Natural Product: NPC318552

Natural Product ID:  NPC318552
Common Name:   (13S)-3-Hydroxy-13-Methyl-7,8,9,11,12,14,15,16-Octahydro-6H-Cyclopenta[A]Phenanthren-17-One
IUPAC Name:   (13S)-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one
Synonyms:  
Molecular Formula:   C18H22O2
Standard InCHIKey:  DNXHEGUUPJUMQT-GUZDXLFXSA-N
Standard InCHI:  InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14?,15?,16?,18-/m0/s1
Canonical SMILES:  Oc1ccc2c(c1)CCC1C2CC[C@]2(C1CCC2=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
NPO1797 Homo sapiens Species Hominidae Eukaryota TCM_Taiwan*
NPO21349 Punica granatum Species Lythraceae Eukaryota TCM_Taiwan*
NPO27617 Phoenix dactylifera Species Arecaceae Eukaryota TCM_Taiwan*
NPO30440 Human placenta NA NA NA TCM_Taiwan*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 14125.4 nM PubChem BioAssay data set

  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 NPC318552 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 NPC190501
0.9561 High Similarity NPC79933
0.9561 High Similarity NPC31296
0.9561 High Similarity NPC258366
0.9561 High Similarity NPC473974
0.9407 High Similarity NPC15127
0.9391 High Similarity NPC42657
0.9333 High Similarity NPC262936
0.9333 High Similarity NPC30491
0.9231 High Similarity NPC21216
0.9231 High Similarity NPC259703
0.9231 High Similarity NPC32322
0.9196 High Similarity NPC322753
0.9076 High Similarity NPC176208
0.9 High Similarity NPC198014
0.9 High Similarity NPC471187
0.8992 High Similarity NPC253627
0.8992 High Similarity NPC249340
0.8992 High Similarity NPC162935
0.8992 High Similarity NPC154696
0.8934 High Similarity NPC269598
0.8926 High Similarity NPC181334
0.8917 High Similarity NPC11250
0.8908 High Similarity NPC241001
0.8852 High Similarity NPC87985
0.8814 High Similarity NPC48342
0.8814 High Similarity NPC164649
0.8761 High Similarity NPC11554
0.876 High Similarity NPC121168
0.872 High Similarity NPC276238
0.871 High Similarity NPC78364
0.871 High Similarity NPC176130
0.871 High Similarity NPC69424
0.871 High Similarity NPC84672
0.8699 High Similarity NPC137750
0.8667 High Similarity NPC99734
0.8629 High Similarity NPC71610
0.8609 High Similarity NPC141782
0.8605 High Similarity NPC252343
0.8595 High Similarity NPC328504
0.856 High Similarity NPC72667
0.8559 High Similarity NPC469719
0.8534 High Similarity NPC176279
0.8534 High Similarity NPC260323
0.8525 High Similarity NPC142198
0.8525 High Similarity NPC77569
0.8512 High Similarity NPC478121
0.8504 High Similarity NPC108129
0.85 High Similarity NPC328694
0.8487 Intermediate Similarity NPC154511
0.8487 Intermediate Similarity NPC474387
0.8487 Intermediate Similarity NPC247858
0.8487 Intermediate Similarity NPC137496
0.8487 Intermediate Similarity NPC474358
0.8487 Intermediate Similarity NPC257540
0.848 Intermediate Similarity NPC254492
0.8475 Intermediate Similarity NPC195922
0.8475 Intermediate Similarity NPC268160
0.8468 Intermediate Similarity NPC199273
0.8462 Intermediate Similarity NPC250323
0.8448 Intermediate Similarity NPC13482
0.8443 Intermediate Similarity NPC164852
0.8438 Intermediate Similarity NPC471851
0.8425 Intermediate Similarity NPC171460
0.8425 Intermediate Similarity NPC303910
0.8407 Intermediate Similarity NPC261573
0.8407 Intermediate Similarity NPC8931
0.8407 Intermediate Similarity NPC120693
0.8403 Intermediate Similarity NPC35797
0.8403 Intermediate Similarity NPC192948
0.8403 Intermediate Similarity NPC147179
0.8376 Intermediate Similarity NPC77772
0.8376 Intermediate Similarity NPC95716
0.8374 Intermediate Similarity NPC120545
0.8348 Intermediate Similarity NPC228737
0.8346 Intermediate Similarity NPC96024
0.8333 Intermediate Similarity NPC308828
0.8333 Intermediate Similarity NPC219112
0.8333 Intermediate Similarity NPC308311
0.8333 Intermediate Similarity NPC471924
0.8333 Intermediate Similarity NPC38893
0.8333 Intermediate Similarity NPC471668
0.8333 Intermediate Similarity NPC471928
0.8333 Intermediate Similarity NPC477137
0.8333 Intermediate Similarity NPC471925
0.8321 Intermediate Similarity NPC477596
0.832 Intermediate Similarity NPC474766
0.8308 Intermediate Similarity NPC477139
0.8308 Intermediate Similarity NPC78307
0.8306 Intermediate Similarity NPC321402
0.8306 Intermediate Similarity NPC91478
0.8305 Intermediate Similarity NPC286222
0.8305 Intermediate Similarity NPC46940
0.8295 Intermediate Similarity NPC476847
0.8293 Intermediate Similarity NPC190971
0.8293 Intermediate Similarity NPC474175
0.8281 Intermediate Similarity NPC206028
0.8264 Intermediate Similarity NPC16030
0.8264 Intermediate Similarity NPC172219
0.8264 Intermediate Similarity NPC477136
0.8264 Intermediate Similarity NPC471926
0.8264 Intermediate Similarity NPC304510
0.8261 Intermediate Similarity NPC188677
0.8254 Intermediate Similarity NPC137416
0.8244 Intermediate Similarity NPC202225
0.8244 Intermediate Similarity NPC477594
0.8235 Intermediate Similarity NPC715
0.8231 Intermediate Similarity NPC165612
0.822 Intermediate Similarity NPC470770
0.822 Intermediate Similarity NPC471188
0.822 Intermediate Similarity NPC266937
0.8211 Intermediate Similarity NPC68339
0.8203 Intermediate Similarity NPC3009
0.8197 Intermediate Similarity NPC469609
0.8197 Intermediate Similarity NPC471671
0.819 Intermediate Similarity NPC151477
0.8182 Intermediate Similarity NPC92
0.8182 Intermediate Similarity NPC469663
0.8182 Intermediate Similarity NPC141001
0.8182 Intermediate Similarity NPC153088
0.8182 Intermediate Similarity NPC43353
0.8175 Intermediate Similarity NPC75432
0.8168 Intermediate Similarity NPC475346
0.8168 Intermediate Similarity NPC111845
0.8168 Intermediate Similarity NPC475457
0.8168 Intermediate Similarity NPC18982
0.8168 Intermediate Similarity NPC49742
0.8168 Intermediate Similarity NPC475627
0.8167 Intermediate Similarity NPC471534
0.8162 Intermediate Similarity NPC477209
0.816 Intermediate Similarity NPC164947
0.816 Intermediate Similarity NPC282577
0.8154 Intermediate Similarity NPC243305
0.8154 Intermediate Similarity NPC291001
0.8151 Intermediate Similarity NPC62867
0.8151 Intermediate Similarity NPC177962
0.8142 Intermediate Similarity NPC211885
0.814 Intermediate Similarity NPC25736
0.814 Intermediate Similarity NPC131684
0.8136 Intermediate Similarity NPC475002
0.8136 Intermediate Similarity NPC95126
0.8134 Intermediate Similarity NPC234548
0.8134 Intermediate Similarity NPC248287
0.813 Intermediate Similarity NPC126002
0.813 Intermediate Similarity NPC469644
0.813 Intermediate Similarity NPC93071
0.8125 Intermediate Similarity NPC260000
0.8125 Intermediate Similarity NPC471530
0.812 Intermediate Similarity NPC193358
0.8103 Intermediate Similarity NPC29989
0.8103 Intermediate Similarity NPC70843
0.8103 Intermediate Similarity NPC95178
0.8103 Intermediate Similarity NPC69332
0.8102 Intermediate Similarity NPC477207
0.8099 Intermediate Similarity NPC322197
0.8095 Intermediate Similarity NPC273683
0.8087 Intermediate Similarity NPC254965
0.8087 Intermediate Similarity NPC327811
0.808 Intermediate Similarity NPC475166
0.807 Intermediate Similarity NPC472585
0.8065 Intermediate Similarity NPC260832
0.8065 Intermediate Similarity NPC135467
0.8062 Intermediate Similarity NPC48248
0.8062 Intermediate Similarity NPC229894
0.806 Intermediate Similarity NPC477592
0.806 Intermediate Similarity NPC471152
0.806 Intermediate Similarity NPC475957
0.8053 Intermediate Similarity NPC280869
0.8053 Intermediate Similarity NPC92730
0.8051 Intermediate Similarity NPC58865
0.8051 Intermediate Similarity NPC88141
0.8047 Intermediate Similarity NPC471935
0.8047 Intermediate Similarity NPC471929
0.8047 Intermediate Similarity NPC471930
0.8045 Intermediate Similarity NPC103082
0.8036 Intermediate Similarity NPC202986
0.8034 Intermediate Similarity NPC320439
0.8033 Intermediate Similarity NPC33900
0.8033 Intermediate Similarity NPC477453
0.8031 Intermediate Similarity NPC471927
0.8031 Intermediate Similarity NPC164014
0.8031 Intermediate Similarity NPC173978
0.803 Intermediate Similarity NPC476282
0.803 Intermediate Similarity NPC138472
0.8017 Intermediate Similarity NPC117115
0.8016 Intermediate Similarity NPC297057
0.8016 Intermediate Similarity NPC478058
0.8016 Intermediate Similarity NPC300274
0.8015 Intermediate Similarity NPC72669
0.8015 Intermediate Similarity NPC474517
0.8015 Intermediate Similarity NPC18798
0.8 Intermediate Similarity NPC117899
0.8 Intermediate Similarity NPC469680
0.8 Intermediate Similarity NPC469681
0.8 Intermediate Similarity NPC477593
0.8 Intermediate Similarity NPC231717
0.8 Intermediate Similarity NPC228425
0.8 Intermediate Similarity NPC471974
0.8 Intermediate Similarity NPC99731
0.7985 Intermediate Similarity NPC7464

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC318552 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
1.0 High Similarity NPD3019 Approved
0.9823 High Similarity NPD2932 Approved
0.9231 High Similarity NPD3023 Approved
0.9231 High Similarity NPD3026 Approved
0.9224 High Similarity NPD3024 Approved
0.9224 High Similarity NPD3025 Approved
0.888 High Similarity NPD6663 Approved
0.8862 High Similarity NPD5736 Approved
0.8814 High Similarity NPD3091 Approved
0.8667 High Similarity NPD4059 Approved
0.8525 High Similarity NPD3092 Approved
0.8361 Intermediate Similarity NPD3095 Discontinued
0.8295 Intermediate Similarity NPD8032 Phase 2
0.8254 Intermediate Similarity NPD3094 Phase 2
0.8162 Intermediate Similarity NPD7910 Clinical (unspecified phase)
0.808 Intermediate Similarity NPD1201 Approved
0.8053 Intermediate Similarity NPD3020 Approved
0.7907 Intermediate Similarity NPD4624 Approved
0.7857 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.784 Intermediate Similarity NPD1651 Approved
0.7829 Intermediate Similarity NPD1470 Approved
0.7826 Intermediate Similarity NPD8166 Discontinued
0.782 Intermediate Similarity NPD4140 Approved
0.7788 Intermediate Similarity NPD2859 Approved
0.7788 Intermediate Similarity NPD2860 Approved
0.7752 Intermediate Similarity NPD1283 Approved
0.775 Intermediate Similarity NPD3022 Approved
0.775 Intermediate Similarity NPD3021 Approved
0.7731 Intermediate Similarity NPD2342 Discontinued
0.7721 Intermediate Similarity NPD3299 Clinical (unspecified phase)
0.7705 Intermediate Similarity NPD7635 Approved
0.7699 Intermediate Similarity NPD2933 Approved
0.7699 Intermediate Similarity NPD2934 Approved
0.7698 Intermediate Similarity NPD4093 Discontinued
0.7687 Intermediate Similarity NPD3620 Phase 2
0.7687 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7676 Intermediate Similarity NPD6273 Approved
0.7674 Intermediate Similarity NPD5327 Phase 3
0.7638 Intermediate Similarity NPD1751 Approved
0.7591 Intermediate Similarity NPD7743 Approved
0.7591 Intermediate Similarity NPD7742 Approved
0.7581 Intermediate Similarity NPD5951 Approved
0.7565 Intermediate Similarity NPD288 Approved
0.7559 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7538 Intermediate Similarity NPD1755 Approved
0.7521 Intermediate Similarity NPD289 Clinical (unspecified phase)
0.7519 Intermediate Similarity NPD2606 Approved
0.7519 Intermediate Similarity NPD1281 Approved
0.7519 Intermediate Similarity NPD2605 Approved
0.75 Intermediate Similarity NPD2286 Discontinued
0.75 Intermediate Similarity NPD5735 Approved
0.7481 Intermediate Similarity NPD1876 Approved
0.7478 Intermediate Similarity NPD1809 Phase 2
0.7478 Intermediate Similarity NPD844 Approved
0.7464 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7463 Intermediate Similarity NPD5155 Approved
0.7463 Intermediate Similarity NPD5156 Approved
0.746 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD7003 Approved
0.7445 Intermediate Similarity NPD6353 Approved
0.7444 Intermediate Similarity NPD3636 Approved
0.7444 Intermediate Similarity NPD3635 Approved
0.7444 Intermediate Similarity NPD3637 Approved
0.741 Intermediate Similarity NPD6099 Approved
0.741 Intermediate Similarity NPD5405 Approved
0.741 Intermediate Similarity NPD5404 Approved
0.741 Intermediate Similarity NPD6100 Approved
0.741 Intermediate Similarity NPD5406 Approved
0.741 Intermediate Similarity NPD5408 Approved
0.7407 Intermediate Similarity NPD3764 Approved
0.7402 Intermediate Similarity NPD7610 Discontinued
0.7388 Intermediate Similarity NPD3594 Approved
0.7388 Intermediate Similarity NPD3595 Approved
0.7376 Intermediate Similarity NPD3638 Discontinued
0.7368 Intermediate Similarity NPD2195 Approved
0.7368 Intermediate Similarity NPD2194 Approved
0.7347 Intermediate Similarity NPD7028 Phase 2
0.7319 Intermediate Similarity NPD4097 Suspended
0.7317 Intermediate Similarity NPD1792 Phase 2
0.7317 Intermediate Similarity NPD4750 Phase 3
0.7304 Intermediate Similarity NPD845 Approved
0.7293 Intermediate Similarity NPD4339 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD7390 Discontinued
0.7273 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7231 Intermediate Similarity NPD7163 Clinical (unspecified phase)
0.7231 Intermediate Similarity NPD4626 Approved
0.7222 Intermediate Similarity NPD2229 Approved
0.7222 Intermediate Similarity NPD2228 Approved
0.7222 Intermediate Similarity NPD2234 Approved
0.7206 Intermediate Similarity NPD7095 Approved
0.7203 Intermediate Similarity NPD4110 Phase 3
0.7203 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD3972 Approved
0.7174 Intermediate Similarity NPD2979 Phase 3
0.7165 Intermediate Similarity NPD2629 Approved
0.7123 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7121 Intermediate Similarity NPD5350 Clinical (unspecified phase)
0.7121 Intermediate Similarity NPD5351 Clinical (unspecified phase)
0.7109 Intermediate Similarity NPD255 Approved
0.7109 Intermediate Similarity NPD256 Approved
0.7103 Intermediate Similarity NPD3300 Phase 2
0.7099 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7094 Intermediate Similarity NPD1693 Approved
0.7083 Intermediate Similarity NPD1242 Phase 1
0.7073 Intermediate Similarity NPD1445 Approved
0.7073 Intermediate Similarity NPD1444 Approved
0.7068 Intermediate Similarity NPD1608 Approved
0.7059 Intermediate Similarity NPD2861 Phase 2
0.7054 Intermediate Similarity NPD111 Approved
0.705 Intermediate Similarity NPD4060 Phase 1
0.7037 Intermediate Similarity NPD1164 Approved
0.7037 Intermediate Similarity NPD2797 Approved
0.7025 Intermediate Similarity NPD846 Approved
0.7025 Intermediate Similarity NPD940 Approved
0.7008 Intermediate Similarity NPD7094 Approved
0.7008 Intermediate Similarity NPD6858 Approved
0.7007 Intermediate Similarity NPD3645 Discontinued
0.7007 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6355 Discontinued
0.7 Intermediate Similarity NPD3657 Discovery
0.7 Intermediate Similarity NPD2066 Phase 3
0.6993 Remote Similarity NPD4725 Approved
0.6993 Remote Similarity NPD4726 Approved
0.6993 Remote Similarity NPD4721 Approved
0.6985 Remote Similarity NPD2798 Approved
0.697 Remote Similarity NPD4589 Approved
0.6966 Remote Similarity NPD6398 Clinical (unspecified phase)
0.696 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6957 Remote Similarity NPD5952 Clinical (unspecified phase)
0.695 Remote Similarity NPD4579 Clinical (unspecified phase)
0.6947 Remote Similarity NPD7009 Phase 2
0.694 Remote Similarity NPD4878 Approved
0.6933 Remote Similarity NPD7458 Discontinued
0.6929 Remote Similarity NPD6124 Clinical (unspecified phase)
0.6923 Remote Similarity NPD8127 Discontinued
0.6923 Remote Similarity NPD7325 Clinical (unspecified phase)
0.6923 Remote Similarity NPD2531 Phase 2
0.6923 Remote Similarity NPD2438 Suspended
0.6923 Remote Similarity NPD2935 Discontinued
0.6923 Remote Similarity NPD1088 Approved
0.6918 Remote Similarity NPD8131 Suspended
0.6913 Remote Similarity NPD5699 Approved
0.6908 Remote Similarity NPD37 Approved
0.6906 Remote Similarity NPD3268 Approved
0.6894 Remote Similarity NPD5585 Approved
0.6894 Remote Similarity NPD5691 Approved
0.6889 Remote Similarity NPD4379 Clinical (unspecified phase)
0.688 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6875 Remote Similarity NPD2346 Discontinued
0.6861 Remote Similarity NPD258 Approved
0.6861 Remote Similarity NPD257 Approved
0.6853 Remote Similarity NPD2799 Discontinued
0.6842 Remote Similarity NPD17 Approved
0.6838 Remote Similarity NPD6696 Suspended
0.6835 Remote Similarity NPD7008 Discontinued
0.6835 Remote Similarity NPD4625 Phase 3
0.6829 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6829 Remote Similarity NPD5700 Clinical (unspecified phase)
0.6829 Remote Similarity NPD1929 Approved
0.6829 Remote Similarity NPD1930 Approved
0.6828 Remote Similarity NPD7037 Approved
0.6822 Remote Similarity NPD5283 Phase 1
0.6822 Remote Similarity NPD7159 Clinical (unspecified phase)
0.6818 Remote Similarity NPD5303 Approved
0.6818 Remote Similarity NPD2226 Clinical (unspecified phase)
0.6818 Remote Similarity NPD8438 Clinical (unspecified phase)
0.6818 Remote Similarity NPD5304 Approved
0.6818 Remote Similarity NPD7741 Discontinued
0.6809 Remote Similarity NPD6346 Approved
0.6809 Remote Similarity NPD943 Approved
0.6807 Remote Similarity NPD688 Clinical (unspecified phase)
0.6806 Remote Similarity NPD4477 Approved
0.6806 Remote Similarity NPD4476 Approved
0.6803 Remote Similarity NPD3028 Approved
0.6795 Remote Similarity NPD6234 Discontinued
0.6794 Remote Similarity NPD9568 Approved
0.6791 Remote Similarity NPD3847 Discontinued
0.6786 Remote Similarity NPD6798 Discontinued
0.6774 Remote Similarity NPD4967 Phase 2
0.6774 Remote Similarity NPD4965 Approved
0.6774 Remote Similarity NPD5909 Discontinued
0.6774 Remote Similarity NPD4966 Approved
0.6769 Remote Similarity NPD497 Approved
0.6769 Remote Similarity NPD1791 Approved
0.6769 Remote Similarity NPD1793 Approved
0.6763 Remote Similarity NPD2614 Approved
0.6759 Remote Similarity NPD2344 Approved
0.6759 Remote Similarity NPD5763 Approved
0.6759 Remote Similarity NPD5762 Approved
0.6757 Remote Similarity NPD7236 Approved
0.6752 Remote Similarity NPD1089 Approved
0.6752 Remote Similarity NPD1086 Approved
0.6752 Remote Similarity NPD1090 Approved
0.6744 Remote Similarity NPD5535 Approved
0.6741 Remote Similarity NPD1535 Discovery
0.6739 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6739 Remote Similarity NPD6584 Phase 3
0.6736 Remote Similarity NPD7305 Phase 1
0.6735 Remote Similarity NPD4628 Phase 3
0.6735 Remote Similarity NPD3750 Approved

Structure

External Identifiers

PubChem CID   6710658
ChEMBL   CHEMBL32152
ZINC  

Physicochemical Properties

Molecular Weight:  270.16
ALogP:  0.0998
MLogP:  3.22
XLogP:  4.039
# Rotatable Bonds:  2
Polar Surface Area:  37.3
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  20

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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