Natural Product: NPC310633

Natural Product ID:  NPC310633
Common Name:   Nagelamide A
IUPAC Name:   N-[(3S)-3-[2-amino-4-[(E)-3-[(4,5-dibromo-1H-pyrrole-2-carbonyl)amino]prop-1-enyl]-1H-imidazol-5-yl]-3-(2-amino-1H-imidazol-5-yl)propyl]-4,5-dibromo-1H-pyrrole-2-carboxamide
Synonyms:  
Molecular Formula:   C22H22Br4N10O2
Standard InCHIKey:  QLDOUIZDLPGMQO-VWCDRPFISA-N
Standard InCHI:  InChI=1S/C22H22Br4N10O2/c23-10-6-13(32-17(10)25)19(37)29-4-1-2-12-16(36-22(28)34-12)9(15-8-31-21(27)35-15)3-5-30-20(38)14-7-11(24)18(26)33-14/h1-2,6-9,32-33H,3-5H2,(H,29,37)(H,30,38)(H3,27,31,35)(H3,28,34,36)/b2-1+/t9-/m0/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)CCNC(=O)c1cc(c([nH]1)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
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 = 48000 nM DrugMatrix in vitro pharmacology data
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC = 2.08 ug/ml 18299196
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 16.7 ug/ml 20329733
NPT19 Organism Escherichia coli Escherichia coli MIC = 33.3 ug/ml 20638854

  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 NPC310633 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
0.994 High Similarity NPC111566
0.982 High Similarity NPC63571
0.9593 High Similarity NPC19342
0.9326 High Similarity NPC9635
0.9213 High Similarity NPC19696
0.9213 High Similarity NPC136957
0.9101 High Similarity NPC174281
0.9101 High Similarity NPC475286
0.9045 High Similarity NPC476526
0.9045 High Similarity NPC48117
0.9045 High Similarity NPC329765
0.8976 High Similarity NPC206148
0.875 High Similarity NPC469716
0.8596 High Similarity NPC476527
0.8505 High Similarity NPC469717
0.8391 Intermediate Similarity NPC54214
0.8314 Intermediate Similarity NPC73687
0.8182 Intermediate Similarity NPC476421
0.8182 Intermediate Similarity NPC469976
0.8182 Intermediate Similarity NPC28096
0.8182 Intermediate Similarity NPC227489
0.8146 Intermediate Similarity NPC136441
0.8135 Intermediate Similarity NPC476524
0.8135 Intermediate Similarity NPC476525
0.8103 Intermediate Similarity NPC476418
0.8079 Intermediate Similarity NPC226835
0.7967 Intermediate Similarity NPC184932
0.7967 Intermediate Similarity NPC472861
0.7833 Intermediate Similarity NPC80528
0.779 Intermediate Similarity NPC97106
0.7784 Intermediate Similarity NPC469814
0.7765 Intermediate Similarity NPC260041
0.7692 Intermediate Similarity NPC37268
0.7644 Intermediate Similarity NPC476414
0.7637 Intermediate Similarity NPC271927
0.7592 Intermediate Similarity NPC476413
0.759 Intermediate Similarity NPC150592
0.753 Intermediate Similarity NPC20021
0.7527 Intermediate Similarity NPC314281
0.7527 Intermediate Similarity NPC40530
0.7421 Intermediate Similarity NPC112489
0.7421 Intermediate Similarity NPC46022
0.7418 Intermediate Similarity NPC474696
0.7374 Intermediate Similarity NPC27296
0.7363 Intermediate Similarity NPC2414
0.7358 Intermediate Similarity NPC210123
0.7263 Intermediate Similarity NPC474236
0.7213 Intermediate Similarity NPC306160
0.7194 Intermediate Similarity NPC188821
0.7194 Intermediate Similarity NPC474180
0.7174 Intermediate Similarity NPC474383
0.7173 Intermediate Similarity NPC270834
0.7157 Intermediate Similarity NPC46811
0.7143 Intermediate Similarity NPC66642
0.7136 Intermediate Similarity NPC474389
0.7067 Intermediate Similarity NPC470703
0.7019 Intermediate Similarity NPC470702
0.7019 Intermediate Similarity NPC473218
0.7011 Intermediate Similarity NPC473706
0.6961 Remote Similarity NPC472260
0.6931 Remote Similarity NPC477004
0.6923 Remote Similarity NPC476423
0.6891 Remote Similarity NPC16659
0.6875 Remote Similarity NPC473380
0.6875 Remote Similarity NPC240088
0.6839 Remote Similarity NPC265710
0.6809 Remote Similarity NPC233380
0.6791 Remote Similarity NPC253687
0.6757 Remote Similarity NPC474357
0.6742 Remote Similarity NPC470323
0.6732 Remote Similarity NPC13456
0.6732 Remote Similarity NPC269203
0.6732 Remote Similarity NPC77241
0.6732 Remote Similarity NPC166209
0.6712 Remote Similarity NPC267078
0.6712 Remote Similarity NPC935
0.6698 Remote Similarity NPC469715
0.6683 Remote Similarity NPC153123
0.6683 Remote Similarity NPC201266
0.6683 Remote Similarity NPC475914
0.6683 Remote Similarity NPC220797
0.6683 Remote Similarity NPC268744
0.6683 Remote Similarity NPC474318
0.6667 Remote Similarity NPC133003
0.6648 Remote Similarity NPC291517
0.6648 Remote Similarity NPC23215
0.6636 Remote Similarity NPC50562
0.6636 Remote Similarity NPC474195
0.662 Remote Similarity NPC475736
0.6616 Remote Similarity NPC477003
0.6611 Remote Similarity NPC58268
0.6611 Remote Similarity NPC101130
0.6611 Remote Similarity NPC114033
0.6611 Remote Similarity NPC129412
0.6605 Remote Similarity NPC67658
0.6591 Remote Similarity NPC474196
0.6584 Remote Similarity NPC476460
0.6577 Remote Similarity NPC156003
0.6567 Remote Similarity NPC473666
0.6566 Remote Similarity NPC470205
0.6555 Remote Similarity NPC317701
0.6541 Remote Similarity NPC52110
0.6535 Remote Similarity NPC324091
0.6517 Remote Similarity NPC138596
0.6517 Remote Similarity NPC195704
0.6517 Remote Similarity NPC64661
0.6517 Remote Similarity NPC292434
0.6517 Remote Similarity NPC14448
0.6517 Remote Similarity NPC98156
0.6517 Remote Similarity NPC200397
0.6517 Remote Similarity NPC167200
0.6513 Remote Similarity NPC186068
0.6509 Remote Similarity NPC116555
0.6492 Remote Similarity NPC247987
0.6489 Remote Similarity NPC142688
0.6482 Remote Similarity NPC117027
0.6468 Remote Similarity NPC17273
0.6468 Remote Similarity NPC141612
0.6468 Remote Similarity NPC135601
0.6464 Remote Similarity NPC12831
0.6464 Remote Similarity NPC59839
0.6464 Remote Similarity NPC97230
0.6464 Remote Similarity NPC3698
0.6464 Remote Similarity NPC286529
0.6464 Remote Similarity NPC302717
0.6464 Remote Similarity NPC209281
0.6464 Remote Similarity NPC48171
0.6464 Remote Similarity NPC74928
0.6464 Remote Similarity NPC205604
0.6464 Remote Similarity NPC169308
0.6464 Remote Similarity NPC77582
0.6464 Remote Similarity NPC129753
0.6464 Remote Similarity NPC244087
0.6462 Remote Similarity NPC161861
0.645 Remote Similarity NPC21429
0.6445 Remote Similarity NPC473376
0.6442 Remote Similarity NPC237414
0.6425 Remote Similarity NPC243633
0.6425 Remote Similarity NPC175150
0.6422 Remote Similarity NPC267811
0.6418 Remote Similarity NPC308931
0.6418 Remote Similarity NPC99939
0.6383 Remote Similarity NPC232798
0.6364 Remote Similarity NPC168209
0.6359 Remote Similarity NPC471943
0.6355 Remote Similarity NPC473946
0.635 Remote Similarity NPC307191
0.6349 Remote Similarity NPC75135
0.6341 Remote Similarity NPC243716
0.6327 Remote Similarity NPC69843
0.6316 Remote Similarity NPC171317
0.6313 Remote Similarity NPC477413
0.6298 Remote Similarity NPC472288
0.6298 Remote Similarity NPC79356
0.6298 Remote Similarity NPC102592
0.6294 Remote Similarity NPC477611
0.6284 Remote Similarity NPC282247
0.6281 Remote Similarity NPC284775
0.628 Remote Similarity NPC304203
0.6277 Remote Similarity NPC471655
0.6267 Remote Similarity NPC320968
0.6266 Remote Similarity NPC17487
0.6266 Remote Similarity NPC201831
0.6256 Remote Similarity NPC474258
0.6239 Remote Similarity NPC477107
0.6239 Remote Similarity NPC477108
0.6239 Remote Similarity NPC477109
0.6231 Remote Similarity NPC151635
0.6219 Remote Similarity NPC477042
0.6219 Remote Similarity NPC91179
0.6219 Remote Similarity NPC234403
0.6219 Remote Similarity NPC79777
0.6219 Remote Similarity NPC88110
0.621 Remote Similarity NPC54744
0.6207 Remote Similarity NPC110158
0.6202 Remote Similarity NPC326422
0.6195 Remote Similarity NPC17059
0.6178 Remote Similarity NPC33229
0.6173 Remote Similarity NPC109447
0.6165 Remote Similarity NPC213629
0.6164 Remote Similarity NPC471194
0.6164 Remote Similarity NPC471193
0.6158 Remote Similarity NPC109158
0.6154 Remote Similarity NPC477167
0.6154 Remote Similarity NPC477166
0.6154 Remote Similarity NPC274981
0.6154 Remote Similarity NPC473342
0.6154 Remote Similarity NPC304187
0.615 Remote Similarity NPC204141
0.6146 Remote Similarity NPC94752
0.6127 Remote Similarity NPC108011
0.6127 Remote Similarity NPC228835
0.6122 Remote Similarity NPC17751
0.6122 Remote Similarity NPC280864
0.6119 Remote Similarity NPC72956
0.6116 Remote Similarity NPC272174
0.61 Remote Similarity NPC469529
0.6094 Remote Similarity NPC298288
0.6094 Remote Similarity NPC477815
0.6091 Remote Similarity NPC6865

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC310633 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
0.7487 Intermediate Similarity NPD7459 Phase 2
0.6869 Remote Similarity NPD5686 Approved
0.6869 Remote Similarity NPD5685 Approved
0.67 Remote Similarity NPD2289 Phase 3
0.67 Remote Similarity NPD2290 Phase 3
0.6667 Remote Similarity NPD2442 Approved
0.6667 Remote Similarity NPD2443 Approved
0.6635 Remote Similarity NPD7704 Clinical (unspecified phase)
0.6498 Remote Similarity NPD5643 Phase 2
0.6479 Remote Similarity NPD2408 Discontinued
0.6462 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6462 Remote Similarity NPD1506 Discontinued
0.6439 Remote Similarity NPD460 Discontinued
0.6438 Remote Similarity NPD5198 Approved
0.6438 Remote Similarity NPD5199 Approved
0.6415 Remote Similarity NPD2008 Discontinued
0.6402 Remote Similarity NPD1600 Suspended
0.6394 Remote Similarity NPD1982 Phase 1
0.6359 Remote Similarity NPD5274 Clinical (unspecified phase)
0.6355 Remote Similarity NPD2009 Clinical (unspecified phase)
0.6346 Remote Similarity NPD2880 Discontinued
0.6341 Remote Similarity NPD5592 Clinical (unspecified phase)
0.6335 Remote Similarity NPD6579 Phase 2
0.633 Remote Similarity NPD9343 Clinical (unspecified phase)
0.6313 Remote Similarity NPD2411 Approved
0.6305 Remote Similarity NPD5820 Clinical (unspecified phase)
0.6303 Remote Similarity NPD6837 Clinical (unspecified phase)
0.6291 Remote Similarity NPD6288 Clinical (unspecified phase)
0.6286 Remote Similarity NPD2405 Phase 3
0.6262 Remote Similarity NPD6180 Clinical (unspecified phase)
0.6239 Remote Similarity NPD7656 Approved
0.6239 Remote Similarity NPD7657 Approved
0.6205 Remote Similarity NPD5001 Clinical (unspecified phase)
0.6199 Remote Similarity NPD8256 Approved
0.6199 Remote Similarity NPD8258 Clinical (unspecified phase)
0.6199 Remote Similarity NPD8257 Approved
0.619 Remote Similarity NPD5446 Phase 2
0.619 Remote Similarity NPD1952 Discontinued
0.6182 Remote Similarity NPD7971 Clinical (unspecified phase)
0.6182 Remote Similarity NPD7970 Approved
0.6171 Remote Similarity NPD6470 Phase 3
0.6169 Remote Similarity NPD2590 Clinical (unspecified phase)
0.6162 Remote Similarity NPD3347 Clinical (unspecified phase)
0.6158 Remote Similarity NPD3318 Approved
0.6158 Remote Similarity NPD3319 Phase 1
0.6158 Remote Similarity NPD3320 Approved
0.6157 Remote Similarity NPD6328 Clinical (unspecified phase)
0.615 Remote Similarity NPD2367 Phase 2
0.615 Remote Similarity NPD7817 Phase 1
0.615 Remote Similarity NPD5017 Discontinued
0.6129 Remote Similarity NPD6459 Phase 2
0.6124 Remote Similarity NPD1031 Discontinued
0.6117 Remote Similarity NPD3246 Discontinued
0.6111 Remote Similarity NPD3967 Approved
0.6101 Remote Similarity NPD2819 Clinical (unspecified phase)
0.6095 Remote Similarity NPD5855 Phase 3
0.6095 Remote Similarity NPD5853 Phase 3
0.6085 Remote Similarity NPD465 Clinical (unspecified phase)
0.6083 Remote Similarity NPD3411 Phase 2
0.6083 Remote Similarity NPD3410 Approved
0.6078 Remote Similarity NPD6465 Phase 2
0.6077 Remote Similarity NPD7098 Clinical (unspecified phase)
0.6075 Remote Similarity NPD3891 Phase 2
0.6075 Remote Similarity NPD3890 Phase 2
0.6073 Remote Similarity NPD7809 Clinical (unspecified phase)
0.6068 Remote Similarity NPD4426 Clinical (unspecified phase)
0.6056 Remote Similarity NPD5854 Approved
0.6054 Remote Similarity NPD569 Clinical (unspecified phase)
0.6045 Remote Similarity NPD4863 Approved
0.6044 Remote Similarity NPD6210 Phase 3
0.604 Remote Similarity NPD7865 Approved
0.6038 Remote Similarity NPD6664 Approved
0.6037 Remote Similarity NPD4559 Clinical (unspecified phase)
0.6035 Remote Similarity NPD7716 Approved
0.6035 Remote Similarity NPD7717 Approved
0.6029 Remote Similarity NPD1658 Discontinued
0.6029 Remote Similarity NPD1783 Clinical (unspecified phase)
0.6029 Remote Similarity NPD3178 Discontinued
0.6027 Remote Similarity NPD3968 Approved
0.6021 Remote Similarity NPD971 Clinical (unspecified phase)
0.601 Remote Similarity NPD439 Approved
0.601 Remote Similarity NPD438 Approved
0.601 Remote Similarity NPD1250 Clinical (unspecified phase)
0.6 Remote Similarity NPD3360 Clinical (unspecified phase)
0.6 Remote Similarity NPD5974 Approved
0.6 Remote Similarity NPD5973 Phase 2
0.5979 Remote Similarity NPD175 Clinical (unspecified phase)
0.5972 Remote Similarity NPD6268 Phase 1
0.5972 Remote Similarity NPD6269 Clinical (unspecified phase)
0.5972 Remote Similarity NPD4134 Clinical (unspecified phase)
0.5971 Remote Similarity NPD1096 Discontinued
0.5963 Remote Similarity NPD6271 Approved
0.5962 Remote Similarity NPD3486 Clinical (unspecified phase)
0.5957 Remote Similarity NPD6165 Phase 2
0.5957 Remote Similarity NPD6164 Phase 2
0.5956 Remote Similarity NPD4541 Clinical (unspecified phase)
0.5943 Remote Similarity NPD7406 Phase 2
0.5943 Remote Similarity NPD7618 Phase 3
0.5943 Remote Similarity NPD7619 Phase 3
0.5938 Remote Similarity NPD3353 Approved
0.5933 Remote Similarity NPD1284 Clinical (unspecified phase)
0.5931 Remote Similarity NPD3076 Approved
0.5931 Remote Similarity NPD3078 Approved
0.5931 Remote Similarity NPD3079 Approved
0.5931 Remote Similarity NPD3077 Approved
0.593 Remote Similarity NPD2392 Clinical (unspecified phase)
0.5924 Remote Similarity NPD272 Approved
0.5924 Remote Similarity NPD4922 Phase 2
0.5924 Remote Similarity NPD1896 Approved
0.5919 Remote Similarity NPD2363 Discontinued
0.5917 Remote Similarity NPD7209 Approved
0.5917 Remote Similarity NPD7207 Approved
0.5917 Remote Similarity NPD7208 Approved
0.5915 Remote Similarity NPD7027 Phase 3
0.5913 Remote Similarity NPD7026 Phase 2
0.5913 Remote Similarity NPD5887 Clinical (unspecified phase)
0.5907 Remote Similarity NPD7621 Clinical (unspecified phase)
0.5904 Remote Similarity NPD3834 Clinical (unspecified phase)
0.5902 Remote Similarity NPD5473 Discontinued
0.5902 Remote Similarity NPD5962 Phase 2
0.5901 Remote Similarity NPD8013 Clinical (unspecified phase)
0.5897 Remote Similarity NPD8047 Clinical (unspecified phase)
0.5894 Remote Similarity NPD3607 Clinical (unspecified phase)
0.5893 Remote Similarity NPD4395 Phase 1
0.5885 Remote Similarity NPD4988 Discontinued
0.5882 Remote Similarity NPD3041 Approved
0.588 Remote Similarity NPD8317 Phase 2
0.588 Remote Similarity NPD8316 Phase 2
0.5879 Remote Similarity NPD1568 Clinical (unspecified phase)
0.5877 Remote Similarity NPD2892 Phase 1
0.5873 Remote Similarity NPD2007 Clinical (unspecified phase)
0.5871 Remote Similarity NPD1573 Approved
0.5871 Remote Similarity NPD1575 Approved
0.5864 Remote Similarity NPD8322 Phase 2
0.5862 Remote Similarity NPD4883 Approved
0.5862 Remote Similarity NPD4736 Clinical (unspecified phase)
0.5846 Remote Similarity NPD1003 Phase 2
0.5845 Remote Similarity NPD5426 Phase 3
0.5845 Remote Similarity NPD4299 Phase 1
0.5845 Remote Similarity NPD3247 Clinical (unspecified phase)
0.5845 Remote Similarity NPD8098 Approved
0.5845 Remote Similarity NPD8169 Discontinued
0.5842 Remote Similarity NPD6827 Clinical (unspecified phase)
0.5842 Remote Similarity NPD6828 Phase 2
0.5841 Remote Similarity NPD2787 Clinical (unspecified phase)
0.5841 Remote Similarity NPD1871 Approved
0.5837 Remote Similarity NPD4940 Approved
0.5833 Remote Similarity NPD4075 Phase 2
0.583 Remote Similarity NPD3915 Approved
0.5826 Remote Similarity NPD2879 Approved
0.5826 Remote Similarity NPD2881 Approved
0.5825 Remote Similarity NPD3927 Phase 2
0.5822 Remote Similarity NPD2547 Discontinued
0.5822 Remote Similarity NPD3460 Discontinued
0.5818 Remote Similarity NPD5489 Phase 1
0.5818 Remote Similarity NPD5491 Phase 3
0.5815 Remote Similarity NPD1623 Approved
0.5811 Remote Similarity NPD5510 Approved
0.581 Remote Similarity NPD3961 Discontinued
0.5804 Remote Similarity NPD3916 Clinical (unspecified phase)
0.5804 Remote Similarity NPD3917 Approved
0.5804 Remote Similarity NPD8097 Phase 3
0.5804 Remote Similarity NPD3918 Approved
0.5804 Remote Similarity NPD8096 Phase 3
0.5802 Remote Similarity NPD4558 Phase 2
0.5801 Remote Similarity NPD5987 Approved
0.5801 Remote Similarity NPD5986 Approved
0.5797 Remote Similarity NPD1895 Discontinued
0.5794 Remote Similarity NPD7887 Approved
0.5794 Remote Similarity NPD7888 Approved
0.5787 Remote Similarity NPD2947 Clinical (unspecified phase)
0.5782 Remote Similarity NPD7175 Phase 1
0.5782 Remote Similarity NPD5016 Approved
0.5781 Remote Similarity NPD6986 Phase 1
0.578 Remote Similarity NPD7903 Clinical (unspecified phase)
0.578 Remote Similarity NPD7727 Phase 2
0.5779 Remote Similarity NPD6771 Discontinued
0.5777 Remote Similarity NPD2930 Clinical (unspecified phase)
0.5773 Remote Similarity NPD3833 Phase 3
0.5773 Remote Similarity NPD3835 Phase 3
0.5773 Remote Similarity NPD8114 Approved
0.5773 Remote Similarity NPD5000 Phase 2
0.5773 Remote Similarity NPD8115 Approved
0.5771 Remote Similarity NPD2478 Clinical (unspecified phase)
0.5771 Remote Similarity NPD4643 Clinical (unspecified phase)
0.5769 Remote Similarity NPD7401 Clinical (unspecified phase)
0.5767 Remote Similarity NPD2222 Discontinued
0.5767 Remote Similarity NPD9599 Approved
0.5767 Remote Similarity NPD7023 Clinical (unspecified phase)
0.5766 Remote Similarity NPD7232 Discontinued
0.5765 Remote Similarity NPD2061 Approved
0.5764 Remote Similarity NPD1996 Discontinued
0.5762 Remote Similarity NPD3913 Clinical (unspecified phase)
0.5761 Remote Similarity NPD803 Phase 1
0.5761 Remote Similarity NPD809 Discontinued
0.5758 Remote Similarity NPD6753 Phase 1
0.5758 Remote Similarity NPD6752 Phase 1
0.5758 Remote Similarity NPD6849 Phase 2
0.5758 Remote Similarity NPD6850 Phase 2
0.5756 Remote Similarity NPD4385 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11411715
ChEMBL   CHEMBL1162467
ZINC  

Physicochemical Properties

Molecular Weight:  773.87
ALogP:  -0.8103
MLogP:  2.12
XLogP:  5.183
# Rotatable Bonds:  16
Polar Surface Area:  185.6
# H-Bond Aceptor:  12
# H-Bond Donor:  10
# Rings:  4
# Heavy Atoms:  38

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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