Natural Product: NPC92655

Natural Product ID:  NPC92655
Common Name:   4-Acetyl-6,8-Dihydroxyisochromen-1-One
IUPAC Name:   4-acetyl-6,8-dihydroxyisochromen-1-one
Synonyms:  
Molecular Formula:   C11H8O5
Standard InCHIKey:  FSBMFCYVCBKNCL-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C11H8O5/c1-5(12)8-4-16-11(15)10-7(8)2-6(13)3-9(10)14/h2-4,13-14H,1H3
Canonical SMILES:  Oc1cc(O)c2c(c1)c(coc2=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
NPO32505 Clonostachys sp. Under-species NA NA PMID[23806109]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM 21856162
NPT397 Cell Line NCI-H460 Homo sapiens IC50 > 10000 nM 21856162
NPT395 Cell Line SF-268 Homo sapiens IC50 > 10000 nM 21970540

  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 NPC92655 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
0.9556 High Similarity NPC268052
0.9474 High Similarity NPC175943
0.942 High Similarity NPC478202
0.9416 High Similarity NPC478201
0.9416 High Similarity NPC472035
0.9412 High Similarity NPC32360
0.9398 High Similarity NPC153783
0.9394 High Similarity NPC219892
0.9394 High Similarity NPC189823
0.9362 High Similarity NPC153417
0.9333 High Similarity NPC235115
0.9286 High Similarity NPC472034
0.9286 High Similarity NPC312789
0.9275 High Similarity NPC478217
0.9275 High Similarity NPC158634
0.9275 High Similarity NPC313123
0.927 High Similarity NPC247409
0.927 High Similarity NPC52358
0.9265 High Similarity NPC135837
0.9259 High Similarity NPC180905
0.9259 High Similarity NPC182496
0.9225 High Similarity NPC471641
0.9225 High Similarity NPC240253
0.9225 High Similarity NPC471642
0.9225 High Similarity NPC240622
0.922 High Similarity NPC472033
0.9214 High Similarity NPC210966
0.9214 High Similarity NPC126882
0.9214 High Similarity NPC478203
0.9197 High Similarity NPC33144
0.9197 High Similarity NPC9121
0.9197 High Similarity NPC177307
0.9197 High Similarity NPC191835
0.9197 High Similarity NPC472403
0.9197 High Similarity NPC478200
0.9191 High Similarity NPC50455
0.9167 High Similarity NPC41263
0.9155 High Similarity NPC472036
0.9149 High Similarity NPC257558
0.9149 High Similarity NPC473692
0.913 High Similarity NPC57380
0.9124 High Similarity NPC474771
0.9124 High Similarity NPC65837
0.9124 High Similarity NPC70380
0.9124 High Similarity NPC149372
0.9124 High Similarity NPC474849
0.9124 High Similarity NPC178467
0.9071 High Similarity NPC82913
0.9065 High Similarity NPC156872
0.9065 High Similarity NPC99441
0.9058 High Similarity NPC475974
0.9058 High Similarity NPC94248
0.9058 High Similarity NPC472602
0.9058 High Similarity NPC212693
0.9051 High Similarity NPC158481
0.9028 High Similarity NPC84142
0.9021 High Similarity NPC14098
0.9007 High Similarity NPC472006
0.9007 High Similarity NPC469542
0.9 High Similarity NPC90411
0.9 High Similarity NPC475730
0.9 High Similarity NPC1704
0.9 High Similarity NPC244923
0.9 High Similarity NPC67650
0.9 High Similarity NPC37530
0.9 High Similarity NPC53649
0.9 High Similarity NPC472603
0.8993 High Similarity NPC105456
0.8993 High Similarity NPC474655
0.8993 High Similarity NPC139634
0.8993 High Similarity NPC88269
0.8986 High Similarity NPC194579
0.8966 High Similarity NPC164762
0.8944 High Similarity NPC475201
0.8939 High Similarity NPC201728
0.8939 High Similarity NPC262671
0.8936 High Similarity NPC471644
0.8936 High Similarity NPC474385
0.8936 High Similarity NPC250755
0.8936 High Similarity NPC471640
0.8929 High Similarity NPC472601
0.8929 High Similarity NPC165172
0.8929 High Similarity NPC155205
0.8929 High Similarity NPC158472
0.8929 High Similarity NPC472600
0.8921 High Similarity NPC221104
0.8913 High Similarity NPC242712
0.8904 High Similarity NPC91809
0.8873 High Similarity NPC51106
0.8873 High Similarity NPC159721
0.8872 High Similarity NPC95309
0.8865 High Similarity NPC472604
0.8865 High Similarity NPC470842
0.8865 High Similarity NPC220106
0.8865 High Similarity NPC472605
0.8857 High Similarity NPC471819
0.8857 High Similarity NPC275356
0.8849 High Similarity NPC193792
0.8849 High Similarity NPC71256
0.8841 High Similarity NPC27407
0.8836 High Similarity NPC472891
0.8836 High Similarity NPC295036
0.8836 High Similarity NPC60413
0.8832 High Similarity NPC48036
0.8832 High Similarity NPC43627
0.8828 High Similarity NPC215711
0.8828 High Similarity NPC73411
0.8828 High Similarity NPC172329
0.8828 High Similarity NPC2569
0.8824 High Similarity NPC214702
0.8824 High Similarity NPC470831
0.8819 High Similarity NPC107625
0.8811 High Similarity NPC66404
0.8811 High Similarity NPC42540
0.8811 High Similarity NPC210425
0.8811 High Similarity NPC95123
0.8811 High Similarity NPC86373
0.8811 High Similarity NPC280404
0.8811 High Similarity NPC277426
0.8811 High Similarity NPC151607
0.8803 High Similarity NPC49108
0.8803 High Similarity NPC469579
0.8803 High Similarity NPC105648
0.8786 High Similarity NPC212767
0.8777 High Similarity NPC291454
0.8768 High Similarity NPC474097
0.8767 High Similarity NPC4423
0.8767 High Similarity NPC6923
0.8767 High Similarity NPC77325
0.8759 High Similarity NPC210320
0.875 High Similarity NPC307732
0.875 High Similarity NPC42292
0.875 High Similarity NPC134621
0.875 High Similarity NPC185497
0.8741 High Similarity NPC471643
0.8741 High Similarity NPC471639
0.8741 High Similarity NPC354984
0.8741 High Similarity NPC293453
0.8741 High Similarity NPC471731
0.8741 High Similarity NPC472610
0.8733 High Similarity NPC263483
0.8725 High Similarity NPC478221
0.8725 High Similarity NPC38898
0.8725 High Similarity NPC472890
0.8716 High Similarity NPC478224
0.8716 High Similarity NPC115249
0.8716 High Similarity NPC184284
0.8716 High Similarity NPC76041
0.8714 High Similarity NPC476333
0.8714 High Similarity NPC472364
0.8714 High Similarity NPC472367
0.8714 High Similarity NPC261292
0.8714 High Similarity NPC301915
0.8714 High Similarity NPC473391
0.8707 High Similarity NPC470107
0.8705 High Similarity NPC278375
0.8705 High Similarity NPC142027
0.869 High Similarity NPC473023
0.869 High Similarity NPC163846
0.869 High Similarity NPC267509
0.869 High Similarity NPC225173
0.869 High Similarity NPC237208
0.869 High Similarity NPC138978
0.8681 High Similarity NPC19896
0.8681 High Similarity NPC257025
0.8676 High Similarity NPC60558
0.8671 High Similarity NPC471733
0.8671 High Similarity NPC297985
0.8671 High Similarity NPC182255
0.8671 High Similarity NPC94076
0.8671 High Similarity NPC322112
0.8667 High Similarity NPC305518
0.8667 High Similarity NPC128428
0.8658 High Similarity NPC478231
0.8658 High Similarity NPC137301
0.8658 High Similarity NPC192189
0.8652 High Similarity NPC162680
0.8652 High Similarity NPC303644
0.8652 High Similarity NPC7013
0.8652 High Similarity NPC116632
0.8652 High Similarity NPC209560
0.8652 High Similarity NPC294409
0.8652 High Similarity NPC181124
0.8643 High Similarity NPC39426
0.8643 High Similarity NPC234560
0.8639 High Similarity NPC270160
0.8639 High Similarity NPC237440
0.8639 High Similarity NPC198927
0.8639 High Similarity NPC476684
0.8633 High Similarity NPC223457
0.8633 High Similarity NPC474519
0.863 High Similarity NPC125801
0.8623 High Similarity NPC65060
0.8623 High Similarity NPC475589
0.8623 High Similarity NPC31872
0.8623 High Similarity NPC476389
0.8623 High Similarity NPC473584
0.8621 High Similarity NPC29577
0.8621 High Similarity NPC83272
0.8621 High Similarity NPC32470

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC92655 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
0.927 High Similarity NPD970 Clinical (unspecified phase)
0.8643 High Similarity NPD1510 Phase 2
0.8489 Intermediate Similarity NPD1240 Approved
0.8411 Intermediate Similarity NPD7819 Suspended
0.8369 Intermediate Similarity NPD1607 Approved
0.8367 Intermediate Similarity NPD2533 Approved
0.8367 Intermediate Similarity NPD2532 Approved
0.8367 Intermediate Similarity NPD2534 Approved
0.8345 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8298 Intermediate Similarity NPD230 Phase 1
0.8252 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.8219 Intermediate Similarity NPD3750 Approved
0.8207 Intermediate Similarity NPD1549 Phase 2
0.8158 Intermediate Similarity NPD7411 Suspended
0.8138 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8138 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8069 Intermediate Similarity NPD1551 Phase 2
0.806 Intermediate Similarity NPD9545 Approved
0.8054 Intermediate Similarity NPD1511 Approved
0.8054 Intermediate Similarity NPD6799 Approved
0.8045 Intermediate Similarity NPD9493 Approved
0.8 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7972 Intermediate Similarity NPD943 Approved
0.7947 Intermediate Similarity NPD1512 Approved
0.7945 Intermediate Similarity NPD2796 Approved
0.7945 Intermediate Similarity NPD2935 Discontinued
0.7937 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7925 Intermediate Similarity NPD6232 Discontinued
0.7905 Intermediate Similarity NPD1243 Approved
0.7898 Intermediate Similarity NPD3749 Approved
0.7898 Intermediate Similarity NPD7075 Discontinued
0.7888 Intermediate Similarity NPD7473 Discontinued
0.7885 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7885 Intermediate Similarity NPD3817 Phase 2
0.7877 Intermediate Similarity NPD3748 Approved
0.7871 Intermediate Similarity NPD1934 Approved
0.7857 Intermediate Similarity NPD4380 Phase 2
0.7857 Intermediate Similarity NPD6599 Discontinued
0.7834 Intermediate Similarity NPD3882 Suspended
0.7821 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7821 Intermediate Similarity NPD2801 Approved
0.7821 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7792 Intermediate Similarity NPD3226 Approved
0.7785 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD920 Approved
0.7763 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7756 Intermediate Similarity NPD6801 Discontinued
0.775 Intermediate Similarity NPD6959 Discontinued
0.7748 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD7768 Phase 2
0.7708 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7702 Intermediate Similarity NPD5711 Approved
0.7702 Intermediate Similarity NPD5710 Approved
0.7697 Intermediate Similarity NPD7390 Discontinued
0.7673 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD2800 Approved
0.7647 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7643 Intermediate Similarity NPD9269 Phase 2
0.7643 Intermediate Similarity NPD9717 Approved
0.7625 Intermediate Similarity NPD919 Approved
0.7619 Intermediate Similarity NPD6651 Approved
0.761 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7609 Intermediate Similarity NPD9268 Approved
0.7606 Intermediate Similarity NPD1203 Approved
0.7606 Intermediate Similarity NPD1470 Approved
0.7595 Intermediate Similarity NPD1465 Phase 2
0.7586 Intermediate Similarity NPD3764 Approved
0.7584 Intermediate Similarity NPD5404 Approved
0.7584 Intermediate Similarity NPD5406 Approved
0.7584 Intermediate Similarity NPD5405 Approved
0.7584 Intermediate Similarity NPD5408 Approved
0.7571 Intermediate Similarity NPD1201 Approved
0.7571 Intermediate Similarity NPD422 Phase 1
0.7548 Intermediate Similarity NPD5403 Approved
0.7547 Intermediate Similarity NPD5402 Approved
0.7532 Intermediate Similarity NPD5401 Approved
0.7515 Intermediate Similarity NPD3818 Discontinued
0.75 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD1164 Approved
0.747 Intermediate Similarity NPD7054 Approved
0.747 Intermediate Similarity NPD5844 Phase 1
0.7466 Intermediate Similarity NPD411 Approved
0.7444 Intermediate Similarity NPD74 Approved
0.7444 Intermediate Similarity NPD9266 Approved
0.7432 Intermediate Similarity NPD447 Suspended
0.7425 Intermediate Similarity NPD7472 Approved
0.7423 Intermediate Similarity NPD1247 Approved
0.7417 Intermediate Similarity NPD2346 Discontinued
0.74 Intermediate Similarity NPD2799 Discontinued
0.7396 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD6166 Phase 2
0.7386 Intermediate Similarity NPD4628 Phase 3
0.7381 Intermediate Similarity NPD5953 Discontinued
0.7381 Intermediate Similarity NPD6797 Phase 2
0.7368 Intermediate Similarity NPD9264 Approved
0.7368 Intermediate Similarity NPD9267 Approved
0.7368 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD9263 Approved
0.7351 Intermediate Similarity NPD6100 Approved
0.7351 Intermediate Similarity NPD6099 Approved
0.7347 Intermediate Similarity NPD3268 Approved
0.7337 Intermediate Similarity NPD7251 Discontinued
0.7329 Intermediate Similarity NPD6832 Phase 2
0.7325 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD7074 Phase 3
0.732 Intermediate Similarity NPD2654 Approved
0.7315 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD2798 Approved
0.7303 Intermediate Similarity NPD2344 Approved
0.7294 Intermediate Similarity NPD7808 Phase 3
0.7273 Intermediate Similarity NPD1608 Approved
0.7262 Intermediate Similarity NPD7286 Phase 2
0.7262 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7256 Intermediate Similarity NPD5494 Approved
0.7235 Intermediate Similarity NPD6559 Discontinued
0.723 Intermediate Similarity NPD2313 Discontinued
0.7222 Intermediate Similarity NPD4288 Approved
0.7192 Intermediate Similarity NPD1019 Discontinued
0.7176 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD1283 Approved
0.7159 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD9494 Approved
0.7123 Intermediate Similarity NPD3266 Approved
0.7123 Intermediate Similarity NPD3267 Approved
0.7122 Intermediate Similarity NPD9281 Approved
0.7115 Intermediate Similarity NPD2309 Approved
0.7114 Intermediate Similarity NPD1296 Phase 2
0.7099 Intermediate Similarity NPD37 Approved
0.7093 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD1471 Phase 3
0.7068 Intermediate Similarity NPD9261 Approved
0.7067 Intermediate Similarity NPD520 Approved
0.7063 Intermediate Similarity NPD4626 Approved
0.7063 Intermediate Similarity NPD17 Approved
0.7059 Intermediate Similarity NPD7033 Discontinued
0.7059 Intermediate Similarity NPD4308 Phase 3
0.7055 Intermediate Similarity NPD3225 Approved
0.7051 Intermediate Similarity NPD7003 Approved
0.7042 Intermediate Similarity NPD1548 Phase 1
0.7029 Intermediate Similarity NPD8150 Discontinued
0.7024 Intermediate Similarity NPD3926 Phase 2
0.7019 Intermediate Similarity NPD7458 Discontinued
0.7019 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD2797 Approved
0.7006 Intermediate Similarity NPD7199 Phase 2
0.7006 Intermediate Similarity NPD6190 Approved
0.7 Intermediate Similarity NPD3751 Discontinued
0.6993 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6988 Remote Similarity NPD6234 Discontinued
0.6981 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6978 Remote Similarity NPD7501 Clinical (unspecified phase)
0.697 Remote Similarity NPD4965 Approved
0.697 Remote Similarity NPD4967 Phase 2
0.697 Remote Similarity NPD4966 Approved
0.6966 Remote Similarity NPD1281 Approved
0.6966 Remote Similarity NPD1610 Phase 2
0.6966 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6964 Remote Similarity NPD7229 Phase 3
0.6949 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6949 Remote Similarity NPD4287 Approved
0.6944 Remote Similarity NPD1778 Approved
0.6939 Remote Similarity NPD1876 Approved
0.6929 Remote Similarity NPD1241 Discontinued
0.6923 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6918 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6918 Remote Similarity NPD3972 Approved
0.6909 Remote Similarity NPD5353 Approved
0.6887 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6875 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6875 Remote Similarity NPD5691 Approved
0.6867 Remote Similarity NPD1008 Clinical (unspecified phase)
0.6867 Remote Similarity NPD4908 Phase 1
0.6863 Remote Similarity NPD5124 Phase 1
0.6863 Remote Similarity NPD1933 Approved
0.6863 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6862 Remote Similarity NPD8151 Discontinued
0.6857 Remote Similarity NPD8312 Approved
0.6857 Remote Similarity NPD8313 Approved
0.6852 Remote Similarity NPD1653 Approved
0.6846 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6839 Remote Similarity NPD3658 Clinical (unspecified phase)
0.6835 Remote Similarity NPD8166 Discontinued
0.6832 Remote Similarity NPD6273 Approved
0.6824 Remote Similarity NPD5242 Approved
0.6813 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6802 Remote Similarity NPD7177 Discontinued
0.6802 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6797 Remote Similarity NPD4060 Phase 1
0.6797 Remote Similarity NPD4307 Phase 2
0.6786 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6784 Remote Similarity NPD2403 Approved
0.6776 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6774 Remote Similarity NPD7435 Discontinued
0.6772 Remote Similarity NPD1652 Phase 2
0.6765 Remote Similarity NPD164 Approved
0.6765 Remote Similarity NPD6808 Phase 2

Structure

External Identifiers

PubChem CID   9837374
ChEMBL   CHEMBL2386700
ZINC  

Physicochemical Properties

Molecular Weight:  220.04
ALogP:  -1.5144
MLogP:  2.12
XLogP:  0.567
# Rotatable Bonds:  4
Polar Surface Area:  83.83
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  16

Download Data

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