Natural Product: NPC308545

Natural Product ID:  NPC308545
Common Name:   (+)-Muqubilone B
IUPAC Name:   (2R)-2-[(3R,6R)-6-methyl-6-[(E)-4,8,8-trimethyl-7,12-dioxotridec-3-enyl]dioxan-3-yl]propanoic acid
Synonyms:   (+)-Muqubilone B
Molecular Formula:   C24H40O6
Standard InCHIKey:  UCWHHFGTUDDROG-QNHVPCAPSA-N
Standard InCHI:  InChI=1S/C24H40O6/c1-17(11-12-21(26)23(4,5)14-8-10-18(2)25)9-7-15-24(6)16-13-20(29-30-24)19(3)22(27)28/h9,19-20H,7-8,10-16H2,1-6H3,(H,27,28)/b17-9+/t19-,20-,24-/m1/s1
Canonical SMILES:  C/C(=CCC[C@]1(C)CC[C@@H](OO1)[C@H](C(=O)O)C)/CCC(=O)C(CCCC(=O)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
NPO4185 Diacarnus bismarckensis Species Podospongiidae Eukaryota PMID[19159277]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT471 Organism Trypanosoma brucei brucei Trypanosoma brucei brucei IC50 = 2 ug/ml 20392109

  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 NPC308545 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
1.0 High Similarity NPC82488
0.9474 High Similarity NPC14044
0.9474 High Similarity NPC172309
0.9474 High Similarity NPC117960
0.9459 High Similarity NPC476264
0.9459 High Similarity NPC476325
0.9324 High Similarity NPC469514
0.9079 High Similarity NPC121200
0.9 High Similarity NPC471344
0.8987 High Similarity NPC476983
0.8947 High Similarity NPC281296
0.8889 High Similarity NPC476104
0.8889 High Similarity NPC262085
0.8889 High Similarity NPC476982
0.8831 High Similarity NPC470905
0.8831 High Similarity NPC476986
0.88 High Similarity NPC330016
0.8734 High Similarity NPC476988
0.8718 High Similarity NPC113363
0.8701 High Similarity NPC122847
0.8684 High Similarity NPC199445
0.8684 High Similarity NPC60718
0.8667 High Similarity NPC167145
0.8571 High Similarity NPC152754
0.8571 High Similarity NPC471342
0.8571 High Similarity NPC474447
0.8571 High Similarity NPC469866
0.8571 High Similarity NPC476987
0.8571 High Similarity NPC59602
0.8519 High Similarity NPC476100
0.8481 Intermediate Similarity NPC268502
0.8481 Intermediate Similarity NPC254996
0.8462 Intermediate Similarity NPC469867
0.8434 Intermediate Similarity NPC475181
0.8415 Intermediate Similarity NPC471343
0.8395 Intermediate Similarity NPC475395
0.8395 Intermediate Similarity NPC476292
0.8395 Intermediate Similarity NPC476984
0.8395 Intermediate Similarity NPC474605
0.8333 Intermediate Similarity NPC475744
0.8333 Intermediate Similarity NPC239127
0.8333 Intermediate Similarity NPC476985
0.8333 Intermediate Similarity NPC474316
0.8293 Intermediate Similarity NPC69469
0.8205 Intermediate Similarity NPC255060
0.8182 Intermediate Similarity NPC474543
0.8182 Intermediate Similarity NPC238425
0.8182 Intermediate Similarity NPC472018
0.8101 Intermediate Similarity NPC266119
0.8077 Intermediate Similarity NPC474551
0.8052 Intermediate Similarity NPC126061
0.8049 Intermediate Similarity NPC79277
0.8049 Intermediate Similarity NPC475481
0.7976 Intermediate Similarity NPC475193
0.7976 Intermediate Similarity NPC120158
0.7945 Intermediate Similarity NPC474552
0.7927 Intermediate Similarity NPC103634
0.7927 Intermediate Similarity NPC476265
0.7927 Intermediate Similarity NPC274522
0.7922 Intermediate Similarity NPC69462
0.7901 Intermediate Similarity NPC321514
0.7857 Intermediate Similarity NPC477373
0.7831 Intermediate Similarity NPC327002
0.7792 Intermediate Similarity NPC107130
0.7753 Intermediate Similarity NPC471588
0.7753 Intermediate Similarity NPC6255
0.7753 Intermediate Similarity NPC36491
0.7733 Intermediate Similarity NPC306805
0.7733 Intermediate Similarity NPC476330
0.7733 Intermediate Similarity NPC215987
0.7711 Intermediate Similarity NPC469920
0.7701 Intermediate Similarity NPC158141
0.7701 Intermediate Similarity NPC173089
0.7701 Intermediate Similarity NPC96496
0.7692 Intermediate Similarity NPC472017
0.7667 Intermediate Similarity NPC118490
0.7647 Intermediate Similarity NPC475989
0.7619 Intermediate Similarity NPC90055
0.7614 Intermediate Similarity NPC474511
0.7614 Intermediate Similarity NPC1753
0.7609 Intermediate Similarity NPC132824
0.76 Intermediate Similarity NPC234767
0.759 Intermediate Similarity NPC327674
0.759 Intermediate Similarity NPC28319
0.7586 Intermediate Similarity NPC73038
0.7586 Intermediate Similarity NPC477993
0.7586 Intermediate Similarity NPC477994
0.7582 Intermediate Similarity NPC148964
0.7561 Intermediate Similarity NPC120776
0.7561 Intermediate Similarity NPC240170
0.7558 Intermediate Similarity NPC9868
0.7556 Intermediate Similarity NPC282616
0.7556 Intermediate Similarity NPC155120
0.7556 Intermediate Similarity NPC288833
0.7556 Intermediate Similarity NPC324341
0.7556 Intermediate Similarity NPC228784
0.7556 Intermediate Similarity NPC966
0.7534 Intermediate Similarity NPC475821
0.7528 Intermediate Similarity NPC97577
0.7528 Intermediate Similarity NPC474700
0.7528 Intermediate Similarity NPC474570
0.7527 Intermediate Similarity NPC124246
0.75 Intermediate Similarity NPC470237
0.75 Intermediate Similarity NPC477926
0.75 Intermediate Similarity NPC86005
0.75 Intermediate Similarity NPC88310
0.75 Intermediate Similarity NPC148523
0.75 Intermediate Similarity NPC312215
0.75 Intermediate Similarity NPC37038
0.75 Intermediate Similarity NPC263347
0.7471 Intermediate Similarity NPC76333
0.7471 Intermediate Similarity NPC329738
0.7471 Intermediate Similarity NPC261380
0.7471 Intermediate Similarity NPC79573
0.747 Intermediate Similarity NPC239098
0.747 Intermediate Similarity NPC179028
0.747 Intermediate Similarity NPC74410
0.747 Intermediate Similarity NPC218817
0.747 Intermediate Similarity NPC11796
0.7447 Intermediate Similarity NPC174663
0.7444 Intermediate Similarity NPC193750
0.7444 Intermediate Similarity NPC86372
0.7444 Intermediate Similarity NPC145666
0.7444 Intermediate Similarity NPC172361
0.7444 Intermediate Similarity NPC130278
0.7442 Intermediate Similarity NPC312480
0.7442 Intermediate Similarity NPC108045
0.7442 Intermediate Similarity NPC475622
0.7439 Intermediate Similarity NPC279537
0.7439 Intermediate Similarity NPC1973
0.7439 Intermediate Similarity NPC167873
0.7439 Intermediate Similarity NPC180886
0.7432 Intermediate Similarity NPC472021
0.7419 Intermediate Similarity NPC472806
0.7419 Intermediate Similarity NPC98874
0.7419 Intermediate Similarity NPC471153
0.7419 Intermediate Similarity NPC167193
0.7419 Intermediate Similarity NPC201657
0.7416 Intermediate Similarity NPC48866
0.7416 Intermediate Similarity NPC294480
0.7416 Intermediate Similarity NPC201046
0.7416 Intermediate Similarity NPC104560
0.7416 Intermediate Similarity NPC470417
0.7416 Intermediate Similarity NPC247406
0.7412 Intermediate Similarity NPC278459
0.7412 Intermediate Similarity NPC470241
0.7412 Intermediate Similarity NPC473420
0.7412 Intermediate Similarity NPC47031
0.7412 Intermediate Similarity NPC14151
0.7412 Intermediate Similarity NPC229584
0.7412 Intermediate Similarity NPC14203
0.7391 Intermediate Similarity NPC6818
0.7391 Intermediate Similarity NPC23621
0.7391 Intermediate Similarity NPC474529
0.7391 Intermediate Similarity NPC78580
0.7391 Intermediate Similarity NPC184006
0.7391 Intermediate Similarity NPC124207
0.7391 Intermediate Similarity NPC114159
0.7391 Intermediate Similarity NPC65829
0.7391 Intermediate Similarity NPC191412
0.7391 Intermediate Similarity NPC222047
0.7386 Intermediate Similarity NPC469483
0.7386 Intermediate Similarity NPC477479
0.7386 Intermediate Similarity NPC324063
0.7386 Intermediate Similarity NPC470955
0.7386 Intermediate Similarity NPC202394
0.7386 Intermediate Similarity NPC475753
0.7386 Intermediate Similarity NPC470415
0.7386 Intermediate Similarity NPC322159
0.7386 Intermediate Similarity NPC212843
0.7386 Intermediate Similarity NPC198761
0.7386 Intermediate Similarity NPC477478
0.7386 Intermediate Similarity NPC473226
0.7381 Intermediate Similarity NPC246458
0.7381 Intermediate Similarity NPC477371
0.7381 Intermediate Similarity NPC231431
0.7381 Intermediate Similarity NPC325869
0.7375 Intermediate Similarity NPC160817
0.7368 Intermediate Similarity NPC474718
0.7368 Intermediate Similarity NPC35239
0.7363 Intermediate Similarity NPC38754
0.7363 Intermediate Similarity NPC154101
0.7363 Intermediate Similarity NPC45269
0.7363 Intermediate Similarity NPC105189
0.7356 Intermediate Similarity NPC295799
0.7356 Intermediate Similarity NPC165064
0.7356 Intermediate Similarity NPC72464
0.7349 Intermediate Similarity NPC474433
0.7349 Intermediate Similarity NPC165711
0.7349 Intermediate Similarity NPC325946
0.7342 Intermediate Similarity NPC469914
0.734 Intermediate Similarity NPC26413
0.734 Intermediate Similarity NPC53844
0.734 Intermediate Similarity NPC57416
0.734 Intermediate Similarity NPC89225
0.734 Intermediate Similarity NPC187933
0.734 Intermediate Similarity NPC472851
0.734 Intermediate Similarity NPC261935
0.734 Intermediate Similarity NPC106112
0.7333 Intermediate Similarity NPC293048

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC308545 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
0.7753 Intermediate Similarity NPD6411 Approved
0.7619 Intermediate Similarity NPD5369 Approved
0.7528 Intermediate Similarity NPD6101 Approved
0.7528 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5368 Approved
0.747 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD5282 Discontinued
0.7326 Intermediate Similarity NPD4269 Approved
0.7326 Intermediate Similarity NPD6435 Approved
0.7326 Intermediate Similarity NPD4270 Approved
0.7283 Intermediate Similarity NPD6399 Phase 3
0.7179 Intermediate Similarity NPD7331 Phase 2
0.7174 Intermediate Similarity NPD7515 Phase 2
0.7128 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD5778 Approved
0.7097 Intermediate Similarity NPD5779 Approved
0.7093 Intermediate Similarity NPD4821 Approved
0.7093 Intermediate Similarity NPD4820 Approved
0.7093 Intermediate Similarity NPD4822 Approved
0.7093 Intermediate Similarity NPD4819 Approved
0.7093 Intermediate Similarity NPD4252 Approved
0.7079 Intermediate Similarity NPD5363 Approved
0.7065 Intermediate Similarity NPD6698 Approved
0.7065 Intermediate Similarity NPD46 Approved
0.7065 Intermediate Similarity NPD5785 Approved
0.7051 Intermediate Similarity NPD7341 Phase 2
0.7045 Intermediate Similarity NPD7154 Phase 3
0.7021 Intermediate Similarity NPD7748 Approved
0.7 Intermediate Similarity NPD5786 Approved
0.6989 Remote Similarity NPD7983 Approved
0.6979 Remote Similarity NPD6084 Phase 2
0.6979 Remote Similarity NPD7902 Approved
0.6979 Remote Similarity NPD6083 Phase 2
0.6966 Remote Similarity NPD4786 Approved
0.6947 Remote Similarity NPD5695 Phase 3
0.6932 Remote Similarity NPD3667 Approved
0.6875 Remote Similarity NPD7839 Suspended
0.686 Remote Similarity NPD4268 Approved
0.686 Remote Similarity NPD4271 Approved
0.6854 Remote Similarity NPD5362 Discontinued
0.6832 Remote Similarity NPD7128 Approved
0.6832 Remote Similarity NPD5739 Approved
0.6832 Remote Similarity NPD6675 Approved
0.6832 Remote Similarity NPD6402 Approved
0.6813 Remote Similarity NPD6409 Approved
0.6813 Remote Similarity NPD7521 Approved
0.6813 Remote Similarity NPD5330 Approved
0.6813 Remote Similarity NPD6684 Approved
0.6813 Remote Similarity NPD7146 Approved
0.6813 Remote Similarity NPD7334 Approved
0.6809 Remote Similarity NPD5284 Approved
0.6809 Remote Similarity NPD5281 Approved
0.6778 Remote Similarity NPD3665 Phase 1
0.6778 Remote Similarity NPD3666 Approved
0.6778 Remote Similarity NPD3133 Approved
0.6774 Remote Similarity NPD4753 Phase 2
0.6735 Remote Similarity NPD5696 Approved
0.6731 Remote Similarity NPD6371 Approved
0.6709 Remote Similarity NPD3197 Phase 1
0.6706 Remote Similarity NPD8039 Approved
0.6705 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6705 Remote Similarity NPD4695 Discontinued
0.6699 Remote Similarity NPD7320 Approved
0.6699 Remote Similarity NPD6881 Approved
0.6699 Remote Similarity NPD6899 Approved
0.6667 Remote Similarity NPD7900 Approved
0.6667 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6672 Approved
0.6667 Remote Similarity NPD6903 Approved
0.6667 Remote Similarity NPD5737 Approved
0.6667 Remote Similarity NPD3732 Approved
0.6635 Remote Similarity NPD6373 Approved
0.6635 Remote Similarity NPD6372 Approved
0.6633 Remote Similarity NPD4755 Approved
0.6632 Remote Similarity NPD7637 Suspended
0.663 Remote Similarity NPD6422 Discontinued
0.663 Remote Similarity NPD3574 Clinical (unspecified phase)
0.663 Remote Similarity NPD5279 Phase 3
0.663 Remote Similarity NPD3618 Phase 1
0.6622 Remote Similarity NPD4266 Approved
0.6622 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6622 Remote Similarity NPD3196 Approved
0.6622 Remote Similarity NPD3195 Phase 2
0.6622 Remote Similarity NPD3194 Approved
0.6602 Remote Similarity NPD5701 Approved
0.6602 Remote Similarity NPD5697 Approved
0.6596 Remote Similarity NPD5328 Approved
0.6596 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6593 Remote Similarity NPD3668 Phase 3
0.6571 Remote Similarity NPD7290 Approved
0.6571 Remote Similarity NPD7102 Approved
0.6571 Remote Similarity NPD6883 Approved
0.6562 Remote Similarity NPD4202 Approved
0.6556 Remote Similarity NPD4223 Phase 3
0.6556 Remote Similarity NPD4221 Approved
0.6556 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6538 Remote Similarity NPD6686 Approved
0.6522 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6522 Remote Similarity NPD5329 Approved
0.6517 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6509 Remote Similarity NPD6869 Approved
0.6509 Remote Similarity NPD6617 Approved
0.6509 Remote Similarity NPD6649 Approved
0.6509 Remote Similarity NPD6847 Approved
0.6509 Remote Similarity NPD6650 Approved
0.6509 Remote Similarity NPD8130 Phase 1
0.65 Remote Similarity NPD5285 Approved
0.65 Remote Similarity NPD4696 Approved
0.65 Remote Similarity NPD5286 Approved
0.65 Remote Similarity NPD4700 Approved
0.6486 Remote Similarity NPD3172 Approved
0.6484 Remote Similarity NPD5332 Approved
0.6484 Remote Similarity NPD5331 Approved
0.6476 Remote Similarity NPD6012 Approved
0.6476 Remote Similarity NPD6014 Approved
0.6476 Remote Similarity NPD6013 Approved
0.6458 Remote Similarity NPD8035 Phase 2
0.6458 Remote Similarity NPD8034 Phase 2
0.6458 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6458 Remote Similarity NPD6079 Approved
0.6452 Remote Similarity NPD6098 Approved
0.6449 Remote Similarity NPD6882 Approved
0.6449 Remote Similarity NPD8297 Approved
0.6444 Remote Similarity NPD4790 Discontinued
0.6442 Remote Similarity NPD6412 Phase 2
0.6442 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5210 Approved
0.6429 Remote Similarity NPD4629 Approved
0.6421 Remote Similarity NPD5370 Suspended
0.6421 Remote Similarity NPD6904 Approved
0.6421 Remote Similarity NPD6673 Approved
0.6421 Remote Similarity NPD6080 Approved
0.6413 Remote Similarity NPD4197 Approved
0.64 Remote Similarity NPD4225 Approved
0.6395 Remote Similarity NPD6924 Approved
0.6395 Remote Similarity NPD6926 Approved
0.6383 Remote Similarity NPD3573 Approved
0.6381 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6381 Remote Similarity NPD6011 Approved
0.6374 Remote Similarity NPD5209 Approved
0.6373 Remote Similarity NPD5211 Phase 2
0.6373 Remote Similarity NPD5226 Approved
0.6373 Remote Similarity NPD4633 Approved
0.6373 Remote Similarity NPD5225 Approved
0.6373 Remote Similarity NPD5224 Approved
0.6364 Remote Similarity NPD7115 Discovery
0.6355 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6344 Remote Similarity NPD1694 Approved
0.6344 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6333 Remote Similarity NPD7525 Registered
0.6311 Remote Similarity NPD5174 Approved
0.6311 Remote Similarity NPD5175 Approved
0.6304 Remote Similarity NPD4788 Approved
0.6289 Remote Similarity NPD6050 Approved
0.6277 Remote Similarity NPD5690 Phase 2
0.6277 Remote Similarity NPD5280 Approved
0.6277 Remote Similarity NPD4690 Approved
0.6277 Remote Similarity NPD5205 Approved
0.6277 Remote Similarity NPD4138 Approved
0.6277 Remote Similarity NPD4519 Discontinued
0.6277 Remote Similarity NPD4623 Approved
0.6277 Remote Similarity NPD4689 Approved
0.6277 Remote Similarity NPD4688 Approved
0.6277 Remote Similarity NPD4693 Phase 3
0.6277 Remote Similarity NPD4694 Approved
0.6275 Remote Similarity NPD5223 Approved
0.6264 Remote Similarity NPD857 Phase 3
0.6263 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6262 Remote Similarity NPD4634 Approved
0.625 Remote Similarity NPD5141 Approved
0.625 Remote Similarity NPD6933 Approved
0.6238 Remote Similarity NPD7638 Approved
0.6237 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6216 Remote Similarity NPD29 Approved
0.6216 Remote Similarity NPD28 Approved
0.6211 Remote Similarity NPD4251 Approved
0.6211 Remote Similarity NPD4250 Approved
0.6204 Remote Similarity NPD8413 Clinical (unspecified phase)
0.62 Remote Similarity NPD5221 Approved
0.62 Remote Similarity NPD5222 Approved
0.62 Remote Similarity NPD7614 Phase 1
0.62 Remote Similarity NPD5220 Clinical (unspecified phase)
0.62 Remote Similarity NPD4697 Phase 3
0.6196 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6195 Remote Similarity NPD6319 Approved
0.619 Remote Similarity NPD4767 Approved
0.619 Remote Similarity NPD4768 Approved
0.6186 Remote Similarity NPD7838 Discovery
0.6186 Remote Similarity NPD5692 Phase 3
0.618 Remote Similarity NPD4756 Discovery
0.6176 Remote Similarity NPD7640 Approved
0.6176 Remote Similarity NPD7639 Approved
0.6174 Remote Similarity NPD8328 Phase 3
0.6173 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6168 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6930 Phase 2
0.6154 Remote Similarity NPD7509 Discontinued
0.6154 Remote Similarity NPD4754 Approved
0.6154 Remote Similarity NPD6931 Approved

Structure

External Identifiers

PubChem CID   25243536
ChEMBL   CHEMBL552243
ZINC  

Physicochemical Properties

Molecular Weight:  424.28
ALogP:  2.6881
MLogP:  3.44
XLogP:  3.384
# Rotatable Bonds:  20
Polar Surface Area:  89.9
# H-Bond Aceptor:  6
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  30

Download Data

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