Natural Product: NPC13526

Natural Product ID:  NPC13526
Common Name:   6,7-Dibromo-4-Oxo-1H-Quinoline-2-Carboxylic Acid
IUPAC Name:   6,7-dibromo-4-oxo-1H-quinoline-2-carboxylic acid
Synonyms:  
Molecular Formula:   C10H5Br2NO3
Standard InCHIKey:  WHRFFBWANBDQJV-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C10H5Br2NO3/c11-5-1-4-7(2-6(5)12)13-8(10(15)16)3-9(4)14/h1-3H,(H,13,14)(H,15,16)
Canonical SMILES:  OC(=O)c1cc(=O)c2c([nH]1)cc(c(c2)Br)Br
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
NPO6477 Aplidium caelestis Species Polyclinidae Eukaryota Australia PMID[20704301]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens Inhibition = 49 % 2045815
NPT1524 Cell Line MM96L Homo sapiens Inhibition = 69 % 11754612
NPT1523 Cell Line NFF Homo sapiens Inhibition = 66 % 9214737

  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 NPC13526 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
0.9362 High Similarity NPC130797
0.844 Intermediate Similarity NPC194562
0.7784 Intermediate Similarity NPC41488
0.731 Intermediate Similarity NPC179605
0.731 Intermediate Similarity NPC279385
0.726 Intermediate Similarity NPC103292
0.7197 Intermediate Similarity NPC43477
0.7162 Intermediate Similarity NPC254698
0.7039 Intermediate Similarity NPC209389
0.698 Remote Similarity NPC268534
0.698 Remote Similarity NPC39818
0.6923 Remote Similarity NPC253476
0.6892 Remote Similarity NPC177684
0.6892 Remote Similarity NPC291962
0.6846 Remote Similarity NPC112373
0.6846 Remote Similarity NPC161956
0.6846 Remote Similarity NPC258531
0.68 Remote Similarity NPC257490
0.6788 Remote Similarity NPC237649
0.6788 Remote Similarity NPC300596
0.6776 Remote Similarity NPC192533
0.6645 Remote Similarity NPC72473
0.6645 Remote Similarity NPC58827
0.6645 Remote Similarity NPC307437
0.6643 Remote Similarity NPC172170
0.6623 Remote Similarity NPC472244
0.6623 Remote Similarity NPC470343
0.6623 Remote Similarity NPC130931
0.6581 Remote Similarity NPC322433
0.6564 Remote Similarity NPC471164
0.6562 Remote Similarity NPC173295
0.6446 Remote Similarity NPC136002
0.6402 Remote Similarity NPC207554
0.6369 Remote Similarity NPC292265
0.6353 Remote Similarity NPC144691
0.6352 Remote Similarity NPC472245
0.6352 Remote Similarity NPC477432
0.6337 Remote Similarity NPC295021
0.6316 Remote Similarity NPC314223
0.6303 Remote Similarity NPC242933
0.6292 Remote Similarity NPC182131
0.6265 Remote Similarity NPC471574
0.625 Remote Similarity NPC27904
0.625 Remote Similarity NPC475685
0.6242 Remote Similarity NPC226794
0.6188 Remote Similarity NPC122235
0.6188 Remote Similarity NPC150863
0.618 Remote Similarity NPC113056
0.618 Remote Similarity NPC138293
0.6169 Remote Similarity NPC229353
0.6168 Remote Similarity NPC2823
0.6154 Remote Similarity NPC314186
0.6149 Remote Similarity NPC280807
0.6131 Remote Similarity NPC472241
0.6111 Remote Similarity NPC316746
0.6111 Remote Similarity NPC314098
0.6098 Remote Similarity NPC162417
0.6098 Remote Similarity NPC316104
0.609 Remote Similarity NPC150323
0.6089 Remote Similarity NPC189116
0.6082 Remote Similarity NPC259678
0.6082 Remote Similarity NPC478039
0.6071 Remote Similarity NPC477004
0.6067 Remote Similarity NPC322644
0.6064 Remote Similarity NPC110158
0.6061 Remote Similarity NPC300299
0.6048 Remote Similarity NPC181527
0.6026 Remote Similarity NPC226143
0.6023 Remote Similarity NPC472242
0.6012 Remote Similarity NPC472243
0.6011 Remote Similarity NPC318183
0.6011 Remote Similarity NPC470317
0.599 Remote Similarity NPC237414
0.5988 Remote Similarity NPC159722
0.5977 Remote Similarity NPC241392
0.5976 Remote Similarity NPC40364
0.597 Remote Similarity NPC82053
0.5965 Remote Similarity NPC470822
0.5956 Remote Similarity NPC471943
0.5956 Remote Similarity NPC472118
0.5946 Remote Similarity NPC328611
0.5946 Remote Similarity NPC248862
0.5946 Remote Similarity NPC475594
0.5944 Remote Similarity NPC293458
0.5938 Remote Similarity NPC221873
0.5936 Remote Similarity NPC475094
0.5914 Remote Similarity NPC475607
0.5896 Remote Similarity NPC324445
0.5893 Remote Similarity NPC43218
0.5892 Remote Similarity NPC288074
0.5892 Remote Similarity NPC64055
0.5882 Remote Similarity NPC14849
0.5882 Remote Similarity NPC474081
0.5882 Remote Similarity NPC316202
0.5879 Remote Similarity NPC115232
0.5867 Remote Similarity NPC202812
0.5858 Remote Similarity NPC83214
0.5856 Remote Similarity NPC257763
0.5854 Remote Similarity NPC314431
0.5851 Remote Similarity NPC182057
0.5851 Remote Similarity NPC474041
0.5851 Remote Similarity NPC147298
0.5851 Remote Similarity NPC131450
0.5851 Remote Similarity NPC475761
0.5844 Remote Similarity NPC57051
0.5838 Remote Similarity NPC179701
0.5833 Remote Similarity NPC36495
0.5829 Remote Similarity NPC471743
0.5825 Remote Similarity NPC313293
0.5824 Remote Similarity NPC204867
0.582 Remote Similarity NPC283810
0.581 Remote Similarity NPC174576
0.581 Remote Similarity NPC74357
0.5808 Remote Similarity NPC262898
0.5806 Remote Similarity NPC177261
0.5803 Remote Similarity NPC473815
0.5802 Remote Similarity NPC205946
0.5801 Remote Similarity NPC93653
0.5799 Remote Similarity NPC287358
0.5799 Remote Similarity NPC122553
0.5783 Remote Similarity NPC207428
0.5781 Remote Similarity NPC474258
0.5781 Remote Similarity NPC316141
0.5778 Remote Similarity NPC123241
0.5772 Remote Similarity NPC38262
0.5769 Remote Similarity NPC88970
0.5769 Remote Similarity NPC470703
0.5767 Remote Similarity NPC233050
0.5767 Remote Similarity NPC276540
0.5766 Remote Similarity NPC37152
0.5763 Remote Similarity NPC52110
0.5746 Remote Similarity NPC154478
0.573 Remote Similarity NPC470894
0.573 Remote Similarity NPC117032
0.5729 Remote Similarity NPC471742
0.5723 Remote Similarity NPC314287
0.5723 Remote Similarity NPC478040
0.5722 Remote Similarity NPC84317
0.5722 Remote Similarity NPC473946
0.5721 Remote Similarity NPC473218
0.5721 Remote Similarity NPC470702
0.5714 Remote Similarity NPC146370
0.5708 Remote Similarity NPC279189
0.5707 Remote Similarity NPC299582
0.5707 Remote Similarity NPC243381
0.5707 Remote Similarity NPC2414
0.5707 Remote Similarity NPC471130
0.5707 Remote Similarity NPC275292
0.5706 Remote Similarity NPC473329
0.5701 Remote Similarity NPC162002
0.57 Remote Similarity NPC248782
0.5699 Remote Similarity NPC471778
0.5693 Remote Similarity NPC98864
0.5693 Remote Similarity NPC471944
0.5691 Remote Similarity NPC470548
0.5691 Remote Similarity NPC213914
0.5691 Remote Similarity NPC186068
0.569 Remote Similarity NPC190945
0.5676 Remote Similarity NPC26641
0.5673 Remote Similarity NPC319645
0.567 Remote Similarity NPC150308
0.5661 Remote Similarity NPC151635
0.5648 Remote Similarity NPC97584
0.5647 Remote Similarity NPC267508
0.5646 Remote Similarity NPC207020
0.5645 Remote Similarity NPC167724
0.5645 Remote Similarity NPC224970
0.5645 Remote Similarity NPC223595
0.5641 Remote Similarity NPC278434
0.564 Remote Similarity NPC47986
0.564 Remote Similarity NPC181526
0.564 Remote Similarity NPC314252
0.564 Remote Similarity NPC315051
0.5638 Remote Similarity NPC252572
0.5625 Remote Similarity NPC472163
0.5617 Remote Similarity NPC132146
0.5614 Remote Similarity NPC316574
0.5604 Remote Similarity NPC61013

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC13526 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
0.719 Intermediate Similarity NPD1527 Phase 2
0.7006 Intermediate Similarity NPD1532 Approved
0.6941 Remote Similarity NPD2288 Clinical (unspecified phase)
0.6923 Remote Similarity NPD1531 Approved
0.6894 Remote Similarity NPD1625 Approved
0.6832 Remote Similarity NPD1189 Approved
0.6802 Remote Similarity NPD1168 Approved
0.675 Remote Similarity NPD1626 Approved
0.6731 Remote Similarity NPD486 Clinical (unspecified phase)
0.6707 Remote Similarity NPD6017 Discontinued
0.6687 Remote Similarity NPD4888 Discontinued
0.6686 Remote Similarity NPD1161 Approved
0.6646 Remote Similarity NPD1541 Approved
0.6581 Remote Similarity NPD9540 Approved
0.6548 Remote Similarity NPD2737 Clinical (unspecified phase)
0.6509 Remote Similarity NPD1230 Approved
0.6484 Remote Similarity NPD2287 Clinical (unspecified phase)
0.646 Remote Similarity NPD2331 Discontinued
0.6452 Remote Similarity NPD9539 Approved
0.6452 Remote Similarity NPD9541 Approved
0.6441 Remote Similarity NPD2037 Approved
0.644 Remote Similarity NPD1992 Phase 2
0.644 Remote Similarity NPD1991 Phase 2
0.644 Remote Similarity NPD1990 Phase 2
0.6369 Remote Similarity NPD2432 Approved
0.6369 Remote Similarity NPD2431 Approved
0.6335 Remote Similarity NPD441 Approved
0.6306 Remote Similarity NPD1574 Approved
0.6279 Remote Similarity NPD1854 Approved
0.6264 Remote Similarity NPD2836 Approved
0.6257 Remote Similarity NPD2455 Approved
0.6257 Remote Similarity NPD2454 Approved
0.625 Remote Similarity NPD2506 Approved
0.6242 Remote Similarity NPD1640 Clinical (unspecified phase)
0.623 Remote Similarity NPD1170 Approved
0.623 Remote Similarity NPD3792 Approved
0.6215 Remote Similarity NPD1210 Approved
0.6167 Remote Similarity NPD2404 Discontinued
0.6162 Remote Similarity NPD4330 Approved
0.6162 Remote Similarity NPD4329 Approved
0.6149 Remote Similarity NPD2918 Clinical (unspecified phase)
0.6149 Remote Similarity NPD2919 Clinical (unspecified phase)
0.6135 Remote Similarity NPD1874 Clinical (unspecified phase)
0.6131 Remote Similarity NPD168 Phase 1
0.6131 Remote Similarity NPD167 Phase 2
0.6129 Remote Similarity NPD3470 Approved
0.6129 Remote Similarity NPD3471 Approved
0.6125 Remote Similarity NPD1701 Approved
0.6111 Remote Similarity NPD1619 Phase 3
0.6108 Remote Similarity NPD2869 Clinical (unspecified phase)
0.6108 Remote Similarity NPD3782 Discontinued
0.6105 Remote Similarity NPD4161 Discontinued
0.6102 Remote Similarity NPD2427 Approved
0.6095 Remote Similarity NPD5024 Approved
0.609 Remote Similarity NPD9272 Approved
0.6087 Remote Similarity NPD2083 Clinical (unspecified phase)
0.6084 Remote Similarity NPD6342 Discontinued
0.608 Remote Similarity NPD1208 Approved
0.608 Remote Similarity NPD1211 Clinical (unspecified phase)
0.6074 Remote Similarity NPD1920 Approved
0.6074 Remote Similarity NPD1919 Approved
0.6061 Remote Similarity NPD1228 Phase 2
0.6057 Remote Similarity NPD5086 Approved
0.6053 Remote Similarity NPD1175 Approved
0.6051 Remote Similarity NPD1079 Discontinued
0.6044 Remote Similarity NPD3376 Clinical (unspecified phase)
0.6011 Remote Similarity NPD4393 Approved
0.6011 Remote Similarity NPD33 Approved
0.5989 Remote Similarity NPD3468 Approved
0.5976 Remote Similarity NPD3434 Clinical (unspecified phase)
0.5966 Remote Similarity NPD2360 Approved
0.5965 Remote Similarity NPD5918 Discontinued
0.5963 Remote Similarity NPD1593 Approved
0.5962 Remote Similarity NPD1668 Clinical (unspecified phase)
0.5956 Remote Similarity NPD2369 Discontinued
0.5954 Remote Similarity NPD1801 Approved
0.5954 Remote Similarity NPD1802 Approved
0.5946 Remote Similarity NPD3522 Approved
0.5946 Remote Similarity NPD5466 Approved
0.5926 Remote Similarity NPD3253 Clinical (unspecified phase)
0.592 Remote Similarity NPD5942 Approved
0.592 Remote Similarity NPD5941 Approved
0.5917 Remote Similarity NPD1205 Approved
0.5917 Remote Similarity NPD1209 Approved
0.5915 Remote Similarity NPD1070 Approved
0.5915 Remote Similarity NPD1069 Approved
0.5915 Remote Similarity NPD1068 Approved
0.5906 Remote Similarity NPD4464 Clinical (unspecified phase)
0.5899 Remote Similarity NPD951 Approved
0.5889 Remote Similarity NPD4311 Approved
0.5882 Remote Similarity NPD4092 Approved
0.5876 Remote Similarity NPD2790 Discontinued
0.5876 Remote Similarity NPD5042 Phase 1
0.5868 Remote Similarity NPD2470 Clinical (unspecified phase)
0.5855 Remote Similarity NPD1284 Clinical (unspecified phase)
0.5851 Remote Similarity NPD3998 Approved
0.5851 Remote Similarity NPD3997 Approved
0.5851 Remote Similarity NPD3999 Approved
0.5848 Remote Similarity NPD6414 Clinical (unspecified phase)
0.5848 Remote Similarity NPD6768 Approved
0.5843 Remote Similarity NPD2950 Approved
0.5843 Remote Similarity NPD4045 Phase 2
0.5843 Remote Similarity NPD4042 Phase 2
0.5843 Remote Similarity NPD2949 Approved
0.5833 Remote Similarity NPD1207 Approved
0.5833 Remote Similarity NPD1206 Approved
0.5829 Remote Similarity NPD4942 Approved
0.5829 Remote Similarity NPD4091 Approved
0.5829 Remote Similarity NPD979 Approved
0.5823 Remote Similarity NPD1306 Clinical (unspecified phase)
0.5812 Remote Similarity NPD4412 Phase 2
0.5806 Remote Similarity NPD3377 Discontinued
0.5798 Remote Similarity NPD3992 Approved
0.5798 Remote Similarity NPD3995 Approved
0.5798 Remote Similarity NPD3994 Approved
0.5798 Remote Similarity NPD5498 Phase 2
0.5798 Remote Similarity NPD3993 Approved
0.5798 Remote Similarity NPD3991 Approved
0.5798 Remote Similarity NPD3996 Approved
0.5795 Remote Similarity NPD5504 Discontinued
0.5793 Remote Similarity NPD1781 Discontinued
0.5789 Remote Similarity NPD3990 Phase 3
0.5789 Remote Similarity NPD9477 Approved
0.5783 Remote Similarity NPD9466 Discontinued
0.5781 Remote Similarity NPD3413 Approved
0.5781 Remote Similarity NPD2397 Discontinued
0.5781 Remote Similarity NPD3414 Approved
0.5775 Remote Similarity NPD3422 Phase 3
0.5775 Remote Similarity NPD3423 Phase 2
0.5767 Remote Similarity NPD797 Clinical (unspecified phase)
0.5759 Remote Similarity NPD922 Approved
0.5756 Remote Similarity NPD2365 Approved
0.5756 Remote Similarity NPD6512 Approved
0.5756 Remote Similarity NPD6513 Approved
0.5753 Remote Similarity NPD1913 Phase 1
0.5753 Remote Similarity NPD5727 Clinical (unspecified phase)
0.575 Remote Similarity NPD1124 Approved
0.575 Remote Similarity NPD1123 Approved
0.575 Remote Similarity NPD1517 Clinical (unspecified phase)
0.5749 Remote Similarity NPD6740 Clinical (unspecified phase)
0.5745 Remote Similarity NPD3978 Clinical (unspecified phase)
0.5742 Remote Similarity NPD1378 Approved
0.5742 Remote Similarity NPD1377 Approved
0.5739 Remote Similarity NPD7528 Approved
0.5738 Remote Similarity NPD3790 Phase 2
0.5737 Remote Similarity NPD3989 Phase 3
0.573 Remote Similarity NPD3248 Phase 1
0.5729 Remote Similarity NPD3828 Approved
0.5723 Remote Similarity NPD2820 Phase 3
0.5722 Remote Similarity NPD2672 Discontinued
0.5722 Remote Similarity NPD7105 Phase 1
0.5714 Remote Similarity NPD4370 Phase 3
0.5714 Remote Similarity NPD3884 Discontinued
0.5707 Remote Similarity NPD5430 Discontinued
0.5706 Remote Similarity NPD5748 Phase 2
0.5699 Remote Similarity NPD1839 Phase 1
0.5698 Remote Similarity NPD1222 Discontinued
0.5697 Remote Similarity NPD995 Clinical (unspecified phase)
0.5691 Remote Similarity NPD212 Discontinued
0.569 Remote Similarity NPD2435 Approved
0.5684 Remote Similarity NPD7428 Clinical (unspecified phase)
0.5682 Remote Similarity NPD1553 Approved
0.568 Remote Similarity NPD2791 Discontinued
0.5679 Remote Similarity NPD1360 Approved
0.5676 Remote Similarity NPD4645 Clinical (unspecified phase)
0.5673 Remote Similarity NPD1109 Approved
0.5673 Remote Similarity NPD1110 Approved
0.5671 Remote Similarity NPD552 Approved
0.5671 Remote Similarity NPD553 Approved
0.5671 Remote Similarity NPD9567 Approved
0.5654 Remote Similarity NPD5445 Approved
0.5654 Remote Similarity NPD7014 Clinical (unspecified phase)
0.5652 Remote Similarity NPD9692 Approved
0.5652 Remote Similarity NPD678 Discontinued
0.5652 Remote Similarity NPD9693 Approved
0.565 Remote Similarity NPD4939 Clinical (unspecified phase)
0.5642 Remote Similarity NPD3399 Approved
0.5637 Remote Similarity NPD7205 Discontinued
0.5636 Remote Similarity NPD1560 Clinical (unspecified phase)
0.5635 Remote Similarity NPD3304 Phase 2
0.5629 Remote Similarity NPD1190 Approved
0.5629 Remote Similarity NPD9718 Approved
0.5625 Remote Similarity NPD4041 Approved
0.5622 Remote Similarity NPD5856 Discontinued
0.5619 Remote Similarity NPD6163 Clinical (unspecified phase)
0.5618 Remote Similarity NPD2297 Clinical (unspecified phase)
0.5614 Remote Similarity NPD9279 Approved
0.5614 Remote Similarity NPD4077 Clinical (unspecified phase)
0.5614 Remote Similarity NPD2670 Approved
0.5607 Remote Similarity NPD3625 Discontinued
0.5607 Remote Similarity NPD4461 Discontinued
0.5606 Remote Similarity NPD5937 Approved
0.5604 Remote Similarity NPD4082 Approved

Structure

External Identifiers

PubChem CID   46938557
ChEMBL   CHEMBL1223673
ZINC  

Physicochemical Properties

Molecular Weight:  344.86
ALogP:  0.7679
MLogP:  1.9
XLogP:  2.334
# Rotatable Bonds:  4
Polar Surface Area:  66.4
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  16

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs