Natural Product: NPC158302

Natural Product ID:  NPC158302
Common Name:   Tricolorin D
IUPAC Name:  
Synonyms:   Tricolorin D
Molecular Formula:   C50H86O21
Standard InCHIKey:  UBRLBRKLLFOEPE-RGKUUGFNSA-N
Standard InCHI:  InChI=1S/C50H86O21/c1-9-12-18-21-30-22-19-16-14-13-15-17-20-23-32(51)61-24-31-35(54)38(57)42(49(66-31)69-41-37(56)34(53)28(7)63-48(41)65-30)70-50-44(68-46(60)26(5)11-3)43(40(29(8)64-50)67-45(59)25(4)10-2)71-47-39(58)36(55)33(52)27(6)62-47/h25-31,33-44,47-50,52-58H,9-24H2,1-8H3/t25-,26-,27-,28+,29-,30-,31+,33-,34-,35+,36+,37-,38-,39+,40-,41+,42+,43+,44+,47-,48-,49-,50-/m0/s1
Canonical SMILES:  CCCCC[C@H]1CCCCCCCCCC(=O)OC[C@H]2O[C@@H](O[C@H]3[C@H](O1)O[C@H](C)[C@@H]([C@@H]3O)O)[C@H](O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1OC(=O)[C@H](CC)C)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)OC(=O)[C@H](CC)C)[C@H]([C@@H]2O)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
NPO24622 Ipomoea tricolor Species Convolvulaceae Eukaryota crude resin Mexico PMID[16562846]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 32 ug/ml 20643902
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 32 ug/ml 11975486
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 32 ug/ml 23434030
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 16 ug/ml 2832544
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 16 ug/ml 12392745
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 1 ug/ml 10397494

  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 NPC158302 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 NPC294748
1.0 High Similarity NPC146992
1.0 High Similarity NPC22742
1.0 High Similarity NPC85759
1.0 High Similarity NPC477344
1.0 High Similarity NPC477346
0.9733 High Similarity NPC126685
0.9733 High Similarity NPC44782
0.9733 High Similarity NPC472200
0.9733 High Similarity NPC307400
0.9733 High Similarity NPC186992
0.9733 High Similarity NPC119583
0.9733 High Similarity NPC472201
0.9733 High Similarity NPC297768
0.9733 High Similarity NPC477318
0.9733 High Similarity NPC115013
0.9733 High Similarity NPC238056
0.9733 High Similarity NPC184915
0.9733 High Similarity NPC259294
0.9733 High Similarity NPC477317
0.9733 High Similarity NPC477347
0.9733 High Similarity NPC472202
0.9733 High Similarity NPC169345
0.9733 High Similarity NPC472205
0.9733 High Similarity NPC173328
0.9733 High Similarity NPC475270
0.9733 High Similarity NPC183888
0.9733 High Similarity NPC477319
0.9733 High Similarity NPC290012
0.9733 High Similarity NPC475327
0.9733 High Similarity NPC475667
0.9733 High Similarity NPC476087
0.9733 High Similarity NPC472204
0.9733 High Similarity NPC477331
0.9733 High Similarity NPC472203
0.9733 High Similarity NPC269318
0.9733 High Similarity NPC89843
0.9733 High Similarity NPC143421
0.9733 High Similarity NPC224953
0.9733 High Similarity NPC123204
0.9733 High Similarity NPC27289
0.96 High Similarity NPC267592
0.9589 High Similarity NPC477350
0.9481 High Similarity NPC477332
0.9481 High Similarity NPC472352
0.9481 High Similarity NPC60849
0.9459 High Similarity NPC476782
0.9459 High Similarity NPC476781
0.9459 High Similarity NPC476783
0.9459 High Similarity NPC216883
0.9333 High Similarity NPC477325
0.9333 High Similarity NPC281563
0.9333 High Similarity NPC475425
0.9333 High Similarity NPC477328
0.9333 High Similarity NPC477326
0.9333 High Similarity NPC113745
0.9333 High Similarity NPC477320
0.9333 High Similarity NPC146380
0.9333 High Similarity NPC477329
0.9333 High Similarity NPC477323
0.9333 High Similarity NPC109887
0.9333 High Similarity NPC477330
0.9178 High Similarity NPC169085
0.9178 High Similarity NPC163812
0.9178 High Similarity NPC225748
0.9178 High Similarity NPC39266
0.9178 High Similarity NPC206823
0.9178 High Similarity NPC9763
0.8904 High Similarity NPC53760
0.8904 High Similarity NPC52268
0.8767 High Similarity NPC211428
0.8767 High Similarity NPC241265
0.8767 High Similarity NPC285003
0.8667 High Similarity NPC308096
0.8667 High Similarity NPC291228
0.863 High Similarity NPC97736
0.863 High Similarity NPC250619
0.863 High Similarity NPC50228
0.863 High Similarity NPC67099
0.8533 High Similarity NPC184550
0.8533 High Similarity NPC185419
0.8493 Intermediate Similarity NPC206601
0.8391 Intermediate Similarity NPC477348
0.8391 Intermediate Similarity NPC238264
0.8391 Intermediate Similarity NPC477345
0.8219 Intermediate Similarity NPC471760
0.8219 Intermediate Similarity NPC190418
0.8219 Intermediate Similarity NPC76881
0.8219 Intermediate Similarity NPC12040
0.8219 Intermediate Similarity NPC471761
0.8202 Intermediate Similarity NPC475375
0.8202 Intermediate Similarity NPC473765
0.8202 Intermediate Similarity NPC475593
0.8202 Intermediate Similarity NPC475164
0.8202 Intermediate Similarity NPC475525
0.8202 Intermediate Similarity NPC475241
0.8202 Intermediate Similarity NPC473605
0.8202 Intermediate Similarity NPC476066
0.8202 Intermediate Similarity NPC475540
0.8171 Intermediate Similarity NPC248415
0.8161 Intermediate Similarity NPC477349
0.7978 Intermediate Similarity NPC163409
0.7978 Intermediate Similarity NPC44682
0.7945 Intermediate Similarity NPC325773
0.7907 Intermediate Similarity NPC51662
0.7867 Intermediate Similarity NPC477752
0.7867 Intermediate Similarity NPC477756
0.7867 Intermediate Similarity NPC477751
0.7867 Intermediate Similarity NPC477764
0.7763 Intermediate Similarity NPC477758
0.7763 Intermediate Similarity NPC477761
0.7763 Intermediate Similarity NPC477759
0.7763 Intermediate Similarity NPC477754
0.7763 Intermediate Similarity NPC477760
0.7671 Intermediate Similarity NPC477763
0.7671 Intermediate Similarity NPC477762
0.7671 Intermediate Similarity NPC477755
0.7671 Intermediate Similarity NPC477750
0.7671 Intermediate Similarity NPC477753
0.7671 Intermediate Similarity NPC477757
0.7647 Intermediate Similarity NPC473500
0.7647 Intermediate Similarity NPC156089
0.7647 Intermediate Similarity NPC470313
0.7647 Intermediate Similarity NPC38295
0.76 Intermediate Similarity NPC6848
0.7586 Intermediate Similarity NPC470657
0.75 Intermediate Similarity NPC31349
0.75 Intermediate Similarity NPC314364
0.7449 Intermediate Similarity NPC126753
0.7423 Intermediate Similarity NPC469827
0.7412 Intermediate Similarity NPC21693
0.7412 Intermediate Similarity NPC236649
0.7397 Intermediate Similarity NPC317023
0.7374 Intermediate Similarity NPC207693
0.7349 Intermediate Similarity NPC474003
0.7312 Intermediate Similarity NPC215570
0.73 Intermediate Similarity NPC22709
0.7273 Intermediate Similarity NPC287269
0.726 Intermediate Similarity NPC472025
0.7245 Intermediate Similarity NPC231271
0.7245 Intermediate Similarity NPC470519
0.7228 Intermediate Similarity NPC470622
0.7228 Intermediate Similarity NPC471431
0.7222 Intermediate Similarity NPC470009
0.7216 Intermediate Similarity NPC310031
0.7216 Intermediate Similarity NPC80191
0.72 Intermediate Similarity NPC469826
0.7172 Intermediate Similarity NPC184805
0.7172 Intermediate Similarity NPC273189
0.7159 Intermediate Similarity NPC288471
0.7158 Intermediate Similarity NPC472273
0.7129 Intermediate Similarity NPC228190
0.7129 Intermediate Similarity NPC236753
0.7129 Intermediate Similarity NPC469825
0.7123 Intermediate Similarity NPC148424
0.7113 Intermediate Similarity NPC476611
0.71 Intermediate Similarity NPC471430
0.71 Intermediate Similarity NPC40716
0.71 Intermediate Similarity NPC475234
0.71 Intermediate Similarity NPC138219
0.71 Intermediate Similarity NPC475630
0.7097 Intermediate Similarity NPC320089
0.7087 Intermediate Similarity NPC157571
0.7083 Intermediate Similarity NPC471375
0.7083 Intermediate Similarity NPC209798
0.7083 Intermediate Similarity NPC471374
0.7079 Intermediate Similarity NPC83839
0.7071 Intermediate Similarity NPC267637
0.7067 Intermediate Similarity NPC470363
0.7053 Intermediate Similarity NPC143446
0.7041 Intermediate Similarity NPC94919
0.703 Intermediate Similarity NPC471626
0.703 Intermediate Similarity NPC92890
0.703 Intermediate Similarity NPC262567
0.703 Intermediate Similarity NPC202898
0.703 Intermediate Similarity NPC475319
0.703 Intermediate Similarity NPC473688
0.703 Intermediate Similarity NPC231566
0.7019 Intermediate Similarity NPC473826
0.7019 Intermediate Similarity NPC251263
0.7019 Intermediate Similarity NPC192600
0.7019 Intermediate Similarity NPC151543
0.7019 Intermediate Similarity NPC219180
0.7019 Intermediate Similarity NPC114287
0.7019 Intermediate Similarity NPC174720
0.7019 Intermediate Similarity NPC166422
0.7019 Intermediate Similarity NPC241909
0.7019 Intermediate Similarity NPC309714
0.7019 Intermediate Similarity NPC114304
0.7019 Intermediate Similarity NPC46665
0.7019 Intermediate Similarity NPC475287
0.7019 Intermediate Similarity NPC295823
0.7019 Intermediate Similarity NPC323341
0.7019 Intermediate Similarity NPC155410
0.7019 Intermediate Similarity NPC133818
0.7019 Intermediate Similarity NPC475467
0.701 Intermediate Similarity NPC471426
0.701 Intermediate Similarity NPC471428
0.701 Intermediate Similarity NPC51579
0.701 Intermediate Similarity NPC471427

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC158302 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
0.8025 Intermediate Similarity NPD7329 Approved
0.7671 Intermediate Similarity NPD6123 Approved
0.7073 Intermediate Similarity NPD3181 Approved
0.69 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6875 Remote Similarity NPD898 Approved
0.6875 Remote Similarity NPD896 Approved
0.6875 Remote Similarity NPD897 Approved
0.6869 Remote Similarity NPD8084 Approved
0.6869 Remote Similarity NPD8082 Approved
0.6869 Remote Similarity NPD8086 Approved
0.6869 Remote Similarity NPD8083 Approved
0.6869 Remote Similarity NPD8139 Approved
0.6869 Remote Similarity NPD8085 Approved
0.6869 Remote Similarity NPD8138 Approved
0.6857 Remote Similarity NPD8133 Approved
0.6849 Remote Similarity NPD7346 Approved
0.6849 Remote Similarity NPD3728 Approved
0.6849 Remote Similarity NPD3730 Approved
0.6832 Remote Similarity NPD8393 Approved
0.68 Remote Similarity NPD8275 Approved
0.68 Remote Similarity NPD8276 Approved
0.6733 Remote Similarity NPD8081 Approved
0.6712 Remote Similarity NPD891 Phase 3
0.6712 Remote Similarity NPD888 Phase 3
0.6712 Remote Similarity NPD890 Clinical (unspecified phase)
0.6712 Remote Similarity NPD892 Phase 3
0.6712 Remote Similarity NPD893 Approved
0.6709 Remote Similarity NPD7909 Approved
0.6667 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3669 Approved
0.6667 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6635 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6627 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6602 Remote Similarity NPD8307 Discontinued
0.6602 Remote Similarity NPD8140 Approved
0.6575 Remote Similarity NPD2269 Approved
0.6476 Remote Similarity NPD8306 Approved
0.6476 Remote Similarity NPD8305 Approved
0.6444 Remote Similarity NPD1780 Approved
0.6444 Remote Similarity NPD1779 Approved
0.6438 Remote Similarity NPD904 Phase 3
0.6438 Remote Similarity NPD905 Approved
0.6429 Remote Similarity NPD8517 Approved
0.6429 Remote Similarity NPD8515 Approved
0.6429 Remote Similarity NPD8516 Approved
0.6415 Remote Similarity NPD8087 Discontinued
0.6392 Remote Similarity NPD8171 Discontinued
0.6381 Remote Similarity NPD6686 Approved
0.6373 Remote Similarity NPD7140 Approved
0.6373 Remote Similarity NPD7139 Approved
0.6373 Remote Similarity NPD7141 Clinical (unspecified phase)
0.6364 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6283 Remote Similarity NPD8513 Phase 3
0.6267 Remote Similarity NPD894 Approved
0.6267 Remote Similarity NPD889 Approved
0.6267 Remote Similarity NPD887 Approved
0.6267 Remote Similarity NPD895 Approved
0.6234 Remote Similarity NPD2267 Suspended
0.6195 Remote Similarity NPD8347 Approved
0.6195 Remote Similarity NPD8346 Approved
0.6195 Remote Similarity NPD8345 Approved
0.6186 Remote Similarity NPD6698 Approved
0.6186 Remote Similarity NPD46 Approved
0.6174 Remote Similarity NPD8328 Phase 3
0.6173 Remote Similarity NPD8961 Approved
0.6132 Remote Similarity NPD6412 Phase 2
0.6071 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6058 Remote Similarity NPD8300 Approved
0.6058 Remote Similarity NPD8301 Approved
0.6027 Remote Similarity NPD6125 Clinical (unspecified phase)
0.6023 Remote Similarity NPD1811 Approved
0.6023 Remote Similarity NPD1810 Approved
0.6019 Remote Similarity NPD6941 Approved
0.5982 Remote Similarity NPD6940 Discontinued
0.5974 Remote Similarity NPD3729 Clinical (unspecified phase)
0.596 Remote Similarity NPD7983 Approved
0.5949 Remote Similarity NPD369 Approved
0.5934 Remote Similarity NPD4802 Phase 2
0.5934 Remote Similarity NPD4238 Approved
0.5922 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5862 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5812 Remote Similarity NPD8080 Discontinued
0.5794 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5794 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5763 Remote Similarity NPD7829 Approved
0.5763 Remote Similarity NPD7830 Approved
0.5753 Remote Similarity NPD9000 Phase 3
0.5753 Remote Similarity NPD8999 Phase 3
0.5753 Remote Similarity NPD8998 Phase 2
0.5753 Remote Similarity NPD8997 Approved
0.5753 Remote Similarity NPD8993 Phase 1
0.575 Remote Similarity NPD8448 Approved
0.575 Remote Similarity NPD8959 Approved
0.5743 Remote Similarity NPD1446 Phase 3
0.5743 Remote Similarity NPD1447 Phase 3
0.5738 Remote Similarity NPD8391 Approved
0.5738 Remote Similarity NPD8392 Approved
0.5738 Remote Similarity NPD8390 Approved
0.5728 Remote Similarity NPD6428 Approved
0.5726 Remote Similarity NPD8444 Approved
0.5714 Remote Similarity NPD8299 Approved
0.5714 Remote Similarity NPD8341 Approved
0.5714 Remote Similarity NPD8340 Approved
0.5714 Remote Similarity NPD8342 Approved
0.5682 Remote Similarity NPD2686 Approved
0.5682 Remote Similarity NPD2687 Approved
0.5682 Remote Similarity NPD2254 Approved
0.5667 Remote Similarity NPD8451 Approved
0.5667 Remote Similarity NPD7507 Approved
0.5657 Remote Similarity NPD618 Clinical (unspecified phase)
0.5641 Remote Similarity NPD8377 Approved
0.5641 Remote Similarity NPD8294 Approved
0.5625 Remote Similarity NPD73 Approved
0.5619 Remote Similarity NPD2255 Approved
0.5616 Remote Similarity NPD2699 Approved
0.561 Remote Similarity NPD3198 Approved
0.5604 Remote Similarity NPD2257 Approved
0.5603 Remote Similarity NPD7641 Discontinued
0.56 Remote Similarity NPD8966 Approved
0.56 Remote Similarity NPD8965 Approved

Structure

External Identifiers

PubChem CID   44575282
ChEMBL   CHEMBL450741
ZINC  

Physicochemical Properties

Molecular Weight:  1022.57
ALogP:  -8.1444
MLogP:  4.65
XLogP:  5.547
# Rotatable Bonds:  31
Polar Surface Area:  294.35
# H-Bond Aceptor:  21
# H-Bond Donor:  7
# Rings:  5
# Heavy Atoms:  71

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Similar NPs/Drugs