Natural Product: NPC319909

Natural Product ID:  NPC319909
Common Name:   Bonianic Acid B
IUPAC Name:  
Synonyms:   bonianic acid B
Molecular Formula:   C32H50O5
Standard InCHIKey:  ZVKOTDKTSIZJGD-RCYNUSLWSA-N
Standard InCHI:  InChI=1S/C32H50O5/c1-19(2)23(34)9-8-20(3)22-12-14-29(6)24-10-11-25-30(7,27(35)36)26(37-21(4)33)13-15-31(25)18-32(24,31)17-16-28(22,29)5/h19-20,22,24-26H,8-18H2,1-7H3,(H,35,36)/t20-,22-,24+,25+,26+,28-,29+,30+,31-,32+/m1/s1
Canonical SMILES:  CC(=O)O[C@H]1CC[C@]23[C@H]([C@]1(C)C(=O)O)CC[C@@H]1[C@@]3(C2)CC[C@]2([C@@]1(C)CC[C@@H]2[C@@H](CCC(=O)C(C)C)C)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
NPO17478 Radermachera boniana Species Bignoniaceae Eukaryota leaves and twigs Cuc Phuong National Park (20o 17.901” N, 105o 39.310” E), Ninh Binh, Vietnam 2007-APR PMID[21469696]
NPO17478 Radermachera boniana Species Bignoniaceae Eukaryota Leaves PMID[21469696]
NPO17478 Radermachera boniana Species Bignoniaceae Eukaryota Twigs PMID[21469696]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT790 Organism Mycobacterium tuberculosis H37Rv Mycobacterium tuberculosis H37Rv MIC = 9900 nM 21469696
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 74200 nM 21469696

  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 NPC319909 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
0.9103 High Similarity NPC471151
0.9103 High Similarity NPC477918
0.9024 High Similarity NPC473336
0.9024 High Similarity NPC471044
0.9 High Similarity NPC261616
0.8846 High Similarity NPC477934
0.881 High Similarity NPC302111
0.878 High Similarity NPC61107
0.878 High Similarity NPC289486
0.8734 High Similarity NPC477933
0.8734 High Similarity NPC477932
0.8734 High Similarity NPC4209
0.8706 High Similarity NPC252714
0.8675 High Similarity NPC15821
0.8659 High Similarity NPC12933
0.8642 High Similarity NPC80891
0.8642 High Similarity NPC320144
0.8642 High Similarity NPC201276
0.8625 High Similarity NPC207010
0.8625 High Similarity NPC317913
0.8608 High Similarity NPC212733
0.8608 High Similarity NPC273366
0.8556 High Similarity NPC327788
0.8554 High Similarity NPC13494
0.8523 High Similarity NPC471901
0.8519 High Similarity NPC324700
0.8519 High Similarity NPC34046
0.8519 High Similarity NPC224802
0.8519 High Similarity NPC80089
0.8519 High Similarity NPC171426
0.8519 High Similarity NPC185465
0.8506 High Similarity NPC56962
0.8506 High Similarity NPC24705
0.8481 Intermediate Similarity NPC280026
0.8481 Intermediate Similarity NPC477930
0.8481 Intermediate Similarity NPC167702
0.8462 Intermediate Similarity NPC469940
0.8444 Intermediate Similarity NPC470031
0.8434 Intermediate Similarity NPC58631
0.8427 Intermediate Similarity NPC476189
0.8427 Intermediate Similarity NPC471902
0.8427 Intermediate Similarity NPC473690
0.8427 Intermediate Similarity NPC287118
0.8395 Intermediate Similarity NPC143133
0.8395 Intermediate Similarity NPC475031
0.8395 Intermediate Similarity NPC298168
0.8391 Intermediate Similarity NPC146937
0.837 Intermediate Similarity NPC472028
0.8354 Intermediate Similarity NPC232112
0.8333 Intermediate Similarity NPC477936
0.8333 Intermediate Similarity NPC477935
0.8333 Intermediate Similarity NPC30583
0.8315 Intermediate Similarity NPC52756
0.8315 Intermediate Similarity NPC475416
0.8313 Intermediate Similarity NPC477851
0.8293 Intermediate Similarity NPC243594
0.8293 Intermediate Similarity NPC31031
0.8293 Intermediate Similarity NPC329117
0.828 Intermediate Similarity NPC94906
0.8272 Intermediate Similarity NPC471046
0.8256 Intermediate Similarity NPC473350
0.8242 Intermediate Similarity NPC62407
0.8242 Intermediate Similarity NPC266431
0.8242 Intermediate Similarity NPC287354
0.8228 Intermediate Similarity NPC156277
0.8228 Intermediate Similarity NPC58057
0.8228 Intermediate Similarity NPC151018
0.8228 Intermediate Similarity NPC473267
0.8228 Intermediate Similarity NPC320549
0.8214 Intermediate Similarity NPC469745
0.8211 Intermediate Similarity NPC470310
0.8205 Intermediate Similarity NPC474962
0.8202 Intermediate Similarity NPC77756
0.8193 Intermediate Similarity NPC52951
0.8191 Intermediate Similarity NPC75941
0.8182 Intermediate Similarity NPC4309
0.8171 Intermediate Similarity NPC264602
0.8171 Intermediate Similarity NPC474404
0.8171 Intermediate Similarity NPC212453
0.8161 Intermediate Similarity NPC114378
0.8161 Intermediate Similarity NPC103782
0.8161 Intermediate Similarity NPC83242
0.8148 Intermediate Similarity NPC179858
0.8148 Intermediate Similarity NPC97534
0.8148 Intermediate Similarity NPC195155
0.8148 Intermediate Similarity NPC174964
0.814 Intermediate Similarity NPC477434
0.814 Intermediate Similarity NPC474996
0.814 Intermediate Similarity NPC50438
0.814 Intermediate Similarity NPC237938
0.814 Intermediate Similarity NPC219535
0.8118 Intermediate Similarity NPC121121
0.8105 Intermediate Similarity NPC124544
0.8101 Intermediate Similarity NPC477850
0.8101 Intermediate Similarity NPC477929
0.8095 Intermediate Similarity NPC472853
0.809 Intermediate Similarity NPC213832
0.809 Intermediate Similarity NPC57954
0.809 Intermediate Similarity NPC61688
0.8072 Intermediate Similarity NPC478128
0.8068 Intermediate Similarity NPC202937
0.8049 Intermediate Similarity NPC472486
0.8049 Intermediate Similarity NPC5767
0.8049 Intermediate Similarity NPC475742
0.8049 Intermediate Similarity NPC472487
0.8043 Intermediate Similarity NPC473648
0.8043 Intermediate Similarity NPC263135
0.8043 Intermediate Similarity NPC205173
0.8043 Intermediate Similarity NPC210214
0.8043 Intermediate Similarity NPC288906
0.8041 Intermediate Similarity NPC265127
0.8025 Intermediate Similarity NPC272359
0.8025 Intermediate Similarity NPC254340
0.8023 Intermediate Similarity NPC471037
0.8023 Intermediate Similarity NPC472744
0.8023 Intermediate Similarity NPC259173
0.8022 Intermediate Similarity NPC472231
0.8022 Intermediate Similarity NPC472232
0.8 Intermediate Similarity NPC88337
0.8 Intermediate Similarity NPC89310
0.8 Intermediate Similarity NPC475211
0.7978 Intermediate Similarity NPC56777
0.7978 Intermediate Similarity NPC477614
0.7978 Intermediate Similarity NPC471900
0.7978 Intermediate Similarity NPC201607
0.7978 Intermediate Similarity NPC226491
0.7976 Intermediate Similarity NPC220379
0.7975 Intermediate Similarity NPC327728
0.7975 Intermediate Similarity NPC476734
0.7975 Intermediate Similarity NPC6120
0.7975 Intermediate Similarity NPC196197
0.7975 Intermediate Similarity NPC252032
0.7975 Intermediate Similarity NPC213178
0.7975 Intermediate Similarity NPC319671
0.7975 Intermediate Similarity NPC469941
0.7975 Intermediate Similarity NPC131892
0.7957 Intermediate Similarity NPC234564
0.7957 Intermediate Similarity NPC116683
0.7955 Intermediate Similarity NPC92139
0.7952 Intermediate Similarity NPC23884
0.7952 Intermediate Similarity NPC221420
0.7949 Intermediate Similarity NPC130459
0.7949 Intermediate Similarity NPC478180
0.7949 Intermediate Similarity NPC474221
0.7935 Intermediate Similarity NPC47853
0.7931 Intermediate Similarity NPC25037
0.7931 Intermediate Similarity NPC34984
0.7931 Intermediate Similarity NPC473299
0.7927 Intermediate Similarity NPC125767
0.7927 Intermediate Similarity NPC186851
0.7927 Intermediate Similarity NPC21220
0.7927 Intermediate Similarity NPC472311
0.7912 Intermediate Similarity NPC160506
0.7901 Intermediate Similarity NPC474123
0.7901 Intermediate Similarity NPC474755
0.7895 Intermediate Similarity NPC41971
0.7895 Intermediate Similarity NPC37047
0.7895 Intermediate Similarity NPC180733
0.7889 Intermediate Similarity NPC471459
0.7889 Intermediate Similarity NPC200580
0.7889 Intermediate Similarity NPC67653
0.7889 Intermediate Similarity NPC472233
0.7889 Intermediate Similarity NPC472234
0.7875 Intermediate Similarity NPC108131
0.7872 Intermediate Similarity NPC469810
0.7872 Intermediate Similarity NPC253586
0.7865 Intermediate Similarity NPC33768
0.7865 Intermediate Similarity NPC263802
0.7865 Intermediate Similarity NPC269360
0.7865 Intermediate Similarity NPC264005
0.7865 Intermediate Similarity NPC134197
0.7857 Intermediate Similarity NPC199965
0.7857 Intermediate Similarity NPC476732
0.7849 Intermediate Similarity NPC470229
0.7841 Intermediate Similarity NPC98270
0.7841 Intermediate Similarity NPC62572
0.7831 Intermediate Similarity NPC474020
0.7826 Intermediate Similarity NPC294263
0.7821 Intermediate Similarity NPC477931
0.7821 Intermediate Similarity NPC268736
0.7821 Intermediate Similarity NPC42060
0.7816 Intermediate Similarity NPC327451
0.7816 Intermediate Similarity NPC268578
0.7816 Intermediate Similarity NPC472847
0.7816 Intermediate Similarity NPC217559
0.7816 Intermediate Similarity NPC292458
0.7812 Intermediate Similarity NPC71706
0.7802 Intermediate Similarity NPC169933
0.7802 Intermediate Similarity NPC471896
0.7791 Intermediate Similarity NPC474870
0.7791 Intermediate Similarity NPC280781
0.7791 Intermediate Similarity NPC77311
0.7791 Intermediate Similarity NPC271572
0.7791 Intermediate Similarity NPC50658
0.7791 Intermediate Similarity NPC73515
0.7791 Intermediate Similarity NPC190940
0.7791 Intermediate Similarity NPC48756
0.7789 Intermediate Similarity NPC78427
0.7789 Intermediate Similarity NPC16911
0.7778 Intermediate Similarity NPC474719

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC319909 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
0.8734 High Similarity NPD6117 Approved
0.8625 High Similarity NPD6116 Phase 1
0.8519 High Similarity NPD6115 Approved
0.8519 High Similarity NPD6118 Approved
0.8519 High Similarity NPD6114 Approved
0.8519 High Similarity NPD6697 Approved
0.8481 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.8228 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.8228 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD5777 Approved
0.8 Intermediate Similarity NPD6081 Approved
0.7975 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7975 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7912 Intermediate Similarity NPD8035 Phase 2
0.7912 Intermediate Similarity NPD8034 Phase 2
0.7848 Intermediate Similarity NPD5360 Phase 3
0.7848 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7821 Intermediate Similarity NPD4224 Phase 2
0.7711 Intermediate Similarity NPD3703 Phase 2
0.7711 Intermediate Similarity NPD3702 Approved
0.7654 Intermediate Similarity NPD4789 Approved
0.7654 Intermediate Similarity NPD4245 Approved
0.7654 Intermediate Similarity NPD4244 Approved
0.764 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7531 Intermediate Similarity NPD3698 Phase 2
0.7468 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD4758 Discontinued
0.7317 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD6399 Phase 3
0.7241 Intermediate Similarity NPD5364 Discontinued
0.7241 Intermediate Similarity NPD3671 Phase 1
0.7188 Intermediate Similarity NPD7748 Approved
0.7 Intermediate Similarity NPD8418 Phase 2
0.699 Remote Similarity NPD7128 Approved
0.699 Remote Similarity NPD6402 Approved
0.699 Remote Similarity NPD6675 Approved
0.699 Remote Similarity NPD5739 Approved
0.697 Remote Similarity NPD7902 Approved
0.6893 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6857 Remote Similarity NPD6881 Approved
0.6857 Remote Similarity NPD6899 Approved
0.6857 Remote Similarity NPD7320 Approved
0.6822 Remote Similarity NPD8130 Phase 1
0.6818 Remote Similarity NPD7115 Discovery
0.6804 Remote Similarity NPD7515 Phase 2
0.68 Remote Similarity NPD6083 Phase 2
0.68 Remote Similarity NPD6084 Phase 2
0.6792 Remote Similarity NPD6373 Approved
0.6792 Remote Similarity NPD6372 Approved
0.6774 Remote Similarity NPD4786 Approved
0.6771 Remote Similarity NPD5328 Approved
0.6768 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6765 Remote Similarity NPD1700 Approved
0.6762 Remote Similarity NPD5697 Approved
0.6762 Remote Similarity NPD5701 Approved
0.6759 Remote Similarity NPD8297 Approved
0.6733 Remote Similarity NPD7638 Approved
0.6729 Remote Similarity NPD7290 Approved
0.6729 Remote Similarity NPD6883 Approved
0.6729 Remote Similarity NPD7102 Approved
0.6667 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4238 Approved
0.6667 Remote Similarity NPD6649 Approved
0.6667 Remote Similarity NPD6650 Approved
0.6667 Remote Similarity NPD6847 Approved
0.6667 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4802 Phase 2
0.6667 Remote Similarity NPD4788 Approved
0.6667 Remote Similarity NPD5737 Approved
0.6667 Remote Similarity NPD7900 Approved
0.6667 Remote Similarity NPD7640 Approved
0.6667 Remote Similarity NPD6672 Approved
0.6667 Remote Similarity NPD6869 Approved
0.6667 Remote Similarity NPD7639 Approved
0.6667 Remote Similarity NPD6617 Approved
0.6636 Remote Similarity NPD6012 Approved
0.6636 Remote Similarity NPD6013 Approved
0.6636 Remote Similarity NPD6014 Approved
0.6633 Remote Similarity NPD6079 Approved
0.6632 Remote Similarity NPD5330 Approved
0.6632 Remote Similarity NPD6684 Approved
0.6632 Remote Similarity NPD7521 Approved
0.6632 Remote Similarity NPD7334 Approved
0.6632 Remote Similarity NPD6409 Approved
0.6632 Remote Similarity NPD7146 Approved
0.6632 Remote Similarity NPD3618 Phase 1
0.6628 Remote Similarity NPD4787 Phase 1
0.6606 Remote Similarity NPD6882 Approved
0.66 Remote Similarity NPD5695 Phase 3
0.6569 Remote Similarity NPD5696 Approved
0.6559 Remote Similarity NPD3667 Approved
0.6542 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6542 Remote Similarity NPD6011 Approved
0.6538 Remote Similarity NPD7632 Discontinued
0.6522 Remote Similarity NPD6928 Phase 2
0.6514 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6495 Remote Similarity NPD6903 Approved
0.6471 Remote Similarity NPD4755 Approved
0.6458 Remote Similarity NPD3574 Clinical (unspecified phase)
0.642 Remote Similarity NPD3198 Approved
0.64 Remote Similarity NPD4202 Approved
0.6396 Remote Similarity NPD8133 Approved
0.6395 Remote Similarity NPD229 Approved
0.6387 Remote Similarity NPD7736 Approved
0.6373 Remote Similarity NPD5222 Approved
0.6373 Remote Similarity NPD5221 Approved
0.6373 Remote Similarity NPD4697 Phase 3
0.6373 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6355 Remote Similarity NPD6920 Discontinued
0.6355 Remote Similarity NPD6008 Approved
0.6348 Remote Similarity NPD6319 Approved
0.6346 Remote Similarity NPD4700 Approved
0.6346 Remote Similarity NPD4696 Approved
0.6346 Remote Similarity NPD5286 Approved
0.6346 Remote Similarity NPD5285 Approved
0.6344 Remote Similarity NPD7525 Registered
0.6337 Remote Similarity NPD6001 Approved
0.633 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6311 Remote Similarity NPD5173 Approved
0.6303 Remote Similarity NPD8293 Discontinued
0.63 Remote Similarity NPD6411 Approved
0.6289 Remote Similarity NPD6098 Approved
0.6283 Remote Similarity NPD6940 Discontinued
0.6283 Remote Similarity NPD6274 Approved
0.6283 Remote Similarity NPD6868 Approved
0.6271 Remote Similarity NPD7492 Approved
0.6263 Remote Similarity NPD4753 Phase 2
0.6263 Remote Similarity NPD6673 Approved
0.6263 Remote Similarity NPD6080 Approved
0.6263 Remote Similarity NPD6904 Approved
0.6261 Remote Similarity NPD7101 Approved
0.6261 Remote Similarity NPD7100 Approved
0.625 Remote Similarity NPD3666 Approved
0.625 Remote Similarity NPD8298 Phase 2
0.625 Remote Similarity NPD3668 Phase 3
0.625 Remote Similarity NPD3133 Approved
0.625 Remote Similarity NPD3665 Phase 1
0.6238 Remote Similarity NPD8171 Discontinued
0.6228 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6226 Remote Similarity NPD5224 Approved
0.6226 Remote Similarity NPD5226 Approved
0.6226 Remote Similarity NPD5211 Phase 2
0.6226 Remote Similarity NPD5225 Approved
0.6226 Remote Similarity NPD4633 Approved
0.6218 Remote Similarity NPD6616 Approved
0.6207 Remote Similarity NPD6054 Approved
0.6207 Remote Similarity NPD6059 Approved
0.6203 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6186 Remote Similarity NPD7604 Phase 2
0.6182 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6174 Remote Similarity NPD6335 Approved
0.6168 Remote Similarity NPD5175 Approved
0.6168 Remote Similarity NPD5174 Approved
0.6167 Remote Similarity NPD7078 Approved
0.6154 Remote Similarity NPD6909 Approved
0.6154 Remote Similarity NPD6908 Approved
0.6139 Remote Similarity NPD7637 Suspended
0.6132 Remote Similarity NPD5223 Approved
0.6129 Remote Similarity NPD3617 Approved
0.6126 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6126 Remote Similarity NPD4634 Approved
0.6111 Remote Similarity NPD5141 Approved
0.6106 Remote Similarity NPD4632 Approved
0.6102 Remote Similarity NPD6370 Approved
0.61 Remote Similarity NPD6101 Approved
0.61 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6095 Remote Similarity NPD4225 Approved
0.6091 Remote Similarity NPD6415 Discontinued
0.6087 Remote Similarity NPD6317 Approved
0.6066 Remote Similarity NPD7319 Approved
0.6055 Remote Similarity NPD4768 Approved
0.6055 Remote Similarity NPD4767 Approved
0.605 Remote Similarity NPD8328 Phase 3
0.6047 Remote Similarity NPD9496 Clinical (unspecified phase)
0.6042 Remote Similarity NPD4221 Approved
0.6042 Remote Similarity NPD4223 Phase 3
0.6034 Remote Similarity NPD6314 Approved
0.6034 Remote Similarity NPD6313 Approved
0.602 Remote Similarity NPD5329 Approved
0.6019 Remote Similarity NPD4754 Approved
0.6017 Remote Similarity NPD6016 Approved
0.6017 Remote Similarity NPD6015 Approved
0.6 Remote Similarity NPD6412 Phase 2
0.6 Remote Similarity NPD5208 Approved
0.6 Remote Similarity NPD615 Clinical (unspecified phase)
0.598 Remote Similarity NPD5693 Phase 1
0.598 Remote Similarity NPD5284 Approved
0.598 Remote Similarity NPD5281 Approved
0.598 Remote Similarity NPD6050 Approved
0.5966 Remote Similarity NPD5988 Approved
0.5962 Remote Similarity NPD4629 Approved
0.5962 Remote Similarity NPD5210 Approved
0.596 Remote Similarity NPD5279 Phase 3
0.5957 Remote Similarity NPD5784 Clinical (unspecified phase)
0.595 Remote Similarity NPD7507 Approved
0.5948 Remote Similarity NPD6009 Approved
0.5946 Remote Similarity NPD5128 Approved
0.5946 Remote Similarity NPD4730 Approved
0.5946 Remote Similarity NPD4729 Approved
0.5941 Remote Similarity NPD7285 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   53356108
ChEMBL   CHEMBL1802042
ZINC  

Physicochemical Properties

Molecular Weight:  514.37
ALogP:  1.4884
MLogP:  4.43
XLogP:  9.37
# Rotatable Bonds:  16
Polar Surface Area:  80.67
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  37

Download Data

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Structure MOL file  
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Biological Activities  
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