Natural Product: NPC471187

Natural Product ID:  NPC471187
Common Name:   12,16-Dihydroxy-8,11,13-Abietatrien-3-One
IUPAC Name:   (4aS,10aR)-6-hydroxy-7-(1-hydroxypropan-2-yl)-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3H-phenanthren-2-one
Synonyms:  
Molecular Formula:   C20H28O3
Standard InCHIKey:  VDYIVCZMMUWJGH-ZSUJMJGWSA-N
Standard InCHI:  InChI=1S/C20H28O3/c1-12(11-21)14-9-13-5-6-17-19(2,3)18(23)7-8-20(17,4)15(13)10-16(14)22/h9-10,12,17,21-22H,5-8,11H2,1-4H3/t12?,17-,20+/m0/s1
Canonical SMILES:  OCC(c1cc2CC[C@@H]3[C@](c2cc1O)(C)CCC(=O)C3(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
NPO32493 euonymus lutchuensis Species Celastraceae Eukaryota PMID[23755851]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT393 Cell Line HCT-116 Homo sapiens IC50 < 5 ug/ml 26034885
NPT168 Cell Line P388 Mus musculus IC50 < 5 ug/ml 15387655
NPT116 Cell Line HL-60 Homo sapiens IC50 < 5 ug/ml 18710917

  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 NPC471187 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
0.9746 High Similarity NPC181334
0.9576 High Similarity NPC11250
0.9496 High Similarity NPC198014
0.9407 High Similarity NPC259703
0.9407 High Similarity NPC32322
0.9355 High Similarity NPC471851
0.9339 High Similarity NPC137750
0.9339 High Similarity NPC87985
0.9328 High Similarity NPC162935
0.9328 High Similarity NPC154696
0.9328 High Similarity NPC253627
0.9328 High Similarity NPC249340
0.925 High Similarity NPC176208
0.9224 High Similarity NPC192948
0.9224 High Similarity NPC35797
0.9145 High Similarity NPC477137
0.9145 High Similarity NPC308311
0.9145 High Similarity NPC38893
0.9134 High Similarity NPC202225
0.9106 High Similarity NPC71610
0.9091 High Similarity NPC121168
0.9083 High Similarity NPC241001
0.9076 High Similarity NPC469644
0.9068 High Similarity NPC172219
0.9068 High Similarity NPC304510
0.9055 High Similarity NPC78307
0.9032 High Similarity NPC84672
0.9032 High Similarity NPC69424
0.9032 High Similarity NPC176130
0.9032 High Similarity NPC78364
0.9 High Similarity NPC190501
0.9 High Similarity NPC478121
0.9 High Similarity NPC318552
0.8992 High Similarity NPC471671
0.8983 High Similarity NPC92
0.8983 High Similarity NPC219112
0.8983 High Similarity NPC308828
0.8983 High Similarity NPC469663
0.8974 High Similarity NPC268160
0.8968 High Similarity NPC108129
0.8917 High Similarity NPC42657
0.8908 High Similarity NPC477136
0.8906 High Similarity NPC477139
0.8898 High Similarity NPC476847
0.8898 High Similarity NPC147179
0.8889 High Similarity NPC206028
0.8889 High Similarity NPC276238
0.888 High Similarity NPC72667
0.888 High Similarity NPC262936
0.888 High Similarity NPC30491
0.8879 High Similarity NPC260323
0.8879 High Similarity NPC176279
0.8833 High Similarity NPC469609
0.8828 High Similarity NPC165612
0.881 High Similarity NPC3009
0.88 High Similarity NPC254492
0.8793 High Similarity NPC132720
0.879 High Similarity NPC199273
0.8779 High Similarity NPC475957
0.876 High Similarity NPC49742
0.875 High Similarity NPC291001
0.874 High Similarity NPC171460
0.874 High Similarity NPC303910
0.8678 High Similarity NPC154030
0.8667 High Similarity NPC471668
0.8655 High Similarity NPC195922
0.8644 High Similarity NPC250323
0.864 High Similarity NPC15127
0.8632 High Similarity NPC141782
0.8626 High Similarity NPC103082
0.8618 High Similarity NPC164852
0.8607 High Similarity NPC473974
0.8607 High Similarity NPC31296
0.8607 High Similarity NPC258366
0.8607 High Similarity NPC79933
0.8582 High Similarity NPC471853
0.856 High Similarity NPC273683
0.8559 High Similarity NPC471188
0.8537 High Similarity NPC135467
0.8537 High Similarity NPC260832
0.8534 High Similarity NPC151477
0.8516 High Similarity NPC96024
0.8504 High Similarity NPC269598
0.8492 Intermediate Similarity NPC152525
0.8492 Intermediate Similarity NPC75432
0.8492 Intermediate Similarity NPC68756
0.8487 Intermediate Similarity NPC286222
0.8487 Intermediate Similarity NPC228425
0.8487 Intermediate Similarity NPC46940
0.848 Intermediate Similarity NPC282577
0.8475 Intermediate Similarity NPC13482
0.8473 Intermediate Similarity NPC314048
0.8473 Intermediate Similarity NPC111845
0.8455 Intermediate Similarity NPC182240
0.8455 Intermediate Similarity NPC151197
0.8455 Intermediate Similarity NPC93071
0.8455 Intermediate Similarity NPC126002
0.845 Intermediate Similarity NPC131684
0.8444 Intermediate Similarity NPC3218
0.8417 Intermediate Similarity NPC715
0.8413 Intermediate Similarity NPC275145
0.8409 Intermediate Similarity NPC293454
0.8403 Intermediate Similarity NPC77772
0.8403 Intermediate Similarity NPC95716
0.8387 Intermediate Similarity NPC473136
0.8385 Intermediate Similarity NPC253488
0.8385 Intermediate Similarity NPC470725
0.8382 Intermediate Similarity NPC272907
0.8382 Intermediate Similarity NPC2681
0.8376 Intermediate Similarity NPC228737
0.8374 Intermediate Similarity NPC48342
0.8374 Intermediate Similarity NPC164649
0.8374 Intermediate Similarity NPC328694
0.8362 Intermediate Similarity NPC117115
0.8359 Intermediate Similarity NPC325294
0.8359 Intermediate Similarity NPC321822
0.8346 Intermediate Similarity NPC74507
0.8346 Intermediate Similarity NPC234890
0.8346 Intermediate Similarity NPC153088
0.8333 Intermediate Similarity NPC138472
0.8333 Intermediate Similarity NPC471794
0.8333 Intermediate Similarity NPC475457
0.8333 Intermediate Similarity NPC478058
0.8333 Intermediate Similarity NPC18982
0.8333 Intermediate Similarity NPC52407
0.8333 Intermediate Similarity NPC476282
0.8333 Intermediate Similarity NPC475346
0.8333 Intermediate Similarity NPC475627
0.8321 Intermediate Similarity NPC93015
0.8321 Intermediate Similarity NPC243305
0.8321 Intermediate Similarity NPC85342
0.8321 Intermediate Similarity NPC248068
0.8321 Intermediate Similarity NPC258073
0.832 Intermediate Similarity NPC328504
0.832 Intermediate Similarity NPC21216
0.8305 Intermediate Similarity NPC11554
0.8295 Intermediate Similarity NPC471077
0.8293 Intermediate Similarity NPC16030
0.8291 Intermediate Similarity NPC21594
0.8284 Intermediate Similarity NPC472308
0.8281 Intermediate Similarity NPC123506
0.8279 Intermediate Similarity NPC469719
0.8271 Intermediate Similarity NPC27394
0.8271 Intermediate Similarity NPC213122
0.8261 Intermediate Similarity NPC478164
0.8261 Intermediate Similarity NPC100242
0.8254 Intermediate Similarity NPC31936
0.825 Intermediate Similarity NPC470770
0.825 Intermediate Similarity NPC266937
0.825 Intermediate Similarity NPC471189
0.825 Intermediate Similarity NPC322753
0.825 Intermediate Similarity NPC151537
0.8244 Intermediate Similarity NPC199253
0.8244 Intermediate Similarity NPC136588
0.824 Intermediate Similarity NPC133389
0.824 Intermediate Similarity NPC183339
0.824 Intermediate Similarity NPC234337
0.8235 Intermediate Similarity NPC58865
0.8231 Intermediate Similarity NPC48248
0.8217 Intermediate Similarity NPC43000
0.8217 Intermediate Similarity NPC100414
0.8214 Intermediate Similarity NPC143685
0.8211 Intermediate Similarity NPC141001
0.8211 Intermediate Similarity NPC247858
0.8211 Intermediate Similarity NPC474358
0.8211 Intermediate Similarity NPC257540
0.8211 Intermediate Similarity NPC474387
0.8211 Intermediate Similarity NPC154511
0.8211 Intermediate Similarity NPC137496
0.8209 Intermediate Similarity NPC279463
0.8205 Intermediate Similarity NPC471186
0.8203 Intermediate Similarity NPC173978
0.8201 Intermediate Similarity NPC126707
0.8197 Intermediate Similarity NPC471534
0.8195 Intermediate Similarity NPC59459
0.8189 Intermediate Similarity NPC71094
0.8189 Intermediate Similarity NPC152946
0.8188 Intermediate Similarity NPC308572
0.8188 Intermediate Similarity NPC474961
0.8188 Intermediate Similarity NPC477209
0.8182 Intermediate Similarity NPC177962
0.8182 Intermediate Similarity NPC164295
0.8182 Intermediate Similarity NPC302371
0.8182 Intermediate Similarity NPC62867
0.8182 Intermediate Similarity NPC72669
0.8182 Intermediate Similarity NPC41847
0.8182 Intermediate Similarity NPC474517
0.8175 Intermediate Similarity NPC474175
0.8154 Intermediate Similarity NPC476536
0.8154 Intermediate Similarity NPC471530
0.8154 Intermediate Similarity NPC108164
0.8148 Intermediate Similarity NPC471670
0.8145 Intermediate Similarity NPC299180
0.8143 Intermediate Similarity NPC478160
0.814 Intermediate Similarity NPC76119
0.814 Intermediate Similarity NPC131799
0.814 Intermediate Similarity NPC124030
0.814 Intermediate Similarity NPC4286
0.814 Intermediate Similarity NPC137416
0.8129 Intermediate Similarity NPC477207

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471187 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
0.9 High Similarity NPD3019 Approved
0.8843 High Similarity NPD2932 Approved
0.8374 Intermediate Similarity NPD3091 Approved
0.8321 Intermediate Similarity NPD6663 Approved
0.832 Intermediate Similarity NPD3026 Approved
0.832 Intermediate Similarity NPD3023 Approved
0.8306 Intermediate Similarity NPD3025 Approved
0.8306 Intermediate Similarity NPD3024 Approved
0.8295 Intermediate Similarity NPD5736 Approved
0.811 Intermediate Similarity NPD3092 Approved
0.8033 Intermediate Similarity NPD7635 Approved
0.8 Intermediate Similarity NPD3094 Phase 2
0.7969 Intermediate Similarity NPD1201 Approved
0.7953 Intermediate Similarity NPD3095 Discontinued
0.7917 Intermediate Similarity NPD2342 Discontinued
0.7874 Intermediate Similarity NPD1651 Approved
0.7812 Intermediate Similarity NPD4059 Approved
0.7801 Intermediate Similarity NPD7910 Clinical (unspecified phase)
0.7786 Intermediate Similarity NPD1283 Approved
0.7762 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7754 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7734 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.773 Intermediate Similarity NPD7003 Approved
0.773 Intermediate Similarity NPD8166 Discontinued
0.7727 Intermediate Similarity NPD1470 Approved
0.7692 Intermediate Similarity NPD7390 Discontinued
0.7672 Intermediate Similarity NPD1809 Phase 2
0.7627 Intermediate Similarity NPD3020 Approved
0.7626 Intermediate Similarity NPD3299 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD288 Approved
0.7571 Intermediate Similarity NPD6100 Approved
0.7571 Intermediate Similarity NPD5404 Approved
0.7571 Intermediate Similarity NPD5405 Approved
0.7571 Intermediate Similarity NPD6099 Approved
0.7571 Intermediate Similarity NPD5408 Approved
0.7571 Intermediate Similarity NPD5406 Approved
0.7563 Intermediate Similarity NPD289 Clinical (unspecified phase)
0.7557 Intermediate Similarity NPD1281 Approved
0.7538 Intermediate Similarity NPD4626 Approved
0.7521 Intermediate Similarity NPD844 Approved
0.7518 Intermediate Similarity NPD8032 Phase 2
0.75 Intermediate Similarity NPD4750 Phase 3
0.7482 Intermediate Similarity NPD4097 Suspended
0.748 Intermediate Similarity NPD5951 Approved
0.7464 Intermediate Similarity NPD4140 Approved
0.7464 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7464 Intermediate Similarity NPD3620 Phase 2
0.7464 Intermediate Similarity NPD2979 Phase 3
0.7444 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD2286 Discontinued
0.7381 Intermediate Similarity NPD6124 Clinical (unspecified phase)
0.7373 Intermediate Similarity NPD2859 Approved
0.7373 Intermediate Similarity NPD2860 Approved
0.7364 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.736 Intermediate Similarity NPD3021 Approved
0.736 Intermediate Similarity NPD3022 Approved
0.735 Intermediate Similarity NPD845 Approved
0.7347 Intermediate Similarity NPD6273 Approved
0.7338 Intermediate Similarity NPD4060 Phase 1
0.7328 Intermediate Similarity NPD5691 Approved
0.7328 Intermediate Similarity NPD4093 Discontinued
0.7315 Intermediate Similarity NPD7458 Discontinued
0.7288 Intermediate Similarity NPD2934 Approved
0.7288 Intermediate Similarity NPD2933 Approved
0.7279 Intermediate Similarity NPD4624 Approved
0.7279 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD1751 Approved
0.7266 Intermediate Similarity NPD7159 Clinical (unspecified phase)
0.7254 Intermediate Similarity NPD7742 Approved
0.7254 Intermediate Similarity NPD7743 Approved
0.7209 Intermediate Similarity NPD2629 Approved
0.7203 Intermediate Similarity NPD2935 Discontinued
0.72 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7185 Intermediate Similarity NPD1755 Approved
0.7185 Intermediate Similarity NPD5327 Phase 3
0.7174 Intermediate Similarity NPD2606 Approved
0.7174 Intermediate Similarity NPD2605 Approved
0.7171 Intermediate Similarity NPD37 Approved
0.7164 Intermediate Similarity NPD5351 Clinical (unspecified phase)
0.7164 Intermediate Similarity NPD5350 Clinical (unspecified phase)
0.7163 Intermediate Similarity NPD5735 Approved
0.7162 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD5700 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD2346 Discontinued
0.7143 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD3300 Phase 2
0.7143 Intermediate Similarity NPD7163 Clinical (unspecified phase)
0.7132 Intermediate Similarity NPD6696 Suspended
0.7132 Intermediate Similarity NPD4869 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7122 Intermediate Similarity NPD5155 Approved
0.7122 Intermediate Similarity NPD5156 Approved
0.7111 Intermediate Similarity NPD3972 Approved
0.7101 Intermediate Similarity NPD4208 Discontinued
0.7101 Intermediate Similarity NPD3636 Approved
0.7101 Intermediate Similarity NPD3637 Approved
0.7101 Intermediate Similarity NPD3635 Approved
0.7099 Intermediate Similarity NPD7325 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD2438 Suspended
0.7083 Intermediate Similarity NPD2531 Phase 2
0.7083 Intermediate Similarity NPD4476 Approved
0.7083 Intermediate Similarity NPD4477 Approved
0.708 Intermediate Similarity NPD1164 Approved
0.7077 Intermediate Similarity NPD497 Approved
0.707 Intermediate Similarity NPD6959 Discontinued
0.7055 Intermediate Similarity NPD3638 Discontinued
0.705 Intermediate Similarity NPD3594 Approved
0.705 Intermediate Similarity NPD3595 Approved
0.7032 Intermediate Similarity NPD4967 Phase 2
0.7032 Intermediate Similarity NPD4966 Approved
0.7032 Intermediate Similarity NPD4965 Approved
0.7029 Intermediate Similarity NPD2194 Approved
0.7029 Intermediate Similarity NPD2195 Approved
0.7023 Intermediate Similarity NPD3317 Approved
0.7015 Intermediate Similarity NPD1778 Approved
0.7015 Intermediate Similarity NPD4589 Approved
0.7007 Intermediate Similarity NPD3400 Discontinued
0.7 Intermediate Similarity NPD7008 Discontinued
0.7 Intermediate Similarity NPD495 Approved
0.7 Intermediate Similarity NPD496 Approved
0.7 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7473 Discontinued
0.7 Intermediate Similarity NPD498 Approved
0.7 Intermediate Similarity NPD4625 Phase 3
0.6993 Remote Similarity NPD6353 Approved
0.6978 Remote Similarity NPD2861 Phase 2
0.6974 Remote Similarity NPD3226 Approved
0.697 Remote Similarity NPD7340 Approved
0.6957 Remote Similarity NPD2797 Approved
0.6953 Remote Similarity NPD1792 Phase 2
0.695 Remote Similarity NPD4907 Clinical (unspecified phase)
0.695 Remote Similarity NPD3764 Approved
0.695 Remote Similarity NPD6798 Discontinued
0.6943 Remote Similarity NPD6234 Discontinued
0.694 Remote Similarity NPD5585 Approved
0.6939 Remote Similarity NPD5698 Clinical (unspecified phase)
0.6939 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6935 Remote Similarity NPD846 Approved
0.6935 Remote Similarity NPD940 Approved
0.6933 Remote Similarity NPD2532 Approved
0.6933 Remote Similarity NPD2534 Approved
0.6933 Remote Similarity NPD2533 Approved
0.6923 Remote Similarity NPD6355 Discontinued
0.6918 Remote Similarity NPD6232 Discontinued
0.6906 Remote Similarity NPD2798 Approved
0.6899 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6897 Remote Similarity NPD2799 Discontinued
0.6892 Remote Similarity NPD4110 Phase 3
0.6892 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6892 Remote Similarity NPD4628 Phase 3
0.6884 Remote Similarity NPD1876 Approved
0.6879 Remote Similarity NPD7095 Approved
0.687 Remote Similarity NPD2234 Approved
0.687 Remote Similarity NPD2228 Approved
0.687 Remote Similarity NPD1398 Phase 1
0.687 Remote Similarity NPD2229 Approved
0.6866 Remote Similarity NPD5303 Approved
0.6866 Remote Similarity NPD5304 Approved
0.6855 Remote Similarity NPD8127 Discontinued
0.6842 Remote Similarity NPD7427 Discontinued
0.6835 Remote Similarity NPD4339 Clinical (unspecified phase)
0.6831 Remote Similarity NPD3268 Approved
0.6824 Remote Similarity NPD6674 Discontinued
0.6821 Remote Similarity NPD4160 Clinical (unspecified phase)
0.6821 Remote Similarity NPD3645 Discontinued
0.6821 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6818 Remote Similarity NPD7028 Phase 2
0.6812 Remote Similarity NPD4749 Approved
0.681 Remote Similarity NPD5844 Phase 1
0.6809 Remote Similarity NPD4207 Discontinued
0.6809 Remote Similarity NPD4908 Phase 1
0.6803 Remote Similarity NPD4726 Approved
0.6803 Remote Similarity NPD4721 Approved
0.6803 Remote Similarity NPD4725 Approved
0.6795 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6795 Remote Similarity NPD7819 Suspended
0.6791 Remote Similarity NPD7610 Discontinued
0.6788 Remote Similarity NPD1611 Approved
0.6774 Remote Similarity NPD2066 Phase 3
0.6768 Remote Similarity NPD5190 Phase 2
0.6767 Remote Similarity NPD6671 Approved
0.6767 Remote Similarity NPD255 Approved
0.6767 Remote Similarity NPD4198 Discontinued
0.6767 Remote Similarity NPD256 Approved
0.6765 Remote Similarity NPD5238 Clinical (unspecified phase)
0.6759 Remote Similarity NPD1607 Approved
0.6759 Remote Similarity NPD4579 Clinical (unspecified phase)
0.6757 Remote Similarity NPD970 Clinical (unspecified phase)
0.6755 Remote Similarity NPD7040 Clinical (unspecified phase)
0.6755 Remote Similarity NPD7041 Phase 2
0.6752 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6748 Remote Similarity NPD7228 Approved
0.6744 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6741 Remote Similarity NPD7330 Discontinued
0.6741 Remote Similarity NPD2226 Clinical (unspecified phase)
0.6739 Remote Similarity NPD2230 Approved
0.6739 Remote Similarity NPD2233 Approved
0.6739 Remote Similarity NPD1608 Approved

Structure

External Identifiers

PubChem CID   71726323
ChEMBL   CHEMBL2386522
ZINC  

Physicochemical Properties

Molecular Weight:  316.20
ALogP:  0.4313
MLogP:  3.33
XLogP:  3.543
# Rotatable Bonds:  8
Polar Surface Area:  57.53
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  23

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs