Natural Product: NPC476264

Natural Product ID:  NPC476264
Common Name:   (+)-Muqubilone B Methyl Ester
IUPAC Name:   methyl (2R)-2-[(3R,6R)-6-methyl-6-[(E)-4,8,8-trimethyl-7,12-dioxotridec-3-enyl]dioxan-3-yl]propanoate
Synonyms:   (+)-Muqubilone B Methyl Ester
Molecular Formula:   C25H42O6
Standard InCHIKey:  RLNZNXBQJCWOKE-VPJHOPBLSA-N
Standard InCHI:  InChI=1S/C25H42O6/c1-18(12-13-22(27)24(4,5)15-9-11-19(2)26)10-8-16-25(6)17-14-21(30-31-25)20(3)23(28)29-7/h10,20-21H,8-9,11-17H2,1-7H3/b18-10+/t20-,21-,25-/m1/s1
Canonical SMILES:  COC(=O)[C@@H]([C@H]1CC[C@@](OO1)(C)CC/C=C(/CCC(=O)C(CCCC(=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
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 = 5 ug/ml 18710917

  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 NPC476264 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 NPC476325
0.9459 High Similarity NPC82488
0.9459 High Similarity NPC308545
0.9306 High Similarity NPC330016
0.9211 High Similarity NPC476988
0.9167 High Similarity NPC167145
0.9054 High Similarity NPC152754
0.9054 High Similarity NPC474447
0.9054 High Similarity NPC59602
0.9054 High Similarity NPC476987
0.8961 High Similarity NPC172309
0.8961 High Similarity NPC117960
0.8961 High Similarity NPC14044
0.8947 High Similarity NPC268502
0.8947 High Similarity NPC254996
0.88 High Similarity NPC474316
0.88 High Similarity NPC475744
0.88 High Similarity NPC476985
0.88 High Similarity NPC239127
0.88 High Similarity NPC469514
0.8667 High Similarity NPC255060
0.8649 High Similarity NPC474543
0.8649 High Similarity NPC238425
0.8649 High Similarity NPC472018
0.8642 High Similarity NPC476104
0.8571 High Similarity NPC121200
0.8553 High Similarity NPC266119
0.8533 High Similarity NPC474551
0.8519 High Similarity NPC471344
0.85 High Similarity NPC476983
0.8481 Intermediate Similarity NPC79277
0.8481 Intermediate Similarity NPC475481
0.8442 Intermediate Similarity NPC281296
0.8442 Intermediate Similarity NPC122847
0.8415 Intermediate Similarity NPC476982
0.8415 Intermediate Similarity NPC262085
0.8395 Intermediate Similarity NPC120158
0.8395 Intermediate Similarity NPC475193
0.8378 Intermediate Similarity NPC69462
0.8354 Intermediate Similarity NPC476265
0.8354 Intermediate Similarity NPC274522
0.8333 Intermediate Similarity NPC470905
0.8333 Intermediate Similarity NPC476986
0.8333 Intermediate Similarity NPC471342
0.8333 Intermediate Similarity NPC469866
0.8243 Intermediate Similarity NPC107130
0.8228 Intermediate Similarity NPC113363
0.8205 Intermediate Similarity NPC469867
0.8194 Intermediate Similarity NPC215987
0.8194 Intermediate Similarity NPC306805
0.8182 Intermediate Similarity NPC60718
0.8182 Intermediate Similarity NPC199445
0.8171 Intermediate Similarity NPC471343
0.8148 Intermediate Similarity NPC475395
0.8148 Intermediate Similarity NPC476984
0.8133 Intermediate Similarity NPC472017
0.8125 Intermediate Similarity NPC469920
0.8049 Intermediate Similarity NPC69469
0.8049 Intermediate Similarity NPC476100
0.8049 Intermediate Similarity NPC475989
0.8 Intermediate Similarity NPC28319
0.7976 Intermediate Similarity NPC475181
0.7927 Intermediate Similarity NPC476292
0.7927 Intermediate Similarity NPC474605
0.7922 Intermediate Similarity NPC470237
0.7887 Intermediate Similarity NPC472021
0.7831 Intermediate Similarity NPC475622
0.7831 Intermediate Similarity NPC108045
0.7746 Intermediate Similarity NPC226602
0.7746 Intermediate Similarity NPC472019
0.7746 Intermediate Similarity NPC472020
0.7722 Intermediate Similarity NPC475861
0.7683 Intermediate Similarity NPC103634
0.7674 Intermediate Similarity NPC471739
0.7662 Intermediate Similarity NPC475310
0.7654 Intermediate Similarity NPC321514
0.7614 Intermediate Similarity NPC51653
0.759 Intermediate Similarity NPC327002
0.7564 Intermediate Similarity NPC126061
0.7561 Intermediate Similarity NPC471740
0.7558 Intermediate Similarity NPC104961
0.7558 Intermediate Similarity NPC70555
0.7558 Intermediate Similarity NPC70422
0.7532 Intermediate Similarity NPC477448
0.7532 Intermediate Similarity NPC477449
0.7531 Intermediate Similarity NPC145898
0.7528 Intermediate Similarity NPC36491
0.75 Intermediate Similarity NPC474419
0.7471 Intermediate Similarity NPC478144
0.7471 Intermediate Similarity NPC478145
0.7468 Intermediate Similarity NPC92909
0.7468 Intermediate Similarity NPC107783
0.7467 Intermediate Similarity NPC476330
0.7432 Intermediate Similarity NPC474552
0.7416 Intermediate Similarity NPC253144
0.7412 Intermediate Similarity NPC477373
0.7412 Intermediate Similarity NPC222358
0.7407 Intermediate Similarity NPC471726
0.7407 Intermediate Similarity NPC474527
0.7381 Intermediate Similarity NPC281949
0.7381 Intermediate Similarity NPC25684
0.7381 Intermediate Similarity NPC141810
0.7381 Intermediate Similarity NPC255580
0.7381 Intermediate Similarity NPC301477
0.7381 Intermediate Similarity NPC286229
0.7381 Intermediate Similarity NPC39411
0.7375 Intermediate Similarity NPC306928
0.7375 Intermediate Similarity NPC469691
0.7375 Intermediate Similarity NPC166797
0.7375 Intermediate Similarity NPC167049
0.7363 Intermediate Similarity NPC473280
0.7363 Intermediate Similarity NPC473431
0.7363 Intermediate Similarity NPC471078
0.7363 Intermediate Similarity NPC473435
0.7356 Intermediate Similarity NPC477994
0.7356 Intermediate Similarity NPC73038
0.7356 Intermediate Similarity NPC477993
0.7356 Intermediate Similarity NPC474045
0.7356 Intermediate Similarity NPC261253
0.7349 Intermediate Similarity NPC469620
0.7349 Intermediate Similarity NPC622
0.7349 Intermediate Similarity NPC469690
0.7349 Intermediate Similarity NPC327674
0.7349 Intermediate Similarity NPC471299
0.7349 Intermediate Similarity NPC617
0.7349 Intermediate Similarity NPC276647
0.7349 Intermediate Similarity NPC158565
0.7333 Intermediate Similarity NPC123177
0.7333 Intermediate Similarity NPC70595
0.7333 Intermediate Similarity NPC6255
0.7333 Intermediate Similarity NPC471588
0.7333 Intermediate Similarity NPC74103
0.7333 Intermediate Similarity NPC284185
0.7333 Intermediate Similarity NPC150978
0.7326 Intermediate Similarity NPC9868
0.7326 Intermediate Similarity NPC469407
0.7326 Intermediate Similarity NPC100391
0.7317 Intermediate Similarity NPC474760
0.7317 Intermediate Similarity NPC472300
0.7312 Intermediate Similarity NPC124246
0.7308 Intermediate Similarity NPC144511
0.7308 Intermediate Similarity NPC296522
0.7303 Intermediate Similarity NPC97577
0.7303 Intermediate Similarity NPC474570
0.7303 Intermediate Similarity NPC474679
0.7303 Intermediate Similarity NPC474700
0.7294 Intermediate Similarity NPC85772
0.7294 Intermediate Similarity NPC475936
0.7294 Intermediate Similarity NPC240302
0.7284 Intermediate Similarity NPC244166
0.7284 Intermediate Similarity NPC469678
0.7284 Intermediate Similarity NPC324762
0.7284 Intermediate Similarity NPC469669
0.7284 Intermediate Similarity NPC475771
0.7273 Intermediate Similarity NPC86005
0.7273 Intermediate Similarity NPC173089
0.7273 Intermediate Similarity NPC158141
0.7273 Intermediate Similarity NPC96496
0.7262 Intermediate Similarity NPC267517
0.7262 Intermediate Similarity NPC304795
0.7253 Intermediate Similarity NPC118490
0.7241 Intermediate Similarity NPC290329
0.7241 Intermediate Similarity NPC474369
0.7241 Intermediate Similarity NPC472686
0.7241 Intermediate Similarity NPC329738
0.7241 Intermediate Similarity NPC261380
0.7241 Intermediate Similarity NPC76333
0.7234 Intermediate Similarity NPC470188
0.7229 Intermediate Similarity NPC35574
0.7229 Intermediate Similarity NPC4827
0.7229 Intermediate Similarity NPC478247
0.7229 Intermediate Similarity NPC11796
0.7229 Intermediate Similarity NPC474341
0.7229 Intermediate Similarity NPC218817
0.7229 Intermediate Similarity NPC471220
0.7229 Intermediate Similarity NPC478246
0.7222 Intermediate Similarity NPC145666
0.7215 Intermediate Similarity NPC472955
0.7209 Intermediate Similarity NPC53867
0.7209 Intermediate Similarity NPC475947
0.7209 Intermediate Similarity NPC215294
0.7209 Intermediate Similarity NPC474703
0.7209 Intermediate Similarity NPC193198
0.7204 Intermediate Similarity NPC122324
0.7204 Intermediate Similarity NPC471153
0.7204 Intermediate Similarity NPC106425
0.7204 Intermediate Similarity NPC132824
0.7204 Intermediate Similarity NPC98874
0.7204 Intermediate Similarity NPC151725
0.7195 Intermediate Similarity NPC899
0.7195 Intermediate Similarity NPC40353
0.7195 Intermediate Similarity NPC226242
0.7191 Intermediate Similarity NPC201046
0.7191 Intermediate Similarity NPC469628
0.7191 Intermediate Similarity NPC469653
0.7191 Intermediate Similarity NPC474511
0.7191 Intermediate Similarity NPC1753
0.7191 Intermediate Similarity NPC471047
0.7191 Intermediate Similarity NPC475902
0.7191 Intermediate Similarity NPC294480

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476264 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
0.7528 Intermediate Similarity NPD6411 Approved
0.7381 Intermediate Similarity NPD5369 Approved
0.7303 Intermediate Similarity NPD6101 Approved
0.7303 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD5282 Discontinued
0.7159 Intermediate Similarity NPD6684 Approved
0.7159 Intermediate Similarity NPD7334 Approved
0.7159 Intermediate Similarity NPD7146 Approved
0.7159 Intermediate Similarity NPD7521 Approved
0.7159 Intermediate Similarity NPD6409 Approved
0.7159 Intermediate Similarity NPD5330 Approved
0.7093 Intermediate Similarity NPD6435 Approved
0.7073 Intermediate Similarity NPD8039 Approved
0.7065 Intermediate Similarity NPD6399 Phase 3
0.7059 Intermediate Similarity NPD5368 Approved
0.7024 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5737 Approved
0.7 Intermediate Similarity NPD6672 Approved
0.7 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6903 Approved
0.6989 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6989 Remote Similarity NPD7900 Approved
0.6915 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6897 Remote Similarity NPD4269 Approved
0.6897 Remote Similarity NPD4270 Approved
0.6897 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6882 Remote Similarity NPD5778 Approved
0.6882 Remote Similarity NPD5779 Approved
0.6848 Remote Similarity NPD46 Approved
0.6848 Remote Similarity NPD6698 Approved
0.6848 Remote Similarity NPD5785 Approved
0.6818 Remote Similarity NPD7154 Phase 3
0.6809 Remote Similarity NPD7748 Approved
0.6778 Remote Similarity NPD5786 Approved
0.6778 Remote Similarity NPD6098 Approved
0.6774 Remote Similarity NPD7515 Phase 2
0.6774 Remote Similarity NPD7983 Approved
0.6771 Remote Similarity NPD7902 Approved
0.6771 Remote Similarity NPD6084 Phase 2
0.6771 Remote Similarity NPD6083 Phase 2
0.6739 Remote Similarity NPD6673 Approved
0.6739 Remote Similarity NPD6080 Approved
0.6739 Remote Similarity NPD6904 Approved
0.6737 Remote Similarity NPD5695 Phase 3
0.6709 Remote Similarity NPD7331 Phase 2
0.6705 Remote Similarity NPD5209 Approved
0.6703 Remote Similarity NPD3573 Approved
0.6667 Remote Similarity NPD4252 Approved
0.6667 Remote Similarity NPD4821 Approved
0.6667 Remote Similarity NPD5363 Approved
0.6667 Remote Similarity NPD7839 Suspended
0.6667 Remote Similarity NPD1694 Approved
0.6667 Remote Similarity NPD4819 Approved
0.6667 Remote Similarity NPD4820 Approved
0.6667 Remote Similarity NPD4822 Approved
0.6634 Remote Similarity NPD6675 Approved
0.6634 Remote Similarity NPD6402 Approved
0.6634 Remote Similarity NPD7128 Approved
0.6634 Remote Similarity NPD5739 Approved
0.6629 Remote Similarity NPD5362 Discontinued
0.6596 Remote Similarity NPD6050 Approved
0.6593 Remote Similarity NPD6422 Discontinued
0.6582 Remote Similarity NPD7341 Phase 2
0.6562 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6556 Remote Similarity NPD3668 Phase 3
0.6556 Remote Similarity NPD4786 Approved
0.6538 Remote Similarity NPD6371 Approved
0.6531 Remote Similarity NPD5696 Approved
0.6517 Remote Similarity NPD3667 Approved
0.6505 Remote Similarity NPD6899 Approved
0.6505 Remote Similarity NPD6881 Approved
0.6505 Remote Similarity NPD7320 Approved
0.6489 Remote Similarity NPD5692 Phase 3
0.6477 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6452 Remote Similarity NPD5208 Approved
0.6442 Remote Similarity NPD6372 Approved
0.6442 Remote Similarity NPD6373 Approved
0.6437 Remote Similarity NPD4271 Approved
0.6437 Remote Similarity NPD4268 Approved
0.6421 Remote Similarity NPD5694 Approved
0.6421 Remote Similarity NPD5284 Approved
0.6421 Remote Similarity NPD7637 Suspended
0.6421 Remote Similarity NPD5693 Phase 1
0.6421 Remote Similarity NPD5281 Approved
0.6408 Remote Similarity NPD5697 Approved
0.6408 Remote Similarity NPD5701 Approved
0.6389 Remote Similarity NPD29 Approved
0.6389 Remote Similarity NPD28 Approved
0.6383 Remote Similarity NPD4753 Phase 2
0.6383 Remote Similarity NPD1695 Approved
0.6381 Remote Similarity NPD7102 Approved
0.6381 Remote Similarity NPD6883 Approved
0.6381 Remote Similarity NPD7290 Approved
0.6375 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6374 Remote Similarity NPD3133 Approved
0.6374 Remote Similarity NPD3665 Phase 1
0.6374 Remote Similarity NPD3666 Approved
0.6346 Remote Similarity NPD6686 Approved
0.6321 Remote Similarity NPD6869 Approved
0.6321 Remote Similarity NPD6650 Approved
0.6321 Remote Similarity NPD6649 Approved
0.6321 Remote Similarity NPD8130 Phase 1
0.6321 Remote Similarity NPD6617 Approved
0.6321 Remote Similarity NPD6847 Approved
0.6316 Remote Similarity NPD5207 Approved
0.6311 Remote Similarity NPD6008 Approved
0.6304 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6292 Remote Similarity NPD4695 Discontinued
0.6286 Remote Similarity NPD6013 Approved
0.6286 Remote Similarity NPD6014 Approved
0.6286 Remote Similarity NPD6012 Approved
0.6263 Remote Similarity NPD4755 Approved
0.6262 Remote Similarity NPD8297 Approved
0.6262 Remote Similarity NPD6882 Approved
0.625 Remote Similarity NPD4810 Clinical (unspecified phase)
0.625 Remote Similarity NPD7899 Clinical (unspecified phase)
0.625 Remote Similarity NPD6412 Phase 2
0.625 Remote Similarity NPD8035 Phase 2
0.625 Remote Similarity NPD8034 Phase 2
0.625 Remote Similarity NPD3197 Phase 1
0.625 Remote Similarity NPD3732 Approved
0.6237 Remote Similarity NPD3618 Phase 1
0.6237 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6237 Remote Similarity NPD5279 Phase 3
0.6211 Remote Similarity NPD5370 Suspended
0.6211 Remote Similarity NPD6051 Approved
0.6211 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6211 Remote Similarity NPD5328 Approved
0.62 Remote Similarity NPD4225 Approved
0.619 Remote Similarity NPD6011 Approved
0.619 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6186 Remote Similarity NPD4202 Approved
0.6182 Remote Similarity NPD7115 Discovery
0.6168 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6162 Remote Similarity NPD7732 Phase 3
0.6154 Remote Similarity NPD4223 Phase 3
0.6154 Remote Similarity NPD4221 Approved
0.6139 Remote Similarity NPD5286 Approved
0.6139 Remote Similarity NPD5285 Approved
0.6139 Remote Similarity NPD4700 Approved
0.6139 Remote Similarity NPD4696 Approved
0.6133 Remote Similarity NPD4266 Approved
0.6133 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6133 Remote Similarity NPD3194 Approved
0.6133 Remote Similarity NPD3195 Phase 2
0.6133 Remote Similarity NPD3196 Approved
0.6129 Remote Similarity NPD5329 Approved
0.6129 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6129 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6122 Remote Similarity NPD6001 Approved
0.6111 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6098 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6087 Remote Similarity NPD5332 Approved
0.6087 Remote Similarity NPD5331 Approved
0.6082 Remote Similarity NPD6079 Approved
0.6061 Remote Similarity NPD4629 Approved
0.6061 Remote Similarity NPD5210 Approved
0.6061 Remote Similarity NPD5654 Approved
0.6049 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6044 Remote Similarity NPD4790 Discontinued
0.604 Remote Similarity NPD7638 Approved
0.6022 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6022 Remote Similarity NPD4197 Approved
0.6019 Remote Similarity NPD5225 Approved
0.6019 Remote Similarity NPD5226 Approved
0.6019 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6019 Remote Similarity NPD4633 Approved
0.6019 Remote Similarity NPD5211 Phase 2
0.6019 Remote Similarity NPD5224 Approved
0.6018 Remote Similarity NPD6319 Approved
0.6 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6 Remote Similarity NPD3172 Approved
0.6 Remote Similarity NPD4250 Approved
0.6 Remote Similarity NPD8328 Phase 3
0.6 Remote Similarity NPD4251 Approved
0.5981 Remote Similarity NPD8132 Clinical (unspecified phase)
0.598 Remote Similarity NPD7639 Approved
0.598 Remote Similarity NPD7640 Approved
0.5979 Remote Similarity NPD7838 Discovery
0.5977 Remote Similarity NPD6926 Approved
0.5977 Remote Similarity NPD6924 Approved
0.5962 Remote Similarity NPD5175 Approved
0.5962 Remote Similarity NPD6052 Approved
0.5962 Remote Similarity NPD5174 Approved
0.5955 Remote Similarity NPD4756 Discovery
0.5952 Remote Similarity NPD229 Approved
0.5948 Remote Similarity NPD7492 Approved
0.5946 Remote Similarity NPD6274 Approved
0.5941 Remote Similarity NPD5959 Approved
0.5934 Remote Similarity NPD7525 Registered
0.593 Remote Similarity NPD5777 Approved
0.5929 Remote Similarity NPD7100 Approved
0.5929 Remote Similarity NPD7101 Approved
0.5926 Remote Similarity NPD4634 Approved
0.5922 Remote Similarity NPD5223 Approved
0.5914 Remote Similarity NPD6695 Phase 3
0.5914 Remote Similarity NPD4788 Approved
0.5909 Remote Similarity NPD4632 Approved
0.5905 Remote Similarity NPD5141 Approved
0.5897 Remote Similarity NPD6616 Approved

Structure

External Identifiers

PubChem CID   25243600
ChEMBL   CHEMBL559635
ZINC  

Physicochemical Properties

Molecular Weight:  438.30
ALogP:  2.9391
MLogP:  3.55
XLogP:  3.705
# Rotatable Bonds:  21
Polar Surface Area:  78.9
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  31

Download Data

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