Natural Product: NPC469976

Natural Product ID:  NPC469976
Common Name:   4-(2-Amino-1H-Imidazol-5-Yl)-2,3-Dibromo-4,5,6,7-Tetrahydro-1H-Pyrrolo[2,3-C]Azepin-8-One
IUPAC Name:   4-(2-amino-1H-imidazol-5-yl)-2,3-dibromo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]azepin-8-one
Synonyms:  
Molecular Formula:   C11H11Br2N5O
Standard InCHIKey:  MRMGABUTBNWSLA-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C11H11Br2N5O/c12-7-6-4(5-3-16-11(14)17-5)1-2-15-10(19)8(6)18-9(7)13/h3-4,18H,1-2H2,(H,15,19)(H3,14,16,17)
Canonical SMILES:  O=C1NCCC(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
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
NPT490 Protein Family Serine/threonine-protein kinase RAF and Dual specificity mitogen-activated protein kinase kinase 1 (Raf/MEK) Homo sapiens IC50 = 1288 nM 26147490
NPT282 Individual Protein MAP kinase ERK2 Homo sapiens IC50 = 1288 nM 19334707
NPT491 Individual Protein Dual specificity mitogen-activated protein kinase kinase 1 Homo sapiens IC50 = 2500 nM 19334707
NPT114 Cell Line LoVo Homo sapiens IC50 > 10000 nM 19334707
NPT492 Cell Line Caco-2 Homo sapiens IC50 > 10000 nM 19334707
NPT491 Individual Protein Dual specificity mitogen-activated protein kinase kinase 1 Homo sapiens IC50 = 6 nM 18973387

  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 NPC469976 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 NPC73687
0.9074 High Similarity NPC271927
0.8827 High Similarity NPC474696
0.875 High Similarity NPC472861
0.875 High Similarity NPC184932
0.8704 High Similarity NPC206148
0.8452 Intermediate Similarity NPC37268
0.8362 Intermediate Similarity NPC19342
0.8229 Intermediate Similarity NPC111566
0.8182 Intermediate Similarity NPC310633
0.8132 Intermediate Similarity NPC136957
0.8132 Intermediate Similarity NPC19696
0.8125 Intermediate Similarity NPC63571
0.8118 Intermediate Similarity NPC54214
0.8066 Intermediate Similarity NPC476526
0.8066 Intermediate Similarity NPC48117
0.8066 Intermediate Similarity NPC329765
0.8022 Intermediate Similarity NPC174281
0.8022 Intermediate Similarity NPC475286
0.7988 Intermediate Similarity NPC2414
0.7719 Intermediate Similarity NPC476418
0.7701 Intermediate Similarity NPC227489
0.7701 Intermediate Similarity NPC28096
0.7701 Intermediate Similarity NPC476421
0.7696 Intermediate Similarity NPC476525
0.7696 Intermediate Similarity NPC476524
0.766 Intermediate Similarity NPC9635
0.76 Intermediate Similarity NPC226835
0.7571 Intermediate Similarity NPC136441
0.7557 Intermediate Similarity NPC80528
0.7527 Intermediate Similarity NPC476527
0.7514 Intermediate Similarity NPC97106
0.747 Intermediate Similarity NPC260041
0.7437 Intermediate Similarity NPC469717
0.7391 Intermediate Similarity NPC150592
0.7344 Intermediate Similarity NPC469716
0.7316 Intermediate Similarity NPC474389
0.7273 Intermediate Similarity NPC233380
0.7234 Intermediate Similarity NPC476413
0.7228 Intermediate Similarity NPC469814
0.7222 Intermediate Similarity NPC20021
0.7196 Intermediate Similarity NPC188821
0.7196 Intermediate Similarity NPC474180
0.7196 Intermediate Similarity NPC476414
0.7186 Intermediate Similarity NPC469715
0.7127 Intermediate Similarity NPC186068
0.7086 Intermediate Similarity NPC27296
0.6971 Remote Similarity NPC474236
0.6931 Remote Similarity NPC473946
0.6927 Remote Similarity NPC306160
0.6927 Remote Similarity NPC274981
0.6915 Remote Similarity NPC476423
0.6915 Remote Similarity NPC474258
0.6897 Remote Similarity NPC471655
0.6889 Remote Similarity NPC474383
0.6878 Remote Similarity NPC46022
0.6878 Remote Similarity NPC112489
0.6865 Remote Similarity NPC240088
0.6865 Remote Similarity NPC473380
0.6837 Remote Similarity NPC477004
0.6814 Remote Similarity NPC470703
0.6765 Remote Similarity NPC470702
0.6765 Remote Similarity NPC473218
0.676 Remote Similarity NPC474492
0.6738 Remote Similarity NPC265710
0.6722 Remote Similarity NPC473706
0.6702 Remote Similarity NPC234403
0.6702 Remote Similarity NPC16659
0.6683 Remote Similarity NPC475736
0.6648 Remote Similarity NPC247987
0.6633 Remote Similarity NPC13456
0.6633 Remote Similarity NPC166209
0.6633 Remote Similarity NPC77241
0.6633 Remote Similarity NPC46811
0.6633 Remote Similarity NPC269203
0.663 Remote Similarity NPC100104
0.663 Remote Similarity NPC470680
0.6619 Remote Similarity NPC474195
0.6614 Remote Similarity NPC79777
0.6583 Remote Similarity NPC268744
0.6583 Remote Similarity NPC474318
0.6583 Remote Similarity NPC475914
0.6583 Remote Similarity NPC237414
0.6583 Remote Similarity NPC153123
0.6583 Remote Similarity NPC201266
0.6583 Remote Similarity NPC220797
0.6562 Remote Similarity NPC133003
0.6536 Remote Similarity NPC232798
0.6526 Remote Similarity NPC314281
0.6526 Remote Similarity NPC40530
0.6519 Remote Similarity NPC475870
0.6514 Remote Similarity NPC474357
0.651 Remote Similarity NPC21429
0.651 Remote Similarity NPC477003
0.6498 Remote Similarity NPC470323
0.6497 Remote Similarity NPC100726
0.6495 Remote Similarity NPC474196
0.648 Remote Similarity NPC472260
0.6468 Remote Similarity NPC935
0.6468 Remote Similarity NPC267078
0.6462 Remote Similarity NPC473628
0.646 Remote Similarity NPC66642
0.6459 Remote Similarity NPC50562
0.6443 Remote Similarity NPC141612
0.6443 Remote Similarity NPC135601
0.6443 Remote Similarity NPC17273
0.644 Remote Similarity NPC182940
0.6433 Remote Similarity NPC291517
0.6429 Remote Similarity NPC324091
0.6429 Remote Similarity NPC475874
0.6429 Remote Similarity NPC67658
0.6425 Remote Similarity NPC110158
0.6425 Remote Similarity NPC473878
0.6408 Remote Similarity NPC116555
0.64 Remote Similarity NPC129412
0.64 Remote Similarity NPC101130
0.64 Remote Similarity NPC58268
0.64 Remote Similarity NPC114033
0.6383 Remote Similarity NPC262338
0.6373 Remote Similarity NPC470205
0.6369 Remote Similarity NPC102664
0.6354 Remote Similarity NPC477042
0.6349 Remote Similarity NPC161861
0.6344 Remote Similarity NPC280864
0.6344 Remote Similarity NPC17751
0.6341 Remote Similarity NPC473376
0.6337 Remote Similarity NPC23215
0.6332 Remote Similarity NPC221726
0.6332 Remote Similarity NPC225622
0.6332 Remote Similarity NPC477414
0.633 Remote Similarity NPC156003
0.6321 Remote Similarity NPC307191
0.6313 Remote Similarity NPC476460
0.6313 Remote Similarity NPC210123
0.6313 Remote Similarity NPC243716
0.6308 Remote Similarity NPC311282
0.6296 Remote Similarity NPC302647
0.6293 Remote Similarity NPC317701
0.6292 Remote Similarity NPC204141
0.6292 Remote Similarity NPC470440
0.6283 Remote Similarity NPC151635
0.6269 Remote Similarity NPC102592
0.6269 Remote Similarity NPC79356
0.625 Remote Similarity NPC175150
0.625 Remote Similarity NPC243633
0.625 Remote Similarity NPC284775
0.6243 Remote Similarity NPC52110
0.6237 Remote Similarity NPC191415
0.6237 Remote Similarity NPC253687
0.6232 Remote Similarity NPC471191
0.6224 Remote Similarity NPC99939
0.6224 Remote Similarity NPC308931
0.6223 Remote Similarity NPC109447
0.6218 Remote Similarity NPC11126
0.6209 Remote Similarity NPC217021
0.6209 Remote Similarity NPC470679
0.6207 Remote Similarity NPC98156
0.6207 Remote Similarity NPC138596
0.6207 Remote Similarity NPC200397
0.6207 Remote Similarity NPC195704
0.6207 Remote Similarity NPC64661
0.6207 Remote Similarity NPC14448
0.6207 Remote Similarity NPC167200
0.6207 Remote Similarity NPC292434
0.6205 Remote Similarity NPC102755
0.6203 Remote Similarity NPC162268
0.6196 Remote Similarity NPC142688
0.6196 Remote Similarity NPC74357
0.6188 Remote Similarity NPC123906
0.6186 Remote Similarity NPC168209
0.6186 Remote Similarity NPC88110
0.6175 Remote Similarity NPC251391
0.6173 Remote Similarity NPC228835
0.6171 Remote Similarity NPC125746
0.6168 Remote Similarity NPC267811
0.6158 Remote Similarity NPC169308
0.6158 Remote Similarity NPC209281
0.6158 Remote Similarity NPC77582
0.6158 Remote Similarity NPC302717
0.6158 Remote Similarity NPC129753
0.6158 Remote Similarity NPC97230
0.6158 Remote Similarity NPC244087
0.6158 Remote Similarity NPC205604
0.6158 Remote Similarity NPC3698
0.6158 Remote Similarity NPC74928
0.6158 Remote Similarity NPC471943
0.6158 Remote Similarity NPC59839
0.6158 Remote Similarity NPC286529
0.6158 Remote Similarity NPC48171
0.6158 Remote Similarity NPC12831
0.6146 Remote Similarity NPC469529
0.6146 Remote Similarity NPC280297
0.6138 Remote Similarity NPC49217
0.6132 Remote Similarity NPC471194
0.6132 Remote Similarity NPC471193
0.6122 Remote Similarity NPC270834
0.6119 Remote Similarity NPC477166
0.6119 Remote Similarity NPC477167
0.6119 Remote Similarity NPC473342
0.6119 Remote Similarity NPC304187

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469976 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
0.652 Remote Similarity NPD1506 Discontinued
0.6515 Remote Similarity NPD2289 Phase 3
0.6515 Remote Similarity NPD2290 Phase 3
0.6488 Remote Similarity NPD2442 Approved
0.6488 Remote Similarity NPD2443 Approved
0.6458 Remote Similarity NPD3318 Approved
0.6458 Remote Similarity NPD3319 Phase 1
0.6458 Remote Similarity NPD3320 Approved
0.6377 Remote Similarity NPD2408 Discontinued
0.6368 Remote Similarity NPD7459 Phase 2
0.6364 Remote Similarity NPD7656 Approved
0.6364 Remote Similarity NPD7657 Approved
0.6345 Remote Similarity NPD5685 Approved
0.6345 Remote Similarity NPD5686 Approved
0.6332 Remote Similarity NPD460 Discontinued
0.6327 Remote Similarity NPD2009 Clinical (unspecified phase)
0.6318 Remote Similarity NPD1952 Discontinued
0.6313 Remote Similarity NPD5592 Clinical (unspecified phase)
0.6287 Remote Similarity NPD465 Clinical (unspecified phase)
0.6284 Remote Similarity NPD276 Clinical (unspecified phase)
0.6262 Remote Similarity NPD5199 Approved
0.6262 Remote Similarity NPD5198 Approved
0.6256 Remote Similarity NPD2405 Phase 3
0.625 Remote Similarity NPD5001 Clinical (unspecified phase)
0.6238 Remote Similarity NPD2880 Discontinued
0.6232 Remote Similarity NPD2008 Discontinued
0.622 Remote Similarity NPD1600 Suspended
0.6209 Remote Similarity NPD9343 Clinical (unspecified phase)
0.6207 Remote Similarity NPD1982 Phase 1
0.6202 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6193 Remote Similarity NPD5820 Clinical (unspecified phase)
0.615 Remote Similarity NPD1658 Discontinued
0.6132 Remote Similarity NPD2411 Approved
0.6129 Remote Similarity NPD2214 Approved
0.6129 Remote Similarity NPD2213 Approved
0.6117 Remote Similarity NPD6837 Clinical (unspecified phase)
0.6111 Remote Similarity NPD4426 Clinical (unspecified phase)
0.6106 Remote Similarity NPD6288 Clinical (unspecified phase)
0.6102 Remote Similarity NPD569 Clinical (unspecified phase)
0.6093 Remote Similarity NPD5643 Phase 2
0.608 Remote Similarity NPD3246 Discontinued
0.6071 Remote Similarity NPD3178 Discontinued
0.6071 Remote Similarity NPD1783 Clinical (unspecified phase)
0.607 Remote Similarity NPD6180 Clinical (unspecified phase)
0.6066 Remote Similarity NPD7704 Clinical (unspecified phase)
0.605 Remote Similarity NPD1284 Clinical (unspecified phase)
0.6048 Remote Similarity NPD6328 Clinical (unspecified phase)
0.6042 Remote Similarity NPD3347 Clinical (unspecified phase)
0.604 Remote Similarity NPD4922 Phase 2
0.601 Remote Similarity NPD1096 Discontinued
0.6009 Remote Similarity NPD4863 Approved
0.6009 Remote Similarity NPD3915 Approved
0.6 Remote Similarity NPD5446 Phase 2
0.6 Remote Similarity NPD7971 Clinical (unspecified phase)
0.6 Remote Similarity NPD6664 Approved
0.6 Remote Similarity NPD7970 Approved
0.5981 Remote Similarity NPD3918 Approved
0.5981 Remote Similarity NPD3916 Clinical (unspecified phase)
0.5981 Remote Similarity NPD3917 Approved
0.5969 Remote Similarity NPD2590 Clinical (unspecified phase)
0.5965 Remote Similarity NPD3360 Clinical (unspecified phase)
0.5962 Remote Similarity NPD7817 Phase 1
0.5961 Remote Similarity NPD7098 Clinical (unspecified phase)
0.5949 Remote Similarity NPD2367 Phase 2
0.5936 Remote Similarity NPD1996 Discontinued
0.5935 Remote Similarity NPD8013 Clinical (unspecified phase)
0.5933 Remote Similarity NPD6802 Phase 3
0.593 Remote Similarity NPD3607 Clinical (unspecified phase)
0.5924 Remote Similarity NPD3967 Approved
0.5918 Remote Similarity NPD3041 Approved
0.5912 Remote Similarity NPD2007 Clinical (unspecified phase)
0.5902 Remote Similarity NPD5855 Phase 3
0.5902 Remote Similarity NPD7618 Phase 3
0.5902 Remote Similarity NPD5853 Phase 3
0.5902 Remote Similarity NPD7619 Phase 3
0.5896 Remote Similarity NPD3410 Approved
0.5896 Remote Similarity NPD3411 Phase 2
0.5891 Remote Similarity NPD7175 Phase 1
0.5888 Remote Similarity NPD3079 Approved
0.5888 Remote Similarity NPD3077 Approved
0.5888 Remote Similarity NPD7809 Clinical (unspecified phase)
0.5888 Remote Similarity NPD3078 Approved
0.5888 Remote Similarity NPD3076 Approved
0.5885 Remote Similarity NPD3891 Phase 2
0.5885 Remote Similarity NPD3890 Phase 2
0.5882 Remote Similarity NPD1896 Approved
0.5877 Remote Similarity NPD3247 Clinical (unspecified phase)
0.5869 Remote Similarity NPD6376 Discontinued
0.5865 Remote Similarity NPD5854 Approved
0.5864 Remote Similarity NPD3583 Phase 2
0.5864 Remote Similarity NPD6579 Phase 2
0.5864 Remote Similarity NPD6210 Phase 3
0.5859 Remote Similarity NPD5146 Suspended
0.5859 Remote Similarity NPD5473 Discontinued
0.5859 Remote Similarity NPD8047 Clinical (unspecified phase)
0.5848 Remote Similarity NPD6164 Phase 2
0.5848 Remote Similarity NPD6165 Phase 2
0.5847 Remote Similarity NPD175 Clinical (unspecified phase)
0.5842 Remote Similarity NPD3486 Clinical (unspecified phase)
0.5841 Remote Similarity NPD3968 Approved
0.5841 Remote Similarity NPD5510 Approved
0.5837 Remote Similarity NPD4854 Phase 3
0.5826 Remote Similarity NPD3353 Approved
0.5825 Remote Similarity NPD7406 Phase 2
0.5816 Remote Similarity NPD482 Approved
0.5813 Remote Similarity NPD1250 Clinical (unspecified phase)
0.581 Remote Similarity NPD5017 Discontinued
0.581 Remote Similarity NPD7903 Clinical (unspecified phase)
0.581 Remote Similarity NPD200 Phase 2
0.581 Remote Similarity NPD201 Phase 2
0.5806 Remote Similarity NPD2363 Discontinued
0.5802 Remote Similarity NPD4299 Phase 1
0.5799 Remote Similarity NPD2787 Clinical (unspecified phase)
0.5797 Remote Similarity NPD7027 Phase 3
0.5797 Remote Similarity NPD1871 Approved
0.5792 Remote Similarity NPD7026 Phase 2
0.5787 Remote Similarity NPD4385 Clinical (unspecified phase)
0.5787 Remote Similarity NPD4075 Phase 2
0.5787 Remote Similarity NPD749 Clinical (unspecified phase)
0.5787 Remote Similarity NPD272 Approved
0.5785 Remote Similarity NPD7717 Approved
0.5785 Remote Similarity NPD7716 Approved
0.5782 Remote Similarity NPD6268 Phase 1
0.5782 Remote Similarity NPD6269 Clinical (unspecified phase)
0.5779 Remote Similarity NPD3989 Phase 3
0.5779 Remote Similarity NPD3927 Phase 2
0.5775 Remote Similarity NPD4559 Clinical (unspecified phase)
0.5773 Remote Similarity NPD1292 Clinical (unspecified phase)
0.5773 Remote Similarity NPD4541 Clinical (unspecified phase)
0.5773 Remote Similarity NPD6470 Phase 3
0.5773 Remote Similarity NPD6578 Clinical (unspecified phase)
0.5767 Remote Similarity NPD6855 Clinical (unspecified phase)
0.5754 Remote Similarity NPD198 Clinical (unspecified phase)
0.575 Remote Similarity NPD3990 Phase 3
0.5744 Remote Similarity NPD1573 Approved
0.5744 Remote Similarity NPD1575 Approved
0.5742 Remote Similarity NPD2947 Clinical (unspecified phase)
0.5736 Remote Similarity NPD4736 Clinical (unspecified phase)
0.5736 Remote Similarity NPD4883 Approved
0.5728 Remote Similarity NPD7207 Approved
0.5728 Remote Similarity NPD7208 Approved
0.5728 Remote Similarity NPD7209 Approved
0.5727 Remote Similarity NPD8258 Clinical (unspecified phase)
0.5727 Remote Similarity NPD1591 Approved
0.5727 Remote Similarity NPD8257 Approved
0.5727 Remote Similarity NPD8256 Approved
0.5722 Remote Similarity NPD438 Approved
0.5722 Remote Similarity NPD439 Approved
0.5721 Remote Similarity NPD7401 Clinical (unspecified phase)
0.5721 Remote Similarity NPD6521 Phase 3
0.5721 Remote Similarity NPD7023 Clinical (unspecified phase)
0.5721 Remote Similarity NPD6459 Phase 2
0.5721 Remote Similarity NPD5728 Clinical (unspecified phase)
0.5721 Remote Similarity NPD6520 Phase 3
0.5714 Remote Similarity NPD7621 Clinical (unspecified phase)
0.5714 Remote Similarity NPD9599 Approved
0.5714 Remote Similarity NPD7072 Phase 2
0.5714 Remote Similarity NPD6827 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6828 Phase 2
0.5708 Remote Similarity NPD2881 Approved
0.5708 Remote Similarity NPD2879 Approved
0.5707 Remote Similarity NPD1630 Approved
0.5701 Remote Similarity NPD7568 Phase 1
0.57 Remote Similarity NPD2004 Clinical (unspecified phase)
0.57 Remote Similarity NPD4348 Clinical (unspecified phase)
0.57 Remote Similarity NPD5274 Clinical (unspecified phase)
0.57 Remote Similarity NPD1291 Clinical (unspecified phase)
0.5699 Remote Similarity NPD5138 Approved
0.5699 Remote Similarity NPD5140 Approved
0.5693 Remote Similarity NPD7564 Discontinued
0.5692 Remote Similarity NPD2844 Phase 3
0.5686 Remote Similarity NPD4988 Discontinued
0.5686 Remote Similarity NPD3961 Discontinued
0.5683 Remote Similarity NPD1722 Approved
0.5681 Remote Similarity NPD6176 Phase 1
0.5678 Remote Similarity NPD7065 Clinical (unspecified phase)
0.5678 Remote Similarity NPD4181 Approved
0.5673 Remote Similarity NPD8641 Approved
0.5672 Remote Similarity NPD1895 Discontinued
0.5668 Remote Similarity NPD7998 Clinical (unspecified phase)
0.5667 Remote Similarity NPD7204 Clinical (unspecified phase)
0.5667 Remote Similarity NPD4704 Discontinued
0.5662 Remote Similarity NPD2823 Clinical (unspecified phase)
0.5659 Remote Similarity NPD786 Approved
0.5657 Remote Similarity NPD7662 Clinical (unspecified phase)
0.5657 Remote Similarity NPD4128 Approved
0.5657 Remote Similarity NPD3522 Approved
0.5654 Remote Similarity NPD8115 Approved
0.5654 Remote Similarity NPD6229 Phase 2
0.5654 Remote Similarity NPD8114 Approved
0.5648 Remote Similarity NPD6771 Discontinued
0.5644 Remote Similarity NPD2094 Phase 2
0.5644 Remote Similarity NPD2092 Phase 2
0.5644 Remote Similarity NPD2095 Phase 2
0.5641 Remote Similarity NPD1248 Discontinued
0.5638 Remote Similarity NPD971 Clinical (unspecified phase)
0.5637 Remote Similarity NPD4940 Approved
0.5636 Remote Similarity NPD4395 Phase 1
0.5636 Remote Similarity NPD3757 Clinical (unspecified phase)
0.5635 Remote Similarity NPD1262 Discovery

Structure

External Identifiers

PubChem CID   9930243
ChEMBL   CHEMBL151430
ZINC  

Physicochemical Properties

Molecular Weight:  386.93
ALogP:  -0.7014
MLogP:  1.79
XLogP:  2.586
# 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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Biological Activities  
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