Natural Product: NPC130618

Natural Product ID:  NPC130618
Common Name:   Herbarumin Ii
IUPAC Name:   (2R,3S,4S,5E,9R)-3,4,9-trihydroxy-2-propyl-2,3,4,7,8,9-hexahydrooxecin-10-one
Synonyms:   herbarumin II
Molecular Formula:   C12H20O5
Standard InCHIKey:  KQJGPGHQDDZVHJ-ZFOCBLLKSA-N
Standard InCHI:  InChI=1S/C12H20O5/c1-2-5-10-11(15)8(13)6-3-4-7-9(14)12(16)17-10/h3,6,8-11,13-15H,2,4-5,7H2,1H3/b6-3+/t8-,9+,10+,11-/m0/s1
Canonical SMILES:  CCC[C@H]1OC(=O)[C@H](O)CC/C=C/[C@@H]([C@@H]1O)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
NPO2324 Phoma herbarum Species Didymellaceae Eukaryota PMID[12713403]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 6600 nM PubChem BioAssay data set

  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 NPC130618 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
0.9688 High Similarity NPC25298
0.8906 High Similarity NPC113293
0.8472 Intermediate Similarity NPC473582
0.8451 Intermediate Similarity NPC470435
0.8333 Intermediate Similarity NPC473489
0.8333 Intermediate Similarity NPC326504
0.8182 Intermediate Similarity NPC81896
0.8182 Intermediate Similarity NPC321919
0.8133 Intermediate Similarity NPC318481
0.8088 Intermediate Similarity NPC475221
0.8028 Intermediate Similarity NPC475982
0.8028 Intermediate Similarity NPC470436
0.8 Intermediate Similarity NPC26500
0.8 Intermediate Similarity NPC271921
0.8 Intermediate Similarity NPC478097
0.8 Intermediate Similarity NPC330426
0.8 Intermediate Similarity NPC127091
0.8 Intermediate Similarity NPC22101
0.8 Intermediate Similarity NPC99619
0.8 Intermediate Similarity NPC478100
0.8 Intermediate Similarity NPC148192
0.8 Intermediate Similarity NPC104537
0.7971 Intermediate Similarity NPC476655
0.7971 Intermediate Similarity NPC478098
0.7971 Intermediate Similarity NPC476654
0.7971 Intermediate Similarity NPC476657
0.7971 Intermediate Similarity NPC478099
0.7887 Intermediate Similarity NPC473559
0.7887 Intermediate Similarity NPC324981
0.7887 Intermediate Similarity NPC141481
0.7887 Intermediate Similarity NPC48218
0.7857 Intermediate Similarity NPC476656
0.7857 Intermediate Similarity NPC478101
0.7857 Intermediate Similarity NPC476659
0.7794 Intermediate Similarity NPC321838
0.7746 Intermediate Similarity NPC473829
0.7746 Intermediate Similarity NPC475443
0.7733 Intermediate Similarity NPC473948
0.7727 Intermediate Similarity NPC323436
0.7714 Intermediate Similarity NPC19769
0.7671 Intermediate Similarity NPC476660
0.7647 Intermediate Similarity NPC327112
0.7639 Intermediate Similarity NPC209327
0.7639 Intermediate Similarity NPC63873
0.7639 Intermediate Similarity NPC273508
0.7632 Intermediate Similarity NPC190400
0.7632 Intermediate Similarity NPC49392
0.7606 Intermediate Similarity NPC201356
0.7571 Intermediate Similarity NPC476658
0.7564 Intermediate Similarity NPC475210
0.7538 Intermediate Similarity NPC137538
0.7534 Intermediate Similarity NPC473772
0.7532 Intermediate Similarity NPC474278
0.75 Intermediate Similarity NPC318306
0.75 Intermediate Similarity NPC322186
0.75 Intermediate Similarity NPC122627
0.7467 Intermediate Similarity NPC325627
0.7465 Intermediate Similarity NPC96414
0.7432 Intermediate Similarity NPC42526
0.7429 Intermediate Similarity NPC29697
0.7424 Intermediate Similarity NPC52264
0.7403 Intermediate Similarity NPC470899
0.7391 Intermediate Similarity NPC328311
0.7368 Intermediate Similarity NPC474321
0.7361 Intermediate Similarity NPC83965
0.7361 Intermediate Similarity NPC276299
0.7324 Intermediate Similarity NPC470320
0.7324 Intermediate Similarity NPC470808
0.7313 Intermediate Similarity NPC327388
0.7286 Intermediate Similarity NPC320305
0.7286 Intermediate Similarity NPC328776
0.7286 Intermediate Similarity NPC201939
0.7286 Intermediate Similarity NPC325929
0.7286 Intermediate Similarity NPC66460
0.7286 Intermediate Similarity NPC271282
0.7284 Intermediate Similarity NPC474252
0.7273 Intermediate Similarity NPC260396
0.7262 Intermediate Similarity NPC45409
0.726 Intermediate Similarity NPC49863
0.7246 Intermediate Similarity NPC329249
0.7246 Intermediate Similarity NPC97570
0.7222 Intermediate Similarity NPC255863
0.7222 Intermediate Similarity NPC245947
0.7222 Intermediate Similarity NPC323477
0.7222 Intermediate Similarity NPC136164
0.7215 Intermediate Similarity NPC248775
0.7206 Intermediate Similarity NPC323597
0.7206 Intermediate Similarity NPC323498
0.7206 Intermediate Similarity NPC211752
0.72 Intermediate Similarity NPC202011
0.72 Intermediate Similarity NPC476037
0.7183 Intermediate Similarity NPC54925
0.7179 Intermediate Similarity NPC326661
0.7179 Intermediate Similarity NPC68819
0.716 Intermediate Similarity NPC297440
0.7143 Intermediate Similarity NPC472009
0.7143 Intermediate Similarity NPC243532
0.7143 Intermediate Similarity NPC474280
0.7125 Intermediate Similarity NPC470149
0.7125 Intermediate Similarity NPC470148
0.7125 Intermediate Similarity NPC1180
0.7125 Intermediate Similarity NPC180725
0.7123 Intermediate Similarity NPC328653
0.7123 Intermediate Similarity NPC146811
0.7108 Intermediate Similarity NPC474251
0.7089 Intermediate Similarity NPC475711
0.7089 Intermediate Similarity NPC474026
0.7083 Intermediate Similarity NPC226592
0.7083 Intermediate Similarity NPC68343
0.7083 Intermediate Similarity NPC328089
0.7073 Intermediate Similarity NPC475046
0.7073 Intermediate Similarity NPC474959
0.7073 Intermediate Similarity NPC310450
0.7073 Intermediate Similarity NPC11383
0.7067 Intermediate Similarity NPC143396
0.7067 Intermediate Similarity NPC236208
0.7059 Intermediate Similarity NPC179659
0.7059 Intermediate Similarity NPC472007
0.7051 Intermediate Similarity NPC161038
0.7042 Intermediate Similarity NPC477829
0.7042 Intermediate Similarity NPC26810
0.7037 Intermediate Similarity NPC470147
0.7037 Intermediate Similarity NPC133226
0.7027 Intermediate Similarity NPC193029
0.7027 Intermediate Similarity NPC473357
0.7024 Intermediate Similarity NPC77971
0.7013 Intermediate Similarity NPC284006
0.7013 Intermediate Similarity NPC329890
0.7 Intermediate Similarity NPC127526
0.7 Intermediate Similarity NPC133377
0.7 Intermediate Similarity NPC322002
0.7 Intermediate Similarity NPC473471
0.6988 Remote Similarity NPC284472
0.6988 Remote Similarity NPC229799
0.6988 Remote Similarity NPC286770
0.6986 Remote Similarity NPC317881
0.6986 Remote Similarity NPC323045
0.6986 Remote Similarity NPC273600
0.6986 Remote Similarity NPC318420
0.6986 Remote Similarity NPC176215
0.6986 Remote Similarity NPC326268
0.6986 Remote Similarity NPC470123
0.6986 Remote Similarity NPC296436
0.6977 Remote Similarity NPC472008
0.6977 Remote Similarity NPC287089
0.6974 Remote Similarity NPC476012
0.6974 Remote Similarity NPC329904
0.6974 Remote Similarity NPC473361
0.6962 Remote Similarity NPC127118
0.6962 Remote Similarity NPC205615
0.6962 Remote Similarity NPC16279
0.6962 Remote Similarity NPC301207
0.6962 Remote Similarity NPC256640
0.6962 Remote Similarity NPC209113
0.6957 Remote Similarity NPC44542
0.6951 Remote Similarity NPC52861
0.6951 Remote Similarity NPC24417
0.6951 Remote Similarity NPC150502
0.6944 Remote Similarity NPC474774
0.6941 Remote Similarity NPC278283
0.6941 Remote Similarity NPC478112
0.6941 Remote Similarity NPC469910
0.6933 Remote Similarity NPC474823
0.6923 Remote Similarity NPC107654
0.6923 Remote Similarity NPC474545
0.6923 Remote Similarity NPC315843
0.6914 Remote Similarity NPC321728
0.6914 Remote Similarity NPC99651
0.6905 Remote Similarity NPC32676
0.6901 Remote Similarity NPC258788
0.6892 Remote Similarity NPC475675
0.6892 Remote Similarity NPC475555
0.6883 Remote Similarity NPC319163
0.6883 Remote Similarity NPC477981
0.6883 Remote Similarity NPC293114
0.6883 Remote Similarity NPC67076
0.6883 Remote Similarity NPC477983
0.6875 Remote Similarity NPC51809
0.6875 Remote Similarity NPC125365
0.6875 Remote Similarity NPC176329
0.6875 Remote Similarity NPC474818
0.6875 Remote Similarity NPC272267
0.6875 Remote Similarity NPC49302
0.6875 Remote Similarity NPC110813
0.6875 Remote Similarity NPC275530
0.6867 Remote Similarity NPC229825
0.6854 Remote Similarity NPC469692
0.6854 Remote Similarity NPC469645
0.6842 Remote Similarity NPC475004
0.6835 Remote Similarity NPC478196
0.6835 Remote Similarity NPC478195
0.6835 Remote Similarity NPC478194
0.6835 Remote Similarity NPC478192
0.6835 Remote Similarity NPC478191
0.6835 Remote Similarity NPC478193
0.6824 Remote Similarity NPC471156
0.6824 Remote Similarity NPC21469
0.6818 Remote Similarity NPC474232
0.6818 Remote Similarity NPC313670
0.6818 Remote Similarity NPC475879

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC130618 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
0.7647 Intermediate Similarity NPD4246 Clinical (unspecified phase)
0.7612 Intermediate Similarity NPD6109 Phase 1
0.7571 Intermediate Similarity NPD3197 Phase 1
0.726 Intermediate Similarity NPD4247 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.6857 Remote Similarity NPD585 Clinical (unspecified phase)
0.679 Remote Similarity NPD4268 Approved
0.679 Remote Similarity NPD4271 Approved
0.6786 Remote Similarity NPD7154 Phase 3
0.6742 Remote Similarity NPD7983 Approved
0.6627 Remote Similarity NPD4819 Approved
0.6627 Remote Similarity NPD4820 Approved
0.6627 Remote Similarity NPD4822 Approved
0.6627 Remote Similarity NPD4821 Approved
0.6552 Remote Similarity NPD4249 Approved
0.6515 Remote Similarity NPD3173 Approved
0.6477 Remote Similarity NPD4251 Approved
0.6477 Remote Similarity NPD4250 Approved
0.6463 Remote Similarity NPD4756 Discovery
0.6444 Remote Similarity NPD6698 Approved
0.6444 Remote Similarity NPD46 Approved
0.6429 Remote Similarity NPD4252 Approved
0.6395 Remote Similarity NPD5362 Discontinued
0.6389 Remote Similarity NPD9119 Approved
0.6389 Remote Similarity NPD69 Approved
0.6386 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6377 Remote Similarity NPD3172 Approved
0.6364 Remote Similarity NPD5343 Approved
0.6341 Remote Similarity NPD818 Approved
0.6341 Remote Similarity NPD819 Approved
0.6308 Remote Similarity NPD4222 Approved
0.6286 Remote Similarity NPD3196 Approved
0.6286 Remote Similarity NPD3194 Approved
0.6286 Remote Similarity NPD4266 Approved
0.6286 Remote Similarity NPD3730 Approved
0.6286 Remote Similarity NPD3728 Approved
0.6286 Remote Similarity NPD3195 Phase 2
0.6279 Remote Similarity NPD4270 Approved
0.6279 Remote Similarity NPD4269 Approved
0.6264 Remote Similarity NPD7838 Discovery
0.625 Remote Similarity NPD9118 Approved
0.6207 Remote Similarity NPD5331 Approved
0.6207 Remote Similarity NPD5332 Approved
0.6207 Remote Similarity NPD6110 Phase 1
0.618 Remote Similarity NPD5786 Approved
0.6163 Remote Similarity NPD4790 Discontinued
0.6129 Remote Similarity NPD5778 Approved
0.6129 Remote Similarity NPD5779 Approved
0.6105 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6092 Remote Similarity NPD6435 Approved
0.6067 Remote Similarity NPD5363 Approved
0.6061 Remote Similarity NPD39 Approved
0.6061 Remote Similarity NPD3174 Discontinued
0.6022 Remote Similarity NPD7637 Suspended
0.5979 Remote Similarity NPD4225 Approved
0.5978 Remote Similarity NPD5370 Suspended
0.5977 Remote Similarity NPD5369 Approved
0.5962 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5938 Remote Similarity NPD7839 Suspended
0.5914 Remote Similarity NPD5785 Approved
0.5909 Remote Similarity NPD6096 Approved
0.5909 Remote Similarity NPD6097 Approved
0.5882 Remote Similarity NPD622 Approved
0.5862 Remote Similarity NPD5368 Approved
0.5857 Remote Similarity NPD29 Approved
0.5857 Remote Similarity NPD6927 Phase 3
0.5857 Remote Similarity NPD28 Approved
0.5851 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5823 Remote Similarity NPD3704 Approved
0.5816 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5806 Remote Similarity NPD6101 Approved
0.5806 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5778 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5758 Remote Similarity NPD5326 Phase 3
0.5728 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6421 Discontinued
0.5714 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6082 Clinical (unspecified phase)
0.57 Remote Similarity NPD5344 Discontinued
0.5696 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5684 Remote Similarity NPD6411 Approved
0.567 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5652 Remote Similarity NPD6125 Clinical (unspecified phase)
0.5641 Remote Similarity NPD2664 Clinical (unspecified phase)
0.56 Remote Similarity NPD8959 Approved

Structure

External Identifiers

PubChem CID   9992042
ChEMBL   CHEMBL446877
ZINC  

Physicochemical Properties

Molecular Weight:  244.13
ALogP:  -1.8696
MLogP:  2.23
XLogP:  1.18
# Rotatable Bonds:  6
Polar Surface Area:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  1
# Heavy Atoms:  17

Download Data

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