Natural Product: NPC109158

Natural Product ID:  NPC109158
Common Name:   Methyl-4,5-Dibromocarboxylic Acid
IUPAC Name:   4,5-dibromo-1-methylpyrrole-2-carboxylic acid
Synonyms:   Methyl-4,5-Dibromocarboxylic Acid
Molecular Formula:   C6H5Br2NO2
Standard InCHIKey:  OZAXVWIMCAEERV-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C6H5Br2NO2/c1-9-4(6(10)11)2-3(7)5(9)8/h2H,1H3,(H,10,11)
Canonical SMILES:  Brc1c(Br)cc(n1C)C(=O)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
NPO33334 agelas sponges Species Agelasidae Eukaryota Indonesia PMID[20061160]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1864 Cell Line L5178Y Mus musculus GI = 87.8 % DrugMatrix in vivo data: Pathology
NPT17 Organism Staphylococcus epidermidis Staphylococcus epidermidis MIC > 71000 nM 24927000

  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 NPC109158 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
0.932 High Similarity NPC298288
0.8986 High Similarity NPC52110
0.8506 High Similarity NPC142688
0.8101 Intermediate Similarity NPC27296
0.7975 Intermediate Similarity NPC33229
0.775 Intermediate Similarity NPC474236
0.7744 Intermediate Similarity NPC474383
0.7707 Intermediate Similarity NPC302159
0.7662 Intermediate Similarity NPC85443
0.75 Intermediate Similarity NPC13432
0.7451 Intermediate Similarity NPC150592
0.7421 Intermediate Similarity NPC260041
0.7365 Intermediate Similarity NPC476418
0.7348 Intermediate Similarity NPC77061
0.733 Intermediate Similarity NPC476423
0.7273 Intermediate Similarity NPC20021
0.7273 Intermediate Similarity NPC469814
0.7262 Intermediate Similarity NPC306160
0.7251 Intermediate Similarity NPC273532
0.7246 Intermediate Similarity NPC473706
0.7209 Intermediate Similarity NPC80528
0.7182 Intermediate Similarity NPC476413
0.7176 Intermediate Similarity NPC41717
0.7168 Intermediate Similarity NPC97106
0.7152 Intermediate Similarity NPC312860
0.7143 Intermediate Similarity NPC476414
0.7089 Intermediate Similarity NPC472288
0.7078 Intermediate Similarity NPC71236
0.7039 Intermediate Similarity NPC241025
0.7 Intermediate Similarity NPC112489
0.6994 Remote Similarity NPC167400
0.6941 Remote Similarity NPC322644
0.6933 Remote Similarity NPC159630
0.6933 Remote Similarity NPC230085
0.6932 Remote Similarity NPC136441
0.6919 Remote Similarity NPC46811
0.6918 Remote Similarity NPC328029
0.6906 Remote Similarity NPC46022
0.6905 Remote Similarity NPC263455
0.6857 Remote Similarity NPC253810
0.6857 Remote Similarity NPC226835
0.6842 Remote Similarity NPC57398
0.6836 Remote Similarity NPC476419
0.6796 Remote Similarity NPC207851
0.678 Remote Similarity NPC37268
0.677 Remote Similarity NPC114310
0.6761 Remote Similarity NPC227489
0.6761 Remote Similarity NPC28096
0.6761 Remote Similarity NPC476421
0.6761 Remote Similarity NPC302647
0.67 Remote Similarity NPC469717
0.6685 Remote Similarity NPC472861
0.6685 Remote Similarity NPC184932
0.6667 Remote Similarity NPC206148
0.6646 Remote Similarity NPC291517
0.6632 Remote Similarity NPC472284
0.663 Remote Similarity NPC317010
0.6607 Remote Similarity NPC112741
0.659 Remote Similarity NPC113812
0.6579 Remote Similarity NPC141454
0.6576 Remote Similarity NPC311282
0.6576 Remote Similarity NPC295158
0.6559 Remote Similarity NPC75544
0.6554 Remote Similarity NPC470894
0.6543 Remote Similarity NPC23215
0.6534 Remote Similarity NPC2414
0.6532 Remote Similarity NPC116573
0.6503 Remote Similarity NPC29702
0.6497 Remote Similarity NPC474696
0.648 Remote Similarity NPC472287
0.648 Remote Similarity NPC54214
0.648 Remote Similarity NPC472286
0.6453 Remote Similarity NPC107287
0.644 Remote Similarity NPC179701
0.6436 Remote Similarity NPC83111
0.6406 Remote Similarity NPC262898
0.6395 Remote Similarity NPC472260
0.6378 Remote Similarity NPC165599
0.6375 Remote Similarity NPC313823
0.6374 Remote Similarity NPC286195
0.6354 Remote Similarity NPC271927
0.6332 Remote Similarity NPC476524
0.6322 Remote Similarity NPC75135
0.6311 Remote Similarity NPC54066
0.6303 Remote Similarity NPC200397
0.6303 Remote Similarity NPC98156
0.6303 Remote Similarity NPC292434
0.6303 Remote Similarity NPC64661
0.6303 Remote Similarity NPC14448
0.6303 Remote Similarity NPC167200
0.6303 Remote Similarity NPC138596
0.6303 Remote Similarity NPC195704
0.6298 Remote Similarity NPC249614
0.629 Remote Similarity NPC159125
0.6281 Remote Similarity NPC321428
0.6276 Remote Similarity NPC9635
0.6263 Remote Similarity NPC472259
0.6256 Remote Similarity NPC123395
0.625 Remote Similarity NPC475870
0.625 Remote Similarity NPC192306
0.6243 Remote Similarity NPC278434
0.6238 Remote Similarity NPC82370
0.6231 Remote Similarity NPC82053
0.6225 Remote Similarity NPC50562
0.6221 Remote Similarity NPC257142
0.6218 Remote Similarity NPC93390
0.6214 Remote Similarity NPC174576
0.6205 Remote Similarity NPC248782
0.62 Remote Similarity NPC244741
0.6195 Remote Similarity NPC67658
0.6193 Remote Similarity NPC471944
0.619 Remote Similarity NPC111566
0.619 Remote Similarity NPC63571
0.6178 Remote Similarity NPC144381
0.6178 Remote Similarity NPC469489
0.6169 Remote Similarity NPC476525
0.6166 Remote Similarity NPC230403
0.6158 Remote Similarity NPC310633
0.6154 Remote Similarity NPC78767
0.6154 Remote Similarity NPC473814
0.6146 Remote Similarity NPC210123
0.6141 Remote Similarity NPC303225
0.6139 Remote Similarity NPC325297
0.6127 Remote Similarity NPC100726
0.6126 Remote Similarity NPC209917
0.6126 Remote Similarity NPC221873
0.6122 Remote Similarity NPC474916
0.6121 Remote Similarity NPC322488
0.612 Remote Similarity NPC158129
0.6118 Remote Similarity NPC129412
0.6118 Remote Similarity NPC114033
0.6118 Remote Similarity NPC101130
0.6118 Remote Similarity NPC58268
0.6114 Remote Similarity NPC284348
0.6111 Remote Similarity NPC73687
0.6111 Remote Similarity NPC212125
0.6111 Remote Similarity NPC98864
0.6103 Remote Similarity NPC109922
0.6102 Remote Similarity NPC74357
0.6098 Remote Similarity NPC89508
0.6096 Remote Similarity NPC40530
0.6096 Remote Similarity NPC314281
0.6091 Remote Similarity NPC103361
0.6087 Remote Similarity NPC472285
0.6087 Remote Similarity NPC288074
0.6082 Remote Similarity NPC88315
0.6073 Remote Similarity NPC473946
0.6067 Remote Similarity NPC212742
0.6062 Remote Similarity NPC114974
0.6059 Remote Similarity NPC286529
0.6059 Remote Similarity NPC77582
0.6059 Remote Similarity NPC12831
0.6059 Remote Similarity NPC302717
0.6059 Remote Similarity NPC59839
0.6059 Remote Similarity NPC129753
0.6059 Remote Similarity NPC209281
0.6059 Remote Similarity NPC244087
0.6059 Remote Similarity NPC205604
0.6059 Remote Similarity NPC48171
0.6059 Remote Similarity NPC74928
0.6059 Remote Similarity NPC169308
0.6059 Remote Similarity NPC3698
0.6059 Remote Similarity NPC97230
0.6053 Remote Similarity NPC282103
0.6053 Remote Similarity NPC474258
0.6051 Remote Similarity NPC135950
0.6049 Remote Similarity NPC118940
0.6049 Remote Similarity NPC207020
0.6043 Remote Similarity NPC248041
0.6043 Remote Similarity NPC126709
0.6021 Remote Similarity NPC160381
0.602 Remote Similarity NPC132539
0.6019 Remote Similarity NPC243633
0.6019 Remote Similarity NPC175150
0.6012 Remote Similarity NPC306397
0.6012 Remote Similarity NPC165370
0.601 Remote Similarity NPC312645
0.6 Remote Similarity NPC473821
0.6 Remote Similarity NPC19342
0.6 Remote Similarity NPC146418
0.6 Remote Similarity NPC285923
0.5991 Remote Similarity NPC229893
0.5989 Remote Similarity NPC219848
0.5988 Remote Similarity NPC151489
0.5977 Remote Similarity NPC220523
0.5969 Remote Similarity NPC202812
0.5968 Remote Similarity NPC186068
0.5968 Remote Similarity NPC469938
0.5966 Remote Similarity NPC473878
0.5959 Remote Similarity NPC183805
0.5957 Remote Similarity NPC233050
0.5957 Remote Similarity NPC219336
0.5957 Remote Similarity NPC283219
0.5957 Remote Similarity NPC276540
0.5957 Remote Similarity NPC256268
0.5956 Remote Similarity NPC109447
0.5955 Remote Similarity NPC209362
0.5952 Remote Similarity NPC168209
0.5949 Remote Similarity NPC469961
0.5947 Remote Similarity NPC243058

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC109158 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
0.7257 Intermediate Similarity NPD3178 Discontinued
0.7059 Intermediate Similarity NPD1631 Approved
0.7044 Intermediate Similarity NPD9076 Clinical (unspecified phase)
0.6994 Remote Similarity NPD9075 Approved
0.6994 Remote Similarity NPD9074 Approved
0.6882 Remote Similarity NPD1630 Approved
0.68 Remote Similarity NPD1573 Approved
0.68 Remote Similarity NPD1575 Approved
0.6748 Remote Similarity NPD107 Approved
0.6667 Remote Similarity NPD1587 Approved
0.663 Remote Similarity NPD1643 Phase 3
0.6607 Remote Similarity NPD9271 Approved
0.6592 Remote Similarity NPD4736 Clinical (unspecified phase)
0.6585 Remote Similarity NPD569 Clinical (unspecified phase)
0.6534 Remote Similarity NPD1568 Clinical (unspecified phase)
0.6522 Remote Similarity NPD1096 Discontinued
0.65 Remote Similarity NPD1586 Approved
0.6448 Remote Similarity NPD6452 Discontinued
0.6424 Remote Similarity NPD203 Clinical (unspecified phase)
0.6417 Remote Similarity NPD4948 Discontinued
0.6413 Remote Similarity NPD1783 Clinical (unspecified phase)
0.6354 Remote Similarity NPD2290 Phase 3
0.6354 Remote Similarity NPD2289 Phase 3
0.6343 Remote Similarity NPD820 Phase 3
0.631 Remote Similarity NPD5020 Approved
0.6264 Remote Similarity NPD180 Clinical (unspecified phase)
0.6205 Remote Similarity NPD772 Phase 3
0.6175 Remote Similarity NPD750 Phase 2
0.6154 Remote Similarity NPD1996 Discontinued
0.6134 Remote Similarity NPD5975 Clinical (unspecified phase)
0.6127 Remote Similarity NPD5866 Approved
0.6114 Remote Similarity NPD510 Phase 1
0.6111 Remote Similarity NPD9284 Approved
0.6105 Remote Similarity NPD3315 Phase 3
0.61 Remote Similarity NPD5901 Discontinued
0.607 Remote Similarity NPD2715 Clinical (unspecified phase)
0.6059 Remote Similarity NPD4520 Approved
0.6054 Remote Similarity NPD158 Discontinued
0.6041 Remote Similarity NPD4987 Clinical (unspecified phase)
0.6036 Remote Similarity NPD2323 Clinical (unspecified phase)
0.6031 Remote Similarity NPD6665 Discontinued
0.6031 Remote Similarity NPD981 Phase 2
0.602 Remote Similarity NPD2721 Clinical (unspecified phase)
0.6012 Remote Similarity NPD9080 Approved
0.6011 Remote Similarity NPD2844 Phase 3
0.6009 Remote Similarity NPD5891 Approved
0.6 Remote Similarity NPD721 Approved
0.5981 Remote Similarity NPD1623 Approved
0.5976 Remote Similarity NPD1031 Discontinued
0.596 Remote Similarity NPD7459 Phase 2
0.5959 Remote Similarity NPD6965 Clinical (unspecified phase)
0.5957 Remote Similarity NPD5398 Clinical (unspecified phase)
0.595 Remote Similarity NPD5017 Discontinued
0.5949 Remote Similarity NPD9243 Approved
0.5946 Remote Similarity NPD485 Clinical (unspecified phase)
0.5941 Remote Similarity NPD3947 Discontinued
0.5941 Remote Similarity NPD6323 Clinical (unspecified phase)
0.5938 Remote Similarity NPD5809 Phase 3
0.5936 Remote Similarity NPD749 Clinical (unspecified phase)
0.593 Remote Similarity NPD4805 Approved
0.5926 Remote Similarity NPD9510 Approved
0.5922 Remote Similarity NPD276 Clinical (unspecified phase)
0.5918 Remote Similarity NPD1173 Approved
0.5902 Remote Similarity NPD2915 Discontinued
0.5889 Remote Similarity NPD4326 Phase 2
0.5882 Remote Similarity NPD9506 Approved
0.5882 Remote Similarity NPD482 Approved
0.5879 Remote Similarity NPD53 Approved
0.5879 Remote Similarity NPD5352 Clinical (unspecified phase)
0.5879 Remote Similarity NPD7778 Approved
0.5879 Remote Similarity NPD7777 Approved
0.5873 Remote Similarity NPD8304 Clinical (unspecified phase)
0.5872 Remote Similarity NPD1649 Discontinued
0.587 Remote Similarity NPD4174 Clinical (unspecified phase)
0.5862 Remote Similarity NPD1352 Discontinued
0.5862 Remote Similarity NPD6987 Phase 1
0.5845 Remote Similarity NPD3779 Clinical (unspecified phase)
0.5842 Remote Similarity NPD5897 Approved
0.5842 Remote Similarity NPD5898 Approved
0.5842 Remote Similarity NPD5899 Approved
0.5821 Remote Similarity NPD484 Approved
0.5814 Remote Similarity NPD4804 Approved
0.5811 Remote Similarity NPD3360 Clinical (unspecified phase)
0.581 Remote Similarity NPD2433 Clinical (unspecified phase)
0.5775 Remote Similarity NPD7180 Phase 3
0.5771 Remote Similarity NPD7000 Clinical (unspecified phase)
0.5771 Remote Similarity NPD6999 Discontinued
0.5771 Remote Similarity NPD6137 Clinical (unspecified phase)
0.5771 Remote Similarity NPD1499 Phase 3
0.5769 Remote Similarity NPD5255 Approved
0.5765 Remote Similarity NPD272 Approved
0.5765 Remote Similarity NPD5316 Approved
0.5764 Remote Similarity NPD2779 Approved
0.5762 Remote Similarity NPD3757 Clinical (unspecified phase)
0.5761 Remote Similarity NPD5088 Discontinued
0.576 Remote Similarity NPD3259 Approved
0.5756 Remote Similarity NPD7001 Phase 3
0.5755 Remote Similarity NPD7878 Phase 2
0.5744 Remote Similarity NPD9364 Phase 2
0.5744 Remote Similarity NPD9363 Approved
0.5744 Remote Similarity NPD6141 Clinical (unspecified phase)
0.5742 Remote Similarity NPD8097 Phase 3
0.5742 Remote Similarity NPD8096 Phase 3
0.5736 Remote Similarity NPD2336 Approved
0.5736 Remote Similarity NPD5592 Clinical (unspecified phase)
0.5735 Remote Similarity NPD2121 Clinical (unspecified phase)
0.5729 Remote Similarity NPD4602 Approved
0.5728 Remote Similarity NPD6369 Clinical (unspecified phase)
0.5722 Remote Similarity NPD2814 Clinical (unspecified phase)
0.5721 Remote Similarity NPD6209 Approved
0.5721 Remote Similarity NPD7998 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4334 Discontinued
0.5714 Remote Similarity NPD3243 Approved
0.5707 Remote Similarity NPD6138 Clinical (unspecified phase)
0.5707 Remote Similarity NPD944 Approved
0.5699 Remote Similarity NPD2137 Approved
0.5699 Remote Similarity NPD2094 Phase 2
0.5699 Remote Similarity NPD2095 Phase 2
0.5699 Remote Similarity NPD4554 Clinical (unspecified phase)
0.5699 Remote Similarity NPD2092 Phase 2
0.5699 Remote Similarity NPD2138 Approved
0.5694 Remote Similarity NPD7470 Discontinued
0.5694 Remote Similarity NPD6173 Approved
0.5684 Remote Similarity NPD5104 Approved
0.5684 Remote Similarity NPD5471 Phase 3
0.5683 Remote Similarity NPD704 Clinical (unspecified phase)
0.5683 Remote Similarity NPD604 Clinical (unspecified phase)
0.568 Remote Similarity NPD4559 Clinical (unspecified phase)
0.5672 Remote Similarity NPD5003 Discontinued
0.567 Remote Similarity NPD2096 Phase 2
0.567 Remote Similarity NPD2091 Phase 2
0.5667 Remote Similarity NPD5965 Clinical (unspecified phase)
0.5667 Remote Similarity NPD9343 Clinical (unspecified phase)
0.5665 Remote Similarity NPD852 Discontinued
0.5665 Remote Similarity NPD2896 Discontinued
0.5663 Remote Similarity NPD6393 Clinical (unspecified phase)
0.5661 Remote Similarity NPD4524 Discontinued
0.5661 Remote Similarity NPD1037 Clinical (unspecified phase)
0.566 Remote Similarity NPD6733 Discontinued
0.5657 Remote Similarity NPD1592 Phase 3
0.5648 Remote Similarity NPD9362 Approved
0.5646 Remote Similarity NPD4900 Clinical (unspecified phase)
0.5644 Remote Similarity NPD4397 Phase 1
0.5634 Remote Similarity NPD1591 Approved
0.5631 Remote Similarity NPD8098 Approved
0.5628 Remote Similarity NPD4671 Clinical (unspecified phase)
0.5628 Remote Similarity NPD5827 Discontinued
0.5628 Remote Similarity NPD4670 Clinical (unspecified phase)
0.5628 Remote Similarity NPD4315 Phase 2
0.5628 Remote Similarity NPD4669 Clinical (unspecified phase)
0.5628 Remote Similarity NPD3288 Approved
0.5625 Remote Similarity NPD3525 Discontinued
0.5622 Remote Similarity NPD2307 Discontinued
0.5622 Remote Similarity NPD7547 Clinical (unspecified phase)
0.5616 Remote Similarity NPD7268 Clinical (unspecified phase)
0.5616 Remote Similarity NPD2778 Approved
0.5613 Remote Similarity NPD1638 Discovery
0.5613 Remote Similarity NPD4667 Clinical (unspecified phase)
0.5611 Remote Similarity NPD1467 Approved
0.5611 Remote Similarity NPD1867 Approved
0.5611 Remote Similarity NPD1466 Phase 3
0.5607 Remote Similarity NPD5533 Discontinued
0.5606 Remote Similarity NPD2564 Approved
0.5606 Remote Similarity NPD2565 Phase 2
0.5604 Remote Similarity NPD4901 Clinical (unspecified phase)
0.5604 Remote Similarity NPD7568 Phase 1
0.5604 Remote Similarity NPD4862 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   12897106
ChEMBL   CHEMBL598918
ZINC  

Physicochemical Properties

Molecular Weight:  280.87
ALogP:  1.5097
MLogP:  1.57
XLogP:  1.939
# Rotatable Bonds:  5
Polar Surface Area:  42.23
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  11

Download Data

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Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs