Natural Product: NPC27296

Natural Product ID:  NPC27296
Common Name:   4-(4,5-Dibromo-1-Methylpyrrole-2-Carboxamido)-Butanoic Acid
IUPAC Name:   4-[(4,5-dibromo-1-methylpyrrole-2-carbonyl)amino]butanoic acid
Synonyms:  
Molecular Formula:   C10H12Br2N2O3
Standard InCHIKey:  ZMUCPMUPAXIUJZ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C10H12Br2N2O3/c1-14-7(5-6(11)9(14)12)10(17)13-4-2-3-8(15)16/h5H,2-4H2,1H3,(H,13,17)(H,15,16)
Canonical SMILES:  OC(=O)CCCNC(=O)c1cc(c(n1C)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
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 = 107.5 % 24015327
NPT17 Organism Staphylococcus epidermidis Staphylococcus epidermidis MIC > 54000 nM 8229009

  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 NPC27296 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
0.9536 High Similarity NPC474383
0.8846 High Similarity NPC476418
0.8824 High Similarity NPC474236
0.8727 High Similarity NPC476423
0.8726 High Similarity NPC306160
0.8609 High Similarity NPC260041
0.8354 Intermediate Similarity NPC97106
0.8311 Intermediate Similarity NPC150592
0.825 Intermediate Similarity NPC473706
0.8193 Intermediate Similarity NPC136441
0.8129 Intermediate Similarity NPC112489
0.8121 Intermediate Similarity NPC227489
0.8121 Intermediate Similarity NPC28096
0.8121 Intermediate Similarity NPC226835
0.8121 Intermediate Similarity NPC20021
0.8121 Intermediate Similarity NPC476421
0.8101 Intermediate Similarity NPC109158
0.8072 Intermediate Similarity NPC80528
0.8037 Intermediate Similarity NPC206148
0.8023 Intermediate Similarity NPC46022
0.8012 Intermediate Similarity NPC469814
0.8 Intermediate Similarity NPC476413
0.7955 Intermediate Similarity NPC476414
0.7879 Intermediate Similarity NPC2414
0.7812 Intermediate Similarity NPC52110
0.7809 Intermediate Similarity NPC46811
0.7798 Intermediate Similarity NPC54214
0.7706 Intermediate Similarity NPC37268
0.7669 Intermediate Similarity NPC298288
0.7515 Intermediate Similarity NPC142688
0.7486 Intermediate Similarity NPC472861
0.7486 Intermediate Similarity NPC184932
0.7416 Intermediate Similarity NPC63571
0.7416 Intermediate Similarity NPC111566
0.7407 Intermediate Similarity NPC476524
0.7396 Intermediate Similarity NPC73687
0.7374 Intermediate Similarity NPC310633
0.7342 Intermediate Similarity NPC472288
0.731 Intermediate Similarity NPC474696
0.7232 Intermediate Similarity NPC314281
0.7232 Intermediate Similarity NPC40530
0.7229 Intermediate Similarity NPC472260
0.7225 Intermediate Similarity NPC476525
0.7181 Intermediate Similarity NPC9635
0.7174 Intermediate Similarity NPC19342
0.7151 Intermediate Similarity NPC233380
0.7151 Intermediate Similarity NPC270834
0.7143 Intermediate Similarity NPC33229
0.7143 Intermediate Similarity NPC271927
0.7107 Intermediate Similarity NPC291517
0.7086 Intermediate Similarity NPC469976
0.7074 Intermediate Similarity NPC136957
0.7074 Intermediate Similarity NPC19696
0.7065 Intermediate Similarity NPC210123
0.7006 Intermediate Similarity NPC71236
0.7005 Intermediate Similarity NPC48117
0.7005 Intermediate Similarity NPC476526
0.7005 Intermediate Similarity NPC329765
0.7005 Intermediate Similarity NPC77061
0.7 Intermediate Similarity NPC23215
0.6968 Remote Similarity NPC174281
0.6968 Remote Similarity NPC475286
0.6963 Remote Similarity NPC469716
0.6872 Remote Similarity NPC476419
0.6816 Remote Similarity NPC469717
0.675 Remote Similarity NPC50562
0.6748 Remote Similarity NPC138596
0.6748 Remote Similarity NPC167200
0.6748 Remote Similarity NPC200397
0.6748 Remote Similarity NPC64661
0.6748 Remote Similarity NPC98156
0.6748 Remote Similarity NPC195704
0.6748 Remote Similarity NPC14448
0.6748 Remote Similarity NPC292434
0.6744 Remote Similarity NPC75135
0.6719 Remote Similarity NPC477004
0.6716 Remote Similarity NPC67658
0.6705 Remote Similarity NPC74357
0.6649 Remote Similarity NPC179701
0.663 Remote Similarity NPC186068
0.6615 Remote Similarity NPC262898
0.6613 Remote Similarity NPC133003
0.6613 Remote Similarity NPC311282
0.6587 Remote Similarity NPC59839
0.6587 Remote Similarity NPC209281
0.6587 Remote Similarity NPC74928
0.6587 Remote Similarity NPC244087
0.6587 Remote Similarity NPC48171
0.6587 Remote Similarity NPC286529
0.6587 Remote Similarity NPC169308
0.6587 Remote Similarity NPC205604
0.6587 Remote Similarity NPC77582
0.6587 Remote Similarity NPC302717
0.6587 Remote Similarity NPC12831
0.6587 Remote Similarity NPC129753
0.6587 Remote Similarity NPC3698
0.6587 Remote Similarity NPC97230
0.6564 Remote Similarity NPC471944
0.655 Remote Similarity NPC100726
0.6548 Remote Similarity NPC114033
0.6548 Remote Similarity NPC101130
0.6548 Remote Similarity NPC58268
0.6548 Remote Similarity NPC129412
0.6526 Remote Similarity NPC243716
0.6522 Remote Similarity NPC175150
0.6522 Remote Similarity NPC243633
0.6512 Remote Similarity NPC13432
0.6491 Remote Similarity NPC302159
0.6489 Remote Similarity NPC476527
0.6486 Remote Similarity NPC182940
0.6484 Remote Similarity NPC288074
0.6474 Remote Similarity NPC473878
0.6457 Remote Similarity NPC209362
0.6456 Remote Similarity NPC168209
0.6453 Remote Similarity NPC105811
0.6436 Remote Similarity NPC474258
0.6433 Remote Similarity NPC467188
0.6432 Remote Similarity NPC11126
0.64 Remote Similarity NPC251391
0.6392 Remote Similarity NPC79356
0.6392 Remote Similarity NPC102592
0.6387 Remote Similarity NPC324091
0.6384 Remote Similarity NPC213914
0.6383 Remote Similarity NPC228835
0.6383 Remote Similarity NPC477003
0.6379 Remote Similarity NPC471655
0.6373 Remote Similarity NPC88315
0.6373 Remote Similarity NPC188821
0.6373 Remote Similarity NPC474180
0.6368 Remote Similarity NPC473946
0.6359 Remote Similarity NPC469529
0.6354 Remote Similarity NPC109447
0.635 Remote Similarity NPC82053
0.6344 Remote Similarity NPC276540
0.6344 Remote Similarity NPC233050
0.6344 Remote Similarity NPC219336
0.6339 Remote Similarity NPC302647
0.6333 Remote Similarity NPC274981
0.6331 Remote Similarity NPC85443
0.633 Remote Similarity NPC470205
0.6327 Remote Similarity NPC474389
0.6324 Remote Similarity NPC469715
0.6322 Remote Similarity NPC123906
0.6319 Remote Similarity NPC313823
0.6316 Remote Similarity NPC94752
0.6313 Remote Similarity NPC470680
0.6313 Remote Similarity NPC100104
0.631 Remote Similarity NPC91179
0.6296 Remote Similarity NPC110158
0.6294 Remote Similarity NPC237414
0.629 Remote Similarity NPC217372
0.629 Remote Similarity NPC15573
0.629 Remote Similarity NPC183662
0.6277 Remote Similarity NPC275292
0.6277 Remote Similarity NPC243381
0.6264 Remote Similarity NPC114637
0.6264 Remote Similarity NPC41717
0.6263 Remote Similarity NPC13456
0.6263 Remote Similarity NPC166209
0.6263 Remote Similarity NPC77241
0.6263 Remote Similarity NPC269203
0.6257 Remote Similarity NPC126709
0.6257 Remote Similarity NPC248041
0.6257 Remote Similarity NPC474492
0.6256 Remote Similarity NPC202812
0.625 Remote Similarity NPC70406
0.625 Remote Similarity NPC209917
0.625 Remote Similarity NPC475736
0.625 Remote Similarity NPC470679
0.625 Remote Similarity NPC217021
0.6243 Remote Similarity NPC470440
0.6243 Remote Similarity NPC159125
0.6237 Remote Similarity NPC151635
0.6237 Remote Similarity NPC267885
0.6223 Remote Similarity NPC234403
0.6219 Remote Similarity NPC88115
0.6216 Remote Similarity NPC64055
0.6216 Remote Similarity NPC161861
0.6215 Remote Similarity NPC281094
0.6213 Remote Similarity NPC114310
0.6212 Remote Similarity NPC475914
0.6212 Remote Similarity NPC201266
0.6212 Remote Similarity NPC220797
0.6212 Remote Similarity NPC474318
0.6212 Remote Similarity NPC268744
0.6212 Remote Similarity NPC153123
0.6212 Remote Similarity NPC293917
0.6205 Remote Similarity NPC66642
0.6203 Remote Similarity NPC111275
0.62 Remote Similarity NPC106757
0.6199 Remote Similarity NPC238499
0.6198 Remote Similarity NPC278434
0.6198 Remote Similarity NPC17059
0.6186 Remote Similarity NPC476460
0.6183 Remote Similarity NPC203468
0.6183 Remote Similarity NPC110500
0.6183 Remote Similarity NPC149155
0.618 Remote Similarity NPC229055
0.617 Remote Similarity NPC283219
0.6158 Remote Similarity NPC270918

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC27296 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
0.7189 Intermediate Similarity NPD2290 Phase 3
0.7189 Intermediate Similarity NPD2289 Phase 3
0.7143 Intermediate Similarity NPD569 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD7459 Phase 2
0.6923 Remote Similarity NPD9343 Clinical (unspecified phase)
0.6836 Remote Similarity NPD1573 Approved
0.6836 Remote Similarity NPD1575 Approved
0.6813 Remote Similarity NPD1783 Clinical (unspecified phase)
0.68 Remote Similarity NPD1631 Approved
0.6761 Remote Similarity NPD1568 Clinical (unspecified phase)
0.6739 Remote Similarity NPD1096 Discontinued
0.673 Remote Similarity NPD1031 Discontinued
0.6721 Remote Similarity NPD3178 Discontinued
0.663 Remote Similarity NPD4736 Clinical (unspecified phase)
0.6629 Remote Similarity NPD1630 Approved
0.6628 Remote Similarity NPD510 Phase 1
0.6514 Remote Similarity NPD276 Clinical (unspecified phase)
0.6494 Remote Similarity NPD180 Clinical (unspecified phase)
0.6474 Remote Similarity NPD5686 Approved
0.6474 Remote Similarity NPD5685 Approved
0.644 Remote Similarity NPD5592 Clinical (unspecified phase)
0.6432 Remote Similarity NPD1587 Approved
0.6393 Remote Similarity NPD750 Phase 2
0.6386 Remote Similarity NPD272 Approved
0.635 Remote Similarity NPD4559 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5820 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5809 Phase 3
0.6313 Remote Similarity NPD5017 Discontinued
0.6294 Remote Similarity NPD9599 Approved
0.627 Remote Similarity NPD1586 Approved
0.6263 Remote Similarity NPD8248 Clinical (unspecified phase)
0.6257 Remote Similarity NPD5020 Approved
0.6256 Remote Similarity NPD3968 Approved
0.6237 Remote Similarity NPD749 Clinical (unspecified phase)
0.6231 Remote Similarity NPD7903 Clinical (unspecified phase)
0.6225 Remote Similarity NPD7998 Clinical (unspecified phase)
0.6212 Remote Similarity NPD7621 Clinical (unspecified phase)
0.6195 Remote Similarity NPD7070 Clinical (unspecified phase)
0.6183 Remote Similarity NPD482 Approved
0.6179 Remote Similarity NPD6173 Approved
0.6176 Remote Similarity NPD7704 Clinical (unspecified phase)
0.6172 Remote Similarity NPD6578 Clinical (unspecified phase)
0.617 Remote Similarity NPD3077 Approved
0.617 Remote Similarity NPD3076 Approved
0.617 Remote Similarity NPD3079 Approved
0.617 Remote Similarity NPD2590 Clinical (unspecified phase)
0.617 Remote Similarity NPD3078 Approved
0.6158 Remote Similarity NPD3319 Phase 1
0.6158 Remote Similarity NPD3318 Approved
0.6158 Remote Similarity NPD3320 Approved
0.6158 Remote Similarity NPD3411 Phase 2
0.6158 Remote Similarity NPD3410 Approved
0.615 Remote Similarity NPD7817 Phase 1
0.615 Remote Similarity NPD7727 Phase 2
0.6149 Remote Similarity NPD175 Clinical (unspecified phase)
0.6139 Remote Similarity NPD6288 Clinical (unspecified phase)
0.6138 Remote Similarity NPD1618 Phase 2
0.6138 Remote Similarity NPD1643 Phase 3
0.6132 Remote Similarity NPD5001 Clinical (unspecified phase)
0.6126 Remote Similarity NPD2091 Phase 2
0.6126 Remote Similarity NPD2096 Phase 2
0.6118 Remote Similarity NPD200 Phase 2
0.6118 Remote Similarity NPD201 Phase 2
0.6114 Remote Similarity NPD6210 Phase 3
0.6108 Remote Similarity NPD3967 Approved
0.6102 Remote Similarity NPD7913 Clinical (unspecified phase)
0.6098 Remote Similarity NPD4520 Approved
0.6089 Remote Similarity NPD2061 Approved
0.6073 Remote Similarity NPD2094 Phase 2
0.6073 Remote Similarity NPD2095 Phase 2
0.6073 Remote Similarity NPD2092 Phase 2
0.6071 Remote Similarity NPD7098 Clinical (unspecified phase)
0.6061 Remote Similarity NPD1781 Discontinued
0.6059 Remote Similarity NPD3947 Discontinued
0.6059 Remote Similarity NPD8115 Approved
0.6059 Remote Similarity NPD8114 Approved
0.6054 Remote Similarity NPD1292 Clinical (unspecified phase)
0.6053 Remote Similarity NPD3927 Phase 2
0.605 Remote Similarity NPD6248 Phase 2
0.605 Remote Similarity NPD6249 Phase 2
0.605 Remote Similarity NPD7308 Discontinued
0.6041 Remote Similarity NPD460 Discontinued
0.6034 Remote Similarity NPD9576 Discontinued
0.603 Remote Similarity NPD1952 Discontinued
0.602 Remote Similarity NPD6180 Clinical (unspecified phase)
0.6011 Remote Similarity NPD5322 Clinical (unspecified phase)
0.6011 Remote Similarity NPD4883 Approved
0.601 Remote Similarity NPD7619 Phase 3
0.601 Remote Similarity NPD4336 Clinical (unspecified phase)
0.601 Remote Similarity NPD7618 Phase 3
0.6 Remote Similarity NPD4334 Discontinued
0.6 Remote Similarity NPD6328 Clinical (unspecified phase)
0.6 Remote Similarity NPD1284 Clinical (unspecified phase)
0.6 Remote Similarity NPD4174 Clinical (unspecified phase)
0.5991 Remote Similarity NPD3360 Clinical (unspecified phase)
0.5991 Remote Similarity NPD6369 Clinical (unspecified phase)
0.599 Remote Similarity NPD1745 Approved
0.599 Remote Similarity NPD5333 Clinical (unspecified phase)
0.599 Remote Similarity NPD6665 Discontinued
0.5989 Remote Similarity NPD979 Approved
0.5988 Remote Similarity NPD2323 Clinical (unspecified phase)
0.5988 Remote Similarity NPD9598 Discontinued
0.5979 Remote Similarity NPD4385 Clinical (unspecified phase)
0.5979 Remote Similarity NPD4426 Clinical (unspecified phase)
0.5978 Remote Similarity NPD5965 Clinical (unspecified phase)
0.5976 Remote Similarity NPD9100 Approved
0.5969 Remote Similarity NPD3989 Phase 3
0.5966 Remote Similarity NPD9075 Approved
0.5966 Remote Similarity NPD9074 Approved
0.5962 Remote Similarity NPD1996 Discontinued
0.596 Remote Similarity NPD4348 Clinical (unspecified phase)
0.5957 Remote Similarity NPD1037 Clinical (unspecified phase)
0.5957 Remote Similarity NPD4524 Discontinued
0.5953 Remote Similarity NPD7717 Approved
0.5953 Remote Similarity NPD7716 Approved
0.5949 Remote Similarity NPD4948 Discontinued
0.5946 Remote Similarity NPD2915 Discontinued
0.5942 Remote Similarity NPD5510 Approved
0.5938 Remote Similarity NPD9392 Approved
0.5938 Remote Similarity NPD3990 Phase 3
0.5938 Remote Similarity NPD9396 Approved
0.5934 Remote Similarity NPD4326 Phase 2
0.5924 Remote Similarity NPD3353 Approved
0.592 Remote Similarity NPD7204 Clinical (unspecified phase)
0.592 Remote Similarity NPD772 Phase 3
0.5914 Remote Similarity NPD4643 Clinical (unspecified phase)
0.5912 Remote Similarity NPD5257 Clinical (unspecified phase)
0.5909 Remote Similarity NPD4315 Phase 2
0.5907 Remote Similarity NPD7401 Clinical (unspecified phase)
0.5907 Remote Similarity NPD5728 Clinical (unspecified phase)
0.5902 Remote Similarity NPD5901 Discontinued
0.59 Remote Similarity NPD4848 Phase 1
0.5896 Remote Similarity NPD1591 Approved
0.5896 Remote Similarity NPD9076 Clinical (unspecified phase)
0.5896 Remote Similarity NPD203 Clinical (unspecified phase)
0.5895 Remote Similarity NPD4091 Approved
0.5894 Remote Similarity NPD6376 Discontinued
0.5891 Remote Similarity NPD3800 Clinical (unspecified phase)
0.5886 Remote Similarity NPD4805 Approved
0.5885 Remote Similarity NPD1291 Clinical (unspecified phase)
0.5882 Remote Similarity NPD2844 Phase 3
0.5876 Remote Similarity NPD7482 Phase 2
0.5876 Remote Similarity NPD7564 Discontinued
0.5876 Remote Similarity NPD3607 Clinical (unspecified phase)
0.5876 Remote Similarity NPD7483 Phase 2
0.5864 Remote Similarity NPD4092 Approved
0.5859 Remote Similarity NPD3785 Clinical (unspecified phase)
0.5859 Remote Similarity NPD1658 Discontinued
0.5856 Remote Similarity NPD2603 Clinical (unspecified phase)
0.5854 Remote Similarity NPD5487 Phase 1
0.5854 Remote Similarity NPD5787 Discontinued
0.5854 Remote Similarity NPD6176 Phase 1
0.5845 Remote Similarity NPD6838 Clinical (unspecified phase)
0.5843 Remote Similarity NPD9540 Approved
0.5842 Remote Similarity NPD4987 Clinical (unspecified phase)
0.5838 Remote Similarity NPD6771 Discontinued
0.5829 Remote Similarity NPD107 Approved
0.5829 Remote Similarity NPD5505 Discontinued
0.5828 Remote Similarity NPD4811 Discontinued
0.5825 Remote Similarity NPD2138 Approved
0.5825 Remote Similarity NPD2137 Approved
0.5819 Remote Similarity NPD751 Clinical (unspecified phase)
0.5817 Remote Similarity NPD2443 Approved
0.5817 Remote Similarity NPD2442 Approved
0.5806 Remote Similarity NPD3583 Phase 2
0.5803 Remote Similarity NPD7014 Clinical (unspecified phase)
0.5802 Remote Similarity NPD3757 Clinical (unspecified phase)
0.58 Remote Similarity NPD5274 Clinical (unspecified phase)
0.5797 Remote Similarity NPD7289 Clinical (unspecified phase)
0.5795 Remote Similarity NPD4464 Clinical (unspecified phase)
0.5795 Remote Similarity NPD721 Approved
0.5794 Remote Similarity NPD7878 Phase 2
0.5794 Remote Similarity NPD1623 Approved
0.5792 Remote Similarity NPD951 Approved
0.5792 Remote Similarity NPD1174 Phase 2
0.5789 Remote Similarity NPD1600 Suspended
0.5787 Remote Similarity NPD6141 Clinical (unspecified phase)
0.5781 Remote Similarity NPD3991 Approved
0.5781 Remote Similarity NPD3994 Approved
0.5781 Remote Similarity NPD3993 Approved
0.5781 Remote Similarity NPD3992 Approved
0.5781 Remote Similarity NPD3995 Approved
0.5781 Remote Similarity NPD3996 Approved
0.578 Remote Similarity NPD206 Clinical (unspecified phase)
0.578 Remote Similarity NPD4077 Clinical (unspecified phase)
0.5779 Remote Similarity NPD6630 Clinical (unspecified phase)
0.5777 Remote Similarity NPD2121 Clinical (unspecified phase)
0.5773 Remote Similarity NPD7888 Approved
0.5773 Remote Similarity NPD4011 Clinical (unspecified phase)
0.5773 Remote Similarity NPD4383 Clinical (unspecified phase)
0.5773 Remote Similarity NPD7887 Approved
0.5771 Remote Similarity NPD4602 Approved
0.5771 Remote Similarity NPD4804 Approved
0.5769 Remote Similarity NPD8493 Clinical (unspecified phase)
0.5767 Remote Similarity NPD5199 Approved
0.5767 Remote Similarity NPD5198 Approved
0.5764 Remote Similarity NPD2947 Clinical (unspecified phase)
0.5764 Remote Similarity NPD4397 Phase 1
0.5763 Remote Similarity NPD4637 Clinical (unspecified phase)
0.576 Remote Similarity NPD6209 Approved

Structure

External Identifiers

PubChem CID   46231988
ChEMBL   CHEMBL599320
ZINC  

Physicochemical Properties

Molecular Weight:  365.92
ALogP:  0.6333
MLogP:  1.79
XLogP:  1.627
# Rotatable Bonds:  10
Polar Surface Area:  71.33
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  17

Download Data

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Structure MOL file  
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Biological Activities  
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