Natural Product: NPC475711

Natural Product ID:  NPC475711
Common Name:   6,7-Dihydrophomopsolide B
IUPAC Name:   [(2S,3S)-2-[(3S,4S)-3,4-dihydroxypentyl]-6-oxo-2,3-dihydropyran-3-yl] (E)-2-methylbut-2-enoate
Synonyms:  
Molecular Formula:   C15H22O6
Standard InCHIKey:  ZFVYHTGRRBKBJE-BUEHMHBYSA-N
Standard InCHI:  InChI=1S/C15H22O6/c1-4-9(2)15(19)21-13-7-8-14(18)20-12(13)6-5-11(17)10(3)16/h4,7-8,10-13,16-17H,5-6H2,1-3H3/b9-4+/t10-,11-,12-,13-/m0/s1
Canonical SMILES:  C/C=C(/C(=O)O[C@H]1C=CC(=O)O[C@H]1CC[C@@H]([C@@H](O)C)O)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
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota PMID[9392888]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 10 mm 19653666

  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 NPC475711 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
0.9189 High Similarity NPC474026
0.9067 High Similarity NPC248775
0.8947 High Similarity NPC180725
0.8947 High Similarity NPC470149
0.8947 High Similarity NPC470148
0.8831 High Similarity NPC133226
0.8831 High Similarity NPC470147
0.8649 High Similarity NPC185186
0.8649 High Similarity NPC327383
0.8625 High Similarity NPC474251
0.8514 High Similarity NPC475762
0.8421 Intermediate Similarity NPC285840
0.8421 Intermediate Similarity NPC327041
0.8415 Intermediate Similarity NPC47937
0.8333 Intermediate Similarity NPC133450
0.8333 Intermediate Similarity NPC201356
0.8293 Intermediate Similarity NPC322529
0.8293 Intermediate Similarity NPC182383
0.8235 Intermediate Similarity NPC177668
0.8235 Intermediate Similarity NPC3952
0.8228 Intermediate Similarity NPC139712
0.8228 Intermediate Similarity NPC1180
0.8194 Intermediate Similarity NPC19769
0.8194 Intermediate Similarity NPC273600
0.8194 Intermediate Similarity NPC96414
0.8193 Intermediate Similarity NPC107717
0.8193 Intermediate Similarity NPC114694
0.8193 Intermediate Similarity NPC69082
0.8193 Intermediate Similarity NPC171174
0.8193 Intermediate Similarity NPC142117
0.8193 Intermediate Similarity NPC240695
0.8193 Intermediate Similarity NPC279267
0.8193 Intermediate Similarity NPC231096
0.8193 Intermediate Similarity NPC62118
0.8193 Intermediate Similarity NPC475581
0.8193 Intermediate Similarity NPC232555
0.8171 Intermediate Similarity NPC156804
0.8158 Intermediate Similarity NPC329914
0.8133 Intermediate Similarity NPC202011
0.8108 Intermediate Similarity NPC475760
0.8101 Intermediate Similarity NPC477314
0.8072 Intermediate Similarity NPC82795
0.8072 Intermediate Similarity NPC110710
0.8072 Intermediate Similarity NPC470124
0.8072 Intermediate Similarity NPC473651
0.8072 Intermediate Similarity NPC132496
0.8072 Intermediate Similarity NPC120398
0.8072 Intermediate Similarity NPC329838
0.8072 Intermediate Similarity NPC1083
0.8072 Intermediate Similarity NPC471494
0.8072 Intermediate Similarity NPC231009
0.8072 Intermediate Similarity NPC283085
0.8072 Intermediate Similarity NPC286338
0.8072 Intermediate Similarity NPC473478
0.8072 Intermediate Similarity NPC473669
0.8072 Intermediate Similarity NPC103284
0.8072 Intermediate Similarity NPC223871
0.8072 Intermediate Similarity NPC66346
0.8072 Intermediate Similarity NPC107986
0.8072 Intermediate Similarity NPC329615
0.8072 Intermediate Similarity NPC471567
0.8049 Intermediate Similarity NPC253801
0.8025 Intermediate Similarity NPC469469
0.8 Intermediate Similarity NPC172821
0.8 Intermediate Similarity NPC40376
0.8 Intermediate Similarity NPC20339
0.8 Intermediate Similarity NPC171135
0.8 Intermediate Similarity NPC234077
0.8 Intermediate Similarity NPC475004
0.8 Intermediate Similarity NPC61257
0.8 Intermediate Similarity NPC169511
0.8 Intermediate Similarity NPC261952
0.8 Intermediate Similarity NPC39754
0.8 Intermediate Similarity NPC81045
0.8 Intermediate Similarity NPC133730
0.8 Intermediate Similarity NPC274446
0.8 Intermediate Similarity NPC280621
0.8 Intermediate Similarity NPC191929
0.8 Intermediate Similarity NPC21208
0.8 Intermediate Similarity NPC242364
0.8 Intermediate Similarity NPC320569
0.8 Intermediate Similarity NPC151403
0.8 Intermediate Similarity NPC48338
0.8 Intermediate Similarity NPC100454
0.8 Intermediate Similarity NPC233551
0.8 Intermediate Similarity NPC287164
0.7976 Intermediate Similarity NPC134885
0.7976 Intermediate Similarity NPC293136
0.7976 Intermediate Similarity NPC134865
0.7976 Intermediate Similarity NPC103523
0.7976 Intermediate Similarity NPC134807
0.7976 Intermediate Similarity NPC208473
0.7976 Intermediate Similarity NPC309211
0.7976 Intermediate Similarity NPC112685
0.7976 Intermediate Similarity NPC219498
0.7976 Intermediate Similarity NPC241360
0.7976 Intermediate Similarity NPC132940
0.7976 Intermediate Similarity NPC308412
0.7976 Intermediate Similarity NPC311163
0.7976 Intermediate Similarity NPC473687
0.7976 Intermediate Similarity NPC204686
0.7976 Intermediate Similarity NPC210218
0.7975 Intermediate Similarity NPC233071
0.7955 Intermediate Similarity NPC256368
0.7952 Intermediate Similarity NPC475035
0.7952 Intermediate Similarity NPC163093
0.7927 Intermediate Similarity NPC329829
0.7927 Intermediate Similarity NPC65930
0.7927 Intermediate Similarity NPC475159
0.7927 Intermediate Similarity NPC11332
0.7927 Intermediate Similarity NPC145914
0.7927 Intermediate Similarity NPC73310
0.7927 Intermediate Similarity NPC473529
0.7927 Intermediate Similarity NPC473780
0.7927 Intermediate Similarity NPC94875
0.7927 Intermediate Similarity NPC131002
0.7927 Intermediate Similarity NPC473712
0.7927 Intermediate Similarity NPC180363
0.7922 Intermediate Similarity NPC329890
0.7907 Intermediate Similarity NPC20621
0.7907 Intermediate Similarity NPC81778
0.7907 Intermediate Similarity NPC40066
0.7907 Intermediate Similarity NPC473504
0.7907 Intermediate Similarity NPC42598
0.7907 Intermediate Similarity NPC477011
0.7907 Intermediate Similarity NPC318963
0.7907 Intermediate Similarity NPC93794
0.7907 Intermediate Similarity NPC91067
0.7895 Intermediate Similarity NPC476012
0.7882 Intermediate Similarity NPC473995
0.7882 Intermediate Similarity NPC178215
0.7882 Intermediate Similarity NPC476583
0.7882 Intermediate Similarity NPC20533
0.7882 Intermediate Similarity NPC258068
0.7867 Intermediate Similarity NPC474823
0.7857 Intermediate Similarity NPC77871
0.7857 Intermediate Similarity NPC9678
0.7857 Intermediate Similarity NPC473671
0.7857 Intermediate Similarity NPC100921
0.7857 Intermediate Similarity NPC292809
0.7857 Intermediate Similarity NPC475268
0.7857 Intermediate Similarity NPC470400
0.7857 Intermediate Similarity NPC39279
0.7857 Intermediate Similarity NPC235809
0.7857 Intermediate Similarity NPC477018
0.7857 Intermediate Similarity NPC477014
0.7857 Intermediate Similarity NPC319036
0.7857 Intermediate Similarity NPC477013
0.7857 Intermediate Similarity NPC39167
0.7857 Intermediate Similarity NPC25764
0.7857 Intermediate Similarity NPC202055
0.7857 Intermediate Similarity NPC473156
0.7848 Intermediate Similarity NPC188860
0.7848 Intermediate Similarity NPC326661
0.7841 Intermediate Similarity NPC472196
0.7841 Intermediate Similarity NPC472195
0.7841 Intermediate Similarity NPC238090
0.7838 Intermediate Similarity NPC475555
0.7838 Intermediate Similarity NPC276299
0.7838 Intermediate Similarity NPC475675
0.7831 Intermediate Similarity NPC44261
0.7831 Intermediate Similarity NPC144415
0.7816 Intermediate Similarity NPC239517
0.7816 Intermediate Similarity NPC473904
0.7805 Intermediate Similarity NPC297440
0.7791 Intermediate Similarity NPC89001
0.7791 Intermediate Similarity NPC473905
0.7791 Intermediate Similarity NPC320458
0.7778 Intermediate Similarity NPC86971
0.7778 Intermediate Similarity NPC473947
0.7765 Intermediate Similarity NPC473840
0.7765 Intermediate Similarity NPC477010
0.7765 Intermediate Similarity NPC219652
0.7765 Intermediate Similarity NPC282815
0.7765 Intermediate Similarity NPC25703
0.7765 Intermediate Similarity NPC477015
0.7763 Intermediate Similarity NPC475982
0.7753 Intermediate Similarity NPC159698
0.7746 Intermediate Similarity NPC159650
0.7746 Intermediate Similarity NPC22897
0.7738 Intermediate Similarity NPC186155
0.7738 Intermediate Similarity NPC160517
0.7738 Intermediate Similarity NPC266718
0.7738 Intermediate Similarity NPC78673
0.7738 Intermediate Similarity NPC473308
0.7711 Intermediate Similarity NPC251026
0.7701 Intermediate Similarity NPC477017
0.7701 Intermediate Similarity NPC14901
0.7701 Intermediate Similarity NPC130359
0.7701 Intermediate Similarity NPC477016
0.7701 Intermediate Similarity NPC139418
0.7692 Intermediate Similarity NPC475332
0.7692 Intermediate Similarity NPC477085
0.7692 Intermediate Similarity NPC477311
0.7692 Intermediate Similarity NPC477303
0.7674 Intermediate Similarity NPC159750
0.7674 Intermediate Similarity NPC473649
0.7674 Intermediate Similarity NPC470401
0.7674 Intermediate Similarity NPC154097
0.7674 Intermediate Similarity NPC475037

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475711 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
0.8023 Intermediate Similarity NPD7838 Discovery
0.7816 Intermediate Similarity NPD46 Approved
0.7816 Intermediate Similarity NPD6698 Approved
0.7419 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD5344 Discontinued
0.6957 Remote Similarity NPD7983 Approved
0.6804 Remote Similarity NPD6648 Approved
0.6701 Remote Similarity NPD4225 Approved
0.6667 Remote Similarity NPD6686 Approved
0.6593 Remote Similarity NPD4249 Approved
0.6582 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6569 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6556 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6538 Remote Similarity NPD6371 Approved
0.6522 Remote Similarity NPD4251 Approved
0.6522 Remote Similarity NPD4250 Approved
0.6512 Remote Similarity NPD4756 Discovery
0.6484 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6477 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6476 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6456 Remote Similarity NPD3197 Phase 1
0.642 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6392 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7638 Approved
0.6316 Remote Similarity NPD5785 Approved
0.6304 Remote Similarity NPD6082 Clinical (unspecified phase)
0.63 Remote Similarity NPD7639 Approved
0.63 Remote Similarity NPD7640 Approved
0.6282 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6264 Remote Similarity NPD7154 Phase 3
0.6264 Remote Similarity NPD6110 Phase 1
0.625 Remote Similarity NPD4271 Approved
0.625 Remote Similarity NPD4268 Approved
0.6234 Remote Similarity NPD69 Approved
0.6234 Remote Similarity NPD6109 Phase 1
0.6234 Remote Similarity NPD9119 Approved
0.6234 Remote Similarity NPD585 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5779 Approved
0.6186 Remote Similarity NPD5778 Approved
0.6162 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6154 Remote Similarity NPD5209 Approved
0.6129 Remote Similarity NPD5363 Approved
0.6111 Remote Similarity NPD4820 Approved
0.6111 Remote Similarity NPD4819 Approved
0.6111 Remote Similarity NPD4822 Approved
0.6111 Remote Similarity NPD4821 Approved
0.6111 Remote Similarity NPD6053 Discontinued
0.6106 Remote Similarity NPD7503 Approved
0.6104 Remote Similarity NPD9118 Approved
0.6087 Remote Similarity NPD5362 Discontinued
0.6082 Remote Similarity NPD7637 Suspended
0.6042 Remote Similarity NPD1695 Approved
0.6036 Remote Similarity NPD7115 Discovery
0.6 Remote Similarity NPD7829 Approved
0.6 Remote Similarity NPD7839 Suspended
0.6 Remote Similarity NPD7830 Approved
0.5981 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5978 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5965 Remote Similarity NPD8513 Phase 3
0.5957 Remote Similarity NPD1694 Approved
0.5946 Remote Similarity NPD6927 Phase 3
0.5926 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5914 Remote Similarity NPD5331 Approved
0.5914 Remote Similarity NPD5332 Approved
0.5909 Remote Similarity NPD8039 Approved
0.5904 Remote Similarity NPD3704 Approved
0.587 Remote Similarity NPD4790 Discontinued
0.5862 Remote Similarity NPD7642 Approved
0.5841 Remote Similarity NPD7328 Approved
0.5841 Remote Similarity NPD7641 Discontinued
0.5841 Remote Similarity NPD7327 Approved
0.5826 Remote Similarity NPD8516 Approved
0.5826 Remote Similarity NPD8033 Approved
0.5826 Remote Similarity NPD8515 Approved
0.5826 Remote Similarity NPD8517 Approved
0.5816 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5806 Remote Similarity NPD4269 Approved
0.5806 Remote Similarity NPD4270 Approved
0.5806 Remote Similarity NPD6435 Approved
0.58 Remote Similarity NPD5282 Discontinued
0.5789 Remote Similarity NPD7516 Approved
0.5789 Remote Similarity NPD3172 Approved
0.578 Remote Similarity NPD6421 Discontinued
0.5766 Remote Similarity NPD4632 Approved
0.5761 Remote Similarity NPD4252 Approved
0.5752 Remote Similarity NPD7500 Approved
0.5752 Remote Similarity NPD7505 Discontinued
0.5739 Remote Similarity NPD8294 Approved
0.5739 Remote Similarity NPD8377 Approved
0.5729 Remote Similarity NPD5786 Approved
0.5727 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5714 Remote Similarity NPD3196 Approved
0.5714 Remote Similarity NPD4266 Approved
0.5714 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5714 Remote Similarity NPD3195 Phase 2
0.5714 Remote Similarity NPD6101 Approved
0.5714 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7632 Discontinued
0.5714 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5714 Remote Similarity NPD3194 Approved
0.5701 Remote Similarity NPD4211 Phase 1
0.5699 Remote Similarity NPD5369 Approved
0.569 Remote Similarity NPD8296 Approved
0.569 Remote Similarity NPD8380 Approved
0.569 Remote Similarity NPD8335 Approved
0.569 Remote Similarity NPD8444 Approved
0.569 Remote Similarity NPD8379 Approved
0.569 Remote Similarity NPD8378 Approved
0.567 Remote Similarity NPD7524 Approved
0.5663 Remote Similarity NPD5325 Clinical (unspecified phase)
0.566 Remote Similarity NPD1407 Approved
0.566 Remote Similarity NPD6647 Phase 2
0.5648 Remote Similarity NPD6412 Phase 2
0.5636 Remote Similarity NPD5955 Clinical (unspecified phase)
0.563 Remote Similarity NPD7507 Approved
0.563 Remote Similarity NPD8273 Phase 1
0.561 Remote Similarity NPD368 Approved
0.5603 Remote Similarity NPD6319 Approved
0.56 Remote Similarity NPD6411 Approved
0.56 Remote Similarity NPD4810 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11460721
ChEMBL   CHEMBL512404
ZINC  

Physicochemical Properties

Molecular Weight:  298.14
ALogP:  -0.1143
MLogP:  2.45
XLogP:  1.271
# Rotatable Bonds:  12
Polar Surface Area:  93.06
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  21

Download Data

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