Natural Product: NPC271927

Natural Product ID:  NPC271927
Common Name:   (Z)-3-Bromohymenialdisine
IUPAC Name:   (4Z)-4-(2-amino-4-oxo-1H-imidazol-5-ylidene)-2,3-dibromo-1,5,6,7-tetrahydropyrrolo[2,3-c]azepin-8-one
Synonyms:   (Z)-3-Bromohymenialdisine
Molecular Formula:   C11H9Br2N5O2
Standard InCHIKey:  ZITKTAJHKVYGTC-UTCJRWHESA-N
Standard InCHI:  InChI=1S/C11H9Br2N5O2/c12-5-4-3(6-10(20)18-11(14)17-6)1-2-15-9(19)7(4)16-8(5)13/h16H,1-2H2,(H,15,19)(H3,14,17,18,20)/b6-3-
Canonical SMILES:  N=C1N=C(/C(=C/2CCNC(=O)c3c2c(Br)c([nH]3)Br)/N1)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
NPO7079 Stylissa massa Species Axinellidae Eukaryota Philippines PMID[11784156]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1608 Individual Protein Serine/threonine-protein kinase Chk1 Homo sapiens IC50 = 100 nM 25237727

  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 NPC271927 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
0.9742 High Similarity NPC474696
0.9387 High Similarity NPC184932
0.9387 High Similarity NPC472861
0.9074 High Similarity NPC469976
0.8963 High Similarity NPC37268
0.8765 High Similarity NPC73687
0.8129 Intermediate Similarity NPC80528
0.8095 Intermediate Similarity NPC206148
0.7836 Intermediate Similarity NPC2414
0.7778 Intermediate Similarity NPC476418
0.7717 Intermediate Similarity NPC19342
0.768 Intermediate Similarity NPC63571
0.768 Intermediate Similarity NPC111566
0.7637 Intermediate Similarity NPC310633
0.7571 Intermediate Similarity NPC97106
0.7557 Intermediate Similarity NPC54214
0.7528 Intermediate Similarity NPC136441
0.7526 Intermediate Similarity NPC9635
0.7513 Intermediate Similarity NPC19696
0.7513 Intermediate Similarity NPC136957
0.75 Intermediate Similarity NPC469715
0.7487 Intermediate Similarity NPC469717
0.7447 Intermediate Similarity NPC476526
0.7447 Intermediate Similarity NPC48117
0.7447 Intermediate Similarity NPC329765
0.7407 Intermediate Similarity NPC174281
0.7407 Intermediate Similarity NPC475286
0.738 Intermediate Similarity NPC476413
0.7377 Intermediate Similarity NPC469814
0.736 Intermediate Similarity NPC476421
0.736 Intermediate Similarity NPC227489
0.736 Intermediate Similarity NPC28096
0.734 Intermediate Similarity NPC476414
0.7321 Intermediate Similarity NPC260041
0.7296 Intermediate Similarity NPC476524
0.7263 Intermediate Similarity NPC226835
0.7225 Intermediate Similarity NPC474236
0.7151 Intermediate Similarity NPC474258
0.7143 Intermediate Similarity NPC27296
0.7134 Intermediate Similarity NPC150592
0.7128 Intermediate Similarity NPC469716
0.7121 Intermediate Similarity NPC476525
0.7045 Intermediate Similarity NPC475870
0.7039 Intermediate Similarity NPC233380
0.7021 Intermediate Similarity NPC46022
0.7021 Intermediate Similarity NPC112489
0.6995 Remote Similarity NPC186068
0.6984 Remote Similarity NPC473946
0.697 Remote Similarity NPC20021
0.6968 Remote Similarity NPC476423
0.6944 Remote Similarity NPC474383
0.6931 Remote Similarity NPC476527
0.6889 Remote Similarity NPC306160
0.6856 Remote Similarity NPC46811
0.6778 Remote Similarity NPC473706
0.6761 Remote Similarity NPC52110
0.6751 Remote Similarity NPC474389
0.6633 Remote Similarity NPC188821
0.6633 Remote Similarity NPC474180
0.6615 Remote Similarity NPC311282
0.6613 Remote Similarity NPC302647
0.6612 Remote Similarity NPC274981
0.6612 Remote Similarity NPC162268
0.6598 Remote Similarity NPC473628
0.6579 Remote Similarity NPC314281
0.6579 Remote Similarity NPC40530
0.6571 Remote Similarity NPC475736
0.648 Remote Similarity NPC475874
0.6468 Remote Similarity NPC477004
0.6429 Remote Similarity NPC142688
0.6429 Remote Similarity NPC50562
0.6406 Remote Similarity NPC234403
0.6398 Remote Similarity NPC67658
0.6389 Remote Similarity NPC471655
0.6381 Remote Similarity NPC470703
0.6364 Remote Similarity NPC210123
0.6359 Remote Similarity NPC474492
0.6355 Remote Similarity NPC474195
0.6354 Remote Similarity NPC109158
0.6333 Remote Similarity NPC473218
0.6333 Remote Similarity NPC470702
0.6321 Remote Similarity NPC79777
0.6304 Remote Similarity NPC212742
0.6302 Remote Similarity NPC473380
0.6302 Remote Similarity NPC240088
0.6301 Remote Similarity NPC156003
0.6288 Remote Similarity NPC66642
0.6281 Remote Similarity NPC243716
0.628 Remote Similarity NPC471191
0.6277 Remote Similarity NPC49217
0.6276 Remote Similarity NPC133003
0.6257 Remote Similarity NPC247987
0.625 Remote Similarity NPC477166
0.625 Remote Similarity NPC304187
0.6239 Remote Similarity NPC474196
0.6237 Remote Similarity NPC100104
0.6237 Remote Similarity NPC470680
0.6232 Remote Similarity NPC473376
0.6195 Remote Similarity NPC77241
0.6195 Remote Similarity NPC13456
0.6195 Remote Similarity NPC269203
0.6195 Remote Similarity NPC166209
0.6186 Remote Similarity NPC265710
0.6186 Remote Similarity NPC11126
0.6175 Remote Similarity NPC472260
0.6165 Remote Similarity NPC471944
0.6158 Remote Similarity NPC77061
0.6154 Remote Similarity NPC16659
0.6154 Remote Similarity NPC182940
0.6154 Remote Similarity NPC91179
0.615 Remote Similarity NPC324091
0.6147 Remote Similarity NPC175150
0.6147 Remote Similarity NPC243633
0.6146 Remote Similarity NPC201266
0.6146 Remote Similarity NPC220797
0.6146 Remote Similarity NPC474318
0.6146 Remote Similarity NPC153123
0.6146 Remote Similarity NPC475914
0.6146 Remote Similarity NPC268744
0.6142 Remote Similarity NPC21429
0.6142 Remote Similarity NPC477003
0.6141 Remote Similarity NPC232798
0.6129 Remote Similarity NPC299594
0.6108 Remote Similarity NPC33229
0.6105 Remote Similarity NPC109447
0.6103 Remote Similarity NPC471193
0.6103 Remote Similarity NPC471194
0.6095 Remote Similarity NPC270918
0.6094 Remote Similarity NPC262338
0.6091 Remote Similarity NPC470205
0.6083 Remote Similarity NPC168209
0.6078 Remote Similarity NPC179701
0.6073 Remote Similarity NPC46359
0.6068 Remote Similarity NPC237414
0.6066 Remote Similarity NPC13432
0.6066 Remote Similarity NPC143075
0.6062 Remote Similarity NPC161861
0.6061 Remote Similarity NPC228835
0.6059 Remote Similarity NPC225622
0.6059 Remote Similarity NPC221726
0.6059 Remote Similarity NPC477414
0.605 Remote Similarity NPC17059
0.6049 Remote Similarity NPC262898
0.6044 Remote Similarity NPC474357
0.6032 Remote Similarity NPC26491
0.6027 Remote Similarity NPC470323
0.6023 Remote Similarity NPC291517
0.6022 Remote Similarity NPC298288
0.6011 Remote Similarity NPC100726
0.601 Remote Similarity NPC477167
0.601 Remote Similarity NPC270834
0.601 Remote Similarity NPC473342
0.6 Remote Similarity NPC135601
0.6 Remote Similarity NPC17273
0.6 Remote Similarity NPC58268
0.6 Remote Similarity NPC141612
0.6 Remote Similarity NPC54744
0.6 Remote Similarity NPC151635
0.6 Remote Similarity NPC114033
0.6 Remote Similarity NPC129412
0.6 Remote Similarity NPC94752
0.6 Remote Similarity NPC101130
0.6 Remote Similarity NPC271734
0.6 Remote Similarity NPC935
0.6 Remote Similarity NPC282247
0.6 Remote Similarity NPC267078
0.6 Remote Similarity NPC79356
0.6 Remote Similarity NPC102592
0.5982 Remote Similarity NPC272174
0.5981 Remote Similarity NPC72956
0.598 Remote Similarity NPC110158
0.5979 Remote Similarity NPC64055
0.5978 Remote Similarity NPC102664
0.5969 Remote Similarity NPC217372
0.5969 Remote Similarity NPC15573
0.5969 Remote Similarity NPC183662
0.5961 Remote Similarity NPC476460
0.5959 Remote Similarity NPC471943
0.5953 Remote Similarity NPC6865
0.5953 Remote Similarity NPC153980
0.5952 Remote Similarity NPC317701
0.5946 Remote Similarity NPC473878
0.5945 Remote Similarity NPC177996
0.5945 Remote Similarity NPC470732
0.5945 Remote Similarity NPC147983
0.5941 Remote Similarity NPC209917
0.5939 Remote Similarity NPC219336
0.5932 Remote Similarity NPC23215
0.5918 Remote Similarity NPC476419
0.5915 Remote Similarity NPC116555
0.5909 Remote Similarity NPC88110
0.5909 Remote Similarity NPC477042
0.5907 Remote Similarity NPC320968
0.5904 Remote Similarity NPC74357
0.5902 Remote Similarity NPC473821
0.5902 Remote Similarity NPC204141
0.5902 Remote Similarity NPC470440
0.5899 Remote Similarity NPC167200
0.5899 Remote Similarity NPC195704
0.5899 Remote Similarity NPC14448

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC271927 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
0.6447 Remote Similarity NPD5592 Clinical (unspecified phase)
0.6418 Remote Similarity NPD7459 Phase 2
0.64 Remote Similarity NPD2289 Phase 3
0.64 Remote Similarity NPD2290 Phase 3
0.6373 Remote Similarity NPD3178 Discontinued
0.6308 Remote Similarity NPD1096 Discontinued
0.6205 Remote Similarity NPD1783 Clinical (unspecified phase)
0.6183 Remote Similarity NPD2214 Approved
0.6183 Remote Similarity NPD2213 Approved
0.6179 Remote Similarity NPD3918 Approved
0.6179 Remote Similarity NPD3917 Approved
0.6179 Remote Similarity NPD3916 Clinical (unspecified phase)
0.6162 Remote Similarity NPD276 Clinical (unspecified phase)
0.6147 Remote Similarity NPD5001 Clinical (unspecified phase)
0.6139 Remote Similarity NPD460 Discontinued
0.6132 Remote Similarity NPD3915 Approved
0.6095 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6095 Remote Similarity NPD1506 Discontinued
0.6091 Remote Similarity NPD3318 Approved
0.6091 Remote Similarity NPD3319 Phase 1
0.6091 Remote Similarity NPD3320 Approved
0.6067 Remote Similarity NPD569 Clinical (unspecified phase)
0.6066 Remote Similarity NPD2443 Approved
0.6066 Remote Similarity NPD2442 Approved
0.6038 Remote Similarity NPD1600 Suspended
0.6038 Remote Similarity NPD2408 Discontinued
0.6028 Remote Similarity NPD7656 Approved
0.6028 Remote Similarity NPD7657 Approved
0.6019 Remote Similarity NPD465 Clinical (unspecified phase)
0.6019 Remote Similarity NPD6328 Clinical (unspecified phase)
0.601 Remote Similarity NPD7817 Phase 1
0.6009 Remote Similarity NPD3360 Clinical (unspecified phase)
0.5991 Remote Similarity NPD6376 Discontinued
0.599 Remote Similarity NPD5685 Approved
0.599 Remote Similarity NPD5686 Approved
0.5982 Remote Similarity NPD1996 Discontinued
0.5972 Remote Similarity NPD7970 Approved
0.5972 Remote Similarity NPD7971 Clinical (unspecified phase)
0.5971 Remote Similarity NPD1952 Discontinued
0.597 Remote Similarity NPD6141 Clinical (unspecified phase)
0.596 Remote Similarity NPD3990 Phase 3
0.5945 Remote Similarity NPD3353 Approved
0.5943 Remote Similarity NPD3411 Phase 2
0.5943 Remote Similarity NPD3410 Approved
0.5936 Remote Similarity NPD5199 Approved
0.5936 Remote Similarity NPD5198 Approved
0.592 Remote Similarity NPD5820 Clinical (unspecified phase)
0.5909 Remote Similarity NPD3989 Phase 3
0.5891 Remote Similarity NPD2009 Clinical (unspecified phase)
0.5888 Remote Similarity NPD3968 Approved
0.5867 Remote Similarity NPD4883 Approved
0.5867 Remote Similarity NPD3522 Approved
0.5865 Remote Similarity NPD2947 Clinical (unspecified phase)
0.586 Remote Similarity NPD7809 Clinical (unspecified phase)
0.5849 Remote Similarity NPD6288 Clinical (unspecified phase)
0.5845 Remote Similarity NPD6449 Clinical (unspecified phase)
0.5837 Remote Similarity NPD2405 Phase 3
0.5833 Remote Similarity NPD5140 Approved
0.5833 Remote Similarity NPD5138 Approved
0.5829 Remote Similarity NPD9343 Clinical (unspecified phase)
0.5825 Remote Similarity NPD2844 Phase 3
0.5825 Remote Similarity NPD2004 Clinical (unspecified phase)
0.5822 Remote Similarity NPD4559 Clinical (unspecified phase)
0.5822 Remote Similarity NPD3967 Approved
0.5822 Remote Similarity NPD6164 Phase 2
0.5822 Remote Similarity NPD6165 Phase 2
0.5814 Remote Similarity NPD7704 Clinical (unspecified phase)
0.5808 Remote Similarity NPD4092 Approved
0.5805 Remote Similarity NPD1658 Discontinued
0.5797 Remote Similarity NPD7619 Phase 3
0.5797 Remote Similarity NPD7618 Phase 3
0.5789 Remote Similarity NPD1982 Phase 1
0.5787 Remote Similarity NPD4736 Clinical (unspecified phase)
0.5784 Remote Similarity NPD1284 Clinical (unspecified phase)
0.5782 Remote Similarity NPD5017 Discontinued
0.5782 Remote Similarity NPD7903 Clinical (unspecified phase)
0.5779 Remote Similarity NPD3999 Approved
0.5779 Remote Similarity NPD3998 Approved
0.5779 Remote Similarity NPD3997 Approved
0.5777 Remote Similarity NPD1896 Approved
0.5773 Remote Similarity NPD5643 Phase 2
0.5773 Remote Similarity NPD1591 Approved
0.5764 Remote Similarity NPD706 Phase 1
0.576 Remote Similarity NPD8013 Clinical (unspecified phase)
0.5759 Remote Similarity NPD6753 Phase 1
0.5759 Remote Similarity NPD7717 Approved
0.5759 Remote Similarity NPD7716 Approved
0.5759 Remote Similarity NPD6752 Phase 1
0.5758 Remote Similarity NPD4091 Approved
0.5755 Remote Similarity NPD6802 Phase 3
0.5748 Remote Similarity NPD2008 Discontinued
0.5747 Remote Similarity NPD6578 Clinical (unspecified phase)
0.5742 Remote Similarity NPD2880 Discontinued
0.5742 Remote Similarity NPD6664 Approved
0.5741 Remote Similarity NPD5510 Approved
0.5738 Remote Similarity NPD1592 Phase 3
0.5735 Remote Similarity NPD3486 Clinical (unspecified phase)
0.5735 Remote Similarity NPD3246 Discontinued
0.5729 Remote Similarity NPD3992 Approved
0.5729 Remote Similarity NPD3991 Approved
0.5729 Remote Similarity NPD3996 Approved
0.5729 Remote Similarity NPD3994 Approved
0.5729 Remote Similarity NPD3993 Approved
0.5729 Remote Similarity NPD3995 Approved
0.5729 Remote Similarity NPD3041 Approved
0.5728 Remote Similarity NPD6180 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7204 Clinical (unspecified phase)
0.5708 Remote Similarity NPD6837 Clinical (unspecified phase)
0.5708 Remote Similarity NPD7727 Phase 2
0.5707 Remote Similarity NPD1657 Approved
0.5707 Remote Similarity NPD482 Approved
0.57 Remote Similarity NPD2590 Clinical (unspecified phase)
0.57 Remote Similarity NPD4922 Phase 2
0.5695 Remote Similarity NPD6210 Phase 3
0.5694 Remote Similarity NPD1871 Approved
0.5694 Remote Similarity NPD4959 Approved
0.5694 Remote Similarity NPD4960 Approved
0.5691 Remote Similarity NPD4462 Approved
0.5691 Remote Similarity NPD4463 Approved
0.5688 Remote Similarity NPD4863 Approved
0.5686 Remote Similarity NPD7026 Phase 2
0.5682 Remote Similarity NPD3757 Clinical (unspecified phase)
0.5678 Remote Similarity NPD749 Clinical (unspecified phase)
0.5678 Remote Similarity NPD2367 Phase 2
0.5676 Remote Similarity NPD4541 Clinical (unspecified phase)
0.5672 Remote Similarity NPD1643 Phase 3
0.5661 Remote Similarity NPD5965 Clinical (unspecified phase)
0.5659 Remote Similarity NPD2323 Clinical (unspecified phase)
0.5654 Remote Similarity NPD6855 Clinical (unspecified phase)
0.5652 Remote Similarity NPD4464 Clinical (unspecified phase)
0.5652 Remote Similarity NPD3834 Clinical (unspecified phase)
0.565 Remote Similarity NPD4155 Approved
0.5648 Remote Similarity NPD6838 Clinical (unspecified phase)
0.5642 Remote Similarity NPD7998 Clinical (unspecified phase)
0.5635 Remote Similarity NPD1575 Approved
0.5635 Remote Similarity NPD1573 Approved
0.5628 Remote Similarity NPD8115 Approved
0.5628 Remote Similarity NPD8114 Approved
0.5628 Remote Similarity NPD8098 Approved
0.5625 Remote Similarity NPD6579 Phase 2
0.5622 Remote Similarity NPD3077 Approved
0.5622 Remote Similarity NPD3078 Approved
0.5622 Remote Similarity NPD3079 Approved
0.5622 Remote Similarity NPD3076 Approved
0.5622 Remote Similarity NPD8386 Phase 2
0.5622 Remote Similarity NPD7232 Discontinued
0.5613 Remote Similarity NPD7621 Clinical (unspecified phase)
0.561 Remote Similarity NPD5809 Phase 3
0.561 Remote Similarity NPD4426 Clinical (unspecified phase)
0.5607 Remote Similarity NPD6269 Clinical (unspecified phase)
0.5607 Remote Similarity NPD6268 Phase 1
0.5606 Remote Similarity NPD3347 Clinical (unspecified phase)
0.5604 Remote Similarity NPD1043 Phase 3
0.5604 Remote Similarity NPD3870 Clinical (unspecified phase)
0.5604 Remote Similarity NPD3871 Clinical (unspecified phase)
0.5602 Remote Similarity NPD3405 Phase 3

Structure

External Identifiers

PubChem CID   10574178
ChEMBL   CHEMBL480350
ZINC  

Physicochemical Properties

Molecular Weight:  400.91
ALogP:  -0.0146
MLogP:  1.68
XLogP:  1.859
# Rotatable Bonds:  3
Polar Surface Area:  113.36
# H-Bond Aceptor:  7
# H-Bond Donor:  5
# Rings:  3
# Heavy Atoms:  20

Download Data

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