Natural Product: NPC475781

Natural Product ID:  NPC475781
Common Name:   Jungermatrobrunin A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C24H32O8
Standard InCHIKey:  WXIBMYGOGQQGHB-DXSQGCQQSA-N
Standard InCHI:  InChI=1S/C24H32O8/c1-11-15-9-14-10-16(29-12(2)25)19-21(4,5)8-7-17(30-13(3)26)22(19,6)23(14)20(18(15)27)24(11,28)32-31-23/h10,15-20,27-28H,1,7-9H2,2-6H3/t15-,16+,17+,18+,19-,20+,22-,23-,24+/m1/s1
Canonical SMILES:  CC(=O)O[C@H]1C=C2C[C@H]3[C@@H]([C@H]4[C@]2([C@]2([C@H]1C(C)(C)CC[C@@H]2OC(=O)C)C)OO[C@]4(C3=C)O)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
NPO33117 jungermannia atrobrunnea Species Jungermanniaceae Eukaryota PMID[18665642]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT20 Organism Candida albicans Candida albicans MIC = 128 ug/ml 23214452

  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 NPC475781 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
0.8932 High Similarity NPC220217
0.8932 High Similarity NPC119855
0.8835 High Similarity NPC473543
0.8738 High Similarity NPC196471
0.8738 High Similarity NPC187302
0.8738 High Similarity NPC10232
0.8738 High Similarity NPC97487
0.8738 High Similarity NPC473523
0.8738 High Similarity NPC189588
0.8687 High Similarity NPC3359
0.8641 High Similarity NPC476471
0.8641 High Similarity NPC475344
0.8586 High Similarity NPC26046
0.8558 High Similarity NPC474124
0.8558 High Similarity NPC160583
0.8544 High Similarity NPC268829
0.8544 High Similarity NPC222875
0.8544 High Similarity NPC25177
0.8544 High Similarity NPC247701
0.8544 High Similarity NPC295110
0.8544 High Similarity NPC475617
0.85 High Similarity NPC144202
0.8485 Intermediate Similarity NPC234335
0.8485 Intermediate Similarity NPC130840
0.8469 Intermediate Similarity NPC473647
0.8431 Intermediate Similarity NPC473244
0.8416 Intermediate Similarity NPC276110
0.84 Intermediate Similarity NPC27531
0.8384 Intermediate Similarity NPC123252
0.8384 Intermediate Similarity NPC194485
0.8384 Intermediate Similarity NPC53890
0.8384 Intermediate Similarity NPC219937
0.8381 Intermediate Similarity NPC36688
0.8381 Intermediate Similarity NPC472821
0.8365 Intermediate Similarity NPC474022
0.8365 Intermediate Similarity NPC176406
0.8333 Intermediate Similarity NPC304899
0.8333 Intermediate Similarity NPC276103
0.8333 Intermediate Similarity NPC475030
0.8333 Intermediate Similarity NPC284194
0.8333 Intermediate Similarity NPC471765
0.8333 Intermediate Similarity NPC253115
0.8333 Intermediate Similarity NPC54248
0.8333 Intermediate Similarity NPC211810
0.8333 Intermediate Similarity NPC128133
0.8333 Intermediate Similarity NPC221801
0.8317 Intermediate Similarity NPC474922
0.8304 Intermediate Similarity NPC203862
0.8286 Intermediate Similarity NPC300399
0.8286 Intermediate Similarity NPC471482
0.8273 Intermediate Similarity NPC44537
0.8273 Intermediate Similarity NPC126691
0.8269 Intermediate Similarity NPC161527
0.8269 Intermediate Similarity NPC477972
0.8269 Intermediate Similarity NPC473510
0.8269 Intermediate Similarity NPC38855
0.8269 Intermediate Similarity NPC219285
0.8269 Intermediate Similarity NPC230546
0.8269 Intermediate Similarity NPC477971
0.8269 Intermediate Similarity NPC20113
0.8269 Intermediate Similarity NPC477968
0.8269 Intermediate Similarity NPC228251
0.8265 Intermediate Similarity NPC166857
0.8252 Intermediate Similarity NPC475033
0.8252 Intermediate Similarity NPC210337
0.8252 Intermediate Similarity NPC475032
0.8252 Intermediate Similarity NPC274793
0.8241 Intermediate Similarity NPC38948
0.8241 Intermediate Similarity NPC472218
0.8241 Intermediate Similarity NPC472219
0.8241 Intermediate Similarity NPC472217
0.8235 Intermediate Similarity NPC241047
0.823 Intermediate Similarity NPC160888
0.823 Intermediate Similarity NPC475403
0.8224 Intermediate Similarity NPC186668
0.8208 Intermediate Similarity NPC471886
0.8208 Intermediate Similarity NPC471888
0.8208 Intermediate Similarity NPC120009
0.8208 Intermediate Similarity NPC471885
0.8208 Intermediate Similarity NPC471887
0.82 Intermediate Similarity NPC220216
0.82 Intermediate Similarity NPC295668
0.819 Intermediate Similarity NPC49532
0.819 Intermediate Similarity NPC11974
0.819 Intermediate Similarity NPC472554
0.8182 Intermediate Similarity NPC160304
0.8173 Intermediate Similarity NPC325229
0.8173 Intermediate Similarity NPC275086
0.8165 Intermediate Similarity NPC5475
0.8165 Intermediate Similarity NPC173905
0.8165 Intermediate Similarity NPC206618
0.8165 Intermediate Similarity NPC472216
0.8165 Intermediate Similarity NPC284828
0.8163 Intermediate Similarity NPC286153
0.8158 Intermediate Similarity NPC304260
0.8158 Intermediate Similarity NPC29639
0.8158 Intermediate Similarity NPC476085
0.8158 Intermediate Similarity NPC291820
0.8158 Intermediate Similarity NPC81222
0.8158 Intermediate Similarity NPC5883
0.8158 Intermediate Similarity NPC44899
0.8158 Intermediate Similarity NPC473633
0.8155 Intermediate Similarity NPC288970
0.8155 Intermediate Similarity NPC292718
0.8155 Intermediate Similarity NPC88009
0.8155 Intermediate Similarity NPC169270
0.8155 Intermediate Similarity NPC306797
0.8155 Intermediate Similarity NPC111834
0.8148 Intermediate Similarity NPC471205
0.8142 Intermediate Similarity NPC50305
0.8142 Intermediate Similarity NPC87250
0.8142 Intermediate Similarity NPC471353
0.8142 Intermediate Similarity NPC471354
0.8142 Intermediate Similarity NPC142066
0.8142 Intermediate Similarity NPC309034
0.8142 Intermediate Similarity NPC474418
0.8142 Intermediate Similarity NPC157376
0.8142 Intermediate Similarity NPC158344
0.8142 Intermediate Similarity NPC473852
0.8142 Intermediate Similarity NPC471351
0.8142 Intermediate Similarity NPC243196
0.8142 Intermediate Similarity NPC471355
0.8142 Intermediate Similarity NPC196429
0.8142 Intermediate Similarity NPC77319
0.8142 Intermediate Similarity NPC84987
0.8142 Intermediate Similarity NPC34390
0.8142 Intermediate Similarity NPC27507
0.8142 Intermediate Similarity NPC244402
0.8142 Intermediate Similarity NPC99728
0.8137 Intermediate Similarity NPC119562
0.8137 Intermediate Similarity NPC472416
0.8137 Intermediate Similarity NPC105490
0.8137 Intermediate Similarity NPC279410
0.8137 Intermediate Similarity NPC472360
0.8131 Intermediate Similarity NPC473577
0.8131 Intermediate Similarity NPC152966
0.8131 Intermediate Similarity NPC475585
0.8131 Intermediate Similarity NPC474550
0.8119 Intermediate Similarity NPC177641
0.8119 Intermediate Similarity NPC124374
0.8113 Intermediate Similarity NPC472552
0.8113 Intermediate Similarity NPC37207
0.8113 Intermediate Similarity NPC471889
0.8113 Intermediate Similarity NPC475038
0.8113 Intermediate Similarity NPC109195
0.8103 Intermediate Similarity NPC222688
0.81 Intermediate Similarity NPC246028
0.81 Intermediate Similarity NPC261320
0.8095 Intermediate Similarity NPC188968
0.8095 Intermediate Similarity NPC251680
0.8095 Intermediate Similarity NPC208358
0.8087 Intermediate Similarity NPC107607
0.8087 Intermediate Similarity NPC50689
0.8087 Intermediate Similarity NPC257610
0.8077 Intermediate Similarity NPC51499
0.8077 Intermediate Similarity NPC177818
0.8073 Intermediate Similarity NPC50124
0.807 Intermediate Similarity NPC218093
0.807 Intermediate Similarity NPC83287
0.8058 Intermediate Similarity NPC8774
0.8056 Intermediate Similarity NPC472818
0.8056 Intermediate Similarity NPC475290
0.8056 Intermediate Similarity NPC474015
0.8053 Intermediate Similarity NPC266728
0.8053 Intermediate Similarity NPC310341
0.8053 Intermediate Similarity NPC99620
0.8053 Intermediate Similarity NPC193382
0.8053 Intermediate Similarity NPC49492
0.8053 Intermediate Similarity NPC199428
0.8053 Intermediate Similarity NPC5311
0.8039 Intermediate Similarity NPC99653
0.8039 Intermediate Similarity NPC7349
0.8039 Intermediate Similarity NPC473678
0.8037 Intermediate Similarity NPC471450
0.8037 Intermediate Similarity NPC45897
0.8037 Intermediate Similarity NPC7644
0.8037 Intermediate Similarity NPC222153
0.8037 Intermediate Similarity NPC475623
0.8037 Intermediate Similarity NPC127933
0.8037 Intermediate Similarity NPC473694
0.8037 Intermediate Similarity NPC475334
0.8037 Intermediate Similarity NPC7613
0.8037 Intermediate Similarity NPC85742
0.8037 Intermediate Similarity NPC475889
0.8036 Intermediate Similarity NPC171126
0.8034 Intermediate Similarity NPC257207
0.8034 Intermediate Similarity NPC295133
0.802 Intermediate Similarity NPC78973
0.8019 Intermediate Similarity NPC155974
0.8018 Intermediate Similarity NPC475668
0.8018 Intermediate Similarity NPC475480
0.8018 Intermediate Similarity NPC473921
0.8017 Intermediate Similarity NPC40749
0.8017 Intermediate Similarity NPC475219
0.8017 Intermediate Similarity NPC231518
0.8 Intermediate Similarity NPC229962
0.8 Intermediate Similarity NPC195560
0.8 Intermediate Similarity NPC213761
0.8 Intermediate Similarity NPC473570
0.8 Intermediate Similarity NPC471952

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475781 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
0.8095 Intermediate Similarity NPD7640 Approved
0.8095 Intermediate Similarity NPD7639 Approved
0.807 Intermediate Similarity NPD7328 Approved
0.807 Intermediate Similarity NPD7327 Approved
0.8017 Intermediate Similarity NPD8033 Approved
0.8 Intermediate Similarity NPD7516 Approved
0.8 Intermediate Similarity NPD7638 Approved
0.7863 Intermediate Similarity NPD8378 Approved
0.7863 Intermediate Similarity NPD8335 Approved
0.7863 Intermediate Similarity NPD8380 Approved
0.7863 Intermediate Similarity NPD8379 Approved
0.7863 Intermediate Similarity NPD8296 Approved
0.7778 Intermediate Similarity NPD8294 Approved
0.7778 Intermediate Similarity NPD8377 Approved
0.7573 Intermediate Similarity NPD6051 Approved
0.7563 Intermediate Similarity NPD7503 Approved
0.7478 Intermediate Similarity NPD6053 Discontinued
0.7459 Intermediate Similarity NPD7507 Approved
0.7455 Intermediate Similarity NPD7632 Discontinued
0.7434 Intermediate Similarity NPD7320 Approved
0.7426 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD7319 Approved
0.7411 Intermediate Similarity NPD6675 Approved
0.7411 Intermediate Similarity NPD7128 Approved
0.7411 Intermediate Similarity NPD6402 Approved
0.7411 Intermediate Similarity NPD6008 Approved
0.7411 Intermediate Similarity NPD5739 Approved
0.7379 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD6372 Approved
0.7368 Intermediate Similarity NPD6373 Approved
0.7339 Intermediate Similarity NPD4225 Approved
0.7327 Intermediate Similarity NPD6695 Phase 3
0.7281 Intermediate Similarity NPD6899 Approved
0.7281 Intermediate Similarity NPD6881 Approved
0.7264 Intermediate Similarity NPD7637 Suspended
0.7241 Intermediate Similarity NPD6649 Approved
0.7241 Intermediate Similarity NPD6650 Approved
0.7227 Intermediate Similarity NPD7115 Discovery
0.7217 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7207 Intermediate Similarity NPD5344 Discontinued
0.72 Intermediate Similarity NPD7525 Registered
0.7196 Intermediate Similarity NPD6399 Phase 3
0.7193 Intermediate Similarity NPD5697 Approved
0.7193 Intermediate Similarity NPD5701 Approved
0.7179 Intermediate Similarity NPD6882 Approved
0.7179 Intermediate Similarity NPD8297 Approved
0.7155 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7155 Intermediate Similarity NPD7290 Approved
0.7155 Intermediate Similarity NPD6883 Approved
0.7155 Intermediate Similarity NPD7102 Approved
0.7097 Intermediate Similarity NPD7492 Approved
0.7094 Intermediate Similarity NPD8130 Phase 1
0.7094 Intermediate Similarity NPD6847 Approved
0.7094 Intermediate Similarity NPD6869 Approved
0.7094 Intermediate Similarity NPD6617 Approved
0.7091 Intermediate Similarity NPD6084 Phase 2
0.7091 Intermediate Similarity NPD6083 Phase 2
0.7069 Intermediate Similarity NPD6012 Approved
0.7069 Intermediate Similarity NPD6014 Approved
0.7069 Intermediate Similarity NPD6013 Approved
0.7049 Intermediate Similarity NPD6319 Approved
0.7049 Intermediate Similarity NPD6054 Approved
0.7049 Intermediate Similarity NPD6059 Approved
0.7048 Intermediate Similarity NPD7524 Approved
0.7048 Intermediate Similarity NPD4250 Approved
0.7048 Intermediate Similarity NPD4251 Approved
0.7048 Intermediate Similarity NPD7750 Discontinued
0.704 Intermediate Similarity NPD6616 Approved
0.703 Intermediate Similarity NPD6931 Approved
0.703 Intermediate Similarity NPD6930 Phase 2
0.6991 Remote Similarity NPD5211 Phase 2
0.6984 Remote Similarity NPD8293 Discontinued
0.6984 Remote Similarity NPD7078 Approved
0.6983 Remote Similarity NPD6011 Approved
0.6983 Remote Similarity NPD6686 Approved
0.6975 Remote Similarity NPD4632 Approved
0.6975 Remote Similarity NPD8133 Approved
0.697 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6964 Remote Similarity NPD6648 Approved
0.6952 Remote Similarity NPD4249 Approved
0.6949 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6937 Remote Similarity NPD4755 Approved
0.6935 Remote Similarity NPD6370 Approved
0.6931 Remote Similarity NPD6929 Approved
0.6929 Remote Similarity NPD7736 Approved
0.6909 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6897 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6881 Remote Similarity NPD4202 Approved
0.687 Remote Similarity NPD5141 Approved
0.6869 Remote Similarity NPD6942 Approved
0.6869 Remote Similarity NPD7339 Approved
0.6863 Remote Similarity NPD7514 Phase 3
0.6855 Remote Similarity NPD6016 Approved
0.6855 Remote Similarity NPD6015 Approved
0.6814 Remote Similarity NPD5285 Approved
0.6814 Remote Similarity NPD4700 Approved
0.6814 Remote Similarity NPD4696 Approved
0.6814 Remote Similarity NPD5286 Approved
0.6803 Remote Similarity NPD6009 Approved
0.68 Remote Similarity NPD5988 Approved
0.6789 Remote Similarity NPD7087 Discontinued
0.6765 Remote Similarity NPD7645 Phase 2
0.6762 Remote Similarity NPD4786 Approved
0.6757 Remote Similarity NPD5695 Phase 3
0.6754 Remote Similarity NPD4159 Approved
0.6752 Remote Similarity NPD6412 Phase 2
0.6746 Remote Similarity NPD7604 Phase 2
0.6733 Remote Similarity NPD6925 Approved
0.6733 Remote Similarity NPD5776 Phase 2
0.6726 Remote Similarity NPD5696 Approved
0.6721 Remote Similarity NPD6274 Approved
0.672 Remote Similarity NPD5983 Phase 2
0.6699 Remote Similarity NPD4819 Approved
0.6699 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6699 Remote Similarity NPD4821 Approved
0.6699 Remote Similarity NPD4822 Approved
0.6699 Remote Similarity NPD7332 Phase 2
0.6699 Remote Similarity NPD4820 Approved
0.6698 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6698 Remote Similarity NPD6893 Approved
0.6696 Remote Similarity NPD5225 Approved
0.6696 Remote Similarity NPD5224 Approved
0.6696 Remote Similarity NPD5226 Approved
0.6696 Remote Similarity NPD4633 Approved
0.6695 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6694 Remote Similarity NPD7100 Approved
0.6694 Remote Similarity NPD7101 Approved
0.6667 Remote Similarity NPD7145 Approved
0.6667 Remote Similarity NPD4768 Approved
0.6667 Remote Similarity NPD6903 Approved
0.6667 Remote Similarity NPD4767 Approved
0.6667 Remote Similarity NPD7748 Approved
0.6641 Remote Similarity NPD6336 Discontinued
0.6638 Remote Similarity NPD5174 Approved
0.6638 Remote Similarity NPD5175 Approved
0.6637 Remote Similarity NPD7902 Approved
0.6636 Remote Similarity NPD5330 Approved
0.6636 Remote Similarity NPD7515 Phase 2
0.6636 Remote Similarity NPD5693 Phase 1
0.6636 Remote Similarity NPD8035 Phase 2
0.6636 Remote Similarity NPD7521 Approved
0.6636 Remote Similarity NPD7146 Approved
0.6636 Remote Similarity NPD6409 Approved
0.6636 Remote Similarity NPD6684 Approved
0.6636 Remote Similarity NPD7334 Approved
0.6636 Remote Similarity NPD8034 Phase 2
0.6635 Remote Similarity NPD6902 Approved
0.6613 Remote Similarity NPD6335 Approved
0.6609 Remote Similarity NPD5223 Approved
0.6606 Remote Similarity NPD4753 Phase 2
0.6606 Remote Similarity NPD5328 Approved
0.6604 Remote Similarity NPD6400 Clinical (unspecified phase)
0.66 Remote Similarity NPD4785 Approved
0.66 Remote Similarity NPD4784 Approved
0.6587 Remote Similarity NPD8516 Approved
0.6587 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6587 Remote Similarity NPD8517 Approved
0.6587 Remote Similarity NPD6908 Approved
0.6587 Remote Similarity NPD6909 Approved
0.6587 Remote Similarity NPD8515 Approved
0.6587 Remote Similarity NPD8513 Phase 3
0.6583 Remote Similarity NPD4634 Approved
0.6583 Remote Similarity NPD6371 Approved
0.6577 Remote Similarity NPD5779 Approved
0.6577 Remote Similarity NPD5778 Approved
0.6571 Remote Similarity NPD3667 Approved
0.6569 Remote Similarity NPD6932 Approved
0.6566 Remote Similarity NPD4243 Approved
0.6555 Remote Similarity NPD4729 Approved
0.6555 Remote Similarity NPD4730 Approved
0.6542 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6538 Remote Similarity NPD6033 Approved
0.6538 Remote Similarity NPD4748 Discontinued
0.6532 Remote Similarity NPD6317 Approved
0.6518 Remote Similarity NPD6001 Approved
0.6514 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6509 Remote Similarity NPD5362 Discontinued
0.6505 Remote Similarity NPD4268 Approved
0.6505 Remote Similarity NPD4271 Approved
0.65 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6496 Remote Similarity NPD4754 Approved
0.6486 Remote Similarity NPD6079 Approved
0.6484 Remote Similarity NPD6067 Discontinued
0.6481 Remote Similarity NPD6098 Approved
0.6481 Remote Similarity NPD3618 Phase 1
0.648 Remote Similarity NPD6314 Approved
0.648 Remote Similarity NPD6313 Approved
0.6476 Remote Similarity NPD6898 Phase 1
0.6471 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6455 Remote Similarity NPD6904 Approved
0.6455 Remote Similarity NPD6080 Approved
0.6455 Remote Similarity NPD6673 Approved
0.6449 Remote Similarity NPD3666 Approved
0.6449 Remote Similarity NPD3665 Phase 1
0.6449 Remote Similarity NPD3133 Approved
0.6446 Remote Similarity NPD5248 Approved
0.6446 Remote Similarity NPD5251 Approved
0.6446 Remote Similarity NPD5247 Approved
0.6446 Remote Similarity NPD5249 Phase 3
0.6446 Remote Similarity NPD5250 Approved

Structure

External Identifiers

PubChem CID   44587940
ChEMBL   CHEMBL515365
ZINC  

Physicochemical Properties

Molecular Weight:  448.21
ALogP:  0.6569
MLogP:  3.22
XLogP:  1.36
# Rotatable Bonds:  11
Polar Surface Area:  111.52
# H-Bond Aceptor:  8
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  32

Download Data

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