Natural Product: NPC150592

Natural Product ID:  NPC150592
Common Name:   4,5-Dibromopyrrole-2-Carbamide
IUPAC Name:   4,5-dibromo-1H-pyrrole-2-carboxamide
Synonyms:  
Molecular Formula:   C5H4Br2N2O
Standard InCHIKey:  VTWHNVAKXBNGFV-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C5H4Br2N2O/c6-2-1-3(5(8)10)9-4(2)7/h1,9H,(H2,8,10)
Canonical SMILES:  Brc1[nH]c(cc1Br)C(=O)N
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
NPO26895 Baccharis bigelovii Species Asteraceae Eukaryota UNPD*
NPO27688 Aeonium goochiae Species Crassulaceae Eukaryota UNPD*
NPO22488 Leptosphaeria oraemaris Species Leptosphaeriaceae Eukaryota UNPD*
NPO11140 Coprinopsis cinerea Species Psathyrellaceae Eukaryota UNPD*
NPO27072 Monochaetum vulcanicum Species Melastomataceae Eukaryota UNPD*
NPO8562 Echinocystis fabacea Species Cucurbitaceae Eukaryota UNPD*
NPO7497 Guatteria blepharophylla Species Annonaceae Eukaryota UNPD*
NPO17223 Agelas oroides Species Agelasidae Eukaryota UNPD*
NPO27648 Cereus aethiops Species Cactaceae Eukaryota UNPD*
NPO20208 Rhinogobius brunneus Species Gobiidae Eukaryota UNPD*
NPO3926 Ptilometra australis Species Ptilometridae Eukaryota UNPD*
NPO27569 Archangelica officinalis Species Apiaceae Eukaryota UNPD*
NPO16500 Byssochlamys spectabilis Species Thermoascaceae Eukaryota UNPD*
NPO27262 Dryopteris inaequalis Species Dryopteridaceae Eukaryota UNPD*
NPO7079 Stylissa massa Species Axinellidae Eukaryota Philippines PMID[11784156]
NPO19163 Agelas dendromorpha Species Agelasidae Eukaryota PMID[20166736]
NPO27323 Cestrum nocturnum Species Solanaceae Eukaryota UNPD*
NPO27740 Alcantara ekmaniana NA NA NA UNPD*
NPO27012 Laurencia pannosa Species Rhodomelaceae Eukaryota UNPD*
NPO27707 Soja hispida Species Fabaceae Eukaryota UNPD*
NPO6961 Vernonia arctioides Species Asteraceae Eukaryota UNPD*
NPO27773 Rhododendron ovatum Species Ericaceae Eukaryota UNPD*
NPO27191 Schistochila appendiculata Species Schistochilaceae Eukaryota UNPD*
NPO27725 Artemisia vestita Species Asteraceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT490 Protein Family Serine/threonine-protein kinase RAF and Dual specificity mitogen-activated protein kinase kinase 1 (Raf/MEK) Homo sapiens IC50 > 2500 nM 11784156
NPT491 Individual Protein Dual specificity mitogen-activated protein kinase kinase 1 Homo sapiens IC50 = 2500 nM 11784156
NPT282 Individual Protein MAP kinase ERK2 Homo sapiens IC50 > 2500 nM 11784156
NPT492 Cell Line Caco-2 Homo sapiens IC50 > 10000 nM 11784156
NPT114 Cell Line LoVo Homo sapiens IC50 > 10000 nM 11784156
NPT4717 Individual Protein Cystathionine beta-synthase Homo sapiens IC50 = 156000 nM 25666819

  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 NPC150592 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 NPC20021
0.9265 High Similarity NPC260041
0.8456 Intermediate Similarity NPC206148
0.8425 Intermediate Similarity NPC474236
0.8311 Intermediate Similarity NPC27296
0.8219 Intermediate Similarity NPC52110
0.8158 Intermediate Similarity NPC2414
0.8129 Intermediate Similarity NPC80528
0.8121 Intermediate Similarity NPC142688
0.8092 Intermediate Similarity NPC306160
0.8092 Intermediate Similarity NPC476418
0.8039 Intermediate Similarity NPC474383
0.7843 Intermediate Similarity NPC473706
0.7834 Intermediate Similarity NPC226835
0.7834 Intermediate Similarity NPC28096
0.7834 Intermediate Similarity NPC54214
0.7834 Intermediate Similarity NPC227489
0.7834 Intermediate Similarity NPC476421
0.7742 Intermediate Similarity NPC73687
0.7736 Intermediate Similarity NPC37268
0.7692 Intermediate Similarity NPC23215
0.7692 Intermediate Similarity NPC291517
0.7688 Intermediate Similarity NPC136441
0.7639 Intermediate Similarity NPC64661
0.7639 Intermediate Similarity NPC195704
0.7639 Intermediate Similarity NPC167200
0.7639 Intermediate Similarity NPC292434
0.7639 Intermediate Similarity NPC200397
0.7639 Intermediate Similarity NPC14448
0.7639 Intermediate Similarity NPC98156
0.7639 Intermediate Similarity NPC138596
0.7636 Intermediate Similarity NPC63571
0.7636 Intermediate Similarity NPC111566
0.7625 Intermediate Similarity NPC97106
0.759 Intermediate Similarity NPC310633
0.7551 Intermediate Similarity NPC205604
0.7551 Intermediate Similarity NPC12831
0.7551 Intermediate Similarity NPC59839
0.7551 Intermediate Similarity NPC74928
0.7551 Intermediate Similarity NPC286529
0.7551 Intermediate Similarity NPC97230
0.7551 Intermediate Similarity NPC3698
0.7551 Intermediate Similarity NPC48171
0.7551 Intermediate Similarity NPC209281
0.7551 Intermediate Similarity NPC77582
0.7551 Intermediate Similarity NPC302717
0.7551 Intermediate Similarity NPC129753
0.7551 Intermediate Similarity NPC169308
0.7551 Intermediate Similarity NPC244087
0.75 Intermediate Similarity NPC472861
0.75 Intermediate Similarity NPC184932
0.7451 Intermediate Similarity NPC109158
0.741 Intermediate Similarity NPC469814
0.7391 Intermediate Similarity NPC469976
0.7383 Intermediate Similarity NPC58268
0.7383 Intermediate Similarity NPC101130
0.7383 Intermediate Similarity NPC114033
0.7383 Intermediate Similarity NPC129412
0.7368 Intermediate Similarity NPC19342
0.7365 Intermediate Similarity NPC476423
0.7355 Intermediate Similarity NPC298288
0.7312 Intermediate Similarity NPC474696
0.7159 Intermediate Similarity NPC136957
0.7159 Intermediate Similarity NPC19696
0.7143 Intermediate Similarity NPC233380
0.7134 Intermediate Similarity NPC271927
0.7118 Intermediate Similarity NPC46022
0.7118 Intermediate Similarity NPC112489
0.711 Intermediate Similarity NPC476413
0.7103 Intermediate Similarity NPC71236
0.7097 Intermediate Similarity NPC13432
0.7086 Intermediate Similarity NPC329765
0.7086 Intermediate Similarity NPC48117
0.7086 Intermediate Similarity NPC476526
0.7079 Intermediate Similarity NPC9635
0.7069 Intermediate Similarity NPC476414
0.7045 Intermediate Similarity NPC475286
0.7045 Intermediate Similarity NPC174281
0.7039 Intermediate Similarity NPC469716
0.6988 Remote Similarity NPC186068
0.6918 Remote Similarity NPC33229
0.6887 Remote Similarity NPC472288
0.6845 Remote Similarity NPC151635
0.6836 Remote Similarity NPC46811
0.6792 Remote Similarity NPC472260
0.673 Remote Similarity NPC471655
0.6726 Remote Similarity NPC252572
0.6689 Remote Similarity NPC313823
0.6685 Remote Similarity NPC477004
0.6667 Remote Similarity NPC476525
0.6667 Remote Similarity NPC476524
0.6632 Remote Similarity NPC50562
0.6627 Remote Similarity NPC115232
0.6611 Remote Similarity NPC77061
0.6609 Remote Similarity NPC110158
0.6607 Remote Similarity NPC471943
0.6605 Remote Similarity NPC75135
0.6597 Remote Similarity NPC67658
0.6593 Remote Similarity NPC237414
0.6571 Remote Similarity NPC133003
0.6571 Remote Similarity NPC474258
0.6566 Remote Similarity NPC274981
0.6564 Remote Similarity NPC74357
0.6534 Remote Similarity NPC476527
0.6528 Remote Similarity NPC469717
0.6524 Remote Similarity NPC76982
0.6497 Remote Similarity NPC473946
0.6437 Remote Similarity NPC234403
0.6437 Remote Similarity NPC314281
0.6437 Remote Similarity NPC40530
0.6425 Remote Similarity NPC324091
0.6409 Remote Similarity NPC188821
0.6409 Remote Similarity NPC474180
0.6398 Remote Similarity NPC100726
0.6389 Remote Similarity NPC210123
0.6386 Remote Similarity NPC474492
0.6375 Remote Similarity NPC470440
0.6375 Remote Similarity NPC467188
0.6364 Remote Similarity NPC270834
0.6359 Remote Similarity NPC474389
0.6343 Remote Similarity NPC79777
0.6343 Remote Similarity NPC88110
0.6328 Remote Similarity NPC477003
0.6313 Remote Similarity NPC175150
0.6313 Remote Similarity NPC243633
0.631 Remote Similarity NPC214106
0.631 Remote Similarity NPC253687
0.6307 Remote Similarity NPC191415
0.6294 Remote Similarity NPC109447
0.6294 Remote Similarity NPC470509
0.629 Remote Similarity NPC13456
0.629 Remote Similarity NPC77241
0.629 Remote Similarity NPC166209
0.629 Remote Similarity NPC269203
0.6271 Remote Similarity NPC102755
0.6271 Remote Similarity NPC470205
0.6266 Remote Similarity NPC85443
0.6258 Remote Similarity NPC2272
0.625 Remote Similarity NPC100104
0.625 Remote Similarity NPC477042
0.625 Remote Similarity NPC79356
0.625 Remote Similarity NPC102592
0.625 Remote Similarity NPC470680
0.6244 Remote Similarity NPC168209
0.6243 Remote Similarity NPC161861
0.6237 Remote Similarity NPC475914
0.6237 Remote Similarity NPC201266
0.6237 Remote Similarity NPC474318
0.6237 Remote Similarity NPC153123
0.6237 Remote Similarity NPC220797
0.6237 Remote Similarity NPC470703
0.6237 Remote Similarity NPC268744
0.6236 Remote Similarity NPC21429
0.6235 Remote Similarity NPC42372
0.6235 Remote Similarity NPC316069
0.6229 Remote Similarity NPC284775
0.6228 Remote Similarity NPC299594
0.622 Remote Similarity NPC473878
0.6209 Remote Similarity NPC243716
0.6196 Remote Similarity NPC105811
0.6194 Remote Similarity NPC330326
0.6193 Remote Similarity NPC233050
0.6193 Remote Similarity NPC276540
0.6186 Remote Similarity NPC470702
0.6186 Remote Similarity NPC473218
0.6174 Remote Similarity NPC41174
0.6167 Remote Similarity NPC135601
0.6167 Remote Similarity NPC17273
0.6167 Remote Similarity NPC141612
0.6158 Remote Similarity NPC182940
0.6149 Remote Similarity NPC64055
0.6145 Remote Similarity NPC141926
0.6145 Remote Similarity NPC232798
0.6145 Remote Similarity NPC251391
0.614 Remote Similarity NPC71132
0.6124 Remote Similarity NPC275292
0.6124 Remote Similarity NPC243381
0.612 Remote Similarity NPC476460
0.6108 Remote Similarity NPC209362
0.6108 Remote Similarity NPC34844
0.6099 Remote Similarity NPC473628
0.6099 Remote Similarity NPC473666
0.6092 Remote Similarity NPC262338
0.6089 Remote Similarity NPC117027
0.6085 Remote Similarity NPC471944
0.6084 Remote Similarity NPC70406
0.6082 Remote Similarity NPC271734
0.6082 Remote Similarity NPC247987
0.6082 Remote Similarity NPC21174
0.6082 Remote Similarity NPC271797
0.608 Remote Similarity NPC476419
0.6075 Remote Similarity NPC179701
0.6066 Remote Similarity NPC475874
0.6061 Remote Similarity NPC123906
0.6054 Remote Similarity NPC326422
0.6047 Remote Similarity NPC274229
0.6045 Remote Similarity NPC240088
0.6045 Remote Similarity NPC473380
0.6043 Remote Similarity NPC141454
0.6043 Remote Similarity NPC262898

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC150592 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
0.6792 Remote Similarity NPD9343 Clinical (unspecified phase)
0.6581 Remote Similarity NPD569 Clinical (unspecified phase)
0.6429 Remote Similarity NPD2289 Phase 3
0.6429 Remote Similarity NPD2290 Phase 3
0.627 Remote Similarity NPD7459 Phase 2
0.625 Remote Similarity NPD1031 Discontinued
0.6215 Remote Similarity NPD3178 Discontinued
0.6194 Remote Similarity NPD9100 Approved
0.618 Remote Similarity NPD3318 Approved
0.618 Remote Similarity NPD3320 Approved
0.618 Remote Similarity NPD3319 Phase 1
0.6154 Remote Similarity NPD5686 Approved
0.6154 Remote Similarity NPD5685 Approved
0.6125 Remote Similarity NPD9599 Approved
0.6115 Remote Similarity NPD272 Approved
0.6114 Remote Similarity NPD4736 Clinical (unspecified phase)
0.6095 Remote Similarity NPD1630 Approved
0.6047 Remote Similarity NPD1568 Clinical (unspecified phase)
0.6034 Remote Similarity NPD1783 Clinical (unspecified phase)
0.599 Remote Similarity NPD6288 Clinical (unspecified phase)
0.5989 Remote Similarity NPD4426 Clinical (unspecified phase)
0.5988 Remote Similarity NPD1631 Approved
0.5978 Remote Similarity NPD5473 Discontinued
0.5976 Remote Similarity NPD175 Clinical (unspecified phase)
0.5968 Remote Similarity NPD460 Discontinued
0.5967 Remote Similarity NPD3607 Clinical (unspecified phase)
0.5967 Remote Similarity NPD1096 Discontinued
0.5946 Remote Similarity NPD5592 Clinical (unspecified phase)
0.5933 Remote Similarity NPD4811 Discontinued
0.5924 Remote Similarity NPD1284 Clinical (unspecified phase)
0.5901 Remote Similarity NPD2323 Clinical (unspecified phase)
0.5894 Remote Similarity NPD9598 Discontinued
0.589 Remote Similarity NPD3834 Clinical (unspecified phase)
0.589 Remote Similarity NPD1592 Phase 3
0.5882 Remote Similarity NPD276 Clinical (unspecified phase)
0.586 Remote Similarity NPD6180 Clinical (unspecified phase)
0.5858 Remote Similarity NPD180 Clinical (unspecified phase)
0.5855 Remote Similarity NPD5787 Discontinued
0.5852 Remote Similarity NPD1573 Approved
0.5852 Remote Similarity NPD1575 Approved
0.5839 Remote Similarity NPD9392 Approved
0.5839 Remote Similarity NPD9396 Approved
0.5815 Remote Similarity NPD5820 Clinical (unspecified phase)
0.5814 Remote Similarity NPD2214 Approved
0.5814 Remote Similarity NPD2213 Approved
0.581 Remote Similarity NPD4385 Clinical (unspecified phase)
0.5802 Remote Similarity NPD9076 Clinical (unspecified phase)
0.5801 Remote Similarity NPD1291 Clinical (unspecified phase)
0.5795 Remote Similarity NPD1292 Clinical (unspecified phase)
0.5776 Remote Similarity NPD198 Clinical (unspecified phase)
0.5765 Remote Similarity NPD1506 Discontinued
0.5758 Remote Similarity NPD9724 Phase 1
0.5754 Remote Similarity NPD4883 Approved
0.5754 Remote Similarity NPD1586 Approved
0.5754 Remote Similarity NPD482 Approved
0.5746 Remote Similarity NPD3076 Approved
0.5746 Remote Similarity NPD3079 Approved
0.5746 Remote Similarity NPD2590 Clinical (unspecified phase)
0.5746 Remote Similarity NPD3078 Approved
0.5746 Remote Similarity NPD3077 Approved
0.5745 Remote Similarity NPD7098 Clinical (unspecified phase)
0.5745 Remote Similarity NPD1896 Approved
0.5741 Remote Similarity NPD200 Phase 2
0.5741 Remote Similarity NPD1262 Discovery
0.5741 Remote Similarity NPD201 Phase 2
0.5739 Remote Similarity NPD4643 Clinical (unspecified phase)
0.5738 Remote Similarity NPD1745 Approved
0.5736 Remote Similarity NPD6459 Phase 2
0.5722 Remote Similarity NPD749 Clinical (unspecified phase)
0.5714 Remote Similarity NPD3927 Phase 2
0.5706 Remote Similarity NPD2844 Phase 3
0.5697 Remote Similarity NPD5020 Approved
0.5696 Remote Similarity NPD1619 Phase 3
0.5694 Remote Similarity NPD9098 Phase 3
0.5694 Remote Similarity NPD9099 Clinical (unspecified phase)
0.5677 Remote Similarity NPD465 Clinical (unspecified phase)
0.5671 Remote Similarity NPD786 Approved
0.567 Remote Similarity NPD5017 Discontinued
0.5661 Remote Similarity NPD4922 Phase 2
0.5659 Remote Similarity NPD1996 Discontinued
0.5659 Remote Similarity NPD1587 Approved
0.5654 Remote Similarity NPD1871 Approved
0.5647 Remote Similarity NPD3835 Phase 3
0.5647 Remote Similarity NPD971 Clinical (unspecified phase)
0.5647 Remote Similarity NPD3833 Phase 3
0.5647 Remote Similarity NPD4462 Approved
0.5647 Remote Similarity NPD4463 Approved
0.564 Remote Similarity NPD2061 Approved
0.5636 Remote Similarity NPD107 Approved
0.5636 Remote Similarity NPD3943 Clinical (unspecified phase)
0.5632 Remote Similarity NPD4348 Clinical (unspecified phase)
0.5628 Remote Similarity NPD7704 Clinical (unspecified phase)
0.5628 Remote Similarity NPD1600 Suspended
0.5625 Remote Similarity NPD3583 Phase 2
0.5625 Remote Similarity NPD803 Phase 1
0.5614 Remote Similarity NPD510 Phase 1
0.5611 Remote Similarity NPD4524 Discontinued
0.561 Remote Similarity NPD5198 Approved
0.561 Remote Similarity NPD5199 Approved
0.5602 Remote Similarity NPD7619 Phase 3
0.5602 Remote Similarity NPD7618 Phase 3
0.5602 Remote Similarity NPD1722 Approved

Structure

External Identifiers

PubChem CID   14056555
ChEMBL   CHEMBL356164
ZINC  

Physicochemical Properties

Molecular Weight:  265.87
ALogP:  0.5788
MLogP:  1.46
XLogP:  0.972
# Rotatable Bonds:  4
Polar Surface Area:  58.88
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  10

Download Data

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