Natural Product: NPC474955

Natural Product ID:  NPC474955
Common Name:   [(1R,4Ar,4Bs,8Ar,10Ar)-7-Ethenyl-1,4A,8-Trimethyl-10-Oxo-3,4,4B,5,6,8A,9,10A-Octahydro-2H-Phenanthren-1-Yl]Methyl Acetate
IUPAC Name:   [(1R,4aR,4bS,8aR,10aR)-7-ethenyl-1,4a,8-trimethyl-10-oxo-3,4,4b,5,6,8a,9,10a-octahydro-2H-phenanthren-1-yl]methyl acetate
Synonyms:  
Molecular Formula:   C22H32O3
Standard InCHIKey:  JYJGTUSFOKBNMA-OOOLTRJPSA-N
Standard InCHI:  InChI=1S/C22H32O3/c1-6-16-8-9-18-17(14(16)2)12-19(24)20-21(4,13-25-15(3)23)10-7-11-22(18,20)5/h6,17-18,20H,1,7-13H2,2-5H3/t17-,18-,20-,21-,22+/m0/s1
Canonical SMILES:  C=CC1=C(C)[C@H]2[C@H](CC1)[C@@]1(C)CCC[C@@]([C@@H]1C(=O)C2)(C)COC(=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
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
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 238000 nM 17477572
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 = 79100 nM 19729316
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 = 17700 nM 18198838

  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 NPC474955 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
0.9091 High Similarity NPC4827
0.8831 High Similarity NPC899
0.8816 High Similarity NPC166797
0.878 High Similarity NPC76333
0.878 High Similarity NPC470223
0.8734 High Similarity NPC474113
0.8718 High Similarity NPC472300
0.869 High Similarity NPC97884
0.869 High Similarity NPC472220
0.8659 High Similarity NPC312660
0.8625 High Similarity NPC474956
0.8625 High Similarity NPC267517
0.8571 High Similarity NPC306928
0.8471 Intermediate Similarity NPC28227
0.8471 Intermediate Similarity NPC474845
0.8452 Intermediate Similarity NPC195640
0.8452 Intermediate Similarity NPC264127
0.8434 Intermediate Similarity NPC139566
0.8415 Intermediate Similarity NPC100297
0.8395 Intermediate Similarity NPC269791
0.8372 Intermediate Similarity NPC475049
0.8372 Intermediate Similarity NPC284561
0.8354 Intermediate Similarity NPC41017
0.8353 Intermediate Similarity NPC477228
0.8333 Intermediate Similarity NPC323765
0.8313 Intermediate Similarity NPC70834
0.8293 Intermediate Similarity NPC327002
0.8293 Intermediate Similarity NPC142244
0.8276 Intermediate Similarity NPC474842
0.8276 Intermediate Similarity NPC475965
0.8272 Intermediate Similarity NPC327674
0.8256 Intermediate Similarity NPC24816
0.8235 Intermediate Similarity NPC9892
0.8235 Intermediate Similarity NPC10005
0.8235 Intermediate Similarity NPC325594
0.8235 Intermediate Similarity NPC91525
0.8235 Intermediate Similarity NPC329943
0.8228 Intermediate Similarity NPC192540
0.8228 Intermediate Similarity NPC476844
0.8228 Intermediate Similarity NPC279666
0.8214 Intermediate Similarity NPC100391
0.8202 Intermediate Similarity NPC56525
0.8193 Intermediate Similarity NPC15910
0.8193 Intermediate Similarity NPC240302
0.8182 Intermediate Similarity NPC218301
0.8171 Intermediate Similarity NPC104545
0.8171 Intermediate Similarity NPC477057
0.8161 Intermediate Similarity NPC474700
0.8161 Intermediate Similarity NPC173042
0.8161 Intermediate Similarity NPC474570
0.8148 Intermediate Similarity NPC321514
0.8148 Intermediate Similarity NPC35574
0.814 Intermediate Similarity NPC162107
0.814 Intermediate Similarity NPC46912
0.8125 Intermediate Similarity NPC309399
0.8125 Intermediate Similarity NPC69143
0.8118 Intermediate Similarity NPC2709
0.8101 Intermediate Similarity NPC283908
0.8101 Intermediate Similarity NPC241854
0.8101 Intermediate Similarity NPC3753
0.8101 Intermediate Similarity NPC103958
0.8101 Intermediate Similarity NPC476046
0.8101 Intermediate Similarity NPC183503
0.8101 Intermediate Similarity NPC161923
0.8101 Intermediate Similarity NPC251970
0.8101 Intermediate Similarity NPC237591
0.8095 Intermediate Similarity NPC52108
0.8095 Intermediate Similarity NPC69279
0.8095 Intermediate Similarity NPC474789
0.8095 Intermediate Similarity NPC312480
0.8095 Intermediate Similarity NPC83569
0.809 Intermediate Similarity NPC79117
0.8072 Intermediate Similarity NPC263272
0.8072 Intermediate Similarity NPC147066
0.8072 Intermediate Similarity NPC267691
0.8072 Intermediate Similarity NPC121984
0.8072 Intermediate Similarity NPC278459
0.8072 Intermediate Similarity NPC471898
0.8072 Intermediate Similarity NPC475665
0.8072 Intermediate Similarity NPC274050
0.8072 Intermediate Similarity NPC162632
0.8068 Intermediate Similarity NPC220454
0.8068 Intermediate Similarity NPC212679
0.8068 Intermediate Similarity NPC469595
0.8049 Intermediate Similarity NPC471475
0.8049 Intermediate Similarity NPC231431
0.8046 Intermediate Similarity NPC224145
0.8046 Intermediate Similarity NPC472302
0.8043 Intermediate Similarity NPC471582
0.8025 Intermediate Similarity NPC471899
0.8025 Intermediate Similarity NPC471897
0.8025 Intermediate Similarity NPC107039
0.8025 Intermediate Similarity NPC165711
0.8023 Intermediate Similarity NPC324063
0.8023 Intermediate Similarity NPC73038
0.8023 Intermediate Similarity NPC322159
0.8022 Intermediate Similarity NPC322063
0.8 Intermediate Similarity NPC159410
0.8 Intermediate Similarity NPC294266
0.8 Intermediate Similarity NPC473280
0.8 Intermediate Similarity NPC109512
0.8 Intermediate Similarity NPC49670
0.8 Intermediate Similarity NPC473435
0.8 Intermediate Similarity NPC471078
0.8 Intermediate Similarity NPC473431
0.8 Intermediate Similarity NPC156981
0.7978 Intermediate Similarity NPC174167
0.7978 Intermediate Similarity NPC301244
0.7978 Intermediate Similarity NPC470036
0.7978 Intermediate Similarity NPC154101
0.7976 Intermediate Similarity NPC251779
0.7976 Intermediate Similarity NPC73882
0.7976 Intermediate Similarity NPC69101
0.7976 Intermediate Similarity NPC163236
0.7975 Intermediate Similarity NPC470237
0.7955 Intermediate Similarity NPC95246
0.7955 Intermediate Similarity NPC469546
0.7955 Intermediate Similarity NPC474972
0.7955 Intermediate Similarity NPC30522
0.7955 Intermediate Similarity NPC477973
0.7955 Intermediate Similarity NPC161751
0.7952 Intermediate Similarity NPC195424
0.7952 Intermediate Similarity NPC37038
0.7952 Intermediate Similarity NPC2482
0.7935 Intermediate Similarity NPC292133
0.7931 Intermediate Similarity NPC181327
0.7931 Intermediate Similarity NPC30421
0.7931 Intermediate Similarity NPC96496
0.7931 Intermediate Similarity NPC173089
0.7931 Intermediate Similarity NPC167877
0.7931 Intermediate Similarity NPC158141
0.7927 Intermediate Similarity NPC280654
0.7927 Intermediate Similarity NPC110094
0.7927 Intermediate Similarity NPC260385
0.7927 Intermediate Similarity NPC179028
0.7912 Intermediate Similarity NPC274417
0.7912 Intermediate Similarity NPC139459
0.7912 Intermediate Similarity NPC469599
0.7907 Intermediate Similarity NPC474537
0.7907 Intermediate Similarity NPC189311
0.7907 Intermediate Similarity NPC470048
0.7907 Intermediate Similarity NPC474680
0.7907 Intermediate Similarity NPC29447
0.7901 Intermediate Similarity NPC89294
0.7889 Intermediate Similarity NPC66429
0.7889 Intermediate Similarity NPC169343
0.7889 Intermediate Similarity NPC49776
0.7889 Intermediate Similarity NPC170220
0.7889 Intermediate Similarity NPC470224
0.7889 Intermediate Similarity NPC107674
0.7889 Intermediate Similarity NPC474436
0.7889 Intermediate Similarity NPC476416
0.7889 Intermediate Similarity NPC63118
0.7889 Intermediate Similarity NPC263780
0.7889 Intermediate Similarity NPC152897
0.7889 Intermediate Similarity NPC141497
0.7882 Intermediate Similarity NPC470046
0.7882 Intermediate Similarity NPC200752
0.7882 Intermediate Similarity NPC470047
0.7882 Intermediate Similarity NPC102197
0.7875 Intermediate Similarity NPC301065
0.7865 Intermediate Similarity NPC198818
0.7865 Intermediate Similarity NPC474728
0.7865 Intermediate Similarity NPC469372
0.7865 Intermediate Similarity NPC101651
0.7865 Intermediate Similarity NPC471896
0.7865 Intermediate Similarity NPC120840
0.7865 Intermediate Similarity NPC291028
0.7865 Intermediate Similarity NPC113989
0.7865 Intermediate Similarity NPC193750
0.7865 Intermediate Similarity NPC76286
0.7865 Intermediate Similarity NPC328141
0.7865 Intermediate Similarity NPC159748
0.7857 Intermediate Similarity NPC3915
0.7857 Intermediate Similarity NPC201912
0.7857 Intermediate Similarity NPC229584
0.7857 Intermediate Similarity NPC476101
0.7857 Intermediate Similarity NPC14203
0.7857 Intermediate Similarity NPC149237
0.7857 Intermediate Similarity NPC38350
0.7848 Intermediate Similarity NPC160817
0.7841 Intermediate Similarity NPC477128
0.7841 Intermediate Similarity NPC474511
0.7841 Intermediate Similarity NPC40552
0.7841 Intermediate Similarity NPC215831
0.7841 Intermediate Similarity NPC1753
0.7841 Intermediate Similarity NPC474474
0.7841 Intermediate Similarity NPC246708
0.7831 Intermediate Similarity NPC477371
0.7831 Intermediate Similarity NPC158565
0.7831 Intermediate Similarity NPC16394
0.7831 Intermediate Similarity NPC100906
0.7831 Intermediate Similarity NPC199595
0.7831 Intermediate Similarity NPC476177
0.7831 Intermediate Similarity NPC44083
0.7831 Intermediate Similarity NPC28319
0.7831 Intermediate Similarity NPC153987
0.7826 Intermediate Similarity NPC151725
0.7826 Intermediate Similarity NPC111684
0.7826 Intermediate Similarity NPC58052

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474955 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
0.8452 Intermediate Similarity NPD7334 Approved
0.8452 Intermediate Similarity NPD7146 Approved
0.8452 Intermediate Similarity NPD5330 Approved
0.8452 Intermediate Similarity NPD6409 Approved
0.8452 Intermediate Similarity NPD7521 Approved
0.8452 Intermediate Similarity NPD6684 Approved
0.8256 Intermediate Similarity NPD5737 Approved
0.8256 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.8256 Intermediate Similarity NPD6903 Approved
0.8256 Intermediate Similarity NPD6672 Approved
0.809 Intermediate Similarity NPD6399 Phase 3
0.8068 Intermediate Similarity NPD5207 Approved
0.8023 Intermediate Similarity NPD6098 Approved
0.8 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7900 Approved
0.7931 Intermediate Similarity NPD3573 Approved
0.7802 Intermediate Similarity NPD7748 Approved
0.7778 Intermediate Similarity NPD6050 Approved
0.7778 Intermediate Similarity NPD8039 Approved
0.7778 Intermediate Similarity NPD5694 Approved
0.7753 Intermediate Similarity NPD6904 Approved
0.7753 Intermediate Similarity NPD6673 Approved
0.7753 Intermediate Similarity NPD6080 Approved
0.7753 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7742 Intermediate Similarity NPD7902 Approved
0.7717 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7701 Intermediate Similarity NPD1694 Approved
0.7667 Intermediate Similarity NPD5692 Phase 3
0.764 Intermediate Similarity NPD5208 Approved
0.7586 Intermediate Similarity NPD4786 Approved
0.7582 Intermediate Similarity NPD5284 Approved
0.7582 Intermediate Similarity NPD7515 Phase 2
0.7582 Intermediate Similarity NPD6411 Approved
0.7582 Intermediate Similarity NPD5281 Approved
0.7558 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7558 Intermediate Similarity NPD3667 Approved
0.7553 Intermediate Similarity NPD6083 Phase 2
0.7553 Intermediate Similarity NPD6084 Phase 2
0.7474 Intermediate Similarity NPD5696 Approved
0.7439 Intermediate Similarity NPD4058 Approved
0.7419 Intermediate Similarity NPD6001 Approved
0.7416 Intermediate Similarity NPD3618 Phase 1
0.7391 Intermediate Similarity NPD5693 Phase 1
0.7386 Intermediate Similarity NPD3668 Phase 3
0.7386 Intermediate Similarity NPD3666 Approved
0.7386 Intermediate Similarity NPD3133 Approved
0.7386 Intermediate Similarity NPD3665 Phase 1
0.7363 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7363 Intermediate Similarity NPD6101 Approved
0.734 Intermediate Similarity NPD5695 Phase 3
0.734 Intermediate Similarity NPD5654 Approved
0.7263 Intermediate Similarity NPD7732 Phase 3
0.7229 Intermediate Similarity NPD4687 Approved
0.7229 Intermediate Similarity NPD5733 Approved
0.7222 Intermediate Similarity NPD5279 Phase 3
0.7204 Intermediate Similarity NPD6079 Approved
0.7195 Intermediate Similarity NPD5777 Approved
0.7188 Intermediate Similarity NPD5959 Approved
0.7174 Intermediate Similarity NPD5328 Approved
0.716 Intermediate Similarity NPD4137 Phase 3
0.7159 Intermediate Similarity NPD4223 Phase 3
0.7159 Intermediate Similarity NPD4221 Approved
0.7126 Intermediate Similarity NPD4695 Discontinued
0.7111 Intermediate Similarity NPD5329 Approved
0.7093 Intermediate Similarity NPD3617 Approved
0.7083 Intermediate Similarity NPD5349 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD4747 Approved
0.7073 Intermediate Similarity NPD4691 Approved
0.7059 Intermediate Similarity NPD6899 Approved
0.7059 Intermediate Similarity NPD6881 Approved
0.7048 Intermediate Similarity NPD7094 Approved
0.7048 Intermediate Similarity NPD6858 Approved
0.7037 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD4623 Approved
0.7033 Intermediate Similarity NPD4519 Discontinued
0.7033 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD4694 Approved
0.7033 Intermediate Similarity NPD5280 Approved
0.703 Intermediate Similarity NPD6402 Approved
0.703 Intermediate Similarity NPD6008 Approved
0.703 Intermediate Similarity NPD5739 Approved
0.703 Intermediate Similarity NPD6675 Approved
0.703 Intermediate Similarity NPD7128 Approved
0.7021 Intermediate Similarity NPD8035 Phase 2
0.7021 Intermediate Similarity NPD8034 Phase 2
0.7019 Intermediate Similarity NPD6649 Approved
0.7019 Intermediate Similarity NPD6650 Approved
0.7 Intermediate Similarity NPD4197 Approved
0.7 Intermediate Similarity NPD6052 Approved
0.699 Remote Similarity NPD6372 Approved
0.699 Remote Similarity NPD6373 Approved
0.6989 Remote Similarity NPD6051 Approved
0.6989 Remote Similarity NPD4753 Phase 2
0.6988 Remote Similarity NPD5276 Approved
0.6979 Remote Similarity NPD5210 Approved
0.6979 Remote Similarity NPD4629 Approved
0.6961 Remote Similarity NPD6614 Approved
0.6961 Remote Similarity NPD5697 Approved
0.6947 Remote Similarity NPD5778 Approved
0.6947 Remote Similarity NPD5779 Approved
0.6923 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6923 Remote Similarity NPD7102 Approved
0.6923 Remote Similarity NPD6883 Approved
0.6923 Remote Similarity NPD7290 Approved
0.6907 Remote Similarity NPD7614 Phase 1
0.6893 Remote Similarity NPD7320 Approved
0.6893 Remote Similarity NPD6011 Approved
0.6857 Remote Similarity NPD8130 Phase 1
0.6857 Remote Similarity NPD6617 Approved
0.6857 Remote Similarity NPD6869 Approved
0.6857 Remote Similarity NPD6847 Approved
0.6848 Remote Similarity NPD5205 Approved
0.6848 Remote Similarity NPD4138 Approved
0.6848 Remote Similarity NPD5690 Phase 2
0.6848 Remote Similarity NPD4689 Approved
0.6848 Remote Similarity NPD4688 Approved
0.6848 Remote Similarity NPD4690 Approved
0.6848 Remote Similarity NPD4693 Phase 3
0.6827 Remote Similarity NPD6013 Approved
0.6827 Remote Similarity NPD6014 Approved
0.6827 Remote Similarity NPD6012 Approved
0.6796 Remote Similarity NPD5701 Approved
0.6792 Remote Similarity NPD6882 Approved
0.6792 Remote Similarity NPD8297 Approved
0.6771 Remote Similarity NPD4202 Approved
0.6768 Remote Similarity NPD7638 Approved
0.675 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6735 Remote Similarity NPD4697 Phase 3
0.6735 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6735 Remote Similarity NPD5222 Approved
0.6735 Remote Similarity NPD5221 Approved
0.6703 Remote Similarity NPD4788 Approved
0.67 Remote Similarity NPD7639 Approved
0.67 Remote Similarity NPD7640 Approved
0.6698 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6697 Remote Similarity NPD7115 Discovery
0.6667 Remote Similarity NPD5173 Approved
0.6667 Remote Similarity NPD4139 Approved
0.6667 Remote Similarity NPD4692 Approved
0.6667 Remote Similarity NPD7637 Suspended
0.6667 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6635 Remote Similarity NPD6412 Phase 2
0.6629 Remote Similarity NPD7645 Phase 2
0.6629 Remote Similarity NPD4195 Approved
0.6606 Remote Similarity NPD6868 Approved
0.6598 Remote Similarity NPD5133 Approved
0.6585 Remote Similarity NPD4224 Phase 2
0.6562 Remote Similarity NPD4096 Approved
0.6552 Remote Similarity NPD6942 Approved
0.6552 Remote Similarity NPD7339 Approved
0.6552 Remote Similarity NPD3702 Approved
0.6535 Remote Similarity NPD5286 Approved
0.6535 Remote Similarity NPD5285 Approved
0.6535 Remote Similarity NPD4696 Approved
0.6535 Remote Similarity NPD6404 Discontinued
0.6526 Remote Similarity NPD4518 Approved
0.6522 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6517 Remote Similarity NPD5784 Clinical (unspecified phase)
0.65 Remote Similarity NPD4755 Approved
0.6486 Remote Similarity NPD6335 Approved
0.6484 Remote Similarity NPD8028 Phase 2
0.6484 Remote Similarity NPD5369 Approved
0.6477 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6476 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5223 Approved
0.6437 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6437 Remote Similarity NPD6924 Approved
0.6437 Remote Similarity NPD4785 Approved
0.6437 Remote Similarity NPD4784 Approved
0.6437 Remote Similarity NPD6926 Approved
0.6429 Remote Similarity NPD7101 Approved
0.6429 Remote Similarity NPD7100 Approved
0.6422 Remote Similarity NPD4632 Approved
0.6415 Remote Similarity NPD6686 Approved
0.6415 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6413 Remote Similarity NPD6435 Approved
0.6413 Remote Similarity NPD5209 Approved
0.6408 Remote Similarity NPD5224 Approved
0.6408 Remote Similarity NPD5211 Phase 2
0.6408 Remote Similarity NPD5225 Approved
0.6408 Remote Similarity NPD4633 Approved
0.6408 Remote Similarity NPD5226 Approved
0.6396 Remote Similarity NPD6317 Approved
0.6395 Remote Similarity NPD6081 Approved
0.6395 Remote Similarity NPD4243 Approved
0.6374 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6373 Remote Similarity NPD4700 Approved
0.6346 Remote Similarity NPD5174 Approved
0.6346 Remote Similarity NPD5175 Approved
0.6339 Remote Similarity NPD6313 Approved
0.6339 Remote Similarity NPD6314 Approved
0.6316 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6306 Remote Similarity NPD6274 Approved
0.6296 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6292 Remote Similarity NPD6117 Approved
0.6292 Remote Similarity NPD6933 Approved
0.6286 Remote Similarity NPD5141 Approved
0.6279 Remote Similarity NPD7143 Approved
0.6279 Remote Similarity NPD4789 Approved
0.6279 Remote Similarity NPD4245 Approved

Structure

External Identifiers

PubChem CID   11210127
ChEMBL   CHEMBL490156
ZINC  

Physicochemical Properties

Molecular Weight:  344.24
ALogP:  1.6134
MLogP:  3.55
XLogP:  5.132
# Rotatable Bonds:  8
Polar Surface Area:  43.37
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  25

Download Data

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Structure MOL file  
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Biological Activities  
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