Natural Product: NPC472661

Natural Product ID:  NPC472661
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C20H20O6
Standard InCHIKey:  UNPXGINTSIBWLZ-ZEEHXRBWSA-N
Standard InCHI:  InChI=1S/C20H20O6/c1-18-16-14(26-17(18)21)7-11-12(19(16)4-5-20(18,22)25-9-19)8-13(23-2)10-3-6-24-15(10)11/h3,6,8,14,16,22H,4-5,7,9H2,1-2H3/t14-,16+,18+,19?,20?/m1/s1
Canonical SMILES:  COc1cc2c(c3c1cco3)C[C@@H]1[C@@H]3C42CCC(OC4)([C@]3(C)C(=O)O1)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
NPO33310 icacina trichantha Species Icacinaceae Eukaryota Tuber PMID[25782063]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT400 Cell Line MDA-MB-435 Homo sapiens IC50 > 20000 nM 25302529
NPT377 Cell Line OVCAR-3 Homo sapiens IC50 > 20000 nM 18610999
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 > 20000 nM 17954687

  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 NPC472661 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
0.9512 High Similarity NPC472660
0.9357 High Similarity NPC472662
0.9357 High Similarity NPC472663
0.9167 High Similarity NPC477571
0.9167 High Similarity NPC477572
0.9167 High Similarity NPC477573
0.897 High Similarity NPC472299
0.8953 High Similarity NPC324220
0.8953 High Similarity NPC312630
0.8922 High Similarity NPC472664
0.8909 High Similarity NPC123153
0.881 High Similarity NPC473022
0.8772 High Similarity NPC470206
0.8772 High Similarity NPC470207
0.8765 High Similarity NPC125465
0.8757 High Similarity NPC308156
0.8743 High Similarity NPC40583
0.8713 High Similarity NPC320789
0.8686 High Similarity NPC5671
0.8683 High Similarity NPC246647
0.8683 High Similarity NPC164110
0.8683 High Similarity NPC158542
0.8683 High Similarity NPC270044
0.8683 High Similarity NPC96342
0.8683 High Similarity NPC212967
0.8671 High Similarity NPC472620
0.8667 High Similarity NPC44606
0.8655 High Similarity NPC291742
0.8655 High Similarity NPC255787
0.8647 High Similarity NPC100849
0.8631 High Similarity NPC239118
0.8631 High Similarity NPC218818
0.8631 High Similarity NPC4950
0.8623 High Similarity NPC477674
0.8623 High Similarity NPC180924
0.8614 High Similarity NPC477669
0.8613 High Similarity NPC477670
0.8606 High Similarity NPC477673
0.8606 High Similarity NPC477672
0.8596 High Similarity NPC136641
0.8571 High Similarity NPC474611
0.8571 High Similarity NPC272196
0.8571 High Similarity NPC294149
0.8571 High Similarity NPC472665
0.8571 High Similarity NPC269495
0.8563 High Similarity NPC477687
0.8563 High Similarity NPC477671
0.8563 High Similarity NPC148938
0.8563 High Similarity NPC91650
0.8555 High Similarity NPC472619
0.8554 High Similarity NPC87708
0.8554 High Similarity NPC10429
0.8547 High Similarity NPC53640
0.8539 High Similarity NPC475656
0.8539 High Similarity NPC475148
0.8538 High Similarity NPC155640
0.8537 High Similarity NPC95526
0.8523 High Similarity NPC295914
0.8523 High Similarity NPC101991
0.8521 High Similarity NPC186113
0.8514 High Similarity NPC59491
0.8514 High Similarity NPC24748
0.8512 High Similarity NPC470625
0.8512 High Similarity NPC477675
0.8506 High Similarity NPC120220
0.8503 High Similarity NPC122365
0.8503 High Similarity NPC235333
0.8503 High Similarity NPC1477
0.8503 High Similarity NPC213608
0.8494 Intermediate Similarity NPC232645
0.8494 Intermediate Similarity NPC72958
0.8488 Intermediate Similarity NPC314653
0.8488 Intermediate Similarity NPC41689
0.8488 Intermediate Similarity NPC316262
0.8485 Intermediate Similarity NPC472298
0.8483 Intermediate Similarity NPC477860
0.8483 Intermediate Similarity NPC475161
0.848 Intermediate Similarity NPC310603
0.848 Intermediate Similarity NPC15374
0.8475 Intermediate Similarity NPC246877
0.8475 Intermediate Similarity NPC478000
0.8471 Intermediate Similarity NPC115432
0.8471 Intermediate Similarity NPC49009
0.8471 Intermediate Similarity NPC239270
0.8471 Intermediate Similarity NPC303210
0.8471 Intermediate Similarity NPC260296
0.8471 Intermediate Similarity NPC472618
0.8471 Intermediate Similarity NPC95472
0.8466 Intermediate Similarity NPC68381
0.8466 Intermediate Similarity NPC300657
0.8462 Intermediate Similarity NPC196448
0.8462 Intermediate Similarity NPC65504
0.8462 Intermediate Similarity NPC268360
0.8457 Intermediate Similarity NPC472584
0.8452 Intermediate Similarity NPC213936
0.8452 Intermediate Similarity NPC297531
0.8452 Intermediate Similarity NPC474542
0.8452 Intermediate Similarity NPC104736
0.8448 Intermediate Similarity NPC473202
0.8443 Intermediate Similarity NPC207624
0.8443 Intermediate Similarity NPC217447
0.8443 Intermediate Similarity NPC5871
0.8439 Intermediate Similarity NPC296558
0.8434 Intermediate Similarity NPC191104
0.8434 Intermediate Similarity NPC325983
0.8434 Intermediate Similarity NPC119929
0.843 Intermediate Similarity NPC109180
0.843 Intermediate Similarity NPC91288
0.843 Intermediate Similarity NPC159508
0.8427 Intermediate Similarity NPC121888
0.8424 Intermediate Similarity NPC211625
0.8421 Intermediate Similarity NPC18380
0.8421 Intermediate Similarity NPC24761
0.8421 Intermediate Similarity NPC14822
0.8421 Intermediate Similarity NPC419
0.8418 Intermediate Similarity NPC475246
0.8418 Intermediate Similarity NPC475233
0.8412 Intermediate Similarity NPC244750
0.8412 Intermediate Similarity NPC474373
0.8412 Intermediate Similarity NPC477692
0.8412 Intermediate Similarity NPC472877
0.8412 Intermediate Similarity NPC476350
0.8412 Intermediate Similarity NPC476349
0.8412 Intermediate Similarity NPC226287
0.8412 Intermediate Similarity NPC50430
0.8402 Intermediate Similarity NPC247677
0.8402 Intermediate Similarity NPC4547
0.8402 Intermediate Similarity NPC81405
0.8402 Intermediate Similarity NPC160015
0.8402 Intermediate Similarity NPC304692
0.84 Intermediate Similarity NPC298778
0.84 Intermediate Similarity NPC241874
0.84 Intermediate Similarity NPC131866
0.84 Intermediate Similarity NPC190351
0.8391 Intermediate Similarity NPC472622
0.8391 Intermediate Similarity NPC225419
0.8391 Intermediate Similarity NPC476459
0.8383 Intermediate Similarity NPC209142
0.8383 Intermediate Similarity NPC312549
0.8383 Intermediate Similarity NPC106372
0.8383 Intermediate Similarity NPC115324
0.8383 Intermediate Similarity NPC170169
0.8383 Intermediate Similarity NPC193976
0.8383 Intermediate Similarity NPC23668
0.8383 Intermediate Similarity NPC58668
0.8382 Intermediate Similarity NPC474591
0.8373 Intermediate Similarity NPC88445
0.8373 Intermediate Similarity NPC471114
0.8372 Intermediate Similarity NPC472402
0.8372 Intermediate Similarity NPC473961
0.8364 Intermediate Similarity NPC74539
0.8364 Intermediate Similarity NPC304443
0.8363 Intermediate Similarity NPC188649
0.8363 Intermediate Similarity NPC313368
0.8363 Intermediate Similarity NPC19554
0.8363 Intermediate Similarity NPC143050
0.8363 Intermediate Similarity NPC220582
0.8363 Intermediate Similarity NPC470810
0.8363 Intermediate Similarity NPC74749
0.8363 Intermediate Similarity NPC184326
0.8363 Intermediate Similarity NPC304839
0.8363 Intermediate Similarity NPC292863
0.8363 Intermediate Similarity NPC169
0.8363 Intermediate Similarity NPC43971
0.8362 Intermediate Similarity NPC3718
0.8362 Intermediate Similarity NPC66804
0.8362 Intermediate Similarity NPC470454
0.8362 Intermediate Similarity NPC474345
0.8362 Intermediate Similarity NPC199533
0.8362 Intermediate Similarity NPC63105
0.8353 Intermediate Similarity NPC260902
0.8353 Intermediate Similarity NPC140952
0.8353 Intermediate Similarity NPC296957
0.8352 Intermediate Similarity NPC271385
0.8352 Intermediate Similarity NPC307286
0.8352 Intermediate Similarity NPC5029
0.8352 Intermediate Similarity NPC157522
0.8352 Intermediate Similarity NPC30432
0.8352 Intermediate Similarity NPC478002
0.8352 Intermediate Similarity NPC111536
0.8352 Intermediate Similarity NPC76128
0.8343 Intermediate Similarity NPC149618
0.8343 Intermediate Similarity NPC198490
0.8343 Intermediate Similarity NPC259905
0.8343 Intermediate Similarity NPC99199
0.8343 Intermediate Similarity NPC89625
0.8333 Intermediate Similarity NPC40356
0.8333 Intermediate Similarity NPC271681
0.8333 Intermediate Similarity NPC128293
0.8333 Intermediate Similarity NPC178851
0.8333 Intermediate Similarity NPC263676
0.8333 Intermediate Similarity NPC154683
0.8333 Intermediate Similarity NPC477835
0.8333 Intermediate Similarity NPC470332
0.8333 Intermediate Similarity NPC273483
0.8333 Intermediate Similarity NPC472621
0.8333 Intermediate Similarity NPC24232
0.8333 Intermediate Similarity NPC173292
0.8333 Intermediate Similarity NPC38361
0.8333 Intermediate Similarity NPC30222

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC472661 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
0.8514 High Similarity NPD6559 Discontinued
0.8503 High Similarity NPD7819 Suspended
0.8421 Intermediate Similarity NPD6959 Discontinued
0.8364 Intermediate Similarity NPD920 Approved
0.8256 Intermediate Similarity NPD5494 Approved
0.8246 Intermediate Similarity NPD3749 Approved
0.8136 Intermediate Similarity NPD5844 Phase 1
0.8133 Intermediate Similarity NPD2534 Approved
0.8133 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.8133 Intermediate Similarity NPD2533 Approved
0.8133 Intermediate Similarity NPD2532 Approved
0.807 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8059 Intermediate Similarity NPD7411 Suspended
0.8023 Intermediate Similarity NPD7473 Discontinued
0.8012 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD6599 Discontinued
0.7965 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7955 Intermediate Similarity NPD6232 Discontinued
0.7931 Intermediate Similarity NPD7075 Discontinued
0.7927 Intermediate Similarity NPD2346 Discontinued
0.7919 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7886 Intermediate Similarity NPD919 Approved
0.7865 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7836 Intermediate Similarity NPD3226 Approved
0.7831 Intermediate Similarity NPD1243 Approved
0.7829 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7814 Intermediate Similarity NPD8312 Approved
0.7814 Intermediate Similarity NPD8313 Approved
0.7811 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7811 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7803 Intermediate Similarity NPD6801 Discontinued
0.7791 Intermediate Similarity NPD4380 Phase 2
0.7784 Intermediate Similarity NPD8434 Phase 2
0.7778 Intermediate Similarity NPD3818 Discontinued
0.7771 Intermediate Similarity NPD7768 Phase 2
0.7771 Intermediate Similarity NPD1549 Phase 2
0.7758 Intermediate Similarity NPD2796 Approved
0.7735 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7733 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7725 Intermediate Similarity NPD2800 Approved
0.7713 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7701 Intermediate Similarity NPD1934 Approved
0.7697 Intermediate Similarity NPD1247 Approved
0.7692 Intermediate Similarity NPD7074 Phase 3
0.7684 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7679 Intermediate Similarity NPD3750 Approved
0.767 Intermediate Similarity NPD4965 Approved
0.767 Intermediate Similarity NPD4967 Phase 2
0.767 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.767 Intermediate Similarity NPD4966 Approved
0.7665 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7657 Intermediate Similarity NPD5761 Phase 2
0.7657 Intermediate Similarity NPD5760 Phase 2
0.7657 Intermediate Similarity NPD1465 Phase 2
0.7654 Intermediate Similarity NPD5710 Approved
0.7654 Intermediate Similarity NPD7229 Phase 3
0.7654 Intermediate Similarity NPD5711 Approved
0.7651 Intermediate Similarity NPD1551 Phase 2
0.7647 Intermediate Similarity NPD6799 Approved
0.7637 Intermediate Similarity NPD7054 Approved
0.7614 Intermediate Similarity NPD3817 Phase 2
0.7602 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7596 Intermediate Similarity NPD7472 Approved
0.759 Intermediate Similarity NPD2799 Discontinued
0.759 Intermediate Similarity NPD3748 Approved
0.7584 Intermediate Similarity NPD6234 Discontinued
0.7582 Intermediate Similarity NPD7228 Approved
0.7574 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7574 Intermediate Similarity NPD4628 Phase 3
0.7571 Intermediate Similarity NPD3882 Suspended
0.7569 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7569 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7569 Intermediate Similarity NPD6166 Phase 2
0.7568 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7558 Intermediate Similarity NPD6273 Approved
0.7554 Intermediate Similarity NPD6797 Phase 2
0.7529 Intermediate Similarity NPD7458 Discontinued
0.7515 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD7251 Discontinued
0.7514 Intermediate Similarity NPD5402 Approved
0.7513 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7199 Phase 2
0.75 Intermediate Similarity NPD37 Approved
0.7487 Intermediate Similarity NPD8151 Discontinued
0.7486 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD1510 Phase 2
0.7473 Intermediate Similarity NPD7808 Phase 3
0.7471 Intermediate Similarity NPD7003 Approved
0.747 Intermediate Similarity NPD1607 Approved
0.7458 Intermediate Similarity NPD2801 Approved
0.7447 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.744 Intermediate Similarity NPD2935 Discontinued
0.744 Intermediate Similarity NPD6100 Approved
0.744 Intermediate Similarity NPD6099 Approved
0.7419 Intermediate Similarity NPD7240 Approved
0.7418 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7418 Intermediate Similarity NPD3926 Phase 2
0.7396 Intermediate Similarity NPD2344 Approved
0.7391 Intermediate Similarity NPD3751 Discontinued
0.7381 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7366 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7363 Intermediate Similarity NPD3787 Discontinued
0.7351 Intermediate Similarity NPD7286 Phase 2
0.7349 Intermediate Similarity NPD1240 Approved
0.7341 Intermediate Similarity NPD7390 Discontinued
0.7341 Intermediate Similarity NPD1511 Approved
0.7333 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD2313 Discontinued
0.733 Intermediate Similarity NPD4287 Approved
0.7327 Intermediate Similarity NPD7783 Phase 2
0.7327 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7323 Intermediate Similarity NPD7435 Discontinued
0.7314 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7314 Intermediate Similarity NPD5403 Approved
0.7299 Intermediate Similarity NPD5401 Approved
0.7273 Intermediate Similarity NPD5953 Discontinued
0.7267 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7259 Intermediate Similarity NPD6780 Approved
0.7259 Intermediate Similarity NPD6781 Approved
0.7259 Intermediate Similarity NPD6777 Approved
0.7259 Intermediate Similarity NPD6779 Approved
0.7259 Intermediate Similarity NPD6776 Approved
0.7259 Intermediate Similarity NPD6778 Approved
0.7259 Intermediate Similarity NPD6782 Approved
0.7257 Intermediate Similarity NPD1512 Approved
0.7236 Intermediate Similarity NPD7697 Approved
0.7236 Intermediate Similarity NPD7698 Approved
0.7236 Intermediate Similarity NPD7696 Phase 3
0.7235 Intermediate Similarity NPD5404 Approved
0.7235 Intermediate Similarity NPD5405 Approved
0.7235 Intermediate Similarity NPD5406 Approved
0.7235 Intermediate Similarity NPD5408 Approved
0.7234 Intermediate Similarity NPD6764 Approved
0.7234 Intermediate Similarity NPD6765 Approved
0.7229 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD2309 Approved
0.7225 Intermediate Similarity NPD8150 Discontinued
0.7204 Intermediate Similarity NPD7177 Discontinued
0.7196 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD1471 Phase 3
0.7167 Intermediate Similarity NPD8455 Phase 2
0.716 Intermediate Similarity NPD6651 Approved
0.7151 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD7871 Phase 2
0.7114 Intermediate Similarity NPD7870 Phase 2
0.7114 Intermediate Similarity NPD8320 Phase 1
0.7114 Intermediate Similarity NPD8319 Approved
0.7108 Intermediate Similarity NPD7874 Approved
0.7108 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7094 Intermediate Similarity NPD7701 Phase 2
0.7091 Intermediate Similarity NPD2798 Approved
0.7083 Intermediate Similarity NPD6784 Approved
0.7083 Intermediate Similarity NPD6785 Approved
0.7081 Intermediate Similarity NPD6808 Phase 2
0.7073 Intermediate Similarity NPD1283 Approved
0.7066 Intermediate Similarity NPD4625 Phase 3
0.7045 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD2979 Phase 3
0.7033 Intermediate Similarity NPD5616 Clinical (unspecified phase)
0.7028 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD8127 Discontinued
0.7024 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7015 Intermediate Similarity NPD6823 Phase 2
0.7006 Intermediate Similarity NPD6832 Phase 2
0.7006 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7005 Intermediate Similarity NPD4363 Phase 3
0.7005 Intermediate Similarity NPD6535 Approved
0.7005 Intermediate Similarity NPD6534 Approved
0.7005 Intermediate Similarity NPD4360 Phase 2
0.7 Intermediate Similarity NPD5124 Phase 1
0.7 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.699 Remote Similarity NPD7801 Approved
0.6986 Remote Similarity NPD8404 Phase 2
0.6985 Remote Similarity NPD7699 Phase 2
0.6985 Remote Similarity NPD7700 Phase 2
0.6977 Remote Similarity NPD7033 Discontinued
0.6951 Remote Similarity NPD1608 Approved
0.695 Remote Similarity NPD8285 Discontinued
0.694 Remote Similarity NPD4288 Approved
0.6936 Remote Similarity NPD2438 Suspended
0.6934 Remote Similarity NPD8366 Approved
0.6931 Remote Similarity NPD5005 Approved
0.6931 Remote Similarity NPD5006 Approved
0.6923 Remote Similarity NPD3764 Approved
0.6923 Remote Similarity NPD3268 Approved
0.6915 Remote Similarity NPD4107 Approved
0.6915 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6912 Remote Similarity NPD8067 Phase 3
0.6905 Remote Similarity NPD4908 Phase 1
0.6901 Remote Similarity NPD1933 Approved
0.6897 Remote Similarity NPD6004 Phase 3
0.6897 Remote Similarity NPD7680 Approved
0.6897 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6897 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6897 Remote Similarity NPD6002 Phase 3
0.6897 Remote Similarity NPD6005 Phase 3

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL3581404
ZINC  

Physicochemical Properties

Molecular Weight:  356.13
ALogP:  -1.3219
MLogP:  3
XLogP:  1.277
# Rotatable Bonds:  4
Polar Surface Area:  78.13
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  26

Download Data

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