Natural Product: NPC476418

Natural Product ID:  NPC476418
Common Name:   Midpacamide
IUPAC Name:   4,5-dibromo-1-methyl-N-[3-(1-methyl-2,5-dioxoimidazolidin-4-yl)propyl]pyrrole-2-carboxamide
Synonyms:   Midpacamide
Molecular Formula:   C13H16Br2N4O3
Standard InCHIKey:  OMOGWRPVZKQNGZ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C13H16Br2N4O3/c1-18-9(6-7(14)10(18)15)11(20)16-5-3-4-8-12(21)19(2)13(22)17-8/h6,8H,3-5H2,1-2H3,(H,16,20)(H,17,22)
Canonical SMILES:  CN1C(=NC(C1=O)CCCNC(=O)c1cc(c(n1C)Br)Br)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 = 46.7 % 26042639
NPT17 Organism Staphylococcus epidermidis Staphylococcus epidermidis MIC > 46000 nM 12828475

  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 NPC476418 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
0.9062 High Similarity NPC97106
0.9006 High Similarity NPC136441
0.8846 High Similarity NPC27296
0.8742 High Similarity NPC206148
0.869 High Similarity NPC112489
0.865 High Similarity NPC80528
0.8599 High Similarity NPC474236
0.8589 High Similarity NPC28096
0.8589 High Similarity NPC476421
0.8589 High Similarity NPC226835
0.8589 High Similarity NPC227489
0.858 High Similarity NPC46022
0.8571 High Similarity NPC474383
0.8547 High Similarity NPC476413
0.8509 High Similarity NPC306160
0.8497 Intermediate Similarity NPC476414
0.8476 Intermediate Similarity NPC54214
0.8387 Intermediate Similarity NPC260041
0.8343 Intermediate Similarity NPC46811
0.8263 Intermediate Similarity NPC37268
0.8246 Intermediate Similarity NPC469814
0.815 Intermediate Similarity NPC63571
0.815 Intermediate Similarity NPC111566
0.8129 Intermediate Similarity NPC472861
0.8129 Intermediate Similarity NPC184932
0.8103 Intermediate Similarity NPC310633
0.8092 Intermediate Similarity NPC150592
0.8061 Intermediate Similarity NPC73687
0.8049 Intermediate Similarity NPC473706
0.7989 Intermediate Similarity NPC476423
0.7908 Intermediate Similarity NPC20021
0.7877 Intermediate Similarity NPC19342
0.7778 Intermediate Similarity NPC271927
0.7772 Intermediate Similarity NPC9635
0.776 Intermediate Similarity NPC19696
0.776 Intermediate Similarity NPC136957
0.773 Intermediate Similarity NPC469716
0.7719 Intermediate Similarity NPC469976
0.7692 Intermediate Similarity NPC48117
0.7692 Intermediate Similarity NPC476526
0.7692 Intermediate Similarity NPC329765
0.7657 Intermediate Similarity NPC314281
0.7657 Intermediate Similarity NPC40530
0.765 Intermediate Similarity NPC174281
0.765 Intermediate Similarity NPC475286
0.7647 Intermediate Similarity NPC474696
0.7588 Intermediate Similarity NPC2414
0.7435 Intermediate Similarity NPC476524
0.7377 Intermediate Similarity NPC210123
0.7374 Intermediate Similarity NPC270834
0.7365 Intermediate Similarity NPC109158
0.7344 Intermediate Similarity NPC476525
0.7273 Intermediate Similarity NPC469717
0.7267 Intermediate Similarity NPC472288
0.716 Intermediate Similarity NPC472260
0.7158 Intermediate Similarity NPC476527
0.7101 Intermediate Similarity NPC52110
0.7076 Intermediate Similarity NPC298288
0.6936 Remote Similarity NPC142688
0.6933 Remote Similarity NPC291517
0.6893 Remote Similarity NPC233380
0.6832 Remote Similarity NPC71236
0.6829 Remote Similarity NPC23215
0.6788 Remote Similarity NPC474389
0.6754 Remote Similarity NPC474180
0.6754 Remote Similarity NPC188821
0.6687 Remote Similarity NPC98156
0.6687 Remote Similarity NPC64661
0.6687 Remote Similarity NPC167200
0.6687 Remote Similarity NPC292434
0.6687 Remote Similarity NPC14448
0.6687 Remote Similarity NPC195704
0.6687 Remote Similarity NPC138596
0.6687 Remote Similarity NPC200397
0.6667 Remote Similarity NPC477004
0.665 Remote Similarity NPC470703
0.6618 Remote Similarity NPC50562
0.6601 Remote Similarity NPC470702
0.6601 Remote Similarity NPC473218
0.6585 Remote Similarity NPC67658
0.6561 Remote Similarity NPC133003
0.6559 Remote Similarity NPC265710
0.6541 Remote Similarity NPC476419
0.6529 Remote Similarity NPC12831
0.6529 Remote Similarity NPC48171
0.6529 Remote Similarity NPC169308
0.6529 Remote Similarity NPC74928
0.6529 Remote Similarity NPC77582
0.6529 Remote Similarity NPC302717
0.6529 Remote Similarity NPC129753
0.6529 Remote Similarity NPC3698
0.6529 Remote Similarity NPC205604
0.6529 Remote Similarity NPC244087
0.6529 Remote Similarity NPC97230
0.6529 Remote Similarity NPC286529
0.6529 Remote Similarity NPC209281
0.6529 Remote Similarity NPC59839
0.6524 Remote Similarity NPC16659
0.652 Remote Similarity NPC469715
0.6513 Remote Similarity NPC77061
0.6497 Remote Similarity NPC33229
0.6491 Remote Similarity NPC58268
0.6491 Remote Similarity NPC101130
0.6491 Remote Similarity NPC129412
0.6491 Remote Similarity NPC114033
0.6486 Remote Similarity NPC186068
0.6486 Remote Similarity NPC469529
0.6477 Remote Similarity NPC243716
0.6461 Remote Similarity NPC74357
0.6417 Remote Similarity NPC473380
0.6417 Remote Similarity NPC240088
0.6404 Remote Similarity NPC75135
0.64 Remote Similarity NPC100726
0.6398 Remote Similarity NPC243633
0.6398 Remote Similarity NPC175150
0.6384 Remote Similarity NPC66642
0.6383 Remote Similarity NPC11126
0.6368 Remote Similarity NPC470205
0.6364 Remote Similarity NPC475736
0.6349 Remote Similarity NPC182940
0.6344 Remote Similarity NPC161861
0.6344 Remote Similarity NPC288074
0.634 Remote Similarity NPC324091
0.6335 Remote Similarity NPC477003
0.6335 Remote Similarity NPC21429
0.6333 Remote Similarity NPC168209
0.6313 Remote Similarity NPC209362
0.6302 Remote Similarity NPC474258
0.63 Remote Similarity NPC77241
0.63 Remote Similarity NPC166209
0.63 Remote Similarity NPC13456
0.63 Remote Similarity NPC269203
0.6286 Remote Similarity NPC467188
0.628 Remote Similarity NPC471194
0.628 Remote Similarity NPC153980
0.628 Remote Similarity NPC6865
0.628 Remote Similarity NPC471193
0.6269 Remote Similarity NPC94752
0.6263 Remote Similarity NPC91179
0.625 Remote Similarity NPC228835
0.625 Remote Similarity NPC474318
0.625 Remote Similarity NPC475914
0.625 Remote Similarity NPC268744
0.625 Remote Similarity NPC153123
0.625 Remote Similarity NPC220797
0.625 Remote Similarity NPC201266
0.6237 Remote Similarity NPC473946
0.6236 Remote Similarity NPC471655
0.6236 Remote Similarity NPC473878
0.6232 Remote Similarity NPC72956
0.6231 Remote Similarity NPC262898
0.623 Remote Similarity NPC253687
0.6226 Remote Similarity NPC474195
0.6216 Remote Similarity NPC109447
0.6215 Remote Similarity NPC105811
0.6207 Remote Similarity NPC317701
0.6196 Remote Similarity NPC247987
0.6181 Remote Similarity NPC179701
0.618 Remote Similarity NPC13432
0.6178 Remote Similarity NPC477042
0.6176 Remote Similarity NPC473376
0.6169 Remote Similarity NPC237414
0.6168 Remote Similarity NPC313823
0.6167 Remote Similarity NPC251391
0.6154 Remote Similarity NPC17059
0.6154 Remote Similarity NPC213914
0.6146 Remote Similarity NPC471191
0.6142 Remote Similarity NPC476460
0.6122 Remote Similarity NPC209917
0.6122 Remote Similarity NPC213629
0.6119 Remote Similarity NPC171317
0.6114 Remote Similarity NPC471192
0.6111 Remote Similarity NPC474196
0.6108 Remote Similarity NPC274981
0.6105 Remote Similarity NPC151635
0.6103 Remote Similarity NPC17273
0.6103 Remote Similarity NPC141612
0.6103 Remote Similarity NPC135601
0.6102 Remote Similarity NPC470440
0.6098 Remote Similarity NPC88115
0.6094 Remote Similarity NPC234403
0.6091 Remote Similarity NPC268966
0.6089 Remote Similarity NPC123906
0.6087 Remote Similarity NPC470680
0.6087 Remote Similarity NPC100104
0.6085 Remote Similarity NPC64055
0.6082 Remote Similarity NPC110158
0.6077 Remote Similarity NPC281094
0.6064 Remote Similarity NPC471943
0.6057 Remote Similarity NPC238499
0.6043 Remote Similarity NPC114637
0.6043 Remote Similarity NPC49217
0.6041 Remote Similarity NPC473666
0.6034 Remote Similarity NPC104049
0.6033 Remote Similarity NPC474492
0.6031 Remote Similarity NPC159125
0.6029 Remote Similarity NPC471944
0.6027 Remote Similarity NPC156003
0.6022 Remote Similarity NPC217021
0.6022 Remote Similarity NPC70406

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476418 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
0.7419 Intermediate Similarity NPD7459 Phase 2
0.7135 Intermediate Similarity NPD5686 Approved
0.7135 Intermediate Similarity NPD5685 Approved
0.7037 Intermediate Similarity NPD2290 Phase 3
0.7037 Intermediate Similarity NPD2289 Phase 3
0.697 Remote Similarity NPD569 Clinical (unspecified phase)
0.6763 Remote Similarity NPD9343 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1031 Discontinued
0.6515 Remote Similarity NPD7817 Phase 1
0.6489 Remote Similarity NPD1783 Clinical (unspecified phase)
0.6421 Remote Similarity NPD1096 Discontinued
0.6398 Remote Similarity NPD4736 Clinical (unspecified phase)
0.6394 Remote Similarity NPD5643 Phase 2
0.6392 Remote Similarity NPD5592 Clinical (unspecified phase)
0.6373 Remote Similarity NPD7704 Clinical (unspecified phase)
0.6354 Remote Similarity NPD5820 Clinical (unspecified phase)
0.635 Remote Similarity NPD5017 Discontinued
0.635 Remote Similarity NPD7903 Clinical (unspecified phase)
0.6339 Remote Similarity NPD1568 Clinical (unspecified phase)
0.6327 Remote Similarity NPD5274 Clinical (unspecified phase)
0.6305 Remote Similarity NPD4559 Clinical (unspecified phase)
0.6296 Remote Similarity NPD2590 Clinical (unspecified phase)
0.6286 Remote Similarity NPD175 Clinical (unspecified phase)
0.6277 Remote Similarity NPD2367 Phase 2
0.6275 Remote Similarity NPD6328 Clinical (unspecified phase)
0.6256 Remote Similarity NPD5199 Approved
0.6256 Remote Similarity NPD6288 Clinical (unspecified phase)
0.6256 Remote Similarity NPD5198 Approved
0.6244 Remote Similarity NPD2442 Approved
0.6244 Remote Similarity NPD460 Discontinued
0.6244 Remote Similarity NPD2443 Approved
0.6235 Remote Similarity NPD272 Approved
0.6231 Remote Similarity NPD1952 Discontinued
0.623 Remote Similarity NPD3178 Discontinued
0.6224 Remote Similarity NPD1658 Discontinued
0.6214 Remote Similarity NPD3968 Approved
0.6214 Remote Similarity NPD1600 Suspended
0.6211 Remote Similarity NPD3077 Approved
0.6211 Remote Similarity NPD3079 Approved
0.6211 Remote Similarity NPD3078 Approved
0.6211 Remote Similarity NPD3076 Approved
0.6196 Remote Similarity NPD1631 Approved
0.6188 Remote Similarity NPD6837 Clinical (unspecified phase)
0.6186 Remote Similarity NPD7026 Phase 2
0.615 Remote Similarity NPD1573 Approved
0.615 Remote Similarity NPD6210 Phase 3
0.615 Remote Similarity NPD1575 Approved
0.615 Remote Similarity NPD6579 Phase 2
0.615 Remote Similarity NPD6664 Approved
0.6149 Remote Similarity NPD2222 Discontinued
0.6149 Remote Similarity NPD9599 Approved
0.6146 Remote Similarity NPD3967 Approved
0.6129 Remote Similarity NPD439 Approved
0.6129 Remote Similarity NPD438 Approved
0.612 Remote Similarity NPD1630 Approved
0.6117 Remote Similarity NPD3411 Phase 2
0.6117 Remote Similarity NPD3410 Approved
0.6117 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6111 Remote Similarity NPD7098 Clinical (unspecified phase)
0.6111 Remote Similarity NPD510 Phase 1
0.61 Remote Similarity NPD7027 Phase 3
0.6098 Remote Similarity NPD8169 Discontinued
0.6093 Remote Similarity NPD5001 Clinical (unspecified phase)
0.6089 Remote Similarity NPD2405 Phase 3
0.6078 Remote Similarity NPD4134 Clinical (unspecified phase)
0.6077 Remote Similarity NPD2603 Clinical (unspecified phase)
0.6073 Remote Similarity NPD3041 Approved
0.6071 Remote Similarity NPD4988 Discontinued
0.6059 Remote Similarity NPD4961 Approved
0.6058 Remote Similarity NPD2819 Clinical (unspecified phase)
0.6058 Remote Similarity NPD2408 Discontinued
0.6056 Remote Similarity NPD6470 Phase 3
0.6053 Remote Similarity NPD4883 Approved
0.605 Remote Similarity NPD7619 Phase 3
0.605 Remote Similarity NPD7618 Phase 3
0.6041 Remote Similarity NPD5016 Approved
0.604 Remote Similarity NPD7204 Clinical (unspecified phase)
0.6039 Remote Similarity NPD1506 Discontinued
0.6031 Remote Similarity NPD3318 Approved
0.6031 Remote Similarity NPD1745 Approved
0.6031 Remote Similarity NPD3320 Approved
0.6031 Remote Similarity NPD3319 Phase 1
0.6029 Remote Similarity NPD4962 Approved
0.6029 Remote Similarity NPD4963 Approved
0.6029 Remote Similarity NPD7727 Phase 2
0.6027 Remote Similarity NPD3360 Clinical (unspecified phase)
0.6022 Remote Similarity NPD2128 Phase 1
0.6021 Remote Similarity NPD4385 Clinical (unspecified phase)
0.602 Remote Similarity NPD5809 Phase 3
0.6019 Remote Similarity NPD8114 Approved
0.6019 Remote Similarity NPD8115 Approved
0.6012 Remote Similarity NPD1781 Discontinued
0.601 Remote Similarity NPD4960 Approved
0.601 Remote Similarity NPD3927 Phase 2
0.601 Remote Similarity NPD4959 Approved
0.6 Remote Similarity NPD4348 Clinical (unspecified phase)
0.6 Remote Similarity NPD5787 Discontinued
0.599 Remote Similarity NPD2008 Discontinued
0.599 Remote Similarity NPD7568 Phase 1
0.599 Remote Similarity NPD6271 Approved
0.599 Remote Similarity NPD3246 Discontinued
0.598 Remote Similarity NPD6180 Clinical (unspecified phase)
0.5979 Remote Similarity NPD4024 Phase 3
0.5977 Remote Similarity NPD200 Phase 2
0.5977 Remote Similarity NPD201 Phase 2
0.5976 Remote Similarity NPD4811 Discontinued
0.5968 Remote Similarity NPD6771 Discontinued
0.5967 Remote Similarity NPD971 Clinical (unspecified phase)
0.5961 Remote Similarity NPD2947 Clinical (unspecified phase)
0.5961 Remote Similarity NPD1982 Phase 1
0.596 Remote Similarity NPD1250 Clinical (unspecified phase)
0.596 Remote Similarity NPD1284 Clinical (unspecified phase)
0.5956 Remote Similarity NPD2061 Approved
0.595 Remote Similarity NPD5974 Approved
0.595 Remote Similarity NPD5973 Phase 2
0.5939 Remote Similarity NPD4940 Approved
0.5939 Remote Similarity NPD9598 Discontinued
0.5939 Remote Similarity NPD4426 Clinical (unspecified phase)
0.5934 Remote Similarity NPD5965 Clinical (unspecified phase)
0.5932 Remote Similarity NPD5020 Approved
0.5931 Remote Similarity NPD7308 Discontinued
0.5924 Remote Similarity NPD8013 Clinical (unspecified phase)
0.5924 Remote Similarity NPD6855 Clinical (unspecified phase)
0.5922 Remote Similarity NPD6802 Phase 3
0.5922 Remote Similarity NPD6269 Clinical (unspecified phase)
0.5922 Remote Similarity NPD6268 Phase 1
0.5918 Remote Similarity NPD3607 Clinical (unspecified phase)
0.5918 Remote Similarity NPD7564 Discontinued
0.5917 Remote Similarity NPD7716 Approved
0.5917 Remote Similarity NPD7717 Approved
0.5916 Remote Similarity NPD1037 Clinical (unspecified phase)
0.5916 Remote Similarity NPD750 Phase 2
0.5911 Remote Similarity NPD1174 Phase 2
0.5911 Remote Similarity NPD2880 Discontinued
0.5911 Remote Similarity NPD5446 Phase 2
0.5907 Remote Similarity NPD7065 Clinical (unspecified phase)
0.5905 Remote Similarity NPD5510 Approved
0.5904 Remote Similarity NPD509 Phase 3
0.59 Remote Similarity NPD2892 Phase 1
0.5899 Remote Similarity NPD4047 Discontinued
0.5899 Remote Similarity NPD2007 Clinical (unspecified phase)
0.5896 Remote Similarity NPD7656 Approved
0.5896 Remote Similarity NPD7657 Approved
0.5888 Remote Similarity NPD3353 Approved
0.5885 Remote Similarity NPD4128 Approved
0.5885 Remote Similarity NPD7662 Clinical (unspecified phase)
0.5885 Remote Similarity NPD4415 Approved
0.5879 Remote Similarity NPD7913 Clinical (unspecified phase)
0.5879 Remote Similarity NPD7175 Phase 1
0.5877 Remote Similarity NPD7998 Clinical (unspecified phase)
0.5876 Remote Similarity NPD1587 Approved
0.5874 Remote Similarity NPD5333 Clinical (unspecified phase)
0.5874 Remote Similarity NPD3890 Phase 2
0.5874 Remote Similarity NPD3891 Phase 2
0.5872 Remote Similarity NPD809 Discontinued
0.587 Remote Similarity NPD1003 Phase 2
0.5867 Remote Similarity NPD7401 Clinical (unspecified phase)
0.5865 Remote Similarity NPD3247 Clinical (unspecified phase)
0.5865 Remote Similarity NPD2130 Discontinued
0.5859 Remote Similarity NPD645 Clinical (unspecified phase)
0.5857 Remote Similarity NPD7232 Discontinued
0.5855 Remote Similarity NPD6044 Discontinued
0.5854 Remote Similarity NPD7621 Clinical (unspecified phase)
0.5854 Remote Similarity NPD5854 Approved
0.5852 Remote Similarity NPD2323 Clinical (unspecified phase)
0.5851 Remote Similarity NPD3583 Phase 2
0.585 Remote Similarity NPD3871 Clinical (unspecified phase)
0.585 Remote Similarity NPD3870 Clinical (unspecified phase)
0.5846 Remote Similarity NPD1618 Phase 2
0.5845 Remote Similarity NPD6173 Approved
0.5842 Remote Similarity NPD1292 Clinical (unspecified phase)
0.5842 Remote Similarity NPD2004 Clinical (unspecified phase)
0.5841 Remote Similarity NPD2547 Discontinued
0.5841 Remote Similarity NPD7971 Clinical (unspecified phase)
0.5841 Remote Similarity NPD7970 Approved
0.5833 Remote Similarity NPD4524 Discontinued
0.5833 Remote Similarity NPD6578 Clinical (unspecified phase)
0.5833 Remote Similarity NPD4541 Clinical (unspecified phase)
0.5833 Remote Similarity NPD1623 Approved
0.583 Remote Similarity NPD5935 Discontinued
0.5829 Remote Similarity NPD3856 Clinical (unspecified phase)
0.5829 Remote Similarity NPD3486 Clinical (unspecified phase)
0.5829 Remote Similarity NPD2009 Clinical (unspecified phase)
0.5829 Remote Similarity NPD3961 Discontinued
0.5825 Remote Similarity NPD4155 Approved
0.5825 Remote Similarity NPD4181 Approved
0.5824 Remote Similarity NPD499 Phase 3
0.5822 Remote Similarity NPD2411 Approved
0.5819 Remote Similarity NPD7044 Discontinued
0.5815 Remote Similarity NPD180 Clinical (unspecified phase)
0.5813 Remote Similarity NPD7406 Phase 2
0.5813 Remote Similarity NPD5855 Phase 3
0.5813 Remote Similarity NPD5853 Phase 3
0.5811 Remote Similarity NPD7887 Approved
0.5811 Remote Similarity NPD7888 Approved
0.581 Remote Similarity NPD4637 Clinical (unspecified phase)
0.5803 Remote Similarity NPD1586 Approved
0.5803 Remote Similarity NPD7297 Phase 2
0.5794 Remote Similarity NPD4341 Clinical (unspecified phase)
0.5793 Remote Similarity NPD9396 Approved

Structure

External Identifiers

PubChem CID   11026484
ChEMBL   CHEMBL598733
ZINC  

Physicochemical Properties

Molecular Weight:  433.96
ALogP:  0.2975
MLogP:  1.9
XLogP:  1.342
# Rotatable Bonds:  11
Polar Surface Area:  86.93
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  22

Download Data

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