Natural Product: NPC475977

Natural Product ID:  NPC475977
Common Name:   (4R,4As,6As,6Br,8As,12As,12Bs,14As,14Bs)-8A-Hydroperoxy-4,4A,6B,11,11,12B,14A-Heptamethylicosahydropicen-3(4H)-One
IUPAC Name:   (4R,4aS,6aS,6aS,6bR,8aS,12aS,14aS,14bS)-8a-hydroperoxy-4,4a,6a,6b,11,11,14a-heptamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1H-picen-3-one
Synonyms:  
Molecular Formula:   C29H48O3
Standard InCHIKey:  WSVAJLWNDHCMEJ-SHQXCJHDSA-N
Standard InCHI:  InChI=1S/C29H48O3/c1-19-20(30)8-9-21-25(19,4)11-10-22-26(21,5)13-14-28(7)23-18-24(2,3)12-16-29(23,32-31)17-15-27(22,28)6/h19,21-23,31H,8-18H2,1-7H3/t19-,21+,22-,23-,25+,26-,27+,28-,29-/m0/s1
Canonical SMILES:  OO[C@@]12CCC(C[C@H]2[C@]2([C@@](CC1)(C)[C@H]1CC[C@]3([C@H]([C@@]1(CC2)C)CCC(=O)[C@@H]3C)C)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
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota PMID[1375626]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 ED50 = 38 nM 25554367
NPT759 Cell Line H9 Homo sapiens IC50 = 38000 nM 7996553

  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 NPC475977 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
0.9254 High Similarity NPC247195
0.8841 High Similarity NPC477229
0.8841 High Similarity NPC68426
0.8841 High Similarity NPC282905
0.8714 High Similarity NPC159325
0.8714 High Similarity NPC168511
0.8592 High Similarity NPC267753
0.8571 High Similarity NPC81759
0.8529 High Similarity NPC281203
0.8529 High Similarity NPC2568
0.8529 High Similarity NPC469724
0.8529 High Similarity NPC31187
0.8529 High Similarity NPC100917
0.8529 High Similarity NPC103647
0.8529 High Similarity NPC180777
0.8529 High Similarity NPC260319
0.8472 Intermediate Similarity NPC108840
0.8451 Intermediate Similarity NPC130011
0.8356 Intermediate Similarity NPC112463
0.8261 Intermediate Similarity NPC473225
0.8169 Intermediate Similarity NPC290058
0.8158 Intermediate Similarity NPC50658
0.8108 Intermediate Similarity NPC23884
0.8095 Intermediate Similarity NPC307063
0.8088 Intermediate Similarity NPC19311
0.8088 Intermediate Similarity NPC230047
0.8082 Intermediate Similarity NPC174964
0.8082 Intermediate Similarity NPC72444
0.8082 Intermediate Similarity NPC195155
0.8082 Intermediate Similarity NPC97534
0.8 Intermediate Similarity NPC31031
0.8 Intermediate Similarity NPC243594
0.8 Intermediate Similarity NPC472608
0.8 Intermediate Similarity NPC127798
0.8 Intermediate Similarity NPC26029
0.7973 Intermediate Similarity NPC475742
0.7973 Intermediate Similarity NPC5767
0.7945 Intermediate Similarity NPC162164
0.7922 Intermediate Similarity NPC476071
0.7922 Intermediate Similarity NPC280781
0.7922 Intermediate Similarity NPC48756
0.7895 Intermediate Similarity NPC73013
0.7867 Intermediate Similarity NPC221420
0.7857 Intermediate Similarity NPC41542
0.7848 Intermediate Similarity NPC34984
0.7848 Intermediate Similarity NPC105895
0.7848 Intermediate Similarity NPC25037
0.7808 Intermediate Similarity NPC475230
0.7808 Intermediate Similarity NPC232112
0.7778 Intermediate Similarity NPC108131
0.7722 Intermediate Similarity NPC269684
0.7703 Intermediate Similarity NPC38426
0.7692 Intermediate Similarity NPC271572
0.7692 Intermediate Similarity NPC474870
0.7671 Intermediate Similarity NPC58057
0.7671 Intermediate Similarity NPC151018
0.7671 Intermediate Similarity NPC320549
0.7671 Intermediate Similarity NPC89310
0.7671 Intermediate Similarity NPC156277
0.7639 Intermediate Similarity NPC196197
0.7639 Intermediate Similarity NPC6120
0.7639 Intermediate Similarity NPC213178
0.7639 Intermediate Similarity NPC327728
0.7639 Intermediate Similarity NPC131892
0.7632 Intermediate Similarity NPC475031
0.7632 Intermediate Similarity NPC298168
0.7632 Intermediate Similarity NPC143133
0.7606 Intermediate Similarity NPC472984
0.76 Intermediate Similarity NPC273366
0.7536 Intermediate Similarity NPC292419
0.7536 Intermediate Similarity NPC290791
0.7531 Intermediate Similarity NPC62572
0.75 Intermediate Similarity NPC475893
0.75 Intermediate Similarity NPC472487
0.75 Intermediate Similarity NPC104806
0.75 Intermediate Similarity NPC472486
0.75 Intermediate Similarity NPC474954
0.7467 Intermediate Similarity NPC96759
0.7467 Intermediate Similarity NPC254340
0.7465 Intermediate Similarity NPC84562
0.7432 Intermediate Similarity NPC126642
0.7407 Intermediate Similarity NPC474996
0.7403 Intermediate Similarity NPC472746
0.7397 Intermediate Similarity NPC178541
0.7375 Intermediate Similarity NPC268040
0.7375 Intermediate Similarity NPC30583
0.7375 Intermediate Similarity NPC61107
0.7375 Intermediate Similarity NPC289486
0.7375 Intermediate Similarity NPC163236
0.7368 Intermediate Similarity NPC159789
0.7368 Intermediate Similarity NPC21220
0.7368 Intermediate Similarity NPC125767
0.7368 Intermediate Similarity NPC212733
0.7361 Intermediate Similarity NPC204233
0.7342 Intermediate Similarity NPC261616
0.7324 Intermediate Similarity NPC80463
0.7324 Intermediate Similarity NPC260116
0.7317 Intermediate Similarity NPC133954
0.7284 Intermediate Similarity NPC472743
0.7284 Intermediate Similarity NPC475726
0.7273 Intermediate Similarity NPC198473
0.7273 Intermediate Similarity NPC4209
0.726 Intermediate Similarity NPC470956
0.726 Intermediate Similarity NPC469987
0.725 Intermediate Similarity NPC328264
0.725 Intermediate Similarity NPC473217
0.7237 Intermediate Similarity NPC133922
0.7237 Intermediate Similarity NPC472854
0.7237 Intermediate Similarity NPC167702
0.7237 Intermediate Similarity NPC280026
0.7229 Intermediate Similarity NPC475862
0.7229 Intermediate Similarity NPC74363
0.7229 Intermediate Similarity NPC187545
0.7229 Intermediate Similarity NPC213412
0.7222 Intermediate Similarity NPC42060
0.7215 Intermediate Similarity NPC320144
0.72 Intermediate Similarity NPC197701
0.7195 Intermediate Similarity NPC219535
0.7195 Intermediate Similarity NPC475745
0.7195 Intermediate Similarity NPC474482
0.7195 Intermediate Similarity NPC237938
0.7179 Intermediate Similarity NPC317913
0.7179 Intermediate Similarity NPC207010
0.7164 Intermediate Similarity NPC151464
0.7164 Intermediate Similarity NPC143597
0.7162 Intermediate Similarity NPC321732
0.7162 Intermediate Similarity NPC324607
0.7162 Intermediate Similarity NPC474962
0.7143 Intermediate Similarity NPC73064
0.7126 Intermediate Similarity NPC472147
0.7126 Intermediate Similarity NPC472148
0.7125 Intermediate Similarity NPC18955
0.7123 Intermediate Similarity NPC48079
0.7123 Intermediate Similarity NPC329466
0.7123 Intermediate Similarity NPC328304
0.7121 Intermediate Similarity NPC288296
0.7121 Intermediate Similarity NPC53245
0.7108 Intermediate Similarity NPC131350
0.7108 Intermediate Similarity NPC292553
0.7105 Intermediate Similarity NPC253805
0.7105 Intermediate Similarity NPC310766
0.7105 Intermediate Similarity NPC474123
0.7105 Intermediate Similarity NPC36310
0.7093 Intermediate Similarity NPC185529
0.7093 Intermediate Similarity NPC472146
0.7089 Intermediate Similarity NPC171426
0.7089 Intermediate Similarity NPC80089
0.7089 Intermediate Similarity NPC324700
0.7089 Intermediate Similarity NPC34046
0.7089 Intermediate Similarity NPC185465
0.7089 Intermediate Similarity NPC224802
0.7089 Intermediate Similarity NPC478128
0.7083 Intermediate Similarity NPC469791
0.7073 Intermediate Similarity NPC327451
0.7067 Intermediate Similarity NPC476731
0.7067 Intermediate Similarity NPC163020
0.7059 Intermediate Similarity NPC135438
0.7059 Intermediate Similarity NPC230387
0.7051 Intermediate Similarity NPC471046
0.7037 Intermediate Similarity NPC3915
0.7037 Intermediate Similarity NPC162632
0.7037 Intermediate Similarity NPC274050
0.7037 Intermediate Similarity NPC267691
0.7037 Intermediate Similarity NPC58631
0.7037 Intermediate Similarity NPC469745
0.7037 Intermediate Similarity NPC12933
0.7037 Intermediate Similarity NPC263272
0.7027 Intermediate Similarity NPC478228
0.7027 Intermediate Similarity NPC472741
0.7024 Intermediate Similarity NPC477579
0.7024 Intermediate Similarity NPC83242
0.7024 Intermediate Similarity NPC72638
0.7024 Intermediate Similarity NPC472738
0.7024 Intermediate Similarity NPC235341
0.7024 Intermediate Similarity NPC95594
0.7024 Intermediate Similarity NPC471737
0.7015 Intermediate Similarity NPC184819
0.7013 Intermediate Similarity NPC255168
0.7013 Intermediate Similarity NPC74639
0.7 Intermediate Similarity NPC80891
0.7 Intermediate Similarity NPC201276
0.7 Intermediate Similarity NPC201459
0.7 Intermediate Similarity NPC192744
0.6988 Remote Similarity NPC50438
0.6988 Remote Similarity NPC264665
0.6988 Remote Similarity NPC9060
0.6988 Remote Similarity NPC181871
0.6988 Remote Similarity NPC180834
0.6988 Remote Similarity NPC171789
0.6988 Remote Similarity NPC473299
0.6988 Remote Similarity NPC474233
0.6988 Remote Similarity NPC74595
0.6986 Remote Similarity NPC103734
0.6986 Remote Similarity NPC142712
0.6986 Remote Similarity NPC268736
0.6986 Remote Similarity NPC477931
0.6977 Remote Similarity NPC69627
0.6974 Remote Similarity NPC473267
0.6974 Remote Similarity NPC478227
0.6974 Remote Similarity NPC472309

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475977 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
0.8261 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.8261 Intermediate Similarity NPD5360 Phase 3
0.7671 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7671 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7671 Intermediate Similarity NPD4758 Discontinued
0.7639 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7639 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7465 Intermediate Similarity NPD4224 Phase 2
0.7368 Intermediate Similarity NPD3703 Phase 2
0.7308 Intermediate Similarity NPD5364 Discontinued
0.7297 Intermediate Similarity NPD4245 Approved
0.7297 Intermediate Similarity NPD4789 Approved
0.7297 Intermediate Similarity NPD4244 Approved
0.7273 Intermediate Similarity NPD6117 Approved
0.7237 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD6081 Approved
0.7179 Intermediate Similarity NPD6116 Phase 1
0.7162 Intermediate Similarity NPD3698 Phase 2
0.7089 Intermediate Similarity NPD6118 Approved
0.7089 Intermediate Similarity NPD6115 Approved
0.7089 Intermediate Similarity NPD6114 Approved
0.7089 Intermediate Similarity NPD6697 Approved
0.7083 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.6974 Remote Similarity NPD5777 Approved
0.6905 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6875 Remote Similarity NPD3671 Phase 1
0.6818 Remote Similarity NPD7515 Phase 2
0.6667 Remote Similarity NPD7748 Approved
0.65 Remote Similarity NPD3702 Approved
0.6494 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6484 Remote Similarity NPD7900 Approved
0.6484 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6471 Remote Similarity NPD4788 Approved
0.6452 Remote Similarity NPD7902 Approved
0.6444 Remote Similarity NPD8035 Phase 2
0.6444 Remote Similarity NPD8034 Phase 2
0.6364 Remote Similarity NPD3573 Approved
0.6265 Remote Similarity NPD3617 Approved
0.625 Remote Similarity NPD3618 Phase 1
0.625 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6222 Remote Similarity NPD5328 Approved
0.6222 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6207 Remote Similarity NPD4786 Approved
0.6203 Remote Similarity NPD4787 Phase 1
0.619 Remote Similarity NPD7645 Phase 2
0.6163 Remote Similarity NPD3667 Approved
0.6163 Remote Similarity NPD4223 Phase 3
0.6163 Remote Similarity NPD4221 Approved
0.6143 Remote Similarity NPD615 Clinical (unspecified phase)
0.6136 Remote Similarity NPD5329 Approved
0.6087 Remote Similarity NPD6079 Approved
0.6047 Remote Similarity NPD4139 Approved
0.6047 Remote Similarity NPD4692 Approved
0.6023 Remote Similarity NPD3668 Phase 3
0.6023 Remote Similarity NPD4197 Approved
0.6022 Remote Similarity NPD4202 Approved
0.5934 Remote Similarity NPD7513 Clinical (unspecified phase)
0.593 Remote Similarity NPD4695 Discontinued
0.5889 Remote Similarity NPD4688 Approved
0.5889 Remote Similarity NPD4138 Approved
0.5889 Remote Similarity NPD4623 Approved
0.5889 Remote Similarity NPD4689 Approved
0.5889 Remote Similarity NPD4519 Discontinued
0.5889 Remote Similarity NPD5205 Approved
0.5889 Remote Similarity NPD4690 Approved
0.5889 Remote Similarity NPD4693 Phase 3
0.5889 Remote Similarity NPD6098 Approved
0.5843 Remote Similarity NPD3666 Approved
0.5843 Remote Similarity NPD3133 Approved
0.5843 Remote Similarity NPD3665 Phase 1
0.5833 Remote Similarity NPD7614 Phase 1
0.5773 Remote Similarity NPD4755 Approved
0.5747 Remote Similarity NPD7525 Registered
0.5743 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5729 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7146 Approved
0.5714 Remote Similarity NPD5690 Phase 2
0.5714 Remote Similarity NPD6684 Approved
0.5714 Remote Similarity NPD6409 Approved
0.5714 Remote Similarity NPD7521 Approved
0.5714 Remote Similarity NPD5330 Approved
0.5714 Remote Similarity NPD4694 Approved
0.5714 Remote Similarity NPD7334 Approved
0.5714 Remote Similarity NPD5280 Approved
0.5699 Remote Similarity NPD6904 Approved
0.5699 Remote Similarity NPD6080 Approved
0.5699 Remote Similarity NPD6673 Approved
0.5699 Remote Similarity NPD4753 Phase 2
0.5686 Remote Similarity NPD6920 Discontinued
0.5684 Remote Similarity NPD6399 Phase 3
0.5682 Remote Similarity NPD1779 Approved
0.5682 Remote Similarity NPD1780 Approved
0.5682 Remote Similarity NPD8028 Phase 2
0.5679 Remote Similarity NPD4137 Phase 3
0.5672 Remote Similarity NPD388 Approved
0.5672 Remote Similarity NPD386 Approved
0.567 Remote Similarity NPD7732 Phase 3
0.567 Remote Similarity NPD5221 Approved
0.567 Remote Similarity NPD4697 Phase 3
0.567 Remote Similarity NPD5222 Approved
0.567 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5657 Remote Similarity NPD8418 Phase 2
0.5657 Remote Similarity NPD4700 Approved
0.5657 Remote Similarity NPD5286 Approved
0.5657 Remote Similarity NPD5285 Approved
0.5657 Remote Similarity NPD4696 Approved
0.5625 Remote Similarity NPD6001 Approved
0.5612 Remote Similarity NPD5173 Approved
0.561 Remote Similarity NPD4747 Approved
0.561 Remote Similarity NPD4691 Approved
0.56 Remote Similarity NPD5223 Approved

Structure

External Identifiers

PubChem CID   44576010
ChEMBL   CHEMBL520135
ZINC  

Physicochemical Properties

Molecular Weight:  444.36
ALogP:  3.0996
MLogP:  4.32
XLogP:  9.459
# Rotatable Bonds:  9
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  32

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs