Natural Product: NPC16657

Natural Product ID:  NPC16657
Common Name:   Galphin B
IUPAC Name:  
Synonyms:   Galphin B
Molecular Formula:   C36H50O12
Standard InCHIKey:  OPFVYGDWJRPXPA-GKMUILBXSA-N
Standard InCHI:  InChI=1S/C36H50O12/c1-18-14-24(47-22(5)39)32(7)11-12-33(8)27-23(46-21(4)38)16-34(17-44-20(3)37)19(2)45-29(40)26-25(48-26)28(34)31(27,6)10-13-35(33,30(41)43-9)36(32,42)15-18/h19,23-28,42H,1,10-17H2,2-9H3/t19-,23-,24-,25-,26+,27+,28+,31-,32+,33-,34+,35+,36+/m1/s1
Canonical SMILES:  COC(=O)[C@@]12CC[C@@]3([C@@H]([C@@]1(C)CC[C@@]1([C@@]2(O)CC(=C)C[C@H]1OC(=O)C)C)[C@H](OC(=O)C)C[C@]1([C@H]3[C@@H]2O[C@@H]2C(=O)O[C@@H]1C)COC(=O)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
NPO19117 Galphimia glauca Species Malpighiaceae Eukaryota PMID[12398543]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT633 Organism Leishmania donovani Leishmania donovani IC50 > 100000 nM 23013292
NPT91 Cell Line KB Homo sapiens IC50 > 100000 nM 23013292
NPT471 Organism Trypanosoma brucei brucei Trypanosoma brucei brucei IC50 > 100000 nM 12444688
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 > 100000 nM 12141868

  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 NPC16657 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 NPC204652
0.99 High Similarity NPC153587
0.8544 High Similarity NPC17183
0.844 Intermediate Similarity NPC100908
0.8396 Intermediate Similarity NPC225238
0.8198 Intermediate Similarity NPC157476
0.819 Intermediate Similarity NPC75417
0.819 Intermediate Similarity NPC472028
0.8182 Intermediate Similarity NPC154906
0.8165 Intermediate Similarity NPC201908
0.8165 Intermediate Similarity NPC176949
0.8148 Intermediate Similarity NPC475036
0.8113 Intermediate Similarity NPC94906
0.8113 Intermediate Similarity NPC293890
0.8091 Intermediate Similarity NPC273155
0.8087 Intermediate Similarity NPC286347
0.8073 Intermediate Similarity NPC477877
0.8073 Intermediate Similarity NPC138908
0.8073 Intermediate Similarity NPC200957
0.8053 Intermediate Similarity NPC208998
0.8053 Intermediate Similarity NPC7921
0.8053 Intermediate Similarity NPC477266
0.8036 Intermediate Similarity NPC470281
0.8017 Intermediate Similarity NPC469945
0.8017 Intermediate Similarity NPC309780
0.8017 Intermediate Similarity NPC114441
0.8017 Intermediate Similarity NPC473839
0.8017 Intermediate Similarity NPC214484
0.8017 Intermediate Similarity NPC35405
0.8017 Intermediate Similarity NPC475171
0.8017 Intermediate Similarity NPC11551
0.8017 Intermediate Similarity NPC157868
0.8017 Intermediate Similarity NPC211093
0.8017 Intermediate Similarity NPC208381
0.8017 Intermediate Similarity NPC39211
0.8017 Intermediate Similarity NPC472949
0.8017 Intermediate Similarity NPC473884
0.8017 Intermediate Similarity NPC180550
0.8017 Intermediate Similarity NPC6377
0.8 Intermediate Similarity NPC224121
0.8 Intermediate Similarity NPC260223
0.8 Intermediate Similarity NPC166993
0.7982 Intermediate Similarity NPC473798
0.7981 Intermediate Similarity NPC469982
0.7965 Intermediate Similarity NPC474516
0.7963 Intermediate Similarity NPC275990
0.7963 Intermediate Similarity NPC124544
0.7949 Intermediate Similarity NPC294112
0.7944 Intermediate Similarity NPC477656
0.7931 Intermediate Similarity NPC297179
0.7931 Intermediate Similarity NPC17772
0.7931 Intermediate Similarity NPC470776
0.7917 Intermediate Similarity NPC181066
0.7917 Intermediate Similarity NPC469947
0.7913 Intermediate Similarity NPC251236
0.7913 Intermediate Similarity NPC328374
0.7913 Intermediate Similarity NPC474734
0.7913 Intermediate Similarity NPC96312
0.7913 Intermediate Similarity NPC40632
0.7909 Intermediate Similarity NPC50535
0.7909 Intermediate Similarity NPC470587
0.7895 Intermediate Similarity NPC477126
0.789 Intermediate Similarity NPC122811
0.789 Intermediate Similarity NPC469985
0.7885 Intermediate Similarity NPC474379
0.7881 Intermediate Similarity NPC301449
0.7881 Intermediate Similarity NPC242840
0.7881 Intermediate Similarity NPC31193
0.7881 Intermediate Similarity NPC62725
0.7881 Intermediate Similarity NPC104372
0.7881 Intermediate Similarity NPC11242
0.7881 Intermediate Similarity NPC64715
0.7881 Intermediate Similarity NPC102822
0.7881 Intermediate Similarity NPC159309
0.7881 Intermediate Similarity NPC31838
0.7881 Intermediate Similarity NPC22956
0.7881 Intermediate Similarity NPC297263
0.7881 Intermediate Similarity NPC114484
0.7881 Intermediate Similarity NPC223301
0.7881 Intermediate Similarity NPC470478
0.7881 Intermediate Similarity NPC222580
0.7881 Intermediate Similarity NPC86222
0.7881 Intermediate Similarity NPC477046
0.7881 Intermediate Similarity NPC171544
0.7876 Intermediate Similarity NPC171888
0.7876 Intermediate Similarity NPC146945
0.787 Intermediate Similarity NPC46848
0.787 Intermediate Similarity NPC75941
0.787 Intermediate Similarity NPC98225
0.7863 Intermediate Similarity NPC473636
0.7863 Intermediate Similarity NPC77689
0.785 Intermediate Similarity NPC475876
0.785 Intermediate Similarity NPC58942
0.785 Intermediate Similarity NPC260149
0.785 Intermediate Similarity NPC477653
0.7845 Intermediate Similarity NPC470854
0.7845 Intermediate Similarity NPC475809
0.7845 Intermediate Similarity NPC470775
0.7845 Intermediate Similarity NPC97908
0.7845 Intermediate Similarity NPC473590
0.7845 Intermediate Similarity NPC122033
0.7845 Intermediate Similarity NPC287343
0.7845 Intermediate Similarity NPC474654
0.7845 Intermediate Similarity NPC176513
0.7838 Intermediate Similarity NPC86852
0.7838 Intermediate Similarity NPC251824
0.7833 Intermediate Similarity NPC470477
0.7833 Intermediate Similarity NPC23275
0.783 Intermediate Similarity NPC219353
0.783 Intermediate Similarity NPC256227
0.783 Intermediate Similarity NPC223169
0.7818 Intermediate Similarity NPC47281
0.7818 Intermediate Similarity NPC301787
0.7815 Intermediate Similarity NPC21691
0.7815 Intermediate Similarity NPC236870
0.7815 Intermediate Similarity NPC40775
0.7815 Intermediate Similarity NPC10607
0.7815 Intermediate Similarity NPC213952
0.7815 Intermediate Similarity NPC4749
0.7815 Intermediate Similarity NPC80986
0.7815 Intermediate Similarity NPC249848
0.7815 Intermediate Similarity NPC471965
0.7815 Intermediate Similarity NPC187290
0.7815 Intermediate Similarity NPC235438
0.7815 Intermediate Similarity NPC107966
0.7815 Intermediate Similarity NPC162574
0.7815 Intermediate Similarity NPC475591
0.7807 Intermediate Similarity NPC4573
0.7807 Intermediate Similarity NPC470543
0.7807 Intermediate Similarity NPC243572
0.7798 Intermediate Similarity NPC88203
0.7798 Intermediate Similarity NPC246736
0.7798 Intermediate Similarity NPC304832
0.7798 Intermediate Similarity NPC286519
0.7798 Intermediate Similarity NPC76866
0.7798 Intermediate Similarity NPC214946
0.7798 Intermediate Similarity NPC148628
0.7797 Intermediate Similarity NPC236657
0.7797 Intermediate Similarity NPC118440
0.7788 Intermediate Similarity NPC250956
0.7788 Intermediate Similarity NPC476934
0.7788 Intermediate Similarity NPC471901
0.7787 Intermediate Similarity NPC188291
0.7778 Intermediate Similarity NPC477655
0.7778 Intermediate Similarity NPC180733
0.7778 Intermediate Similarity NPC188667
0.7778 Intermediate Similarity NPC37047
0.7778 Intermediate Similarity NPC204552
0.7778 Intermediate Similarity NPC41971
0.7778 Intermediate Similarity NPC251310
0.7769 Intermediate Similarity NPC273962
0.7768 Intermediate Similarity NPC218123
0.7768 Intermediate Similarity NPC208461
0.7768 Intermediate Similarity NPC231278
0.7768 Intermediate Similarity NPC289702
0.7768 Intermediate Similarity NPC293850
0.7768 Intermediate Similarity NPC211224
0.7768 Intermediate Similarity NPC112895
0.7759 Intermediate Similarity NPC89929
0.7759 Intermediate Similarity NPC474046
0.7759 Intermediate Similarity NPC235539
0.7759 Intermediate Similarity NPC476710
0.7759 Intermediate Similarity NPC16081
0.7759 Intermediate Similarity NPC152199
0.7759 Intermediate Similarity NPC173686
0.7759 Intermediate Similarity NPC259306
0.7759 Intermediate Similarity NPC476711
0.7759 Intermediate Similarity NPC134869
0.7759 Intermediate Similarity NPC470628
0.7757 Intermediate Similarity NPC111187
0.7757 Intermediate Similarity NPC253586
0.7757 Intermediate Similarity NPC469810
0.7757 Intermediate Similarity NPC190080
0.7757 Intermediate Similarity NPC476879
0.7757 Intermediate Similarity NPC476878
0.775 Intermediate Similarity NPC262199
0.775 Intermediate Similarity NPC30735
0.775 Intermediate Similarity NPC283417
0.775 Intermediate Similarity NPC471961
0.775 Intermediate Similarity NPC44716
0.775 Intermediate Similarity NPC2370
0.775 Intermediate Similarity NPC267822
0.775 Intermediate Similarity NPC471964
0.775 Intermediate Similarity NPC67251
0.775 Intermediate Similarity NPC258617
0.775 Intermediate Similarity NPC281148
0.775 Intermediate Similarity NPC257211
0.775 Intermediate Similarity NPC202666
0.775 Intermediate Similarity NPC302543
0.775 Intermediate Similarity NPC478066
0.775 Intermediate Similarity NPC200049
0.775 Intermediate Similarity NPC14617
0.775 Intermediate Similarity NPC235405
0.7748 Intermediate Similarity NPC295366
0.7748 Intermediate Similarity NPC222833
0.7748 Intermediate Similarity NPC28791
0.7748 Intermediate Similarity NPC265127
0.7748 Intermediate Similarity NPC37600
0.7739 Intermediate Similarity NPC49451
0.7739 Intermediate Similarity NPC471252

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC16657 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
0.8 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7768 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.775 Intermediate Similarity NPD8328 Phase 3
0.7453 Intermediate Similarity NPD8035 Phase 2
0.7453 Intermediate Similarity NPD8034 Phase 2
0.736 Intermediate Similarity NPD7736 Approved
0.7355 Intermediate Similarity NPD6319 Approved
0.735 Intermediate Similarity NPD8297 Approved
0.7156 Intermediate Similarity NPD7748 Approved
0.7154 Intermediate Similarity NPD6921 Approved
0.7143 Intermediate Similarity NPD8133 Approved
0.7143 Intermediate Similarity NPD8293 Discontinued
0.713 Intermediate Similarity NPD7128 Approved
0.713 Intermediate Similarity NPD6402 Approved
0.713 Intermediate Similarity NPD6675 Approved
0.713 Intermediate Similarity NPD5739 Approved
0.712 Intermediate Similarity NPD7492 Approved
0.7117 Intermediate Similarity NPD7902 Approved
0.7094 Intermediate Similarity NPD6373 Approved
0.7094 Intermediate Similarity NPD6372 Approved
0.7073 Intermediate Similarity NPD6059 Approved
0.7073 Intermediate Similarity NPD6054 Approved
0.7063 Intermediate Similarity NPD6616 Approved
0.7048 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD7319 Approved
0.7009 Intermediate Similarity NPD6899 Approved
0.7009 Intermediate Similarity NPD7320 Approved
0.7009 Intermediate Similarity NPD6881 Approved
0.7008 Intermediate Similarity NPD7078 Approved
0.6975 Remote Similarity NPD8130 Phase 1
0.6975 Remote Similarity NPD6649 Approved
0.6975 Remote Similarity NPD6650 Approved
0.696 Remote Similarity NPD6370 Approved
0.6949 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6949 Remote Similarity NPD4061 Clinical (unspecified phase)
0.693 Remote Similarity NPD1700 Approved
0.6923 Remote Similarity NPD5697 Approved
0.6923 Remote Similarity NPD5701 Approved
0.6917 Remote Similarity NPD6882 Approved
0.6905 Remote Similarity NPD7604 Phase 2
0.6891 Remote Similarity NPD7102 Approved
0.6891 Remote Similarity NPD6883 Approved
0.6891 Remote Similarity NPD7290 Approved
0.688 Remote Similarity NPD6016 Approved
0.688 Remote Similarity NPD6015 Approved
0.686 Remote Similarity NPD4632 Approved
0.6847 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6847 Remote Similarity NPD7900 Approved
0.6838 Remote Similarity NPD6008 Approved
0.6833 Remote Similarity NPD6847 Approved
0.6833 Remote Similarity NPD6617 Approved
0.6833 Remote Similarity NPD6869 Approved
0.6829 Remote Similarity NPD7115 Discovery
0.6829 Remote Similarity NPD6009 Approved
0.6825 Remote Similarity NPD5988 Approved
0.6818 Remote Similarity NPD7515 Phase 2
0.6807 Remote Similarity NPD6012 Approved
0.6807 Remote Similarity NPD6014 Approved
0.6807 Remote Similarity NPD6013 Approved
0.6797 Remote Similarity NPD7507 Approved
0.678 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6746 Remote Similarity NPD5983 Phase 2
0.6723 Remote Similarity NPD6011 Approved
0.6694 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6336 Discontinued
0.6667 Remote Similarity NPD6411 Approved
0.6612 Remote Similarity NPD4634 Approved
0.6609 Remote Similarity NPD7638 Approved
0.6607 Remote Similarity NPD6399 Phase 3
0.6565 Remote Similarity NPD6033 Approved
0.6552 Remote Similarity NPD7639 Approved
0.6552 Remote Similarity NPD7640 Approved
0.6522 Remote Similarity NPD6084 Phase 2
0.6522 Remote Similarity NPD4755 Approved
0.6522 Remote Similarity NPD6083 Phase 2
0.6518 Remote Similarity NPD7983 Approved
0.6486 Remote Similarity NPD6101 Approved
0.6486 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6484 Remote Similarity NPD8516 Approved
0.6484 Remote Similarity NPD8513 Phase 3
0.6484 Remote Similarity NPD8515 Approved
0.6484 Remote Similarity NPD8517 Approved
0.648 Remote Similarity NPD6274 Approved
0.646 Remote Similarity NPD5778 Approved
0.646 Remote Similarity NPD5779 Approved
0.6457 Remote Similarity NPD7100 Approved
0.6457 Remote Similarity NPD7101 Approved
0.6446 Remote Similarity NPD6686 Approved
0.641 Remote Similarity NPD5286 Approved
0.641 Remote Similarity NPD5285 Approved
0.641 Remote Similarity NPD4700 Approved
0.641 Remote Similarity NPD4696 Approved
0.6381 Remote Similarity NPD6115 Approved
0.6381 Remote Similarity NPD6114 Approved
0.6381 Remote Similarity NPD6118 Approved
0.6381 Remote Similarity NPD6697 Approved
0.6378 Remote Similarity NPD7328 Approved
0.6378 Remote Similarity NPD7327 Approved
0.6378 Remote Similarity NPD6335 Approved
0.6364 Remote Similarity NPD6412 Phase 2
0.6364 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6357 Remote Similarity NPD6909 Approved
0.6357 Remote Similarity NPD8378 Approved
0.6357 Remote Similarity NPD6908 Approved
0.6357 Remote Similarity NPD8296 Approved
0.6357 Remote Similarity NPD8380 Approved
0.6357 Remote Similarity NPD8335 Approved
0.6357 Remote Similarity NPD8379 Approved
0.6357 Remote Similarity NPD8033 Approved
0.6348 Remote Similarity NPD5695 Phase 3
0.6333 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6328 Remote Similarity NPD7516 Approved
0.6325 Remote Similarity NPD5696 Approved
0.6325 Remote Similarity NPD4225 Approved
0.6306 Remote Similarity NPD3573 Approved
0.6303 Remote Similarity NPD5225 Approved
0.6303 Remote Similarity NPD5226 Approved
0.6303 Remote Similarity NPD4633 Approved
0.6303 Remote Similarity NPD5224 Approved
0.6303 Remote Similarity NPD5211 Phase 2
0.6299 Remote Similarity NPD6317 Approved
0.6286 Remote Similarity NPD6116 Phase 1
0.6283 Remote Similarity NPD6698 Approved
0.6283 Remote Similarity NPD46 Approved
0.6281 Remote Similarity NPD4768 Approved
0.6281 Remote Similarity NPD4767 Approved
0.6279 Remote Similarity NPD8294 Approved
0.6279 Remote Similarity NPD8377 Approved
0.625 Remote Similarity NPD5737 Approved
0.625 Remote Similarity NPD6672 Approved
0.625 Remote Similarity NPD5174 Approved
0.625 Remote Similarity NPD6313 Approved
0.625 Remote Similarity NPD6314 Approved
0.625 Remote Similarity NPD5175 Approved
0.624 Remote Similarity NPD6053 Discontinued
0.622 Remote Similarity NPD6868 Approved
0.6218 Remote Similarity NPD5223 Approved
0.6218 Remote Similarity NPD5344 Discontinued
0.6198 Remote Similarity NPD5141 Approved
0.6195 Remote Similarity NPD5328 Approved
0.6195 Remote Similarity NPD7285 Clinical (unspecified phase)
0.619 Remote Similarity NPD6117 Approved
0.6179 Remote Similarity NPD4730 Approved
0.6179 Remote Similarity NPD4729 Approved
0.6168 Remote Similarity NPD7645 Phase 2
0.6167 Remote Similarity NPD7632 Discontinued
0.616 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6154 Remote Similarity NPD5222 Approved
0.6154 Remote Similarity NPD5221 Approved
0.6154 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4697 Phase 3
0.6134 Remote Similarity NPD6648 Approved
0.6121 Remote Similarity NPD5282 Discontinued
0.6119 Remote Similarity NPD8074 Phase 3
0.6116 Remote Similarity NPD4754 Approved
0.6106 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6102 Remote Similarity NPD5173 Approved
0.6095 Remote Similarity NPD3703 Phase 2
0.6091 Remote Similarity NPD3669 Approved
0.6091 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6087 Remote Similarity NPD7637 Suspended
0.6087 Remote Similarity NPD6079 Approved
0.608 Remote Similarity NPD5249 Phase 3
0.608 Remote Similarity NPD5250 Approved
0.608 Remote Similarity NPD5251 Approved
0.608 Remote Similarity NPD6371 Approved
0.608 Remote Similarity NPD5248 Approved
0.608 Remote Similarity NPD5247 Approved
0.6071 Remote Similarity NPD6098 Approved
0.6055 Remote Similarity NPD1780 Approved
0.6055 Remote Similarity NPD1779 Approved
0.6053 Remote Similarity NPD6673 Approved
0.6053 Remote Similarity NPD6080 Approved
0.6053 Remote Similarity NPD6904 Approved
0.6048 Remote Similarity NPD5128 Approved
0.6036 Remote Similarity NPD4786 Approved
0.6 Remote Similarity NPD3667 Approved
0.6 Remote Similarity NPD6113 Clinical (unspecified phase)
0.5985 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5963 Remote Similarity NPD7525 Registered
0.5946 Remote Similarity NPD4788 Approved
0.5942 Remote Similarity NPD7260 Phase 2
0.5932 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5929 Remote Similarity NPD7521 Approved
0.5929 Remote Similarity NPD7146 Approved
0.5929 Remote Similarity NPD6409 Approved
0.5929 Remote Similarity NPD5330 Approved
0.5929 Remote Similarity NPD6684 Approved
0.5929 Remote Similarity NPD7334 Approved
0.5929 Remote Similarity NPD3618 Phase 1
0.5915 Remote Similarity NPD6333 Approved
0.5915 Remote Similarity NPD6334 Approved
0.5913 Remote Similarity NPD4753 Phase 2
0.5906 Remote Similarity NPD5215 Approved
0.5906 Remote Similarity NPD5216 Approved
0.5906 Remote Similarity NPD5217 Approved
0.5897 Remote Similarity NPD4202 Approved
0.5882 Remote Similarity NPD7839 Suspended
0.587 Remote Similarity NPD5956 Approved

Structure

External Identifiers

PubChem CID   11017838
ChEMBL   CHEMBL499127
ZINC  

Physicochemical Properties

Molecular Weight:  674.33
ALogP:  -0.4959
MLogP:  4.1
XLogP:  4.338
# Rotatable Bonds:  18
Polar Surface Area:  164.26
# H-Bond Aceptor:  12
# H-Bond Donor:  1
# Rings:  6
# Heavy Atoms:  48

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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