Natural Product: NPC96501

Natural Product ID:  NPC96501
Common Name:   (S)-3-Ethyl-7-Hydroxy-5,6-Dimethoxyphthalide
IUPAC Name:   (3S)-3-ethyl-7-hydroxy-5,6-dimethoxy-3H-2-benzofuran-1-one
Synonyms:  
Molecular Formula:   C12H14O5
Standard InCHIKey:  XQERYNXDLZZXIC-ZETCQYMHSA-N
Standard InCHI:  InChI=1S/C12H14O5/c1-4-7-6-5-8(15-2)11(16-3)10(13)9(6)12(14)17-7/h5,7,13H,4H2,1-3H3/t7-/m0/s1
Canonical SMILES:  CC[C@@H]1OC(=O)c2c1cc(OC)c(c2O)OC
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
NPO1592 Citrullus colocynthis Species Cucurbitaceae Eukaryota UNPD*
NPO9098.1 Pittosporum illicioides Under-species NA NA PMID[18817445]
NPO10606 Pteris japonica Species Pteridaceae Eukaryota UNPD*
NPO9098 Pittosporum illicioides Species Pittosporaceae Eukaryota UNPD*
NPO10206 Anthemis fuscata Species Asteraceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 13700 nM 18817445
NPT2 Others Unspecified IC50 > 50000 nM 18817445

  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 NPC96501 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
0.9728 High Similarity NPC199926
0.9728 High Similarity NPC79998
0.9662 High Similarity NPC150227
0.9597 High Similarity NPC84935
0.9597 High Similarity NPC77679
0.9597 High Similarity NPC190020
0.9583 High Similarity NPC85734
0.9583 High Similarity NPC32058
0.9527 High Similarity NPC281477
0.9463 High Similarity NPC16082
0.9463 High Similarity NPC82592
0.9444 High Similarity NPC27106
0.9375 High Similarity NPC258307
0.9371 High Similarity NPC90411
0.9342 High Similarity NPC200594
0.9272 High Similarity NPC227062
0.9262 High Similarity NPC200773
0.9262 High Similarity NPC240768
0.9231 High Similarity NPC471819
0.9195 High Similarity NPC179178
0.9145 High Similarity NPC54928
0.9133 High Similarity NPC204350
0.9091 High Similarity NPC135837
0.9073 High Similarity NPC295646
0.9054 High Similarity NPC138978
0.9048 High Similarity NPC280404
0.9048 High Similarity NPC210425
0.9048 High Similarity NPC277426
0.9048 High Similarity NPC86373
0.9038 High Similarity NPC249181
0.9028 High Similarity NPC233780
0.9013 High Similarity NPC291510
0.9013 High Similarity NPC197188
0.9013 High Similarity NPC144801
0.9013 High Similarity NPC116850
0.9013 High Similarity NPC43872
0.9013 High Similarity NPC238672
0.9007 High Similarity NPC70016
0.9007 High Similarity NPC215921
0.9007 High Similarity NPC473732
0.8993 High Similarity NPC53362
0.8993 High Similarity NPC166583
0.8981 High Similarity NPC191930
0.898 High Similarity NPC51106
0.898 High Similarity NPC472006
0.8973 High Similarity NPC1704
0.8973 High Similarity NPC67650
0.8961 High Similarity NPC473395
0.8958 High Similarity NPC112068
0.8958 High Similarity NPC25305
0.8958 High Similarity NPC110899
0.8958 High Similarity NPC125417
0.8958 High Similarity NPC95679
0.8954 High Similarity NPC16286
0.8954 High Similarity NPC20541
0.8954 High Similarity NPC38898
0.8951 High Similarity NPC182496
0.8951 High Similarity NPC180905
0.8947 High Similarity NPC475116
0.894 High Similarity NPC469619
0.894 High Similarity NPC469670
0.8926 High Similarity NPC260946
0.8926 High Similarity NPC107625
0.8924 High Similarity NPC472452
0.8924 High Similarity NPC20237
0.8917 High Similarity NPC475985
0.8912 High Similarity NPC474385
0.8912 High Similarity NPC299154
0.8904 High Similarity NPC50823
0.8904 High Similarity NPC187690
0.8903 High Similarity NPC238381
0.8896 High Similarity NPC197751
0.8889 High Similarity NPC160425
0.8874 High Similarity NPC270160
0.8874 High Similarity NPC237440
0.8868 High Similarity NPC283041
0.8867 High Similarity NPC30647
0.8867 High Similarity NPC55557
0.8867 High Similarity NPC210320
0.8867 High Similarity NPC61871
0.8867 High Similarity NPC476463
0.8861 High Similarity NPC326520
0.8851 High Similarity NPC469542
0.8851 High Similarity NPC27159
0.8846 High Similarity NPC24627
0.8844 High Similarity NPC475730
0.8836 High Similarity NPC247409
0.8836 High Similarity NPC4796
0.8836 High Similarity NPC275356
0.8831 High Similarity NPC18954
0.8824 High Similarity NPC167903
0.8824 High Similarity NPC289968
0.882 High Similarity NPC471181
0.8816 High Similarity NPC103509
0.8816 High Similarity NPC151473
0.8816 High Similarity NPC119929
0.8811 High Similarity NPC153783
0.8808 High Similarity NPC215711
0.8808 High Similarity NPC73411
0.8805 High Similarity NPC170245
0.88 High Similarity NPC472033
0.88 High Similarity NPC143903
0.88 High Similarity NPC226987
0.8792 High Similarity NPC257025
0.879 High Similarity NPC201560
0.879 High Similarity NPC117985
0.8782 High Similarity NPC470339
0.8782 High Similarity NPC45846
0.8776 High Similarity NPC158472
0.8774 High Similarity NPC301897
0.8767 High Similarity NPC46947
0.8766 High Similarity NPC287504
0.8766 High Similarity NPC192189
0.8766 High Similarity NPC25127
0.8759 High Similarity NPC235115
0.8758 High Similarity NPC228662
0.875 High Similarity NPC155098
0.8742 High Similarity NPC8817
0.8742 High Similarity NPC472036
0.8734 High Similarity NPC48860
0.8734 High Similarity NPC144843
0.8734 High Similarity NPC215612
0.8733 High Similarity NPC75694
0.8733 High Similarity NPC472917
0.8733 High Similarity NPC316535
0.8733 High Similarity NPC83272
0.8733 High Similarity NPC472034
0.8726 High Similarity NPC472055
0.8726 High Similarity NPC155101
0.8726 High Similarity NPC292415
0.8726 High Similarity NPC36217
0.8718 High Similarity NPC179732
0.8718 High Similarity NPC300727
0.8718 High Similarity NPC241904
0.871 High Similarity NPC99381
0.871 High Similarity NPC471800
0.871 High Similarity NPC67396
0.8707 High Similarity NPC203351
0.8707 High Similarity NPC268052
0.8707 High Similarity NPC32360
0.8701 High Similarity NPC236637
0.8701 High Similarity NPC199773
0.8701 High Similarity NPC219582
0.8701 High Similarity NPC271681
0.8701 High Similarity NPC302950
0.8699 High Similarity NPC70380
0.869 High Similarity NPC208760
0.8684 High Similarity NPC120464
0.8684 High Similarity NPC153417
0.8684 High Similarity NPC287395
0.8684 High Similarity NPC183655
0.8681 High Similarity NPC1321
0.8681 High Similarity NPC304929
0.8681 High Similarity NPC156124
0.8679 High Similarity NPC476822
0.8679 High Similarity NPC18100
0.8679 High Similarity NPC133065
0.8679 High Similarity NPC327809
0.8675 High Similarity NPC268366
0.8675 High Similarity NPC470357
0.8671 High Similarity NPC473106
0.8671 High Similarity NPC474779
0.8671 High Similarity NPC189823
0.8671 High Similarity NPC219892
0.8671 High Similarity NPC103201
0.8671 High Similarity NPC349525
0.8667 High Similarity NPC470932
0.8667 High Similarity NPC142165
0.8662 High Similarity NPC476242
0.8662 High Similarity NPC315157
0.8662 High Similarity NPC329091
0.8662 High Similarity NPC279732
0.8662 High Similarity NPC477410
0.8658 High Similarity NPC82913
0.8658 High Similarity NPC297985
0.8658 High Similarity NPC469579
0.8658 High Similarity NPC322112
0.8654 High Similarity NPC472050
0.8654 High Similarity NPC255106
0.8654 High Similarity NPC235165
0.8654 High Similarity NPC24640
0.8654 High Similarity NPC317383
0.8654 High Similarity NPC274730
0.8649 High Similarity NPC470991
0.8649 High Similarity NPC165172
0.8645 High Similarity NPC18727
0.8642 High Similarity NPC17219
0.8639 High Similarity NPC197666
0.8639 High Similarity NPC94248
0.8639 High Similarity NPC478200
0.8639 High Similarity NPC212693
0.8639 High Similarity NPC33144
0.8639 High Similarity NPC126739
0.8639 High Similarity NPC191835
0.8636 High Similarity NPC31363
0.8636 High Similarity NPC202157
0.8636 High Similarity NPC75695
0.8636 High Similarity NPC45291
0.8636 High Similarity NPC288316
0.8636 High Similarity NPC151425

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC96501 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
0.8836 High Similarity NPD970 Clinical (unspecified phase)
0.8733 High Similarity NPD2534 Approved
0.8733 High Similarity NPD2533 Approved
0.8733 High Similarity NPD2532 Approved
0.8701 High Similarity NPD1934 Approved
0.8681 High Similarity NPD230 Phase 1
0.8654 High Similarity NPD3882 Suspended
0.8526 High Similarity NPD2801 Approved
0.85 High Similarity NPD6232 Discontinued
0.8421 Intermediate Similarity NPD1511 Approved
0.8418 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8408 Intermediate Similarity NPD1465 Phase 2
0.8408 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8405 Intermediate Similarity NPD3818 Discontinued
0.8354 Intermediate Similarity NPD3817 Phase 2
0.8344 Intermediate Similarity NPD7473 Discontinued
0.8312 Intermediate Similarity NPD1512 Approved
0.8199 Intermediate Similarity NPD6234 Discontinued
0.8176 Intermediate Similarity NPD447 Suspended
0.8171 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8171 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8171 Intermediate Similarity NPD6166 Phase 2
0.8155 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8133 Intermediate Similarity NPD7054 Approved
0.8133 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.8084 Intermediate Similarity NPD7472 Approved
0.8084 Intermediate Similarity NPD7074 Phase 3
0.8037 Intermediate Similarity NPD5494 Approved
0.8024 Intermediate Similarity NPD5844 Phase 1
0.8 Intermediate Similarity NPD37 Approved
0.7975 Intermediate Similarity NPD919 Approved
0.7963 Intermediate Similarity NPD4966 Approved
0.7963 Intermediate Similarity NPD4965 Approved
0.7963 Intermediate Similarity NPD4967 Phase 2
0.795 Intermediate Similarity NPD7819 Suspended
0.7949 Intermediate Similarity NPD6799 Approved
0.7939 Intermediate Similarity NPD5710 Approved
0.7939 Intermediate Similarity NPD5711 Approved
0.7929 Intermediate Similarity NPD6797 Phase 2
0.7917 Intermediate Similarity NPD9269 Phase 2
0.7914 Intermediate Similarity NPD7075 Discontinued
0.7908 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7908 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7895 Intermediate Similarity NPD1510 Phase 2
0.7891 Intermediate Similarity NPD9494 Approved
0.7882 Intermediate Similarity NPD7251 Discontinued
0.7875 Intermediate Similarity NPD4380 Phase 2
0.7867 Intermediate Similarity NPD1240 Approved
0.7867 Intermediate Similarity NPD943 Approved
0.7857 Intermediate Similarity NPD1549 Phase 2
0.7857 Intermediate Similarity NPD7228 Approved
0.784 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7836 Intermediate Similarity NPD7808 Phase 3
0.7824 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7806 Intermediate Similarity NPD2800 Approved
0.7805 Intermediate Similarity NPD3749 Approved
0.7771 Intermediate Similarity NPD7199 Phase 2
0.7771 Intermediate Similarity NPD1247 Approved
0.7764 Intermediate Similarity NPD6599 Discontinued
0.7763 Intermediate Similarity NPD1607 Approved
0.7756 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD1551 Phase 2
0.7697 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD920 Approved
0.7683 Intermediate Similarity NPD5402 Approved
0.7679 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7673 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.767 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7669 Intermediate Similarity NPD6801 Discontinued
0.7665 Intermediate Similarity NPD6959 Discontinued
0.7643 Intermediate Similarity NPD3750 Approved
0.7639 Intermediate Similarity NPD9268 Approved
0.7613 Intermediate Similarity NPD2935 Discontinued
0.761 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.758 Intermediate Similarity NPD1243 Approved
0.7576 Intermediate Similarity NPD5353 Approved
0.7574 Intermediate Similarity NPD3926 Phase 2
0.7572 Intermediate Similarity NPD6559 Discontinued
0.7562 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.755 Intermediate Similarity NPD3027 Phase 3
0.7532 Intermediate Similarity NPD4628 Phase 3
0.7531 Intermediate Similarity NPD1653 Approved
0.7516 Intermediate Similarity NPD1613 Approved
0.7516 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD2796 Approved
0.75 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7411 Suspended
0.7484 Intermediate Similarity NPD6190 Approved
0.7471 Intermediate Similarity NPD7685 Pre-registration
0.747 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7469 Intermediate Similarity NPD5403 Approved
0.7453 Intermediate Similarity NPD5401 Approved
0.7448 Intermediate Similarity NPD9545 Approved
0.7438 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7432 Intermediate Similarity NPD9717 Approved
0.7425 Intermediate Similarity NPD7768 Phase 2
0.7417 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7399 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7389 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7378 Intermediate Similarity NPD3226 Approved
0.7371 Intermediate Similarity NPD7240 Approved
0.7368 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD5242 Approved
0.7341 Intermediate Similarity NPD3751 Discontinued
0.7326 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7325 Intermediate Similarity NPD3748 Approved
0.731 Intermediate Similarity NPD9493 Approved
0.7285 Intermediate Similarity NPD1203 Approved
0.7273 Intermediate Similarity NPD411 Approved
0.7273 Intermediate Similarity NPD3764 Approved
0.7273 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD2654 Approved
0.7248 Intermediate Similarity NPD422 Phase 1
0.7248 Intermediate Similarity NPD3705 Approved
0.7247 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD1933 Approved
0.7239 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD2346 Discontinued
0.7233 Intermediate Similarity NPD2344 Approved
0.7209 Intermediate Similarity NPD3787 Discontinued
0.7209 Intermediate Similarity NPD7229 Phase 3
0.7205 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD6651 Approved
0.7186 Intermediate Similarity NPD6385 Approved
0.7186 Intermediate Similarity NPD6386 Approved
0.7173 Intermediate Similarity NPD8151 Discontinued
0.7167 Intermediate Similarity NPD8434 Phase 2
0.7143 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD5006 Approved
0.7128 Intermediate Similarity NPD5005 Approved
0.7124 Intermediate Similarity NPD1019 Discontinued
0.7119 Intermediate Similarity NPD5953 Discontinued
0.7112 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD2799 Discontinued
0.7102 Intermediate Similarity NPD7286 Phase 2
0.7095 Intermediate Similarity NPD8312 Approved
0.7095 Intermediate Similarity NPD8313 Approved
0.7086 Intermediate Similarity NPD1608 Approved
0.7083 Intermediate Similarity NPD228 Approved
0.7073 Intermediate Similarity NPD7390 Discontinued
0.7072 Intermediate Similarity NPD8150 Discontinued
0.7063 Intermediate Similarity NPD6100 Approved
0.7063 Intermediate Similarity NPD6099 Approved
0.7059 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD2309 Approved
0.7039 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD1652 Phase 2
0.7032 Intermediate Similarity NPD6832 Phase 2
0.703 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7029 Intermediate Similarity NPD2403 Approved
0.7025 Intermediate Similarity NPD6355 Discontinued
0.7005 Intermediate Similarity NPD4420 Approved
0.7 Intermediate Similarity NPD1006 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7435 Discontinued
0.7 Intermediate Similarity NPD7033 Discontinued
0.6994 Remote Similarity NPD4110 Phase 3
0.6994 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6962 Remote Similarity NPD4060 Phase 1
0.6954 Remote Similarity NPD8127 Discontinued
0.6944 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6943 Remote Similarity NPD2313 Discontinued
0.6931 Remote Similarity NPD6776 Approved
0.6931 Remote Similarity NPD6782 Approved
0.6931 Remote Similarity NPD6780 Approved
0.6931 Remote Similarity NPD6781 Approved
0.6931 Remote Similarity NPD6777 Approved
0.6931 Remote Similarity NPD6779 Approved
0.6931 Remote Similarity NPD6778 Approved
0.6914 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6914 Remote Similarity NPD6005 Phase 3
0.6914 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6914 Remote Similarity NPD7266 Discontinued
0.6914 Remote Similarity NPD6004 Phase 3
0.6914 Remote Similarity NPD6002 Phase 3
0.6911 Remote Similarity NPD7680 Approved
0.6903 Remote Similarity NPD5647 Approved
0.6902 Remote Similarity NPD4287 Approved
0.6889 Remote Similarity NPD3658 Clinical (unspecified phase)
0.6887 Remote Similarity NPD17 Approved
0.6887 Remote Similarity NPD4626 Approved
0.6887 Remote Similarity NPD1778 Approved
0.6886 Remote Similarity NPD1940 Clinical (unspecified phase)
0.6883 Remote Similarity NPD1283 Approved
0.6875 Remote Similarity NPD6653 Approved
0.6867 Remote Similarity NPD4357 Discontinued
0.6864 Remote Similarity NPD3455 Phase 2
0.6864 Remote Similarity NPD5808 Clinical (unspecified phase)
0.686 Remote Similarity NPD4288 Approved
0.6852 Remote Similarity NPD5408 Approved
0.6852 Remote Similarity NPD5405 Approved
0.6852 Remote Similarity NPD5406 Approved
0.6852 Remote Similarity NPD5404 Approved
0.6846 Remote Similarity NPD405 Clinical (unspecified phase)
0.6839 Remote Similarity NPD1470 Approved
0.6837 Remote Similarity NPD7783 Phase 2

Structure

External Identifiers

PubChem CID   25135573
ChEMBL   CHEMBL408147
ZINC  

Physicochemical Properties

Molecular Weight:  238.08
ALogP:  -0.9421
MLogP:  2.23
XLogP:  1.354
# Rotatable Bonds:  7
Polar Surface Area:  64.99
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  17

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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