Natural Product: NPC66208

Natural Product ID:  NPC66208
Common Name:   Cadalen-15-Oic Acid
IUPAC Name:   5-methyl-8-propan-2-ylnaphthalene-2-carboxylic acid
Synonyms:   cadalen-15-oic acid
Molecular Formula:   C15H16O2
Standard InCHIKey:  YWCDNPYVVGGCFN-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C15H16O2/c1-9(2)12-6-4-10(3)13-7-5-11(15(16)17)8-14(12)13/h4-9H,1-3H3,(H,16,17)
Canonical SMILES:  CC(c1ccc(c2c1cc(cc2)C(=O)O)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
NPO25769 Heterotheca inuloides Species Asteraceae Eukaryota PMID[11473412]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT32 Organism Mus musculus Mus musculus Inhibition = 60.24 % 10.1039/C3MD00097D

  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 NPC66208 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
0.9709 High Similarity NPC318327
0.9417 High Similarity NPC105899
0.9352 High Similarity NPC186933
0.9223 High Similarity NPC255676
0.9126 High Similarity NPC304873
0.8981 High Similarity NPC474057
0.8932 High Similarity NPC217621
0.8839 High Similarity NPC158157
0.8835 High Similarity NPC229242
0.8762 High Similarity NPC25458
0.8738 High Similarity NPC253423
0.8707 High Similarity NPC167323
0.8707 High Similarity NPC269923
0.8704 High Similarity NPC249811
0.8679 High Similarity NPC329556
0.8661 High Similarity NPC476357
0.8636 High Similarity NPC95126
0.8636 High Similarity NPC475002
0.8571 High Similarity NPC196673
0.8559 High Similarity NPC85511
0.8544 High Similarity NPC172925
0.8462 Intermediate Similarity NPC61944
0.844 Intermediate Similarity NPC37914
0.8426 Intermediate Similarity NPC472222
0.8426 Intermediate Similarity NPC472221
0.8411 Intermediate Similarity NPC284477
0.8407 Intermediate Similarity NPC471721
0.8403 Intermediate Similarity NPC275145
0.8362 Intermediate Similarity NPC328694
0.8333 Intermediate Similarity NPC236189
0.8333 Intermediate Similarity NPC247976
0.8333 Intermediate Similarity NPC274839
0.8319 Intermediate Similarity NPC93287
0.8318 Intermediate Similarity NPC282895
0.8304 Intermediate Similarity NPC133308
0.8279 Intermediate Similarity NPC51448
0.8279 Intermediate Similarity NPC115797
0.8276 Intermediate Similarity NPC228318
0.8257 Intermediate Similarity NPC329282
0.823 Intermediate Similarity NPC79496
0.8224 Intermediate Similarity NPC228435
0.819 Intermediate Similarity NPC212891
0.8182 Intermediate Similarity NPC134120
0.8174 Intermediate Similarity NPC306740
0.8174 Intermediate Similarity NPC221275
0.8174 Intermediate Similarity NPC93181
0.8155 Intermediate Similarity NPC86670
0.8155 Intermediate Similarity NPC274455
0.8155 Intermediate Similarity NPC62765
0.8155 Intermediate Similarity NPC70940
0.8151 Intermediate Similarity NPC472981
0.8148 Intermediate Similarity NPC128248
0.8148 Intermediate Similarity NPC225079
0.8148 Intermediate Similarity NPC133809
0.8148 Intermediate Similarity NPC136810
0.8125 Intermediate Similarity NPC85493
0.8108 Intermediate Similarity NPC100767
0.8108 Intermediate Similarity NPC142326
0.8108 Intermediate Similarity NPC94751
0.8099 Intermediate Similarity NPC318067
0.8095 Intermediate Similarity NPC261181
0.8087 Intermediate Similarity NPC153053
0.807 Intermediate Similarity NPC471188
0.807 Intermediate Similarity NPC186128
0.807 Intermediate Similarity NPC321852
0.807 Intermediate Similarity NPC292834
0.8067 Intermediate Similarity NPC232958
0.8065 Intermediate Similarity NPC96024
0.8051 Intermediate Similarity NPC318173
0.8036 Intermediate Similarity NPC211439
0.8018 Intermediate Similarity NPC172483
0.8 Intermediate Similarity NPC128368
0.8 Intermediate Similarity NPC143768
0.7982 Intermediate Similarity NPC265513
0.7982 Intermediate Similarity NPC469481
0.7982 Intermediate Similarity NPC260818
0.7982 Intermediate Similarity NPC210089
0.7981 Intermediate Similarity NPC26224
0.7966 Intermediate Similarity NPC45794
0.7966 Intermediate Similarity NPC160199
0.7961 Intermediate Similarity NPC329064
0.7946 Intermediate Similarity NPC185763
0.7946 Intermediate Similarity NPC83409
0.7937 Intermediate Similarity NPC31539
0.7928 Intermediate Similarity NPC249067
0.792 Intermediate Similarity NPC48248
0.7917 Intermediate Similarity NPC133389
0.7917 Intermediate Similarity NPC183339
0.7917 Intermediate Similarity NPC234337
0.7913 Intermediate Similarity NPC280789
0.789 Intermediate Similarity NPC203925
0.7886 Intermediate Similarity NPC295664
0.7886 Intermediate Similarity NPC164014
0.7886 Intermediate Similarity NPC142956
0.787 Intermediate Similarity NPC226041
0.7869 Intermediate Similarity NPC282577
0.7864 Intermediate Similarity NPC322387
0.7863 Intermediate Similarity NPC474095
0.7857 Intermediate Similarity NPC209632
0.7857 Intermediate Similarity NPC276238
0.7857 Intermediate Similarity NPC117899
0.7851 Intermediate Similarity NPC144547
0.7851 Intermediate Similarity NPC241001
0.7845 Intermediate Similarity NPC470253
0.7845 Intermediate Similarity NPC272524
0.7838 Intermediate Similarity NPC274443
0.7833 Intermediate Similarity NPC202015
0.7833 Intermediate Similarity NPC472708
0.783 Intermediate Similarity NPC128645
0.7826 Intermediate Similarity NPC167504
0.7823 Intermediate Similarity NPC275576
0.7823 Intermediate Similarity NPC470765
0.7818 Intermediate Similarity NPC42211
0.7818 Intermediate Similarity NPC70624
0.781 Intermediate Similarity NPC277277
0.7805 Intermediate Similarity NPC228739
0.7805 Intermediate Similarity NPC328107
0.7798 Intermediate Similarity NPC49994
0.7797 Intermediate Similarity NPC322197
0.7787 Intermediate Similarity NPC369
0.7787 Intermediate Similarity NPC293831
0.7787 Intermediate Similarity NPC25168
0.7778 Intermediate Similarity NPC229894
0.7778 Intermediate Similarity NPC193203
0.7769 Intermediate Similarity NPC478121
0.7769 Intermediate Similarity NPC289432
0.7769 Intermediate Similarity NPC133302
0.7769 Intermediate Similarity NPC988
0.7768 Intermediate Similarity NPC31786
0.7768 Intermediate Similarity NPC114594
0.7767 Intermediate Similarity NPC318107
0.776 Intermediate Similarity NPC473220
0.776 Intermediate Similarity NPC474106
0.776 Intermediate Similarity NPC470753
0.776 Intermediate Similarity NPC160499
0.776 Intermediate Similarity NPC169913
0.7759 Intermediate Similarity NPC82899
0.7759 Intermediate Similarity NPC158282
0.7759 Intermediate Similarity NPC270699
0.7748 Intermediate Similarity NPC222390
0.7748 Intermediate Similarity NPC188895
0.7748 Intermediate Similarity NPC244427
0.7742 Intermediate Similarity NPC173978
0.7742 Intermediate Similarity NPC111088
0.7742 Intermediate Similarity NPC199273
0.7739 Intermediate Similarity NPC273837
0.7739 Intermediate Similarity NPC196246
0.7739 Intermediate Similarity NPC214067
0.7736 Intermediate Similarity NPC133461
0.7734 Intermediate Similarity NPC18798
0.7731 Intermediate Similarity NPC105141
0.7731 Intermediate Similarity NPC242764
0.7727 Intermediate Similarity NPC118343
0.7727 Intermediate Similarity NPC221825
0.7727 Intermediate Similarity NPC146351
0.7724 Intermediate Similarity NPC244351
0.7724 Intermediate Similarity NPC121168
0.7724 Intermediate Similarity NPC307174
0.7724 Intermediate Similarity NPC223351
0.7719 Intermediate Similarity NPC112903
0.7719 Intermediate Similarity NPC203732
0.7719 Intermediate Similarity NPC56493
0.7712 Intermediate Similarity NPC215419
0.7705 Intermediate Similarity NPC165197
0.7699 Intermediate Similarity NPC471186
0.7698 Intermediate Similarity NPC84672
0.7698 Intermediate Similarity NPC78364
0.7698 Intermediate Similarity NPC72667
0.7698 Intermediate Similarity NPC69424
0.7698 Intermediate Similarity NPC176130
0.7686 Intermediate Similarity NPC42657
0.7686 Intermediate Similarity NPC204784
0.7685 Intermediate Similarity NPC130398
0.768 Intermediate Similarity NPC123506
0.7679 Intermediate Similarity NPC60679
0.7674 Intermediate Similarity NPC58685
0.7672 Intermediate Similarity NPC1082
0.7672 Intermediate Similarity NPC474157
0.7672 Intermediate Similarity NPC305912
0.7667 Intermediate Similarity NPC323440
0.7667 Intermediate Similarity NPC222968
0.7667 Intermediate Similarity NPC80605
0.7664 Intermediate Similarity NPC153885
0.7656 Intermediate Similarity NPC27659
0.7656 Intermediate Similarity NPC55949
0.7652 Intermediate Similarity NPC269023
0.7652 Intermediate Similarity NPC265407
0.7652 Intermediate Similarity NPC99846
0.7652 Intermediate Similarity NPC83628
0.7652 Intermediate Similarity NPC17417
0.7652 Intermediate Similarity NPC62272
0.7652 Intermediate Similarity NPC10251
0.7647 Intermediate Similarity NPC135730
0.7642 Intermediate Similarity NPC120545
0.7642 Intermediate Similarity NPC162935
0.7642 Intermediate Similarity NPC249340
0.7642 Intermediate Similarity NPC18785
0.7638 Intermediate Similarity NPC282923
0.7638 Intermediate Similarity NPC3009
0.7636 Intermediate Similarity NPC225060

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC66208 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
0.9352 High Similarity NPD5951 Approved
0.886 High Similarity NPD7163 Clinical (unspecified phase)
0.8679 High Similarity NPD1930 Approved
0.8679 High Similarity NPD1931 Clinical (unspecified phase)
0.8679 High Similarity NPD1929 Approved
0.8624 High Similarity NPD6831 Clinical (unspecified phase)
0.8544 High Similarity NPD688 Clinical (unspecified phase)
0.8396 Intermediate Similarity NPD2066 Phase 3
0.8293 Intermediate Similarity NPD7008 Discontinued
0.8252 Intermediate Similarity NPD1239 Approved
0.8241 Intermediate Similarity NPD1932 Approved
0.8208 Intermediate Similarity NPD1566 Phase 3
0.8208 Intermediate Similarity NPD1564 Approved
0.8208 Intermediate Similarity NPD1565 Approved
0.8155 Intermediate Similarity NPD1089 Approved
0.8155 Intermediate Similarity NPD9256 Approved
0.8155 Intermediate Similarity NPD9258 Approved
0.8155 Intermediate Similarity NPD1090 Approved
0.8155 Intermediate Similarity NPD1086 Approved
0.8145 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.8125 Intermediate Similarity NPD2329 Discontinued
0.8095 Intermediate Similarity NPD1202 Approved
0.8058 Intermediate Similarity NPD800 Approved
0.8 Intermediate Similarity NPD1088 Approved
0.7951 Intermediate Similarity NPD182 Clinical (unspecified phase)
0.7928 Intermediate Similarity NPD1237 Approved
0.7925 Intermediate Similarity NPD1563 Approved
0.7864 Intermediate Similarity NPD1087 Approved
0.785 Intermediate Similarity NPD1693 Approved
0.7826 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD1989 Approved
0.7768 Intermediate Similarity NPD164 Approved
0.7767 Intermediate Similarity NPD9259 Approved
0.7767 Intermediate Similarity NPD9257 Approved
0.7742 Intermediate Similarity NPD1283 Approved
0.7727 Intermediate Similarity NPD1238 Approved
0.7717 Intermediate Similarity NPD6966 Discovery
0.7687 Intermediate Similarity NPD7003 Approved
0.768 Intermediate Similarity NPD1164 Approved
0.7679 Intermediate Similarity NPD5700 Clinical (unspecified phase)
0.7672 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7652 Intermediate Similarity NPD5404 Approved
0.7652 Intermediate Similarity NPD2182 Approved
0.7652 Intermediate Similarity NPD5406 Approved
0.7652 Intermediate Similarity NPD5405 Approved
0.7652 Intermediate Similarity NPD5408 Approved
0.7611 Intermediate Similarity NPD5909 Discontinued
0.7607 Intermediate Similarity NPD9508 Approved
0.7593 Intermediate Similarity NPD5122 Clinical (unspecified phase)
0.7581 Intermediate Similarity NPD4878 Approved
0.7563 Intermediate Similarity NPD2629 Approved
0.7545 Intermediate Similarity NPD3495 Discontinued
0.7523 Intermediate Similarity NPD6048 Clinical (unspecified phase)
0.7523 Intermediate Similarity NPD6049 Phase 2
0.75 Intermediate Similarity NPD1201 Approved
0.75 Intermediate Similarity NPD1281 Approved
0.748 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.748 Intermediate Similarity NPD2345 Approved
0.748 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7476 Intermediate Similarity NPD9491 Approved
0.7436 Intermediate Similarity NPD1317 Discontinued
0.7402 Intermediate Similarity NPD1470 Approved
0.7395 Intermediate Similarity NPD5277 Phase 2
0.736 Intermediate Similarity NPD6287 Discontinued
0.7339 Intermediate Similarity NPD7631 Approved
0.7339 Intermediate Similarity NPD1362 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD2346 Discontinued
0.7321 Intermediate Similarity NPD9495 Approved
0.7311 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD3971 Phase 1
0.7282 Intermediate Similarity NPD226 Approved
0.7252 Intermediate Similarity NPD3764 Approved
0.725 Intermediate Similarity NPD7635 Approved
0.7248 Intermediate Similarity NPD7609 Phase 3
0.7236 Intermediate Similarity NPD7610 Discontinued
0.7222 Intermediate Similarity NPD5347 Phase 2
0.7222 Intermediate Similarity NPD5346 Phase 2
0.7207 Intermediate Similarity NPD9260 Approved
0.72 Intermediate Similarity NPD3019 Approved
0.72 Intermediate Similarity NPD2932 Approved
0.7196 Intermediate Similarity NPD650 Approved
0.7188 Intermediate Similarity NPD1888 Phase 1
0.7185 Intermediate Similarity NPD2799 Discontinued
0.7177 Intermediate Similarity NPD7009 Phase 2
0.7164 Intermediate Similarity NPD3528 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4879 Approved
0.7133 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7131 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD1245 Approved
0.712 Intermediate Similarity NPD1651 Approved
0.712 Intermediate Similarity NPD4105 Approved
0.712 Intermediate Similarity NPD4102 Approved
0.7119 Intermediate Similarity NPD9267 Approved
0.7119 Intermediate Similarity NPD9264 Approved
0.7119 Intermediate Similarity NPD9263 Approved
0.7119 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD5618 Discontinued
0.7087 Intermediate Similarity NPD9490 Approved
0.708 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7077 Intermediate Similarity NPD2798 Approved
0.7077 Intermediate Similarity NPD4980 Approved
0.7069 Intermediate Similarity NPD6647 Phase 2
0.7063 Intermediate Similarity NPD5305 Approved
0.7063 Intermediate Similarity NPD5306 Approved
0.7059 Intermediate Similarity NPD74 Approved
0.7059 Intermediate Similarity NPD9266 Approved
0.7059 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD4793 Discontinued
0.7027 Intermediate Similarity NPD1508 Approved
0.7016 Intermediate Similarity NPD9493 Approved
0.7015 Intermediate Similarity NPD2979 Phase 3
0.7014 Intermediate Similarity NPD6591 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD5734 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD4106 Approved
0.7008 Intermediate Similarity NPD4135 Approved
0.7008 Intermediate Similarity NPD4136 Approved
0.7007 Intermediate Similarity NPD2935 Discontinued
0.7 Intermediate Similarity NPD2797 Approved
0.6992 Remote Similarity NPD1246 Approved
0.6992 Remote Similarity NPD2313 Discontinued
0.699 Remote Similarity NPD225 Approved
0.699 Remote Similarity NPD227 Approved
0.6977 Remote Similarity NPD5159 Phase 2
0.6977 Remote Similarity NPD5157 Phase 1
0.6977 Remote Similarity NPD5158 Clinical (unspecified phase)
0.6975 Remote Similarity NPD2342 Discontinued
0.6957 Remote Similarity NPD3020 Approved
0.6953 Remote Similarity NPD4807 Approved
0.6953 Remote Similarity NPD4806 Approved
0.6952 Remote Similarity NPD942 Approved
0.694 Remote Similarity NPD7714 Approved
0.694 Remote Similarity NPD6663 Approved
0.694 Remote Similarity NPD7715 Approved
0.6934 Remote Similarity NPD4308 Phase 3
0.6929 Remote Similarity NPD4626 Approved
0.6929 Remote Similarity NPD4628 Phase 3
0.6929 Remote Similarity NPD1104 Approved
0.6923 Remote Similarity NPD6273 Approved
0.6923 Remote Similarity NPD1876 Approved
0.6911 Remote Similarity NPD1280 Clinical (unspecified phase)
0.6911 Remote Similarity NPD4869 Clinical (unspecified phase)
0.6905 Remote Similarity NPD9545 Approved
0.6899 Remote Similarity NPD1608 Approved
0.6899 Remote Similarity NPD3972 Approved
0.6897 Remote Similarity NPD5086 Approved
0.6897 Remote Similarity NPD7458 Discontinued
0.6897 Remote Similarity NPD3226 Approved
0.6897 Remote Similarity NPD1616 Discontinued
0.6894 Remote Similarity NPD5736 Approved
0.6884 Remote Similarity NPD6897 Clinical (unspecified phase)
0.6875 Remote Similarity NPD1889 Phase 1
0.6875 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6853 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6847 Remote Similarity NPD3673 Approved
0.6847 Remote Similarity NPD3672 Approved
0.6842 Remote Similarity NPD5206 Clinical (unspecified phase)
0.6842 Remote Similarity NPD1843 Approved
0.6835 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6831 Remote Similarity NPD7236 Approved
0.6829 Remote Similarity NPD7094 Approved
0.6829 Remote Similarity NPD6858 Approved
0.6815 Remote Similarity NPD7961 Discontinued
0.6814 Remote Similarity NPD845 Approved
0.6807 Remote Similarity NPD5048 Discontinued
0.6803 Remote Similarity NPD3644 Approved
0.6803 Remote Similarity NPD3643 Approved
0.6803 Remote Similarity NPD3642 Approved
0.68 Remote Similarity NPD4198 Discontinued
0.6797 Remote Similarity NPD4199 Phase 3
0.6794 Remote Similarity NPD1574 Approved
0.6783 Remote Similarity NPD7390 Discontinued
0.678 Remote Similarity NPD9261 Approved
0.6772 Remote Similarity NPD4479 Discontinued
0.6763 Remote Similarity NPD2531 Phase 2
0.6763 Remote Similarity NPD2438 Suspended
0.6746 Remote Similarity NPD7325 Clinical (unspecified phase)
0.6744 Remote Similarity NPD3023 Approved
0.6744 Remote Similarity NPD3026 Approved
0.6742 Remote Similarity NPD1203 Approved
0.6741 Remote Similarity NPD3268 Approved
0.6741 Remote Similarity NPD5422 Clinical (unspecified phase)
0.6738 Remote Similarity NPD7421 Clinical (unspecified phase)
0.672 Remote Similarity NPD9281 Approved
0.6719 Remote Similarity NPD3024 Approved
0.6719 Remote Similarity NPD3025 Approved
0.6712 Remote Similarity NPD7239 Suspended
0.6699 Remote Similarity NPD9716 Approved
0.6696 Remote Similarity NPD2860 Approved
0.6696 Remote Similarity NPD2859 Approved
0.6693 Remote Similarity NPD6065 Approved
0.6692 Remote Similarity NPD6085 Phase 2
0.6692 Remote Similarity NPD518 Clinical (unspecified phase)
0.6692 Remote Similarity NPD5740 Clinical (unspecified phase)
0.669 Remote Similarity NPD8166 Discontinued
0.669 Remote Similarity NPD3750 Approved
0.6667 Remote Similarity NPD3317 Approved
0.6667 Remote Similarity NPD17 Approved
0.6667 Remote Similarity NPD6817 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   5325818
ChEMBL   CHEMBL445294
ZINC  

Physicochemical Properties

Molecular Weight:  228.12
ALogP:  0.9751
MLogP:  2.89
XLogP:  6.265
# Rotatable Bonds:  6
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  17

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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