Natural Product: NPC92139

Natural Product ID:  NPC92139
Common Name:   23Alpha-Hydroxy-3-Oxo-25,26,27-Trinordammar-24,20-Alpha-Olide
IUPAC Name:   (3S,5S)-3-hydroxy-5-methyl-5-[(5R,8R,9R,10R,13R,14R,17S)-4,4,8,10,14-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]oxolan-2-one
Synonyms:  
Molecular Formula:   C27H42O4
Standard InCHIKey:  MPOXZUFJPWKCSZ-VWADOUGUSA-N
Standard InCHI:  InChI=1S/C27H42O4/c1-23(2)19-10-14-26(5)20(24(19,3)12-11-21(23)29)8-7-16-17(9-13-25(16,26)4)27(6)15-18(28)22(30)31-27/h16-20,28H,7-15H2,1-6H3/t16-,17+,18+,19+,20-,24+,25-,26-,27+/m1/s1
Canonical SMILES:  O=C1O[C@](C[C@@H]1O)(C)[C@H]1CC[C@@]2([C@@H]1CC[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CCC(=O)C2(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
NPO32464 dysoxylum binecteriferum Species Meliaceae Eukaryota Stem barks PMID[24547740]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 100000 nM 15165156
NPT65 Cell Line HepG2 Homo sapiens IC50 = 8000 nM 24079846
NPT81 Cell Line A549 Homo sapiens IC50 = 12400 nM 22672802
NPT83 Cell Line MCF7 Homo sapiens IC50 = 26700 nM 19742452

  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 NPC92139 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
0.9195 High Similarity NPC206878
0.8795 High Similarity NPC164289
0.8795 High Similarity NPC242771
0.8795 High Similarity NPC311642
0.8795 High Similarity NPC100366
0.878 High Similarity NPC472853
0.869 High Similarity NPC268578
0.869 High Similarity NPC259173
0.869 High Similarity NPC292458
0.869 High Similarity NPC217559
0.8675 High Similarity NPC58631
0.8659 High Similarity NPC31302
0.8659 High Similarity NPC245029
0.8605 High Similarity NPC474448
0.8571 High Similarity NPC477935
0.8571 High Similarity NPC102156
0.8571 High Similarity NPC477936
0.8571 High Similarity NPC148740
0.8537 High Similarity NPC476732
0.8537 High Similarity NPC199965
0.8471 Intermediate Similarity NPC472744
0.8415 Intermediate Similarity NPC180199
0.8415 Intermediate Similarity NPC477919
0.8415 Intermediate Similarity NPC264602
0.8415 Intermediate Similarity NPC477918
0.8391 Intermediate Similarity NPC80700
0.837 Intermediate Similarity NPC116683
0.8293 Intermediate Similarity NPC477933
0.8293 Intermediate Similarity NPC477932
0.8272 Intermediate Similarity NPC472945
0.8272 Intermediate Similarity NPC472944
0.8261 Intermediate Similarity NPC470031
0.825 Intermediate Similarity NPC469940
0.825 Intermediate Similarity NPC197701
0.8242 Intermediate Similarity NPC228700
0.8235 Intermediate Similarity NPC12933
0.8182 Intermediate Similarity NPC472745
0.8171 Intermediate Similarity NPC477934
0.8161 Intermediate Similarity NPC474996
0.8152 Intermediate Similarity NPC309127
0.8152 Intermediate Similarity NPC470423
0.8152 Intermediate Similarity NPC247877
0.814 Intermediate Similarity NPC61107
0.814 Intermediate Similarity NPC289486
0.814 Intermediate Similarity NPC13494
0.814 Intermediate Similarity NPC328007
0.814 Intermediate Similarity NPC317066
0.8125 Intermediate Similarity NPC477929
0.8095 Intermediate Similarity NPC185465
0.8085 Intermediate Similarity NPC470632
0.8072 Intermediate Similarity NPC4209
0.8068 Intermediate Similarity NPC477445
0.8049 Intermediate Similarity NPC167702
0.8049 Intermediate Similarity NPC472854
0.8049 Intermediate Similarity NPC254340
0.8049 Intermediate Similarity NPC477930
0.8049 Intermediate Similarity NPC280026
0.8046 Intermediate Similarity NPC477285
0.8046 Intermediate Similarity NPC111582
0.8043 Intermediate Similarity NPC472148
0.8043 Intermediate Similarity NPC472147
0.8023 Intermediate Similarity NPC190940
0.8023 Intermediate Similarity NPC77311
0.8 Intermediate Similarity NPC80891
0.8 Intermediate Similarity NPC476734
0.8 Intermediate Similarity NPC320144
0.8 Intermediate Similarity NPC252032
0.8 Intermediate Similarity NPC229407
0.8 Intermediate Similarity NPC255176
0.8 Intermediate Similarity NPC254572
0.8 Intermediate Similarity NPC469941
0.8 Intermediate Similarity NPC33398
0.8 Intermediate Similarity NPC250687
0.8 Intermediate Similarity NPC201276
0.8 Intermediate Similarity NPC48824
0.8 Intermediate Similarity NPC319671
0.798 Intermediate Similarity NPC131665
0.798 Intermediate Similarity NPC255387
0.7979 Intermediate Similarity NPC476728
0.7978 Intermediate Similarity NPC155531
0.7978 Intermediate Similarity NPC114378
0.7978 Intermediate Similarity NPC215968
0.7978 Intermediate Similarity NPC103782
0.7976 Intermediate Similarity NPC171658
0.7976 Intermediate Similarity NPC474404
0.7976 Intermediate Similarity NPC317913
0.7976 Intermediate Similarity NPC207010
0.7957 Intermediate Similarity NPC470424
0.7955 Intermediate Similarity NPC473336
0.7955 Intermediate Similarity NPC319909
0.7955 Intermediate Similarity NPC471044
0.7955 Intermediate Similarity NPC79308
0.7952 Intermediate Similarity NPC212733
0.7952 Intermediate Similarity NPC472311
0.7952 Intermediate Similarity NPC179858
0.7935 Intermediate Similarity NPC471747
0.7931 Intermediate Similarity NPC121121
0.7931 Intermediate Similarity NPC477286
0.7931 Intermediate Similarity NPC286719
0.7912 Intermediate Similarity NPC61688
0.7912 Intermediate Similarity NPC269267
0.7907 Intermediate Similarity NPC261616
0.7907 Intermediate Similarity NPC470609
0.7895 Intermediate Similarity NPC74466
0.7889 Intermediate Similarity NPC202937
0.7889 Intermediate Similarity NPC251808
0.7889 Intermediate Similarity NPC474174
0.7882 Intermediate Similarity NPC34046
0.7882 Intermediate Similarity NPC224802
0.7882 Intermediate Similarity NPC80089
0.7882 Intermediate Similarity NPC324700
0.7882 Intermediate Similarity NPC171426
0.7872 Intermediate Similarity NPC62407
0.7872 Intermediate Similarity NPC287354
0.7872 Intermediate Similarity NPC215570
0.7857 Intermediate Similarity NPC471046
0.7849 Intermediate Similarity NPC472231
0.7849 Intermediate Similarity NPC472232
0.7841 Intermediate Similarity NPC327451
0.7831 Intermediate Similarity NPC317212
0.7826 Intermediate Similarity NPC185529
0.7826 Intermediate Similarity NPC472146
0.7826 Intermediate Similarity NPC470114
0.7816 Intermediate Similarity NPC280781
0.7816 Intermediate Similarity NPC48756
0.7805 Intermediate Similarity NPC58057
0.7805 Intermediate Similarity NPC156277
0.7805 Intermediate Similarity NPC151018
0.7805 Intermediate Similarity NPC320549
0.7802 Intermediate Similarity NPC201607
0.7802 Intermediate Similarity NPC476435
0.7802 Intermediate Similarity NPC471221
0.7802 Intermediate Similarity NPC56777
0.7791 Intermediate Similarity NPC472310
0.7778 Intermediate Similarity NPC472272
0.7778 Intermediate Similarity NPC476727
0.7778 Intermediate Similarity NPC100078
0.7778 Intermediate Similarity NPC477283
0.7778 Intermediate Similarity NPC476726
0.7765 Intermediate Similarity NPC23884
0.7765 Intermediate Similarity NPC298168
0.7765 Intermediate Similarity NPC143133
0.7765 Intermediate Similarity NPC11907
0.7765 Intermediate Similarity NPC307865
0.7765 Intermediate Similarity NPC133596
0.7755 Intermediate Similarity NPC213528
0.7755 Intermediate Similarity NPC244969
0.7753 Intermediate Similarity NPC473299
0.7753 Intermediate Similarity NPC105895
0.7738 Intermediate Similarity NPC27349
0.7738 Intermediate Similarity NPC125767
0.7738 Intermediate Similarity NPC21220
0.7738 Intermediate Similarity NPC24014
0.7727 Intermediate Similarity NPC60018
0.7727 Intermediate Similarity NPC202688
0.7727 Intermediate Similarity NPC30583
0.7727 Intermediate Similarity NPC154043
0.7717 Intermediate Similarity NPC24705
0.7717 Intermediate Similarity NPC56962
0.7717 Intermediate Similarity NPC200580
0.7711 Intermediate Similarity NPC310766
0.7711 Intermediate Similarity NPC232112
0.77 Intermediate Similarity NPC166079
0.7692 Intermediate Similarity NPC97002
0.7692 Intermediate Similarity NPC470920
0.7692 Intermediate Similarity NPC239938
0.7684 Intermediate Similarity NPC30677
0.7684 Intermediate Similarity NPC180557
0.7684 Intermediate Similarity NPC469329
0.7684 Intermediate Similarity NPC473415
0.7684 Intermediate Similarity NPC37787
0.7683 Intermediate Similarity NPC477850
0.7683 Intermediate Similarity NPC108131
0.7674 Intermediate Similarity NPC26029
0.7674 Intermediate Similarity NPC329117
0.7667 Intermediate Similarity NPC62572
0.766 Intermediate Similarity NPC472237
0.766 Intermediate Similarity NPC476189
0.766 Intermediate Similarity NPC472238
0.7653 Intermediate Similarity NPC178853
0.7653 Intermediate Similarity NPC477052
0.7653 Intermediate Similarity NPC477053
0.7653 Intermediate Similarity NPC477051
0.7647 Intermediate Similarity NPC472486
0.7647 Intermediate Similarity NPC472487
0.7629 Intermediate Similarity NPC253995
0.7625 Intermediate Similarity NPC42060
0.7625 Intermediate Similarity NPC268736
0.7625 Intermediate Similarity NPC477931
0.7624 Intermediate Similarity NPC203974
0.7614 Intermediate Similarity NPC472230
0.7614 Intermediate Similarity NPC232625
0.7614 Intermediate Similarity NPC472229
0.7609 Intermediate Similarity NPC476379
0.7604 Intermediate Similarity NPC163685
0.7604 Intermediate Similarity NPC475785
0.76 Intermediate Similarity NPC471293
0.76 Intermediate Similarity NPC327093
0.759 Intermediate Similarity NPC89310
0.7586 Intermediate Similarity NPC81074

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC92139 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
0.8125 Intermediate Similarity NPD4789 Approved
0.8072 Intermediate Similarity NPD6117 Approved
0.8049 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7976 Intermediate Similarity NPD6116 Phase 1
0.7882 Intermediate Similarity NPD6114 Approved
0.7882 Intermediate Similarity NPD6118 Approved
0.7882 Intermediate Similarity NPD6115 Approved
0.7882 Intermediate Similarity NPD6697 Approved
0.7805 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD6081 Approved
0.7805 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD5777 Approved
0.7738 Intermediate Similarity NPD3702 Approved
0.7683 Intermediate Similarity NPD4244 Approved
0.7683 Intermediate Similarity NPD4245 Approved
0.7625 Intermediate Similarity NPD4224 Phase 2
0.7561 Intermediate Similarity NPD3698 Phase 2
0.7561 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7561 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD5360 Phase 3
0.7439 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD6083 Phase 2
0.7347 Intermediate Similarity NPD6084 Phase 2
0.7255 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD8035 Phase 2
0.7188 Intermediate Similarity NPD8034 Phase 2
0.7126 Intermediate Similarity NPD3703 Phase 2
0.7113 Intermediate Similarity NPD6399 Phase 3
0.71 Intermediate Similarity NPD5696 Approved
0.7097 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD7320 Approved
0.7019 Intermediate Similarity NPD7128 Approved
0.7019 Intermediate Similarity NPD5739 Approved
0.7019 Intermediate Similarity NPD6402 Approved
0.7019 Intermediate Similarity NPD6675 Approved
0.6981 Remote Similarity NPD6372 Approved
0.6981 Remote Similarity NPD6373 Approved
0.6977 Remote Similarity NPD4758 Discontinued
0.697 Remote Similarity NPD5695 Phase 3
0.6961 Remote Similarity NPD1700 Approved
0.6944 Remote Similarity NPD8297 Approved
0.6889 Remote Similarity NPD3671 Phase 1
0.6889 Remote Similarity NPD5364 Discontinued
0.6887 Remote Similarity NPD6899 Approved
0.6887 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6887 Remote Similarity NPD6881 Approved
0.6882 Remote Similarity NPD4788 Approved
0.6875 Remote Similarity NPD5737 Approved
0.6875 Remote Similarity NPD6672 Approved
0.6852 Remote Similarity NPD6649 Approved
0.6852 Remote Similarity NPD6650 Approved
0.6804 Remote Similarity NPD4753 Phase 2
0.6792 Remote Similarity NPD5697 Approved
0.6792 Remote Similarity NPD5701 Approved
0.6759 Remote Similarity NPD7290 Approved
0.6759 Remote Similarity NPD6883 Approved
0.6759 Remote Similarity NPD7102 Approved
0.6697 Remote Similarity NPD6847 Approved
0.6697 Remote Similarity NPD6617 Approved
0.6697 Remote Similarity NPD6869 Approved
0.6697 Remote Similarity NPD8130 Phase 1
0.6696 Remote Similarity NPD7115 Discovery
0.6667 Remote Similarity NPD6014 Approved
0.6667 Remote Similarity NPD6098 Approved
0.6667 Remote Similarity NPD6013 Approved
0.6667 Remote Similarity NPD6012 Approved
0.6636 Remote Similarity NPD6882 Approved
0.6634 Remote Similarity NPD4629 Approved
0.6634 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6634 Remote Similarity NPD5210 Approved
0.6633 Remote Similarity NPD6673 Approved
0.6633 Remote Similarity NPD6080 Approved
0.6633 Remote Similarity NPD6904 Approved
0.6632 Remote Similarity NPD4786 Approved
0.66 Remote Similarity NPD8171 Discontinued
0.6581 Remote Similarity NPD7492 Approved
0.6577 Remote Similarity NPD4632 Approved
0.6577 Remote Similarity NPD8133 Approved
0.6574 Remote Similarity NPD6011 Approved
0.6559 Remote Similarity NPD6928 Phase 2
0.6555 Remote Similarity NPD7736 Approved
0.6545 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6531 Remote Similarity NPD6903 Approved
0.6531 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6525 Remote Similarity NPD6616 Approved
0.6522 Remote Similarity NPD6054 Approved
0.6522 Remote Similarity NPD6319 Approved
0.6522 Remote Similarity NPD6059 Approved
0.6505 Remote Similarity NPD4755 Approved
0.6495 Remote Similarity NPD7334 Approved
0.6495 Remote Similarity NPD7521 Approved
0.6495 Remote Similarity NPD5330 Approved
0.6495 Remote Similarity NPD7146 Approved
0.6495 Remote Similarity NPD6409 Approved
0.6495 Remote Similarity NPD6684 Approved
0.6481 Remote Similarity NPD6412 Phase 2
0.6477 Remote Similarity NPD4787 Phase 1
0.6471 Remote Similarity NPD8293 Discontinued
0.6471 Remote Similarity NPD7078 Approved
0.6463 Remote Similarity NPD3198 Approved
0.646 Remote Similarity NPD6940 Discontinued
0.6449 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6449 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6421 Remote Similarity NPD3667 Approved
0.641 Remote Similarity NPD6370 Approved
0.6408 Remote Similarity NPD4697 Phase 3
0.6392 Remote Similarity NPD5329 Approved
0.6381 Remote Similarity NPD5286 Approved
0.6381 Remote Similarity NPD8418 Phase 2
0.6381 Remote Similarity NPD5285 Approved
0.6381 Remote Similarity NPD4700 Approved
0.6381 Remote Similarity NPD4696 Approved
0.6373 Remote Similarity NPD7748 Approved
0.6364 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6346 Remote Similarity NPD7902 Approved
0.6344 Remote Similarity NPD4802 Phase 2
0.6344 Remote Similarity NPD3617 Approved
0.6344 Remote Similarity NPD4238 Approved
0.6337 Remote Similarity NPD5693 Phase 1
0.6337 Remote Similarity NPD7515 Phase 2
0.6337 Remote Similarity NPD6050 Approved
0.6327 Remote Similarity NPD3618 Phase 1
0.6327 Remote Similarity NPD5279 Phase 3
0.6325 Remote Similarity NPD6016 Approved
0.6325 Remote Similarity NPD6015 Approved
0.6325 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6316 Remote Similarity NPD6274 Approved
0.63 Remote Similarity NPD5328 Approved
0.6293 Remote Similarity NPD7100 Approved
0.6293 Remote Similarity NPD7101 Approved
0.6289 Remote Similarity NPD4197 Approved
0.6289 Remote Similarity NPD3133 Approved
0.6289 Remote Similarity NPD3665 Phase 1
0.6289 Remote Similarity NPD3666 Approved
0.6286 Remote Similarity NPD7638 Approved
0.6271 Remote Similarity NPD5988 Approved
0.6262 Remote Similarity NPD5225 Approved
0.6262 Remote Similarity NPD4633 Approved
0.6262 Remote Similarity NPD5224 Approved
0.6262 Remote Similarity NPD5226 Approved
0.6262 Remote Similarity NPD5211 Phase 2
0.6261 Remote Similarity NPD6009 Approved
0.6261 Remote Similarity NPD8295 Clinical (unspecified phase)
0.625 Remote Similarity NPD5222 Approved
0.625 Remote Similarity NPD5221 Approved
0.625 Remote Similarity NPD5220 Clinical (unspecified phase)
0.625 Remote Similarity NPD3729 Clinical (unspecified phase)
0.625 Remote Similarity NPD3730 Approved
0.625 Remote Similarity NPD3728 Approved
0.625 Remote Similarity NPD7507 Approved
0.6239 Remote Similarity NPD6920 Discontinued
0.6239 Remote Similarity NPD6008 Approved
0.6238 Remote Similarity NPD5692 Phase 3
0.6238 Remote Similarity NPD5207 Approved
0.6226 Remote Similarity NPD7639 Approved
0.6226 Remote Similarity NPD7640 Approved
0.6218 Remote Similarity NPD7604 Phase 2
0.6216 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6214 Remote Similarity NPD6001 Approved
0.6207 Remote Similarity NPD6335 Approved
0.6204 Remote Similarity NPD5174 Approved
0.6204 Remote Similarity NPD5175 Approved
0.619 Remote Similarity NPD5173 Approved
0.6186 Remote Similarity NPD6921 Approved
0.6186 Remote Similarity NPD5983 Phase 2
0.6186 Remote Similarity NPD6908 Approved
0.6186 Remote Similarity NPD6909 Approved
0.6176 Remote Similarity NPD5284 Approved
0.6176 Remote Similarity NPD5281 Approved
0.6176 Remote Similarity NPD6079 Approved
0.6176 Remote Similarity NPD5694 Approved
0.6174 Remote Similarity NPD6868 Approved
0.6168 Remote Similarity NPD5223 Approved
0.6163 Remote Similarity NPD7909 Approved
0.6161 Remote Similarity NPD4634 Approved
0.6147 Remote Similarity NPD5141 Approved
0.6139 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6132 Remote Similarity NPD4225 Approved
0.6126 Remote Similarity NPD6686 Approved
0.6121 Remote Similarity NPD6317 Approved
0.6117 Remote Similarity NPD4202 Approved
0.6116 Remote Similarity NPD6336 Discontinued
0.6111 Remote Similarity NPD7632 Discontinued
0.6098 Remote Similarity NPD7319 Approved
0.6091 Remote Similarity NPD4767 Approved
0.6091 Remote Similarity NPD4768 Approved
0.6083 Remote Similarity NPD8328 Phase 3
0.6082 Remote Similarity NPD4223 Phase 3
0.6082 Remote Similarity NPD4221 Approved
0.6068 Remote Similarity NPD6314 Approved
0.6068 Remote Similarity NPD6313 Approved
0.6067 Remote Similarity NPD229 Approved
0.6058 Remote Similarity NPD7900 Approved
0.6058 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6055 Remote Similarity NPD6052 Approved
0.6055 Remote Similarity NPD4754 Approved
0.6049 Remote Similarity NPD615 Clinical (unspecified phase)
0.6042 Remote Similarity NPD7525 Registered

Structure

External Identifiers

PubChem CID   76328407
ChEMBL   CHEMBL3109469
ZINC  

Physicochemical Properties

Molecular Weight:  430.31
ALogP:  1.8109
MLogP:  3.99
XLogP:  7.474
# Rotatable Bonds:  8
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  31

Download Data

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Biological Activities  
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