Natural Product: NPC73687

Natural Product ID:  NPC73687
Common Name:   Stevensine
IUPAC Name:   4-(2-amino-1H-imidazol-5-yl)-2,3-dibromo-6,7-dihydro-1H-pyrrolo[2,3-c]azepin-8-one
Synonyms:   stevensine
Molecular Formula:   C11H9Br2N5O
Standard InCHIKey:  ZNIBKSGUBSYKLY-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C11H9Br2N5O/c12-7-6-4(5-3-16-11(14)17-5)1-2-15-10(19)8(6)18-9(7)13/h1,3,18H,2H2,(H,15,19)(H3,14,16,17)
Canonical SMILES:  O=C1NCC=C(c2c1[nH]c(c2Br)Br)c1c[nH]c(=N)[nH]1
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
NPO16568 Vernonia cotoneaster Species Asteraceae Eukaryota UNPD*
NPO261 Sulfurospirillum multivorans Species Campylobacteraceae Bacteria UNPD*
NPO13082 Veratrum californicum Species Melanthiaceae Eukaryota UNPD*
NPO17379 Lepidium syvaschicum Species Brassicaceae Eukaryota UNPD*
NPO10821 Magnolia praecocissima Species Magnoliaceae Eukaryota UNPD*
NPO17927 Streptomyces thioluteus Species Streptomycetaceae Bacteria UNPD*
NPO13341 Bryopsis pennata Species Bryopsidaceae Eukaryota Hawaiian PMID[19916528]
NPO11624 Didymella lethalis Species Didymellaceae Eukaryota UNPD*
NPO5061 Rhaphiolepis indica Species Rosaceae Eukaryota UNPD*
NPO17228 Streptosporangium sibiricum Species Streptosporangiaceae Bacteria UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 1.8 ug/ml 17190452
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis Inhibition = 95 % 17190452
NPT267 Individual Protein Neuropeptide Y receptor type 1 Homo sapiens Activity = 100 % 19916528
NPT267 Individual Protein Neuropeptide Y receptor type 1 Homo sapiens Activity = 81 % 19916528
NPT247 Individual Protein Endothelin receptor ET-A Homo sapiens Activity = 78 % 19916528
NPT247 Individual Protein Endothelin receptor ET-A Homo sapiens Activity = 68 % 19916528

  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 NPC73687 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
0.9299 High Similarity NPC469976
0.8981 High Similarity NPC206148
0.8765 High Similarity NPC271927
0.8563 High Similarity NPC184932
0.8563 High Similarity NPC472861
0.8519 High Similarity NPC474696
0.8364 Intermediate Similarity NPC54214
0.8363 Intermediate Similarity NPC63571
0.8363 Intermediate Similarity NPC111566
0.8314 Intermediate Similarity NPC310633
0.8263 Intermediate Similarity NPC37268
0.8182 Intermediate Similarity NPC19342
0.8061 Intermediate Similarity NPC476418
0.8036 Intermediate Similarity NPC28096
0.8036 Intermediate Similarity NPC476421
0.8036 Intermediate Similarity NPC227489
0.7956 Intermediate Similarity NPC19696
0.7956 Intermediate Similarity NPC136957
0.7929 Intermediate Similarity NPC226835
0.7895 Intermediate Similarity NPC136441
0.7889 Intermediate Similarity NPC476526
0.7889 Intermediate Similarity NPC48117
0.7889 Intermediate Similarity NPC329765
0.7882 Intermediate Similarity NPC80528
0.7845 Intermediate Similarity NPC174281
0.7845 Intermediate Similarity NPC475286
0.7836 Intermediate Similarity NPC97106
0.7812 Intermediate Similarity NPC260041
0.7798 Intermediate Similarity NPC2414
0.7772 Intermediate Similarity NPC9635
0.7742 Intermediate Similarity NPC150592
0.7564 Intermediate Similarity NPC20021
0.754 Intermediate Similarity NPC469716
0.7528 Intermediate Similarity NPC469814
0.7527 Intermediate Similarity NPC476413
0.7486 Intermediate Similarity NPC476414
0.7435 Intermediate Similarity NPC476524
0.7435 Intermediate Similarity NPC476525
0.7396 Intermediate Similarity NPC27296
0.7348 Intermediate Similarity NPC476527
0.7278 Intermediate Similarity NPC474236
0.7273 Intermediate Similarity NPC469717
0.7225 Intermediate Similarity NPC306160
0.7184 Intermediate Similarity NPC474383
0.7158 Intermediate Similarity NPC46022
0.7158 Intermediate Similarity NPC112489
0.7143 Intermediate Similarity NPC474389
0.7112 Intermediate Similarity NPC188821
0.7112 Intermediate Similarity NPC474180
0.7107 Intermediate Similarity NPC469715
0.7086 Intermediate Similarity NPC233380
0.7039 Intermediate Similarity NPC186068
0.6919 Remote Similarity NPC476423
0.6914 Remote Similarity NPC473706
0.6895 Remote Similarity NPC46811
0.6776 Remote Similarity NPC473380
0.6776 Remote Similarity NPC240088
0.6755 Remote Similarity NPC473946
0.6738 Remote Similarity NPC474258
0.6705 Remote Similarity NPC475870
0.6705 Remote Similarity NPC471655
0.6703 Remote Similarity NPC314281
0.6703 Remote Similarity NPC40530
0.6667 Remote Similarity NPC477004
0.6667 Remote Similarity NPC472260
0.665 Remote Similarity NPC470703
0.6649 Remote Similarity NPC265710
0.6648 Remote Similarity NPC274981
0.6613 Remote Similarity NPC16659
0.6601 Remote Similarity NPC470702
0.6601 Remote Similarity NPC473218
0.6573 Remote Similarity NPC474492
0.6556 Remote Similarity NPC247987
0.6534 Remote Similarity NPC232798
0.6527 Remote Similarity NPC23215
0.6527 Remote Similarity NPC291517
0.6524 Remote Similarity NPC234403
0.6522 Remote Similarity NPC475736
0.6514 Remote Similarity NPC52110
0.6477 Remote Similarity NPC210123
0.6465 Remote Similarity NPC77241
0.6465 Remote Similarity NPC13456
0.6465 Remote Similarity NPC166209
0.6465 Remote Similarity NPC269203
0.6464 Remote Similarity NPC162268
0.6461 Remote Similarity NPC142688
0.6459 Remote Similarity NPC474195
0.6456 Remote Similarity NPC50562
0.6444 Remote Similarity NPC470680
0.6444 Remote Similarity NPC100104
0.6436 Remote Similarity NPC79777
0.6425 Remote Similarity NPC67658
0.6414 Remote Similarity NPC220797
0.6414 Remote Similarity NPC475914
0.6414 Remote Similarity NPC474318
0.6414 Remote Similarity NPC153123
0.6414 Remote Similarity NPC201266
0.6414 Remote Similarity NPC268744
0.6409 Remote Similarity NPC253687
0.6387 Remote Similarity NPC133003
0.6359 Remote Similarity NPC474357
0.6343 Remote Similarity NPC470323
0.6338 Remote Similarity NPC474196
0.6335 Remote Similarity NPC21429
0.6335 Remote Similarity NPC477003
0.6332 Remote Similarity NPC237414
0.6313 Remote Similarity NPC267078
0.6313 Remote Similarity NPC935
0.6311 Remote Similarity NPC66642
0.6307 Remote Similarity NPC100726
0.6289 Remote Similarity NPC473628
0.6283 Remote Similarity NPC270834
0.6269 Remote Similarity NPC17273
0.6269 Remote Similarity NPC135601
0.6269 Remote Similarity NPC141612
0.6263 Remote Similarity NPC182940
0.6256 Remote Similarity NPC324091
0.6256 Remote Similarity NPC475874
0.625 Remote Similarity NPC17751
0.625 Remote Similarity NPC156003
0.625 Remote Similarity NPC280864
0.625 Remote Similarity NPC110158
0.6244 Remote Similarity NPC116555
0.6244 Remote Similarity NPC175150
0.6244 Remote Similarity NPC243633
0.6236 Remote Similarity NPC473878
0.623 Remote Similarity NPC307191
0.6207 Remote Similarity NPC129412
0.6207 Remote Similarity NPC114033
0.6207 Remote Similarity NPC101130
0.6207 Remote Similarity NPC58268
0.6203 Remote Similarity NPC262338
0.6199 Remote Similarity NPC200397
0.6199 Remote Similarity NPC292434
0.6199 Remote Similarity NPC138596
0.6199 Remote Similarity NPC98156
0.6199 Remote Similarity NPC167200
0.6199 Remote Similarity NPC64661
0.6199 Remote Similarity NPC195704
0.6199 Remote Similarity NPC14448
0.6198 Remote Similarity NPC470205
0.6193 Remote Similarity NPC204141
0.6193 Remote Similarity NPC470440
0.6188 Remote Similarity NPC74357
0.6179 Remote Similarity NPC168209
0.617 Remote Similarity NPC161861
0.6163 Remote Similarity NPC125746
0.6162 Remote Similarity NPC225622
0.6162 Remote Similarity NPC221726
0.6162 Remote Similarity NPC477414
0.6154 Remote Similarity NPC212742
0.6149 Remote Similarity NPC59839
0.6149 Remote Similarity NPC74928
0.6149 Remote Similarity NPC3698
0.6149 Remote Similarity NPC48171
0.6149 Remote Similarity NPC12831
0.6149 Remote Similarity NPC169308
0.6149 Remote Similarity NPC77582
0.6149 Remote Similarity NPC129753
0.6149 Remote Similarity NPC286529
0.6149 Remote Similarity NPC97230
0.6149 Remote Similarity NPC244087
0.6149 Remote Similarity NPC205604
0.6149 Remote Similarity NPC209281
0.6149 Remote Similarity NPC302717
0.6142 Remote Similarity NPC476460
0.6142 Remote Similarity NPC243716
0.6138 Remote Similarity NPC280297
0.6133 Remote Similarity NPC75135
0.6127 Remote Similarity NPC317701
0.6111 Remote Similarity NPC109158
0.6105 Remote Similarity NPC151635
0.6102 Remote Similarity NPC467188
0.61 Remote Similarity NPC102592
0.61 Remote Similarity NPC79356
0.6098 Remote Similarity NPC473376
0.6094 Remote Similarity NPC477042
0.6089 Remote Similarity NPC123906
0.6089 Remote Similarity NPC102664
0.6073 Remote Similarity NPC284775
0.6064 Remote Similarity NPC471943
0.6062 Remote Similarity NPC191415
0.6053 Remote Similarity NPC469529
0.6051 Remote Similarity NPC99939
0.6051 Remote Similarity NPC308931
0.6051 Remote Similarity NPC311282
0.6044 Remote Similarity NPC298288
0.6043 Remote Similarity NPC109447
0.6043 Remote Similarity NPC49217
0.6042 Remote Similarity NPC11126
0.6032 Remote Similarity NPC302647
0.6031 Remote Similarity NPC102755
0.603 Remote Similarity NPC477167
0.603 Remote Similarity NPC304187
0.603 Remote Similarity NPC473342
0.603 Remote Similarity NPC477166
0.6025 Remote Similarity NPC291389
0.6022 Remote Similarity NPC217021
0.6022 Remote Similarity NPC470679
0.601 Remote Similarity NPC88110

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC73687 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
0.6531 Remote Similarity NPD7459 Phase 2
0.6513 Remote Similarity NPD2290 Phase 3
0.6513 Remote Similarity NPD2289 Phase 3
0.651 Remote Similarity NPD5686 Approved
0.651 Remote Similarity NPD5685 Approved
0.6436 Remote Similarity NPD1506 Discontinued
0.6354 Remote Similarity NPD5820 Clinical (unspecified phase)
0.6327 Remote Similarity NPD460 Discontinued
0.6324 Remote Similarity NPD2442 Approved
0.6324 Remote Similarity NPD2443 Approved
0.6224 Remote Similarity NPD5592 Clinical (unspecified phase)
0.6214 Remote Similarity NPD2408 Discontinued
0.6201 Remote Similarity NPD9343 Clinical (unspecified phase)
0.62 Remote Similarity NPD465 Clinical (unspecified phase)
0.6179 Remote Similarity NPD5198 Approved
0.6179 Remote Similarity NPD5199 Approved
0.6154 Remote Similarity NPD2009 Clinical (unspecified phase)
0.6135 Remote Similarity NPD1600 Suspended
0.6119 Remote Similarity NPD1982 Phase 1
0.6114 Remote Similarity NPD3319 Phase 1
0.6114 Remote Similarity NPD3318 Approved
0.6114 Remote Similarity NPD3320 Approved
0.6092 Remote Similarity NPD569 Clinical (unspecified phase)
0.6089 Remote Similarity NPD2405 Phase 3
0.6068 Remote Similarity NPD2008 Discontinued
0.6061 Remote Similarity NPD1658 Discontinued
0.6048 Remote Similarity NPD7657 Approved
0.6048 Remote Similarity NPD7656 Approved
0.6039 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6032 Remote Similarity NPD3347 Clinical (unspecified phase)
0.6019 Remote Similarity NPD5001 Clinical (unspecified phase)
0.6019 Remote Similarity NPD6288 Clinical (unspecified phase)
0.6011 Remote Similarity NPD276 Clinical (unspecified phase)
0.6009 Remote Similarity NPD5643 Phase 2
0.599 Remote Similarity NPD1952 Discontinued
0.599 Remote Similarity NPD2880 Discontinued
0.599 Remote Similarity NPD3246 Discontinued
0.5981 Remote Similarity NPD7704 Clinical (unspecified phase)
0.5979 Remote Similarity NPD3178 Discontinued
0.5979 Remote Similarity NPD1783 Clinical (unspecified phase)
0.596 Remote Similarity NPD1284 Clinical (unspecified phase)
0.5939 Remote Similarity NPD7026 Phase 2
0.5938 Remote Similarity NPD2367 Phase 2
0.5924 Remote Similarity NPD4863 Approved
0.5922 Remote Similarity NPD175 Clinical (unspecified phase)
0.5918 Remote Similarity NPD1096 Discontinued
0.5911 Remote Similarity NPD5446 Phase 2
0.5907 Remote Similarity NPD3041 Approved
0.59 Remote Similarity NPD6180 Clinical (unspecified phase)
0.5896 Remote Similarity NPD2411 Approved
0.5885 Remote Similarity NPD6328 Clinical (unspecified phase)
0.5879 Remote Similarity NPD1250 Clinical (unspecified phase)
0.5876 Remote Similarity NPD9599 Approved
0.5876 Remote Similarity NPD2590 Clinical (unspecified phase)
0.5874 Remote Similarity NPD6837 Clinical (unspecified phase)
0.5873 Remote Similarity NPD438 Approved
0.5873 Remote Similarity NPD439 Approved
0.5871 Remote Similarity NPD4922 Phase 2
0.5862 Remote Similarity NPD272 Approved
0.586 Remote Similarity NPD2214 Approved
0.586 Remote Similarity NPD2213 Approved
0.5859 Remote Similarity NPD4426 Clinical (unspecified phase)
0.5849 Remote Similarity NPD3915 Approved
0.5841 Remote Similarity NPD7970 Approved
0.5841 Remote Similarity NPD7971 Clinical (unspecified phase)
0.5837 Remote Similarity NPD3967 Approved
0.5837 Remote Similarity NPD4559 Clinical (unspecified phase)
0.5822 Remote Similarity NPD3918 Approved
0.5822 Remote Similarity NPD3916 Clinical (unspecified phase)
0.5822 Remote Similarity NPD3917 Approved
0.5813 Remote Similarity NPD5855 Phase 3
0.5813 Remote Similarity NPD5853 Phase 3
0.581 Remote Similarity NPD3410 Approved
0.581 Remote Similarity NPD3411 Phase 2
0.5797 Remote Similarity NPD3890 Phase 2
0.5797 Remote Similarity NPD7817 Phase 1
0.5797 Remote Similarity NPD3891 Phase 2
0.5795 Remote Similarity NPD3079 Approved
0.5795 Remote Similarity NPD3078 Approved
0.5795 Remote Similarity NPD3077 Approved
0.5795 Remote Similarity NPD3076 Approved
0.5792 Remote Similarity NPD7098 Clinical (unspecified phase)
0.5792 Remote Similarity NPD1896 Approved
0.5789 Remote Similarity NPD1248 Discontinued
0.5789 Remote Similarity NPD1031 Discontinued
0.5784 Remote Similarity NPD1003 Phase 2
0.578 Remote Similarity NPD1996 Discontinued
0.578 Remote Similarity NPD6579 Phase 2
0.578 Remote Similarity NPD6210 Phase 3
0.5777 Remote Similarity NPD5854 Approved
0.5769 Remote Similarity NPD6269 Clinical (unspecified phase)
0.5769 Remote Similarity NPD6802 Phase 3
0.5769 Remote Similarity NPD6268 Phase 1
0.5764 Remote Similarity NPD5274 Clinical (unspecified phase)
0.5758 Remote Similarity NPD3607 Clinical (unspecified phase)
0.5756 Remote Similarity NPD6664 Approved
0.5755 Remote Similarity NPD3968 Approved
0.575 Remote Similarity NPD6141 Clinical (unspecified phase)
0.5746 Remote Similarity NPD3360 Clinical (unspecified phase)
0.5741 Remote Similarity NPD3353 Approved
0.5735 Remote Similarity NPD7619 Phase 3
0.5735 Remote Similarity NPD7406 Phase 2
0.5735 Remote Similarity NPD7618 Phase 3
0.5728 Remote Similarity NPD2947 Clinical (unspecified phase)
0.5728 Remote Similarity NPD7809 Clinical (unspecified phase)
0.5722 Remote Similarity NPD2007 Clinical (unspecified phase)
0.5721 Remote Similarity NPD7175 Phase 1
0.5721 Remote Similarity NPD4341 Clinical (unspecified phase)
0.5714 Remote Similarity NPD3247 Clinical (unspecified phase)
0.5708 Remote Similarity NPD6459 Phase 2
0.5707 Remote Similarity NPD971 Clinical (unspecified phase)
0.5707 Remote Similarity NPD1871 Approved
0.5707 Remote Similarity NPD7027 Phase 3
0.5706 Remote Similarity NPD201 Phase 2
0.5706 Remote Similarity NPD200 Phase 2
0.5699 Remote Similarity NPD6828 Phase 2
0.5699 Remote Similarity NPD6827 Clinical (unspecified phase)
0.5699 Remote Similarity NPD7072 Phase 2
0.5695 Remote Similarity NPD6165 Phase 2
0.5695 Remote Similarity NPD6164 Phase 2
0.5688 Remote Similarity NPD6470 Phase 3
0.5686 Remote Similarity NPD2004 Clinical (unspecified phase)
0.5685 Remote Similarity NPD3989 Phase 3
0.5685 Remote Similarity NPD3927 Phase 2
0.5682 Remote Similarity NPD4854 Phase 3
0.5677 Remote Similarity NPD1292 Clinical (unspecified phase)
0.5672 Remote Similarity NPD3486 Clinical (unspecified phase)
0.5667 Remote Similarity NPD6176 Phase 1
0.5657 Remote Similarity NPD9100 Approved
0.5657 Remote Similarity NPD3990 Phase 3
0.5652 Remote Similarity NPD1183 Approved
0.565 Remote Similarity NPD198 Clinical (unspecified phase)
0.5646 Remote Similarity NPD5017 Discontinued
0.5646 Remote Similarity NPD7903 Clinical (unspecified phase)
0.5641 Remote Similarity NPD4883 Approved
0.5641 Remote Similarity NPD4736 Clinical (unspecified phase)
0.5641 Remote Similarity NPD482 Approved
0.5641 Remote Similarity NPD7662 Clinical (unspecified phase)
0.564 Remote Similarity NPD4299 Phase 1
0.564 Remote Similarity NPD7208 Approved
0.564 Remote Similarity NPD7209 Approved
0.564 Remote Similarity NPD7207 Approved
0.5637 Remote Similarity NPD5974 Approved
0.5637 Remote Similarity NPD5973 Phase 2
0.5634 Remote Similarity NPD6376 Discontinued
0.5632 Remote Similarity NPD6771 Discontinued
0.5631 Remote Similarity NPD7716 Approved
0.5631 Remote Similarity NPD7717 Approved
0.5631 Remote Similarity NPD6449 Clinical (unspecified phase)
0.5622 Remote Similarity NPD4395 Phase 1
0.5614 Remote Similarity NPD6465 Phase 2
0.5613 Remote Similarity NPD6271 Approved
0.5612 Remote Similarity NPD4385 Clinical (unspecified phase)
0.5612 Remote Similarity NPD749 Clinical (unspecified phase)
0.5612 Remote Similarity NPD4075 Phase 2
0.5608 Remote Similarity NPD1630 Approved
0.5607 Remote Similarity NPD5510 Approved
0.5606 Remote Similarity NPD1291 Clinical (unspecified phase)
0.5606 Remote Similarity NPD5146 Suspended
0.5606 Remote Similarity NPD5508 Phase 1
0.5606 Remote Similarity NPD5473 Discontinued
0.5602 Remote Similarity NPD5138 Approved
0.5602 Remote Similarity NPD5140 Approved
0.5602 Remote Similarity NPD3583 Phase 2
0.56 Remote Similarity NPD809 Discontinued

Structure

External Identifiers

PubChem CID   11003581
ChEMBL   CHEMBL464097
ZINC  

Physicochemical Properties

Molecular Weight:  384.92
ALogP:  -0.1069
MLogP:  1.79
XLogP:  2.824
# Rotatable Bonds:  3
Polar Surface Area:  92.8
# H-Bond Aceptor:  6
# H-Bond Donor:  5
# Rings:  3
# Heavy Atoms:  19

Download Data

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