Natural Product: NPC202937

Natural Product ID:  NPC202937
Common Name:   Aragusterol A
IUPAC Name:   (5S,8R,9S,10S,12R,13S,14S,17S)-12-hydroxy-17-[(2R)-2-[(1R,3R)-1-hydroxy-3-[(1R,2R)-2-methylcyclopropyl]butyl]oxiran-2-yl]-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
Synonyms:   Aragusterol A
Molecular Formula:   C29H46O4
Standard InCHIKey:  YCRWRXLGZMMTJD-AHCXHDEUSA-N
Standard InCHI:  InChI=1S/C29H46O4/c1-16-11-21(16)17(2)12-26(32)29(15-33-29)24-8-7-22-20-6-5-18-13-19(30)9-10-27(18,3)23(20)14-25(31)28(22,24)4/h16-18,20-26,31-32H,5-15H2,1-4H3/t16-,17-,18+,20+,21-,22+,23+,24+,25-,26-,27+,28+,29+/m1/s1
Canonical SMILES:  O=C1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2C[C@@H](O)[C@]2([C@H]1CC[C@@H]2[C@]1(OC1)[C@@H](C[C@H]([C@@H]1C[C@H]1C)C)O)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
NPO33333 hyrtios erecta Species Thorectidae Eukaryota PMID[9584401]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 = 0.042 ug/ml 9358635
NPT168 Cell Line P388 Mus musculus IC50 = 0.022 ug/ml 20677781

  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 NPC202937 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 NPC472745
0.881 High Similarity NPC472744
0.8795 High Similarity NPC469745
0.8778 High Similarity NPC17336
0.8765 High Similarity NPC264602
0.8765 High Similarity NPC475031
0.8721 High Similarity NPC474448
0.8721 High Similarity NPC80700
0.8621 High Similarity NPC263802
0.8571 High Similarity NPC12933
0.8539 High Similarity NPC475056
0.8519 High Similarity NPC273366
0.8506 High Similarity NPC476727
0.8506 High Similarity NPC476726
0.8488 Intermediate Similarity NPC50438
0.8471 Intermediate Similarity NPC121121
0.8452 Intermediate Similarity NPC470609
0.8427 Intermediate Similarity NPC24705
0.8427 Intermediate Similarity NPC56962
0.8372 Intermediate Similarity NPC217559
0.8372 Intermediate Similarity NPC292458
0.8372 Intermediate Similarity NPC268578
0.837 Intermediate Similarity NPC470031
0.8333 Intermediate Similarity NPC31302
0.8333 Intermediate Similarity NPC80891
0.8333 Intermediate Similarity NPC201276
0.8333 Intermediate Similarity NPC245029
0.8315 Intermediate Similarity NPC226491
0.8315 Intermediate Similarity NPC477614
0.8315 Intermediate Similarity NPC476379
0.8295 Intermediate Similarity NPC472272
0.8272 Intermediate Similarity NPC232112
0.8256 Intermediate Similarity NPC475388
0.8256 Intermediate Similarity NPC317066
0.8235 Intermediate Similarity NPC16449
0.8214 Intermediate Similarity NPC147993
0.8214 Intermediate Similarity NPC80089
0.8214 Intermediate Similarity NPC34046
0.8214 Intermediate Similarity NPC224802
0.8214 Intermediate Similarity NPC171426
0.8214 Intermediate Similarity NPC471769
0.8214 Intermediate Similarity NPC324700
0.8211 Intermediate Similarity NPC41843
0.8161 Intermediate Similarity NPC327451
0.8161 Intermediate Similarity NPC269684
0.8161 Intermediate Similarity NPC259173
0.8148 Intermediate Similarity NPC151018
0.8148 Intermediate Similarity NPC58057
0.8148 Intermediate Similarity NPC320549
0.8148 Intermediate Similarity NPC156277
0.8144 Intermediate Similarity NPC34562
0.814 Intermediate Similarity NPC77311
0.8118 Intermediate Similarity NPC287452
0.8118 Intermediate Similarity NPC81074
0.8118 Intermediate Similarity NPC477282
0.8095 Intermediate Similarity NPC11907
0.8095 Intermediate Similarity NPC207010
0.8095 Intermediate Similarity NPC133596
0.8095 Intermediate Similarity NPC317913
0.8095 Intermediate Similarity NPC474574
0.8095 Intermediate Similarity NPC23884
0.8095 Intermediate Similarity NPC64081
0.809 Intermediate Similarity NPC302111
0.8085 Intermediate Similarity NPC116683
0.8072 Intermediate Similarity NPC158208
0.8072 Intermediate Similarity NPC97534
0.8072 Intermediate Similarity NPC196136
0.8072 Intermediate Similarity NPC174964
0.8072 Intermediate Similarity NPC159789
0.8072 Intermediate Similarity NPC195155
0.8072 Intermediate Similarity NPC243027
0.8072 Intermediate Similarity NPC317242
0.8068 Intermediate Similarity NPC319909
0.8068 Intermediate Similarity NPC474996
0.8068 Intermediate Similarity NPC473336
0.8068 Intermediate Similarity NPC471044
0.8065 Intermediate Similarity NPC470423
0.8049 Intermediate Similarity NPC472341
0.8049 Intermediate Similarity NPC474123
0.8049 Intermediate Similarity NPC473238
0.8046 Intermediate Similarity NPC60018
0.8046 Intermediate Similarity NPC154043
0.8046 Intermediate Similarity NPC268040
0.8046 Intermediate Similarity NPC202688
0.8043 Intermediate Similarity NPC52756
0.8023 Intermediate Similarity NPC477851
0.8022 Intermediate Similarity NPC61688
0.7976 Intermediate Similarity NPC5767
0.7976 Intermediate Similarity NPC472487
0.7976 Intermediate Similarity NPC470145
0.7976 Intermediate Similarity NPC163597
0.7976 Intermediate Similarity NPC472486
0.7976 Intermediate Similarity NPC4209
0.7976 Intermediate Similarity NPC475742
0.7957 Intermediate Similarity NPC274046
0.7957 Intermediate Similarity NPC198074
0.7955 Intermediate Similarity NPC111582
0.7955 Intermediate Similarity NPC477285
0.7952 Intermediate Similarity NPC192501
0.7952 Intermediate Similarity NPC254340
0.7952 Intermediate Similarity NPC10476
0.7952 Intermediate Similarity NPC472854
0.7952 Intermediate Similarity NPC228994
0.7938 Intermediate Similarity NPC477172
0.7935 Intermediate Similarity NPC77756
0.7927 Intermediate Similarity NPC470071
0.7927 Intermediate Similarity NPC89310
0.7927 Intermediate Similarity NPC252182
0.7927 Intermediate Similarity NPC1340
0.7927 Intermediate Similarity NPC195530
0.7927 Intermediate Similarity NPC187471
0.7921 Intermediate Similarity NPC208333
0.7921 Intermediate Similarity NPC227879
0.7907 Intermediate Similarity NPC320144
0.7901 Intermediate Similarity NPC107919
0.7901 Intermediate Similarity NPC299948
0.7901 Intermediate Similarity NPC213178
0.7901 Intermediate Similarity NPC327728
0.7901 Intermediate Similarity NPC131892
0.7901 Intermediate Similarity NPC66407
0.7901 Intermediate Similarity NPC470830
0.7901 Intermediate Similarity NPC241085
0.7901 Intermediate Similarity NPC6120
0.7895 Intermediate Similarity NPC476728
0.7895 Intermediate Similarity NPC252056
0.7895 Intermediate Similarity NPC477264
0.7889 Intermediate Similarity NPC215968
0.7889 Intermediate Similarity NPC155531
0.7889 Intermediate Similarity NPC92139
0.7882 Intermediate Similarity NPC128951
0.7882 Intermediate Similarity NPC221420
0.7882 Intermediate Similarity NPC476233
0.7882 Intermediate Similarity NPC105208
0.7882 Intermediate Similarity NPC302578
0.7882 Intermediate Similarity NPC192046
0.7882 Intermediate Similarity NPC185915
0.7882 Intermediate Similarity NPC477227
0.7872 Intermediate Similarity NPC477495
0.7857 Intermediate Similarity NPC270306
0.7857 Intermediate Similarity NPC231680
0.7857 Intermediate Similarity NPC21220
0.7857 Intermediate Similarity NPC125767
0.7857 Intermediate Similarity NPC91387
0.7857 Intermediate Similarity NPC472952
0.7857 Intermediate Similarity NPC472950
0.7857 Intermediate Similarity NPC212733
0.7849 Intermediate Similarity NPC473066
0.7841 Intermediate Similarity NPC100366
0.7841 Intermediate Similarity NPC328007
0.7841 Intermediate Similarity NPC61107
0.7841 Intermediate Similarity NPC242771
0.7841 Intermediate Similarity NPC286719
0.7841 Intermediate Similarity NPC164289
0.7841 Intermediate Similarity NPC289486
0.7841 Intermediate Similarity NPC311642
0.7841 Intermediate Similarity NPC477286
0.7831 Intermediate Similarity NPC470610
0.7831 Intermediate Similarity NPC81759
0.7831 Intermediate Similarity NPC153719
0.7816 Intermediate Similarity NPC472951
0.7816 Intermediate Similarity NPC472943
0.7816 Intermediate Similarity NPC472853
0.7812 Intermediate Similarity NPC472273
0.7812 Intermediate Similarity NPC170978
0.7791 Intermediate Similarity NPC67657
0.7791 Intermediate Similarity NPC478128
0.7791 Intermediate Similarity NPC476732
0.7791 Intermediate Similarity NPC18857
0.7791 Intermediate Similarity NPC185465
0.7791 Intermediate Similarity NPC199965
0.7778 Intermediate Similarity NPC266651
0.7766 Intermediate Similarity NPC476189
0.7755 Intermediate Similarity NPC476897
0.7753 Intermediate Similarity NPC227170
0.7742 Intermediate Similarity NPC46758
0.7738 Intermediate Similarity NPC48795
0.7738 Intermediate Similarity NPC167702
0.7738 Intermediate Similarity NPC304499
0.7738 Intermediate Similarity NPC280026
0.7732 Intermediate Similarity NPC476294
0.7727 Intermediate Similarity NPC190940
0.7727 Intermediate Similarity NPC58631
0.7717 Intermediate Similarity NPC56777
0.7717 Intermediate Similarity NPC201607
0.7711 Intermediate Similarity NPC8004
0.7711 Intermediate Similarity NPC131506
0.7711 Intermediate Similarity NPC473267
0.7711 Intermediate Similarity NPC127283
0.7711 Intermediate Similarity NPC127094
0.7711 Intermediate Similarity NPC157777
0.7708 Intermediate Similarity NPC163685
0.7708 Intermediate Similarity NPC235109
0.7701 Intermediate Similarity NPC52951
0.7701 Intermediate Similarity NPC269333
0.7692 Intermediate Similarity NPC114378
0.7692 Intermediate Similarity NPC103782
0.7692 Intermediate Similarity NPC474215
0.7692 Intermediate Similarity NPC477283
0.7692 Intermediate Similarity NPC475729
0.7684 Intermediate Similarity NPC151214

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC202937 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
0.8214 Intermediate Similarity NPD6115 Approved
0.8214 Intermediate Similarity NPD6114 Approved
0.8214 Intermediate Similarity NPD6118 Approved
0.8214 Intermediate Similarity NPD6697 Approved
0.8148 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.8148 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.8095 Intermediate Similarity NPD6116 Phase 1
0.8072 Intermediate Similarity NPD3703 Phase 2
0.7976 Intermediate Similarity NPD6117 Approved
0.7901 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7901 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7901 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD5360 Phase 3
0.7738 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD4789 Approved
0.759 Intermediate Similarity NPD4245 Approved
0.759 Intermediate Similarity NPD4244 Approved
0.747 Intermediate Similarity NPD3698 Phase 2
0.7407 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD4758 Discontinued
0.7191 Intermediate Similarity NPD5364 Discontinued
0.7191 Intermediate Similarity NPD3671 Phase 1
0.7093 Intermediate Similarity NPD6081 Approved
0.7021 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.6939 Remote Similarity NPD8034 Phase 2
0.6939 Remote Similarity NPD8035 Phase 2
0.6916 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6905 Remote Similarity NPD4224 Phase 2
0.6897 Remote Similarity NPD5777 Approved
0.6854 Remote Similarity NPD3702 Approved
0.6809 Remote Similarity NPD4788 Approved
0.6782 Remote Similarity NPD4787 Phase 1
0.6765 Remote Similarity NPD4755 Approved
0.6737 Remote Similarity NPD4786 Approved
0.6735 Remote Similarity NPD5328 Approved
0.6731 Remote Similarity NPD1700 Approved
0.67 Remote Similarity NPD4202 Approved
0.67 Remote Similarity NPD8171 Discontinued
0.6697 Remote Similarity NPD4634 Approved
0.6667 Remote Similarity NPD7525 Registered
0.6667 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4632 Approved
0.6667 Remote Similarity NPD6928 Phase 2
0.6667 Remote Similarity NPD8133 Approved
0.6637 Remote Similarity NPD7115 Discovery
0.6636 Remote Similarity NPD6402 Approved
0.6636 Remote Similarity NPD7128 Approved
0.6636 Remote Similarity NPD5739 Approved
0.6636 Remote Similarity NPD6675 Approved
0.6635 Remote Similarity NPD4696 Approved
0.6635 Remote Similarity NPD8418 Phase 2
0.6635 Remote Similarity NPD5286 Approved
0.6635 Remote Similarity NPD4700 Approved
0.6635 Remote Similarity NPD5285 Approved
0.66 Remote Similarity NPD6079 Approved
0.6598 Remote Similarity NPD3618 Phase 1
0.6577 Remote Similarity NPD8297 Approved
0.6574 Remote Similarity NPD6412 Phase 2
0.6549 Remote Similarity NPD6940 Discontinued
0.6545 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6535 Remote Similarity NPD6399 Phase 3
0.6526 Remote Similarity NPD3667 Approved
0.6514 Remote Similarity NPD7320 Approved
0.6514 Remote Similarity NPD6881 Approved
0.6514 Remote Similarity NPD6899 Approved
0.6509 Remote Similarity NPD5225 Approved
0.6509 Remote Similarity NPD5224 Approved
0.6509 Remote Similarity NPD5211 Phase 2
0.6509 Remote Similarity NPD5226 Approved
0.6509 Remote Similarity NPD4633 Approved
0.6471 Remote Similarity NPD371 Approved
0.6466 Remote Similarity NPD6319 Approved
0.6466 Remote Similarity NPD6059 Approved
0.6466 Remote Similarity NPD6054 Approved
0.6455 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6455 Remote Similarity NPD6372 Approved
0.6455 Remote Similarity NPD6373 Approved
0.6449 Remote Similarity NPD5174 Approved
0.6449 Remote Similarity NPD5175 Approved
0.6441 Remote Similarity NPD7604 Phase 2
0.6422 Remote Similarity NPD5701 Approved
0.6422 Remote Similarity NPD5697 Approved
0.6415 Remote Similarity NPD5223 Approved
0.64 Remote Similarity NPD4753 Phase 2
0.6396 Remote Similarity NPD7102 Approved
0.6396 Remote Similarity NPD7290 Approved
0.6396 Remote Similarity NPD6883 Approved
0.6389 Remote Similarity NPD5141 Approved
0.6381 Remote Similarity NPD7638 Approved
0.6356 Remote Similarity NPD6370 Approved
0.6348 Remote Similarity NPD6009 Approved
0.6346 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6346 Remote Similarity NPD5222 Approved
0.6346 Remote Similarity NPD5221 Approved
0.6346 Remote Similarity NPD4697 Phase 3
0.6339 Remote Similarity NPD8130 Phase 1
0.6339 Remote Similarity NPD6617 Approved
0.6339 Remote Similarity NPD6847 Approved
0.6339 Remote Similarity NPD6869 Approved
0.6339 Remote Similarity NPD6650 Approved
0.6339 Remote Similarity NPD6649 Approved
0.6333 Remote Similarity NPD7507 Approved
0.633 Remote Similarity NPD4768 Approved
0.633 Remote Similarity NPD6008 Approved
0.633 Remote Similarity NPD4767 Approved
0.633 Remote Similarity NPD6920 Discontinued
0.6321 Remote Similarity NPD7640 Approved
0.6321 Remote Similarity NPD7639 Approved
0.6306 Remote Similarity NPD6012 Approved
0.6306 Remote Similarity NPD6013 Approved
0.6306 Remote Similarity NPD6014 Approved
0.6296 Remote Similarity NPD4754 Approved
0.6286 Remote Similarity NPD6084 Phase 2
0.6286 Remote Similarity NPD5173 Approved
0.6286 Remote Similarity NPD6083 Phase 2
0.6283 Remote Similarity NPD6882 Approved
0.6275 Remote Similarity NPD7515 Phase 2
0.6273 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6271 Remote Similarity NPD6016 Approved
0.6271 Remote Similarity NPD6015 Approved
0.625 Remote Similarity NPD7492 Approved
0.623 Remote Similarity NPD7736 Approved
0.6224 Remote Similarity NPD3666 Approved
0.6224 Remote Similarity NPD3665 Phase 1
0.6224 Remote Similarity NPD3133 Approved
0.6218 Remote Similarity NPD5988 Approved
0.6216 Remote Similarity NPD4730 Approved
0.6216 Remote Similarity NPD6011 Approved
0.6216 Remote Similarity NPD5128 Approved
0.6216 Remote Similarity NPD4729 Approved
0.6204 Remote Similarity NPD7632 Discontinued
0.6198 Remote Similarity NPD6616 Approved
0.6195 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6179 Remote Similarity NPD7319 Approved
0.6154 Remote Similarity NPD7748 Approved
0.6148 Remote Similarity NPD7078 Approved
0.6148 Remote Similarity NPD8293 Discontinued
0.6134 Remote Similarity NPD5983 Phase 2
0.6132 Remote Similarity NPD7902 Approved
0.6106 Remote Similarity NPD5247 Approved
0.6106 Remote Similarity NPD5248 Approved
0.6106 Remote Similarity NPD5250 Approved
0.6106 Remote Similarity NPD5251 Approved
0.6106 Remote Similarity NPD5249 Phase 3
0.61 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6095 Remote Similarity NPD5210 Approved
0.6095 Remote Similarity NPD4629 Approved
0.6095 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6068 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6066 Remote Similarity NPD6336 Discontinued
0.6061 Remote Similarity NPD3668 Phase 3
0.6053 Remote Similarity NPD5217 Approved
0.6053 Remote Similarity NPD5215 Approved
0.6053 Remote Similarity NPD5216 Approved
0.604 Remote Similarity NPD7524 Approved
0.602 Remote Similarity NPD4223 Phase 3
0.602 Remote Similarity NPD4221 Approved
0.6019 Remote Similarity NPD6701 Clinical (unspecified phase)
0.6019 Remote Similarity NPD6700 Approved
0.6017 Remote Similarity NPD7328 Approved
0.6017 Remote Similarity NPD7327 Approved
0.6 Remote Similarity NPD6921 Approved
0.6 Remote Similarity NPD5329 Approved
0.5983 Remote Similarity NPD6274 Approved
0.5968 Remote Similarity NPD6033 Approved
0.5966 Remote Similarity NPD7101 Approved
0.5966 Remote Similarity NPD7100 Approved
0.5966 Remote Similarity NPD7516 Approved
0.5965 Remote Similarity NPD5169 Approved
0.5965 Remote Similarity NPD5135 Approved
0.5965 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5962 Remote Similarity NPD6703 Approved
0.5962 Remote Similarity NPD6702 Approved
0.596 Remote Similarity NPD3670 Clinical (unspecified phase)
0.596 Remote Similarity NPD3669 Approved
0.5943 Remote Similarity NPD5695 Phase 3
0.5941 Remote Similarity NPD5279 Phase 3
0.5938 Remote Similarity NPD3617 Approved
0.5929 Remote Similarity NPD6415 Discontinued
0.5929 Remote Similarity NPD6686 Approved
0.5926 Remote Similarity NPD5696 Approved
0.5918 Remote Similarity NPD1779 Approved
0.5918 Remote Similarity NPD4139 Approved
0.5918 Remote Similarity NPD4692 Approved
0.5918 Remote Similarity NPD1780 Approved
0.5917 Remote Similarity NPD8377 Approved
0.5917 Remote Similarity NPD8294 Approved
0.5913 Remote Similarity NPD5127 Approved
0.5902 Remote Similarity NPD8328 Phase 3
0.5902 Remote Similarity NPD6067 Discontinued
0.59 Remote Similarity NPD7338 Clinical (unspecified phase)
0.59 Remote Similarity NPD4197 Approved
0.5882 Remote Similarity NPD6335 Approved
0.5876 Remote Similarity NPD7645 Phase 2
0.587 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5868 Remote Similarity NPD6908 Approved
0.5868 Remote Similarity NPD8296 Approved
0.5868 Remote Similarity NPD6909 Approved

Structure

External Identifiers

PubChem CID   10950581
ChEMBL   CHEMBL161250
ZINC  

Physicochemical Properties

Molecular Weight:  458.34
ALogP:  -0.1946
MLogP:  4.21
XLogP:  6.223
# Rotatable Bonds:  11
Polar Surface Area:  70.06
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  6
# Heavy Atoms:  33

Download Data

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