InCHIKey:  DWEDIMJGKRGQNM-ACTRYHLWSA-N
Standard InCHI:  InChI=1S/C27H40O6/c1-18(12-8-14-20(3)16-23-25(28)21(4)26(29)32-23)10-7-11-19(2)13-9-15-22-17-24(30-5)33-27(22)31-6/h11-12,16-17,20,24,27-28H,7-10,13-15H2,1-6H3/b18-12-,19-11-,23-16-/t20-,24?,27?/m1/s1
Canonical SMILES:  COC1OC(C=C1CCC/C(=CCC/C(=CCC[C@H](/C=C/1OC(=O)C(=C1O)C)C)/C)/C)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
NPO33064 sarcotragus sp. Species Irciniidae Eukaryota PMID[18341287]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC = 50 ug/ml 3656364
NPT1087 Individual Protein Isocitrate lyase Candida albicans IC50 = 43.8 ug/ml DrugMatrix in vivo data: Hematology
NPT111 Cell Line K562 Homo sapiens LC50 = 83 ug/ml 18434144
NPT19 Organism Escherichia coli Escherichia coli MIC > 100 ug/ml 23511018
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 100 ug/ml PubChem BioAssay data set
NPT766 Organism Proteus vulgaris Proteus vulgaris MIC > 100 ug/ml 19245260
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 100 ug/ml 12617583
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium MIC > 100 ug/ml 17067155
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 100 ug/ml 17850214
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 50 ug/ml 20805391
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 100 ug/ml 22194678

  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 NPC475714 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
0.962 High Similarity NPC475706
0.9615 High Similarity NPC474028
0.9615 High Similarity NPC474439
0.9157 High Similarity NPC475739
0.9024 High Similarity NPC474424
0.8721 High Similarity NPC474098
0.8721 High Similarity NPC475995
0.8372 Intermediate Similarity NPC45409
0.7889 Intermediate Similarity NPC475879
0.7683 Intermediate Similarity NPC470686
0.7531 Intermediate Similarity NPC64234
0.7531 Intermediate Similarity NPC37929
0.7526 Intermediate Similarity NPC219038
0.75 Intermediate Similarity NPC313444
0.7449 Intermediate Similarity NPC471599
0.7447 Intermediate Similarity NPC470521
0.7419 Intermediate Similarity NPC470520
0.7412 Intermediate Similarity NPC315394
0.7407 Intermediate Similarity NPC232812
0.7386 Intermediate Similarity NPC471298
0.7347 Intermediate Similarity NPC20673
0.734 Intermediate Similarity NPC238090
0.734 Intermediate Similarity NPC472196
0.734 Intermediate Similarity NPC59646
0.734 Intermediate Similarity NPC472195
0.732 Intermediate Similarity NPC151093
0.7317 Intermediate Similarity NPC473361
0.7317 Intermediate Similarity NPC315597
0.7317 Intermediate Similarity NPC315285
0.7317 Intermediate Similarity NPC316029
0.7317 Intermediate Similarity NPC329904
0.7312 Intermediate Similarity NPC327253
0.7312 Intermediate Similarity NPC3436
0.7312 Intermediate Similarity NPC118078
0.7303 Intermediate Similarity NPC471297
0.7292 Intermediate Similarity NPC473333
0.7263 Intermediate Similarity NPC159698
0.7262 Intermediate Similarity NPC315843
0.7262 Intermediate Similarity NPC107654
0.725 Intermediate Similarity NPC191233
0.725 Intermediate Similarity NPC315115
0.7245 Intermediate Similarity NPC244878
0.7234 Intermediate Similarity NPC175842
0.7234 Intermediate Similarity NPC32494
0.7222 Intermediate Similarity NPC475035
0.7222 Intermediate Similarity NPC266718
0.7222 Intermediate Similarity NPC471302
0.7222 Intermediate Similarity NPC161670
0.7222 Intermediate Similarity NPC471301
0.7216 Intermediate Similarity NPC471490
0.7216 Intermediate Similarity NPC2666
0.7209 Intermediate Similarity NPC68156
0.7204 Intermediate Similarity NPC225283
0.7204 Intermediate Similarity NPC242877
0.7204 Intermediate Similarity NPC64913
0.7195 Intermediate Similarity NPC470693
0.7191 Intermediate Similarity NPC471296
0.7191 Intermediate Similarity NPC324170
0.7188 Intermediate Similarity NPC471492
0.7172 Intermediate Similarity NPC98859
0.7172 Intermediate Similarity NPC4637
0.716 Intermediate Similarity NPC472266
0.7158 Intermediate Similarity NPC320552
0.7143 Intermediate Similarity NPC124181
0.7143 Intermediate Similarity NPC471494
0.7125 Intermediate Similarity NPC220766
0.7097 Intermediate Similarity NPC260343
0.7089 Intermediate Similarity NPC475073
0.7065 Intermediate Similarity NPC311163
0.7065 Intermediate Similarity NPC208473
0.7053 Intermediate Similarity NPC477749
0.7045 Intermediate Similarity NPC471537
0.7041 Intermediate Similarity NPC153559
0.7033 Intermediate Similarity NPC41856
0.7033 Intermediate Similarity NPC473308
0.7024 Intermediate Similarity NPC316185
0.7024 Intermediate Similarity NPC84038
0.7021 Intermediate Similarity NPC139418
0.7021 Intermediate Similarity NPC477748
0.7011 Intermediate Similarity NPC473756
0.7011 Intermediate Similarity NPC471225
0.7011 Intermediate Similarity NPC316324
0.7011 Intermediate Similarity NPC473825
0.7011 Intermediate Similarity NPC10572
0.7 Intermediate Similarity NPC473529
0.7 Intermediate Similarity NPC323251
0.7 Intermediate Similarity NPC11332
0.7 Intermediate Similarity NPC473780
0.7 Intermediate Similarity NPC180363
0.7 Intermediate Similarity NPC475159
0.7 Intermediate Similarity NPC65930
0.7 Intermediate Similarity NPC145914
0.7 Intermediate Similarity NPC329829
0.7 Intermediate Similarity NPC73310
0.7 Intermediate Similarity NPC131002
0.7 Intermediate Similarity NPC94875
0.7 Intermediate Similarity NPC473712
0.6989 Remote Similarity NPC313658
0.6989 Remote Similarity NPC316138
0.6989 Remote Similarity NPC475186
0.6989 Remote Similarity NPC475037
0.6989 Remote Similarity NPC475678
0.6989 Remote Similarity NPC118077
0.6988 Remote Similarity NPC475004
0.6979 Remote Similarity NPC282644
0.6979 Remote Similarity NPC473723
0.6979 Remote Similarity NPC29798
0.6979 Remote Similarity NPC473561
0.6979 Remote Similarity NPC156553
0.6979 Remote Similarity NPC473663
0.6979 Remote Similarity NPC473520
0.6979 Remote Similarity NPC189651
0.6979 Remote Similarity NPC475173
0.6979 Remote Similarity NPC475098
0.6977 Remote Similarity NPC478194
0.6977 Remote Similarity NPC478193
0.6977 Remote Similarity NPC478192
0.6977 Remote Similarity NPC478191
0.6977 Remote Similarity NPC478195
0.6977 Remote Similarity NPC478196
0.6977 Remote Similarity NPC315552
0.697 Remote Similarity NPC473307
0.697 Remote Similarity NPC203627
0.6957 Remote Similarity NPC163606
0.6957 Remote Similarity NPC471223
0.6957 Remote Similarity NPC474860
0.6957 Remote Similarity NPC475034
0.6957 Remote Similarity NPC471300
0.6957 Remote Similarity NPC67081
0.6957 Remote Similarity NPC472442
0.6947 Remote Similarity NPC202886
0.6947 Remote Similarity NPC473904
0.6941 Remote Similarity NPC476490
0.6941 Remote Similarity NPC476489
0.6941 Remote Similarity NPC474705
0.6941 Remote Similarity NPC316851
0.6932 Remote Similarity NPC108816
0.6932 Remote Similarity NPC93763
0.6923 Remote Similarity NPC142111
0.6923 Remote Similarity NPC473315
0.6923 Remote Similarity NPC475947
0.6923 Remote Similarity NPC472440
0.6923 Remote Similarity NPC253801
0.6923 Remote Similarity NPC284472
0.6923 Remote Similarity NPC229799
0.6923 Remote Similarity NPC144415
0.6923 Remote Similarity NPC286770
0.6915 Remote Similarity NPC472809
0.6915 Remote Similarity NPC472810
0.6914 Remote Similarity NPC471556
0.6907 Remote Similarity NPC470255
0.6905 Remote Similarity NPC4299
0.6905 Remote Similarity NPC59558
0.6905 Remote Similarity NPC67183
0.6897 Remote Similarity NPC123360
0.6893 Remote Similarity NPC239961
0.6893 Remote Similarity NPC82251
0.6889 Remote Similarity NPC474894
0.6882 Remote Similarity NPC469483
0.6875 Remote Similarity NPC473707
0.6869 Remote Similarity NPC52820
0.6867 Remote Similarity NPC310210
0.6867 Remote Similarity NPC474823
0.6863 Remote Similarity NPC197736
0.686 Remote Similarity NPC474758
0.6854 Remote Similarity NPC321728
0.6854 Remote Similarity NPC99651
0.6854 Remote Similarity NPC271632
0.6848 Remote Similarity NPC163093
0.6848 Remote Similarity NPC126518
0.6848 Remote Similarity NPC156804
0.6842 Remote Similarity NPC470734
0.6837 Remote Similarity NPC241407
0.6837 Remote Similarity NPC170204
0.6837 Remote Similarity NPC476487
0.6837 Remote Similarity NPC291709
0.6837 Remote Similarity NPC476488
0.6832 Remote Similarity NPC198992
0.6827 Remote Similarity NPC474285
0.6827 Remote Similarity NPC254538
0.6824 Remote Similarity NPC477087
0.6824 Remote Similarity NPC477086
0.6813 Remote Similarity NPC310450
0.6813 Remote Similarity NPC474959
0.6813 Remote Similarity NPC11383
0.6813 Remote Similarity NPC251026
0.6813 Remote Similarity NPC475046
0.6813 Remote Similarity NPC16321
0.6804 Remote Similarity NPC11456
0.68 Remote Similarity NPC90819
0.68 Remote Similarity NPC474440
0.68 Remote Similarity NPC471610
0.6796 Remote Similarity NPC86095
0.6786 Remote Similarity NPC101622
0.6786 Remote Similarity NPC151481
0.6782 Remote Similarity NPC329852
0.6782 Remote Similarity NPC469414
0.6782 Remote Similarity NPC329826
0.6778 Remote Similarity NPC190008
0.6774 Remote Similarity NPC475268

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475714 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
0.6848 Remote Similarity NPD6400 Clinical (unspecified phase)
0.68 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6771 Remote Similarity NPD7838 Discovery
0.6604 Remote Similarity NPD6686 Approved
0.6429 Remote Similarity NPD46 Approved
0.6429 Remote Similarity NPD6698 Approved
0.6383 Remote Similarity NPD7154 Phase 3
0.631 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6277 Remote Similarity NPD5209 Approved
0.6264 Remote Similarity NPD4756 Discovery
0.625 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6207 Remote Similarity NPD7503 Approved
0.62 Remote Similarity NPD7983 Approved
0.6154 Remote Similarity NPD4225 Approved
0.6122 Remote Similarity NPD4251 Approved
0.6122 Remote Similarity NPD4250 Approved
0.6105 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6095 Remote Similarity NPD6648 Approved
0.6087 Remote Similarity NPD7328 Approved
0.6087 Remote Similarity NPD7327 Approved
0.6071 Remote Similarity NPD969 Suspended
0.6064 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6044 Remote Similarity NPD8039 Approved
0.6042 Remote Similarity NPD5362 Discontinued
0.6042 Remote Similarity NPD6110 Phase 1
0.6034 Remote Similarity NPD7516 Approved
0.6024 Remote Similarity NPD4246 Clinical (unspecified phase)
0.602 Remote Similarity NPD4249 Approved
0.6 Remote Similarity NPD7505 Discontinued
0.5983 Remote Similarity NPD8294 Approved
0.5983 Remote Similarity NPD8377 Approved
0.5941 Remote Similarity NPD5785 Approved
0.5932 Remote Similarity NPD8513 Phase 3
0.5932 Remote Similarity NPD8033 Approved
0.5932 Remote Similarity NPD8378 Approved
0.5932 Remote Similarity NPD8335 Approved
0.5932 Remote Similarity NPD8517 Approved
0.5932 Remote Similarity NPD8515 Approved
0.5932 Remote Similarity NPD8516 Approved
0.5932 Remote Similarity NPD8296 Approved
0.5932 Remote Similarity NPD8379 Approved
0.5932 Remote Similarity NPD8380 Approved
0.5909 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5897 Remote Similarity NPD6927 Phase 3
0.5888 Remote Similarity NPD5344 Discontinued
0.5876 Remote Similarity NPD5331 Approved
0.5876 Remote Similarity NPD5332 Approved
0.5868 Remote Similarity NPD7507 Approved
0.5851 Remote Similarity NPD4268 Approved
0.5851 Remote Similarity NPD4271 Approved
0.5841 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5833 Remote Similarity NPD4790 Discontinued
0.5814 Remote Similarity NPD5325 Clinical (unspecified phase)
0.581 Remote Similarity NPD4792 Clinical (unspecified phase)
0.581 Remote Similarity NPD7839 Suspended
0.5794 Remote Similarity NPD7640 Approved
0.5794 Remote Similarity NPD7639 Approved
0.5758 Remote Similarity NPD5363 Approved
0.5752 Remote Similarity NPD6371 Approved
0.5729 Remote Similarity NPD4820 Approved
0.5729 Remote Similarity NPD4822 Approved
0.5729 Remote Similarity NPD4819 Approved
0.5729 Remote Similarity NPD4821 Approved
0.5728 Remote Similarity NPD7637 Suspended
0.5726 Remote Similarity NPD7319 Approved
0.5702 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5702 Remote Similarity NPD7829 Approved
0.5702 Remote Similarity NPD7830 Approved
0.5701 Remote Similarity NPD7638 Approved
0.5684 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5673 Remote Similarity NPD5778 Approved
0.5673 Remote Similarity NPD5779 Approved
0.5641 Remote Similarity NPD4220 Pre-registration
0.5636 Remote Similarity NPD6647 Phase 2
0.5625 Remote Similarity NPD6412 Phase 2
0.5618 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5614 Remote Similarity NPD2067 Discontinued
0.5612 Remote Similarity NPD4269 Approved
0.5612 Remote Similarity NPD4270 Approved
0.56 Remote Similarity NPD1733 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   54729899
ChEMBL   CHEMBL512464
ZINC  

Physicochemical Properties

Molecular Weight:  460.28
ALogP:  3.1877
MLogP:  3.77
XLogP:  6.184
# Rotatable Bonds:  20
Polar Surface Area:  74.22
# H-Bond Aceptor:  6
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  33

Download Data

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