Natural Product: NPC62138

Natural Product ID:  NPC62138
Common Name:   (2S,3R)-2,3-Epoxy-2,3-Dihydrolapachol
IUPAC Name:   (1aS,7aR)-1a-(3-methylbut-2-enyl)-7aH-naphtho[2,3-b]oxirene-2,7-dione
Synonyms:  
Molecular Formula:   C15H14O3
Standard InCHIKey:  AJPHRWUGXPZXBM-LSDHHAIUSA-N
Standard InCHI:  InChI=1S/C15H14O3/c1-9(2)7-8-15-13(17)11-6-4-3-5-10(11)12(16)14(15)18-15/h3-7,14H,8H2,1-2H3/t14-,15+/m0/s1
Canonical SMILES:  CC(=CC[C@]12O[C@H]1C(=O)c1c(C2=O)cccc1)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
NPO33133 barleria alluaudii Species Acanthaceae Eukaryota PMID[22313254]
NPO16657 Diospyros maritima Species Ebenaceae Eukaryota PMID[22313254]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT369 Cell Line ACHN Homo sapiens Ratio EC50 = 2.4 11087594
NPT369 Cell Line ACHN Homo sapiens EC50 = 16700 nM 18817444
NPT369 Cell Line ACHN Homo sapiens EC50 = 39700 nM 22998443

  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 NPC62138 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
0.8482 Intermediate Similarity NPC192577
0.8435 Intermediate Similarity NPC241851
0.8362 Intermediate Similarity NPC470764
0.8347 Intermediate Similarity NPC65627
0.8333 Intermediate Similarity NPC137315
0.825 Intermediate Similarity NPC105709
0.8182 Intermediate Similarity NPC112552
0.8106 Intermediate Similarity NPC103337
0.8106 Intermediate Similarity NPC114620
0.808 Intermediate Similarity NPC81135
0.807 Intermediate Similarity NPC470391
0.807 Intermediate Similarity NPC203732
0.8036 Intermediate Similarity NPC274443
0.8017 Intermediate Similarity NPC291799
0.8017 Intermediate Similarity NPC476645
0.7966 Intermediate Similarity NPC326664
0.7946 Intermediate Similarity NPC244427
0.7946 Intermediate Similarity NPC222390
0.7895 Intermediate Similarity NPC172483
0.7891 Intermediate Similarity NPC262819
0.7857 Intermediate Similarity NPC236405
0.7815 Intermediate Similarity NPC67377
0.7797 Intermediate Similarity NPC292834
0.7742 Intermediate Similarity NPC472981
0.7667 Intermediate Similarity NPC477411
0.7664 Intermediate Similarity NPC308572
0.7661 Intermediate Similarity NPC473243
0.7642 Intermediate Similarity NPC318173
0.763 Intermediate Similarity NPC173980
0.7607 Intermediate Similarity NPC211439
0.7597 Intermediate Similarity NPC478162
0.7597 Intermediate Similarity NPC478165
0.7589 Intermediate Similarity NPC156021
0.7586 Intermediate Similarity NPC134120
0.7583 Intermediate Similarity NPC143768
0.7583 Intermediate Similarity NPC128368
0.7581 Intermediate Similarity NPC204784
0.7563 Intermediate Similarity NPC210089
0.7561 Intermediate Similarity NPC61651
0.7561 Intermediate Similarity NPC80605
0.7561 Intermediate Similarity NPC323440
0.7561 Intermediate Similarity NPC222968
0.7559 Intermediate Similarity NPC318067
0.7559 Intermediate Similarity NPC325740
0.7559 Intermediate Similarity NPC328107
0.7541 Intermediate Similarity NPC226093
0.7541 Intermediate Similarity NPC260886
0.7535 Intermediate Similarity NPC120171
0.7521 Intermediate Similarity NPC196673
0.7521 Intermediate Similarity NPC100767
0.7519 Intermediate Similarity NPC171968
0.75 Intermediate Similarity NPC212415
0.75 Intermediate Similarity NPC471189
0.75 Intermediate Similarity NPC157778
0.7481 Intermediate Similarity NPC184109
0.7481 Intermediate Similarity NPC232996
0.7463 Intermediate Similarity NPC23894
0.7459 Intermediate Similarity NPC186933
0.7459 Intermediate Similarity NPC474095
0.7459 Intermediate Similarity NPC215419
0.7455 Intermediate Similarity NPC476484
0.7442 Intermediate Similarity NPC328997
0.7442 Intermediate Similarity NPC294050
0.7426 Intermediate Similarity NPC284184
0.7426 Intermediate Similarity NPC301341
0.7419 Intermediate Similarity NPC268930
0.7419 Intermediate Similarity NPC471553
0.7417 Intermediate Similarity NPC265513
0.7414 Intermediate Similarity NPC247976
0.7407 Intermediate Similarity NPC43945
0.7405 Intermediate Similarity NPC237225
0.7398 Intermediate Similarity NPC135730
0.7398 Intermediate Similarity NPC149691
0.7387 Intermediate Similarity NPC59677
0.7385 Intermediate Similarity NPC48992
0.7377 Intermediate Similarity NPC196075
0.7372 Intermediate Similarity NPC265181
0.7368 Intermediate Similarity NPC145052
0.7364 Intermediate Similarity NPC295664
0.7364 Intermediate Similarity NPC472694
0.7364 Intermediate Similarity NPC19256
0.7364 Intermediate Similarity NPC173413
0.7364 Intermediate Similarity NPC472693
0.7357 Intermediate Similarity NPC471107
0.7357 Intermediate Similarity NPC471100
0.7355 Intermediate Similarity NPC280789
0.7355 Intermediate Similarity NPC186128
0.7353 Intermediate Similarity NPC38158
0.735 Intermediate Similarity NPC249067
0.7345 Intermediate Similarity NPC12695
0.7344 Intermediate Similarity NPC223351
0.7328 Intermediate Similarity NPC51448
0.7328 Intermediate Similarity NPC316553
0.7328 Intermediate Similarity NPC115797
0.7323 Intermediate Similarity NPC144547
0.7321 Intermediate Similarity NPC289883
0.7317 Intermediate Similarity NPC217111
0.7317 Intermediate Similarity NPC474408
0.7302 Intermediate Similarity NPC202015
0.7297 Intermediate Similarity NPC284475
0.7295 Intermediate Similarity NPC13784
0.7295 Intermediate Similarity NPC470253
0.7295 Intermediate Similarity NPC469547
0.7293 Intermediate Similarity NPC471334
0.7293 Intermediate Similarity NPC27659
0.7293 Intermediate Similarity NPC198305
0.728 Intermediate Similarity NPC152812
0.7279 Intermediate Similarity NPC217914
0.7273 Intermediate Similarity NPC472135
0.7273 Intermediate Similarity NPC231591
0.7273 Intermediate Similarity NPC474057
0.7265 Intermediate Similarity NPC329556
0.7252 Intermediate Similarity NPC177925
0.7252 Intermediate Similarity NPC231774
0.7252 Intermediate Similarity NPC51037
0.7252 Intermediate Similarity NPC470753
0.7252 Intermediate Similarity NPC473220
0.7252 Intermediate Similarity NPC146239
0.725 Intermediate Similarity NPC265407
0.725 Intermediate Similarity NPC83628
0.7244 Intermediate Similarity NPC289432
0.7244 Intermediate Similarity NPC232958
0.7244 Intermediate Similarity NPC988
0.7236 Intermediate Similarity NPC308744
0.7234 Intermediate Similarity NPC127857
0.7232 Intermediate Similarity NPC188844
0.7232 Intermediate Similarity NPC155232
0.7232 Intermediate Similarity NPC1682
0.7231 Intermediate Similarity NPC74507
0.7231 Intermediate Similarity NPC234890
0.7231 Intermediate Similarity NPC310540
0.7227 Intermediate Similarity NPC193640
0.7227 Intermediate Similarity NPC25385
0.7227 Intermediate Similarity NPC185763
0.7227 Intermediate Similarity NPC83409
0.7227 Intermediate Similarity NPC475905
0.7222 Intermediate Similarity NPC94781
0.7213 Intermediate Similarity NPC218855
0.7213 Intermediate Similarity NPC79496
0.7207 Intermediate Similarity NPC277277
0.7206 Intermediate Similarity NPC474659
0.7203 Intermediate Similarity NPC329282
0.7203 Intermediate Similarity NPC136878
0.72 Intermediate Similarity NPC469843
0.7194 Intermediate Similarity NPC477408
0.7194 Intermediate Similarity NPC213567
0.7192 Intermediate Similarity NPC205918
0.7185 Intermediate Similarity NPC309430
0.7185 Intermediate Similarity NPC472656
0.7183 Intermediate Similarity NPC475552
0.7183 Intermediate Similarity NPC79627
0.7183 Intermediate Similarity NPC29932
0.7182 Intermediate Similarity NPC267262
0.7179 Intermediate Similarity NPC320891
0.7177 Intermediate Similarity NPC228936
0.7176 Intermediate Similarity NPC470765
0.7176 Intermediate Similarity NPC476599
0.7176 Intermediate Similarity NPC123506
0.7172 Intermediate Similarity NPC474310
0.7172 Intermediate Similarity NPC44378
0.7172 Intermediate Similarity NPC280753
0.7168 Intermediate Similarity NPC238219
0.7167 Intermediate Similarity NPC112903
0.7167 Intermediate Similarity NPC470007
0.7162 Intermediate Similarity NPC314257
0.7156 Intermediate Similarity NPC160339
0.7156 Intermediate Similarity NPC307
0.7155 Intermediate Similarity NPC476042
0.7154 Intermediate Similarity NPC182646
0.7154 Intermediate Similarity NPC472681
0.7154 Intermediate Similarity NPC85511
0.7153 Intermediate Similarity NPC112216
0.7153 Intermediate Similarity NPC198455
0.7153 Intermediate Similarity NPC215593
0.7153 Intermediate Similarity NPC161239
0.7153 Intermediate Similarity NPC254558
0.7153 Intermediate Similarity NPC165260
0.7143 Intermediate Similarity NPC94425
0.7143 Intermediate Similarity NPC133461
0.7143 Intermediate Similarity NPC165257
0.7132 Intermediate Similarity NPC120545
0.7132 Intermediate Similarity NPC78307
0.7132 Intermediate Similarity NPC126516
0.7132 Intermediate Similarity NPC329913
0.7132 Intermediate Similarity NPC52407
0.7132 Intermediate Similarity NPC254603
0.7131 Intermediate Similarity NPC167504
0.7131 Intermediate Similarity NPC474157
0.713 Intermediate Similarity NPC103048
0.7121 Intermediate Similarity NPC474106
0.7121 Intermediate Similarity NPC474737
0.7111 Intermediate Similarity NPC205360
0.7111 Intermediate Similarity NPC477412
0.7111 Intermediate Similarity NPC238370
0.7109 Intermediate Similarity NPC238861
0.7109 Intermediate Similarity NPC285829
0.7109 Intermediate Similarity NPC206778
0.7109 Intermediate Similarity NPC476225
0.7109 Intermediate Similarity NPC77000
0.7103 Intermediate Similarity NPC142846

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC62138 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
0.75 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD650 Approved
0.7372 Intermediate Similarity NPD1471 Phase 3
0.735 Intermediate Similarity NPD1237 Approved
0.7297 Intermediate Similarity NPD7609 Phase 3
0.7265 Intermediate Similarity NPD1930 Approved
0.7265 Intermediate Similarity NPD1931 Clinical (unspecified phase)
0.7265 Intermediate Similarity NPD1929 Approved
0.7258 Intermediate Similarity NPD3317 Approved
0.7232 Intermediate Similarity NPD7631 Approved
0.7131 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD7236 Approved
0.7111 Intermediate Similarity NPD7961 Discontinued
0.7109 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD7457 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD1989 Approved
0.7034 Intermediate Similarity NPD1932 Approved
0.7009 Intermediate Similarity NPD2066 Phase 3
0.6983 Remote Similarity NPD3495 Discontinued
0.6967 Remote Similarity NPD2182 Approved
0.693 Remote Similarity NPD1508 Approved
0.6923 Remote Similarity NPD4879 Approved
0.6917 Remote Similarity NPD1470 Approved
0.6917 Remote Similarity NPD164 Approved
0.688 Remote Similarity NPD6858 Approved
0.688 Remote Similarity NPD7094 Approved
0.6875 Remote Similarity NPD7610 Discontinued
0.6871 Remote Similarity NPD7239 Suspended
0.687 Remote Similarity NPD1201 Approved
0.6864 Remote Similarity NPD1238 Approved
0.6852 Remote Similarity NPD942 Approved
0.6829 Remote Similarity NPD2329 Discontinued
0.681 Remote Similarity NPD688 Clinical (unspecified phase)
0.6797 Remote Similarity NPD405 Clinical (unspecified phase)
0.6772 Remote Similarity NPD2629 Approved
0.6772 Remote Similarity NPD5951 Approved
0.6752 Remote Similarity NPD1843 Approved
0.6742 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6738 Remote Similarity NPD1509 Clinical (unspecified phase)
0.6716 Remote Similarity NPD1876 Approved
0.6692 Remote Similarity NPD3972 Approved
0.6641 Remote Similarity NPD690 Clinical (unspecified phase)
0.664 Remote Similarity NPD2067 Discontinued
0.6637 Remote Similarity NPD1087 Approved
0.6606 Remote Similarity NPD1507 Clinical (unspecified phase)
0.6594 Remote Similarity NPD7008 Discontinued
0.6594 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6581 Remote Similarity NPD1563 Approved
0.6581 Remote Similarity NPD1202 Approved
0.6573 Remote Similarity NPD2796 Approved
0.6565 Remote Similarity NPD7009 Phase 2
0.6558 Remote Similarity NPD7058 Phase 2
0.6558 Remote Similarity NPD7057 Phase 3
0.6552 Remote Similarity NPD1239 Approved
0.6528 Remote Similarity NPD2346 Discontinued
0.6525 Remote Similarity NPD1693 Approved
0.6515 Remote Similarity NPD1651 Approved
0.6493 Remote Similarity NPD6287 Discontinued
0.6466 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6466 Remote Similarity NPD1089 Approved
0.6466 Remote Similarity NPD1086 Approved
0.6466 Remote Similarity NPD3672 Approved
0.6466 Remote Similarity NPD3673 Approved
0.6466 Remote Similarity NPD1090 Approved
0.6454 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6441 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6434 Remote Similarity NPD1241 Discontinued
0.6429 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6417 Remote Similarity NPD1566 Phase 3
0.6417 Remote Similarity NPD1565 Approved
0.6417 Remote Similarity NPD1564 Approved
0.6414 Remote Similarity NPD2344 Approved
0.6404 Remote Similarity NPD9257 Approved
0.6404 Remote Similarity NPD9259 Approved
0.6398 Remote Similarity NPD7799 Discontinued
0.6391 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6385 Remote Similarity NPD1711 Phase 2
0.6379 Remote Similarity NPD800 Approved
0.6378 Remote Similarity NPD1317 Discontinued
0.6377 Remote Similarity NPD2798 Approved
0.637 Remote Similarity NPD1281 Approved
0.6364 Remote Similarity NPD1607 Approved
0.6364 Remote Similarity NPD9490 Approved
0.6364 Remote Similarity NPD9495 Approved
0.6356 Remote Similarity NPD1088 Approved
0.6351 Remote Similarity NPD3887 Approved
0.6343 Remote Similarity NPD2345 Approved
0.634 Remote Similarity NPD6599 Discontinued
0.6338 Remote Similarity NPD1240 Approved
0.6336 Remote Similarity NPD4198 Discontinued
0.6324 Remote Similarity NPD4878 Approved
0.6323 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6323 Remote Similarity NPD7819 Suspended
0.632 Remote Similarity NPD5048 Discontinued
0.6316 Remote Similarity NPD9545 Approved
0.6311 Remote Similarity NPD7798 Approved
0.6309 Remote Similarity NPD3300 Phase 2
0.6308 Remote Similarity NPD6010 Discontinued
0.6308 Remote Similarity NPD2652 Approved
0.6308 Remote Similarity NPD2650 Approved
0.6304 Remote Similarity NPD1164 Approved
0.629 Remote Similarity NPD6647 Phase 2
0.6283 Remote Similarity NPD9491 Approved
0.6276 Remote Similarity NPD2799 Discontinued
0.6276 Remote Similarity NPD651 Clinical (unspecified phase)
0.6276 Remote Similarity NPD1510 Phase 2
0.6275 Remote Similarity NPD3226 Approved
0.6273 Remote Similarity NPD225 Approved
0.6273 Remote Similarity NPD227 Approved
0.6269 Remote Similarity NPD3024 Approved
0.6269 Remote Similarity NPD3025 Approved
0.6268 Remote Similarity NPD7713 Phase 3
0.6267 Remote Similarity NPD6799 Approved
0.6267 Remote Similarity NPD3950 Discontinued
0.626 Remote Similarity NPD3135 Clinical (unspecified phase)
0.6259 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6259 Remote Similarity NPD1549 Phase 2
0.6242 Remote Similarity NPD2309 Approved
0.6242 Remote Similarity NPD8368 Discontinued
0.6241 Remote Similarity NPD6065 Approved
0.624 Remote Similarity NPD5909 Discontinued
0.6233 Remote Similarity NPD5405 Approved
0.6233 Remote Similarity NPD5406 Approved
0.6233 Remote Similarity NPD5404 Approved
0.6233 Remote Similarity NPD5408 Approved
0.6232 Remote Similarity NPD5667 Approved
0.6232 Remote Similarity NPD1283 Approved
0.6225 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6224 Remote Similarity NPD943 Approved
0.6222 Remote Similarity NPD5306 Approved
0.6222 Remote Similarity NPD3019 Approved
0.6222 Remote Similarity NPD5305 Approved
0.6222 Remote Similarity NPD2932 Approved
0.6207 Remote Similarity NPD506 Clinical (unspecified phase)
0.6204 Remote Similarity NPD6637 Approved
0.6203 Remote Similarity NPD7075 Discontinued
0.6197 Remote Similarity NPD2313 Discontinued
0.6197 Remote Similarity NPD3764 Approved
0.619 Remote Similarity NPD1550 Clinical (unspecified phase)
0.619 Remote Similarity NPD2343 Clinical (unspecified phase)
0.619 Remote Similarity NPD1552 Clinical (unspecified phase)
0.619 Remote Similarity NPD2353 Approved
0.619 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6186 Remote Similarity NPD9256 Approved
0.6186 Remote Similarity NPD9258 Approved
0.6184 Remote Similarity NPD6273 Approved
0.6176 Remote Similarity NPD3026 Approved
0.6176 Remote Similarity NPD4106 Approved
0.6176 Remote Similarity NPD3023 Approved
0.6176 Remote Similarity NPD4135 Approved
0.6176 Remote Similarity NPD4136 Approved
0.6174 Remote Similarity NPD4628 Phase 3
0.617 Remote Similarity NPD6832 Phase 2
0.6165 Remote Similarity NPD4574 Approved
0.6165 Remote Similarity NPD9493 Approved
0.6165 Remote Similarity NPD4576 Approved
0.616 Remote Similarity NPD9261 Approved
0.6159 Remote Similarity NPD5157 Phase 1
0.6159 Remote Similarity NPD5159 Phase 2
0.6159 Remote Similarity NPD5158 Clinical (unspecified phase)
0.6159 Remote Similarity NPD7390 Discontinued
0.6154 Remote Similarity NPD6801 Discontinued
0.6154 Remote Similarity NPD6663 Approved
0.6149 Remote Similarity NPD970 Clinical (unspecified phase)
0.6148 Remote Similarity NPD5691 Approved
0.6136 Remote Similarity NPD4766 Approved
0.6131 Remote Similarity NPD4807 Approved
0.6131 Remote Similarity NPD8407 Phase 2
0.6131 Remote Similarity NPD4806 Approved
0.6127 Remote Similarity NPD6039 Approved
0.6124 Remote Similarity NPD3646 Clinical (unspecified phase)
0.6124 Remote Similarity NPD1752 Approved
0.6124 Remote Similarity NPD1756 Approved
0.6122 Remote Similarity NPD2935 Discontinued
0.6111 Remote Similarity NPD2979 Phase 3
0.6107 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6106 Remote Similarity NPD226 Approved
0.6105 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6103 Remote Similarity NPD17 Approved
0.6099 Remote Similarity NPD5736 Approved
0.6098 Remote Similarity NPD3751 Discontinued
0.6069 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6067 Remote Similarity NPD7003 Approved
0.6062 Remote Similarity NPD919 Approved
0.6059 Remote Similarity NPD8434 Phase 2
0.6056 Remote Similarity NPD7055 Discontinued
0.6054 Remote Similarity NPD3299 Clinical (unspecified phase)
0.6054 Remote Similarity NPD3748 Approved
0.6053 Remote Similarity NPD8165 Discontinued
0.6051 Remote Similarity NPD6280 Approved
0.6051 Remote Similarity NPD6279 Approved
0.6043 Remote Similarity NPD182 Clinical (unspecified phase)
0.6038 Remote Similarity NPD3882 Suspended
0.6032 Remote Similarity NPD5700 Clinical (unspecified phase)
0.6029 Remote Similarity NPD4105 Approved
0.6029 Remote Similarity NPD4102 Approved
0.6029 Remote Similarity NPD1245 Approved
0.6028 Remote Similarity NPD2788 Approved
0.6026 Remote Similarity NPD4380 Phase 2

Structure

External Identifiers

PubChem CID   70691962
ChEMBL   CHEMBL2023566
ZINC  

Physicochemical Properties

Molecular Weight:  242.09
ALogP:  0.4949
MLogP:  2.78
XLogP:  2.419
# Rotatable Bonds:  4
Polar Surface Area:  46.67
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  18

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs