Natural Product: NPC418308

Natural Product ID:  NPC418308
Common Name:   Perinaphthenone
IUPAC Name:   phenalen-1-one
Synonyms:   Perinaphthenone; Phenalenone-1-one
Molecular Formula:   C13H8O
Standard InCHIKey:  WWBGWPHHLRSTFI-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C13H8O/c14-12-8-7-10-4-1-3-9-5-2-6-11(12)13(9)10/h1-8H
Canonical SMILES:  O=C1C=Cc2c3c1cccc3ccc2
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
NPO5290.1 Musa acuminata Under-species NA NA PMID[17428093]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT633 Organism Leishmania donovani Leishmania donovani IC50 = 65.07 ug/ml 10924166
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 = 2.62 ug/ml 18440233
NPT83 Cell Line MCF7 Homo sapiens Inhibition = 0 % 1431942
NPT634 Organism Leishmania amazonensis Leishmania amazonensis IC50 = 27.3 ug/ml 20155971

  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 NPC418308 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
0.9432 High Similarity NPC472880
0.9419 High Similarity NPC277277
0.9412 High Similarity NPC267262
0.9195 High Similarity NPC19256
0.9121 High Similarity NPC49994
0.9101 High Similarity NPC289883
0.908 High Similarity NPC325709
0.908 High Similarity NPC113307
0.9036 High Similarity NPC12936
0.9036 High Similarity NPC273033
0.8977 High Similarity NPC173413
0.8966 High Similarity NPC157778
0.8953 High Similarity NPC307
0.8953 High Similarity NPC160339
0.8916 High Similarity NPC71664
0.8876 High Similarity NPC103346
0.8876 High Similarity NPC133461
0.8851 High Similarity NPC43945
0.8824 High Similarity NPC215008
0.8824 High Similarity NPC273758
0.8804 High Similarity NPC239185
0.8791 High Similarity NPC260233
0.8778 High Similarity NPC155232
0.8778 High Similarity NPC153885
0.8723 High Similarity NPC472879
0.871 High Similarity NPC134882
0.8696 High Similarity NPC219573
0.8696 High Similarity NPC185208
0.8681 High Similarity NPC238219
0.8667 High Similarity NPC284475
0.8602 High Similarity NPC265220
0.8571 High Similarity NPC323420
0.8571 High Similarity NPC1682
0.8571 High Similarity NPC188844
0.8571 High Similarity NPC59677
0.8557 High Similarity NPC134120
0.8554 High Similarity NPC245966
0.8526 High Similarity NPC109514
0.8526 High Similarity NPC476993
0.8511 High Similarity NPC75724
0.8471 Intermediate Similarity NPC95868
0.8471 Intermediate Similarity NPC190567
0.8452 Intermediate Similarity NPC285470
0.8452 Intermediate Similarity NPC36342
0.8452 Intermediate Similarity NPC2785
0.8427 Intermediate Similarity NPC69057
0.8384 Intermediate Similarity NPC203732
0.8372 Intermediate Similarity NPC145053
0.8353 Intermediate Similarity NPC151405
0.8353 Intermediate Similarity NPC300205
0.8353 Intermediate Similarity NPC139901
0.8333 Intermediate Similarity NPC153308
0.8256 Intermediate Similarity NPC164086
0.8182 Intermediate Similarity NPC39600
0.8118 Intermediate Similarity NPC9796
0.8111 Intermediate Similarity NPC164526
0.8058 Intermediate Similarity NPC186128
0.8043 Intermediate Similarity NPC298115
0.798 Intermediate Similarity NPC247976
0.7955 Intermediate Similarity NPC73978
0.7941 Intermediate Similarity NPC470252
0.7931 Intermediate Similarity NPC272260
0.7905 Intermediate Similarity NPC67377
0.7857 Intermediate Similarity NPC285679
0.7841 Intermediate Similarity NPC285716
0.7841 Intermediate Similarity NPC17408
0.7822 Intermediate Similarity NPC172483
0.7822 Intermediate Similarity NPC474910
0.7802 Intermediate Similarity NPC252067
0.78 Intermediate Similarity NPC329556
0.78 Intermediate Similarity NPC274443
0.78 Intermediate Similarity NPC472691
0.78 Intermediate Similarity NPC471829
0.78 Intermediate Similarity NPC474866
0.78 Intermediate Similarity NPC475939
0.7778 Intermediate Similarity NPC197581
0.7778 Intermediate Similarity NPC324624
0.7745 Intermediate Similarity NPC100767
0.7738 Intermediate Similarity NPC74458
0.7723 Intermediate Similarity NPC329282
0.7701 Intermediate Similarity NPC179726
0.77 Intermediate Similarity NPC222390
0.77 Intermediate Similarity NPC244427
0.7653 Intermediate Similarity NPC156021
0.7642 Intermediate Similarity NPC470253
0.764 Intermediate Similarity NPC477703
0.7629 Intermediate Similarity NPC172925
0.7619 Intermediate Similarity NPC265513
0.7614 Intermediate Similarity NPC103488
0.7609 Intermediate Similarity NPC123476
0.76 Intermediate Similarity NPC112552
0.7596 Intermediate Similarity NPC318327
0.7596 Intermediate Similarity NPC192577
0.7586 Intermediate Similarity NPC78500
0.7579 Intermediate Similarity NPC110420
0.7579 Intermediate Similarity NPC303967
0.7579 Intermediate Similarity NPC67585
0.7573 Intermediate Similarity NPC472699
0.7573 Intermediate Similarity NPC472700
0.757 Intermediate Similarity NPC326664
0.757 Intermediate Similarity NPC196673
0.7556 Intermediate Similarity NPC100039
0.7551 Intermediate Similarity NPC12695
0.7547 Intermediate Similarity NPC280789
0.7547 Intermediate Similarity NPC79496
0.7545 Intermediate Similarity NPC318173
0.7526 Intermediate Similarity NPC34243
0.75 Intermediate Similarity NPC213570
0.75 Intermediate Similarity NPC472695
0.75 Intermediate Similarity NPC246822
0.75 Intermediate Similarity NPC139416
0.75 Intermediate Similarity NPC472696
0.75 Intermediate Similarity NPC472683
0.75 Intermediate Similarity NPC472701
0.75 Intermediate Similarity NPC125226
0.75 Intermediate Similarity NPC98880
0.7477 Intermediate Similarity NPC93287
0.7477 Intermediate Similarity NPC143768
0.7453 Intermediate Similarity NPC474057
0.7453 Intermediate Similarity NPC137315
0.7451 Intermediate Similarity NPC255676
0.7416 Intermediate Similarity NPC137847
0.7416 Intermediate Similarity NPC76455
0.7412 Intermediate Similarity NPC251490
0.7412 Intermediate Similarity NPC95289
0.7412 Intermediate Similarity NPC72670
0.7411 Intermediate Similarity NPC232958
0.7407 Intermediate Similarity NPC471721
0.7396 Intermediate Similarity NPC58872
0.7383 Intermediate Similarity NPC292834
0.7383 Intermediate Similarity NPC66208
0.7383 Intermediate Similarity NPC218855
0.7381 Intermediate Similarity NPC311343
0.7368 Intermediate Similarity NPC473345
0.7364 Intermediate Similarity NPC158157
0.7356 Intermediate Similarity NPC96835
0.7356 Intermediate Similarity NPC258492
0.7356 Intermediate Similarity NPC208075
0.7345 Intermediate Similarity NPC144547
0.7339 Intermediate Similarity NPC215419
0.7326 Intermediate Similarity NPC158028
0.7326 Intermediate Similarity NPC280135
0.7326 Intermediate Similarity NPC87099
0.7326 Intermediate Similarity NPC39799
0.7326 Intermediate Similarity NPC135433
0.7326 Intermediate Similarity NPC226999
0.7326 Intermediate Similarity NPC193578
0.7326 Intermediate Similarity NPC1008
0.7315 Intermediate Similarity NPC13784
0.7315 Intermediate Similarity NPC471481
0.7308 Intermediate Similarity NPC167336
0.7303 Intermediate Similarity NPC329318
0.7303 Intermediate Similarity NPC298023
0.73 Intermediate Similarity NPC240042
0.73 Intermediate Similarity NPC103048
0.729 Intermediate Similarity NPC210089
0.729 Intermediate Similarity NPC291799
0.7273 Intermediate Similarity NPC307195
0.7257 Intermediate Similarity NPC988
0.7257 Intermediate Similarity NPC289432
0.7248 Intermediate Similarity NPC130591
0.7248 Intermediate Similarity NPC234637
0.7241 Intermediate Similarity NPC1901
0.7241 Intermediate Similarity NPC271437
0.7229 Intermediate Similarity NPC291066
0.7222 Intermediate Similarity NPC212415
0.7212 Intermediate Similarity NPC249067
0.7207 Intermediate Similarity NPC469843
0.7204 Intermediate Similarity NPC149263
0.7188 Intermediate Similarity NPC477704
0.7188 Intermediate Similarity NPC477693
0.7182 Intermediate Similarity NPC474095
0.7182 Intermediate Similarity NPC228936
0.7182 Intermediate Similarity NPC217111
0.7172 Intermediate Similarity NPC246757
0.7172 Intermediate Similarity NPC261181
0.7172 Intermediate Similarity NPC291070
0.717 Intermediate Similarity NPC211439
0.717 Intermediate Similarity NPC470391
0.7157 Intermediate Similarity NPC476042
0.7155 Intermediate Similarity NPC318067
0.7143 Intermediate Similarity NPC80605
0.7143 Intermediate Similarity NPC110704
0.7143 Intermediate Similarity NPC323440
0.7143 Intermediate Similarity NPC228318
0.7143 Intermediate Similarity NPC476484
0.7143 Intermediate Similarity NPC105899
0.7143 Intermediate Similarity NPC222968
0.7117 Intermediate Similarity NPC260886
0.7117 Intermediate Similarity NPC135730
0.7113 Intermediate Similarity NPC231591
0.7108 Intermediate Similarity NPC113670
0.7094 Intermediate Similarity NPC164014
0.7091 Intermediate Similarity NPC241851
0.7091 Intermediate Similarity NPC196075
0.7083 Intermediate Similarity NPC194326
0.7075 Intermediate Similarity NPC37914
0.7075 Intermediate Similarity NPC83409
0.7075 Intermediate Similarity NPC185763
0.7065 Intermediate Similarity NPC157055

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC418308 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
0.9036 High Similarity NPD942 Approved
0.8851 High Similarity NPD650 Approved
0.8804 High Similarity NPD3495 Discontinued
0.8667 High Similarity NPD7609 Phase 3
0.8571 High Similarity NPD1508 Approved
0.8571 High Similarity NPD7631 Approved
0.8471 Intermediate Similarity NPD1507 Clinical (unspecified phase)
0.8298 Intermediate Similarity NPD1843 Approved
0.78 Intermediate Similarity NPD1929 Approved
0.78 Intermediate Similarity NPD1930 Approved
0.78 Intermediate Similarity NPD1931 Clinical (unspecified phase)
0.77 Intermediate Similarity NPD1932 Approved
0.7634 Intermediate Similarity NPD506 Clinical (unspecified phase)
0.7629 Intermediate Similarity NPD688 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.7264 Intermediate Similarity NPD2329 Discontinued
0.7257 Intermediate Similarity NPD5836 Discontinued
0.7222 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD1237 Approved
0.7182 Intermediate Similarity NPD5951 Approved
0.7172 Intermediate Similarity NPD1202 Approved
0.7172 Intermediate Similarity NPD5122 Clinical (unspecified phase)
0.7157 Intermediate Similarity NPD2066 Phase 3
0.7143 Intermediate Similarity NPD1239 Approved
0.7108 Intermediate Similarity NPD675 Discontinued
0.71 Intermediate Similarity NPD4094 Approved
0.7043 Intermediate Similarity NPD4879 Approved
0.7037 Intermediate Similarity NPD664 Approved
0.7019 Intermediate Similarity NPD2648 Phase 3
0.7019 Intermediate Similarity NPD2193 Phase 2
0.7 Intermediate Similarity NPD1563 Approved
0.6961 Remote Similarity NPD4657 Approved
0.6961 Remote Similarity NPD1099 Approved
0.6961 Remote Similarity NPD4655 Approved
0.6961 Remote Similarity NPD1100 Approved
0.6957 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6944 Remote Similarity NPD6831 Clinical (unspecified phase)
0.693 Remote Similarity NPD7009 Phase 2
0.6887 Remote Similarity NPD2577 Clinical (unspecified phase)
0.6863 Remote Similarity NPD1989 Approved
0.6857 Remote Similarity NPD6027 Approved
0.6857 Remote Similarity NPD2196 Discontinued
0.6857 Remote Similarity NPD2171 Approved
0.6857 Remote Similarity NPD6024 Approved
0.6848 Remote Similarity NPD225 Approved
0.6848 Remote Similarity NPD227 Approved
0.6842 Remote Similarity NPD7610 Discontinued
0.6842 Remote Similarity NPD3971 Phase 1
0.6827 Remote Similarity NPD1238 Approved
0.681 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6804 Remote Similarity NPD9259 Approved
0.6804 Remote Similarity NPD9257 Approved
0.6796 Remote Similarity NPD1566 Phase 3
0.6796 Remote Similarity NPD1564 Approved
0.6796 Remote Similarity NPD1565 Approved
0.6792 Remote Similarity NPD3357 Discontinued
0.678 Remote Similarity NPD4878 Approved
0.6774 Remote Similarity NPD9490 Approved
0.6752 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6735 Remote Similarity NPD1087 Approved
0.6729 Remote Similarity NPD164 Approved
0.6729 Remote Similarity NPD5909 Discontinued
0.6698 Remote Similarity NPD813 Approved
0.6696 Remote Similarity NPD7094 Approved
0.6696 Remote Similarity NPD6858 Approved
0.6695 Remote Similarity NPD1201 Approved
0.6667 Remote Similarity NPD2197 Approved
0.6667 Remote Similarity NPD1677 Discontinued
0.6667 Remote Similarity NPD2192 Approved
0.6667 Remote Similarity NPD1482 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2345 Approved
0.6667 Remote Similarity NPD9491 Approved
0.6667 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6632 Remote Similarity NPD226 Approved
0.6612 Remote Similarity NPD1470 Approved
0.6602 Remote Similarity NPD6048 Clinical (unspecified phase)
0.6602 Remote Similarity NPD6049 Phase 2
0.6602 Remote Similarity NPD1693 Approved
0.6579 Remote Similarity NPD2508 Discontinued
0.6535 Remote Similarity NPD1089 Approved
0.6535 Remote Similarity NPD9256 Approved
0.6535 Remote Similarity NPD1086 Approved
0.6535 Remote Similarity NPD9258 Approved
0.6535 Remote Similarity NPD1090 Approved
0.6532 Remote Similarity NPD7008 Discontinued
0.6531 Remote Similarity NPD5734 Clinical (unspecified phase)
0.6522 Remote Similarity NPD9716 Approved
0.6486 Remote Similarity NPD2182 Approved
0.6471 Remote Similarity NPD3836 Clinical (unspecified phase)
0.6466 Remote Similarity NPD405 Clinical (unspecified phase)
0.6446 Remote Similarity NPD3550 Clinical (unspecified phase)
0.6446 Remote Similarity NPD3547 Approved
0.6446 Remote Similarity NPD3549 Approved
0.6436 Remote Similarity NPD800 Approved
0.6435 Remote Similarity NPD2319 Discontinued
0.6429 Remote Similarity NPD1317 Discontinued
0.6423 Remote Similarity NPD4980 Approved
0.641 Remote Similarity NPD997 Clinical (unspecified phase)
0.6408 Remote Similarity NPD1088 Approved
0.64 Remote Similarity NPD2754 Discontinued
0.64 Remote Similarity NPD5952 Clinical (unspecified phase)
0.64 Remote Similarity NPD4793 Discontinued
0.6393 Remote Similarity NPD1876 Approved
0.6393 Remote Similarity NPD6330 Clinical (unspecified phase)
0.6379 Remote Similarity NPD3317 Approved
0.6373 Remote Similarity NPD3673 Approved
0.6373 Remote Similarity NPD3672 Approved
0.6355 Remote Similarity NPD7798 Approved
0.6349 Remote Similarity NPD2846 Clinical (unspecified phase)
0.6341 Remote Similarity NPD1164 Approved
0.6333 Remote Similarity NPD9497 Clinical (unspecified phase)
0.6303 Remote Similarity NPD1651 Approved
0.6299 Remote Similarity NPD1874 Clinical (unspecified phase)
0.6293 Remote Similarity NPD1246 Approved
0.6286 Remote Similarity NPD9260 Approved
0.6281 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6275 Remote Similarity NPD5346 Phase 2
0.6275 Remote Similarity NPD5347 Phase 2
0.6271 Remote Similarity NPD6065 Approved
0.6263 Remote Similarity NPD4544 Approved
0.626 Remote Similarity NPD1574 Approved
0.623 Remote Similarity NPD3356 Approved
0.623 Remote Similarity NPD3972 Approved
0.623 Remote Similarity NPD3355 Approved
0.6226 Remote Similarity NPD5206 Clinical (unspecified phase)
0.621 Remote Similarity NPD1593 Approved
0.6186 Remote Similarity NPD3981 Approved
0.6186 Remote Similarity NPD3979 Approved
0.6186 Remote Similarity NPD3903 Approved
0.6186 Remote Similarity NPD3904 Approved
0.6179 Remote Similarity NPD5158 Clinical (unspecified phase)
0.6179 Remote Similarity NPD5159 Phase 2
0.6179 Remote Similarity NPD5157 Phase 1
0.6168 Remote Similarity NPD2487 Clinical (unspecified phase)
0.6167 Remote Similarity NPD1245 Approved
0.6167 Remote Similarity NPD4196 Clinical (unspecified phase)
0.616 Remote Similarity NPD2798 Approved
0.6154 Remote Similarity NPD1007 Discontinued
0.6148 Remote Similarity NPD6287 Discontinued
0.6148 Remote Similarity NPD1281 Approved
0.6147 Remote Similarity NPD5630 Phase 1
0.6136 Remote Similarity NPD5408 Approved
0.6136 Remote Similarity NPD5405 Approved
0.6136 Remote Similarity NPD5406 Approved
0.6136 Remote Similarity NPD5404 Approved
0.6116 Remote Similarity NPD2932 Approved
0.6111 Remote Similarity NPD466 Approved
0.6107 Remote Similarity NPD4705 Clinical (unspecified phase)
0.6107 Remote Similarity NPD7541 Clinical (unspecified phase)
0.6095 Remote Similarity NPD4407 Approved
0.6095 Remote Similarity NPD4405 Approved
0.6095 Remote Similarity NPD4408 Approved
0.6094 Remote Similarity NPD5422 Clinical (unspecified phase)
0.6094 Remote Similarity NPD2313 Discontinued
0.6094 Remote Similarity NPD3764 Approved
0.6091 Remote Similarity NPD4803 Discontinued
0.609 Remote Similarity NPD2346 Discontinued
0.608 Remote Similarity NPD3244 Pre-registration
0.608 Remote Similarity NPD3245 Phase 3
0.6075 Remote Similarity NPD2895 Discontinued
0.6068 Remote Similarity NPD1175 Approved
0.6068 Remote Similarity NPD1241 Discontinued
0.6066 Remote Similarity NPD3881 Discontinued
0.6064 Remote Similarity NPD4058 Approved
0.6061 Remote Similarity NPD3748 Approved
0.6061 Remote Similarity NPD1509 Clinical (unspecified phase)
0.6055 Remote Similarity NPD742 Approved
0.6048 Remote Similarity NPD182 Clinical (unspecified phase)
0.6047 Remote Similarity NPD7961 Discontinued
0.6036 Remote Similarity NPD5700 Clinical (unspecified phase)
0.6036 Remote Similarity NPD6647 Phase 2
0.6036 Remote Similarity NPD9261 Approved
0.6033 Remote Similarity NPD1217 Clinical (unspecified phase)
0.6033 Remote Similarity NPD3024 Approved
0.6033 Remote Similarity NPD3025 Approved
0.6032 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6029 Remote Similarity NPD8239 Clinical (unspecified phase)
0.6017 Remote Similarity NPD1073 Approved
0.6017 Remote Similarity NPD690 Clinical (unspecified phase)
0.6017 Remote Similarity NPD1075 Approved
0.6017 Remote Similarity NPD1074 Approved
0.6 Remote Similarity NPD1283 Approved
0.6 Remote Similarity NPD4635 Approved
0.6 Remote Similarity NPD3135 Clinical (unspecified phase)
0.6 Remote Similarity NPD3646 Clinical (unspecified phase)
0.6 Remote Similarity NPD423 Phase 3
0.5984 Remote Similarity NPD3019 Approved
0.5984 Remote Similarity NPD1727 Approved
0.5984 Remote Similarity NPD4733 Approved
0.598 Remote Similarity NPD4406 Approved
0.598 Remote Similarity NPD4409 Approved
0.5978 Remote Similarity NPD1673 Approved
0.597 Remote Similarity NPD2010 Phase 3
0.5968 Remote Similarity NPD3880 Clinical (unspecified phase)
0.5965 Remote Similarity NPD2342 Discontinued
0.5963 Remote Similarity NPD5926 Approved
0.5963 Remote Similarity NPD253 Approved
0.5963 Remote Similarity NPD9495 Approved
0.5956 Remote Similarity NPD7003 Approved
0.5952 Remote Similarity NPD5653 Discontinued

Structure

External Identifiers

PubChem CID   11050
ChEMBL   CHEMBL227511
ZINC  

Physicochemical Properties

Molecular Weight:  180.06
ALogP:  0.0973
MLogP:  2.78
XLogP:  4.726
# Rotatable Bonds:  0
Polar Surface Area:  17.07
# H-Bond Aceptor:  1
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  14

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs