Natural Product: NPC164424

Natural Product ID:  NPC164424
Common Name:   6Beta,13Beta-Dihydroxy-18-Acetoxycassan-14(17),15-Diene
IUPAC Name:   [(1R,4aR,4bS,7S,8aR,10R,10aR)-7-ethenyl-7,10-dihydroxy-1,4a-dimethyl-8-methylidene-2,3,4,4b,5,6,8a,9,10,10a-decahydrophenanthren-1-yl]methyl acetate
Synonyms:  
Molecular Formula:   C22H34O4
Standard InCHIKey:  SYMWDCRVSWITBY-GPNQSEPASA-N
Standard InCHI:  InChI=1S/C22H34O4/c1-6-22(25)11-8-17-16(14(22)2)12-18(24)19-20(4,13-26-15(3)23)9-7-10-21(17,19)5/h6,16-19,24-25H,1-2,7-13H2,3-5H3/t16-,17-,18+,19-,20-,21+,22+/m0/s1
Canonical SMILES:  C=C[C@@]1(O)CC[C@H]2[C@H](C1=C)C[C@H]([C@@H]1[C@]2(C)CCC[C@@]1(C)COC(=O)C)O
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
NPO10318 Myrospermum frutescens Species Fabaceae Eukaryota PMID[12880308]
NPO10318 Myrospermum frutescens Species Fabaceae Eukaryota PMID[15497945]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT859 Cell Line HFF Homo sapiens IC50 = 124000 nM 26259802
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 = 16500 nM DrugMatrix in vitro pharmacology data
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 = 35800 nM DrugMatrix in vitro pharmacology data
NPT2 Others Unspecified Ratio IC50 = 10 20045651
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 = 16000 nM 22621841

  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 NPC164424 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
0.8941 High Similarity NPC160304
0.8837 High Similarity NPC16265
0.8736 High Similarity NPC194485
0.8736 High Similarity NPC219937
0.8736 High Similarity NPC53890
0.8736 High Similarity NPC123252
0.869 High Similarity NPC102048
0.869 High Similarity NPC299963
0.8675 High Similarity NPC472504
0.8539 High Similarity NPC26046
0.8523 High Similarity NPC10274
0.8488 Intermediate Similarity NPC168231
0.8434 Intermediate Similarity NPC206735
0.8427 Intermediate Similarity NPC198054
0.8427 Intermediate Similarity NPC219516
0.8427 Intermediate Similarity NPC130840
0.8375 Intermediate Similarity NPC71152
0.8353 Intermediate Similarity NPC474789
0.8353 Intermediate Similarity NPC476927
0.8353 Intermediate Similarity NPC52108
0.8352 Intermediate Similarity NPC241047
0.8333 Intermediate Similarity NPC142163
0.8313 Intermediate Similarity NPC192999
0.8313 Intermediate Similarity NPC476438
0.8295 Intermediate Similarity NPC291665
0.8295 Intermediate Similarity NPC263079
0.8276 Intermediate Similarity NPC84121
0.8276 Intermediate Similarity NPC137306
0.8261 Intermediate Similarity NPC306797
0.8261 Intermediate Similarity NPC111834
0.8261 Intermediate Similarity NPC169270
0.8261 Intermediate Similarity NPC292718
0.8261 Intermediate Similarity NPC471903
0.8242 Intermediate Similarity NPC105490
0.8242 Intermediate Similarity NPC3359
0.8235 Intermediate Similarity NPC2524
0.8202 Intermediate Similarity NPC59682
0.8193 Intermediate Similarity NPC301707
0.8182 Intermediate Similarity NPC166857
0.8171 Intermediate Similarity NPC63958
0.8161 Intermediate Similarity NPC191965
0.8152 Intermediate Similarity NPC279974
0.8152 Intermediate Similarity NPC276110
0.814 Intermediate Similarity NPC5280
0.8132 Intermediate Similarity NPC7349
0.8132 Intermediate Similarity NPC199543
0.8118 Intermediate Similarity NPC476646
0.8118 Intermediate Similarity NPC170303
0.8111 Intermediate Similarity NPC471370
0.8111 Intermediate Similarity NPC471371
0.8105 Intermediate Similarity NPC235920
0.8105 Intermediate Similarity NPC96784
0.8101 Intermediate Similarity NPC210323
0.8101 Intermediate Similarity NPC9942
0.8095 Intermediate Similarity NPC24504
0.8095 Intermediate Similarity NPC100906
0.8085 Intermediate Similarity NPC477875
0.8085 Intermediate Similarity NPC477876
0.8085 Intermediate Similarity NPC247233
0.8085 Intermediate Similarity NPC218107
0.8085 Intermediate Similarity NPC275086
0.8085 Intermediate Similarity NPC325229
0.8072 Intermediate Similarity NPC470711
0.8072 Intermediate Similarity NPC470758
0.8072 Intermediate Similarity NPC169994
0.8068 Intermediate Similarity NPC474970
0.8068 Intermediate Similarity NPC475069
0.8068 Intermediate Similarity NPC187545
0.8068 Intermediate Similarity NPC175145
0.8068 Intermediate Similarity NPC73038
0.8068 Intermediate Similarity NPC475684
0.8065 Intermediate Similarity NPC276103
0.8065 Intermediate Similarity NPC54248
0.8065 Intermediate Similarity NPC304899
0.8065 Intermediate Similarity NPC253115
0.8065 Intermediate Similarity NPC299654
0.8046 Intermediate Similarity NPC306951
0.8043 Intermediate Similarity NPC279410
0.8043 Intermediate Similarity NPC474922
0.8043 Intermediate Similarity NPC119562
0.8043 Intermediate Similarity NPC469982
0.8023 Intermediate Similarity NPC256112
0.8022 Intermediate Similarity NPC41239
0.8022 Intermediate Similarity NPC120539
0.8022 Intermediate Similarity NPC329842
0.8022 Intermediate Similarity NPC477574
0.8021 Intermediate Similarity NPC470571
0.8 Intermediate Similarity NPC324841
0.8 Intermediate Similarity NPC194642
0.8 Intermediate Similarity NPC170633
0.8 Intermediate Similarity NPC38855
0.8 Intermediate Similarity NPC219285
0.8 Intermediate Similarity NPC96362
0.8 Intermediate Similarity NPC228251
0.8 Intermediate Similarity NPC477971
0.8 Intermediate Similarity NPC269791
0.8 Intermediate Similarity NPC161527
0.8 Intermediate Similarity NPC246028
0.8 Intermediate Similarity NPC20113
0.8 Intermediate Similarity NPC251680
0.8 Intermediate Similarity NPC477972
0.8 Intermediate Similarity NPC477655
0.8 Intermediate Similarity NPC47149
0.8 Intermediate Similarity NPC477968
0.8 Intermediate Similarity NPC281880
0.7979 Intermediate Similarity NPC51499
0.7979 Intermediate Similarity NPC97867
0.7979 Intermediate Similarity NPC99726
0.7979 Intermediate Similarity NPC274793
0.7979 Intermediate Similarity NPC253586
0.7979 Intermediate Similarity NPC189880
0.7978 Intermediate Similarity NPC44538
0.7978 Intermediate Similarity NPC245004
0.7976 Intermediate Similarity NPC475
0.7976 Intermediate Similarity NPC472502
0.7976 Intermediate Similarity NPC472500
0.7976 Intermediate Similarity NPC472499
0.7975 Intermediate Similarity NPC2648
0.7975 Intermediate Similarity NPC245795
0.7957 Intermediate Similarity NPC98639
0.7957 Intermediate Similarity NPC290481
0.7957 Intermediate Similarity NPC474727
0.7957 Intermediate Similarity NPC266899
0.7952 Intermediate Similarity NPC470749
0.7938 Intermediate Similarity NPC160583
0.7938 Intermediate Similarity NPC473523
0.7938 Intermediate Similarity NPC478057
0.7935 Intermediate Similarity NPC147272
0.7935 Intermediate Similarity NPC474835
0.7931 Intermediate Similarity NPC5958
0.7931 Intermediate Similarity NPC243347
0.7931 Intermediate Similarity NPC473742
0.7931 Intermediate Similarity NPC79945
0.7931 Intermediate Similarity NPC471037
0.7927 Intermediate Similarity NPC472503
0.7927 Intermediate Similarity NPC308440
0.7917 Intermediate Similarity NPC11974
0.7917 Intermediate Similarity NPC121218
0.7917 Intermediate Similarity NPC253886
0.7917 Intermediate Similarity NPC268829
0.7917 Intermediate Similarity NPC25177
0.7917 Intermediate Similarity NPC247701
0.7917 Intermediate Similarity NPC49532
0.7917 Intermediate Similarity NPC222875
0.7917 Intermediate Similarity NPC295110
0.7912 Intermediate Similarity NPC232202
0.7912 Intermediate Similarity NPC220216
0.7912 Intermediate Similarity NPC48732
0.7912 Intermediate Similarity NPC78973
0.7912 Intermediate Similarity NPC153853
0.7907 Intermediate Similarity NPC249423
0.7907 Intermediate Similarity NPC159148
0.7895 Intermediate Similarity NPC470067
0.7895 Intermediate Similarity NPC470068
0.7895 Intermediate Similarity NPC278673
0.7895 Intermediate Similarity NPC119036
0.7895 Intermediate Similarity NPC470066
0.7895 Intermediate Similarity NPC58942
0.7895 Intermediate Similarity NPC260149
0.7895 Intermediate Similarity NPC469725
0.7889 Intermediate Similarity NPC16377
0.7889 Intermediate Similarity NPC470260
0.7889 Intermediate Similarity NPC92370
0.7889 Intermediate Similarity NPC476723
0.7889 Intermediate Similarity NPC476724
0.7889 Intermediate Similarity NPC75443
0.7882 Intermediate Similarity NPC72755
0.7882 Intermediate Similarity NPC476367
0.7882 Intermediate Similarity NPC476316
0.7879 Intermediate Similarity NPC471205
0.7872 Intermediate Similarity NPC219353
0.7872 Intermediate Similarity NPC29410
0.7872 Intermediate Similarity NPC327179
0.7872 Intermediate Similarity NPC116457
0.7872 Intermediate Similarity NPC200054
0.7865 Intermediate Similarity NPC139724
0.7865 Intermediate Similarity NPC261266
0.7865 Intermediate Similarity NPC325594
0.7865 Intermediate Similarity NPC471369
0.7857 Intermediate Similarity NPC138502
0.7857 Intermediate Similarity NPC473543
0.7857 Intermediate Similarity NPC84868
0.7857 Intermediate Similarity NPC283619
0.7857 Intermediate Similarity NPC471798
0.7849 Intermediate Similarity NPC472360
0.7849 Intermediate Similarity NPC47853
0.7849 Intermediate Similarity NPC472416
0.7849 Intermediate Similarity NPC211238
0.7849 Intermediate Similarity NPC215700
0.7848 Intermediate Similarity NPC269077
0.7848 Intermediate Similarity NPC253303
0.7848 Intermediate Similarity NPC476928
0.7848 Intermediate Similarity NPC101307
0.7848 Intermediate Similarity NPC117607
0.7848 Intermediate Similarity NPC88454
0.7841 Intermediate Similarity NPC86238
0.7841 Intermediate Similarity NPC256567
0.7841 Intermediate Similarity NPC471367
0.7835 Intermediate Similarity NPC475038
0.7835 Intermediate Similarity NPC109195

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC164424 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
0.8 Intermediate Similarity NPD7640 Approved
0.8 Intermediate Similarity NPD7639 Approved
0.7895 Intermediate Similarity NPD7638 Approved
0.7791 Intermediate Similarity NPD7525 Registered
0.7634 Intermediate Similarity NPD8034 Phase 2
0.7634 Intermediate Similarity NPD8035 Phase 2
0.7556 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7474 Intermediate Similarity NPD7748 Approved
0.7471 Intermediate Similarity NPD7645 Phase 2
0.7447 Intermediate Similarity NPD7515 Phase 2
0.7423 Intermediate Similarity NPD7902 Approved
0.73 Intermediate Similarity NPD7632 Discontinued
0.7282 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7253 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD6399 Phase 3
0.7159 Intermediate Similarity NPD6118 Approved
0.7159 Intermediate Similarity NPD6697 Approved
0.7159 Intermediate Similarity NPD6115 Approved
0.7159 Intermediate Similarity NPD6114 Approved
0.7143 Intermediate Similarity NPD6695 Phase 3
0.7115 Intermediate Similarity NPD6899 Approved
0.7115 Intermediate Similarity NPD6881 Approved
0.7113 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD7900 Approved
0.7087 Intermediate Similarity NPD6402 Approved
0.7087 Intermediate Similarity NPD5739 Approved
0.7087 Intermediate Similarity NPD7128 Approved
0.7087 Intermediate Similarity NPD6675 Approved
0.7083 Intermediate Similarity NPD7637 Suspended
0.7045 Intermediate Similarity NPD6116 Phase 1
0.703 Intermediate Similarity NPD5344 Discontinued
0.7019 Intermediate Similarity NPD5697 Approved
0.7 Intermediate Similarity NPD4225 Approved
0.7 Intermediate Similarity NPD7328 Approved
0.7 Intermediate Similarity NPD7327 Approved
0.6981 Remote Similarity NPD7290 Approved
0.6981 Remote Similarity NPD6883 Approved
0.6981 Remote Similarity NPD7102 Approved
0.6952 Remote Similarity NPD7320 Approved
0.6952 Remote Similarity NPD6011 Approved
0.6944 Remote Similarity NPD8133 Approved
0.6937 Remote Similarity NPD7516 Approved
0.6932 Remote Similarity NPD6117 Approved
0.6916 Remote Similarity NPD6650 Approved
0.6916 Remote Similarity NPD8130 Phase 1
0.6916 Remote Similarity NPD6617 Approved
0.6916 Remote Similarity NPD6869 Approved
0.6916 Remote Similarity NPD6649 Approved
0.6916 Remote Similarity NPD6847 Approved
0.6887 Remote Similarity NPD6372 Approved
0.6887 Remote Similarity NPD6373 Approved
0.6887 Remote Similarity NPD6012 Approved
0.6887 Remote Similarity NPD6014 Approved
0.6887 Remote Similarity NPD6013 Approved
0.6875 Remote Similarity NPD8294 Approved
0.6875 Remote Similarity NPD6051 Approved
0.6875 Remote Similarity NPD8377 Approved
0.6857 Remote Similarity NPD5701 Approved
0.6852 Remote Similarity NPD6882 Approved
0.6852 Remote Similarity NPD8297 Approved
0.6842 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6842 Remote Similarity NPD7750 Discontinued
0.6842 Remote Similarity NPD7524 Approved
0.6837 Remote Similarity NPD5779 Approved
0.6837 Remote Similarity NPD5778 Approved
0.6818 Remote Similarity NPD6942 Approved
0.6818 Remote Similarity NPD7339 Approved
0.6814 Remote Similarity NPD8380 Approved
0.6814 Remote Similarity NPD8379 Approved
0.6814 Remote Similarity NPD8296 Approved
0.6814 Remote Similarity NPD8033 Approved
0.6814 Remote Similarity NPD8378 Approved
0.6814 Remote Similarity NPD8335 Approved
0.6813 Remote Similarity NPD6930 Phase 2
0.6813 Remote Similarity NPD6931 Approved
0.6796 Remote Similarity NPD5211 Phase 2
0.6789 Remote Similarity NPD4632 Approved
0.6765 Remote Similarity NPD6648 Approved
0.6759 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6757 Remote Similarity NPD7115 Discovery
0.6742 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6737 Remote Similarity NPD3618 Phase 1
0.6735 Remote Similarity NPD6411 Approved
0.6735 Remote Similarity NPD6079 Approved
0.6733 Remote Similarity NPD6083 Phase 2
0.6733 Remote Similarity NPD6084 Phase 2
0.6729 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6705 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6703 Remote Similarity NPD6929 Approved
0.6702 Remote Similarity NPD4786 Approved
0.6701 Remote Similarity NPD5328 Approved
0.6667 Remote Similarity NPD4202 Approved
0.6667 Remote Similarity NPD7503 Approved
0.6667 Remote Similarity NPD3667 Approved
0.6667 Remote Similarity NPD5141 Approved
0.6667 Remote Similarity NPD3573 Approved
0.6636 Remote Similarity NPD6686 Approved
0.663 Remote Similarity NPD7514 Phase 3
0.663 Remote Similarity NPD7332 Phase 2
0.6629 Remote Similarity NPD8264 Approved
0.6628 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6607 Remote Similarity NPD6009 Approved
0.6604 Remote Similarity NPD6008 Approved
0.6602 Remote Similarity NPD5286 Approved
0.6602 Remote Similarity NPD5285 Approved
0.6602 Remote Similarity NPD4696 Approved
0.6598 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6596 Remote Similarity NPD4788 Approved
0.6593 Remote Similarity NPD7145 Approved
0.6581 Remote Similarity NPD7507 Approved
0.6579 Remote Similarity NPD6319 Approved
0.6574 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6569 Remote Similarity NPD4755 Approved
0.6566 Remote Similarity NPD7087 Discontinued
0.6562 Remote Similarity NPD6409 Approved
0.6562 Remote Similarity NPD6684 Approved
0.6562 Remote Similarity NPD5330 Approved
0.6562 Remote Similarity NPD7521 Approved
0.6562 Remote Similarity NPD7146 Approved
0.6562 Remote Similarity NPD7334 Approved
0.6552 Remote Similarity NPD7604 Phase 2
0.6549 Remote Similarity NPD6335 Approved
0.6538 Remote Similarity NPD5223 Approved
0.6531 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6531 Remote Similarity NPD6101 Approved
0.6522 Remote Similarity NPD5983 Phase 2
0.6522 Remote Similarity NPD6921 Approved
0.6517 Remote Similarity NPD6926 Approved
0.6517 Remote Similarity NPD6924 Approved
0.6514 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6496 Remote Similarity NPD7492 Approved
0.6491 Remote Similarity NPD7101 Approved
0.6491 Remote Similarity NPD7100 Approved
0.6484 Remote Similarity NPD5776 Phase 2
0.6484 Remote Similarity NPD6932 Approved
0.6484 Remote Similarity NPD6925 Approved
0.6476 Remote Similarity NPD5225 Approved
0.6476 Remote Similarity NPD5226 Approved
0.6476 Remote Similarity NPD4633 Approved
0.6476 Remote Similarity NPD5224 Approved
0.6471 Remote Similarity NPD5222 Approved
0.6471 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5221 Approved
0.6471 Remote Similarity NPD7736 Approved
0.646 Remote Similarity NPD6317 Approved
0.6458 Remote Similarity NPD6893 Approved
0.6452 Remote Similarity NPD7509 Discontinued
0.6452 Remote Similarity NPD6928 Phase 2
0.6444 Remote Similarity NPD3703 Phase 2
0.6442 Remote Similarity NPD4700 Approved
0.6441 Remote Similarity NPD6336 Discontinued
0.6441 Remote Similarity NPD6616 Approved
0.6435 Remote Similarity NPD6054 Approved
0.6429 Remote Similarity NPD5737 Approved
0.6429 Remote Similarity NPD6903 Approved
0.6429 Remote Similarity NPD6672 Approved
0.6417 Remote Similarity NPD7319 Approved
0.6415 Remote Similarity NPD5174 Approved
0.6415 Remote Similarity NPD5175 Approved
0.6413 Remote Similarity NPD7322 Clinical (unspecified phase)
0.641 Remote Similarity NPD8328 Phase 3
0.6408 Remote Similarity NPD5173 Approved
0.6404 Remote Similarity NPD6314 Approved
0.6404 Remote Similarity NPD6313 Approved
0.6389 Remote Similarity NPD6412 Phase 2
0.6387 Remote Similarity NPD7078 Approved
0.6383 Remote Similarity NPD6902 Approved
0.6383 Remote Similarity NPD6898 Phase 1
0.6374 Remote Similarity NPD6933 Approved
0.6373 Remote Similarity NPD5695 Phase 3
0.6373 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6372 Remote Similarity NPD6274 Approved
0.6372 Remote Similarity NPD6868 Approved
0.6364 Remote Similarity NPD4634 Approved
0.6354 Remote Similarity NPD3665 Phase 1
0.6354 Remote Similarity NPD3666 Approved
0.6354 Remote Similarity NPD3133 Approved
0.6346 Remote Similarity NPD5696 Approved
0.6344 Remote Similarity NPD4195 Approved
0.6333 Remote Similarity NPD4785 Approved
0.6333 Remote Similarity NPD4784 Approved
0.6325 Remote Similarity NPD6370 Approved
0.6316 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6316 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6311 Remote Similarity NPD4697 Phase 3
0.6293 Remote Similarity NPD6059 Approved
0.6292 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6292 Remote Similarity NPD4243 Approved
0.6292 Remote Similarity NPD7151 Approved
0.6292 Remote Similarity NPD7150 Approved
0.6292 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6292 Remote Similarity NPD7152 Approved
0.6277 Remote Similarity NPD4820 Approved
0.6277 Remote Similarity NPD4819 Approved
0.6277 Remote Similarity NPD4822 Approved
0.6277 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6277 Remote Similarity NPD4821 Approved
0.6262 Remote Similarity NPD4754 Approved
0.625 Remote Similarity NPD3700 Clinical (unspecified phase)
0.625 Remote Similarity NPD3699 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   21674170
ChEMBL   CHEMBL517132
ZINC  

Physicochemical Properties

Molecular Weight:  362.25
ALogP:  0.8424
MLogP:  3.44
XLogP:  3.677
# Rotatable Bonds:  9
Polar Surface Area:  66.76
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  26

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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