Natural Product: NPC475376

Natural Product ID:  NPC475376
Common Name:   Azadirachtol
IUPAC Name:  
Synonyms:   Azadirachtol
Molecular Formula:   C28H36O13
Standard InCHIKey:  KPVJTWLSYIGGCU-KZBRQISASA-N
Standard InCHI:  InChI=1S/C28H36O13/c1-23(28-14-7-11(24(28,2)41-28)27(34)5-6-37-22(27)40-14)17-16(20(32)35-3)39-9-25(17)12(29)8-13(30)26(21(33)36-4)10-38-15(18(25)26)19(23)31/h5-6,11-19,22,29-31,34H,7-10H2,1-4H3/t11-,12+,13-,14+,15-,16+,17+,18-,19-,22+,23+,24+,25-,26+,27+,28+/m1/s1
Canonical SMILES:  COC(=O)[C@H]1OC[C@]23[C@@H]1[C@@](C)([C@@H]([C@H]1[C@H]3[C@@]([C@@H](C[C@@H]2O)O)(CO1)C(=O)OC)O)[C@@]12O[C@@]2(C)[C@H]2C[C@@H]1O[C@H]1[C@]2(O)C=CO1
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
NPO1837 Azadirachta excelsa Species Meliaceae Eukaryota seed kernels PMID[16038546]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT849 Organism Plutella xylostella Plutella xylostella LD50 = 2.35 mg/kg DrugMatrix in vitro pharmacology data
NPT849 Organism Plutella xylostella Plutella xylostella LD50 = 1.78 mg/kg DrugMatrix in vitro pharmacology data
NPT849 Organism Plutella xylostella Plutella xylostella LD50 = 3.28 mg/kg 10869191
NPT849 Organism Plutella xylostella Plutella xylostella LD50 = 4.88 mg/kg 3210015

  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 NPC475376 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
0.9919 High Similarity NPC219058
0.9919 High Similarity NPC256618
0.9675 High Similarity NPC42206
0.9365 High Similarity NPC470117
0.9242 High Similarity NPC48813
0.9242 High Similarity NPC194854
0.9173 High Similarity NPC16729
0.9173 High Similarity NPC475462
0.9023 High Similarity NPC471172
0.9015 High Similarity NPC5153
0.9015 High Similarity NPC48414
0.8806 High Similarity NPC471171
0.8306 Intermediate Similarity NPC470115
0.8306 Intermediate Similarity NPC470116
0.8226 Intermediate Similarity NPC285086
0.8209 Intermediate Similarity NPC471234
0.813 Intermediate Similarity NPC86217
0.8049 Intermediate Similarity NPC305939
0.8 Intermediate Similarity NPC88668
0.8 Intermediate Similarity NPC65858
0.7984 Intermediate Similarity NPC130302
0.7984 Intermediate Similarity NPC98633
0.7955 Intermediate Similarity NPC273962
0.7953 Intermediate Similarity NPC475490
0.7939 Intermediate Similarity NPC135038
0.7939 Intermediate Similarity NPC267822
0.7939 Intermediate Similarity NPC43252
0.791 Intermediate Similarity NPC470880
0.7879 Intermediate Similarity NPC169818
0.7852 Intermediate Similarity NPC475389
0.7852 Intermediate Similarity NPC473838
0.7846 Intermediate Similarity NPC317635
0.7846 Intermediate Similarity NPC329008
0.7846 Intermediate Similarity NPC142882
0.784 Intermediate Similarity NPC255655
0.7795 Intermediate Similarity NPC102619
0.7778 Intermediate Similarity NPC471251
0.7778 Intermediate Similarity NPC56025
0.7761 Intermediate Similarity NPC473265
0.7761 Intermediate Similarity NPC117702
0.7761 Intermediate Similarity NPC473253
0.7761 Intermediate Similarity NPC146456
0.7761 Intermediate Similarity NPC469757
0.7761 Intermediate Similarity NPC470882
0.7761 Intermediate Similarity NPC471357
0.7761 Intermediate Similarity NPC305496
0.7744 Intermediate Similarity NPC473255
0.7744 Intermediate Similarity NPC475194
0.7734 Intermediate Similarity NPC79193
0.771 Intermediate Similarity NPC471406
0.7704 Intermediate Similarity NPC168899
0.7704 Intermediate Similarity NPC476091
0.7704 Intermediate Similarity NPC475636
0.7704 Intermediate Similarity NPC473620
0.7704 Intermediate Similarity NPC293623
0.7704 Intermediate Similarity NPC476078
0.7704 Intermediate Similarity NPC311534
0.7704 Intermediate Similarity NPC69273
0.7704 Intermediate Similarity NPC295220
0.7698 Intermediate Similarity NPC124053
0.7698 Intermediate Similarity NPC477236
0.7687 Intermediate Similarity NPC174367
0.7687 Intermediate Similarity NPC47113
0.7674 Intermediate Similarity NPC88945
0.7669 Intermediate Similarity NPC227397
0.7664 Intermediate Similarity NPC473805
0.7664 Intermediate Similarity NPC471855
0.7664 Intermediate Similarity NPC473519
0.7661 Intermediate Similarity NPC285927
0.7661 Intermediate Similarity NPC166079
0.7661 Intermediate Similarity NPC291414
0.7647 Intermediate Similarity NPC86159
0.7647 Intermediate Similarity NPC471352
0.7647 Intermediate Similarity NPC469754
0.7647 Intermediate Similarity NPC471359
0.7647 Intermediate Similarity NPC180079
0.7647 Intermediate Similarity NPC9499
0.7647 Intermediate Similarity NPC284406
0.7647 Intermediate Similarity NPC469752
0.7647 Intermediate Similarity NPC309096
0.7647 Intermediate Similarity NPC10823
0.7647 Intermediate Similarity NPC219085
0.7647 Intermediate Similarity NPC476851
0.7647 Intermediate Similarity NPC470851
0.7647 Intermediate Similarity NPC251866
0.7647 Intermediate Similarity NPC17896
0.7647 Intermediate Similarity NPC89514
0.7647 Intermediate Similarity NPC70542
0.7647 Intermediate Similarity NPC6108
0.7647 Intermediate Similarity NPC469753
0.7647 Intermediate Similarity NPC54614
0.7647 Intermediate Similarity NPC197707
0.7647 Intermediate Similarity NPC471358
0.7647 Intermediate Similarity NPC469755
0.7647 Intermediate Similarity NPC469751
0.7647 Intermediate Similarity NPC471360
0.7647 Intermediate Similarity NPC471361
0.7638 Intermediate Similarity NPC157476
0.7638 Intermediate Similarity NPC473062
0.7638 Intermediate Similarity NPC272242
0.763 Intermediate Similarity NPC470780
0.763 Intermediate Similarity NPC2757
0.7626 Intermediate Similarity NPC171619
0.7619 Intermediate Similarity NPC471250
0.7615 Intermediate Similarity NPC179429
0.7615 Intermediate Similarity NPC470171
0.7615 Intermediate Similarity NPC473304
0.7609 Intermediate Similarity NPC475487
0.7609 Intermediate Similarity NPC102015
0.7609 Intermediate Similarity NPC225385
0.7609 Intermediate Similarity NPC157817
0.7609 Intermediate Similarity NPC298783
0.7609 Intermediate Similarity NPC104585
0.7594 Intermediate Similarity NPC222688
0.7591 Intermediate Similarity NPC476852
0.7591 Intermediate Similarity NPC241008
0.7589 Intermediate Similarity NPC75616
0.7581 Intermediate Similarity NPC100078
0.7581 Intermediate Similarity NPC88469
0.7574 Intermediate Similarity NPC470850
0.7574 Intermediate Similarity NPC188291
0.7574 Intermediate Similarity NPC473888
0.7571 Intermediate Similarity NPC251998
0.7559 Intermediate Similarity NPC106760
0.7557 Intermediate Similarity NPC470776
0.7556 Intermediate Similarity NPC93368
0.7556 Intermediate Similarity NPC87662
0.7554 Intermediate Similarity NPC477234
0.7554 Intermediate Similarity NPC478072
0.754 Intermediate Similarity NPC208461
0.754 Intermediate Similarity NPC289702
0.7538 Intermediate Similarity NPC470628
0.7538 Intermediate Similarity NPC474046
0.7538 Intermediate Similarity NPC474734
0.7538 Intermediate Similarity NPC259306
0.7537 Intermediate Similarity NPC27363
0.7536 Intermediate Similarity NPC254614
0.7536 Intermediate Similarity NPC6274
0.7536 Intermediate Similarity NPC19124
0.7536 Intermediate Similarity NPC42670
0.7536 Intermediate Similarity NPC254146
0.7536 Intermediate Similarity NPC33378
0.7536 Intermediate Similarity NPC100390
0.7536 Intermediate Similarity NPC93416
0.752 Intermediate Similarity NPC306776
0.7519 Intermediate Similarity NPC470478
0.7519 Intermediate Similarity NPC275675
0.7519 Intermediate Similarity NPC97002
0.7519 Intermediate Similarity NPC477046
0.7519 Intermediate Similarity NPC102822
0.7519 Intermediate Similarity NPC132668
0.7518 Intermediate Similarity NPC295885
0.7518 Intermediate Similarity NPC140045
0.7518 Intermediate Similarity NPC471407
0.7518 Intermediate Similarity NPC596
0.7518 Intermediate Similarity NPC473593
0.75 Intermediate Similarity NPC477071
0.75 Intermediate Similarity NPC319570
0.75 Intermediate Similarity NPC19028
0.75 Intermediate Similarity NPC473203
0.75 Intermediate Similarity NPC42399
0.75 Intermediate Similarity NPC287423
0.75 Intermediate Similarity NPC262813
0.75 Intermediate Similarity NPC152091
0.75 Intermediate Similarity NPC179412
0.75 Intermediate Similarity NPC471356
0.75 Intermediate Similarity NPC9674
0.7482 Intermediate Similarity NPC116075
0.7482 Intermediate Similarity NPC247190
0.7482 Intermediate Similarity NPC469749
0.7482 Intermediate Similarity NPC146857
0.7482 Intermediate Similarity NPC142756
0.7482 Intermediate Similarity NPC32793
0.7481 Intermediate Similarity NPC470775
0.7481 Intermediate Similarity NPC130229
0.7481 Intermediate Similarity NPC176513
0.7465 Intermediate Similarity NPC79250
0.7465 Intermediate Similarity NPC477233
0.7465 Intermediate Similarity NPC290746
0.7465 Intermediate Similarity NPC477232
0.7464 Intermediate Similarity NPC159338
0.7464 Intermediate Similarity NPC213634
0.7464 Intermediate Similarity NPC16569
0.7464 Intermediate Similarity NPC253456
0.7464 Intermediate Similarity NPC173347
0.7463 Intermediate Similarity NPC28532
0.7462 Intermediate Similarity NPC469877
0.7462 Intermediate Similarity NPC470919
0.7447 Intermediate Similarity NPC141215
0.7447 Intermediate Similarity NPC59288
0.7447 Intermediate Similarity NPC289700
0.7447 Intermediate Similarity NPC62172
0.7447 Intermediate Similarity NPC190065
0.7447 Intermediate Similarity NPC471089
0.7445 Intermediate Similarity NPC476859
0.7444 Intermediate Similarity NPC472004
0.7444 Intermediate Similarity NPC241192
0.7444 Intermediate Similarity NPC112038
0.7442 Intermediate Similarity NPC477489
0.7442 Intermediate Similarity NPC471244

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475376 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
0.7727 Intermediate Similarity NPD6370 Approved
0.7704 Intermediate Similarity NPD7736 Approved
0.7647 Intermediate Similarity NPD7319 Approved
0.763 Intermediate Similarity NPD8293 Discontinued
0.763 Intermediate Similarity NPD7078 Approved
0.7612 Intermediate Similarity NPD7492 Approved
0.7576 Intermediate Similarity NPD6054 Approved
0.7556 Intermediate Similarity NPD6616 Approved
0.754 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.748 Intermediate Similarity NPD1700 Approved
0.7444 Intermediate Similarity NPD6059 Approved
0.7426 Intermediate Similarity NPD7507 Approved
0.7388 Intermediate Similarity NPD6016 Approved
0.7388 Intermediate Similarity NPD6015 Approved
0.7333 Intermediate Similarity NPD5988 Approved
0.7313 Intermediate Similarity NPD6319 Approved
0.7218 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD4057 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD4056 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD7516 Approved
0.7045 Intermediate Similarity NPD6882 Approved
0.7037 Intermediate Similarity NPD7327 Approved
0.7037 Intermediate Similarity NPD7328 Approved
0.7029 Intermediate Similarity NPD8328 Phase 3
0.7007 Intermediate Similarity NPD8033 Approved
0.7007 Intermediate Similarity NPD6921 Approved
0.6992 Remote Similarity NPD8133 Approved
0.6963 Remote Similarity NPD6009 Approved
0.695 Remote Similarity NPD6033 Approved
0.6917 Remote Similarity NPD8297 Approved
0.6899 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6884 Remote Similarity NPD8296 Approved
0.6884 Remote Similarity NPD8335 Approved
0.6884 Remote Similarity NPD8380 Approved
0.6884 Remote Similarity NPD8378 Approved
0.6884 Remote Similarity NPD8379 Approved
0.6842 Remote Similarity NPD6649 Approved
0.6842 Remote Similarity NPD6650 Approved
0.6818 Remote Similarity NPD6373 Approved
0.6818 Remote Similarity NPD6372 Approved
0.6812 Remote Similarity NPD8294 Approved
0.6812 Remote Similarity NPD8377 Approved
0.6763 Remote Similarity NPD8515 Approved
0.6763 Remote Similarity NPD8513 Phase 3
0.6763 Remote Similarity NPD7503 Approved
0.6763 Remote Similarity NPD8516 Approved
0.6763 Remote Similarity NPD8517 Approved
0.6742 Remote Similarity NPD6899 Approved
0.6742 Remote Similarity NPD6881 Approved
0.6742 Remote Similarity NPD7320 Approved
0.6741 Remote Similarity NPD4632 Approved
0.6718 Remote Similarity NPD5739 Approved
0.6718 Remote Similarity NPD6675 Approved
0.6718 Remote Similarity NPD6008 Approved
0.6718 Remote Similarity NPD7128 Approved
0.6718 Remote Similarity NPD6402 Approved
0.6715 Remote Similarity NPD7115 Discovery
0.6692 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6412 Phase 2
0.6667 Remote Similarity NPD5697 Approved
0.6667 Remote Similarity NPD7604 Phase 2
0.6642 Remote Similarity NPD7102 Approved
0.6642 Remote Similarity NPD6883 Approved
0.6642 Remote Similarity NPD7290 Approved
0.6642 Remote Similarity NPD4634 Approved
0.6617 Remote Similarity NPD6686 Approved
0.6593 Remote Similarity NPD6847 Approved
0.6593 Remote Similarity NPD6869 Approved
0.6593 Remote Similarity NPD6617 Approved
0.6593 Remote Similarity NPD8130 Phase 1
0.6567 Remote Similarity NPD6014 Approved
0.6567 Remote Similarity NPD6012 Approved
0.6567 Remote Similarity NPD6013 Approved
0.6541 Remote Similarity NPD5701 Approved
0.6525 Remote Similarity NPD5983 Phase 2
0.6493 Remote Similarity NPD6011 Approved
0.6458 Remote Similarity NPD6336 Discontinued
0.6444 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6397 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6395 Remote Similarity NPD5956 Approved
0.6364 Remote Similarity NPD5211 Phase 2
0.635 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6319 Remote Similarity NPD6067 Discontinued
0.6304 Remote Similarity NPD6053 Discontinued
0.6301 Remote Similarity NPD8074 Phase 3
0.6269 Remote Similarity NPD5141 Approved
0.6268 Remote Similarity NPD7100 Approved
0.6268 Remote Similarity NPD7101 Approved
0.625 Remote Similarity NPD8171 Discontinued
0.6232 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6221 Remote Similarity NPD7799 Discontinued
0.6212 Remote Similarity NPD5286 Approved
0.6212 Remote Similarity NPD4696 Approved
0.6212 Remote Similarity NPD5285 Approved
0.6197 Remote Similarity NPD6335 Approved
0.6183 Remote Similarity NPD6083 Phase 2
0.6183 Remote Similarity NPD6084 Phase 2
0.6183 Remote Similarity NPD4755 Approved
0.6181 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6176 Remote Similarity NPD5954 Clinical (unspecified phase)
0.617 Remote Similarity NPD6274 Approved
0.6127 Remote Similarity NPD6317 Approved
0.6119 Remote Similarity NPD5224 Approved
0.6119 Remote Similarity NPD5225 Approved
0.6119 Remote Similarity NPD5226 Approved
0.6119 Remote Similarity NPD4633 Approved
0.609 Remote Similarity NPD7639 Approved
0.609 Remote Similarity NPD4700 Approved
0.609 Remote Similarity NPD7640 Approved
0.6084 Remote Similarity NPD6313 Approved
0.6084 Remote Similarity NPD6314 Approved
0.6074 Remote Similarity NPD5175 Approved
0.6074 Remote Similarity NPD5174 Approved
0.6069 Remote Similarity NPD6909 Approved
0.6069 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6069 Remote Similarity NPD6908 Approved
0.6058 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6047 Remote Similarity NPD8035 Phase 2
0.6047 Remote Similarity NPD8034 Phase 2
0.6045 Remote Similarity NPD5223 Approved
0.6027 Remote Similarity NPD8080 Discontinued
0.6015 Remote Similarity NPD7638 Approved
0.6015 Remote Similarity NPD5696 Approved
0.6015 Remote Similarity NPD4225 Approved
0.6014 Remote Similarity NPD4729 Approved
0.6014 Remote Similarity NPD4730 Approved
0.6 Remote Similarity NPD6333 Approved
0.6 Remote Similarity NPD6334 Approved
0.6 Remote Similarity NPD6399 Phase 3
0.5985 Remote Similarity NPD4767 Approved
0.5985 Remote Similarity NPD4768 Approved
0.5984 Remote Similarity NPD4251 Approved
0.5984 Remote Similarity NPD4250 Approved
0.5954 Remote Similarity NPD5282 Discontinued
0.5929 Remote Similarity NPD5248 Approved
0.5929 Remote Similarity NPD5247 Approved
0.5929 Remote Similarity NPD5249 Phase 3
0.5929 Remote Similarity NPD6371 Approved
0.5929 Remote Similarity NPD5250 Approved
0.5929 Remote Similarity NPD5251 Approved
0.5923 Remote Similarity NPD7637 Suspended
0.5909 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5909 Remote Similarity NPD5695 Phase 3
0.5906 Remote Similarity NPD4249 Approved
0.5903 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5901 Remote Similarity NPD7625 Phase 1
0.5882 Remote Similarity NPD8338 Approved
0.5839 Remote Similarity NPD8342 Approved
0.5839 Remote Similarity NPD8340 Approved
0.5839 Remote Similarity NPD8341 Approved
0.5839 Remote Similarity NPD8299 Approved
0.5839 Remote Similarity NPD4754 Approved
0.5833 Remote Similarity NPD6940 Discontinued
0.5833 Remote Similarity NPD6868 Approved
0.5827 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5817 Remote Similarity NPD7260 Phase 2
0.5809 Remote Similarity NPD5344 Discontinued
0.5806 Remote Similarity NPD6928 Phase 2
0.5802 Remote Similarity NPD7983 Approved
0.5802 Remote Similarity NPD6411 Approved
0.5786 Remote Similarity NPD5128 Approved
0.5779 Remote Similarity NPD6845 Suspended
0.5775 Remote Similarity NPD5215 Approved
0.5775 Remote Similarity NPD5216 Approved
0.5775 Remote Similarity NPD5217 Approved
0.5772 Remote Similarity NPD6118 Approved
0.5772 Remote Similarity NPD6114 Approved
0.5772 Remote Similarity NPD6697 Approved
0.5772 Remote Similarity NPD7642 Approved
0.5772 Remote Similarity NPD6115 Approved
0.5766 Remote Similarity NPD7632 Discontinued
0.5758 Remote Similarity NPD5778 Approved
0.5758 Remote Similarity NPD5779 Approved
0.5746 Remote Similarity NPD5222 Approved
0.5746 Remote Similarity NPD4697 Phase 3
0.5746 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5746 Remote Similarity NPD5221 Approved
0.5743 Remote Similarity NPD8268 Approved
0.5743 Remote Similarity NPD8266 Approved
0.5743 Remote Similarity NPD8269 Approved
0.5743 Remote Similarity NPD8267 Approved
0.5736 Remote Similarity NPD7524 Approved
0.5732 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4522 Approved
0.5704 Remote Similarity NPD5135 Approved
0.5704 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5704 Remote Similarity NPD5173 Approved
0.5704 Remote Similarity NPD5169 Approved
0.5695 Remote Similarity NPD8451 Approved
0.5691 Remote Similarity NPD6116 Phase 1
0.5682 Remote Similarity NPD6079 Approved
0.5673 Remote Similarity NPD5761 Phase 2
0.5673 Remote Similarity NPD5760 Phase 2
0.5672 Remote Similarity NPD5210 Approved
0.5672 Remote Similarity NPD4629 Approved
0.5669 Remote Similarity NPD3669 Approved
0.5669 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5667 Remote Similarity NPD7829 Approved
0.5667 Remote Similarity NPD7830 Approved
0.5664 Remote Similarity NPD5127 Approved

Structure

External Identifiers

PubChem CID   23256847
ChEMBL   CHEMBL504505
ZINC  

Physicochemical Properties

Molecular Weight:  580.22
ALogP:  -4.3791
MLogP:  3.11
XLogP:  -1.846
# Rotatable Bonds:  13
Polar Surface Area:  182.97
# H-Bond Aceptor:  13
# H-Bond Donor:  4
# Rings:  8
# Heavy Atoms:  41

Download Data

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Biological Activities  
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