Natural Product: NPC179224

Natural Product ID:  NPC179224
Common Name:   Marcanin B
IUPAC Name:   3-methoxy-1,4-dimethylbenzo[g]quinoline-2,5,10-trione
Synonyms:  
Molecular Formula:   C16H13NO4
Standard InCHIKey:  HAOZFNOODAJKHH-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C16H13NO4/c1-8-11-12(17(2)16(20)15(8)21-3)14(19)10-7-5-4-6-9(10)13(11)18/h4-7H,1-3H3
Canonical SMILES:  COc1c(C)c2C(=O)c3ccccc3C(=O)c2n(c1=O)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
NPO27762 Goniothalamus marcanii Species Annonaceae Eukaryota Stem barks PMID[10543899]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens ED50 = 0.35 nM Open TG-GATES in vivo data: Hematology
NPT380 Cell Line U-251 Homo sapiens ED50 = 1.4 nM 19651906
NPT83 Cell Line MCF7 Homo sapiens ED50 = 0.18 nM DrugMatrix in vivo data: Biochemistry
NPT139 Cell Line HT-29 Homo sapiens ED50 = 2.12 nM DrugMatrix in vivo data: Biochemistry
NPT2 Others Unspecified ED50 = 0.7 nM 20373816

  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 NPC179224 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
0.8897 High Similarity NPC246412
0.7328 Intermediate Similarity NPC472164
0.7246 Intermediate Similarity NPC472165
0.7071 Intermediate Similarity NPC119326
0.7054 Intermediate Similarity NPC55529
0.6992 Remote Similarity NPC256452
0.6929 Remote Similarity NPC192533
0.6899 Remote Similarity NPC167336
0.6894 Remote Similarity NPC137315
0.6884 Remote Similarity NPC27833
0.687 Remote Similarity NPC192577
0.6831 Remote Similarity NPC136453
0.6783 Remote Similarity NPC105114
0.6783 Remote Similarity NPC152850
0.6783 Remote Similarity NPC89923
0.6783 Remote Similarity NPC71933
0.6783 Remote Similarity NPC239990
0.6777 Remote Similarity NPC157778
0.6761 Remote Similarity NPC79698
0.6748 Remote Similarity NPC284475
0.6741 Remote Similarity NPC326664
0.6719 Remote Similarity NPC112552
0.6714 Remote Similarity NPC257490
0.6694 Remote Similarity NPC188844
0.6694 Remote Similarity NPC1682
0.6694 Remote Similarity NPC43945
0.6694 Remote Similarity NPC155232
0.6691 Remote Similarity NPC291962
0.6691 Remote Similarity NPC177684
0.6667 Remote Similarity NPC303967
0.6667 Remote Similarity NPC67585
0.6667 Remote Similarity NPC110420
0.6667 Remote Similarity NPC203732
0.6667 Remote Similarity NPC173413
0.6644 Remote Similarity NPC157311
0.6643 Remote Similarity NPC112373
0.6643 Remote Similarity NPC161956
0.6643 Remote Similarity NPC258531
0.6642 Remote Similarity NPC291799
0.6641 Remote Similarity NPC473418
0.664 Remote Similarity NPC238219
0.6619 Remote Similarity NPC220698
0.6618 Remote Similarity NPC67377
0.6599 Remote Similarity NPC473962
0.6599 Remote Similarity NPC44805
0.6599 Remote Similarity NPC8761
0.6587 Remote Similarity NPC260233
0.6562 Remote Similarity NPC134882
0.6562 Remote Similarity NPC49994
0.6562 Remote Similarity NPC75724
0.656 Remote Similarity NPC153885
0.656 Remote Similarity NPC59677
0.6532 Remote Similarity NPC19256
0.6531 Remote Similarity NPC126458
0.6508 Remote Similarity NPC289883
0.6496 Remote Similarity NPC241851
0.6489 Remote Similarity NPC274443
0.6484 Remote Similarity NPC265220
0.6484 Remote Similarity NPC239185
0.648 Remote Similarity NPC133461
0.6462 Remote Similarity NPC109514
0.6462 Remote Similarity NPC476993
0.6454 Remote Similarity NPC226143
0.6449 Remote Similarity NPC470764
0.6434 Remote Similarity NPC145052
0.6418 Remote Similarity NPC470391
0.6412 Remote Similarity NPC244427
0.6412 Remote Similarity NPC222390
0.6406 Remote Similarity NPC12695
0.6405 Remote Similarity NPC315051
0.6395 Remote Similarity NPC73555
0.6391 Remote Similarity NPC172483
0.6389 Remote Similarity NPC65627
0.6378 Remote Similarity NPC71140
0.6378 Remote Similarity NPC246757
0.6378 Remote Similarity NPC291070
0.6371 Remote Similarity NPC267262
0.637 Remote Similarity NPC470252
0.637 Remote Similarity NPC322433
0.6364 Remote Similarity NPC215008
0.6357 Remote Similarity NPC103048
0.635 Remote Similarity NPC292834
0.6343 Remote Similarity NPC100767
0.6341 Remote Similarity NPC307
0.6341 Remote Similarity NPC160339
0.6341 Remote Similarity NPC73644
0.6331 Remote Similarity NPC33742
0.6329 Remote Similarity NPC2672
0.6328 Remote Similarity NPC472880
0.632 Remote Similarity NPC418308
0.6319 Remote Similarity NPC39818
0.6316 Remote Similarity NPC329282
0.6299 Remote Similarity NPC269398
0.6299 Remote Similarity NPC263493
0.6294 Remote Similarity NPC105709
0.6294 Remote Similarity NPC179605
0.6294 Remote Similarity NPC279385
0.6291 Remote Similarity NPC266425
0.6286 Remote Similarity NPC473573
0.6279 Remote Similarity NPC185208
0.6279 Remote Similarity NPC219573
0.627 Remote Similarity NPC277277
0.6268 Remote Similarity NPC318173
0.6258 Remote Similarity NPC471164
0.625 Remote Similarity NPC103292
0.6241 Remote Similarity NPC469843
0.6241 Remote Similarity NPC239357
0.6231 Remote Similarity NPC472788
0.6224 Remote Similarity NPC204784
0.6222 Remote Similarity NPC473498
0.622 Remote Similarity NPC476484
0.6214 Remote Similarity NPC228936
0.6214 Remote Similarity NPC246904
0.6197 Remote Similarity NPC80605
0.6197 Remote Similarity NPC222968
0.6197 Remote Similarity NPC323440
0.6194 Remote Similarity NPC238108
0.6194 Remote Similarity NPC207554
0.619 Remote Similarity NPC470343
0.619 Remote Similarity NPC472244
0.6187 Remote Similarity NPC143768
0.6187 Remote Similarity NPC13784
0.6184 Remote Similarity NPC248283
0.6183 Remote Similarity NPC322598
0.6181 Remote Similarity NPC302169
0.6174 Remote Similarity NPC81092
0.6174 Remote Similarity NPC103605
0.6172 Remote Similarity NPC323420
0.6169 Remote Similarity NPC178662
0.6169 Remote Similarity NPC92784
0.6169 Remote Similarity NPC470884
0.6169 Remote Similarity NPC476133
0.6169 Remote Similarity NPC77992
0.6169 Remote Similarity NPC98424
0.6168 Remote Similarity NPC113056
0.6168 Remote Similarity NPC138293
0.6164 Remote Similarity NPC254698
0.6163 Remote Similarity NPC475427
0.616 Remote Similarity NPC69057
0.616 Remote Similarity NPC17497
0.616 Remote Similarity NPC305602
0.6159 Remote Similarity NPC325479
0.6154 Remote Similarity NPC139326
0.6148 Remote Similarity NPC134120
0.6148 Remote Similarity NPC476198
0.6145 Remote Similarity NPC315368
0.6144 Remote Similarity NPC300299
0.6143 Remote Similarity NPC196075
0.6143 Remote Similarity NPC57051
0.6133 Remote Similarity NPC194562
0.6127 Remote Similarity NPC14672
0.6127 Remote Similarity NPC256935
0.6127 Remote Similarity NPC315276
0.6127 Remote Similarity NPC285926
0.6124 Remote Similarity NPC474974
0.6122 Remote Similarity NPC328107
0.6122 Remote Similarity NPC285394
0.6122 Remote Similarity NPC318067
0.6121 Remote Similarity NPC104345
0.6119 Remote Similarity NPC475939
0.6119 Remote Similarity NPC474866
0.6119 Remote Similarity NPC472691
0.6119 Remote Similarity NPC247976
0.6119 Remote Similarity NPC471829
0.6115 Remote Similarity NPC212415
0.6115 Remote Similarity NPC186128
0.6111 Remote Similarity NPC153308
0.6107 Remote Similarity NPC156021
0.6099 Remote Similarity NPC217111
0.6099 Remote Similarity NPC474408
0.6099 Remote Similarity NPC113099
0.6095 Remote Similarity NPC476569
0.609 Remote Similarity NPC472879
0.6087 Remote Similarity NPC242000
0.6084 Remote Similarity NPC61651
0.6081 Remote Similarity NPC295664
0.6081 Remote Similarity NPC477248
0.6081 Remote Similarity NPC477249
0.6076 Remote Similarity NPC209509
0.6076 Remote Similarity NPC308197
0.6076 Remote Similarity NPC5620
0.6071 Remote Similarity NPC470253
0.6067 Remote Similarity NPC165726
0.6067 Remote Similarity NPC150863
0.6067 Remote Similarity NPC473322
0.6067 Remote Similarity NPC213969
0.6066 Remote Similarity NPC145053
0.6062 Remote Similarity NPC9373
0.6062 Remote Similarity NPC324445
0.6058 Remote Similarity NPC172170
0.6056 Remote Similarity NPC62138
0.6056 Remote Similarity NPC260886
0.6054 Remote Similarity NPC474082
0.6054 Remote Similarity NPC175726
0.6053 Remote Similarity NPC207428
0.6051 Remote Similarity NPC471574
0.6051 Remote Similarity NPC161069
0.6047 Remote Similarity NPC473661
0.604 Remote Similarity NPC236405
0.6033 Remote Similarity NPC300205

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC179224 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
0.7609 Intermediate Similarity NPD2754 Discontinued
0.7315 Intermediate Similarity NPD3950 Discontinued
0.7246 Intermediate Similarity NPD1482 Clinical (unspecified phase)
0.7185 Intermediate Similarity NPD1217 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD2192 Approved
0.7031 Intermediate Similarity NPD2197 Approved
0.7016 Intermediate Similarity NPD1099 Approved
0.7016 Intermediate Similarity NPD1100 Approved
0.6929 Remote Similarity NPD813 Approved
0.6906 Remote Similarity NPD3624 Phase 2
0.6884 Remote Similarity NPD5836 Discontinued
0.6842 Remote Similarity NPD6485 Discontinued
0.6835 Remote Similarity NPD3836 Clinical (unspecified phase)
0.6809 Remote Similarity NPD3550 Clinical (unspecified phase)
0.6809 Remote Similarity NPD3549 Approved
0.6809 Remote Similarity NPD3547 Approved
0.6797 Remote Similarity NPD2648 Phase 3
0.6797 Remote Similarity NPD2193 Phase 2
0.6788 Remote Similarity NPD5991 Approved
0.6788 Remote Similarity NPD5990 Approved
0.6748 Remote Similarity NPD7609 Phase 3
0.6739 Remote Similarity NPD6343 Approved
0.6739 Remote Similarity NPD6345 Approved
0.6694 Remote Similarity NPD650 Approved
0.6694 Remote Similarity NPD7631 Approved
0.6693 Remote Similarity NPD466 Approved
0.6667 Remote Similarity NPD941 Approved
0.6667 Remote Similarity NPD2196 Discontinued
0.6645 Remote Similarity NPD8165 Discontinued
0.6643 Remote Similarity NPD2634 Clinical (unspecified phase)
0.6641 Remote Similarity NPD742 Approved
0.6623 Remote Similarity NPD8239 Clinical (unspecified phase)
0.66 Remote Similarity NPD4705 Clinical (unspecified phase)
0.6599 Remote Similarity NPD2846 Clinical (unspecified phase)
0.6579 Remote Similarity NPD2010 Phase 3
0.6569 Remote Similarity NPD2508 Discontinued
0.6569 Remote Similarity NPD3551 Approved
0.6567 Remote Similarity NPD4063 Clinical (unspecified phase)
0.6565 Remote Similarity NPD2577 Clinical (unspecified phase)
0.6541 Remote Similarity NPD2790 Discontinued
0.6538 Remote Similarity NPD2171 Approved
0.6538 Remote Similarity NPD4803 Discontinued
0.6528 Remote Similarity NPD2056 Discontinued
0.6489 Remote Similarity NPD3357 Discontinued
0.6484 Remote Similarity NPD3495 Discontinued
0.6483 Remote Similarity NPD5653 Discontinued
0.6474 Remote Similarity NPD1956 Clinical (unspecified phase)
0.6471 Remote Similarity NPD7720 Phase 2
0.6471 Remote Similarity NPD2124 Approved
0.6467 Remote Similarity NPD2331 Discontinued
0.6458 Remote Similarity NPD9541 Approved
0.6458 Remote Similarity NPD9539 Approved
0.6456 Remote Similarity NPD3820 Approved
0.6456 Remote Similarity NPD3822 Approved
0.6456 Remote Similarity NPD3821 Clinical (unspecified phase)
0.6449 Remote Similarity NPD2319 Discontinued
0.6449 Remote Similarity NPD3867 Phase 2
0.6443 Remote Similarity NPD1527 Phase 2
0.6434 Remote Similarity NPD518 Clinical (unspecified phase)
0.6433 Remote Similarity NPD3282 Phase 1
0.6433 Remote Similarity NPD3283 Phase 3
0.6414 Remote Similarity NPD6792 Phase 3
0.6412 Remote Similarity NPD6027 Approved
0.6412 Remote Similarity NPD6024 Approved
0.6403 Remote Similarity NPD1323 Discontinued
0.6391 Remote Similarity NPD1677 Discontinued
0.6382 Remote Similarity NPD7541 Clinical (unspecified phase)
0.6382 Remote Similarity NPD6295 Approved
0.6382 Remote Similarity NPD6294 Approved
0.637 Remote Similarity NPD3244 Pre-registration
0.637 Remote Similarity NPD9540 Approved
0.637 Remote Similarity NPD3245 Phase 3
0.6357 Remote Similarity NPD4655 Approved
0.6357 Remote Similarity NPD4657 Approved
0.6343 Remote Similarity NPD7130 Phase 3
0.634 Remote Similarity NPD7142 Discontinued
0.634 Remote Similarity NPD6655 Clinical (unspecified phase)
0.6333 Remote Similarity NPD1874 Clinical (unspecified phase)
0.6328 Remote Similarity NPD4094 Approved
0.6323 Remote Similarity NPD6566 Discontinued
0.6323 Remote Similarity NPD6768 Approved
0.6316 Remote Similarity NPD6817 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7192 Discontinued
0.6309 Remote Similarity NPD6039 Approved
0.6306 Remote Similarity NPD7602 Clinical (unspecified phase)
0.6294 Remote Similarity NPD4164 Clinical (unspecified phase)
0.6294 Remote Similarity NPD6806 Phase 1
0.6291 Remote Similarity NPD6623 Phase 3
0.6289 Remote Similarity NPD4185 Clinical (unspecified phase)
0.6284 Remote Similarity NPD3626 Phase 3
0.6276 Remote Similarity NPD2584 Suspended
0.6269 Remote Similarity NPD1763 Approved
0.6269 Remote Similarity NPD1765 Approved
0.6269 Remote Similarity NPD1761 Approved
0.6269 Remote Similarity NPD1767 Approved
0.6269 Remote Similarity NPD1766 Approved
0.6268 Remote Similarity NPD5859 Discontinued
0.6267 Remote Similarity NPD5581 Approved
0.6266 Remote Similarity NPD3519 Discontinued
0.6266 Remote Similarity NPD6609 Clinical (unspecified phase)
0.6258 Remote Similarity NPD6855 Clinical (unspecified phase)
0.6258 Remote Similarity NPD4461 Discontinued
0.625 Remote Similarity NPD1123 Approved
0.625 Remote Similarity NPD6144 Discontinued
0.625 Remote Similarity NPD1124 Approved
0.625 Remote Similarity NPD1410 Phase 1
0.6242 Remote Similarity NPD5918 Discontinued
0.6241 Remote Similarity NPD4574 Approved
0.6241 Remote Similarity NPD4576 Approved
0.6229 Remote Similarity NPD8241 Phase 2
0.6225 Remote Similarity NPD6740 Clinical (unspecified phase)
0.622 Remote Similarity NPD7011 Discontinued
0.6218 Remote Similarity NPD2365 Approved
0.6214 Remote Similarity NPD853 Approved
0.6214 Remote Similarity NPD851 Approved
0.6209 Remote Similarity NPD5227 Clinical (unspecified phase)
0.6204 Remote Similarity NPD3581 Discontinued
0.62 Remote Similarity NPD486 Clinical (unspecified phase)
0.6196 Remote Similarity NPD7267 Clinical (unspecified phase)
0.619 Remote Similarity NPD6330 Clinical (unspecified phase)
0.619 Remote Similarity NPD5136 Clinical (unspecified phase)
0.6188 Remote Similarity NPD4942 Approved
0.6187 Remote Similarity NPD2607 Approved
0.6181 Remote Similarity NPD4733 Approved
0.6178 Remote Similarity NPD2820 Phase 3
0.6178 Remote Similarity NPD5010 Approved
0.6178 Remote Similarity NPD5009 Approved
0.6176 Remote Similarity NPD3420 Clinical (unspecified phase)
0.6174 Remote Similarity NPD4549 Discontinued
0.6174 Remote Similarity NPD1050 Approved
0.617 Remote Similarity NPD1025 Discontinued
0.6164 Remote Similarity NPD1077 Clinical (unspecified phase)
0.6164 Remote Similarity NPD6408 Phase 1
0.6163 Remote Similarity NPD5603 Clinical (unspecified phase)
0.6159 Remote Similarity NPD951 Approved
0.6149 Remote Similarity NPD797 Clinical (unspecified phase)
0.6144 Remote Similarity NPD7113 Clinical (unspecified phase)
0.614 Remote Similarity NPD7854 Phase 2
0.6138 Remote Similarity NPD1302 Clinical (unspecified phase)
0.6133 Remote Similarity NPD2919 Clinical (unspecified phase)
0.6133 Remote Similarity NPD2918 Clinical (unspecified phase)
0.6129 Remote Similarity NPD7254 Discontinued
0.6125 Remote Similarity NPD7794 Clinical (unspecified phase)
0.6125 Remote Similarity NPD7478 Approved
0.6124 Remote Similarity NPD7683 Discontinued
0.6122 Remote Similarity NPD5159 Phase 2
0.6122 Remote Similarity NPD5157 Phase 1
0.6122 Remote Similarity NPD5158 Clinical (unspecified phase)
0.6115 Remote Similarity NPD753 Approved
0.6115 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6111 Remote Similarity NPD7606 Phase 3
0.6107 Remote Similarity NPD3604 Clinical (unspecified phase)
0.6107 Remote Similarity NPD5993 Phase 1
0.6104 Remote Similarity NPD5004 Approved
0.6101 Remote Similarity NPD6017 Discontinued
0.6099 Remote Similarity NPD1075 Approved
0.6099 Remote Similarity NPD1074 Approved
0.6099 Remote Similarity NPD1073 Approved
0.6098 Remote Similarity NPD4507 Discontinued
0.6096 Remote Similarity NPD4478 Clinical (unspecified phase)
0.609 Remote Similarity NPD5630 Phase 1
0.6087 Remote Similarity NPD979 Approved
0.6087 Remote Similarity NPD4939 Clinical (unspecified phase)
0.6084 Remote Similarity NPD6629 Discontinued
0.6084 Remote Similarity NPD997 Clinical (unspecified phase)
0.6081 Remote Similarity NPD2031 Discontinued
0.6071 Remote Similarity NPD480 Approved
0.6067 Remote Similarity NPD4175 Approved
0.6067 Remote Similarity NPD4177 Approved
0.6067 Remote Similarity NPD1781 Discontinued
0.6058 Remote Similarity NPD5979 Clinical (unspecified phase)
0.6054 Remote Similarity NPD6637 Approved
0.6053 Remote Similarity NPD1919 Approved
0.6053 Remote Similarity NPD1920 Approved
0.6051 Remote Similarity NPD4152 Approved
0.6049 Remote Similarity NPD2737 Clinical (unspecified phase)
0.6047 Remote Similarity NPD1508 Approved
0.6043 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6042 Remote Similarity NPD1668 Clinical (unspecified phase)
0.6028 Remote Similarity NPD1175 Approved
0.6028 Remote Similarity NPD3598 Phase 3
0.6027 Remote Similarity NPD1947 Approved
0.6027 Remote Similarity NPD5579 Approved
0.6027 Remote Similarity NPD5576 Approved
0.6026 Remote Similarity NPD5202 Clinical (unspecified phase)
0.6025 Remote Similarity NPD6631 Clinical (unspecified phase)
0.6025 Remote Similarity NPD7441 Clinical (unspecified phase)
0.6014 Remote Similarity NPD182 Clinical (unspecified phase)
0.6014 Remote Similarity NPD4677 Discontinued
0.6014 Remote Similarity NPD1640 Clinical (unspecified phase)
0.6014 Remote Similarity NPD7679 Phase 2
0.6013 Remote Similarity NPD441 Approved
0.6013 Remote Similarity NPD4540 Clinical (unspecified phase)
0.6013 Remote Similarity NPD2949 Approved
0.6013 Remote Similarity NPD2950 Approved
0.6013 Remote Similarity NPD7713 Phase 3
0.6 Remote Similarity NPD7510 Approved
0.6 Remote Similarity NPD3295 Clinical (unspecified phase)
0.5987 Remote Similarity NPD4497 Clinical (unspecified phase)
0.5986 Remote Similarity NPD4706 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10265831
ChEMBL   CHEMBL480650
ZINC  

Physicochemical Properties

Molecular Weight:  283.08
ALogP:  -0.8191
MLogP:  2.67
XLogP:  1.987
# Rotatable Bonds:  4
Polar Surface Area:  63.68
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  21

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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