Natural Product: NPC80650

Natural Product ID:  NPC80650
Common Name:   Pestalofone B
IUPAC Name:   (1S,2S,3'E,4R,4'Z,6S)-3'-[(1S,2S,5R,6R)-2,5-dihydroxy-6-(3-methylbut-2-enyl)-7-oxabicyclo[4.1.0]heptan-4-ylidene]-2-hydroxy-1'-methyl-6-(3-methylbut-2-enyl)-4'-(2-methylprop-2-enylidene)spiro[7-oxabicyclo[4.1.0]heptane-4,5'-cyclohexene]-5-one
Synonyms:  
Molecular Formula:   C32H42O6
Standard InCHIKey:  GMNIUJUEVAPRMH-OLTDJHSXSA-N
Standard InCHI:  InChI=1S/C32H42O6/c1-17(2)8-10-31-26(35)22(14-24(33)27(31)37-31)21-13-20(7)15-30(23(21)12-19(5)6)16-25(34)28-32(38-28,29(30)36)11-9-18(3)4/h8-9,12-13,24-28,33-35H,5,10-11,14-16H2,1-4,6-7H3/b22-21+,23-12-/t24-,25-,26+,27-,28-,30+,31+,32-/m0/s1
Canonical SMILES:  CC(=CC[C@]12O[C@H]1[C@@H](O)C/C(=C1/C=C(C)C[C@]3(/C1=CC(=C)C)C[C@H](O)[C@H]1[C@](C3=O)(CC=C(C)C)O1)/[C@H]2O)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
NPO22690 Pestalotiopsis fici Species Sporocadaceae Eukaryota PMID[19101157]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1452 Cell Line C8166 Homo sapiens CC50 > 200000 nM PubChem BioAssay data set
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 = 64000 nM 19258280

  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 NPC80650 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
0.9346 High Similarity NPC476023
0.8829 High Similarity NPC477266
0.8487 Intermediate Similarity NPC225049
0.8468 Intermediate Similarity NPC87335
0.8276 Intermediate Similarity NPC27999
0.8276 Intermediate Similarity NPC477116
0.8224 Intermediate Similarity NPC236176
0.8205 Intermediate Similarity NPC251310
0.819 Intermediate Similarity NPC179626
0.812 Intermediate Similarity NPC470775
0.812 Intermediate Similarity NPC176513
0.8067 Intermediate Similarity NPC478051
0.8051 Intermediate Similarity NPC240509
0.8051 Intermediate Similarity NPC470776
0.8049 Intermediate Similarity NPC477712
0.8049 Intermediate Similarity NPC477713
0.8034 Intermediate Similarity NPC474734
0.7966 Intermediate Similarity NPC296822
0.7963 Intermediate Similarity NPC279722
0.7949 Intermediate Similarity NPC117712
0.7928 Intermediate Similarity NPC478176
0.7895 Intermediate Similarity NPC102843
0.7881 Intermediate Similarity NPC474333
0.7869 Intermediate Similarity NPC67251
0.7863 Intermediate Similarity NPC208998
0.7863 Intermediate Similarity NPC7921
0.7863 Intermediate Similarity NPC317210
0.7857 Intermediate Similarity NPC476193
0.7851 Intermediate Similarity NPC477046
0.7851 Intermediate Similarity NPC102822
0.7845 Intermediate Similarity NPC171888
0.7845 Intermediate Similarity NPC146945
0.7845 Intermediate Similarity NPC317107
0.7833 Intermediate Similarity NPC470186
0.7826 Intermediate Similarity NPC141350
0.7815 Intermediate Similarity NPC473590
0.7815 Intermediate Similarity NPC53396
0.7815 Intermediate Similarity NPC287343
0.7815 Intermediate Similarity NPC474654
0.7815 Intermediate Similarity NPC58662
0.7815 Intermediate Similarity NPC122033
0.7815 Intermediate Similarity NPC470854
0.7815 Intermediate Similarity NPC98249
0.7815 Intermediate Similarity NPC97908
0.7805 Intermediate Similarity NPC476729
0.7778 Intermediate Similarity NPC317687
0.7778 Intermediate Similarity NPC472002
0.7769 Intermediate Similarity NPC475003
0.7769 Intermediate Similarity NPC112038
0.7768 Intermediate Similarity NPC39996
0.775 Intermediate Similarity NPC478205
0.775 Intermediate Similarity NPC108581
0.775 Intermediate Similarity NPC17772
0.775 Intermediate Similarity NPC284707
0.775 Intermediate Similarity NPC478206
0.7742 Intermediate Similarity NPC293112
0.7731 Intermediate Similarity NPC207217
0.7731 Intermediate Similarity NPC40632
0.7731 Intermediate Similarity NPC474046
0.7731 Intermediate Similarity NPC96312
0.7731 Intermediate Similarity NPC251236
0.7731 Intermediate Similarity NPC259306
0.7731 Intermediate Similarity NPC470628
0.7731 Intermediate Similarity NPC328374
0.7724 Intermediate Similarity NPC18945
0.7724 Intermediate Similarity NPC91693
0.7724 Intermediate Similarity NPC105926
0.7724 Intermediate Similarity NPC265557
0.7719 Intermediate Similarity NPC128828
0.7719 Intermediate Similarity NPC166607
0.7712 Intermediate Similarity NPC33360
0.7712 Intermediate Similarity NPC108721
0.7712 Intermediate Similarity NPC73300
0.7706 Intermediate Similarity NPC272617
0.7699 Intermediate Similarity NPC104161
0.7699 Intermediate Similarity NPC131366
0.7699 Intermediate Similarity NPC118902
0.7699 Intermediate Similarity NPC469980
0.7692 Intermediate Similarity NPC157476
0.7692 Intermediate Similarity NPC474229
0.7686 Intermediate Similarity NPC268958
0.768 Intermediate Similarity NPC471940
0.7672 Intermediate Similarity NPC20192
0.7667 Intermediate Similarity NPC476713
0.7667 Intermediate Similarity NPC469684
0.7667 Intermediate Similarity NPC476712
0.7667 Intermediate Similarity NPC478204
0.7661 Intermediate Similarity NPC172154
0.7661 Intermediate Similarity NPC470922
0.7661 Intermediate Similarity NPC24651
0.7661 Intermediate Similarity NPC81736
0.7652 Intermediate Similarity NPC266514
0.7652 Intermediate Similarity NPC230541
0.7652 Intermediate Similarity NPC473165
0.7647 Intermediate Similarity NPC470919
0.7647 Intermediate Similarity NPC469877
0.7647 Intermediate Similarity NPC473798
0.7647 Intermediate Similarity NPC73314
0.7642 Intermediate Similarity NPC312833
0.7642 Intermediate Similarity NPC19464
0.7642 Intermediate Similarity NPC222688
0.7632 Intermediate Similarity NPC160843
0.7627 Intermediate Similarity NPC174836
0.7627 Intermediate Similarity NPC473877
0.7627 Intermediate Similarity NPC42658
0.7619 Intermediate Similarity NPC236999
0.7607 Intermediate Similarity NPC76084
0.7607 Intermediate Similarity NPC472215
0.7607 Intermediate Similarity NPC472214
0.7603 Intermediate Similarity NPC204552
0.7603 Intermediate Similarity NPC188667
0.7603 Intermediate Similarity NPC297179
0.7603 Intermediate Similarity NPC21326
0.76 Intermediate Similarity NPC471939
0.76 Intermediate Similarity NPC181999
0.76 Intermediate Similarity NPC473635
0.7586 Intermediate Similarity NPC289702
0.7586 Intermediate Similarity NPC208461
0.7586 Intermediate Similarity NPC322903
0.7583 Intermediate Similarity NPC476710
0.7583 Intermediate Similarity NPC477509
0.7583 Intermediate Similarity NPC476711
0.7581 Intermediate Similarity NPC11895
0.7581 Intermediate Similarity NPC469789
0.7578 Intermediate Similarity NPC470185
0.7563 Intermediate Similarity NPC198539
0.7563 Intermediate Similarity NPC471204
0.7563 Intermediate Similarity NPC49451
0.7561 Intermediate Similarity NPC472401
0.7561 Intermediate Similarity NPC470779
0.7544 Intermediate Similarity NPC194323
0.7542 Intermediate Similarity NPC188738
0.7542 Intermediate Similarity NPC194619
0.7541 Intermediate Similarity NPC470777
0.754 Intermediate Similarity NPC473253
0.754 Intermediate Similarity NPC470780
0.754 Intermediate Similarity NPC476008
0.7523 Intermediate Similarity NPC119379
0.7522 Intermediate Similarity NPC207885
0.7522 Intermediate Similarity NPC112613
0.7522 Intermediate Similarity NPC470184
0.7521 Intermediate Similarity NPC474518
0.752 Intermediate Similarity NPC473709
0.752 Intermediate Similarity NPC473919
0.75 Intermediate Similarity NPC181145
0.75 Intermediate Similarity NPC474716
0.75 Intermediate Similarity NPC170538
0.75 Intermediate Similarity NPC469558
0.75 Intermediate Similarity NPC326542
0.75 Intermediate Similarity NPC477684
0.75 Intermediate Similarity NPC144854
0.75 Intermediate Similarity NPC3316
0.75 Intermediate Similarity NPC247069
0.75 Intermediate Similarity NPC306908
0.7481 Intermediate Similarity NPC68282
0.748 Intermediate Similarity NPC154491
0.748 Intermediate Similarity NPC268530
0.748 Intermediate Similarity NPC476859
0.7479 Intermediate Similarity NPC269530
0.7479 Intermediate Similarity NPC90769
0.7479 Intermediate Similarity NPC474516
0.7479 Intermediate Similarity NPC280782
0.7479 Intermediate Similarity NPC302146
0.7479 Intermediate Similarity NPC207251
0.7478 Intermediate Similarity NPC475036
0.7477 Intermediate Similarity NPC477264
0.7462 Intermediate Similarity NPC242486
0.7462 Intermediate Similarity NPC15215
0.746 Intermediate Similarity NPC477745
0.7458 Intermediate Similarity NPC473843
0.7458 Intermediate Similarity NPC473975
0.7458 Intermediate Similarity NPC473594
0.7458 Intermediate Similarity NPC161816
0.7458 Intermediate Similarity NPC474586
0.7458 Intermediate Similarity NPC115257
0.7458 Intermediate Similarity NPC210005
0.7458 Intermediate Similarity NPC100908
0.7442 Intermediate Similarity NPC474508
0.7442 Intermediate Similarity NPC473485
0.744 Intermediate Similarity NPC473802
0.744 Intermediate Similarity NPC472078
0.744 Intermediate Similarity NPC120724
0.744 Intermediate Similarity NPC472399
0.744 Intermediate Similarity NPC472077
0.744 Intermediate Similarity NPC135038
0.744 Intermediate Similarity NPC267822
0.744 Intermediate Similarity NPC43252
0.7438 Intermediate Similarity NPC270478
0.7438 Intermediate Similarity NPC478216
0.7438 Intermediate Similarity NPC134869
0.7438 Intermediate Similarity NPC16081
0.7438 Intermediate Similarity NPC152199
0.7438 Intermediate Similarity NPC235539
0.7438 Intermediate Similarity NPC173686
0.7436 Intermediate Similarity NPC293850
0.7436 Intermediate Similarity NPC154608
0.7436 Intermediate Similarity NPC192813
0.7436 Intermediate Similarity NPC472219
0.7436 Intermediate Similarity NPC277017
0.7436 Intermediate Similarity NPC472217

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC80650 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
0.7586 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7373 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD8328 Phase 3
0.7117 Intermediate Similarity NPD7983 Approved
0.7097 Intermediate Similarity NPD7115 Discovery
0.7097 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD6054 Approved
0.7063 Intermediate Similarity NPD6319 Approved
0.7063 Intermediate Similarity NPD6059 Approved
0.6953 Remote Similarity NPD6370 Approved
0.6923 Remote Similarity NPD5344 Discontinued
0.6917 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6911 Remote Similarity NPD8297 Approved
0.6903 Remote Similarity NPD5779 Approved
0.6903 Remote Similarity NPD5778 Approved
0.6885 Remote Similarity NPD4634 Approved
0.6875 Remote Similarity NPD8517 Approved
0.6875 Remote Similarity NPD6015 Approved
0.6875 Remote Similarity NPD8515 Approved
0.6875 Remote Similarity NPD6016 Approved
0.6875 Remote Similarity NPD8516 Approved
0.6875 Remote Similarity NPD6921 Approved
0.6875 Remote Similarity NPD8513 Phase 3
0.687 Remote Similarity NPD8293 Discontinued
0.6846 Remote Similarity NPD7492 Approved
0.6838 Remote Similarity NPD6648 Approved
0.6833 Remote Similarity NPD6675 Approved
0.6833 Remote Similarity NPD7128 Approved
0.6833 Remote Similarity NPD5739 Approved
0.6833 Remote Similarity NPD6402 Approved
0.6822 Remote Similarity NPD5988 Approved
0.6818 Remote Similarity NPD7736 Approved
0.6803 Remote Similarity NPD6372 Approved
0.6803 Remote Similarity NPD6373 Approved
0.6794 Remote Similarity NPD6616 Approved
0.6742 Remote Similarity NPD7078 Approved
0.6723 Remote Similarity NPD5211 Phase 2
0.6721 Remote Similarity NPD6899 Approved
0.6721 Remote Similarity NPD6881 Approved
0.6721 Remote Similarity NPD7320 Approved
0.672 Remote Similarity NPD4632 Approved
0.6694 Remote Similarity NPD6649 Approved
0.6694 Remote Similarity NPD6650 Approved
0.6694 Remote Similarity NPD8130 Phase 1
0.6667 Remote Similarity NPD6411 Approved
0.6667 Remote Similarity NPD4755 Approved
0.6667 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6641 Remote Similarity NPD7604 Phase 2
0.6639 Remote Similarity NPD5701 Approved
0.6639 Remote Similarity NPD5697 Approved
0.6617 Remote Similarity NPD8074 Phase 3
0.6613 Remote Similarity NPD6883 Approved
0.6613 Remote Similarity NPD7290 Approved
0.6613 Remote Similarity NPD7102 Approved
0.6612 Remote Similarity NPD5141 Approved
0.661 Remote Similarity NPD4225 Approved
0.6607 Remote Similarity NPD7524 Approved
0.6567 Remote Similarity NPD6033 Approved
0.6562 Remote Similarity NPD6009 Approved
0.656 Remote Similarity NPD6869 Approved
0.656 Remote Similarity NPD6617 Approved
0.656 Remote Similarity NPD6847 Approved
0.6557 Remote Similarity NPD6008 Approved
0.6555 Remote Similarity NPD4700 Approved
0.6555 Remote Similarity NPD4696 Approved
0.6555 Remote Similarity NPD5285 Approved
0.6555 Remote Similarity NPD5286 Approved
0.6532 Remote Similarity NPD6014 Approved
0.6532 Remote Similarity NPD6012 Approved
0.6532 Remote Similarity NPD6013 Approved
0.6519 Remote Similarity NPD7319 Approved
0.6508 Remote Similarity NPD6882 Approved
0.6491 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6491 Remote Similarity NPD6101 Approved
0.6489 Remote Similarity NPD5983 Phase 2
0.648 Remote Similarity NPD6371 Approved
0.6452 Remote Similarity NPD6011 Approved
0.6446 Remote Similarity NPD5225 Approved
0.6446 Remote Similarity NPD5226 Approved
0.6446 Remote Similarity NPD5224 Approved
0.6446 Remote Similarity NPD4633 Approved
0.6441 Remote Similarity NPD4697 Phase 3
0.6435 Remote Similarity NPD46 Approved
0.6435 Remote Similarity NPD6698 Approved
0.6429 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6418 Remote Similarity NPD6336 Discontinued
0.641 Remote Similarity NPD5282 Discontinued
0.6396 Remote Similarity NPD6110 Phase 1
0.6393 Remote Similarity NPD5174 Approved
0.6393 Remote Similarity NPD5175 Approved
0.6387 Remote Similarity NPD7902 Approved
0.6379 Remote Similarity NPD7637 Suspended
0.6371 Remote Similarity NPD6412 Phase 2
0.6364 Remote Similarity NPD5223 Approved
0.6348 Remote Similarity NPD5328 Approved
0.6339 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6325 Remote Similarity NPD6399 Phase 3
0.632 Remote Similarity NPD6686 Approved
0.6303 Remote Similarity NPD5222 Approved
0.6303 Remote Similarity NPD5221 Approved
0.6303 Remote Similarity NPD7839 Suspended
0.6303 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6296 Remote Similarity NPD7507 Approved
0.6293 Remote Similarity NPD7838 Discovery
0.629 Remote Similarity NPD4767 Approved
0.629 Remote Similarity NPD4768 Approved
0.6281 Remote Similarity NPD7639 Approved
0.6281 Remote Similarity NPD7640 Approved
0.6273 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6271 Remote Similarity NPD7748 Approved
0.626 Remote Similarity NPD4754 Approved
0.625 Remote Similarity NPD6084 Phase 2
0.625 Remote Similarity NPD6083 Phase 2
0.625 Remote Similarity NPD6695 Phase 3
0.625 Remote Similarity NPD5173 Approved
0.6241 Remote Similarity NPD8387 Clinical (unspecified phase)
0.624 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6239 Remote Similarity NPD6079 Approved
0.6231 Remote Similarity NPD6274 Approved
0.6228 Remote Similarity NPD3618 Phase 1
0.6212 Remote Similarity NPD7101 Approved
0.6212 Remote Similarity NPD7100 Approved
0.6198 Remote Similarity NPD7638 Approved
0.6195 Remote Similarity NPD4786 Approved
0.619 Remote Similarity NPD4729 Approved
0.619 Remote Similarity NPD5128 Approved
0.619 Remote Similarity NPD4730 Approved
0.6174 Remote Similarity NPD7750 Discontinued
0.6161 Remote Similarity NPD3667 Approved
0.6154 Remote Similarity NPD3168 Discontinued
0.614 Remote Similarity NPD1696 Phase 3
0.6136 Remote Similarity NPD6335 Approved
0.6134 Remote Similarity NPD7900 Approved
0.6134 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6119 Remote Similarity NPD6909 Approved
0.6119 Remote Similarity NPD6908 Approved
0.6103 Remote Similarity NPD8340 Approved
0.6103 Remote Similarity NPD8299 Approved
0.6103 Remote Similarity NPD8342 Approved
0.6103 Remote Similarity NPD8341 Approved
0.6102 Remote Similarity NPD7515 Phase 2
0.6098 Remote Similarity NPD1700 Approved
0.6094 Remote Similarity NPD5248 Approved
0.6094 Remote Similarity NPD5249 Phase 3
0.6094 Remote Similarity NPD5247 Approved
0.6094 Remote Similarity NPD5250 Approved
0.6094 Remote Similarity NPD5251 Approved
0.609 Remote Similarity NPD7516 Approved
0.6087 Remote Similarity NPD5279 Phase 3
0.6071 Remote Similarity NPD7260 Phase 2
0.6068 Remote Similarity NPD4753 Phase 2
0.6066 Remote Similarity NPD5696 Approved
0.6066 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6061 Remote Similarity NPD6317 Approved
0.6056 Remote Similarity NPD8415 Approved
0.605 Remote Similarity NPD4202 Approved
0.6047 Remote Similarity NPD5215 Approved
0.6047 Remote Similarity NPD5216 Approved
0.6047 Remote Similarity NPD5217 Approved
0.6024 Remote Similarity NPD8368 Discontinued
0.6015 Remote Similarity NPD6313 Approved
0.6015 Remote Similarity NPD7328 Approved
0.6015 Remote Similarity NPD7327 Approved
0.6015 Remote Similarity NPD6314 Approved
0.5985 Remote Similarity NPD6868 Approved
0.5982 Remote Similarity NPD6930 Phase 2
0.5982 Remote Similarity NPD4695 Discontinued
0.5982 Remote Similarity NPD6931 Approved
0.5972 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5969 Remote Similarity NPD5135 Approved
0.5969 Remote Similarity NPD5169 Approved
0.5969 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5954 Remote Similarity NPD8133 Approved
0.595 Remote Similarity NPD5695 Phase 3
0.595 Remote Similarity NPD4629 Approved
0.595 Remote Similarity NPD5210 Approved
0.5948 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5942 Remote Similarity NPD8451 Approved
0.5942 Remote Similarity NPD8273 Phase 1
0.5926 Remote Similarity NPD3787 Discontinued
0.5923 Remote Similarity NPD5127 Approved
0.5917 Remote Similarity NPD8407 Phase 2
0.5912 Remote Similarity NPD7829 Approved
0.5912 Remote Similarity NPD7830 Approved
0.5899 Remote Similarity NPD8448 Approved
0.5893 Remote Similarity NPD6929 Approved
0.5887 Remote Similarity NPD5956 Approved
0.5887 Remote Similarity NPD8392 Approved
0.5887 Remote Similarity NPD8390 Approved
0.5887 Remote Similarity NPD8391 Approved
0.5882 Remote Similarity NPD8379 Approved
0.5882 Remote Similarity NPD8033 Approved
0.5882 Remote Similarity NPD8296 Approved
0.5882 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5882 Remote Similarity NPD8335 Approved
0.5882 Remote Similarity NPD8378 Approved
0.5882 Remote Similarity NPD7503 Approved
0.5882 Remote Similarity NPD8380 Approved

Structure

External Identifiers

PubChem CID   44564016
ChEMBL   CHEMBL522680
ZINC  

Physicochemical Properties

Molecular Weight:  522.30
ALogP:  3.0906
MLogP:  4.32
XLogP:  2.545
# Rotatable Bonds:  14
Polar Surface Area:  102.82
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  38

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs