Natural Product: NPC20021

Natural Product ID:  NPC20021
Common Name:   5-Bromopyrrole-2-Carboxamide
IUPAC Name:   5-bromo-1H-pyrrole-2-carboxamide
Synonyms:  
Molecular Formula:   C5H5BrN2O
Standard InCHIKey:  IUCIXLJBQZTUQS-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C5H5BrN2O/c6-4-2-1-3(8-4)5(7)9/h1-2,8H,(H2,7,9)
Canonical SMILES:  NC(=O)c1ccc([nH]1)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
NPO11199 Agelas nakamurai Species Agelasidae Eukaryota papua new guinean PMID[9784179]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT175 Organism Enterococcus faecalis Enterococcus faecalis IC50 = 6.25 ug/ml 19171796
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IC50 = 0.78 ug/ml 19171796
NPT17 Organism Staphylococcus epidermidis Staphylococcus epidermidis IC50 = 3.13 ug/ml 19171796
NPT85 Organism Filobasidiella neoformans Cryptococcus neoformans IC50 = 3.13 ug/ml 19171796
NPT1531 Organism Enterococcus faecium Enterococcus faecium IC50 = 3.13 ug/ml 19171796
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IC50 = 3.13 ug/ml 19171796
NPT20 Organism Candida albicans Candida albicans IC50 = 6.25 ug/ml 21129965

  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 NPC20021 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
0.9764 High Similarity NPC150592
0.9051 High Similarity NPC260041
0.8389 Intermediate Similarity NPC206148
0.8231 Intermediate Similarity NPC474236
0.8212 Intermediate Similarity NPC2414
0.8121 Intermediate Similarity NPC27296
0.8027 Intermediate Similarity NPC52110
0.7949 Intermediate Similarity NPC80528
0.7933 Intermediate Similarity NPC142688
0.7908 Intermediate Similarity NPC306160
0.7908 Intermediate Similarity NPC476418
0.7885 Intermediate Similarity NPC54214
0.7872 Intermediate Similarity NPC23215
0.7872 Intermediate Similarity NPC291517
0.7857 Intermediate Similarity NPC474383
0.7817 Intermediate Similarity NPC200397
0.7817 Intermediate Similarity NPC195704
0.7817 Intermediate Similarity NPC98156
0.7817 Intermediate Similarity NPC292434
0.7817 Intermediate Similarity NPC167200
0.7817 Intermediate Similarity NPC64661
0.7817 Intermediate Similarity NPC138596
0.7817 Intermediate Similarity NPC14448
0.7785 Intermediate Similarity NPC37268
0.7778 Intermediate Similarity NPC473706
0.7724 Intermediate Similarity NPC12831
0.7724 Intermediate Similarity NPC48171
0.7724 Intermediate Similarity NPC169308
0.7724 Intermediate Similarity NPC129753
0.7724 Intermediate Similarity NPC286529
0.7724 Intermediate Similarity NPC244087
0.7724 Intermediate Similarity NPC77582
0.7724 Intermediate Similarity NPC302717
0.7724 Intermediate Similarity NPC205604
0.7724 Intermediate Similarity NPC59839
0.7724 Intermediate Similarity NPC74928
0.7724 Intermediate Similarity NPC97230
0.7724 Intermediate Similarity NPC209281
0.7724 Intermediate Similarity NPC3698
0.7658 Intermediate Similarity NPC28096
0.7658 Intermediate Similarity NPC227489
0.7658 Intermediate Similarity NPC476421
0.7658 Intermediate Similarity NPC226835
0.7576 Intermediate Similarity NPC63571
0.7564 Intermediate Similarity NPC73687
0.7551 Intermediate Similarity NPC114033
0.7551 Intermediate Similarity NPC101130
0.7551 Intermediate Similarity NPC129412
0.7551 Intermediate Similarity NPC58268
0.7546 Intermediate Similarity NPC472861
0.7546 Intermediate Similarity NPC184932
0.753 Intermediate Similarity NPC310633
0.7516 Intermediate Similarity NPC136441
0.747 Intermediate Similarity NPC111566
0.7453 Intermediate Similarity NPC97106
0.7296 Intermediate Similarity NPC233380
0.7273 Intermediate Similarity NPC109158
0.7273 Intermediate Similarity NPC71236
0.7262 Intermediate Similarity NPC112489
0.7262 Intermediate Similarity NPC46022
0.7255 Intermediate Similarity NPC13432
0.7246 Intermediate Similarity NPC469814
0.7222 Intermediate Similarity NPC469976
0.7209 Intermediate Similarity NPC19342
0.7202 Intermediate Similarity NPC476423
0.7179 Intermediate Similarity NPC298288
0.7143 Intermediate Similarity NPC474696
0.707 Intermediate Similarity NPC33229
0.7047 Intermediate Similarity NPC472288
0.7022 Intermediate Similarity NPC9635
0.7006 Intermediate Similarity NPC19696
0.7006 Intermediate Similarity NPC136957
0.6988 Remote Similarity NPC151635
0.6983 Remote Similarity NPC469716
0.6971 Remote Similarity NPC46811
0.697 Remote Similarity NPC271927
0.6954 Remote Similarity NPC476413
0.6943 Remote Similarity NPC472260
0.6932 Remote Similarity NPC329765
0.6932 Remote Similarity NPC476526
0.6932 Remote Similarity NPC48117
0.6914 Remote Similarity NPC476414
0.6893 Remote Similarity NPC475286
0.6893 Remote Similarity NPC174281
0.6867 Remote Similarity NPC252572
0.6849 Remote Similarity NPC313823
0.6826 Remote Similarity NPC186068
0.6772 Remote Similarity NPC471655
0.6768 Remote Similarity NPC115232
0.6747 Remote Similarity NPC471943
0.6722 Remote Similarity NPC477004
0.6705 Remote Similarity NPC133003
0.6667 Remote Similarity NPC476527
0.6667 Remote Similarity NPC76982
0.6647 Remote Similarity NPC110158
0.6646 Remote Similarity NPC75135
0.663 Remote Similarity NPC237414
0.6605 Remote Similarity NPC74357
0.6579 Remote Similarity NPC50562
0.6556 Remote Similarity NPC77061
0.6554 Remote Similarity NPC324091
0.6545 Remote Similarity NPC67658
0.6524 Remote Similarity NPC476524
0.6524 Remote Similarity NPC476525
0.6519 Remote Similarity NPC467188
0.6519 Remote Similarity NPC470440
0.6506 Remote Similarity NPC274981
0.6474 Remote Similarity NPC88110
0.6474 Remote Similarity NPC314281
0.6474 Remote Similarity NPC40530
0.6457 Remote Similarity NPC477003
0.6446 Remote Similarity NPC214106
0.6444 Remote Similarity NPC188821
0.6444 Remote Similarity NPC474180
0.6441 Remote Similarity NPC473946
0.6438 Remote Similarity NPC100726
0.6437 Remote Similarity NPC191415
0.6429 Remote Similarity NPC470509
0.6425 Remote Similarity NPC210123
0.6424 Remote Similarity NPC474492
0.642 Remote Similarity NPC474258
0.641 Remote Similarity NPC85443
0.64 Remote Similarity NPC470205
0.64 Remote Similarity NPC102755
0.64 Remote Similarity NPC270834
0.6393 Remote Similarity NPC474389
0.6392 Remote Similarity NPC469717
0.6379 Remote Similarity NPC79777
0.6374 Remote Similarity NPC102592
0.6374 Remote Similarity NPC79356
0.6374 Remote Similarity NPC161861
0.6369 Remote Similarity NPC42372
0.6364 Remote Similarity NPC21429
0.6364 Remote Similarity NPC299594
0.6358 Remote Similarity NPC284775
0.634 Remote Similarity NPC330326
0.6335 Remote Similarity NPC105811
0.6333 Remote Similarity NPC243716
0.6327 Remote Similarity NPC41174
0.6296 Remote Similarity NPC2272
0.6292 Remote Similarity NPC17273
0.6292 Remote Similarity NPC141612
0.6292 Remote Similarity NPC135601
0.6287 Remote Similarity NPC470680
0.6287 Remote Similarity NPC100104
0.6286 Remote Similarity NPC477042
0.6286 Remote Similarity NPC234403
0.6276 Remote Similarity NPC168209
0.6273 Remote Similarity NPC316069
0.6272 Remote Similarity NPC71132
0.627 Remote Similarity NPC474318
0.627 Remote Similarity NPC475914
0.627 Remote Similarity NPC268744
0.627 Remote Similarity NPC153123
0.627 Remote Similarity NPC201266
0.627 Remote Similarity NPC220797
0.6263 Remote Similarity NPC175150
0.6263 Remote Similarity NPC243633
0.6258 Remote Similarity NPC473878
0.625 Remote Similarity NPC253687
0.6243 Remote Similarity NPC476460
0.6242 Remote Similarity NPC209362
0.6237 Remote Similarity NPC166209
0.6237 Remote Similarity NPC269203
0.6237 Remote Similarity NPC13456
0.6237 Remote Similarity NPC77241
0.6235 Remote Similarity NPC109447
0.6229 Remote Similarity NPC233050
0.6229 Remote Similarity NPC276540
0.6222 Remote Similarity NPC473666
0.6221 Remote Similarity NPC262338
0.622 Remote Similarity NPC70406
0.6218 Remote Similarity NPC473218
0.6218 Remote Similarity NPC470702
0.6215 Remote Similarity NPC117027
0.6213 Remote Similarity NPC271797
0.6213 Remote Similarity NPC21174
0.6213 Remote Similarity NPC271734
0.6203 Remote Similarity NPC471944
0.6194 Remote Similarity NPC213774
0.6186 Remote Similarity NPC470703
0.6184 Remote Similarity NPC471589
0.6182 Remote Similarity NPC141926
0.6182 Remote Similarity NPC232798
0.6182 Remote Similarity NPC251391
0.6175 Remote Similarity NPC326422
0.6173 Remote Similarity NPC302159
0.6171 Remote Similarity NPC473380
0.6171 Remote Similarity NPC240088
0.6168 Remote Similarity NPC213914
0.6162 Remote Similarity NPC141454
0.6159 Remote Similarity NPC250361
0.6158 Remote Similarity NPC275292
0.6158 Remote Similarity NPC243381
0.6154 Remote Similarity NPC198988
0.6149 Remote Similarity NPC293216
0.6145 Remote Similarity NPC34844
0.6145 Remote Similarity NPC229055
0.6139 Remote Similarity NPC104049
0.6138 Remote Similarity NPC317701

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC20021 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
0.6943 Remote Similarity NPD9343 Clinical (unspecified phase)
0.6623 Remote Similarity NPD569 Clinical (unspecified phase)
0.6464 Remote Similarity NPD2289 Phase 3
0.6464 Remote Similarity NPD2290 Phase 3
0.64 Remote Similarity NPD1031 Discontinued
0.634 Remote Similarity NPD9100 Approved
0.6307 Remote Similarity NPD3318 Approved
0.6307 Remote Similarity NPD3319 Phase 1
0.6307 Remote Similarity NPD3320 Approved
0.6278 Remote Similarity NPD5685 Approved
0.6278 Remote Similarity NPD5686 Approved
0.6266 Remote Similarity NPD9599 Approved
0.6258 Remote Similarity NPD272 Approved
0.625 Remote Similarity NPD3178 Discontinued
0.6243 Remote Similarity NPD4736 Clinical (unspecified phase)
0.6228 Remote Similarity NPD1630 Approved
0.6216 Remote Similarity NPD7459 Phase 2
0.6176 Remote Similarity NPD1568 Clinical (unspecified phase)
0.6158 Remote Similarity NPD1783 Clinical (unspecified phase)
0.6118 Remote Similarity NPD1631 Approved
0.6111 Remote Similarity NPD4426 Clinical (unspecified phase)
0.6111 Remote Similarity NPD175 Clinical (unspecified phase)
0.6105 Remote Similarity NPD6288 Clinical (unspecified phase)
0.6102 Remote Similarity NPD5473 Discontinued
0.6089 Remote Similarity NPD1096 Discontinued
0.6089 Remote Similarity NPD3607 Clinical (unspecified phase)
0.6087 Remote Similarity NPD460 Discontinued
0.6081 Remote Similarity NPD4811 Discontinued
0.6066 Remote Similarity NPD5592 Clinical (unspecified phase)
0.604 Remote Similarity NPD9598 Discontinued
0.6038 Remote Similarity NPD2323 Clinical (unspecified phase)
0.6025 Remote Similarity NPD3834 Clinical (unspecified phase)
0.6025 Remote Similarity NPD1592 Phase 3
0.6 Remote Similarity NPD5787 Discontinued
0.5988 Remote Similarity NPD180 Clinical (unspecified phase)
0.5986 Remote Similarity NPD9396 Approved
0.5986 Remote Similarity NPD9392 Approved
0.5978 Remote Similarity NPD6180 Clinical (unspecified phase)
0.5977 Remote Similarity NPD1573 Approved
0.5977 Remote Similarity NPD1575 Approved
0.5956 Remote Similarity NPD1284 Clinical (unspecified phase)
0.5934 Remote Similarity NPD5820 Clinical (unspecified phase)
0.5932 Remote Similarity NPD4385 Clinical (unspecified phase)
0.5922 Remote Similarity NPD1291 Clinical (unspecified phase)
0.592 Remote Similarity NPD1292 Clinical (unspecified phase)
0.5917 Remote Similarity NPD276 Clinical (unspecified phase)
0.5912 Remote Similarity NPD198 Clinical (unspecified phase)
0.589 Remote Similarity NPD9724 Phase 1
0.5876 Remote Similarity NPD4883 Approved
0.5876 Remote Similarity NPD1506 Discontinued
0.5876 Remote Similarity NPD1586 Approved
0.5876 Remote Similarity NPD482 Approved
0.5875 Remote Similarity NPD1262 Discovery
0.5875 Remote Similarity NPD200 Phase 2
0.5875 Remote Similarity NPD201 Phase 2
0.5866 Remote Similarity NPD3076 Approved
0.5866 Remote Similarity NPD2590 Clinical (unspecified phase)
0.5866 Remote Similarity NPD3079 Approved
0.5866 Remote Similarity NPD3078 Approved
0.5866 Remote Similarity NPD3077 Approved
0.5862 Remote Similarity NPD4643 Clinical (unspecified phase)
0.586 Remote Similarity NPD1896 Approved
0.5856 Remote Similarity NPD1745 Approved
0.5848 Remote Similarity NPD2213 Approved
0.5848 Remote Similarity NPD2214 Approved
0.5846 Remote Similarity NPD6459 Phase 2
0.5845 Remote Similarity NPD9098 Phase 3
0.5845 Remote Similarity NPD9099 Clinical (unspecified phase)
0.5843 Remote Similarity NPD749 Clinical (unspecified phase)
0.5839 Remote Similarity NPD9076 Clinical (unspecified phase)
0.5833 Remote Similarity NPD3927 Phase 2
0.5833 Remote Similarity NPD1619 Phase 3
0.5829 Remote Similarity NPD2844 Phase 3
0.5828 Remote Similarity NPD5020 Approved
0.5802 Remote Similarity NPD786 Approved
0.5789 Remote Similarity NPD465 Clinical (unspecified phase)
0.5781 Remote Similarity NPD5017 Discontinued
0.5778 Remote Similarity NPD1587 Approved
0.5775 Remote Similarity NPD7098 Clinical (unspecified phase)
0.5775 Remote Similarity NPD4922 Phase 2
0.5774 Remote Similarity NPD3835 Phase 3
0.5774 Remote Similarity NPD4463 Approved
0.5774 Remote Similarity NPD4462 Approved
0.5774 Remote Similarity NPD3833 Phase 3
0.5767 Remote Similarity NPD1871 Approved
0.5767 Remote Similarity NPD107 Approved
0.5767 Remote Similarity NPD3943 Clinical (unspecified phase)
0.5765 Remote Similarity NPD2061 Approved
0.5759 Remote Similarity NPD803 Phase 1
0.5747 Remote Similarity NPD3583 Phase 2
0.5745 Remote Similarity NPD4348 Clinical (unspecified phase)
0.574 Remote Similarity NPD510 Phase 1
0.5736 Remote Similarity NPD1600 Suspended
0.5736 Remote Similarity NPD7704 Clinical (unspecified phase)
0.5732 Remote Similarity NPD1722 Approved
0.573 Remote Similarity NPD4524 Discontinued
0.5714 Remote Similarity NPD5199 Approved
0.5714 Remote Similarity NPD7619 Phase 3
0.5714 Remote Similarity NPD4011 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5198 Approved
0.5714 Remote Similarity NPD7618 Phase 3
0.5686 Remote Similarity NPD1561 Phase 2
0.5686 Remote Similarity NPD1996 Discontinued
0.5685 Remote Similarity NPD6376 Discontinued
0.5685 Remote Similarity NPD2443 Approved
0.5685 Remote Similarity NPD2442 Approved
0.5684 Remote Similarity NPD4848 Phase 1
0.5683 Remote Similarity NPD2094 Phase 2
0.5683 Remote Similarity NPD7401 Clinical (unspecified phase)
0.5683 Remote Similarity NPD2095 Phase 2
0.5683 Remote Similarity NPD2092 Phase 2
0.568 Remote Similarity NPD7716 Approved
0.568 Remote Similarity NPD7717 Approved
0.568 Remote Similarity NPD971 Clinical (unspecified phase)
0.5677 Remote Similarity NPD2405 Phase 3
0.5676 Remote Similarity NPD5809 Phase 3
0.5667 Remote Similarity NPD4075 Phase 2
0.5663 Remote Similarity NPD2008 Discontinued
0.5663 Remote Similarity NPD5254 Discontinued
0.5659 Remote Similarity NPD2481 Approved
0.5659 Remote Similarity NPD2479 Phase 3
0.5659 Remote Similarity NPD1618 Phase 2
0.5658 Remote Similarity NPD1079 Discontinued
0.5655 Remote Similarity NPD1270 Approved
0.5654 Remote Similarity NPD1952 Discontinued
0.5652 Remote Similarity NPD2096 Phase 2
0.5652 Remote Similarity NPD2091 Phase 2
0.5652 Remote Similarity NPD7564 Discontinued
0.565 Remote Similarity NPD1343 Approved
0.5647 Remote Similarity NPD5965 Clinical (unspecified phase)
0.5645 Remote Similarity NPD3961 Discontinued
0.5642 Remote Similarity NPD3868 Phase 1
0.5641 Remote Similarity NPD6176 Phase 1
0.5638 Remote Similarity NPD1658 Discontinued
0.5638 Remote Similarity NPD269 Clinical (unspecified phase)
0.5635 Remote Similarity NPD7865 Approved
0.5633 Remote Similarity NPD9305 Clinical (unspecified phase)
0.5629 Remote Similarity NPD9074 Approved
0.5629 Remote Similarity NPD9075 Approved
0.5628 Remote Similarity NPD7998 Clinical (unspecified phase)
0.5625 Remote Similarity NPD2915 Discontinued
0.5625 Remote Similarity NPD1627 Clinical (unspecified phase)
0.5625 Remote Similarity NPD5744 Clinical (unspecified phase)
0.5625 Remote Similarity NPD1982 Phase 1
0.5621 Remote Similarity NPD1183 Approved
0.5619 Remote Similarity NPD7727 Phase 2
0.5619 Remote Similarity NPD7817 Phase 1
0.5617 Remote Similarity NPD206 Clinical (unspecified phase)
0.5612 Remote Similarity NPD2721 Clinical (unspecified phase)
0.561 Remote Similarity NPD2071 Approved
0.561 Remote Similarity NPD2069 Approved
0.561 Remote Similarity NPD2070 Approved
0.561 Remote Similarity NPD2068 Approved
0.5605 Remote Similarity NPD1781 Discontinued
0.5602 Remote Similarity NPD4637 Clinical (unspecified phase)
0.56 Remote Similarity NPD5400 Approved
0.56 Remote Similarity NPD6771 Discontinued

Structure

External Identifiers

PubChem CID   10419997
ChEMBL   CHEMBL449714
ZINC  

Physicochemical Properties

Molecular Weight:  187.96
ALogP:  -0.31
MLogP:  1.57
XLogP:  0.538
# Rotatable Bonds:  3
Polar Surface Area:  58.88
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  9

Download Data

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