Natural Product: NPC9635

Natural Product ID:  NPC9635
Common Name:   Nagelamide B
IUPAC Name:   N-[(E)-3-[2-amino-5-[(1S,2S)-1-(2-amino-1H-imidazol-5-yl)-3-[(4,5-dibromo-1H-pyrrole-2-carbonyl)amino]-2-hydroxypropyl]-1H-imidazol-4-yl]prop-2-enyl]-4,5-dibromo-1H-pyrrole-2-carboxamide
Synonyms:  
Molecular Formula:   C22H22Br4N10O3
Standard InCHIKey:  HFPWHJMMBLRRMI-RIVGAVQESA-N
Standard InCHI:  InChI=1S/C22H22Br4N10O3/c23-8-4-11(32-17(8)25)19(38)29-3-1-2-10-16(36-22(28)34-10)15(13-6-31-21(27)35-13)14(37)7-30-20(39)12-5-9(24)18(26)33-12/h1-2,4-6,14-15,32-33,37H,3,7H2,(H,29,38)(H,30,39)(H3,27,31,35)(H3,28,34,36)/b2-1+/t14-,15-/m1/s1
Canonical SMILES:  N=c1[nH]cc([nH]1)[C@@H](c1[nH]c(=N)[nH]c1/C=C/CNC(=O)c1cc(c([nH]1)Br)Br)[C@@H](CNC(=O)c1cc(c([nH]1)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
NPO32675 agelas sp. Species Agelasidae Eukaryota PMID[15332839]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 50000 nM 12880316
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC = 4.17 ug/ml 19128055
NPT19 Organism Escherichia coli Escherichia coli MIC = 33.3 ug/ml 25139568
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 33.3 ug/ml 25139568

  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 NPC9635 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
0.9326 High Similarity NPC310633
0.927 High Similarity NPC111566
0.9162 High Similarity NPC63571
0.8967 High Similarity NPC19342
0.8632 High Similarity NPC19696
0.8632 High Similarity NPC136957
0.855 High Similarity NPC469717
0.8526 High Similarity NPC475286
0.8526 High Similarity NPC174281
0.8474 Intermediate Similarity NPC329765
0.8474 Intermediate Similarity NPC476526
0.8474 Intermediate Similarity NPC48117
0.8371 Intermediate Similarity NPC206148
0.8308 Intermediate Similarity NPC469716
0.8197 Intermediate Similarity NPC80528
0.8053 Intermediate Similarity NPC476527
0.7921 Intermediate Similarity NPC476524
0.7849 Intermediate Similarity NPC54214
0.7842 Intermediate Similarity NPC184932
0.7842 Intermediate Similarity NPC472861
0.7819 Intermediate Similarity NPC136441
0.7772 Intermediate Similarity NPC476418
0.7772 Intermediate Similarity NPC73687
0.7766 Intermediate Similarity NPC97106
0.776 Intermediate Similarity NPC469814
0.7745 Intermediate Similarity NPC476525
0.766 Intermediate Similarity NPC469976
0.766 Intermediate Similarity NPC227489
0.766 Intermediate Similarity NPC476421
0.766 Intermediate Similarity NPC28096
0.7626 Intermediate Similarity NPC476414
0.7576 Intermediate Similarity NPC476413
0.7566 Intermediate Similarity NPC226835
0.7526 Intermediate Similarity NPC271927
0.7522 Intermediate Similarity NPC66642
0.75 Intermediate Similarity NPC112489
0.75 Intermediate Similarity NPC46022
0.7487 Intermediate Similarity NPC37268
0.7446 Intermediate Similarity NPC474236
0.7423 Intermediate Similarity NPC314281
0.7423 Intermediate Similarity NPC40530
0.735 Intermediate Similarity NPC210123
0.7348 Intermediate Similarity NPC260041
0.7327 Intermediate Similarity NPC46811
0.7316 Intermediate Similarity NPC474696
0.7196 Intermediate Similarity NPC473706
0.7183 Intermediate Similarity NPC469715
0.7181 Intermediate Similarity NPC27296
0.7085 Intermediate Similarity NPC270834
0.7083 Intermediate Similarity NPC474383
0.7079 Intermediate Similarity NPC150592
0.7022 Intermediate Similarity NPC20021
0.6995 Remote Similarity NPC2414
0.6856 Remote Similarity NPC306160
0.6847 Remote Similarity NPC476423
0.6787 Remote Similarity NPC475736
0.6779 Remote Similarity NPC188821
0.6779 Remote Similarity NPC474180
0.6763 Remote Similarity NPC243716
0.6758 Remote Similarity NPC470703
0.673 Remote Similarity NPC474389
0.6712 Remote Similarity NPC470702
0.6712 Remote Similarity NPC473218
0.6681 Remote Similarity NPC474196
0.6667 Remote Similarity NPC320968
0.6652 Remote Similarity NPC50562
0.6652 Remote Similarity NPC474195
0.6649 Remote Similarity NPC52110
0.6622 Remote Similarity NPC67658
0.662 Remote Similarity NPC477004
0.6557 Remote Similarity NPC77061
0.6538 Remote Similarity NPC473946
0.6532 Remote Similarity NPC54744
0.6528 Remote Similarity NPC472260
0.6522 Remote Similarity NPC156003
0.6498 Remote Similarity NPC17487
0.6498 Remote Similarity NPC201831
0.6488 Remote Similarity NPC16659
0.6482 Remote Similarity NPC233380
0.6481 Remote Similarity NPC474357
0.6471 Remote Similarity NPC240088
0.6471 Remote Similarity NPC477108
0.6471 Remote Similarity NPC477107
0.6471 Remote Similarity NPC477109
0.6471 Remote Similarity NPC473380
0.6468 Remote Similarity NPC473376
0.6466 Remote Similarity NPC470323
0.6447 Remote Similarity NPC175150
0.6447 Remote Similarity NPC243633
0.6442 Remote Similarity NPC474258
0.6439 Remote Similarity NPC265710
0.6438 Remote Similarity NPC935
0.6438 Remote Similarity NPC267078
0.6429 Remote Similarity NPC142688
0.6429 Remote Similarity NPC209917
0.6425 Remote Similarity NPC223791
0.6425 Remote Similarity NPC107077
0.6422 Remote Similarity NPC69843
0.6406 Remote Similarity NPC475506
0.6398 Remote Similarity NPC23215
0.6388 Remote Similarity NPC168209
0.6382 Remote Similarity NPC253687
0.6376 Remote Similarity NPC155143
0.6368 Remote Similarity NPC58268
0.6368 Remote Similarity NPC114033
0.6368 Remote Similarity NPC129412
0.6368 Remote Similarity NPC101130
0.636 Remote Similarity NPC272174
0.6359 Remote Similarity NPC13456
0.6359 Remote Similarity NPC166209
0.6359 Remote Similarity NPC269203
0.6359 Remote Similarity NPC77241
0.6351 Remote Similarity NPC162860
0.6348 Remote Similarity NPC476817
0.6348 Remote Similarity NPC64216
0.6343 Remote Similarity NPC171317
0.6327 Remote Similarity NPC470732
0.6327 Remote Similarity NPC470731
0.6316 Remote Similarity NPC477003
0.6313 Remote Similarity NPC153123
0.6313 Remote Similarity NPC475914
0.6313 Remote Similarity NPC268744
0.6313 Remote Similarity NPC201266
0.6313 Remote Similarity NPC220797
0.6313 Remote Similarity NPC474318
0.631 Remote Similarity NPC291517
0.63 Remote Similarity NPC238945
0.6294 Remote Similarity NPC33229
0.6291 Remote Similarity NPC476460
0.6286 Remote Similarity NPC133003
0.6277 Remote Similarity NPC200397
0.6277 Remote Similarity NPC292434
0.6277 Remote Similarity NPC167200
0.6277 Remote Similarity NPC64661
0.6277 Remote Similarity NPC138596
0.6277 Remote Similarity NPC14448
0.6277 Remote Similarity NPC98156
0.6277 Remote Similarity NPC195704
0.6276 Remote Similarity NPC109158
0.6274 Remote Similarity NPC473666
0.6273 Remote Similarity NPC317701
0.6267 Remote Similarity NPC473640
0.6261 Remote Similarity NPC474896
0.6261 Remote Similarity NPC54420
0.6256 Remote Similarity NPC471192
0.6256 Remote Similarity NPC13432
0.625 Remote Similarity NPC91179
0.6244 Remote Similarity NPC324091
0.6243 Remote Similarity NPC472288
0.6239 Remote Similarity NPC282247
0.6234 Remote Similarity NPC31097
0.6233 Remote Similarity NPC116555
0.623 Remote Similarity NPC169308
0.623 Remote Similarity NPC3698
0.623 Remote Similarity NPC129753
0.623 Remote Similarity NPC302717
0.623 Remote Similarity NPC97230
0.623 Remote Similarity NPC205604
0.623 Remote Similarity NPC263117
0.623 Remote Similarity NPC125181
0.623 Remote Similarity NPC286529
0.623 Remote Similarity NPC48171
0.623 Remote Similarity NPC74928
0.623 Remote Similarity NPC244087
0.623 Remote Similarity NPC12831
0.623 Remote Similarity NPC59839
0.623 Remote Similarity NPC209281
0.623 Remote Similarity NPC77582
0.623 Remote Similarity NPC242872
0.6229 Remote Similarity NPC89987
0.6228 Remote Similarity NPC472285
0.6226 Remote Similarity NPC17059
0.6214 Remote Similarity NPC186068
0.6213 Remote Similarity NPC477175
0.6213 Remote Similarity NPC470730
0.6213 Remote Similarity NPC477176
0.6213 Remote Similarity NPC470729
0.6207 Remote Similarity NPC109447
0.6197 Remote Similarity NPC213629
0.6195 Remote Similarity NPC471193
0.6195 Remote Similarity NPC471194
0.619 Remote Similarity NPC117027
0.619 Remote Similarity NPC470205
0.6186 Remote Similarity NPC477177
0.6186 Remote Similarity NPC474877
0.6186 Remote Similarity NPC475969
0.6186 Remote Similarity NPC475859
0.6179 Remote Similarity NPC94752
0.6168 Remote Similarity NPC475874
0.6164 Remote Similarity NPC100321
0.6164 Remote Similarity NPC237414
0.6161 Remote Similarity NPC228835
0.616 Remote Similarity NPC63031
0.616 Remote Similarity NPC165743
0.6157 Remote Similarity NPC267811
0.6154 Remote Similarity NPC214142
0.615 Remote Similarity NPC72956
0.614 Remote Similarity NPC477979
0.6134 Remote Similarity NPC63279
0.6131 Remote Similarity NPC75135

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC9635 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
0.722 Intermediate Similarity NPD7459 Phase 2
0.6636 Remote Similarity NPD7817 Phase 1
0.6635 Remote Similarity NPD2289 Phase 3
0.6635 Remote Similarity NPD2290 Phase 3
0.6545 Remote Similarity NPD7809 Clinical (unspecified phase)
0.6484 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6476 Remote Similarity NPD5685 Approved
0.6476 Remote Similarity NPD5686 Approved
0.6452 Remote Similarity NPD4134 Clinical (unspecified phase)
0.6335 Remote Similarity NPD8322 Phase 2
0.6308 Remote Similarity NPD460 Discontinued
0.6306 Remote Similarity NPD2443 Approved
0.6306 Remote Similarity NPD2442 Approved
0.6291 Remote Similarity NPD5592 Clinical (unspecified phase)
0.6283 Remote Similarity NPD7970 Approved
0.6283 Remote Similarity NPD7971 Clinical (unspecified phase)
0.6278 Remote Similarity NPD1600 Suspended
0.6278 Remote Similarity NPD7704 Clinical (unspecified phase)
0.6277 Remote Similarity NPD7717 Approved
0.6277 Remote Similarity NPD7716 Approved
0.6256 Remote Similarity NPD7727 Phase 2
0.6244 Remote Similarity NPD8115 Approved
0.6244 Remote Similarity NPD8114 Approved
0.6244 Remote Similarity NPD8169 Discontinued
0.6238 Remote Similarity NPD1096 Discontinued
0.622 Remote Similarity NPD1783 Clinical (unspecified phase)
0.6182 Remote Similarity NPD5017 Discontinued
0.6172 Remote Similarity NPD1618 Phase 2
0.6164 Remote Similarity NPD5001 Clinical (unspecified phase)
0.6157 Remote Similarity NPD5643 Phase 2
0.6143 Remote Similarity NPD3178 Discontinued
0.6143 Remote Similarity NPD2008 Discontinued
0.6135 Remote Similarity NPD4736 Clinical (unspecified phase)
0.6133 Remote Similarity NPD2408 Discontinued
0.6116 Remote Similarity NPD3410 Approved
0.6116 Remote Similarity NPD6328 Clinical (unspecified phase)
0.6116 Remote Similarity NPD1506 Discontinued
0.6116 Remote Similarity NPD3411 Phase 2
0.6104 Remote Similarity NPD5198 Approved
0.6104 Remote Similarity NPD5199 Approved
0.6087 Remote Similarity NPD8256 Approved
0.6087 Remote Similarity NPD8258 Clinical (unspecified phase)
0.6087 Remote Similarity NPD8257 Approved
0.6085 Remote Similarity NPD5887 Clinical (unspecified phase)
0.6078 Remote Similarity NPD6579 Phase 2
0.6062 Remote Similarity NPD3968 Approved
0.6053 Remote Similarity NPD2411 Approved
0.6045 Remote Similarity NPD1982 Phase 1
0.6043 Remote Similarity NPD3353 Approved
0.6038 Remote Similarity NPD1745 Approved
0.6036 Remote Similarity NPD6837 Clinical (unspecified phase)
0.6024 Remote Similarity NPD5461 Discontinued
0.6018 Remote Similarity NPD7621 Clinical (unspecified phase)
0.601 Remote Similarity NPD569 Clinical (unspecified phase)
0.6009 Remote Similarity NPD5274 Clinical (unspecified phase)
0.6009 Remote Similarity NPD3915 Approved
0.6009 Remote Similarity NPD6210 Phase 3
0.6 Remote Similarity NPD2880 Discontinued
0.6 Remote Similarity NPD2009 Clinical (unspecified phase)
0.6 Remote Similarity NPD3246 Discontinued
0.6 Remote Similarity NPD4559 Clinical (unspecified phase)
0.599 Remote Similarity NPD1573 Approved
0.599 Remote Similarity NPD1575 Approved
0.5983 Remote Similarity NPD5935 Discontinued
0.5983 Remote Similarity NPD3918 Approved
0.5983 Remote Similarity NPD3916 Clinical (unspecified phase)
0.5983 Remote Similarity NPD3917 Approved
0.5981 Remote Similarity NPD6557 Phase 2
0.5973 Remote Similarity NPD8410 Clinical (unspecified phase)
0.5967 Remote Similarity NPD3360 Clinical (unspecified phase)
0.5956 Remote Similarity NPD8098 Approved
0.5956 Remote Similarity NPD8272 Phase 2
0.5956 Remote Similarity NPD6288 Clinical (unspecified phase)
0.5953 Remote Similarity NPD5820 Clinical (unspecified phase)
0.5953 Remote Similarity NPD3913 Clinical (unspecified phase)
0.5952 Remote Similarity NPD2367 Phase 2
0.595 Remote Similarity NPD9343 Clinical (unspecified phase)
0.5949 Remote Similarity NPD8289 Discontinued
0.5948 Remote Similarity NPD2787 Clinical (unspecified phase)
0.5946 Remote Similarity NPD2405 Phase 3
0.5939 Remote Similarity NPD8013 Clinical (unspecified phase)
0.5938 Remote Similarity NPD6269 Clinical (unspecified phase)
0.5938 Remote Similarity NPD6268 Phase 1
0.5929 Remote Similarity NPD3967 Approved
0.5928 Remote Similarity NPD1952 Discontinued
0.5926 Remote Similarity NPD3486 Clinical (unspecified phase)
0.5924 Remote Similarity NPD6164 Phase 2
0.5924 Remote Similarity NPD7865 Approved
0.5924 Remote Similarity NPD6165 Phase 2
0.5923 Remote Similarity NPD1623 Approved
0.5917 Remote Similarity NPD6180 Clinical (unspecified phase)
0.5913 Remote Similarity NPD8096 Phase 3
0.5913 Remote Similarity NPD8097 Phase 3
0.5913 Remote Similarity NPD7656 Approved
0.5913 Remote Similarity NPD7657 Approved
0.5909 Remote Similarity NPD7618 Phase 3
0.5909 Remote Similarity NPD7619 Phase 3
0.5905 Remote Similarity NPD2928 Phase 2
0.5901 Remote Similarity NPD7946 Pre-registration
0.5893 Remote Similarity NPD7903 Clinical (unspecified phase)
0.589 Remote Similarity NPD7098 Clinical (unspecified phase)
0.589 Remote Similarity NPD1896 Approved
0.5885 Remote Similarity NPD3347 Clinical (unspecified phase)
0.5885 Remote Similarity NPD3247 Clinical (unspecified phase)
0.588 Remote Similarity NPD8000 Clinical (unspecified phase)
0.5872 Remote Similarity NPD1996 Discontinued
0.5867 Remote Similarity NPD3834 Clinical (unspecified phase)
0.5865 Remote Similarity NPD6752 Phase 1
0.5865 Remote Similarity NPD6753 Phase 1
0.5859 Remote Similarity NPD7001 Phase 3
0.5859 Remote Similarity NPD7568 Phase 1
0.5856 Remote Similarity NPD6664 Approved
0.5856 Remote Similarity NPD5446 Phase 2
0.5855 Remote Similarity NPD6470 Phase 3
0.5852 Remote Similarity NPD5510 Approved
0.5845 Remote Similarity NPD1568 Clinical (unspecified phase)
0.5822 Remote Similarity NPD2590 Clinical (unspecified phase)
0.5815 Remote Similarity NPD5426 Phase 3
0.5814 Remote Similarity NPD3319 Phase 1
0.5814 Remote Similarity NPD5596 Phase 2
0.5814 Remote Similarity NPD3320 Approved
0.5814 Remote Similarity NPD3318 Approved
0.5812 Remote Similarity NPD2812 Clinical (unspecified phase)
0.5812 Remote Similarity NPD2813 Phase 3
0.5811 Remote Similarity NPD1871 Approved
0.5811 Remote Similarity NPD6449 Clinical (unspecified phase)
0.5808 Remote Similarity NPD4960 Approved
0.5808 Remote Similarity NPD7232 Discontinued
0.5808 Remote Similarity NPD6459 Phase 2
0.5808 Remote Similarity NPD4959 Approved
0.5808 Remote Similarity NPD8399 Phase 1
0.5808 Remote Similarity NPD8423 Phase 2
0.5806 Remote Similarity NPD706 Phase 1
0.5806 Remote Similarity NPD7026 Phase 2
0.5801 Remote Similarity NPD7470 Discontinued
0.5801 Remote Similarity NPD7070 Clinical (unspecified phase)
0.5794 Remote Similarity NPD3989 Phase 3
0.5794 Remote Similarity NPD2547 Discontinued
0.5792 Remote Similarity NPD8292 Phase 2
0.5789 Remote Similarity NPD5489 Phase 1
0.5789 Remote Similarity NPD5491 Phase 3
0.5787 Remote Similarity NPD6578 Clinical (unspecified phase)
0.5787 Remote Similarity NPD4541 Clinical (unspecified phase)
0.5785 Remote Similarity NPD8317 Phase 2
0.5785 Remote Similarity NPD8316 Phase 2
0.5783 Remote Similarity NPD2819 Clinical (unspecified phase)
0.578 Remote Similarity NPD6141 Clinical (unspecified phase)
0.578 Remote Similarity NPD3961 Discontinued
0.5779 Remote Similarity NPD6465 Phase 2
0.5775 Remote Similarity NPD4155 Approved
0.5773 Remote Similarity NPD2892 Phase 1
0.5771 Remote Similarity NPD6176 Phase 1
0.5769 Remote Similarity NPD8160 Phase 2
0.5767 Remote Similarity NPD3990 Phase 3
0.5766 Remote Similarity NPD5853 Phase 3
0.5766 Remote Similarity NPD5855 Phase 3
0.576 Remote Similarity NPD2814 Clinical (unspecified phase)
0.5759 Remote Similarity NPD465 Clinical (unspecified phase)
0.5759 Remote Similarity NPD2947 Clinical (unspecified phase)
0.5758 Remote Similarity NPD7998 Clinical (unspecified phase)
0.5752 Remote Similarity NPD4962 Approved
0.5752 Remote Similarity NPD3891 Phase 2
0.5752 Remote Similarity NPD3890 Phase 2
0.5752 Remote Similarity NPD4963 Approved
0.5747 Remote Similarity NPD5973 Phase 2
0.5747 Remote Similarity NPD5974 Approved
0.5745 Remote Similarity NPD8406 Clinical (unspecified phase)
0.5745 Remote Similarity NPD8271 Discontinued
0.5739 Remote Similarity NPD6487 Approved
0.5739 Remote Similarity NPD6486 Approved
0.5739 Remote Similarity NPD6376 Discontinued
0.5737 Remote Similarity NPD1031 Discontinued
0.5737 Remote Similarity NPD8250 Phase 2
0.5735 Remote Similarity NPD2061 Approved
0.5734 Remote Similarity NPD4426 Clinical (unspecified phase)
0.5734 Remote Similarity NPD4940 Approved
0.5733 Remote Similarity NPD4863 Approved
0.5733 Remote Similarity NPD5854 Approved
0.5732 Remote Similarity NPD6829 Phase 2
0.5727 Remote Similarity NPD1043 Phase 3
0.5721 Remote Similarity NPD6732 Clinical (unspecified phase)
0.5721 Remote Similarity NPD1631 Approved
0.5721 Remote Similarity NPD6595 Phase 3
0.5721 Remote Similarity NPD5140 Approved
0.5721 Remote Similarity NPD5138 Approved
0.5714 Remote Similarity NPD3856 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7482 Phase 2
0.5714 Remote Similarity NPD7483 Phase 2
0.5714 Remote Similarity NPD4558 Phase 2
0.5708 Remote Similarity NPD8458 Clinical (unspecified phase)
0.5708 Remote Similarity NPD4961 Approved
0.5708 Remote Similarity NPD7594 Clinical (unspecified phase)
0.5702 Remote Similarity NPD7781 Approved
0.5702 Remote Similarity NPD7780 Approved
0.5702 Remote Similarity NPD7887 Approved
0.5702 Remote Similarity NPD6215 Phase 1
0.5702 Remote Similarity NPD7888 Approved
0.5701 Remote Similarity NPD3995 Approved
0.5701 Remote Similarity NPD1658 Discontinued
0.5701 Remote Similarity NPD3994 Approved

Structure

External Identifiers

PubChem CID   11193636
ChEMBL   CHEMBL1162468
ZINC  

Physicochemical Properties

Molecular Weight:  789.86
ALogP:  -1.033
MLogP:  2.01
XLogP:  5.011
# Rotatable Bonds:  17
Polar Surface Area:  205.83
# H-Bond Aceptor:  13
# H-Bond Donor:  11
# Rings:  4
# Heavy Atoms:  39

Download Data

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Structure MOL file  
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Biological Activities  
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