Natural Product: NPC477970

Natural Product ID:  NPC477970
Common Name:   (1R,5bR,11aS,13R,13aS,13bS)-1-methoxy-5b,8,8,11a,13a-pentamethyl-1,3,5,5a,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydrophenanthro[2,1-e][2]benzofuran-13-ol
IUPAC Name:   (1R,5bR,11aS,13R,13aS,13bS)-1-methoxy-5b,8,8,11a,13a-pentamethyl-1,3,5,5a,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydrophenanthro[2,1-e][2]benzofuran-13-ol
Synonyms:  
Molecular Formula:   C26H42O3
Standard InCHIKey:  BIJAKZXAJWXIHK-QWABTNDYSA-N
Standard InCHI:  InChI=1S/C26H42O3/c1-23(2)11-7-12-24(3)17(23)10-13-25(4)18-9-8-16-15-29-22(28-6)21(16)26(18,5)20(27)14-19(24)25/h8,17-22,27H,7,9-15H2,1-6H3/t17?,18?,19?,20-,21-,22-,24+,25+,26-/m1/s1
Canonical SMILES:  CO[C@@H]1OCC2=CCC3[C@]([C@@H]12)(C)[C@H](O)CC1[C@@]3(C)CCC2[C@]1(C)CCCC2(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
NPO33376 Spongia sp. Species Spongiidae Eukaryota Tong-Yong City in the South Sea, Korea PMID[16905319]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT540 Individual Protein Bile acid receptor FXR Homo sapiens IC50 = 24800 nM 16905319
NPT27 Others Unspecified IC50 = 86900 nM 16905319

  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 NPC477970 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 NPC100892
0.9886 High Similarity NPC189513
0.9775 High Similarity NPC477969
0.9775 High Similarity NPC135224
0.9355 High Similarity NPC477968
0.9355 High Similarity NPC477971
0.9355 High Similarity NPC161527
0.9355 High Similarity NPC20113
0.9355 High Similarity NPC228251
0.9355 High Similarity NPC477972
0.9355 High Similarity NPC219285
0.9213 High Similarity NPC470819
0.9111 High Similarity NPC470817
0.9091 High Similarity NPC173917
0.9032 High Similarity NPC94905
0.9032 High Similarity NPC8954
0.8969 High Similarity NPC222161
0.8764 High Similarity NPC119001
0.8673 High Similarity NPC471888
0.8673 High Similarity NPC471885
0.8673 High Similarity NPC473124
0.8673 High Similarity NPC471886
0.8673 High Similarity NPC473123
0.8673 High Similarity NPC471450
0.8673 High Similarity NPC471887
0.8587 High Similarity NPC477917
0.8586 High Similarity NPC110656
0.8586 High Similarity NPC203354
0.8586 High Similarity NPC93352
0.8586 High Similarity NPC473127
0.8571 High Similarity NPC300399
0.8571 High Similarity NPC238397
0.8571 High Similarity NPC37207
0.8571 High Similarity NPC471482
0.8571 High Similarity NPC471363
0.8571 High Similarity NPC471889
0.8515 High Similarity NPC80210
0.8515 High Similarity NPC38376
0.8485 Intermediate Similarity NPC134270
0.8485 Intermediate Similarity NPC127933
0.8485 Intermediate Similarity NPC475889
0.8485 Intermediate Similarity NPC7644
0.8485 Intermediate Similarity NPC7613
0.8469 Intermediate Similarity NPC176406
0.8462 Intermediate Similarity NPC157441
0.8444 Intermediate Similarity NPC46320
0.8431 Intermediate Similarity NPC195116
0.8431 Intermediate Similarity NPC472901
0.8431 Intermediate Similarity NPC285253
0.8431 Intermediate Similarity NPC250089
0.8431 Intermediate Similarity NPC14630
0.8431 Intermediate Similarity NPC157530
0.8431 Intermediate Similarity NPC221110
0.8431 Intermediate Similarity NPC180459
0.8427 Intermediate Similarity NPC109938
0.8427 Intermediate Similarity NPC122945
0.8421 Intermediate Similarity NPC72817
0.8421 Intermediate Similarity NPC477927
0.8421 Intermediate Similarity NPC305160
0.8416 Intermediate Similarity NPC281939
0.8416 Intermediate Similarity NPC33053
0.84 Intermediate Similarity NPC473207
0.84 Intermediate Similarity NPC470321
0.84 Intermediate Similarity NPC75608
0.84 Intermediate Similarity NPC264867
0.84 Intermediate Similarity NPC201880
0.84 Intermediate Similarity NPC81567
0.8367 Intermediate Similarity NPC146188
0.8367 Intermediate Similarity NPC473790
0.8367 Intermediate Similarity NPC64348
0.8365 Intermediate Similarity NPC12046
0.8365 Intermediate Similarity NPC194951
0.8351 Intermediate Similarity NPC26307
0.8351 Intermediate Similarity NPC97867
0.8351 Intermediate Similarity NPC98112
0.8351 Intermediate Similarity NPC240372
0.835 Intermediate Similarity NPC191439
0.835 Intermediate Similarity NPC103627
0.835 Intermediate Similarity NPC170974
0.8333 Intermediate Similarity NPC472189
0.8333 Intermediate Similarity NPC471372
0.8333 Intermediate Similarity NPC471362
0.8317 Intermediate Similarity NPC172867
0.8317 Intermediate Similarity NPC472900
0.8317 Intermediate Similarity NPC472899
0.8317 Intermediate Similarity NPC252296
0.8317 Intermediate Similarity NPC472898
0.8316 Intermediate Similarity NPC242419
0.8316 Intermediate Similarity NPC235126
0.83 Intermediate Similarity NPC473198
0.83 Intermediate Similarity NPC162354
0.83 Intermediate Similarity NPC120009
0.8298 Intermediate Similarity NPC159876
0.8295 Intermediate Similarity NPC17550
0.8283 Intermediate Similarity NPC470434
0.8283 Intermediate Similarity NPC21568
0.8283 Intermediate Similarity NPC285231
0.8269 Intermediate Similarity NPC65034
0.8269 Intermediate Similarity NPC473021
0.8269 Intermediate Similarity NPC472987
0.8269 Intermediate Similarity NPC110494
0.8269 Intermediate Similarity NPC157474
0.8269 Intermediate Similarity NPC208189
0.8265 Intermediate Similarity NPC234287
0.8265 Intermediate Similarity NPC280825
0.8265 Intermediate Similarity NPC216260
0.8265 Intermediate Similarity NPC5358
0.8261 Intermediate Similarity NPC323209
0.8252 Intermediate Similarity NPC28844
0.8252 Intermediate Similarity NPC473318
0.8252 Intermediate Similarity NPC473328
0.8247 Intermediate Similarity NPC90583
0.8247 Intermediate Similarity NPC171598
0.8242 Intermediate Similarity NPC319238
0.8235 Intermediate Similarity NPC125423
0.8235 Intermediate Similarity NPC109376
0.8235 Intermediate Similarity NPC184512
0.8235 Intermediate Similarity NPC88013
0.8222 Intermediate Similarity NPC304285
0.8202 Intermediate Similarity NPC206062
0.82 Intermediate Similarity NPC136816
0.8191 Intermediate Similarity NPC293044
0.8191 Intermediate Similarity NPC473058
0.819 Intermediate Similarity NPC231797
0.819 Intermediate Similarity NPC473125
0.819 Intermediate Similarity NPC476305
0.8182 Intermediate Similarity NPC473200
0.8182 Intermediate Similarity NPC282669
0.8182 Intermediate Similarity NPC324841
0.8182 Intermediate Similarity NPC469942
0.8182 Intermediate Similarity NPC324598
0.8182 Intermediate Similarity NPC477716
0.8182 Intermediate Similarity NPC7341
0.8182 Intermediate Similarity NPC477721
0.8173 Intermediate Similarity NPC65155
0.8163 Intermediate Similarity NPC476893
0.8163 Intermediate Similarity NPC177818
0.8163 Intermediate Similarity NPC76266
0.8163 Intermediate Similarity NPC243728
0.8163 Intermediate Similarity NPC472188
0.8163 Intermediate Similarity NPC473890
0.8155 Intermediate Similarity NPC217921
0.8155 Intermediate Similarity NPC311223
0.8155 Intermediate Similarity NPC135015
0.8155 Intermediate Similarity NPC224660
0.8155 Intermediate Similarity NPC48548
0.8155 Intermediate Similarity NPC470024
0.8155 Intermediate Similarity NPC128795
0.8144 Intermediate Similarity NPC476894
0.8137 Intermediate Similarity NPC218158
0.8137 Intermediate Similarity NPC470055
0.8137 Intermediate Similarity NPC470056
0.8125 Intermediate Similarity NPC91654
0.8125 Intermediate Similarity NPC67398
0.8125 Intermediate Similarity NPC474792
0.8119 Intermediate Similarity NPC45897
0.8119 Intermediate Similarity NPC213190
0.8119 Intermediate Similarity NPC99627
0.8119 Intermediate Similarity NPC473129
0.8119 Intermediate Similarity NPC281378
0.8113 Intermediate Similarity NPC290608
0.8113 Intermediate Similarity NPC40133
0.8113 Intermediate Similarity NPC44298
0.8113 Intermediate Similarity NPC49413
0.8113 Intermediate Similarity NPC473128
0.8111 Intermediate Similarity NPC476646
0.8105 Intermediate Similarity NPC295668
0.8105 Intermediate Similarity NPC92885
0.8105 Intermediate Similarity NPC471432
0.8105 Intermediate Similarity NPC77796
0.8105 Intermediate Similarity NPC476226
0.8105 Intermediate Similarity NPC471433
0.81 Intermediate Similarity NPC129372
0.81 Intermediate Similarity NPC160734
0.81 Intermediate Similarity NPC472023
0.81 Intermediate Similarity NPC263756
0.81 Intermediate Similarity NPC474022
0.81 Intermediate Similarity NPC88000
0.81 Intermediate Similarity NPC309425
0.81 Intermediate Similarity NPC4831
0.81 Intermediate Similarity NPC47566
0.81 Intermediate Similarity NPC117714
0.81 Intermediate Similarity NPC477717
0.8095 Intermediate Similarity NPC13190
0.8081 Intermediate Similarity NPC471366
0.8081 Intermediate Similarity NPC472186
0.8081 Intermediate Similarity NPC477928
0.8081 Intermediate Similarity NPC158088
0.8081 Intermediate Similarity NPC476800
0.8081 Intermediate Similarity NPC473154
0.8081 Intermediate Similarity NPC476895
0.8081 Intermediate Similarity NPC318917
0.8077 Intermediate Similarity NPC316974
0.8077 Intermediate Similarity NPC40728
0.8077 Intermediate Similarity NPC112457
0.8077 Intermediate Similarity NPC206618
0.8077 Intermediate Similarity NPC128133
0.8073 Intermediate Similarity NPC470914
0.8065 Intermediate Similarity NPC118266
0.8061 Intermediate Similarity NPC73858

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477970 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
0.7723 Intermediate Similarity NPD7638 Approved
0.7692 Intermediate Similarity NPD7645 Phase 2
0.7658 Intermediate Similarity NPD7327 Approved
0.7658 Intermediate Similarity NPD7328 Approved
0.7647 Intermediate Similarity NPD7640 Approved
0.7647 Intermediate Similarity NPD7639 Approved
0.7611 Intermediate Similarity NPD8033 Approved
0.7589 Intermediate Similarity NPD7516 Approved
0.7522 Intermediate Similarity NPD8377 Approved
0.7522 Intermediate Similarity NPD8294 Approved
0.7456 Intermediate Similarity NPD8378 Approved
0.7456 Intermediate Similarity NPD8296 Approved
0.7456 Intermediate Similarity NPD8380 Approved
0.7456 Intermediate Similarity NPD8335 Approved
0.7456 Intermediate Similarity NPD8379 Approved
0.7419 Intermediate Similarity NPD7525 Registered
0.7315 Intermediate Similarity NPD6686 Approved
0.7304 Intermediate Similarity NPD7503 Approved
0.7253 Intermediate Similarity NPD6942 Approved
0.7253 Intermediate Similarity NPD7339 Approved
0.7222 Intermediate Similarity NPD6412 Phase 2
0.7203 Intermediate Similarity NPD7507 Approved
0.7174 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD6928 Phase 2
0.7025 Intermediate Similarity NPD7319 Approved
0.7009 Intermediate Similarity NPD7632 Discontinued
0.6991 Remote Similarity NPD8133 Approved
0.6939 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6937 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6887 Remote Similarity NPD4225 Approved
0.6837 Remote Similarity NPD6695 Phase 3
0.6827 Remote Similarity NPD7748 Approved
0.681 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6807 Remote Similarity NPD6370 Approved
0.6803 Remote Similarity NPD7736 Approved
0.6796 Remote Similarity NPD7515 Phase 2
0.6792 Remote Similarity NPD7902 Approved
0.6771 Remote Similarity NPD6929 Approved
0.6768 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6768 Remote Similarity NPD4786 Approved
0.675 Remote Similarity NPD8328 Phase 3
0.675 Remote Similarity NPD6067 Discontinued
0.6735 Remote Similarity NPD3667 Approved
0.6731 Remote Similarity NPD6399 Phase 3
0.6723 Remote Similarity NPD8516 Approved
0.6723 Remote Similarity NPD8515 Approved
0.6723 Remote Similarity NPD8517 Approved
0.6723 Remote Similarity NPD8513 Phase 3
0.6702 Remote Similarity NPD8264 Approved
0.6701 Remote Similarity NPD6931 Approved
0.6701 Remote Similarity NPD6930 Phase 2
0.6639 Remote Similarity NPD6059 Approved
0.6639 Remote Similarity NPD6054 Approved
0.6637 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6634 Remote Similarity NPD3618 Phase 1
0.6602 Remote Similarity NPD6051 Approved
0.6602 Remote Similarity NPD5328 Approved
0.6596 Remote Similarity NPD6926 Approved
0.6596 Remote Similarity NPD6924 Approved
0.6585 Remote Similarity NPD8293 Discontinued
0.6571 Remote Similarity NPD8171 Discontinued
0.6569 Remote Similarity NPD7750 Discontinued
0.6569 Remote Similarity NPD7524 Approved
0.6562 Remote Similarity NPD5776 Phase 2
0.6562 Remote Similarity NPD6925 Approved
0.6535 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6531 Remote Similarity NPD7514 Phase 3
0.6531 Remote Similarity NPD7332 Phase 2
0.6531 Remote Similarity NPD7509 Discontinued
0.6525 Remote Similarity NPD7115 Discovery
0.6509 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6509 Remote Similarity NPD7900 Approved
0.6495 Remote Similarity NPD7145 Approved
0.6476 Remote Similarity NPD8034 Phase 2
0.6476 Remote Similarity NPD6079 Approved
0.6476 Remote Similarity NPD8035 Phase 2
0.6466 Remote Similarity NPD6882 Approved
0.6465 Remote Similarity NPD6902 Approved
0.6458 Remote Similarity NPD6933 Approved
0.6455 Remote Similarity NPD5344 Discontinued
0.6455 Remote Similarity NPD4159 Approved
0.6446 Remote Similarity NPD6016 Approved
0.6446 Remote Similarity NPD6015 Approved
0.6435 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6423 Remote Similarity NPD7492 Approved
0.6421 Remote Similarity NPD4784 Approved
0.6421 Remote Similarity NPD4785 Approved
0.6415 Remote Similarity NPD4202 Approved
0.6393 Remote Similarity NPD5988 Approved
0.6392 Remote Similarity NPD6932 Approved
0.6387 Remote Similarity NPD6009 Approved
0.6383 Remote Similarity NPD7152 Approved
0.6383 Remote Similarity NPD7151 Approved
0.6383 Remote Similarity NPD4243 Approved
0.6383 Remote Similarity NPD7150 Approved
0.6373 Remote Similarity NPD6893 Approved
0.6372 Remote Similarity NPD7128 Approved
0.6372 Remote Similarity NPD5739 Approved
0.6372 Remote Similarity NPD6402 Approved
0.6372 Remote Similarity NPD6008 Approved
0.6372 Remote Similarity NPD6675 Approved
0.6371 Remote Similarity NPD6616 Approved
0.6364 Remote Similarity NPD4748 Discontinued
0.6346 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6344 Remote Similarity NPD6922 Approved
0.6344 Remote Similarity NPD6923 Approved
0.6328 Remote Similarity NPD8449 Approved
0.6327 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6321 Remote Similarity NPD7087 Discontinued
0.6321 Remote Similarity NPD7637 Suspended
0.632 Remote Similarity NPD7078 Approved
0.63 Remote Similarity NPD6898 Phase 1
0.6279 Remote Similarity NPD8450 Suspended
0.6277 Remote Similarity NPD7143 Approved
0.6277 Remote Similarity NPD7144 Approved
0.6275 Remote Similarity NPD3133 Approved
0.6275 Remote Similarity NPD3666 Approved
0.6275 Remote Similarity NPD3665 Phase 1
0.627 Remote Similarity NPD6033 Approved
0.6263 Remote Similarity NPD6683 Phase 2
0.6261 Remote Similarity NPD7320 Approved
0.6261 Remote Similarity NPD6881 Approved
0.6261 Remote Similarity NPD6899 Approved
0.6239 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6226 Remote Similarity NPD3168 Discontinued
0.6216 Remote Similarity NPD6648 Approved
0.6214 Remote Similarity NPD1694 Approved
0.6207 Remote Similarity NPD6373 Approved
0.6207 Remote Similarity NPD6372 Approved
0.6204 Remote Similarity NPD7625 Phase 1
0.6186 Remote Similarity NPD6053 Discontinued
0.6182 Remote Similarity NPD4755 Approved
0.6174 Remote Similarity NPD5697 Approved
0.6174 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6174 Remote Similarity NPD5701 Approved
0.6154 Remote Similarity NPD7102 Approved
0.6154 Remote Similarity NPD7521 Approved
0.6154 Remote Similarity NPD7334 Approved
0.6154 Remote Similarity NPD6409 Approved
0.6154 Remote Similarity NPD7146 Approved
0.6154 Remote Similarity NPD5330 Approved
0.6154 Remote Similarity NPD6684 Approved
0.6154 Remote Similarity NPD7290 Approved
0.6154 Remote Similarity NPD6883 Approved
0.6134 Remote Similarity NPD4632 Approved
0.6129 Remote Similarity NPD5125 Phase 3
0.6129 Remote Similarity NPD5126 Approved
0.6126 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6121 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6121 Remote Similarity NPD6011 Approved
0.6117 Remote Similarity NPD3668 Phase 3
0.6111 Remote Similarity NPD5779 Approved
0.6111 Remote Similarity NPD5778 Approved
0.6111 Remote Similarity NPD368 Approved
0.6106 Remote Similarity NPD5211 Phase 2
0.6102 Remote Similarity NPD8130 Phase 1
0.6102 Remote Similarity NPD6617 Approved
0.6102 Remote Similarity NPD6649 Approved
0.6102 Remote Similarity NPD6847 Approved
0.6102 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6102 Remote Similarity NPD6650 Approved
0.6102 Remote Similarity NPD6869 Approved
0.6091 Remote Similarity NPD5222 Approved
0.6091 Remote Similarity NPD5221 Approved
0.6091 Remote Similarity NPD4697 Phase 3
0.6091 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6082 Remote Similarity NPD1810 Approved
0.6082 Remote Similarity NPD1811 Approved
0.6078 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6071 Remote Similarity NPD4700 Approved
0.6071 Remote Similarity NPD5285 Approved
0.6071 Remote Similarity NPD4696 Approved
0.6071 Remote Similarity NPD5286 Approved
0.6068 Remote Similarity NPD6013 Approved
0.6068 Remote Similarity NPD6014 Approved
0.6068 Remote Similarity NPD6012 Approved
0.6063 Remote Similarity NPD8074 Phase 3
0.605 Remote Similarity NPD8297 Approved
0.6038 Remote Similarity NPD6903 Approved
0.6036 Remote Similarity NPD5173 Approved
0.6036 Remote Similarity NPD6084 Phase 2
0.6036 Remote Similarity NPD6083 Phase 2
0.602 Remote Similarity NPD4190 Phase 3
0.602 Remote Similarity NPD5275 Approved
0.6019 Remote Similarity NPD6411 Approved
0.6018 Remote Similarity NPD5223 Approved
0.6 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6 Remote Similarity NPD7991 Discontinued
0.6 Remote Similarity NPD5141 Approved
0.5982 Remote Similarity NPD5290 Discontinued
0.5968 Remote Similarity NPD6319 Approved
0.5968 Remote Similarity NPD7741 Discontinued
0.5965 Remote Similarity NPD5225 Approved
0.5965 Remote Similarity NPD4633 Approved
0.5965 Remote Similarity NPD5226 Approved
0.5965 Remote Similarity NPD5224 Approved
0.5952 Remote Similarity NPD7604 Phase 2
0.5948 Remote Similarity NPD6640 Phase 3
0.5943 Remote Similarity NPD3573 Approved

Structure

External Identifiers

PubChem CID   21778740
ChEMBL   CHEMBL218308
ZINC  

Physicochemical Properties

Molecular Weight:  402.31
ALogP:  1.476
MLogP:  3.99
XLogP:  7.32
# Rotatable Bonds:  8
Polar Surface Area:  38.69
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  29

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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