Natural Product: NPC472665

Natural Product ID:  NPC472665
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C19H20O7
Standard InCHIKey:  MMVLQTCXCVBOPM-MXJZZWTJSA-N
Standard InCHI:  InChI=1S/C19H20O7/c1-16-13-11(26-15(16)21)7-18(22)12(6-10(20)9-2-5-24-14(9)18)17(13)3-4-19(16,23)25-8-17/h2,5,11-13,22-23H,3-4,6-8H2,1H3/t11-,12+,13+,16+,17?,18+,19?/m1/s1
Canonical SMILES:  O=C1C[C@H]2C34CCC(OC3)([C@]3([C@@H]4[C@@H](C[C@]2(c2c1cco2)O)OC3=O)C)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
NPT377 Cell Line OVCAR-3 Homo sapiens IC50 = 10500 nM 18280170
NPT400 Cell Line MDA-MB-435 Homo sapiens IC50 = 6160 nM 24099364
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 8940 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 NPC472665 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
0.9444 High Similarity NPC472664
0.9207 High Similarity NPC56358
0.9096 High Similarity NPC270312
0.9036 High Similarity NPC121995
0.903 High Similarity NPC283209
0.903 High Similarity NPC285567
0.9024 High Similarity NPC287559
0.9018 High Similarity NPC81405
0.897 High Similarity NPC18986
0.8963 High Similarity NPC140952
0.8916 High Similarity NPC88841
0.8916 High Similarity NPC288602
0.8862 High Similarity NPC470940
0.8855 High Similarity NPC82851
0.8855 High Similarity NPC188649
0.8855 High Similarity NPC68848
0.8848 High Similarity NPC475967
0.8841 High Similarity NPC104736
0.8817 High Similarity NPC296558
0.881 High Similarity NPC475779
0.8802 High Similarity NPC477405
0.8802 High Similarity NPC292389
0.8802 High Similarity NPC469338
0.8788 High Similarity NPC304692
0.8788 High Similarity NPC261597
0.8765 High Similarity NPC82602
0.8757 High Similarity NPC173516
0.875 High Similarity NPC470182
0.875 High Similarity NPC469849
0.875 High Similarity NPC276551
0.8713 High Similarity NPC294512
0.8706 High Similarity NPC160651
0.8706 High Similarity NPC471397
0.8698 High Similarity NPC470875
0.869 High Similarity NPC419
0.8675 High Similarity NPC88007
0.8675 High Similarity NPC249021
0.8675 High Similarity NPC36655
0.8675 High Similarity NPC194499
0.8675 High Similarity NPC299038
0.8671 High Similarity NPC176413
0.8671 High Similarity NPC56953
0.8667 High Similarity NPC214541
0.8667 High Similarity NPC44675
0.8647 High Similarity NPC472774
0.8647 High Similarity NPC472775
0.8647 High Similarity NPC473753
0.8647 High Similarity NPC473766
0.8631 High Similarity NPC18347
0.8631 High Similarity NPC69028
0.8631 High Similarity NPC329938
0.8631 High Similarity NPC149896
0.8631 High Similarity NPC200782
0.8631 High Similarity NPC263432
0.8623 High Similarity NPC473368
0.8614 High Similarity NPC41880
0.8605 High Similarity NPC169299
0.8605 High Similarity NPC160818
0.8596 High Similarity NPC271235
0.8588 High Similarity NPC86800
0.858 High Similarity NPC472773
0.8571 High Similarity NPC305016
0.8571 High Similarity NPC477402
0.8571 High Similarity NPC472661
0.8571 High Similarity NPC8389
0.8563 High Similarity NPC187149
0.8563 High Similarity NPC195954
0.8554 High Similarity NPC75310
0.8547 High Similarity NPC472660
0.8547 High Similarity NPC44602
0.8538 High Similarity NPC476850
0.8538 High Similarity NPC472282
0.8538 High Similarity NPC476861
0.8537 High Similarity NPC228842
0.8529 High Similarity NPC271657
0.8529 High Similarity NPC276735
0.8529 High Similarity NPC123088
0.8521 High Similarity NPC193798
0.8521 High Similarity NPC472771
0.8521 High Similarity NPC79571
0.8512 High Similarity NPC474611
0.8512 High Similarity NPC477403
0.8494 Intermediate Similarity NPC282445
0.848 Intermediate Similarity NPC97574
0.848 Intermediate Similarity NPC472141
0.848 Intermediate Similarity NPC93172
0.8476 Intermediate Similarity NPC211625
0.8471 Intermediate Similarity NPC224394
0.8471 Intermediate Similarity NPC472139
0.8471 Intermediate Similarity NPC476035
0.8471 Intermediate Similarity NPC14499
0.8471 Intermediate Similarity NPC663
0.8471 Intermediate Similarity NPC475039
0.8462 Intermediate Similarity NPC333139
0.8462 Intermediate Similarity NPC25255
0.8452 Intermediate Similarity NPC7059
0.8443 Intermediate Similarity NPC264943
0.8436 Intermediate Similarity NPC472663
0.8436 Intermediate Similarity NPC472662
0.8434 Intermediate Similarity NPC475777
0.8434 Intermediate Similarity NPC476201
0.8434 Intermediate Similarity NPC121615
0.8434 Intermediate Similarity NPC294511
0.8434 Intermediate Similarity NPC44577
0.8434 Intermediate Similarity NPC268905
0.843 Intermediate Similarity NPC472651
0.8424 Intermediate Similarity NPC212257
0.8424 Intermediate Similarity NPC196864
0.8424 Intermediate Similarity NPC477404
0.8421 Intermediate Similarity NPC476856
0.8421 Intermediate Similarity NPC476857
0.8421 Intermediate Similarity NPC476858
0.8421 Intermediate Similarity NPC476860
0.8412 Intermediate Similarity NPC207978
0.8412 Intermediate Similarity NPC117986
0.8412 Intermediate Similarity NPC470939
0.8412 Intermediate Similarity NPC5079
0.8409 Intermediate Similarity NPC478177
0.8405 Intermediate Similarity NPC233763
0.8393 Intermediate Similarity NPC469485
0.8393 Intermediate Similarity NPC60973
0.8391 Intermediate Similarity NPC475237
0.8391 Intermediate Similarity NPC475641
0.8383 Intermediate Similarity NPC178932
0.8383 Intermediate Similarity NPC114880
0.8383 Intermediate Similarity NPC30222
0.8382 Intermediate Similarity NPC472652
0.838 Intermediate Similarity NPC247563
0.838 Intermediate Similarity NPC242068
0.838 Intermediate Similarity NPC105395
0.8372 Intermediate Similarity NPC277618
0.8372 Intermediate Similarity NPC23387
0.8363 Intermediate Similarity NPC198047
0.8363 Intermediate Similarity NPC39986
0.8363 Intermediate Similarity NPC134254
0.8363 Intermediate Similarity NPC234660
0.8363 Intermediate Similarity NPC302369
0.8363 Intermediate Similarity NPC51568
0.8363 Intermediate Similarity NPC469846
0.8353 Intermediate Similarity NPC191828
0.8353 Intermediate Similarity NPC472653
0.8353 Intermediate Similarity NPC335761
0.8352 Intermediate Similarity NPC475080
0.8352 Intermediate Similarity NPC262386
0.8343 Intermediate Similarity NPC167142
0.8343 Intermediate Similarity NPC472776
0.8343 Intermediate Similarity NPC173544
0.8343 Intermediate Similarity NPC472778
0.8343 Intermediate Similarity NPC472283
0.8343 Intermediate Similarity NPC45101
0.8343 Intermediate Similarity NPC472772
0.8343 Intermediate Similarity NPC472777
0.8333 Intermediate Similarity NPC470995
0.8333 Intermediate Similarity NPC281258
0.8333 Intermediate Similarity NPC35000
0.8333 Intermediate Similarity NPC302392
0.8333 Intermediate Similarity NPC469336
0.8333 Intermediate Similarity NPC476262
0.8333 Intermediate Similarity NPC472786
0.8324 Intermediate Similarity NPC100333
0.8324 Intermediate Similarity NPC476853
0.8323 Intermediate Similarity NPC75906
0.8315 Intermediate Similarity NPC5671
0.8315 Intermediate Similarity NPC470938
0.8314 Intermediate Similarity NPC261184
0.8305 Intermediate Similarity NPC162248
0.8304 Intermediate Similarity NPC211777
0.8295 Intermediate Similarity NPC471437
0.8295 Intermediate Similarity NPC472620
0.8295 Intermediate Similarity NPC118128
0.8294 Intermediate Similarity NPC307383
0.8293 Intermediate Similarity NPC62799
0.8286 Intermediate Similarity NPC285227
0.8284 Intermediate Similarity NPC209364
0.8284 Intermediate Similarity NPC107646
0.8284 Intermediate Similarity NPC263265
0.8276 Intermediate Similarity NPC255787
0.8268 Intermediate Similarity NPC473607
0.8268 Intermediate Similarity NPC473729
0.8256 Intermediate Similarity NPC476197
0.8253 Intermediate Similarity NPC69647
0.8253 Intermediate Similarity NPC125182
0.8249 Intermediate Similarity NPC167340
0.8242 Intermediate Similarity NPC224418
0.8242 Intermediate Similarity NPC255414
0.8242 Intermediate Similarity NPC71821
0.8239 Intermediate Similarity NPC469848
0.8239 Intermediate Similarity NPC120220
0.8235 Intermediate Similarity NPC286722
0.8235 Intermediate Similarity NPC470118
0.8229 Intermediate Similarity NPC88593
0.8225 Intermediate Similarity NPC92979
0.8218 Intermediate Similarity NPC472784
0.8218 Intermediate Similarity NPC310572
0.8214 Intermediate Similarity NPC469503
0.8214 Intermediate Similarity NPC471613
0.8214 Intermediate Similarity NPC474378
0.8214 Intermediate Similarity NPC474219
0.8214 Intermediate Similarity NPC246164
0.8212 Intermediate Similarity NPC233978

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC472665 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
0.8636 High Similarity NPD8434 Phase 2
0.8462 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7845 Intermediate Similarity NPD6764 Approved
0.7845 Intermediate Similarity NPD6765 Approved
0.7803 Intermediate Similarity NPD5760 Phase 2
0.7803 Intermediate Similarity NPD5761 Phase 2
0.7772 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7747 Intermediate Similarity NPD6559 Discontinued
0.7701 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7676 Intermediate Similarity NPD6784 Approved
0.7676 Intermediate Similarity NPD6785 Approved
0.767 Intermediate Similarity NPD7075 Discontinued
0.766 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.763 Intermediate Similarity NPD6599 Discontinued
0.7612 Intermediate Similarity NPD8404 Phase 2
0.7584 Intermediate Similarity NPD5494 Approved
0.7545 Intermediate Similarity NPD1471 Phase 3
0.7543 Intermediate Similarity NPD6801 Discontinued
0.7515 Intermediate Similarity NPD4628 Phase 3
0.7486 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7486 Intermediate Similarity NPD7411 Suspended
0.7473 Intermediate Similarity NPD8312 Approved
0.7473 Intermediate Similarity NPD8313 Approved
0.7472 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7472 Intermediate Similarity NPD3749 Approved
0.7471 Intermediate Similarity NPD3226 Approved
0.7432 Intermediate Similarity NPD3818 Discontinued
0.7432 Intermediate Similarity NPD3751 Discontinued
0.7419 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7418 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7418 Intermediate Similarity NPD6166 Phase 2
0.7418 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7416 Intermediate Similarity NPD3882 Suspended
0.7405 Intermediate Similarity NPD6797 Phase 2
0.7401 Intermediate Similarity NPD7819 Suspended
0.7401 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7384 Intermediate Similarity NPD6799 Approved
0.7366 Intermediate Similarity NPD7251 Discontinued
0.736 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.736 Intermediate Similarity NPD3817 Phase 2
0.736 Intermediate Similarity NPD5402 Approved
0.7356 Intermediate Similarity NPD920 Approved
0.7351 Intermediate Similarity NPD7074 Phase 3
0.7348 Intermediate Similarity NPD1247 Approved
0.7345 Intermediate Similarity NPD1934 Approved
0.7333 Intermediate Similarity NPD919 Approved
0.733 Intermediate Similarity NPD4380 Phase 2
0.7326 Intermediate Similarity NPD7808 Phase 3
0.7318 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD5844 Phase 1
0.7297 Intermediate Similarity NPD7054 Approved
0.7283 Intermediate Similarity NPD7473 Discontinued
0.7273 Intermediate Similarity NPD7435 Discontinued
0.7258 Intermediate Similarity NPD7472 Approved
0.7257 Intermediate Similarity NPD5403 Approved
0.7253 Intermediate Similarity NPD6959 Discontinued
0.7251 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7243 Intermediate Similarity NPD7228 Approved
0.7241 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7238 Intermediate Similarity NPD6234 Discontinued
0.7235 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD4966 Approved
0.7222 Intermediate Similarity NPD4965 Approved
0.7222 Intermediate Similarity NPD4967 Phase 2
0.7219 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7213 Intermediate Similarity NPD6232 Discontinued
0.7213 Intermediate Similarity NPD3787 Discontinued
0.7208 Intermediate Similarity NPD6776 Approved
0.7208 Intermediate Similarity NPD6781 Approved
0.7208 Intermediate Similarity NPD6778 Approved
0.7208 Intermediate Similarity NPD6777 Approved
0.7208 Intermediate Similarity NPD6780 Approved
0.7208 Intermediate Similarity NPD6782 Approved
0.7208 Intermediate Similarity NPD6779 Approved
0.7175 Intermediate Similarity NPD7458 Discontinued
0.7174 Intermediate Similarity NPD3926 Phase 2
0.7173 Intermediate Similarity NPD8150 Discontinued
0.7151 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD7799 Discontinued
0.7151 Intermediate Similarity NPD2800 Approved
0.7143 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD2533 Approved
0.7143 Intermediate Similarity NPD2534 Approved
0.7143 Intermediate Similarity NPD2532 Approved
0.7143 Intermediate Similarity NPD5401 Approved
0.7135 Intermediate Similarity NPD2344 Approved
0.7135 Intermediate Similarity NPD2346 Discontinued
0.7111 Intermediate Similarity NPD1465 Phase 2
0.7111 Intermediate Similarity NPD2801 Approved
0.71 Intermediate Similarity NPD7697 Approved
0.71 Intermediate Similarity NPD7698 Approved
0.71 Intermediate Similarity NPD7696 Phase 3
0.7098 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD1549 Phase 2
0.7081 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7068 Intermediate Similarity NPD8407 Phase 2
0.7065 Intermediate Similarity NPD8319 Approved
0.7065 Intermediate Similarity NPD8320 Phase 1
0.7062 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7874 Approved
0.7056 Intermediate Similarity NPD37 Approved
0.7044 Intermediate Similarity NPD7701 Phase 2
0.7035 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7029 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD2799 Discontinued
0.7011 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD6273 Approved
0.7006 Intermediate Similarity NPD1512 Approved
0.7 Intermediate Similarity NPD7240 Approved
0.7 Intermediate Similarity NPD7685 Pre-registration
0.7 Intermediate Similarity NPD8368 Discontinued
0.6989 Remote Similarity NPD6143 Clinical (unspecified phase)
0.698 Remote Similarity NPD7870 Phase 2
0.698 Remote Similarity NPD7871 Phase 2
0.6977 Remote Similarity NPD2796 Approved
0.6977 Remote Similarity NPD1551 Phase 2
0.6973 Remote Similarity NPD8127 Discontinued
0.6973 Remote Similarity NPD7199 Phase 2
0.6971 Remote Similarity NPD2309 Approved
0.6954 Remote Similarity NPD6534 Approved
0.6954 Remote Similarity NPD6535 Approved
0.6949 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6942 Remote Similarity NPD7801 Approved
0.694 Remote Similarity NPD7768 Phase 2
0.6935 Remote Similarity NPD7700 Phase 2
0.6935 Remote Similarity NPD6808 Phase 2
0.6935 Remote Similarity NPD7699 Phase 2
0.6932 Remote Similarity NPD7236 Approved
0.6927 Remote Similarity NPD8151 Discontinued
0.6923 Remote Similarity NPD8361 Approved
0.6923 Remote Similarity NPD8360 Approved
0.6914 Remote Similarity NPD3750 Approved
0.6914 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6897 Remote Similarity NPD970 Clinical (unspecified phase)
0.6893 Remote Similarity NPD1511 Approved
0.6889 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6882 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6879 Remote Similarity NPD6100 Approved
0.6879 Remote Similarity NPD6099 Approved
0.6872 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6872 Remote Similarity NPD4111 Phase 1
0.6872 Remote Similarity NPD4665 Approved
0.6864 Remote Similarity NPD2313 Discontinued
0.6862 Remote Similarity NPD2403 Approved
0.686 Remote Similarity NPD7097 Phase 1
0.6857 Remote Similarity NPD1243 Approved
0.6847 Remote Similarity NPD7497 Discontinued
0.6842 Remote Similarity NPD6355 Discontinued
0.6837 Remote Similarity NPD8435 Approved
0.6831 Remote Similarity NPD8455 Phase 2
0.6821 Remote Similarity NPD1510 Phase 2
0.6821 Remote Similarity NPD7033 Discontinued
0.6808 Remote Similarity NPD7907 Approved
0.6798 Remote Similarity NPD3057 Approved
0.6782 Remote Similarity NPD4107 Approved
0.6782 Remote Similarity NPD2935 Discontinued
0.678 Remote Similarity NPD6190 Approved
0.6779 Remote Similarity NPD7783 Phase 2
0.6779 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6765 Remote Similarity NPD3268 Approved
0.6758 Remote Similarity NPD7028 Phase 2
0.6755 Remote Similarity NPD5711 Approved
0.6755 Remote Similarity NPD5710 Approved
0.6754 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6744 Remote Similarity NPD447 Suspended
0.6744 Remote Similarity NPD1933 Approved
0.674 Remote Similarity NPD7239 Suspended
0.6733 Remote Similarity NPD8285 Discontinued
0.6729 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6726 Remote Similarity NPD2798 Approved
0.6724 Remote Similarity NPD3748 Approved
0.6723 Remote Similarity NPD7003 Approved
0.6716 Remote Similarity NPD2972 Approved
0.6716 Remote Similarity NPD3533 Approved
0.6716 Remote Similarity NPD6823 Phase 2
0.6706 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6705 Remote Similarity NPD1607 Approved
0.6686 Remote Similarity NPD1240 Approved
0.6684 Remote Similarity NPD5953 Discontinued
0.6667 Remote Similarity NPD2493 Approved
0.6667 Remote Similarity NPD3764 Approved
0.6667 Remote Similarity NPD2494 Approved
0.6667 Remote Similarity NPD4287 Approved
0.6667 Remote Similarity NPD4482 Phase 3
0.6667 Remote Similarity NPD6798 Discontinued
0.6667 Remote Similarity NPD1049 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7286 Phase 2
0.665 Remote Similarity NPD4582 Approved
0.665 Remote Similarity NPD4583 Approved
0.665 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6648 Remote Similarity NPD6002 Phase 3
0.6648 Remote Similarity NPD6005 Phase 3
0.6648 Remote Similarity NPD5763 Approved
0.6648 Remote Similarity NPD5762 Approved
0.6648 Remote Similarity NPD6004 Phase 3
0.6648 Remote Similarity NPD6006 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL3581408
ZINC  

Physicochemical Properties

Molecular Weight:  360.12
ALogP:  -2.0854
MLogP:  2.78
XLogP:  -0.324
# Rotatable Bonds:  3
Polar Surface Area:  106.2
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  26

Download Data

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