Natural Product: NPC475762

Natural Product ID:  NPC475762
Common Name:   [(2R,3S)-6-Oxo-2-[(1S,2R,3S)-1,2,3-Triacetyloxyheptyl]-2,3-Dihydropyran-3-Yl] Acetate
IUPAC Name:   [(2R,3S)-6-oxo-2-[(1S,2R,3S)-1,2,3-triacetyloxyheptyl]-2,3-dihydropyran-3-yl] acetate
Synonyms:  
Molecular Formula:   C20H28O10
Standard InCHIKey:  MORVXKHVGBWREP-UFHDJZAFSA-N
Standard InCHI:  InChI=1S/C20H28O10/c1-6-7-8-15(26-11(2)21)18(28-13(4)23)20(29-14(5)24)19-16(27-12(3)22)9-10-17(25)30-19/h9-10,15-16,18-20H,6-8H2,1-5H3/t15-,16-,18+,19+,20-/m0/s1
Canonical SMILES:  CCCC[C@@H]([C@H]([C@@H]([C@@H]1OC(=O)C=C[C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
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
NPO28865 Hyptis pectinata Species Lamiaceae Eukaryota PMID[8496706]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC = 200 ug/ml 11809072
NPT20 Organism Candida albicans Candida albicans MIC = 500 ug/ml 24927000
NPT91 Cell Line KB Homo sapiens ED50 = 4.4 ug/ml 11495582
NPT2 Others Unspecified ED50 = 7 ug/ml 8277308
NPT453 Cell Line HT-1080 Homo sapiens ED50 = 8.4 ug/ml 16608209
NPT2 Others Unspecified ED50 = 7.6 ug/ml 17420206
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 4 mm 20547799
NPT762 Cell Line A-431 Homo sapiens ED50 = 2.6 ug/ml 12398543
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 100 ug/ml 20430633
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 50 ug/ml 16252924
NPT168 Cell Line P388 Mus musculus ED50 = 0.4 ug/ml 19132934
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 = 4.5 ug/ml 25819096
NPT19 Organism Escherichia coli Escherichia coli MIC = 300 ug/ml 12662097
NPT133 Cell Line ZR-75-1 Homo sapiens ED50 = 7.8 ug/ml 19604701
NPT858 Cell Line LNCaP Homo sapiens ED50 = 1.9 ug/ml 19604701
NPT79 Organism Bacillus subtilis Bacillus subtilis IZ = 5 mm 26005918
NPT2 Others Unspecified ED50 = 6.3 ug/ml PubChem BioAssay data set
NPT2 Others Unspecified ED50 = 4.9 ug/ml 9873632

  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 NPC475762 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
0.9545 High Similarity NPC475760
0.9296 High Similarity NPC474026
0.9041 High Similarity NPC473947
0.9041 High Similarity NPC180725
0.8939 High Similarity NPC25747
0.8939 High Similarity NPC148233
0.8919 High Similarity NPC133226
0.8919 High Similarity NPC470147
0.8904 High Similarity NPC248775
0.8784 High Similarity NPC470149
0.8784 High Similarity NPC470148
0.875 High Similarity NPC327041
0.875 High Similarity NPC285840
0.8732 High Similarity NPC327383
0.8732 High Similarity NPC185186
0.8676 High Similarity NPC124586
0.8514 High Similarity NPC475711
0.8485 Intermediate Similarity NPC26223
0.8382 Intermediate Similarity NPC308457
0.8333 Intermediate Similarity NPC159650
0.8333 Intermediate Similarity NPC22897
0.8219 Intermediate Similarity NPC329914
0.8077 Intermediate Similarity NPC469469
0.8052 Intermediate Similarity NPC139712
0.8052 Intermediate Similarity NPC1180
0.8026 Intermediate Similarity NPC233071
0.8025 Intermediate Similarity NPC208473
0.7973 Intermediate Similarity NPC329890
0.7945 Intermediate Similarity NPC476012
0.7895 Intermediate Similarity NPC188860
0.7857 Intermediate Similarity NPC177668
0.7778 Intermediate Similarity NPC473308
0.775 Intermediate Similarity NPC251026
0.7746 Intermediate Similarity NPC96414
0.7738 Intermediate Similarity NPC133450
0.7703 Intermediate Similarity NPC476037
0.7654 Intermediate Similarity NPC473315
0.7654 Intermediate Similarity NPC142111
0.7647 Intermediate Similarity NPC3952
0.7639 Intermediate Similarity NPC201356
0.7632 Intermediate Similarity NPC477204
0.7625 Intermediate Similarity NPC184208
0.7625 Intermediate Similarity NPC8538
0.7586 Intermediate Similarity NPC256368
0.7561 Intermediate Similarity NPC474251
0.7536 Intermediate Similarity NPC474267
0.75 Intermediate Similarity NPC19769
0.747 Intermediate Similarity NPC470124
0.7468 Intermediate Similarity NPC477314
0.7442 Intermediate Similarity NPC473311
0.7439 Intermediate Similarity NPC170286
0.7436 Intermediate Similarity NPC326661
0.7429 Intermediate Similarity NPC158368
0.7429 Intermediate Similarity NPC226872
0.7429 Intermediate Similarity NPC154908
0.7429 Intermediate Similarity NPC252851
0.7412 Intermediate Similarity NPC21208
0.7412 Intermediate Similarity NPC280621
0.7412 Intermediate Similarity NPC48338
0.7412 Intermediate Similarity NPC40376
0.7412 Intermediate Similarity NPC20339
0.7412 Intermediate Similarity NPC233551
0.7407 Intermediate Similarity NPC315731
0.7407 Intermediate Similarity NPC473339
0.7407 Intermediate Similarity NPC471552
0.7397 Intermediate Similarity NPC284447
0.7397 Intermediate Similarity NPC248125
0.7397 Intermediate Similarity NPC276299
0.7391 Intermediate Similarity NPC23418
0.7381 Intermediate Similarity NPC47937
0.7381 Intermediate Similarity NPC477428
0.7381 Intermediate Similarity NPC204048
0.7361 Intermediate Similarity NPC477456
0.7361 Intermediate Similarity NPC477457
0.7349 Intermediate Similarity NPC186155
0.7349 Intermediate Similarity NPC78673
0.7349 Intermediate Similarity NPC160517
0.7342 Intermediate Similarity NPC477203
0.7333 Intermediate Similarity NPC475332
0.7333 Intermediate Similarity NPC151481
0.7324 Intermediate Similarity NPC26810
0.7317 Intermediate Similarity NPC123908
0.7317 Intermediate Similarity NPC10080
0.7294 Intermediate Similarity NPC178215
0.7284 Intermediate Similarity NPC474739
0.7273 Intermediate Similarity NPC472195
0.7273 Intermediate Similarity NPC238090
0.7273 Intermediate Similarity NPC472196
0.7262 Intermediate Similarity NPC329615
0.7262 Intermediate Similarity NPC471494
0.7262 Intermediate Similarity NPC322529
0.7262 Intermediate Similarity NPC477013
0.7262 Intermediate Similarity NPC329838
0.7262 Intermediate Similarity NPC120398
0.7262 Intermediate Similarity NPC182383
0.7262 Intermediate Similarity NPC477014
0.7262 Intermediate Similarity NPC471567
0.7241 Intermediate Similarity NPC239517
0.7241 Intermediate Similarity NPC471569
0.7237 Intermediate Similarity NPC469660
0.7229 Intermediate Similarity NPC44261
0.7222 Intermediate Similarity NPC173329
0.7222 Intermediate Similarity NPC288350
0.7215 Intermediate Similarity NPC477202
0.7215 Intermediate Similarity NPC469880
0.7209 Intermediate Similarity NPC320458
0.7209 Intermediate Similarity NPC470137
0.7209 Intermediate Similarity NPC89001
0.7209 Intermediate Similarity NPC473905
0.72 Intermediate Similarity NPC218477
0.7195 Intermediate Similarity NPC297440
0.7191 Intermediate Similarity NPC159698
0.7176 Intermediate Similarity NPC231096
0.7176 Intermediate Similarity NPC107717
0.7176 Intermediate Similarity NPC61527
0.7176 Intermediate Similarity NPC232555
0.7176 Intermediate Similarity NPC475581
0.7176 Intermediate Similarity NPC171174
0.7176 Intermediate Similarity NPC477015
0.7176 Intermediate Similarity NPC142117
0.7176 Intermediate Similarity NPC134865
0.7176 Intermediate Similarity NPC279267
0.7176 Intermediate Similarity NPC62118
0.7176 Intermediate Similarity NPC69082
0.7176 Intermediate Similarity NPC311163
0.7176 Intermediate Similarity NPC103523
0.7176 Intermediate Similarity NPC114694
0.7176 Intermediate Similarity NPC240695
0.7162 Intermediate Similarity NPC146811
0.716 Intermediate Similarity NPC226226
0.716 Intermediate Similarity NPC55304
0.7159 Intermediate Similarity NPC471324
0.7159 Intermediate Similarity NPC114172
0.7159 Intermediate Similarity NPC469410
0.7159 Intermediate Similarity NPC206679
0.7159 Intermediate Similarity NPC476084
0.7159 Intermediate Similarity NPC476075
0.7143 Intermediate Similarity NPC475035
0.7143 Intermediate Similarity NPC156804
0.7143 Intermediate Similarity NPC477084
0.7143 Intermediate Similarity NPC163093
0.7143 Intermediate Similarity NPC266718
0.7126 Intermediate Similarity NPC20621
0.7126 Intermediate Similarity NPC40066
0.7126 Intermediate Similarity NPC477016
0.7126 Intermediate Similarity NPC42598
0.7126 Intermediate Similarity NPC93794
0.7126 Intermediate Similarity NPC477011
0.7126 Intermediate Similarity NPC91067
0.7126 Intermediate Similarity NPC473504
0.7126 Intermediate Similarity NPC318963
0.7126 Intermediate Similarity NPC81778
0.7126 Intermediate Similarity NPC477017
0.7108 Intermediate Similarity NPC475690
0.7093 Intermediate Similarity NPC199382
0.7093 Intermediate Similarity NPC475037
0.7093 Intermediate Similarity NPC258068
0.7093 Intermediate Similarity NPC476583
0.7093 Intermediate Similarity NPC20533
0.7079 Intermediate Similarity NPC109406
0.7079 Intermediate Similarity NPC159092
0.7059 Intermediate Similarity NPC223871
0.7059 Intermediate Similarity NPC286338
0.7059 Intermediate Similarity NPC132496
0.7059 Intermediate Similarity NPC107986
0.7059 Intermediate Similarity NPC82795
0.7059 Intermediate Similarity NPC103284
0.7059 Intermediate Similarity NPC475034
0.7059 Intermediate Similarity NPC66346
0.7059 Intermediate Similarity NPC283085
0.7059 Intermediate Similarity NPC473669
0.7059 Intermediate Similarity NPC473478
0.7059 Intermediate Similarity NPC110710
0.7059 Intermediate Similarity NPC1083
0.7059 Intermediate Similarity NPC473651
0.7059 Intermediate Similarity NPC231009
0.7051 Intermediate Similarity NPC477085
0.7051 Intermediate Similarity NPC477311
0.7051 Intermediate Similarity NPC474705
0.7051 Intermediate Similarity NPC284006
0.7051 Intermediate Similarity NPC477303
0.7045 Intermediate Similarity NPC473904
0.7045 Intermediate Similarity NPC475748
0.7037 Intermediate Similarity NPC182292
0.7033 Intermediate Similarity NPC255410
0.7033 Intermediate Similarity NPC472995
0.7027 Intermediate Similarity NPC182794
0.7024 Intermediate Similarity NPC315559
0.7024 Intermediate Similarity NPC116543
0.7024 Intermediate Similarity NPC253801
0.7011 Intermediate Similarity NPC274446
0.7011 Intermediate Similarity NPC172821
0.7011 Intermediate Similarity NPC81045
0.7011 Intermediate Similarity NPC151403
0.7011 Intermediate Similarity NPC287164
0.7011 Intermediate Similarity NPC169511
0.7011 Intermediate Similarity NPC100454
0.7011 Intermediate Similarity NPC171135
0.7011 Intermediate Similarity NPC261952
0.7011 Intermediate Similarity NPC242364

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475762 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
0.7442 Intermediate Similarity NPD7838 Discovery
0.7241 Intermediate Similarity NPD46 Approved
0.7241 Intermediate Similarity NPD6698 Approved
0.6882 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6809 Remote Similarity NPD6648 Approved
0.68 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6737 Remote Similarity NPD5344 Discontinued
0.6477 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6413 Remote Similarity NPD7983 Approved
0.6238 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6222 Remote Similarity NPD4249 Approved
0.618 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6176 Remote Similarity NPD6686 Approved
0.6154 Remote Similarity NPD4251 Approved
0.6154 Remote Similarity NPD4250 Approved
0.6136 Remote Similarity NPD5209 Approved
0.6092 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6022 Remote Similarity NPD1695 Approved
0.602 Remote Similarity NPD4225 Approved
0.6 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5955 Remote Similarity NPD4752 Clinical (unspecified phase)
0.593 Remote Similarity NPD4756 Discovery
0.5915 Remote Similarity NPD6927 Phase 3
0.5905 Remote Similarity NPD6371 Approved
0.5882 Remote Similarity NPD8039 Approved
0.5862 Remote Similarity NPD4268 Approved
0.5862 Remote Similarity NPD4271 Approved
0.5844 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5823 Remote Similarity NPD3197 Phase 1
0.5823 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5804 Remote Similarity NPD7503 Approved
0.5789 Remote Similarity NPD5785 Approved
0.5789 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5789 Remote Similarity NPD6109 Phase 1
0.5789 Remote Similarity NPD585 Clinical (unspecified phase)
0.5789 Remote Similarity NPD69 Approved
0.5789 Remote Similarity NPD9119 Approved
0.5761 Remote Similarity NPD1694 Approved
0.573 Remote Similarity NPD4820 Approved
0.573 Remote Similarity NPD4819 Approved
0.573 Remote Similarity NPD4822 Approved
0.573 Remote Similarity NPD4821 Approved
0.5714 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7154 Phase 3
0.5714 Remote Similarity NPD5343 Approved
0.5702 Remote Similarity NPD7829 Approved
0.5702 Remote Similarity NPD7830 Approved
0.57 Remote Similarity NPD7638 Approved
0.5694 Remote Similarity NPD1400 Approved
0.5694 Remote Similarity NPD28 Approved
0.5694 Remote Similarity NPD1399 Approved
0.5694 Remote Similarity NPD29 Approved
0.5679 Remote Similarity NPD6108 Clinical (unspecified phase)
0.567 Remote Similarity NPD5779 Approved
0.567 Remote Similarity NPD5778 Approved
0.5658 Remote Similarity NPD9118 Approved
0.5657 Remote Similarity NPD7839 Suspended
0.5657 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5648 Remote Similarity NPD6053 Discontinued
0.5644 Remote Similarity NPD7639 Approved
0.5644 Remote Similarity NPD7640 Approved
0.5619 Remote Similarity NPD5954 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10387847
ChEMBL   CHEMBL514889
ZINC  

Physicochemical Properties

Molecular Weight:  428.17
ALogP:  -1.1195
MLogP:  2.56
XLogP:  2.602
# Rotatable Bonds:  19
Polar Surface Area:  131.5
# H-Bond Aceptor:  10
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  30

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