Natural Product: NPC471721

Natural Product ID:  NPC471721
Common Name:   (-)-(5S,10S)-13-Isopropyl-7-Oxo-Abieta-8,11,13-Trien-20-Oic Acid
IUPAC Name:   (4aS,10aS)-1,1-dimethyl-9-oxo-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthrene-4a-carboxylic acid
Synonyms:  
Molecular Formula:   C20H26O3
Standard InCHIKey:  UCAKHMJFSXWWOP-FXAWDEMLSA-N
Standard InCHI:  InChI=1S/C20H26O3/c1-12(2)13-6-7-15-14(10-13)16(21)11-17-19(3,4)8-5-9-20(15,17)18(22)23/h6-7,10,12,17H,5,8-9,11H2,1-4H3,(H,22,23)/t17-,20+/m0/s1
Canonical SMILES:  OC(=O)[C@]12CCCC([C@@H]2CC(=O)c2c1ccc(c2)C(C)C)(C)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
NPO18766 Inonotus obliquus Species Hymenochaetaceae Eukaryota PMID[24359303]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = 34.4 % 18855442
NPT2 Others Unspecified Survival = 79 % 22686608

  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 NPC471721 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
0.9717 High Similarity NPC93287
0.9259 High Similarity NPC280789
0.9211 High Similarity NPC269923
0.9211 High Similarity NPC167323
0.9052 High Similarity NPC85511
0.9009 High Similarity NPC215419
0.8991 High Similarity NPC265513
0.8829 High Similarity NPC143768
0.8783 High Similarity NPC202015
0.8692 High Similarity NPC329556
0.8684 High Similarity NPC158157
0.8679 High Similarity NPC136810
0.8679 High Similarity NPC133809
0.8679 High Similarity NPC128248
0.8624 High Similarity NPC142326
0.8624 High Similarity NPC94751
0.8611 High Similarity NPC329282
0.8571 High Similarity NPC328107
0.8532 High Similarity NPC471186
0.8522 High Similarity NPC469843
0.8519 High Similarity NPC247976
0.8505 High Similarity NPC109514
0.8505 High Similarity NPC225079
0.8496 Intermediate Similarity NPC470253
0.8496 Intermediate Similarity NPC471481
0.8482 Intermediate Similarity NPC95126
0.8482 Intermediate Similarity NPC475002
0.8476 Intermediate Similarity NPC219573
0.8476 Intermediate Similarity NPC185208
0.8462 Intermediate Similarity NPC476645
0.8455 Intermediate Similarity NPC37914
0.8448 Intermediate Similarity NPC222968
0.8448 Intermediate Similarity NPC323440
0.8448 Intermediate Similarity NPC80605
0.8443 Intermediate Similarity NPC51448
0.8443 Intermediate Similarity NPC115797
0.8421 Intermediate Similarity NPC234637
0.8421 Intermediate Similarity NPC130591
0.8421 Intermediate Similarity NPC326664
0.8407 Intermediate Similarity NPC292834
0.8407 Intermediate Similarity NPC66208
0.8396 Intermediate Similarity NPC239185
0.8364 Intermediate Similarity NPC172483
0.8348 Intermediate Similarity NPC186933
0.8348 Intermediate Similarity NPC476357
0.8333 Intermediate Similarity NPC476993
0.8318 Intermediate Similarity NPC134882
0.8288 Intermediate Similarity NPC100767
0.8264 Intermediate Similarity NPC318067
0.8261 Intermediate Similarity NPC294458
0.8246 Intermediate Similarity NPC218855
0.8246 Intermediate Similarity NPC186128
0.8241 Intermediate Similarity NPC221825
0.8224 Intermediate Similarity NPC265220
0.822 Intermediate Similarity NPC472697
0.822 Intermediate Similarity NPC472698
0.822 Intermediate Similarity NPC318173
0.819 Intermediate Similarity NPC221275
0.819 Intermediate Similarity NPC323420
0.8182 Intermediate Similarity NPC274443
0.8167 Intermediate Similarity NPC472981
0.8158 Intermediate Similarity NPC474057
0.8151 Intermediate Similarity NPC204784
0.8148 Intermediate Similarity NPC75724
0.8142 Intermediate Similarity NPC470252
0.8142 Intermediate Similarity NPC318327
0.8125 Intermediate Similarity NPC85560
0.8125 Intermediate Similarity NPC244933
0.8103 Intermediate Similarity NPC196673
0.8091 Intermediate Similarity NPC244427
0.8091 Intermediate Similarity NPC222390
0.8087 Intermediate Similarity NPC471189
0.8087 Intermediate Similarity NPC471188
0.8056 Intermediate Similarity NPC226041
0.8053 Intermediate Similarity NPC112903
0.8051 Intermediate Similarity NPC212891
0.8049 Intermediate Similarity NPC295664
0.8037 Intermediate Similarity NPC260233
0.8036 Intermediate Similarity NPC134120
0.8034 Intermediate Similarity NPC93181
0.8019 Intermediate Similarity NPC153885
0.8019 Intermediate Similarity NPC59677
0.8018 Intermediate Similarity NPC475939
0.8018 Intermediate Similarity NPC474866
0.8018 Intermediate Similarity NPC472691
0.8018 Intermediate Similarity NPC471829
0.8017 Intermediate Similarity NPC476234
0.8 Intermediate Similarity NPC70940
0.8 Intermediate Similarity NPC274455
0.8 Intermediate Similarity NPC86670
0.7983 Intermediate Similarity NPC45794
0.7982 Intermediate Similarity NPC49994
0.7965 Intermediate Similarity NPC185763
0.7965 Intermediate Similarity NPC83409
0.7946 Intermediate Similarity NPC472221
0.7946 Intermediate Similarity NPC472222
0.7944 Intermediate Similarity NPC289883
0.7944 Intermediate Similarity NPC238219
0.7934 Intermediate Similarity NPC133389
0.7934 Intermediate Similarity NPC472679
0.7934 Intermediate Similarity NPC183339
0.7934 Intermediate Similarity NPC234337
0.7934 Intermediate Similarity NPC472680
0.7928 Intermediate Similarity NPC304873
0.7928 Intermediate Similarity NPC25458
0.7925 Intermediate Similarity NPC133461
0.792 Intermediate Similarity NPC474106
0.7905 Intermediate Similarity NPC298115
0.7895 Intermediate Similarity NPC249811
0.7881 Intermediate Similarity NPC217111
0.7876 Intermediate Similarity NPC105899
0.787 Intermediate Similarity NPC172925
0.7863 Intermediate Similarity NPC472308
0.7857 Intermediate Similarity NPC78364
0.7857 Intermediate Similarity NPC255676
0.7857 Intermediate Similarity NPC69424
0.7857 Intermediate Similarity NPC478165
0.7857 Intermediate Similarity NPC176130
0.7857 Intermediate Similarity NPC478162
0.7857 Intermediate Similarity NPC84672
0.785 Intermediate Similarity NPC155232
0.784 Intermediate Similarity NPC470765
0.7833 Intermediate Similarity NPC228318
0.7823 Intermediate Similarity NPC472681
0.7818 Intermediate Similarity NPC229242
0.7807 Intermediate Similarity NPC472699
0.7807 Intermediate Similarity NPC472700
0.7805 Intermediate Similarity NPC293831
0.7805 Intermediate Similarity NPC369
0.7797 Intermediate Similarity NPC67377
0.7795 Intermediate Similarity NPC193203
0.7795 Intermediate Similarity NPC229894
0.7778 Intermediate Similarity NPC473220
0.7778 Intermediate Similarity NPC470648
0.7778 Intermediate Similarity NPC470753
0.7769 Intermediate Similarity NPC477139
0.7768 Intermediate Similarity NPC284477
0.7757 Intermediate Similarity NPC110704
0.7752 Intermediate Similarity NPC18798
0.7748 Intermediate Similarity NPC54647
0.7748 Intermediate Similarity NPC217621
0.7739 Intermediate Similarity NPC21929
0.7739 Intermediate Similarity NPC472701
0.7739 Intermediate Similarity NPC472683
0.7739 Intermediate Similarity NPC472695
0.7739 Intermediate Similarity NPC472696
0.7734 Intermediate Similarity NPC117899
0.7734 Intermediate Similarity NPC276238
0.7734 Intermediate Similarity NPC471832
0.7731 Intermediate Similarity NPC274839
0.7727 Intermediate Similarity NPC156021
0.7717 Intermediate Similarity NPC472678
0.7717 Intermediate Similarity NPC72667
0.7714 Intermediate Similarity NPC322387
0.7698 Intermediate Similarity NPC275576
0.7692 Intermediate Similarity NPC137315
0.7692 Intermediate Similarity NPC210089
0.7686 Intermediate Similarity NPC268930
0.7685 Intermediate Similarity NPC188844
0.7685 Intermediate Similarity NPC1682
0.768 Intermediate Similarity NPC51079
0.768 Intermediate Similarity NPC275145
0.768 Intermediate Similarity NPC228739
0.7679 Intermediate Similarity NPC264728
0.7679 Intermediate Similarity NPC472879
0.7674 Intermediate Similarity NPC472682
0.7674 Intermediate Similarity NPC472692
0.7674 Intermediate Similarity NPC108129
0.7672 Intermediate Similarity NPC475006
0.7667 Intermediate Similarity NPC9274
0.7664 Intermediate Similarity NPC277277
0.7664 Intermediate Similarity NPC19256
0.7664 Intermediate Similarity NPC173413
0.7652 Intermediate Similarity NPC477596
0.7642 Intermediate Similarity NPC476225
0.7642 Intermediate Similarity NPC238861
0.7642 Intermediate Similarity NPC77000
0.7642 Intermediate Similarity NPC267262
0.7642 Intermediate Similarity NPC232958
0.7642 Intermediate Similarity NPC329064
0.7638 Intermediate Similarity NPC48992
0.7638 Intermediate Similarity NPC169913
0.7638 Intermediate Similarity NPC254492
0.7634 Intermediate Similarity NPC329913
0.7634 Intermediate Similarity NPC126516
0.7619 Intermediate Similarity NPC307
0.7619 Intermediate Similarity NPC160339
0.7615 Intermediate Similarity NPC471851
0.7603 Intermediate Similarity NPC105141
0.7603 Intermediate Similarity NPC242764
0.7597 Intermediate Similarity NPC303910
0.7597 Intermediate Similarity NPC25736
0.7597 Intermediate Similarity NPC171460
0.7593 Intermediate Similarity NPC284475
0.7593 Intermediate Similarity NPC86987
0.7589 Intermediate Similarity NPC228435
0.7586 Intermediate Similarity NPC203732
0.7583 Intermediate Similarity NPC228936
0.7583 Intermediate Similarity NPC474095
0.7578 Intermediate Similarity NPC316553

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471721 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
0.8839 High Similarity NPD5951 Approved
0.8762 High Similarity NPD2066 Phase 3
0.8692 High Similarity NPD1931 Clinical (unspecified phase)
0.8692 High Similarity NPD1929 Approved
0.8692 High Similarity NPD1930 Approved
0.8396 Intermediate Similarity NPD3495 Discontinued
0.839 Intermediate Similarity NPD7163 Clinical (unspecified phase)
0.819 Intermediate Similarity NPD1088 Approved
0.8142 Intermediate Similarity NPD6831 Clinical (unspecified phase)
0.8091 Intermediate Similarity NPD1932 Approved
0.8037 Intermediate Similarity NPD1693 Approved
0.8 Intermediate Similarity NPD1089 Approved
0.8 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD1086 Approved
0.8 Intermediate Similarity NPD1090 Approved
0.7983 Intermediate Similarity NPD7610 Discontinued
0.7982 Intermediate Similarity NPD2329 Discontinued
0.7944 Intermediate Similarity NPD5122 Clinical (unspecified phase)
0.7905 Intermediate Similarity NPD800 Approved
0.7874 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7874 Intermediate Similarity NPD7008 Discontinued
0.787 Intermediate Similarity NPD688 Clinical (unspecified phase)
0.7769 Intermediate Similarity NPD7009 Phase 2
0.7757 Intermediate Similarity NPD1239 Approved
0.7727 Intermediate Similarity NPD1565 Approved
0.7727 Intermediate Similarity NPD1566 Phase 3
0.7727 Intermediate Similarity NPD1564 Approved
0.7724 Intermediate Similarity NPD4879 Approved
0.7714 Intermediate Similarity NPD1087 Approved
0.7685 Intermediate Similarity NPD7631 Approved
0.7642 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD7609 Phase 3
0.7563 Intermediate Similarity NPD7094 Approved
0.7563 Intermediate Similarity NPD6858 Approved
0.75 Intermediate Similarity NPD2345 Approved
0.7481 Intermediate Similarity NPD7961 Discontinued
0.7477 Intermediate Similarity NPD1989 Approved
0.746 Intermediate Similarity NPD4878 Approved
0.7458 Intermediate Similarity NPD1317 Discontinued
0.7455 Intermediate Similarity NPD1563 Approved
0.7387 Intermediate Similarity NPD6048 Clinical (unspecified phase)
0.7387 Intermediate Similarity NPD6049 Phase 2
0.7383 Intermediate Similarity NPD650 Approved
0.7333 Intermediate Similarity NPD9491 Approved
0.7328 Intermediate Similarity NPD5909 Discontinued
0.7319 Intermediate Similarity NPD7003 Approved
0.7302 Intermediate Similarity NPD7457 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD5347 Phase 2
0.7248 Intermediate Similarity NPD5346 Phase 2
0.7222 Intermediate Similarity NPD3019 Approved
0.7222 Intermediate Similarity NPD4199 Phase 3
0.719 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD9258 Approved
0.7182 Intermediate Similarity NPD9256 Approved
0.7179 Intermediate Similarity NPD1237 Approved
0.7154 Intermediate Similarity NPD2629 Approved
0.7143 Intermediate Similarity NPD1245 Approved
0.7143 Intermediate Similarity NPD1202 Approved
0.7143 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7109 Intermediate Similarity NPD6287 Discontinued
0.7092 Intermediate Similarity NPD7236 Approved
0.7087 Intermediate Similarity NPD2932 Approved
0.7083 Intermediate Similarity NPD2182 Approved
0.7068 Intermediate Similarity NPD6966 Discovery
0.7064 Intermediate Similarity NPD4793 Discontinued
0.7054 Intermediate Similarity NPD1508 Approved
0.7034 Intermediate Similarity NPD164 Approved
0.7029 Intermediate Similarity NPD5406 Approved
0.7029 Intermediate Similarity NPD5405 Approved
0.7029 Intermediate Similarity NPD5408 Approved
0.7029 Intermediate Similarity NPD5404 Approved
0.7016 Intermediate Similarity NPD1246 Approved
0.7 Intermediate Similarity NPD182 Clinical (unspecified phase)
0.6981 Remote Similarity NPD226 Approved
0.6981 Remote Similarity NPD942 Approved
0.6978 Remote Similarity NPD2346 Discontinued
0.6978 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6977 Remote Similarity NPD1201 Approved
0.6972 Remote Similarity NPD9259 Approved
0.6972 Remote Similarity NPD9257 Approved
0.697 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6966 Remote Similarity NPD7239 Suspended
0.6952 Remote Similarity NPD9490 Approved
0.6949 Remote Similarity NPD6647 Phase 2
0.6935 Remote Similarity NPD6010 Discontinued
0.6923 Remote Similarity NPD3972 Approved
0.6918 Remote Similarity NPD3226 Approved
0.6918 Remote Similarity NPD7458 Discontinued
0.6899 Remote Similarity NPD3023 Approved
0.6899 Remote Similarity NPD3026 Approved
0.6894 Remote Similarity NPD1470 Approved
0.6889 Remote Similarity NPD5422 Clinical (unspecified phase)
0.6881 Remote Similarity NPD5734 Clinical (unspecified phase)
0.6879 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6875 Remote Similarity NPD3672 Approved
0.6875 Remote Similarity NPD3025 Approved
0.6875 Remote Similarity NPD3024 Approved
0.6875 Remote Similarity NPD3673 Approved
0.687 Remote Similarity NPD1843 Approved
0.6852 Remote Similarity NPD3971 Phase 1
0.6838 Remote Similarity NPD6663 Approved
0.6838 Remote Similarity NPD1238 Approved
0.6828 Remote Similarity NPD6273 Approved
0.6825 Remote Similarity NPD3317 Approved
0.6825 Remote Similarity NPD4198 Discontinued
0.6818 Remote Similarity NPD1283 Approved
0.6791 Remote Similarity NPD5736 Approved
0.6765 Remote Similarity NPD3764 Approved
0.6765 Remote Similarity NPD3268 Approved
0.6748 Remote Similarity NPD3646 Clinical (unspecified phase)
0.6744 Remote Similarity NPD6993 Approved
0.6744 Remote Similarity NPD6994 Approved
0.6724 Remote Similarity NPD5206 Clinical (unspecified phase)
0.672 Remote Similarity NPD5277 Phase 2
0.6718 Remote Similarity NPD5618 Discontinued
0.6716 Remote Similarity NPD2798 Approved
0.6716 Remote Similarity NPD4980 Approved
0.6715 Remote Similarity NPD7714 Approved
0.6715 Remote Similarity NPD7715 Approved
0.6714 Remote Similarity NPD2799 Discontinued
0.6714 Remote Similarity NPD1509 Clinical (unspecified phase)
0.6713 Remote Similarity NPD8166 Discontinued
0.6698 Remote Similarity NPD225 Approved
0.6698 Remote Similarity NPD227 Approved
0.6694 Remote Similarity NPD3644 Approved
0.6694 Remote Similarity NPD3642 Approved
0.6694 Remote Similarity NPD3643 Approved
0.6692 Remote Similarity NPD1574 Approved
0.6692 Remote Similarity NPD5836 Discontinued
0.6692 Remote Similarity NPD6330 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2650 Approved
0.6667 Remote Similarity NPD3880 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2652 Approved
0.6667 Remote Similarity NPD5700 Clinical (unspecified phase)
0.6642 Remote Similarity NPD2313 Discontinued
0.6642 Remote Similarity NPD6563 Approved
0.6642 Remote Similarity NPD6564 Approved
0.6642 Remote Similarity NPD6565 Approved
0.6642 Remote Similarity NPD1164 Approved
0.664 Remote Similarity NPD9508 Approved
0.6617 Remote Similarity NPD5157 Phase 1
0.6617 Remote Similarity NPD5158 Clinical (unspecified phase)
0.6617 Remote Similarity NPD5159 Phase 2
0.6615 Remote Similarity NPD1855 Clinical (unspecified phase)
0.6614 Remote Similarity NPD4766 Approved
0.6614 Remote Similarity NPD690 Clinical (unspecified phase)
0.661 Remote Similarity NPD9495 Approved
0.6597 Remote Similarity NPD4628 Phase 3
0.6594 Remote Similarity NPD8032 Phase 2
0.6594 Remote Similarity NPD7713 Phase 3
0.6591 Remote Similarity NPD1281 Approved
0.6585 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6583 Remote Similarity NPD2648 Phase 3
0.6583 Remote Similarity NPD2193 Phase 2
0.6577 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6577 Remote Similarity NPD5086 Approved
0.6575 Remote Similarity NPD8165 Discontinued
0.6574 Remote Similarity NPD1507 Clinical (unspecified phase)
0.6565 Remote Similarity NPD5305 Approved
0.6565 Remote Similarity NPD5306 Approved
0.6557 Remote Similarity NPD5048 Discontinued
0.6555 Remote Similarity NPD7798 Approved
0.6536 Remote Similarity NPD7057 Phase 3
0.6536 Remote Similarity NPD7058 Phase 2
0.6535 Remote Similarity NPD1280 Clinical (unspecified phase)
0.6519 Remote Similarity NPD3267 Approved
0.6519 Remote Similarity NPD3266 Approved
0.6519 Remote Similarity NPD2797 Approved
0.6515 Remote Similarity NPD3881 Discontinued
0.6512 Remote Similarity NPD4576 Approved
0.6512 Remote Similarity NPD405 Clinical (unspecified phase)
0.6512 Remote Similarity NPD4574 Approved
0.6503 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6496 Remote Similarity NPD9260 Approved
0.6489 Remote Similarity NPD4102 Approved
0.6489 Remote Similarity NPD4105 Approved
0.648 Remote Similarity NPD1756 Approved
0.648 Remote Similarity NPD4234 Approved
0.648 Remote Similarity NPD1752 Approved
0.648 Remote Similarity NPD4233 Approved
0.6479 Remote Similarity NPD7305 Phase 1
0.6479 Remote Similarity NPD3299 Clinical (unspecified phase)
0.6471 Remote Similarity NPD253 Approved
0.6467 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6466 Remote Similarity NPD4806 Approved
0.6466 Remote Similarity NPD4807 Approved
0.6463 Remote Similarity NPD7390 Discontinued
0.6462 Remote Similarity NPD6065 Approved
0.6457 Remote Similarity NPD2607 Approved
0.6454 Remote Similarity NPD3528 Clinical (unspecified phase)
0.6452 Remote Similarity NPD9263 Approved
0.6452 Remote Similarity NPD9264 Approved
0.6452 Remote Similarity NPD9267 Approved
0.6446 Remote Similarity NPD2196 Discontinued
0.6444 Remote Similarity NPD1876 Approved
0.6439 Remote Similarity NPD1362 Clinical (unspecified phase)
0.6423 Remote Similarity NPD7084 Phase 3
0.6423 Remote Similarity NPD1018 Approved
0.6418 Remote Similarity NPD6637 Approved

Structure

External Identifiers

PubChem CID   76313896
ChEMBL   CHEMBL3105555
ZINC  

Physicochemical Properties

Molecular Weight:  314.19
ALogP:  0.3544
MLogP:  3.33
XLogP:  6.029
# Rotatable Bonds:  7
Polar Surface Area:  54.37
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  23

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Biological Activities  
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