Natural Product: NPC200888

Natural Product ID:  NPC200888
Common Name:   5,8,9,10-tetramethoxy-4-methyl-1H-benzo[g]quinolin-2-one
IUPAC Name:   5,8,9,10-tetramethoxy-4-methyl-1H-benzo[g]quinolin-2-one
Synonyms:  
Molecular Formula:   C18H19NO5
Standard InCHIKey:  TXTVMXZZSVPYBG-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C18H19NO5/c1-9-8-12(20)19-15-13(9)16(22-3)10-6-7-11(21-2)17(23-4)14(10)18(15)24-5/h6-8H,1-5H3,(H,19,20)
Canonical SMILES:  COc1ccc2c(c1OC)c(OC)c1c(c2OC)c(C)cc(n1)O
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
NPO12062 Pseudoxandra cuspidata Species Annonaceae Eukaryota Bark PMID[19299148]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 42920 nM 19299148

  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 NPC200888 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
0.8856 High Similarity NPC66815
0.8818 High Similarity NPC304183
0.8498 Intermediate Similarity NPC148409
0.8406 Intermediate Similarity NPC164374
0.8406 Intermediate Similarity NPC137929
0.8302 Intermediate Similarity NPC203168
0.8294 Intermediate Similarity NPC219664
0.8288 Intermediate Similarity NPC473182
0.8227 Intermediate Similarity NPC141915
0.8227 Intermediate Similarity NPC114335
0.8227 Intermediate Similarity NPC280964
0.8128 Intermediate Similarity NPC122463
0.8109 Intermediate Similarity NPC42591
0.8093 Intermediate Similarity NPC474594
0.8027 Intermediate Similarity NPC476997
0.8018 Intermediate Similarity NPC202503
0.7991 Intermediate Similarity NPC476996
0.7991 Intermediate Similarity NPC476998
0.7981 Intermediate Similarity NPC193777
0.797 Intermediate Similarity NPC62069
0.7955 Intermediate Similarity NPC174049
0.7946 Intermediate Similarity NPC476994
0.7939 Intermediate Similarity NPC473183
0.7923 Intermediate Similarity NPC78284
0.7909 Intermediate Similarity NPC473179
0.7897 Intermediate Similarity NPC474595
0.7874 Intermediate Similarity NPC294244
0.7864 Intermediate Similarity NPC473822
0.7851 Intermediate Similarity NPC473184
0.7824 Intermediate Similarity NPC209769
0.7803 Intermediate Similarity NPC118121
0.7798 Intermediate Similarity NPC112206
0.7798 Intermediate Similarity NPC48353
0.7798 Intermediate Similarity NPC202605
0.7783 Intermediate Similarity NPC173080
0.7778 Intermediate Similarity NPC470931
0.7767 Intermediate Similarity NPC219170
0.7767 Intermediate Similarity NPC180253
0.7743 Intermediate Similarity NPC473185
0.774 Intermediate Similarity NPC469390
0.7738 Intermediate Similarity NPC314552
0.7725 Intermediate Similarity NPC70956
0.7725 Intermediate Similarity NPC243834
0.7721 Intermediate Similarity NPC470930
0.7718 Intermediate Similarity NPC61350
0.7711 Intermediate Similarity NPC312872
0.7706 Intermediate Similarity NPC476995
0.7695 Intermediate Similarity NPC132385
0.7682 Intermediate Similarity NPC217554
0.7674 Intermediate Similarity NPC469440
0.767 Intermediate Similarity NPC276060
0.766 Intermediate Similarity NPC284141
0.7659 Intermediate Similarity NPC192939
0.7659 Intermediate Similarity NPC215747
0.7653 Intermediate Similarity NPC128823
0.7647 Intermediate Similarity NPC235076
0.7647 Intermediate Similarity NPC478032
0.7644 Intermediate Similarity NPC22928
0.7644 Intermediate Similarity NPC320088
0.7642 Intermediate Similarity NPC224928
0.7639 Intermediate Similarity NPC16452
0.7639 Intermediate Similarity NPC476581
0.7639 Intermediate Similarity NPC36229
0.7637 Intermediate Similarity NPC270515
0.7636 Intermediate Similarity NPC473180
0.7628 Intermediate Similarity NPC199277
0.7628 Intermediate Similarity NPC135887
0.7623 Intermediate Similarity NPC204446
0.7623 Intermediate Similarity NPC23614
0.7623 Intermediate Similarity NPC100079
0.761 Intermediate Similarity NPC260118
0.7602 Intermediate Similarity NPC162530
0.7597 Intermediate Similarity NPC11408
0.7596 Intermediate Similarity NPC66083
0.7585 Intermediate Similarity NPC28425
0.7576 Intermediate Similarity NPC255800
0.7576 Intermediate Similarity NPC96584
0.7573 Intermediate Similarity NPC302807
0.7565 Intermediate Similarity NPC476999
0.7565 Intermediate Similarity NPC201508
0.7561 Intermediate Similarity NPC265383
0.7559 Intermediate Similarity NPC153042
0.7555 Intermediate Similarity NPC252251
0.7548 Intermediate Similarity NPC33902
0.7548 Intermediate Similarity NPC204385
0.7548 Intermediate Similarity NPC276674
0.7546 Intermediate Similarity NPC475112
0.7546 Intermediate Similarity NPC475085
0.7546 Intermediate Similarity NPC291535
0.7545 Intermediate Similarity NPC199667
0.7543 Intermediate Similarity NPC277351
0.7536 Intermediate Similarity NPC195268
0.7536 Intermediate Similarity NPC133140
0.7536 Intermediate Similarity NPC119579
0.7524 Intermediate Similarity NPC190461
0.7511 Intermediate Similarity NPC46451
0.75 Intermediate Similarity NPC31930
0.75 Intermediate Similarity NPC79293
0.75 Intermediate Similarity NPC279401
0.75 Intermediate Similarity NPC201697
0.75 Intermediate Similarity NPC473513
0.75 Intermediate Similarity NPC473188
0.75 Intermediate Similarity NPC473181
0.7489 Intermediate Similarity NPC477531
0.7489 Intermediate Similarity NPC41501
0.7488 Intermediate Similarity NPC311936
0.7477 Intermediate Similarity NPC474188
0.7477 Intermediate Similarity NPC251160
0.7468 Intermediate Similarity NPC15406
0.7466 Intermediate Similarity NPC188420
0.7465 Intermediate Similarity NPC131017
0.7463 Intermediate Similarity NPC283152
0.7458 Intermediate Similarity NPC472031
0.7458 Intermediate Similarity NPC472066
0.7458 Intermediate Similarity NPC472067
0.7454 Intermediate Similarity NPC11017
0.7448 Intermediate Similarity NPC472068
0.7446 Intermediate Similarity NPC209174
0.7444 Intermediate Similarity NPC271215
0.7444 Intermediate Similarity NPC149471
0.7443 Intermediate Similarity NPC476106
0.7439 Intermediate Similarity NPC209981
0.7431 Intermediate Similarity NPC162484
0.7429 Intermediate Similarity NPC89549
0.7407 Intermediate Similarity NPC476582
0.7407 Intermediate Similarity NPC4071
0.7407 Intermediate Similarity NPC476578
0.7403 Intermediate Similarity NPC274640
0.74 Intermediate Similarity NPC101312
0.7399 Intermediate Similarity NPC53069
0.7399 Intermediate Similarity NPC202768
0.7399 Intermediate Similarity NPC296482
0.7395 Intermediate Similarity NPC160100
0.7393 Intermediate Similarity NPC242928
0.7391 Intermediate Similarity NPC285254
0.7384 Intermediate Similarity NPC475844
0.7383 Intermediate Similarity NPC29472
0.7381 Intermediate Similarity NPC314573
0.7379 Intermediate Similarity NPC285941
0.7363 Intermediate Similarity NPC118511
0.7361 Intermediate Similarity NPC72211
0.7358 Intermediate Similarity NPC112676
0.7358 Intermediate Similarity NPC296742
0.7356 Intermediate Similarity NPC206201
0.7355 Intermediate Similarity NPC183537
0.7343 Intermediate Similarity NPC472168
0.7339 Intermediate Similarity NPC470586
0.7339 Intermediate Similarity NPC267423
0.7333 Intermediate Similarity NPC58209
0.733 Intermediate Similarity NPC168153
0.733 Intermediate Similarity NPC288943
0.7325 Intermediate Similarity NPC132642
0.7319 Intermediate Similarity NPC90875
0.7314 Intermediate Similarity NPC203373
0.7311 Intermediate Similarity NPC224293
0.7308 Intermediate Similarity NPC233334
0.7296 Intermediate Similarity NPC24019
0.7294 Intermediate Similarity NPC234197
0.7293 Intermediate Similarity NPC477532
0.7277 Intermediate Similarity NPC312531
0.7277 Intermediate Similarity NPC474904
0.7273 Intermediate Similarity NPC179287
0.7269 Intermediate Similarity NPC70259
0.7265 Intermediate Similarity NPC475253
0.7264 Intermediate Similarity NPC69213
0.7261 Intermediate Similarity NPC144452
0.7261 Intermediate Similarity NPC280272
0.7258 Intermediate Similarity NPC282346
0.7251 Intermediate Similarity NPC94943
0.7246 Intermediate Similarity NPC194724
0.7246 Intermediate Similarity NPC34770
0.7244 Intermediate Similarity NPC171409
0.7244 Intermediate Similarity NPC96405
0.7238 Intermediate Similarity NPC210296
0.723 Intermediate Similarity NPC128751
0.723 Intermediate Similarity NPC246700
0.7229 Intermediate Similarity NPC51388
0.7229 Intermediate Similarity NPC94842
0.7222 Intermediate Similarity NPC43787
0.7222 Intermediate Similarity NPC205934
0.722 Intermediate Similarity NPC208522
0.7213 Intermediate Similarity NPC77878
0.7208 Intermediate Similarity NPC166712
0.7204 Intermediate Similarity NPC190007
0.7204 Intermediate Similarity NPC320394
0.7198 Intermediate Similarity NPC473449
0.7196 Intermediate Similarity NPC469497
0.7196 Intermediate Similarity NPC106833
0.7195 Intermediate Similarity NPC223427
0.7191 Intermediate Similarity NPC474688
0.719 Intermediate Similarity NPC474798
0.7189 Intermediate Similarity NPC162653
0.7188 Intermediate Similarity NPC469589
0.7177 Intermediate Similarity NPC129897
0.7175 Intermediate Similarity NPC313189
0.7174 Intermediate Similarity NPC469439
0.7174 Intermediate Similarity NPC225279
0.7168 Intermediate Similarity NPC94157
0.7164 Intermediate Similarity NPC26850
0.7162 Intermediate Similarity NPC469594

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC200888 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
0.8 Intermediate Similarity NPD4502 Phase 2
0.7885 Intermediate Similarity NPD6494 Phase 2
0.7861 Intermediate Similarity NPD3920 Phase 2
0.7738 Intermediate Similarity NPD5164 Discontinued
0.7671 Intermediate Similarity NPD5936 Approved
0.7671 Intermediate Similarity NPD5939 Approved
0.7647 Intermediate Similarity NPD6503 Clinical (unspecified phase)
0.7536 Intermediate Similarity NPD5083 Clinical (unspecified phase)
0.7536 Intermediate Similarity NPD3923 Approved
0.7536 Intermediate Similarity NPD3922 Approved
0.7536 Intermediate Similarity NPD3924 Approved
0.7536 Intermediate Similarity NPD3921 Approved
0.7523 Intermediate Similarity NPD5530 Phase 1
0.7511 Intermediate Similarity NPD3763 Approved
0.7489 Intermediate Similarity NPD6290 Phase 2
0.7488 Intermediate Similarity NPD2177 Approved
0.7488 Intermediate Similarity NPD2175 Phase 3
0.7488 Intermediate Similarity NPD2176 Approved
0.7478 Intermediate Similarity NPD5930 Phase 3
0.7455 Intermediate Similarity NPD5658 Approved
0.7449 Intermediate Similarity NPD8244 Phase 2
0.7409 Intermediate Similarity NPD5429 Discontinued
0.7399 Intermediate Similarity NPD3815 Phase 1
0.7399 Intermediate Similarity NPD3816 Phase 1
0.7364 Intermediate Similarity NPD4305 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD6773 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD5902 Approved
0.7333 Intermediate Similarity NPD5903 Approved
0.733 Intermediate Similarity NPD7222 Phase 2
0.7313 Intermediate Similarity NPD8109 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD5488 Discontinued
0.7261 Intermediate Similarity NPD1856 Discontinued
0.7222 Intermediate Similarity NPD6590 Discontinued
0.7202 Intermediate Similarity NPD7889 Clinical (unspecified phase)
0.7175 Intermediate Similarity NPD7452 Approved
0.7175 Intermediate Similarity NPD7453 Approved
0.7174 Intermediate Similarity NPD5070 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD7395 Discontinued
0.7143 Intermediate Similarity NPD6861 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6491 Clinical (unspecified phase)
0.7137 Intermediate Similarity NPD7169 Suspended
0.7136 Intermediate Similarity NPD4724 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD6159 Phase 2
0.7119 Intermediate Similarity NPD1505 Phase 2
0.711 Intermediate Similarity NPD6550 Discontinued
0.7095 Intermediate Similarity NPD7417 Discontinued
0.7093 Intermediate Similarity NPD7069 Discontinued
0.7078 Intermediate Similarity NPD4605 Approved
0.7078 Intermediate Similarity NPD4604 Approved
0.7064 Intermediate Similarity NPD6553 Clinical (unspecified phase)
0.7061 Intermediate Similarity NPD7571 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7558 Phase 2
0.7054 Intermediate Similarity NPD3003 Approved
0.7045 Intermediate Similarity NPD2727 Phase 2
0.7039 Intermediate Similarity NPD1954 Phase 1
0.7034 Intermediate Similarity NPD7710 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD5512 Phase 3
0.7008 Intermediate Similarity NPD6230 Discontinued
0.7005 Intermediate Similarity NPD6656 Clinical (unspecified phase)
0.6983 Remote Similarity NPD3875 Discontinued
0.6983 Remote Similarity NPD2899 Discontinued
0.6979 Remote Similarity NPD3925 Approved
0.6976 Remote Similarity NPD7859 Phase 2
0.6972 Remote Similarity NPD7955 Approved
0.6972 Remote Similarity NPD7956 Approved
0.6964 Remote Similarity NPD6525 Clinical (unspecified phase)
0.6958 Remote Similarity NPD6964 Approved
0.6958 Remote Similarity NPD6963 Approved
0.6948 Remote Similarity NPD4204 Approved
0.6948 Remote Similarity NPD4203 Approved
0.6943 Remote Similarity NPD4927 Discontinued
0.6939 Remote Similarity NPD4349 Approved
0.6939 Remote Similarity NPD4350 Approved
0.6933 Remote Similarity NPD4034 Approved
0.6933 Remote Similarity NPD4122 Approved
0.6933 Remote Similarity NPD32 Approved
0.6933 Remote Similarity NPD4035 Approved
0.6933 Remote Similarity NPD4033 Approved
0.6933 Remote Similarity NPD4036 Approved
0.6933 Remote Similarity NPD4039 Approved
0.6933 Remote Similarity NPD31 Approved
0.6933 Remote Similarity NPD4037 Approved
0.6933 Remote Similarity NPD4038 Approved
0.6926 Remote Similarity NPD4875 Phase 3
0.6926 Remote Similarity NPD4876 Phase 3
0.6916 Remote Similarity NPD7672 Approved
0.6916 Remote Similarity NPD5522 Clinical (unspecified phase)
0.6916 Remote Similarity NPD7671 Approved
0.6905 Remote Similarity NPD6607 Clinical (unspecified phase)
0.6898 Remote Similarity NPD5256 Discontinued
0.6865 Remote Similarity NPD8091 Phase 3
0.6864 Remote Similarity NPD6361 Phase 2
0.6857 Remote Similarity NPD4083 Discontinued
0.6857 Remote Similarity NPD6716 Phase 1
0.6853 Remote Similarity NPD5612 Discontinued
0.6847 Remote Similarity NPD6988 Phase 1
0.6844 Remote Similarity NPD3515 Approved
0.6844 Remote Similarity NPD5905 Phase 1
0.6844 Remote Similarity NPD3516 Approved
0.6842 Remote Similarity NPD5863 Clinical (unspecified phase)
0.6836 Remote Similarity NPD7803 Approved
0.6833 Remote Similarity NPD4418 Discontinued
0.6831 Remote Similarity NPD5805 Approved
0.6826 Remote Similarity NPD6220 Phase 3
0.6826 Remote Similarity NPD4131 Phase 3
0.6822 Remote Similarity NPD6160 Clinical (unspecified phase)
0.682 Remote Similarity NPD4375 Approved
0.682 Remote Similarity NPD7555 Discontinued
0.6818 Remote Similarity NPD3963 Phase 1
0.6818 Remote Similarity NPD6569 Phase 2
0.681 Remote Similarity NPD5417 Clinical (unspecified phase)
0.6804 Remote Similarity NPD2843 Phase 2
0.6804 Remote Similarity NPD2845 Phase 2
0.6798 Remote Similarity NPD7263 Phase 2
0.6795 Remote Similarity NPD6985 Discontinued
0.6792 Remote Similarity NPD5602 Clinical (unspecified phase)
0.6791 Remote Similarity NPD7414 Clinical (unspecified phase)
0.6786 Remote Similarity NPD3837 Clinical (unspecified phase)
0.6786 Remote Similarity NPD4118 Clinical (unspecified phase)
0.6786 Remote Similarity NPD1768 Approved
0.6784 Remote Similarity NPD4795 Phase 2
0.6776 Remote Similarity NPD1503 Clinical (unspecified phase)
0.6774 Remote Similarity NPD6344 Clinical (unspecified phase)
0.677 Remote Similarity NPD6975 Discontinued
0.6766 Remote Similarity NPD7194 Discontinued
0.6763 Remote Similarity NPD4995 Approved
0.6763 Remote Similarity NPD4996 Approved
0.6757 Remote Similarity NPD8363 Approved
0.6757 Remote Similarity NPD8364 Approved
0.6754 Remote Similarity NPD3842 Clinical (unspecified phase)
0.6751 Remote Similarity NPD2285 Clinical (unspecified phase)
0.6751 Remote Similarity NPD6736 Discontinued
0.674 Remote Similarity NPD6991 Approved
0.6736 Remote Similarity NPD7674 Phase 3
0.6736 Remote Similarity NPD7675 Phase 3
0.6736 Remote Similarity NPD7676 Clinical (unspecified phase)
0.6722 Remote Similarity NPD4925 Approved
0.6721 Remote Similarity NPD1483 Discontinued
0.6721 Remote Similarity NPD5833 Phase 1
0.6713 Remote Similarity NPD3386 Phase 2
0.6712 Remote Similarity NPD6257 Clinical (unspecified phase)
0.6709 Remote Similarity NPD2433 Clinical (unspecified phase)
0.6709 Remote Similarity NPD4881 Clinical (unspecified phase)
0.6707 Remote Similarity NPD8016 Phase 3
0.6707 Remote Similarity NPD8017 Clinical (unspecified phase)
0.6707 Remote Similarity NPD7025 Clinical (unspecified phase)
0.6705 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6698 Remote Similarity NPD7479 Phase 2
0.6698 Remote Similarity NPD1620 Clinical (unspecified phase)
0.6696 Remote Similarity NPD2916 Discontinued
0.6695 Remote Similarity NPD7586 Clinical (unspecified phase)
0.6695 Remote Similarity NPD5945 Phase 1
0.6695 Remote Similarity NPD5944 Phase 1
0.6681 Remote Similarity NPD1739 Approved
0.6681 Remote Similarity NPD1740 Approved
0.6681 Remote Similarity NPD7703 Clinical (unspecified phase)
0.668 Remote Similarity NPD7708 Approved
0.6667 Remote Similarity NPD3263 Phase 3
0.6667 Remote Similarity NPD677 Clinical (unspecified phase)
0.6652 Remote Similarity NPD3477 Phase 2
0.6652 Remote Similarity NPD3478 Clinical (unspecified phase)
0.6652 Remote Similarity NPD4511 Phase 1
0.6651 Remote Similarity NPD4606 Clinical (unspecified phase)
0.6639 Remote Similarity NPD6741 Clinical (unspecified phase)
0.6639 Remote Similarity NPD6326 Phase 2
0.6639 Remote Similarity NPD7268 Clinical (unspecified phase)
0.6639 Remote Similarity NPD6327 Phase 1
0.6638 Remote Similarity NPD3946 Clinical (unspecified phase)
0.6637 Remote Similarity NPD7125 Discontinued
0.6637 Remote Similarity NPD4551 Phase 2
0.6636 Remote Similarity NPD2383 Phase 1
0.6626 Remote Similarity NPD8067 Phase 3
0.6622 Remote Similarity NPD6621 Clinical (unspecified phase)
0.6612 Remote Similarity NPD2951 Discontinued
0.6604 Remote Similarity NPD8467 Approved
0.6604 Remote Similarity NPD8466 Approved
0.6604 Remote Similarity NPD8465 Approved
0.6599 Remote Similarity NPD7729 Clinical (unspecified phase)
0.6598 Remote Similarity NPD4885 Approved
0.6598 Remote Similarity NPD7426 Phase 1
0.6597 Remote Similarity NPD6717 Clinical (unspecified phase)
0.6595 Remote Similarity NPD4437 Phase 3
0.6594 Remote Similarity NPD7690 Clinical (unspecified phase)
0.6587 Remote Similarity NPD3886 Phase 1
0.6586 Remote Similarity NPD6517 Phase 3
0.6584 Remote Similarity NPD7567 Approved
0.658 Remote Similarity NPD1392 Approved
0.6577 Remote Similarity NPD7630 Phase 3
0.6577 Remote Similarity NPD7628 Phase 3
0.6577 Remote Similarity NPD7629 Clinical (unspecified phase)
0.6574 Remote Similarity NPD5751 Clinical (unspecified phase)
0.6574 Remote Similarity NPD8359 Phase 2
0.6571 Remote Similarity NPD1685 Approved
0.6571 Remote Similarity NPD1684 Approved
0.6569 Remote Similarity NPD5506 Approved
0.6569 Remote Similarity NPD7726 Phase 1
0.6569 Remote Similarity NPD5507 Approved
0.6562 Remote Similarity NPD7262 Phase 1
0.6561 Remote Similarity NPD3986 Discontinued
0.6561 Remote Similarity NPD6244 Phase 3

Structure

External Identifiers

PubChem CID   49799717
ChEMBL   CHEMBL1172729
ZINC  

Physicochemical Properties

Molecular Weight:  329.13
ALogP:  -0.0255
MLogP:  2.78
XLogP:  1.933
# Rotatable Bonds:  10
Polar Surface Area:  70.04
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  24

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Biological Activities  
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