Natural Product: NPC94751

Natural Product ID:  NPC94751
Common Name:   (15S)-16-Hydroxyabieta-8,11,13-Trien-19-Oic Acid
IUPAC Name:   (1S,4aS,10aR)-7-[(2S)-1-hydroxypropan-2-yl]-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylic acid
Synonyms:  
Molecular Formula:   C20H28O3
Standard InCHIKey:  GOADHRDZJUNBQS-HSGBFHSBSA-N
Standard InCHI:  InChI=1S/C20H28O3/c1-13(12-21)14-5-7-16-15(11-14)6-8-17-19(16,2)9-4-10-20(17,3)18(22)23/h5,7,11,13,17,21H,4,6,8-10,12H2,1-3H3,(H,22,23)/t13-,17-,19-,20+/m1/s1
Canonical SMILES:  OC[C@H](c1ccc2c(c1)CC[C@@H]1[C@]2(C)CCC[C@]1(C)C(=O)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
NPO14738 Illicium majus Species Schisandraceae Eukaryota Roots PMID[24070022]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT3119 Organism Human coxsackievirus B3 Human coxsackievirus B3 IC50 = 17400000 nM 16309311
NPT189 Cell Line Vero Chlorocebus aethiops TC50 = 138.7 uM/ml 19124248

  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 NPC94751 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
1.0 High Similarity NPC142326
0.95 High Similarity NPC471186
0.949 High Similarity NPC136810
0.949 High Similarity NPC128248
0.949 High Similarity NPC133809
0.9192 High Similarity NPC221825
0.91 High Similarity NPC225079
0.9074 High Similarity NPC212891
0.9048 High Similarity NPC95126
0.9048 High Similarity NPC475002
0.899 High Similarity NPC226041
0.8962 High Similarity NPC471188
0.8962 High Similarity NPC471189
0.8889 High Similarity NPC221275
0.8818 High Similarity NPC45794
0.8762 High Similarity NPC21929
0.875 High Similarity NPC234337
0.875 High Similarity NPC183339
0.875 High Similarity NPC133389
0.8692 High Similarity NPC265513
0.8673 High Similarity NPC220596
0.8624 High Similarity NPC471721
0.8596 High Similarity NPC369
0.8596 High Similarity NPC293831
0.8532 High Similarity NPC93287
0.8468 Intermediate Similarity NPC9274
0.8416 Intermediate Similarity NPC172925
0.8393 Intermediate Similarity NPC242764
0.8393 Intermediate Similarity NPC105141
0.8384 Intermediate Similarity NPC70940
0.8384 Intermediate Similarity NPC86670
0.8384 Intermediate Similarity NPC274455
0.8381 Intermediate Similarity NPC19856
0.8378 Intermediate Similarity NPC215419
0.8365 Intermediate Similarity NPC264728
0.8364 Intermediate Similarity NPC470253
0.8333 Intermediate Similarity NPC202015
0.8333 Intermediate Similarity NPC476645
0.83 Intermediate Similarity NPC125226
0.8273 Intermediate Similarity NPC280789
0.8252 Intermediate Similarity NPC324602
0.8246 Intermediate Similarity NPC254233
0.8235 Intermediate Similarity NPC253681
0.819 Intermediate Similarity NPC469481
0.8182 Intermediate Similarity NPC329064
0.8173 Intermediate Similarity NPC120393
0.8165 Intermediate Similarity NPC475006
0.8158 Intermediate Similarity NPC323440
0.8158 Intermediate Similarity NPC222968
0.8158 Intermediate Similarity NPC80605
0.8155 Intermediate Similarity NPC469893
0.8136 Intermediate Similarity NPC85511
0.8136 Intermediate Similarity NPC328107
0.8131 Intermediate Similarity NPC56168
0.812 Intermediate Similarity NPC167323
0.812 Intermediate Similarity NPC269923
0.8119 Intermediate Similarity NPC86987
0.8108 Intermediate Similarity NPC66208
0.81 Intermediate Similarity NPC298115
0.8081 Intermediate Similarity NPC322387
0.8077 Intermediate Similarity NPC469891
0.8077 Intermediate Similarity NPC469892
0.8077 Intermediate Similarity NPC469890
0.8073 Intermediate Similarity NPC112903
0.8073 Intermediate Similarity NPC472979
0.8073 Intermediate Similarity NPC27252
0.8056 Intermediate Similarity NPC243601
0.8051 Intermediate Similarity NPC273336
0.8051 Intermediate Similarity NPC182333
0.8037 Intermediate Similarity NPC329556
0.8036 Intermediate Similarity NPC143768
0.8018 Intermediate Similarity NPC133308
0.8017 Intermediate Similarity NPC115797
0.8017 Intermediate Similarity NPC42657
0.8017 Intermediate Similarity NPC51448
0.8 Intermediate Similarity NPC64642
0.8 Intermediate Similarity NPC149455
0.8 Intermediate Similarity NPC472982
0.7983 Intermediate Similarity NPC77691
0.7982 Intermediate Similarity NPC37914
0.7982 Intermediate Similarity NPC185763
0.7982 Intermediate Similarity NPC244933
0.7982 Intermediate Similarity NPC83409
0.7982 Intermediate Similarity NPC85560
0.7966 Intermediate Similarity NPC162935
0.7966 Intermediate Similarity NPC249340
0.7963 Intermediate Similarity NPC472221
0.7963 Intermediate Similarity NPC472222
0.7959 Intermediate Similarity NPC267704
0.7931 Intermediate Similarity NPC318173
0.7909 Intermediate Similarity NPC472980
0.7899 Intermediate Similarity NPC121168
0.7895 Intermediate Similarity NPC186933
0.7881 Intermediate Similarity NPC241001
0.7881 Intermediate Similarity NPC472981
0.787 Intermediate Similarity NPC247976
0.7857 Intermediate Similarity NPC44830
0.7851 Intermediate Similarity NPC100402
0.7851 Intermediate Similarity NPC9180
0.7838 Intermediate Similarity NPC318327
0.7833 Intermediate Similarity NPC318067
0.7833 Intermediate Similarity NPC473938
0.7833 Intermediate Similarity NPC471187
0.7833 Intermediate Similarity NPC307139
0.7807 Intermediate Similarity NPC294458
0.7807 Intermediate Similarity NPC196673
0.7798 Intermediate Similarity NPC329282
0.7787 Intermediate Similarity NPC5486
0.7769 Intermediate Similarity NPC181334
0.775 Intermediate Similarity NPC11250
0.7745 Intermediate Similarity NPC9822
0.7742 Intermediate Similarity NPC131684
0.7724 Intermediate Similarity NPC478162
0.7724 Intermediate Similarity NPC478165
0.7719 Intermediate Similarity NPC242957
0.7719 Intermediate Similarity NPC206414
0.7719 Intermediate Similarity NPC287055
0.7719 Intermediate Similarity NPC306977
0.7719 Intermediate Similarity NPC469547
0.7705 Intermediate Similarity NPC470765
0.7705 Intermediate Similarity NPC275576
0.7686 Intermediate Similarity NPC12881
0.7686 Intermediate Similarity NPC140118
0.7686 Intermediate Similarity NPC198014
0.7677 Intermediate Similarity NPC285773
0.7667 Intermediate Similarity NPC253627
0.7658 Intermediate Similarity NPC100767
0.7652 Intermediate Similarity NPC326664
0.7647 Intermediate Similarity NPC478121
0.7642 Intermediate Similarity NPC185208
0.7642 Intermediate Similarity NPC473220
0.7642 Intermediate Similarity NPC169913
0.7642 Intermediate Similarity NPC470753
0.7642 Intermediate Similarity NPC219573
0.7632 Intermediate Similarity NPC186128
0.7632 Intermediate Similarity NPC292834
0.7615 Intermediate Similarity NPC304873
0.7607 Intermediate Similarity NPC469843
0.7607 Intermediate Similarity NPC158157
0.7596 Intermediate Similarity NPC141607
0.7596 Intermediate Similarity NPC317645
0.7596 Intermediate Similarity NPC187725
0.7593 Intermediate Similarity NPC7435
0.7589 Intermediate Similarity NPC249811
0.7586 Intermediate Similarity NPC93181
0.7583 Intermediate Similarity NPC259703
0.7583 Intermediate Similarity NPC32322
0.757 Intermediate Similarity NPC239185
0.7568 Intermediate Similarity NPC105899
0.7565 Intermediate Similarity NPC477475
0.7565 Intermediate Similarity NPC477476
0.7563 Intermediate Similarity NPC204784
0.7561 Intermediate Similarity NPC137416
0.7561 Intermediate Similarity NPC137750
0.7561 Intermediate Similarity NPC87985
0.7561 Intermediate Similarity NPC470816
0.7551 Intermediate Similarity NPC127343
0.7545 Intermediate Similarity NPC255676
0.7544 Intermediate Similarity NPC474057
0.754 Intermediate Similarity NPC72915
0.7525 Intermediate Similarity NPC294134
0.7524 Intermediate Similarity NPC128645
0.7524 Intermediate Similarity NPC314690
0.7523 Intermediate Similarity NPC289117
0.7523 Intermediate Similarity NPC476993
0.75 Intermediate Similarity NPC318552
0.75 Intermediate Similarity NPC190849
0.75 Intermediate Similarity NPC190501
0.75 Intermediate Similarity NPC288903
0.75 Intermediate Similarity NPC472680
0.75 Intermediate Similarity NPC470585
0.75 Intermediate Similarity NPC49742
0.75 Intermediate Similarity NPC270507
0.75 Intermediate Similarity NPC26224
0.75 Intermediate Similarity NPC472679
0.75 Intermediate Similarity NPC134882
0.75 Intermediate Similarity NPC171007
0.748 Intermediate Similarity NPC295664
0.748 Intermediate Similarity NPC476847
0.7479 Intermediate Similarity NPC328694
0.7478 Intermediate Similarity NPC218855
0.7477 Intermediate Similarity NPC261947
0.7459 Intermediate Similarity NPC176208
0.7458 Intermediate Similarity NPC472862
0.7458 Intermediate Similarity NPC470820
0.7458 Intermediate Similarity NPC92
0.7458 Intermediate Similarity NPC469663
0.744 Intermediate Similarity NPC262936
0.744 Intermediate Similarity NPC30491
0.7438 Intermediate Similarity NPC476234
0.7438 Intermediate Similarity NPC164852
0.7436 Intermediate Similarity NPC217111
0.7431 Intermediate Similarity NPC476042
0.7431 Intermediate Similarity NPC217621
0.7422 Intermediate Similarity NPC159811
0.7411 Intermediate Similarity NPC172483
0.7411 Intermediate Similarity NPC474307
0.7411 Intermediate Similarity NPC134120
0.7407 Intermediate Similarity NPC477767
0.7407 Intermediate Similarity NPC289201

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC94751 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
0.8586 High Similarity NPD1088 Approved
0.8545 High Similarity NPD5951 Approved
0.8416 Intermediate Similarity NPD688 Clinical (unspecified phase)
0.8384 Intermediate Similarity NPD1089 Approved
0.8384 Intermediate Similarity NPD1090 Approved
0.8384 Intermediate Similarity NPD1086 Approved
0.8283 Intermediate Similarity NPD800 Approved
0.8269 Intermediate Similarity NPD2066 Phase 3
0.8155 Intermediate Similarity NPD1989 Approved
0.8119 Intermediate Similarity NPD1239 Approved
0.8103 Intermediate Similarity NPD7163 Clinical (unspecified phase)
0.8081 Intermediate Similarity NPD1087 Approved
0.8077 Intermediate Similarity NPD1564 Approved
0.8077 Intermediate Similarity NPD1566 Phase 3
0.8077 Intermediate Similarity NPD1565 Approved
0.8058 Intermediate Similarity NPD1693 Approved
0.8037 Intermediate Similarity NPD1931 Clinical (unspecified phase)
0.8037 Intermediate Similarity NPD1929 Approved
0.8037 Intermediate Similarity NPD1930 Approved
0.7895 Intermediate Similarity NPD2629 Approved
0.7876 Intermediate Similarity NPD6858 Approved
0.7876 Intermediate Similarity NPD7094 Approved
0.7857 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.7797 Intermediate Similarity NPD4199 Phase 3
0.7788 Intermediate Similarity NPD5122 Clinical (unspecified phase)
0.7788 Intermediate Similarity NPD1563 Approved
0.7745 Intermediate Similarity NPD5347 Phase 2
0.7745 Intermediate Similarity NPD5346 Phase 2
0.7742 Intermediate Similarity NPD7008 Discontinued
0.7742 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7679 Intermediate Similarity NPD6831 Clinical (unspecified phase)
0.7677 Intermediate Similarity NPD9491 Approved
0.767 Intermediate Similarity NPD3673 Approved
0.767 Intermediate Similarity NPD3672 Approved
0.7653 Intermediate Similarity NPD226 Approved
0.757 Intermediate Similarity NPD3495 Discontinued
0.7549 Intermediate Similarity NPD4793 Discontinued
0.7547 Intermediate Similarity NPD6049 Phase 2
0.7547 Intermediate Similarity NPD6048 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD5700 Clinical (unspecified phase)
0.7521 Intermediate Similarity NPD4198 Discontinued
0.7521 Intermediate Similarity NPD5618 Discontinued
0.75 Intermediate Similarity NPD6010 Discontinued
0.75 Intermediate Similarity NPD3019 Approved
0.748 Intermediate Similarity NPD6663 Approved
0.7455 Intermediate Similarity NPD1932 Approved
0.744 Intermediate Similarity NPD5736 Approved
0.7395 Intermediate Similarity NPD7610 Discontinued
0.7368 Intermediate Similarity NPD2329 Discontinued
0.7355 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7355 Intermediate Similarity NPD2932 Approved
0.7347 Intermediate Similarity NPD225 Approved
0.7347 Intermediate Similarity NPD227 Approved
0.7344 Intermediate Similarity NPD7714 Approved
0.7344 Intermediate Similarity NPD7715 Approved
0.7321 Intermediate Similarity NPD5909 Discontinued
0.7304 Intermediate Similarity NPD3646 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD4766 Approved
0.7273 Intermediate Similarity NPD7798 Approved
0.7273 Intermediate Similarity NPD9490 Approved
0.7241 Intermediate Similarity NPD3642 Approved
0.7241 Intermediate Similarity NPD3644 Approved
0.7241 Intermediate Similarity NPD3643 Approved
0.7232 Intermediate Similarity NPD5765 Approved
0.7227 Intermediate Similarity NPD3317 Approved
0.7209 Intermediate Similarity NPD7961 Discontinued
0.72 Intermediate Similarity NPD1283 Approved
0.7193 Intermediate Similarity NPD6685 Approved
0.719 Intermediate Similarity NPD7009 Phase 2
0.719 Intermediate Similarity NPD4479 Discontinued
0.7182 Intermediate Similarity NPD9495 Approved
0.7156 Intermediate Similarity NPD5206 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD3026 Approved
0.7154 Intermediate Similarity NPD3023 Approved
0.7131 Intermediate Similarity NPD3025 Approved
0.7131 Intermediate Similarity NPD3024 Approved
0.7107 Intermediate Similarity NPD6065 Approved
0.7105 Intermediate Similarity NPD5048 Discontinued
0.708 Intermediate Similarity NPD6647 Phase 2
0.708 Intermediate Similarity NPD5738 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD2650 Approved
0.7059 Intermediate Similarity NPD4869 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7003 Approved
0.7059 Intermediate Similarity NPD2652 Approved
0.7049 Intermediate Similarity NPD3091 Approved
0.704 Intermediate Similarity NPD3880 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD5734 Clinical (unspecified phase)
0.7016 Intermediate Similarity NPD7457 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD1752 Approved
0.7009 Intermediate Similarity NPD1756 Approved
0.7009 Intermediate Similarity NPD4233 Approved
0.7009 Intermediate Similarity NPD4234 Approved
0.6992 Remote Similarity NPD6993 Approved
0.6992 Remote Similarity NPD6994 Approved
0.6992 Remote Similarity NPD5981 Approved
0.699 Remote Similarity NPD3971 Phase 1
0.6975 Remote Similarity NPD2607 Approved
0.696 Remote Similarity NPD1281 Approved
0.6949 Remote Similarity NPD2181 Clinical (unspecified phase)
0.694 Remote Similarity NPD7305 Phase 1
0.6935 Remote Similarity NPD5305 Approved
0.6935 Remote Similarity NPD2345 Approved
0.6935 Remote Similarity NPD5306 Approved
0.6935 Remote Similarity NPD3095 Discontinued
0.6923 Remote Similarity NPD2182 Approved
0.6911 Remote Similarity NPD7741 Discontinued
0.6894 Remote Similarity NPD4140 Approved
0.6885 Remote Similarity NPD3797 Approved
0.6885 Remote Similarity NPD4574 Approved
0.6885 Remote Similarity NPD4576 Approved
0.6881 Remote Similarity NPD7631 Approved
0.688 Remote Similarity NPD3881 Discontinued
0.688 Remote Similarity NPD4879 Approved
0.6875 Remote Similarity NPD253 Approved
0.6875 Remote Similarity NPD6563 Approved
0.6875 Remote Similarity NPD6564 Approved
0.6875 Remote Similarity NPD6565 Approved
0.687 Remote Similarity NPD1237 Approved
0.6864 Remote Similarity NPD1317 Discontinued
0.6855 Remote Similarity NPD1855 Clinical (unspecified phase)
0.6835 Remote Similarity NPD7236 Approved
0.6825 Remote Similarity NPD3092 Approved
0.6825 Remote Similarity NPD4216 Approved
0.6825 Remote Similarity NPD7437 Approved
0.6825 Remote Similarity NPD4218 Approved
0.6825 Remote Similarity NPD2609 Approved
0.6825 Remote Similarity NPD4215 Approved
0.6825 Remote Similarity NPD2608 Approved
0.6825 Remote Similarity NPD4807 Approved
0.6825 Remote Similarity NPD2612 Approved
0.6825 Remote Similarity NPD3131 Approved
0.6825 Remote Similarity NPD2610 Approved
0.6825 Remote Similarity NPD7436 Approved
0.6825 Remote Similarity NPD3132 Approved
0.6825 Remote Similarity NPD2611 Approved
0.6825 Remote Similarity NPD4806 Approved
0.6825 Remote Similarity NPD4217 Approved
0.6822 Remote Similarity NPD6085 Phase 2
0.6822 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6822 Remote Similarity NPD1101 Approved
0.6822 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6818 Remote Similarity NPD1066 Discontinued
0.6818 Remote Similarity NPD8032 Phase 2
0.6814 Remote Similarity NPD3097 Clinical (unspecified phase)
0.6812 Remote Similarity NPD8166 Discontinued
0.6809 Remote Similarity NPD6273 Approved
0.68 Remote Similarity NPD5125 Phase 3
0.68 Remote Similarity NPD5126 Approved
0.6794 Remote Similarity NPD6966 Discovery
0.6789 Remote Similarity NPD7609 Phase 3
0.6777 Remote Similarity NPD1280 Clinical (unspecified phase)
0.6777 Remote Similarity NPD3598 Phase 3
0.6774 Remote Similarity NPD3798 Phase 3
0.6767 Remote Similarity NPD2979 Phase 3
0.6757 Remote Similarity NPD4814 Discontinued
0.6752 Remote Similarity NPD5706 Approved
0.6752 Remote Similarity NPD5705 Approved
0.6752 Remote Similarity NPD5704 Approved
0.675 Remote Similarity NPD6912 Phase 3
0.6746 Remote Similarity NPD4106 Approved
0.6746 Remote Similarity NPD4136 Approved
0.6746 Remote Similarity NPD4135 Approved
0.6724 Remote Similarity NPD164 Approved
0.6723 Remote Similarity NPD5278 Discontinued
0.672 Remote Similarity NPD1651 Approved
0.6719 Remote Similarity NPD182 Clinical (unspecified phase)
0.6713 Remote Similarity NPD7239 Suspended
0.6697 Remote Similarity NPD9256 Approved
0.6697 Remote Similarity NPD9258 Approved
0.6696 Remote Similarity NPD4719 Phase 2
0.6695 Remote Similarity NPD2342 Discontinued
0.6694 Remote Similarity NPD7635 Approved
0.6693 Remote Similarity NPD6287 Discontinued
0.6667 Remote Similarity NPD1238 Approved
0.6667 Remote Similarity NPD3719 Approved
0.6667 Remote Similarity NPD7725 Approved
0.6667 Remote Similarity NPD5927 Discontinued
0.6667 Remote Similarity NPD1202 Approved
0.6667 Remote Similarity NPD3718 Approved
0.6667 Remote Similarity NPD1018 Approved
0.6643 Remote Similarity NPD7910 Clinical (unspecified phase)
0.6642 Remote Similarity NPD5404 Approved
0.6642 Remote Similarity NPD5405 Approved
0.6642 Remote Similarity NPD5406 Approved
0.6642 Remote Similarity NPD5408 Approved
0.6641 Remote Similarity NPD4878 Approved
0.6641 Remote Similarity NPD7084 Phase 3
0.664 Remote Similarity NPD2617 Discontinued
0.6637 Remote Similarity NPD1875 Phase 1
0.6615 Remote Similarity NPD3094 Phase 2
0.6614 Remote Similarity NPD2956 Clinical (unspecified phase)
0.6613 Remote Similarity NPD5162 Approved
0.6609 Remote Similarity NPD3135 Clinical (unspecified phase)
0.6607 Remote Similarity NPD3772 Phase 3
0.6594 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6587 Remote Similarity NPD4105 Approved
0.6587 Remote Similarity NPD4102 Approved
0.6583 Remote Similarity NPD2067 Discontinued
0.6579 Remote Similarity NPD5926 Approved
0.6574 Remote Similarity NPD650 Approved

Structure

External Identifiers

PubChem CID   72705062
ChEMBL   CHEMBL2431468
ZINC  

Physicochemical Properties

Molecular Weight:  316.20
ALogP:  0.0132
MLogP:  3.33
XLogP:  5.97
# Rotatable Bonds:  8
Polar Surface Area:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  23

Download Data

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