Natural Product: NPC472861

Natural Product ID:  NPC472861
Common Name:   (4E)-4-(2-Amino-4-Oxo-1H-Imidazol-5-Ylidene)-2-Bromo-1,5,6,7-Tetrahydropyrrolo[2,3-C]Azepin-8-One
IUPAC Name:   (4E)-4-(2-amino-4-oxo-1H-imidazol-5-ylidene)-2-bromo-1,5,6,7-tetrahydropyrrolo[2,3-c]azepin-8-one
Synonyms:  
Molecular Formula:   C11H10BrN5O2
Standard InCHIKey:  ATBAETXFFCOZOY-QPJJXVBHSA-N
Standard InCHI:  InChI=1S/C11H10BrN5O2/c12-6-3-5-4(7-10(19)17-11(13)16-7)1-2-14-9(18)8(5)15-6/h3,15H,1-2H2,(H,14,18)(H3,13,16,17,19)/b7-4+
Canonical SMILES:  N=C1N=C(/C(=C2/CCNC(=O)c3c2cc([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
NPT490 Protein Family Serine/threonine-protein kinase RAF and Dual specificity mitogen-activated protein kinase kinase 1 (Raf/MEK) Homo sapiens IC50 = 3 nM 17958396
NPT491 Individual Protein Dual specificity mitogen-activated protein kinase kinase 1 Homo sapiens IC50 = 2500 nM 10.1007/s00044-010-9531-y
NPT492 Cell Line Caco-2 Homo sapiens IC50 > 3867 nM 10.1007/s00044-011-9611-7
NPT282 Individual Protein MAP kinase ERK2 Homo sapiens IC50 = 6 nM 10924166
NPT114 Cell Line LoVo Homo sapiens IC50 = 586 nM 17417907

  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 NPC472861 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
1.0 High Similarity NPC184932
0.9568 High Similarity NPC37268
0.9387 High Similarity NPC271927
0.9141 High Similarity NPC474696
0.875 High Similarity NPC469976
0.8563 High Similarity NPC73687
0.848 Intermediate Similarity NPC80528
0.8452 Intermediate Similarity NPC206148
0.8402 Intermediate Similarity NPC2414
0.8129 Intermediate Similarity NPC476418
0.8043 Intermediate Similarity NPC19342
0.8011 Intermediate Similarity NPC111566
0.8011 Intermediate Similarity NPC63571
0.8 Intermediate Similarity NPC54214
0.7967 Intermediate Similarity NPC310633
0.791 Intermediate Similarity NPC97106
0.7865 Intermediate Similarity NPC136441
0.7842 Intermediate Similarity NPC9635
0.7831 Intermediate Similarity NPC19696
0.7831 Intermediate Similarity NPC136957
0.7789 Intermediate Similarity NPC469717
0.7766 Intermediate Similarity NPC48117
0.7766 Intermediate Similarity NPC329765
0.7766 Intermediate Similarity NPC476526
0.7725 Intermediate Similarity NPC174281
0.7725 Intermediate Similarity NPC475286
0.7705 Intermediate Similarity NPC469814
0.7701 Intermediate Similarity NPC476413
0.7697 Intermediate Similarity NPC476421
0.7697 Intermediate Similarity NPC28096
0.7697 Intermediate Similarity NPC227489
0.7679 Intermediate Similarity NPC260041
0.766 Intermediate Similarity NPC476414
0.7602 Intermediate Similarity NPC476524
0.7598 Intermediate Similarity NPC226835
0.7572 Intermediate Similarity NPC474236
0.7571 Intermediate Similarity NPC233380
0.7546 Intermediate Similarity NPC20021
0.7527 Intermediate Similarity NPC46022
0.7527 Intermediate Similarity NPC112489
0.75 Intermediate Similarity NPC150592
0.7486 Intermediate Similarity NPC27296
0.7436 Intermediate Similarity NPC469716
0.7433 Intermediate Similarity NPC476527
0.7424 Intermediate Similarity NPC476525
0.7344 Intermediate Similarity NPC46811
0.7287 Intermediate Similarity NPC476423
0.7278 Intermediate Similarity NPC474383
0.7222 Intermediate Similarity NPC306160
0.7207 Intermediate Similarity NPC473706
0.7143 Intermediate Similarity NPC474389
0.7127 Intermediate Similarity NPC162268
0.7108 Intermediate Similarity NPC469715
0.7102 Intermediate Similarity NPC52110
0.7074 Intermediate Similarity NPC40530
0.7074 Intermediate Similarity NPC314281
0.7026 Intermediate Similarity NPC188821
0.7026 Intermediate Similarity NPC474180
0.6938 Remote Similarity NPC475736
0.6927 Remote Similarity NPC474258
0.6906 Remote Similarity NPC475870
0.6856 Remote Similarity NPC473946
0.685 Remote Similarity NPC477004
0.6837 Remote Similarity NPC210123
0.6813 Remote Similarity NPC212742
0.6789 Remote Similarity NPC473380
0.6789 Remote Similarity NPC240088
0.6774 Remote Similarity NPC49217
0.6772 Remote Similarity NPC186068
0.6758 Remote Similarity NPC142688
0.6753 Remote Similarity NPC133003
0.6751 Remote Similarity NPC243716
0.6732 Remote Similarity NPC471191
0.6714 Remote Similarity NPC50562
0.6714 Remote Similarity NPC474195
0.6699 Remote Similarity NPC473218
0.6699 Remote Similarity NPC470702
0.6685 Remote Similarity NPC109158
0.6685 Remote Similarity NPC472260
0.6683 Remote Similarity NPC473376
0.6682 Remote Similarity NPC67658
0.6667 Remote Similarity NPC247987
0.6667 Remote Similarity NPC265710
0.6667 Remote Similarity NPC470703
0.6667 Remote Similarity NPC11126
0.6651 Remote Similarity NPC156003
0.6633 Remote Similarity NPC477166
0.6633 Remote Similarity NPC304187
0.6632 Remote Similarity NPC16659
0.6632 Remote Similarity NPC91179
0.663 Remote Similarity NPC299594
0.663 Remote Similarity NPC471655
0.6618 Remote Similarity NPC471944
0.6616 Remote Similarity NPC324091
0.6615 Remote Similarity NPC477003
0.6615 Remote Similarity NPC21429
0.6612 Remote Similarity NPC33229
0.659 Remote Similarity NPC474196
0.6582 Remote Similarity NPC311282
0.6579 Remote Similarity NPC302647
0.6575 Remote Similarity NPC13432
0.6564 Remote Similarity NPC470205
0.6557 Remote Similarity NPC232798
0.6552 Remote Similarity NPC291517
0.655 Remote Similarity NPC66642
0.6545 Remote Similarity NPC161861
0.654 Remote Similarity NPC471193
0.654 Remote Similarity NPC471194
0.6538 Remote Similarity NPC270918
0.6535 Remote Similarity NPC77061
0.6531 Remote Similarity NPC228835
0.652 Remote Similarity NPC474318
0.652 Remote Similarity NPC475914
0.652 Remote Similarity NPC220797
0.652 Remote Similarity NPC201266
0.652 Remote Similarity NPC268744
0.652 Remote Similarity NPC153123
0.6517 Remote Similarity NPC101130
0.6517 Remote Similarity NPC129412
0.6517 Remote Similarity NPC58268
0.6517 Remote Similarity NPC114033
0.6515 Remote Similarity NPC17059
0.6505 Remote Similarity NPC474492
0.6489 Remote Similarity NPC271734
0.6489 Remote Similarity NPC274981
0.6488 Remote Similarity NPC77241
0.6488 Remote Similarity NPC166209
0.6488 Remote Similarity NPC269203
0.6488 Remote Similarity NPC13456
0.6482 Remote Similarity NPC473628
0.648 Remote Similarity NPC270834
0.6477 Remote Similarity NPC151635
0.6465 Remote Similarity NPC94752
0.6465 Remote Similarity NPC17273
0.6465 Remote Similarity NPC141612
0.6465 Remote Similarity NPC135601
0.6457 Remote Similarity NPC23215
0.6453 Remote Similarity NPC79356
0.6453 Remote Similarity NPC179701
0.6453 Remote Similarity NPC102592
0.645 Remote Similarity NPC475874
0.6443 Remote Similarity NPC183662
0.6443 Remote Similarity NPC217372
0.6443 Remote Similarity NPC15573
0.644 Remote Similarity NPC471943
0.6439 Remote Similarity NPC237414
0.6435 Remote Similarity NPC168209
0.6432 Remote Similarity NPC54744
0.6432 Remote Similarity NPC282247
0.6422 Remote Similarity NPC243633
0.6422 Remote Similarity NPC262898
0.6422 Remote Similarity NPC175150
0.6421 Remote Similarity NPC109447
0.642 Remote Similarity NPC98156
0.642 Remote Similarity NPC138596
0.642 Remote Similarity NPC195704
0.642 Remote Similarity NPC292434
0.642 Remote Similarity NPC200397
0.642 Remote Similarity NPC167200
0.642 Remote Similarity NPC14448
0.642 Remote Similarity NPC64661
0.6418 Remote Similarity NPC476460
0.6415 Remote Similarity NPC72956
0.641 Remote Similarity NPC219336
0.6409 Remote Similarity NPC204141
0.6409 Remote Similarity NPC470440
0.6406 Remote Similarity NPC272174
0.64 Remote Similarity NPC209917
0.6394 Remote Similarity NPC317701
0.6386 Remote Similarity NPC473342
0.6386 Remote Similarity NPC477167
0.6385 Remote Similarity NPC153980
0.6385 Remote Similarity NPC6865
0.6383 Remote Similarity NPC470680
0.6383 Remote Similarity NPC100104
0.6378 Remote Similarity NPC88110
0.6378 Remote Similarity NPC477042
0.6372 Remote Similarity NPC470732
0.6369 Remote Similarity NPC59839
0.6369 Remote Similarity NPC48171
0.6369 Remote Similarity NPC286529
0.6369 Remote Similarity NPC169308
0.6369 Remote Similarity NPC77582
0.6369 Remote Similarity NPC209281
0.6369 Remote Similarity NPC129753
0.6369 Remote Similarity NPC12831
0.6369 Remote Similarity NPC244087
0.6369 Remote Similarity NPC74928
0.6369 Remote Similarity NPC3698
0.6369 Remote Similarity NPC97230
0.6369 Remote Similarity NPC205604
0.6369 Remote Similarity NPC302717
0.6368 Remote Similarity NPC470323
0.6364 Remote Similarity NPC110158
0.6364 Remote Similarity NPC213914
0.6351 Remote Similarity NPC116555
0.6344 Remote Similarity NPC298288
0.6344 Remote Similarity NPC209362
0.6341 Remote Similarity NPC141454
0.634 Remote Similarity NPC469529

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC472861 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
0.6859 Remote Similarity NPD3178 Discontinued
0.6837 Remote Similarity NPD5592 Clinical (unspecified phase)
0.68 Remote Similarity NPD7459 Phase 2
0.6788 Remote Similarity NPD1096 Discontinued
0.6784 Remote Similarity NPD2289 Phase 3
0.6784 Remote Similarity NPD2290 Phase 3
0.6684 Remote Similarity NPD1783 Clinical (unspecified phase)
0.66 Remote Similarity NPD460 Discontinued
0.6591 Remote Similarity NPD569 Clinical (unspecified phase)
0.6574 Remote Similarity NPD5001 Clinical (unspecified phase)
0.6564 Remote Similarity NPD3319 Phase 1
0.6564 Remote Similarity NPD3320 Approved
0.6564 Remote Similarity NPD3318 Approved
0.6538 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6538 Remote Similarity NPD1506 Discontinued
0.6507 Remote Similarity NPD2443 Approved
0.6507 Remote Similarity NPD2442 Approved
0.6476 Remote Similarity NPD1600 Suspended
0.6462 Remote Similarity NPD7656 Approved
0.6462 Remote Similarity NPD7657 Approved
0.6459 Remote Similarity NPD6328 Clinical (unspecified phase)
0.6456 Remote Similarity NPD7817 Phase 1
0.645 Remote Similarity NPD5685 Approved
0.645 Remote Similarity NPD5686 Approved
0.6432 Remote Similarity NPD6141 Clinical (unspecified phase)
0.6422 Remote Similarity NPD1952 Discontinued
0.6402 Remote Similarity NPD7970 Approved
0.6402 Remote Similarity NPD7971 Clinical (unspecified phase)
0.6382 Remote Similarity NPD5820 Clinical (unspecified phase)
0.6359 Remote Similarity NPD5199 Approved
0.6359 Remote Similarity NPD5198 Approved
0.6344 Remote Similarity NPD3360 Clinical (unspecified phase)
0.634 Remote Similarity NPD4883 Approved
0.6324 Remote Similarity NPD9343 Clinical (unspecified phase)
0.6321 Remote Similarity NPD2408 Discontinued
0.6308 Remote Similarity NPD3916 Clinical (unspecified phase)
0.6308 Remote Similarity NPD3917 Approved
0.6308 Remote Similarity NPD3918 Approved
0.6303 Remote Similarity NPD3411 Phase 2
0.6303 Remote Similarity NPD3410 Approved
0.6296 Remote Similarity NPD3353 Approved
0.6293 Remote Similarity NPD6449 Clinical (unspecified phase)
0.6291 Remote Similarity NPD7809 Clinical (unspecified phase)
0.6286 Remote Similarity NPD6288 Clinical (unspecified phase)
0.628 Remote Similarity NPD2405 Phase 3
0.6269 Remote Similarity NPD2009 Clinical (unspecified phase)
0.6263 Remote Similarity NPD3990 Phase 3
0.6262 Remote Similarity NPD3915 Approved
0.6256 Remote Similarity NPD4559 Clinical (unspecified phase)
0.6256 Remote Similarity NPD4736 Clinical (unspecified phase)
0.6244 Remote Similarity NPD7619 Phase 3
0.6244 Remote Similarity NPD7618 Phase 3
0.6244 Remote Similarity NPD3968 Approved
0.6244 Remote Similarity NPD7704 Clinical (unspecified phase)
0.6243 Remote Similarity NPD1592 Phase 3
0.6233 Remote Similarity NPD6165 Phase 2
0.6233 Remote Similarity NPD6164 Phase 2
0.6232 Remote Similarity NPD1982 Phase 1
0.623 Remote Similarity NPD5138 Approved
0.623 Remote Similarity NPD5140 Approved
0.6225 Remote Similarity NPD1896 Approved
0.6223 Remote Similarity NPD276 Clinical (unspecified phase)
0.622 Remote Similarity NPD7903 Clinical (unspecified phase)
0.622 Remote Similarity NPD5017 Discontinued
0.6219 Remote Similarity NPD706 Phase 1
0.6218 Remote Similarity NPD2844 Phase 3
0.6212 Remote Similarity NPD3989 Phase 3
0.6197 Remote Similarity NPD6376 Discontinued
0.6193 Remote Similarity NPD1591 Approved
0.6193 Remote Similarity NPD5643 Phase 2
0.6188 Remote Similarity NPD3486 Clinical (unspecified phase)
0.6186 Remote Similarity NPD8013 Clinical (unspecified phase)
0.6184 Remote Similarity NPD2880 Discontinued
0.6184 Remote Similarity NPD6664 Approved
0.6183 Remote Similarity NPD4463 Approved
0.6183 Remote Similarity NPD4462 Approved
0.6179 Remote Similarity NPD3967 Approved
0.6179 Remote Similarity NPD2008 Discontinued
0.6176 Remote Similarity NPD6180 Clinical (unspecified phase)
0.6176 Remote Similarity NPD1658 Discontinued
0.6173 Remote Similarity NPD482 Approved
0.6173 Remote Similarity NPD3522 Approved
0.6171 Remote Similarity NPD7717 Approved
0.6171 Remote Similarity NPD6752 Phase 1
0.6171 Remote Similarity NPD6753 Phase 1
0.6171 Remote Similarity NPD7716 Approved
0.6167 Remote Similarity NPD2323 Clinical (unspecified phase)
0.6164 Remote Similarity NPD6578 Clinical (unspecified phase)
0.6162 Remote Similarity NPD2590 Clinical (unspecified phase)
0.6158 Remote Similarity NPD1284 Clinical (unspecified phase)
0.6154 Remote Similarity NPD7204 Clinical (unspecified phase)
0.6154 Remote Similarity NPD3834 Clinical (unspecified phase)
0.6154 Remote Similarity NPD465 Clinical (unspecified phase)
0.615 Remote Similarity NPD5965 Clinical (unspecified phase)
0.6143 Remote Similarity NPD7727 Phase 2
0.6142 Remote Similarity NPD749 Clinical (unspecified phase)
0.6139 Remote Similarity NPD7026 Phase 2
0.6135 Remote Similarity NPD1871 Approved
0.6121 Remote Similarity NPD4959 Approved
0.6121 Remote Similarity NPD4960 Approved
0.6111 Remote Similarity NPD4092 Approved
0.6109 Remote Similarity NPD6210 Phase 3
0.6108 Remote Similarity NPD3246 Discontinued
0.6103 Remote Similarity NPD1575 Approved
0.6103 Remote Similarity NPD1573 Approved
0.6093 Remote Similarity NPD5510 Approved
0.6091 Remote Similarity NPD4541 Clinical (unspecified phase)
0.608 Remote Similarity NPD3999 Approved
0.608 Remote Similarity NPD3997 Approved
0.608 Remote Similarity NPD3078 Approved
0.608 Remote Similarity NPD3998 Approved
0.608 Remote Similarity NPD3076 Approved
0.608 Remote Similarity NPD3077 Approved
0.608 Remote Similarity NPD3079 Approved
0.6077 Remote Similarity NPD2947 Clinical (unspecified phase)
0.6075 Remote Similarity NPD6838 Clinical (unspecified phase)
0.6073 Remote Similarity NPD2214 Approved
0.6073 Remote Similarity NPD2213 Approved
0.6066 Remote Similarity NPD4464 Clinical (unspecified phase)
0.6066 Remote Similarity NPD5020 Approved
0.6065 Remote Similarity NPD7998 Clinical (unspecified phase)
0.6062 Remote Similarity NPD1631 Approved
0.6061 Remote Similarity NPD4091 Approved
0.6061 Remote Similarity NPD2367 Phase 2
0.6059 Remote Similarity NPD5809 Phase 3
0.6059 Remote Similarity NPD4426 Clinical (unspecified phase)
0.6056 Remote Similarity NPD8115 Approved
0.6056 Remote Similarity NPD8114 Approved
0.605 Remote Similarity NPD5146 Suspended
0.6049 Remote Similarity NPD3870 Clinical (unspecified phase)
0.6049 Remote Similarity NPD3871 Clinical (unspecified phase)
0.6049 Remote Similarity NPD1043 Phase 3
0.6048 Remote Similarity NPD7621 Clinical (unspecified phase)
0.6047 Remote Similarity NPD7232 Discontinued
0.6039 Remote Similarity NPD2004 Clinical (unspecified phase)
0.6038 Remote Similarity NPD6268 Phase 1
0.6038 Remote Similarity NPD6269 Clinical (unspecified phase)
0.6037 Remote Similarity NPD4863 Approved
0.6036 Remote Similarity NPD1996 Discontinued
0.6036 Remote Similarity NPD6579 Phase 2
0.603 Remote Similarity NPD3991 Approved
0.603 Remote Similarity NPD3994 Approved
0.603 Remote Similarity NPD3992 Approved
0.603 Remote Similarity NPD3995 Approved
0.603 Remote Similarity NPD3993 Approved
0.603 Remote Similarity NPD3996 Approved
0.6029 Remote Similarity NPD3961 Discontinued
0.6029 Remote Similarity NPD5446 Phase 2
0.6027 Remote Similarity NPD3757 Clinical (unspecified phase)
0.6019 Remote Similarity NPD3856 Clinical (unspecified phase)
0.6009 Remote Similarity NPD2411 Approved
0.5991 Remote Similarity NPD6837 Clinical (unspecified phase)
0.599 Remote Similarity NPD2095 Phase 2
0.599 Remote Similarity NPD3347 Clinical (unspecified phase)
0.599 Remote Similarity NPD2092 Phase 2
0.599 Remote Similarity NPD6665 Discontinued
0.599 Remote Similarity NPD2094 Phase 2
0.599 Remote Similarity NPD1630 Approved
0.599 Remote Similarity NPD5728 Clinical (unspecified phase)
0.5981 Remote Similarity NPD8098 Approved
0.5981 Remote Similarity NPD3247 Clinical (unspecified phase)
0.598 Remote Similarity NPD4940 Approved
0.598 Remote Similarity NPD3315 Phase 3
0.5973 Remote Similarity NPD2787 Clinical (unspecified phase)
0.597 Remote Similarity NPD1618 Phase 2
0.5969 Remote Similarity NPD6855 Clinical (unspecified phase)
0.5969 Remote Similarity NPD5069 Clinical (unspecified phase)
0.5968 Remote Similarity NPD175 Clinical (unspecified phase)
0.5966 Remote Similarity NPD1781 Discontinued
0.5961 Remote Similarity NPD721 Approved
0.5961 Remote Similarity NPD2091 Phase 2
0.5961 Remote Similarity NPD3607 Clinical (unspecified phase)
0.5961 Remote Similarity NPD2096 Phase 2
0.5953 Remote Similarity NPD7568 Phase 1
0.5947 Remote Similarity NPD2603 Clinical (unspecified phase)
0.5936 Remote Similarity NPD8096 Phase 3
0.5936 Remote Similarity NPD8093 Discontinued
0.5936 Remote Similarity NPD8097 Phase 3
0.5934 Remote Similarity NPD201 Phase 2
0.5934 Remote Similarity NPD200 Phase 2
0.5933 Remote Similarity NPD7406 Phase 2
0.5931 Remote Similarity NPD2814 Clinical (unspecified phase)
0.593 Remote Similarity NPD7662 Clinical (unspecified phase)
0.5926 Remote Similarity NPD4415 Approved
0.5922 Remote Similarity NPD5016 Approved
0.5922 Remote Similarity NPD1657 Approved
0.5921 Remote Similarity NPD1580 Clinical (unspecified phase)
0.5921 Remote Similarity NPD1579 Discontinued
0.592 Remote Similarity NPD8386 Phase 2
0.5916 Remote Similarity NPD3405 Phase 3
0.5916 Remote Similarity NPD2061 Approved
0.5915 Remote Similarity NPD3891 Phase 2
0.5915 Remote Similarity NPD3890 Phase 2
0.5913 Remote Similarity NPD7098 Clinical (unspecified phase)
0.5913 Remote Similarity NPD6263 Clinical (unspecified phase)
0.5913 Remote Similarity NPD4922 Phase 2
0.5912 Remote Similarity NPD272 Approved
0.5909 Remote Similarity NPD2363 Discontinued
0.5909 Remote Similarity NPD2823 Clinical (unspecified phase)
0.5909 Remote Similarity NPD8094 Discontinued

Structure

External Identifiers

PubChem CID   3036831
ChEMBL   CHEMBL359106
ZINC  

Physicochemical Properties

Molecular Weight:  323.00
ALogP:  -0.9034
MLogP:  1.79
XLogP:  1.425
# Rotatable Bonds:  2
Polar Surface Area:  113.36
# H-Bond Aceptor:  7
# H-Bond Donor:  5
# Rings:  3
# Heavy Atoms:  19

Download Data

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Biological Activities  
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