Natural Product: NPC42206

Natural Product ID:  NPC42206
Common Name:   Azadirachtin P
IUPAC Name:  
Synonyms:   Azadirachtin P
Molecular Formula:   C33H44O14
Standard InCHIKey:  OLVMXZKTRMVIJY-HSBJIDIBSA-N
Standard InCHI:  InChI=1S/C33H44O14/c1-14(2)9-20(35)45-17-11-18(44-15(3)34)31(26(38)40-6)13-42-21-22(31)30(17)12-43-25(37)23(30)28(4,24(21)36)33-19-10-16(29(33,5)47-33)32(39)7-8-41-27(32)46-19/h7-8,14,16-19,21-25,27,36-37,39H,9-13H2,1-6H3/t16-,17+,18-,19+,21-,22-,23+,24-,25+,27+,28+,29+,30+,31+,32+,33+/m1/s1
Canonical SMILES:  COC(=O)[C@@]12CO[C@@H]3[C@@H]2[C@@]2([C@H](C[C@H]1OC(=O)C)OC(=O)CC(C)C)CO[C@@H]([C@H]2[C@]([C@@H]3O)(C)[C@@]12O[C@@]2(C)[C@H]2C[C@@H]1O[C@H]1[C@]2(O)C=CO1)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
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 = 0.79 mg/kg 20038618
NPT849 Organism Plutella xylostella Plutella xylostella LD50 = 1.19 mg/kg 12398531
NPT849 Organism Plutella xylostella Plutella xylostella LD50 = 1.73 mg/kg 18955520
NPT849 Organism Plutella xylostella Plutella xylostella LD50 = 2.19 mg/kg 18955520

  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 NPC42206 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
0.9756 High Similarity NPC256618
0.9756 High Similarity NPC219058
0.9675 High Similarity NPC475376
0.9302 High Similarity NPC48414
0.9302 High Similarity NPC5153
0.9206 High Similarity NPC470117
0.9091 High Similarity NPC48813
0.9091 High Similarity NPC194854
0.9023 High Similarity NPC16729
0.9023 High Similarity NPC475462
0.9015 High Similarity NPC471172
0.8797 High Similarity NPC471171
0.8361 Intermediate Similarity NPC285086
0.8145 Intermediate Similarity NPC470116
0.8145 Intermediate Similarity NPC470115
0.8115 Intermediate Similarity NPC98633
0.8115 Intermediate Similarity NPC130302
0.8065 Intermediate Similarity NPC102619
0.7984 Intermediate Similarity NPC65858
0.7967 Intermediate Similarity NPC255655
0.7941 Intermediate Similarity NPC477236
0.7939 Intermediate Similarity NPC47113
0.7939 Intermediate Similarity NPC174367
0.7926 Intermediate Similarity NPC471234
0.7923 Intermediate Similarity NPC43252
0.7923 Intermediate Similarity NPC135038
0.7903 Intermediate Similarity NPC471251
0.7903 Intermediate Similarity NPC272242
0.7903 Intermediate Similarity NPC56025
0.7879 Intermediate Similarity NPC305496
0.7879 Intermediate Similarity NPC469757
0.7879 Intermediate Similarity NPC146456
0.7879 Intermediate Similarity NPC471357
0.7879 Intermediate Similarity NPC117702
0.7857 Intermediate Similarity NPC79193
0.7852 Intermediate Similarity NPC88668
0.7836 Intermediate Similarity NPC475389
0.7836 Intermediate Similarity NPC473838
0.7823 Intermediate Similarity NPC124053
0.7823 Intermediate Similarity NPC106760
0.7823 Intermediate Similarity NPC86217
0.782 Intermediate Similarity NPC473620
0.782 Intermediate Similarity NPC311534
0.7803 Intermediate Similarity NPC273962
0.7795 Intermediate Similarity NPC88945
0.7794 Intermediate Similarity NPC477234
0.7787 Intermediate Similarity NPC166079
0.7787 Intermediate Similarity NPC306776
0.7787 Intermediate Similarity NPC285927
0.7786 Intermediate Similarity NPC267822
0.7761 Intermediate Similarity NPC470880
0.7761 Intermediate Similarity NPC9499
0.7761 Intermediate Similarity NPC469751
0.7761 Intermediate Similarity NPC469755
0.7761 Intermediate Similarity NPC284406
0.7761 Intermediate Similarity NPC471361
0.7761 Intermediate Similarity NPC219085
0.7761 Intermediate Similarity NPC469754
0.7761 Intermediate Similarity NPC470851
0.7761 Intermediate Similarity NPC17896
0.7761 Intermediate Similarity NPC471358
0.7761 Intermediate Similarity NPC180079
0.7761 Intermediate Similarity NPC89514
0.7761 Intermediate Similarity NPC197707
0.7761 Intermediate Similarity NPC251866
0.7761 Intermediate Similarity NPC10823
0.7761 Intermediate Similarity NPC70542
0.7761 Intermediate Similarity NPC471360
0.7761 Intermediate Similarity NPC6108
0.7761 Intermediate Similarity NPC469752
0.7761 Intermediate Similarity NPC471352
0.7761 Intermediate Similarity NPC469753
0.7761 Intermediate Similarity NPC86159
0.7761 Intermediate Similarity NPC471359
0.7752 Intermediate Similarity NPC477071
0.7744 Intermediate Similarity NPC42399
0.7742 Intermediate Similarity NPC305939
0.7742 Intermediate Similarity NPC471250
0.7734 Intermediate Similarity NPC470171
0.7734 Intermediate Similarity NPC473304
0.7727 Intermediate Similarity NPC169818
0.7721 Intermediate Similarity NPC225385
0.7721 Intermediate Similarity NPC247190
0.7721 Intermediate Similarity NPC157817
0.7721 Intermediate Similarity NPC469749
0.7721 Intermediate Similarity NPC32793
0.7721 Intermediate Similarity NPC142756
0.7721 Intermediate Similarity NPC104585
0.7721 Intermediate Similarity NPC146857
0.7721 Intermediate Similarity NPC116075
0.7721 Intermediate Similarity NPC298783
0.771 Intermediate Similarity NPC28532
0.7705 Intermediate Similarity NPC100078
0.7704 Intermediate Similarity NPC173347
0.7698 Intermediate Similarity NPC75616
0.7698 Intermediate Similarity NPC477489
0.7698 Intermediate Similarity NPC243572
0.7692 Intermediate Similarity NPC142882
0.7692 Intermediate Similarity NPC241192
0.7692 Intermediate Similarity NPC471406
0.7687 Intermediate Similarity NPC470850
0.7687 Intermediate Similarity NPC476078
0.7687 Intermediate Similarity NPC473888
0.7687 Intermediate Similarity NPC476091
0.7681 Intermediate Similarity NPC59288
0.7664 Intermediate Similarity NPC329636
0.7664 Intermediate Similarity NPC478072
0.7661 Intermediate Similarity NPC224414
0.7656 Intermediate Similarity NPC475490
0.7652 Intermediate Similarity NPC27363
0.7652 Intermediate Similarity NPC41129
0.7647 Intermediate Similarity NPC473805
0.7647 Intermediate Similarity NPC93416
0.7647 Intermediate Similarity NPC471855
0.7647 Intermediate Similarity NPC472769
0.7647 Intermediate Similarity NPC231240
0.7647 Intermediate Similarity NPC473519
0.7647 Intermediate Similarity NPC19124
0.7647 Intermediate Similarity NPC42670
0.7638 Intermediate Similarity NPC132668
0.763 Intermediate Similarity NPC473593
0.7619 Intermediate Similarity NPC473062
0.7615 Intermediate Similarity NPC161065
0.7615 Intermediate Similarity NPC473203
0.7612 Intermediate Similarity NPC179412
0.7612 Intermediate Similarity NPC473253
0.7612 Intermediate Similarity NPC470882
0.7612 Intermediate Similarity NPC240070
0.7612 Intermediate Similarity NPC287423
0.7612 Intermediate Similarity NPC298841
0.7612 Intermediate Similarity NPC471356
0.7612 Intermediate Similarity NPC473265
0.7612 Intermediate Similarity NPC329784
0.7609 Intermediate Similarity NPC194716
0.7594 Intermediate Similarity NPC475194
0.7594 Intermediate Similarity NPC473255
0.7591 Intermediate Similarity NPC102015
0.7591 Intermediate Similarity NPC316915
0.7591 Intermediate Similarity NPC477709
0.7591 Intermediate Similarity NPC476221
0.7576 Intermediate Similarity NPC475431
0.7576 Intermediate Similarity NPC156789
0.7574 Intermediate Similarity NPC253456
0.7574 Intermediate Similarity NPC159338
0.7574 Intermediate Similarity NPC471170
0.7574 Intermediate Similarity NPC16569
0.7559 Intermediate Similarity NPC471244
0.7559 Intermediate Similarity NPC474927
0.7559 Intermediate Similarity NPC471245
0.7557 Intermediate Similarity NPC317635
0.7557 Intermediate Similarity NPC329008
0.7556 Intermediate Similarity NPC168899
0.7556 Intermediate Similarity NPC477490
0.7556 Intermediate Similarity NPC293623
0.7556 Intermediate Similarity NPC69273
0.7556 Intermediate Similarity NPC114306
0.7554 Intermediate Similarity NPC62172
0.7554 Intermediate Similarity NPC329675
0.7554 Intermediate Similarity NPC289700
0.7541 Intermediate Similarity NPC213528
0.7541 Intermediate Similarity NPC244969
0.754 Intermediate Similarity NPC42776
0.754 Intermediate Similarity NPC98069
0.754 Intermediate Similarity NPC49730
0.754 Intermediate Similarity NPC101450
0.7538 Intermediate Similarity NPC86020
0.7538 Intermediate Similarity NPC472080
0.7538 Intermediate Similarity NPC475632
0.7537 Intermediate Similarity NPC250556
0.7537 Intermediate Similarity NPC469750
0.752 Intermediate Similarity NPC230888
0.7519 Intermediate Similarity NPC277583
0.7519 Intermediate Similarity NPC469820
0.7519 Intermediate Similarity NPC469823
0.7519 Intermediate Similarity NPC229752
0.7519 Intermediate Similarity NPC256983
0.7519 Intermediate Similarity NPC160084
0.75 Intermediate Similarity NPC291414
0.75 Intermediate Similarity NPC471627
0.75 Intermediate Similarity NPC475371
0.75 Intermediate Similarity NPC276838
0.75 Intermediate Similarity NPC476966
0.75 Intermediate Similarity NPC471173
0.75 Intermediate Similarity NPC232785
0.75 Intermediate Similarity NPC472770
0.75 Intermediate Similarity NPC140092
0.75 Intermediate Similarity NPC175186
0.75 Intermediate Similarity NPC471252
0.75 Intermediate Similarity NPC54614
0.75 Intermediate Similarity NPC477235
0.75 Intermediate Similarity NPC125077
0.75 Intermediate Similarity NPC91
0.75 Intermediate Similarity NPC73986
0.75 Intermediate Similarity NPC471407
0.75 Intermediate Similarity NPC104382
0.75 Intermediate Similarity NPC329986
0.75 Intermediate Similarity NPC188234
0.75 Intermediate Similarity NPC97002
0.75 Intermediate Similarity NPC231529
0.75 Intermediate Similarity NPC309096

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC42206 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
0.7761 Intermediate Similarity NPD7319 Approved
0.7556 Intermediate Similarity NPD7736 Approved
0.7537 Intermediate Similarity NPD7507 Approved
0.7481 Intermediate Similarity NPD8293 Discontinued
0.7444 Intermediate Similarity NPD6370 Approved
0.7381 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD7078 Approved
0.7333 Intermediate Similarity NPD7492 Approved
0.7293 Intermediate Similarity NPD6054 Approved
0.7279 Intermediate Similarity NPD6616 Approved
0.7239 Intermediate Similarity NPD8033 Approved
0.7231 Intermediate Similarity NPD8133 Approved
0.7218 Intermediate Similarity NPD7516 Approved
0.7177 Intermediate Similarity NPD1700 Approved
0.7164 Intermediate Similarity NPD6059 Approved
0.7143 Intermediate Similarity NPD7327 Approved
0.7143 Intermediate Similarity NPD7328 Approved
0.7143 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD6016 Approved
0.7111 Intermediate Similarity NPD6015 Approved
0.7111 Intermediate Similarity NPD8296 Approved
0.7111 Intermediate Similarity NPD8380 Approved
0.7111 Intermediate Similarity NPD8335 Approved
0.7111 Intermediate Similarity NPD8379 Approved
0.7111 Intermediate Similarity NPD8378 Approved
0.7068 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD5988 Approved
0.7037 Intermediate Similarity NPD8377 Approved
0.7037 Intermediate Similarity NPD6319 Approved
0.7037 Intermediate Similarity NPD8294 Approved
0.6985 Remote Similarity NPD8513 Phase 3
0.6985 Remote Similarity NPD8515 Approved
0.6985 Remote Similarity NPD8516 Approved
0.6985 Remote Similarity NPD8517 Approved
0.6923 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6884 Remote Similarity NPD8328 Phase 3
0.6875 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6875 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6861 Remote Similarity NPD7503 Approved
0.6861 Remote Similarity NPD6921 Approved
0.6822 Remote Similarity NPD6008 Approved
0.6815 Remote Similarity NPD7115 Discovery
0.6769 Remote Similarity NPD6412 Phase 2
0.6767 Remote Similarity NPD8297 Approved
0.6767 Remote Similarity NPD6882 Approved
0.6718 Remote Similarity NPD6686 Approved
0.6691 Remote Similarity NPD6009 Approved
0.669 Remote Similarity NPD6033 Approved
0.6593 Remote Similarity NPD4632 Approved
0.6567 Remote Similarity NPD6650 Approved
0.6567 Remote Similarity NPD6649 Approved
0.6541 Remote Similarity NPD6373 Approved
0.6541 Remote Similarity NPD6372 Approved
0.6541 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6503 Remote Similarity NPD8074 Phase 3
0.6493 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6493 Remote Similarity NPD4634 Approved
0.648 Remote Similarity NPD8171 Discontinued
0.6466 Remote Similarity NPD6881 Approved
0.6466 Remote Similarity NPD6899 Approved
0.6466 Remote Similarity NPD7320 Approved
0.6444 Remote Similarity NPD8130 Phase 1
0.6439 Remote Similarity NPD6402 Approved
0.6439 Remote Similarity NPD5739 Approved
0.6439 Remote Similarity NPD7128 Approved
0.6439 Remote Similarity NPD6675 Approved
0.6408 Remote Similarity NPD7604 Phase 2
0.6408 Remote Similarity NPD6067 Discontinued
0.6397 Remote Similarity NPD6053 Discontinued
0.6391 Remote Similarity NPD5697 Approved
0.637 Remote Similarity NPD7290 Approved
0.637 Remote Similarity NPD6883 Approved
0.637 Remote Similarity NPD7102 Approved
0.6324 Remote Similarity NPD6869 Approved
0.6324 Remote Similarity NPD6847 Approved
0.6324 Remote Similarity NPD6617 Approved
0.6296 Remote Similarity NPD6014 Approved
0.6296 Remote Similarity NPD6013 Approved
0.6296 Remote Similarity NPD6012 Approved
0.627 Remote Similarity NPD8035 Phase 2
0.627 Remote Similarity NPD8034 Phase 2
0.6269 Remote Similarity NPD5701 Approved
0.6269 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6268 Remote Similarity NPD5983 Phase 2
0.6222 Remote Similarity NPD6011 Approved
0.6212 Remote Similarity NPD5211 Phase 2
0.6207 Remote Similarity NPD6336 Discontinued
0.6204 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6183 Remote Similarity NPD7639 Approved
0.6183 Remote Similarity NPD7640 Approved
0.6149 Remote Similarity NPD5956 Approved
0.6119 Remote Similarity NPD5141 Approved
0.6107 Remote Similarity NPD4225 Approved
0.6107 Remote Similarity NPD7638 Approved
0.6105 Remote Similarity NPD7799 Discontinued
0.6099 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6094 Remote Similarity NPD6399 Phase 3
0.6087 Remote Similarity NPD6401 Clinical (unspecified phase)
0.608 Remote Similarity NPD4251 Approved
0.608 Remote Similarity NPD4250 Approved
0.6067 Remote Similarity NPD8338 Approved
0.6061 Remote Similarity NPD5286 Approved
0.6061 Remote Similarity NPD5285 Approved
0.6061 Remote Similarity NPD4696 Approved
0.6042 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6031 Remote Similarity NPD4755 Approved
0.6029 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6027 Remote Similarity NPD8342 Approved
0.6027 Remote Similarity NPD8341 Approved
0.6027 Remote Similarity NPD8299 Approved
0.6027 Remote Similarity NPD8340 Approved
0.6016 Remote Similarity NPD7637 Suspended
0.6016 Remote Similarity NPD7983 Approved
0.6014 Remote Similarity NPD6371 Approved
0.6014 Remote Similarity NPD7100 Approved
0.6014 Remote Similarity NPD7101 Approved
0.6 Remote Similarity NPD4249 Approved
0.6 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5975 Remote Similarity NPD7625 Phase 1
0.597 Remote Similarity NPD5225 Approved
0.597 Remote Similarity NPD5226 Approved
0.597 Remote Similarity NPD4633 Approved
0.597 Remote Similarity NPD5224 Approved
0.5944 Remote Similarity NPD6335 Approved
0.594 Remote Similarity NPD4700 Approved
0.5931 Remote Similarity NPD8268 Approved
0.5931 Remote Similarity NPD8266 Approved
0.5931 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5931 Remote Similarity NPD8269 Approved
0.5931 Remote Similarity NPD8267 Approved
0.5926 Remote Similarity NPD5174 Approved
0.5926 Remote Similarity NPD5175 Approved
0.592 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5915 Remote Similarity NPD6940 Discontinued
0.5915 Remote Similarity NPD6274 Approved
0.5909 Remote Similarity NPD6083 Phase 2
0.5909 Remote Similarity NPD6084 Phase 2
0.5902 Remote Similarity NPD6928 Phase 2
0.5896 Remote Similarity NPD5223 Approved
0.5896 Remote Similarity NPD5344 Discontinued
0.5891 Remote Similarity NPD6411 Approved
0.589 Remote Similarity NPD8080 Discontinued
0.5878 Remote Similarity NPD8451 Approved
0.5874 Remote Similarity NPD6317 Approved
0.587 Remote Similarity NPD4730 Approved
0.587 Remote Similarity NPD4729 Approved
0.5868 Remote Similarity NPD6118 Approved
0.5868 Remote Similarity NPD6114 Approved
0.5868 Remote Similarity NPD6697 Approved
0.5868 Remote Similarity NPD6115 Approved
0.5852 Remote Similarity NPD7632 Discontinued
0.585 Remote Similarity NPD7642 Approved
0.585 Remote Similarity NPD7829 Approved
0.585 Remote Similarity NPD7830 Approved
0.5846 Remote Similarity NPD5778 Approved
0.5846 Remote Similarity NPD5779 Approved
0.5839 Remote Similarity NPD8448 Approved
0.5839 Remote Similarity NPD4767 Approved
0.5839 Remote Similarity NPD4768 Approved
0.5833 Remote Similarity NPD6314 Approved
0.5833 Remote Similarity NPD6313 Approved
0.5828 Remote Similarity NPD8390 Approved
0.5828 Remote Similarity NPD8391 Approved
0.5828 Remote Similarity NPD8392 Approved
0.5827 Remote Similarity NPD7524 Approved
0.5822 Remote Similarity NPD6908 Approved
0.5822 Remote Similarity NPD6909 Approved
0.5802 Remote Similarity NPD5282 Discontinued
0.58 Remote Similarity NPD8337 Approved
0.58 Remote Similarity NPD8336 Approved
0.5787 Remote Similarity NPD7685 Pre-registration
0.5786 Remote Similarity NPD5248 Approved
0.5786 Remote Similarity NPD5247 Approved
0.5786 Remote Similarity NPD5249 Phase 3
0.5786 Remote Similarity NPD5250 Approved
0.5786 Remote Similarity NPD5251 Approved
0.5785 Remote Similarity NPD6116 Phase 1
0.5769 Remote Similarity NPD6333 Approved
0.5769 Remote Similarity NPD6079 Approved
0.5769 Remote Similarity NPD6334 Approved
0.576 Remote Similarity NPD3669 Approved
0.576 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5752 Remote Similarity NPD8449 Approved
0.575 Remote Similarity NPD3702 Approved
0.5748 Remote Similarity NPD5786 Approved
0.5746 Remote Similarity NPD5696 Approved
0.574 Remote Similarity NPD5761 Phase 2
0.574 Remote Similarity NPD5760 Phase 2
0.5736 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5736 Remote Similarity NPD6101 Approved
0.5736 Remote Similarity NPD5328 Approved
0.5726 Remote Similarity NPD1780 Approved
0.5726 Remote Similarity NPD1779 Approved
0.5725 Remote Similarity NPD4202 Approved
0.5714 Remote Similarity NPD7839 Suspended
0.5714 Remote Similarity NPD8450 Suspended
0.5702 Remote Similarity NPD6117 Approved
0.5693 Remote Similarity NPD4754 Approved
0.5692 Remote Similarity NPD6698 Approved
0.5692 Remote Similarity NPD46 Approved

Structure

External Identifiers

PubChem CID   11445241
ChEMBL   CHEMBL510520
ZINC  

Physicochemical Properties

Molecular Weight:  664.27
ALogP:  -3.1087
MLogP:  3.55
XLogP:  0.194
# Rotatable Bonds:  18
Polar Surface Area:  189.04
# H-Bond Aceptor:  14
# H-Bond Donor:  3
# Rings:  8
# Heavy Atoms:  47

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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