Natural Product: NPC37268

Natural Product ID:  NPC37268
Common Name:   Spongiacidin D
IUPAC Name:   (5Z)-5-(2-bromo-8-oxo-1,5,6,7-tetrahydropyrrolo[2,3-c]azepin-4-ylidene)imidazolidine-2,4-dione
Synonyms:   spongiacidin D
Molecular Formula:   C11H9BrN4O3
Standard InCHIKey:  LEWMERXWKZWRBX-DAXSKMNVSA-N
Standard InCHI:  InChI=1S/C11H9BrN4O3/c12-6-3-5-4(7-10(18)16-11(19)15-7)1-2-13-9(17)8(5)14-6/h3,14H,1-2H2,(H,13,17)(H2,15,16,18,19)/b7-4-
Canonical SMILES:  OC1=N/C(=C2/CCNC(=O)c3c2cc([nH]3)Br)/C(=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
NPO32740 hymeniacidon sp. Species Halichondriidae Eukaryota PMID[9599282]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT286 Individual Protein Receptor protein-tyrosine kinase erbB-2 Homo sapiens IC50 > 50 ug/ml 18077363
NPT2213 Individual Protein Cyclin-dependent kinase 4 Homo sapiens IC50 > 50 ug/ml 18247550

  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 NPC37268 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
0.9568 High Similarity NPC472861
0.9568 High Similarity NPC184932
0.9068 High Similarity NPC474696
0.8963 High Similarity NPC271927
0.8735 High Similarity NPC80528
0.8659 High Similarity NPC2414
0.8452 Intermediate Similarity NPC469976
0.8263 Intermediate Similarity NPC73687
0.8263 Intermediate Similarity NPC476418
0.8155 Intermediate Similarity NPC206148
0.7914 Intermediate Similarity NPC260041
0.7791 Intermediate Similarity NPC233380
0.7785 Intermediate Similarity NPC20021
0.7784 Intermediate Similarity NPC136441
0.7772 Intermediate Similarity NPC19342
0.7736 Intermediate Similarity NPC150592
0.7735 Intermediate Similarity NPC111566
0.7735 Intermediate Similarity NPC63571
0.7727 Intermediate Similarity NPC97106
0.7714 Intermediate Similarity NPC54214
0.7706 Intermediate Similarity NPC27296
0.7692 Intermediate Similarity NPC474236
0.7692 Intermediate Similarity NPC310633
0.7637 Intermediate Similarity NPC112489
0.7637 Intermediate Similarity NPC46022
0.7566 Intermediate Similarity NPC19696
0.7566 Intermediate Similarity NPC136957
0.75 Intermediate Similarity NPC48117
0.75 Intermediate Similarity NPC329765
0.75 Intermediate Similarity NPC476526
0.7487 Intermediate Similarity NPC9635
0.7486 Intermediate Similarity NPC474383
0.7486 Intermediate Similarity NPC476423
0.746 Intermediate Similarity NPC475286
0.746 Intermediate Similarity NPC174281
0.745 Intermediate Similarity NPC469717
0.7429 Intermediate Similarity NPC306160
0.7416 Intermediate Similarity NPC28096
0.7416 Intermediate Similarity NPC476421
0.7416 Intermediate Similarity NPC227489
0.7354 Intermediate Similarity NPC46811
0.7347 Intermediate Similarity NPC476524
0.734 Intermediate Similarity NPC476413
0.7337 Intermediate Similarity NPC469814
0.7318 Intermediate Similarity NPC226835
0.7314 Intermediate Similarity NPC473706
0.7302 Intermediate Similarity NPC476414
0.7268 Intermediate Similarity NPC469716
0.7209 Intermediate Similarity NPC52110
0.7172 Intermediate Similarity NPC476525
0.7166 Intermediate Similarity NPC476527
0.7112 Intermediate Similarity NPC474258
0.7037 Intermediate Similarity NPC473946
0.7026 Intermediate Similarity NPC477004
0.7006 Intermediate Similarity NPC212742
0.6957 Remote Similarity NPC186068
0.6931 Remote Similarity NPC133003
0.6888 Remote Similarity NPC474389
0.6878 Remote Similarity NPC50562
0.6875 Remote Similarity NPC472260
0.6854 Remote Similarity NPC142688
0.6845 Remote Similarity NPC67658
0.6839 Remote Similarity NPC243716
0.6818 Remote Similarity NPC471655
0.6816 Remote Similarity NPC475870
0.6789 Remote Similarity NPC477003
0.6788 Remote Similarity NPC324091
0.6784 Remote Similarity NPC471944
0.678 Remote Similarity NPC473218
0.678 Remote Similarity NPC109158
0.678 Remote Similarity NPC470702
0.678 Remote Similarity NPC469715
0.6769 Remote Similarity NPC474180
0.6769 Remote Similarity NPC188821
0.6758 Remote Similarity NPC162268
0.6755 Remote Similarity NPC11126
0.6748 Remote Similarity NPC470703
0.6746 Remote Similarity NPC291517
0.6737 Remote Similarity NPC470205
0.6733 Remote Similarity NPC471191
0.6722 Remote Similarity NPC299594
0.672 Remote Similarity NPC91179
0.672 Remote Similarity NPC40530
0.672 Remote Similarity NPC314281
0.672 Remote Similarity NPC161861
0.6705 Remote Similarity NPC129412
0.6705 Remote Similarity NPC101130
0.6705 Remote Similarity NPC58268
0.6705 Remote Similarity NPC114033
0.6704 Remote Similarity NPC33229
0.6702 Remote Similarity NPC21429
0.67 Remote Similarity NPC270918
0.6685 Remote Similarity NPC474492
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
0.6683 Remote Similarity NPC153123
0.6667 Remote Similarity NPC274981
0.6667 Remote Similarity NPC311282
0.6667 Remote Similarity NPC13432
0.6667 Remote Similarity NPC210123
0.6667 Remote Similarity NPC302647
0.665 Remote Similarity NPC269203
0.665 Remote Similarity NPC77241
0.665 Remote Similarity NPC13456
0.665 Remote Similarity NPC166209
0.6649 Remote Similarity NPC473628
0.6649 Remote Similarity NPC151635
0.6647 Remote Similarity NPC23215
0.6619 Remote Similarity NPC475736
0.6616 Remote Similarity NPC102592
0.6616 Remote Similarity NPC77061
0.6616 Remote Similarity NPC79356
0.6615 Remote Similarity NPC228835
0.6615 Remote Similarity NPC475874
0.6613 Remote Similarity NPC471943
0.6608 Remote Similarity NPC64661
0.6608 Remote Similarity NPC195704
0.6608 Remote Similarity NPC292434
0.6608 Remote Similarity NPC200397
0.6608 Remote Similarity NPC167200
0.6608 Remote Similarity NPC98156
0.6608 Remote Similarity NPC14448
0.6608 Remote Similarity NPC138596
0.66 Remote Similarity NPC237414
0.6598 Remote Similarity NPC17059
0.6595 Remote Similarity NPC49217
0.6591 Remote Similarity NPC470440
0.6588 Remote Similarity NPC168209
0.6582 Remote Similarity NPC476460
0.6579 Remote Similarity NPC265710
0.6576 Remote Similarity NPC271734
0.6573 Remote Similarity NPC243633
0.6573 Remote Similarity NPC175150
0.6564 Remote Similarity NPC209917
0.6562 Remote Similarity NPC270834
0.6557 Remote Similarity NPC470680
0.6557 Remote Similarity NPC100104
0.6552 Remote Similarity NPC317701
0.6552 Remote Similarity NPC12831
0.6552 Remote Similarity NPC302717
0.6552 Remote Similarity NPC48171
0.6552 Remote Similarity NPC209281
0.6552 Remote Similarity NPC169308
0.6552 Remote Similarity NPC286529
0.6552 Remote Similarity NPC3698
0.6552 Remote Similarity NPC74928
0.6552 Remote Similarity NPC77582
0.6552 Remote Similarity NPC129753
0.6552 Remote Similarity NPC244087
0.6552 Remote Similarity NPC59839
0.6552 Remote Similarity NPC205604
0.6552 Remote Similarity NPC97230
0.6546 Remote Similarity NPC94752
0.6545 Remote Similarity NPC16659
0.6545 Remote Similarity NPC477042
0.6538 Remote Similarity NPC471193
0.6538 Remote Similarity NPC471194
0.6533 Remote Similarity NPC179701
0.6528 Remote Similarity NPC110158
0.6526 Remote Similarity NPC183662
0.6526 Remote Similarity NPC473380
0.6526 Remote Similarity NPC217372
0.6526 Remote Similarity NPC15573
0.6526 Remote Similarity NPC240088
0.6519 Remote Similarity NPC209362
0.6508 Remote Similarity NPC469529
0.6505 Remote Similarity NPC109447
0.65 Remote Similarity NPC262898
0.6498 Remote Similarity NPC156003
0.6492 Remote Similarity NPC219336
0.6484 Remote Similarity NPC74357
0.6482 Remote Similarity NPC202812
0.6474 Remote Similarity NPC476419
0.6468 Remote Similarity NPC131887
0.6464 Remote Similarity NPC232798
0.6462 Remote Similarity NPC17273
0.6462 Remote Similarity NPC135601
0.6462 Remote Similarity NPC141612
0.6458 Remote Similarity NPC234403
0.6458 Remote Similarity NPC88110
0.6458 Remote Similarity NPC79777
0.6455 Remote Similarity NPC252572
0.6452 Remote Similarity NPC115232
0.6448 Remote Similarity NPC213914
0.6445 Remote Similarity NPC322064
0.644 Remote Similarity NPC284775
0.6429 Remote Similarity NPC75135
0.6429 Remote Similarity NPC298288
0.6425 Remote Similarity NPC100726
0.6425 Remote Similarity NPC191415
0.6418 Remote Similarity NPC141454
0.6417 Remote Similarity NPC470509
0.6411 Remote Similarity NPC72956
0.641 Remote Similarity NPC99939
0.641 Remote Similarity NPC308931
0.6406 Remote Similarity NPC233050
0.6406 Remote Similarity NPC276540

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC37268 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
0.7016 Intermediate Similarity NPD5592 Clinical (unspecified phase)
0.6959 Remote Similarity NPD2289 Phase 3
0.6959 Remote Similarity NPD2290 Phase 3
0.6952 Remote Similarity NPD3178 Discontinued
0.6878 Remote Similarity NPD1096 Discontinued
0.6862 Remote Similarity NPD1783 Clinical (unspecified phase)
0.6784 Remote Similarity NPD569 Clinical (unspecified phase)
0.6737 Remote Similarity NPD3320 Approved
0.6737 Remote Similarity NPD3318 Approved
0.6737 Remote Similarity NPD3319 Phase 1
0.655 Remote Similarity NPD7459 Phase 2
0.6513 Remote Similarity NPD6141 Clinical (unspecified phase)
0.6508 Remote Similarity NPD4883 Approved
0.65 Remote Similarity NPD9343 Clinical (unspecified phase)
0.6453 Remote Similarity NPD7817 Phase 1
0.6439 Remote Similarity NPD6288 Clinical (unspecified phase)
0.6432 Remote Similarity NPD460 Discontinued
0.6421 Remote Similarity NPD4736 Clinical (unspecified phase)
0.642 Remote Similarity NPD1592 Phase 3
0.6419 Remote Similarity NPD5001 Clinical (unspecified phase)
0.64 Remote Similarity NPD7619 Phase 3
0.64 Remote Similarity NPD7618 Phase 3
0.6398 Remote Similarity NPD5140 Approved
0.6398 Remote Similarity NPD5138 Approved
0.6393 Remote Similarity NPD276 Clinical (unspecified phase)
0.6383 Remote Similarity NPD2844 Phase 3
0.6378 Remote Similarity NPD5820 Clinical (unspecified phase)
0.6377 Remote Similarity NPD1506 Discontinued
0.6368 Remote Similarity NPD6449 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5686 Approved
0.6364 Remote Similarity NPD5685 Approved
0.6354 Remote Similarity NPD4462 Approved
0.6354 Remote Similarity NPD4463 Approved
0.6346 Remote Similarity NPD2443 Approved
0.6346 Remote Similarity NPD2442 Approved
0.6346 Remote Similarity NPD6376 Discontinued
0.6343 Remote Similarity NPD2323 Clinical (unspecified phase)
0.6337 Remote Similarity NPD1952 Discontinued
0.6335 Remote Similarity NPD482 Approved
0.6332 Remote Similarity NPD6180 Clinical (unspecified phase)
0.6321 Remote Similarity NPD2590 Clinical (unspecified phase)
0.6319 Remote Similarity NPD5965 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7704 Clinical (unspecified phase)
0.6316 Remote Similarity NPD1600 Suspended
0.6313 Remote Similarity NPD1284 Clinical (unspecified phase)
0.6305 Remote Similarity NPD7204 Clinical (unspecified phase)
0.6303 Remote Similarity NPD7656 Approved
0.6303 Remote Similarity NPD7657 Approved
0.6302 Remote Similarity NPD749 Clinical (unspecified phase)
0.6293 Remote Similarity NPD5017 Discontinued
0.6279 Remote Similarity NPD5198 Approved
0.6279 Remote Similarity NPD5199 Approved
0.6263 Remote Similarity NPD1573 Approved
0.6263 Remote Similarity NPD1575 Approved
0.6256 Remote Similarity NPD8013 Clinical (unspecified phase)
0.6256 Remote Similarity NPD6664 Approved
0.6239 Remote Similarity NPD7716 Approved
0.6239 Remote Similarity NPD7717 Approved
0.6237 Remote Similarity NPD3079 Approved
0.6237 Remote Similarity NPD3076 Approved
0.6237 Remote Similarity NPD3077 Approved
0.6237 Remote Similarity NPD3078 Approved
0.6236 Remote Similarity NPD3834 Clinical (unspecified phase)
0.6236 Remote Similarity NPD4464 Clinical (unspecified phase)
0.6236 Remote Similarity NPD5020 Approved
0.6233 Remote Similarity NPD6578 Clinical (unspecified phase)
0.6223 Remote Similarity NPD1631 Approved
0.622 Remote Similarity NPD6328 Clinical (unspecified phase)
0.622 Remote Similarity NPD6838 Clinical (unspecified phase)
0.622 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6214 Remote Similarity NPD7903 Clinical (unspecified phase)
0.6214 Remote Similarity NPD7727 Phase 2
0.6212 Remote Similarity NPD4426 Clinical (unspecified phase)
0.6205 Remote Similarity NPD5146 Suspended
0.6195 Remote Similarity NPD3360 Clinical (unspecified phase)
0.6172 Remote Similarity NPD4559 Clinical (unspecified phase)
0.6161 Remote Similarity NPD2408 Discontinued
0.6154 Remote Similarity NPD6165 Phase 2
0.6154 Remote Similarity NPD6164 Phase 2
0.615 Remote Similarity NPD2214 Approved
0.615 Remote Similarity NPD2213 Approved
0.615 Remote Similarity NPD1630 Approved
0.6143 Remote Similarity NPD3411 Phase 2
0.6143 Remote Similarity NPD3410 Approved
0.6142 Remote Similarity NPD2094 Phase 2
0.6142 Remote Similarity NPD2095 Phase 2
0.6142 Remote Similarity NPD5728 Clinical (unspecified phase)
0.6142 Remote Similarity NPD2092 Phase 2
0.614 Remote Similarity NPD1781 Discontinued
0.6133 Remote Similarity NPD175 Clinical (unspecified phase)
0.6132 Remote Similarity NPD7998 Clinical (unspecified phase)
0.6131 Remote Similarity NPD5809 Phase 3
0.6131 Remote Similarity NPD7026 Phase 2
0.6124 Remote Similarity NPD8114 Approved
0.6124 Remote Similarity NPD8098 Approved
0.6124 Remote Similarity NPD8115 Approved
0.6117 Remote Similarity NPD7621 Clinical (unspecified phase)
0.6111 Remote Similarity NPD2091 Phase 2
0.6111 Remote Similarity NPD5643 Phase 2
0.6111 Remote Similarity NPD2096 Phase 2
0.6111 Remote Similarity NPD3607 Clinical (unspecified phase)
0.6102 Remote Similarity NPD200 Phase 2
0.6102 Remote Similarity NPD201 Phase 2
0.6101 Remote Similarity NPD1996 Discontinued
0.61 Remote Similarity NPD3961 Discontinued
0.61 Remote Similarity NPD3486 Clinical (unspecified phase)
0.61 Remote Similarity NPD2009 Clinical (unspecified phase)
0.6093 Remote Similarity NPD7970 Approved
0.6093 Remote Similarity NPD7971 Clinical (unspecified phase)
0.6093 Remote Similarity NPD3757 Clinical (unspecified phase)
0.6089 Remote Similarity NPD1658 Discontinued
0.6085 Remote Similarity NPD3968 Approved
0.608 Remote Similarity NPD272 Approved
0.6075 Remote Similarity NPD8097 Phase 3
0.6075 Remote Similarity NPD8096 Phase 3
0.6075 Remote Similarity NPD2061 Approved
0.6075 Remote Similarity NPD3918 Approved
0.6075 Remote Similarity NPD3917 Approved
0.6075 Remote Similarity NPD3916 Clinical (unspecified phase)
0.6068 Remote Similarity NPD1982 Phase 1
0.6065 Remote Similarity NPD3353 Approved
0.6059 Remote Similarity NPD4922 Phase 2
0.6059 Remote Similarity NPD6665 Discontinued
0.6059 Remote Similarity NPD1896 Approved
0.6059 Remote Similarity NPD7098 Clinical (unspecified phase)
0.6051 Remote Similarity NPD4385 Clinical (unspecified phase)
0.605 Remote Similarity NPD3315 Phase 3
0.6048 Remote Similarity NPD5901 Discontinued
0.6043 Remote Similarity NPD6855 Clinical (unspecified phase)
0.6042 Remote Similarity NPD1292 Clinical (unspecified phase)
0.6042 Remote Similarity NPD5069 Clinical (unspecified phase)
0.6041 Remote Similarity NPD5473 Discontinued
0.6041 Remote Similarity NPD1618 Phase 2
0.6041 Remote Similarity NPD3927 Phase 2
0.6039 Remote Similarity NPD2405 Phase 3
0.6037 Remote Similarity NPD1591 Approved
0.6034 Remote Similarity NPD3434 Clinical (unspecified phase)
0.6031 Remote Similarity NPD750 Phase 2
0.6029 Remote Similarity NPD4348 Clinical (unspecified phase)
0.6028 Remote Similarity NPD3915 Approved
0.6021 Remote Similarity NPD1568 Clinical (unspecified phase)
0.602 Remote Similarity NPD7865 Approved
0.602 Remote Similarity NPD3246 Discontinued
0.6019 Remote Similarity NPD2008 Discontinued
0.6019 Remote Similarity NPD3967 Approved
0.6019 Remote Similarity NPD2880 Discontinued
0.6018 Remote Similarity NPD6752 Phase 1
0.6018 Remote Similarity NPD6753 Phase 1
0.601 Remote Similarity NPD3990 Phase 3
0.6 Remote Similarity NPD3835 Phase 3
0.6 Remote Similarity NPD9599 Approved
0.6 Remote Similarity NPD8093 Discontinued
0.6 Remote Similarity NPD3833 Phase 3
0.6 Remote Similarity NPD6176 Phase 1
0.5991 Remote Similarity NPD4415 Approved
0.599 Remote Similarity NPD4334 Discontinued
0.599 Remote Similarity NPD2947 Clinical (unspecified phase)
0.599 Remote Similarity NPD465 Clinical (unspecified phase)
0.5982 Remote Similarity NPD6369 Clinical (unspecified phase)
0.5981 Remote Similarity NPD7809 Clinical (unspecified phase)
0.598 Remote Similarity NPD4376 Phase 3
0.598 Remote Similarity NPD7401 Clinical (unspecified phase)
0.5979 Remote Similarity NPD1554 Clinical (unspecified phase)
0.5973 Remote Similarity NPD6263 Clinical (unspecified phase)
0.5972 Remote Similarity NPD2721 Clinical (unspecified phase)
0.5971 Remote Similarity NPD7027 Phase 3
0.5971 Remote Similarity NPD1871 Approved
0.5969 Remote Similarity NPD3583 Phase 2
0.5969 Remote Similarity NPD2367 Phase 2
0.5962 Remote Similarity NPD4959 Approved
0.5962 Remote Similarity NPD6248 Phase 2
0.5962 Remote Similarity NPD7308 Discontinued
0.5962 Remote Similarity NPD6459 Phase 2
0.5962 Remote Similarity NPD6249 Phase 2
0.5962 Remote Similarity NPD7232 Discontinued
0.5962 Remote Similarity NPD4960 Approved
0.596 Remote Similarity NPD1291 Clinical (unspecified phase)
0.596 Remote Similarity NPD1643 Phase 3
0.596 Remote Similarity NPD3989 Phase 3
0.5955 Remote Similarity NPD6579 Phase 2
0.5955 Remote Similarity NPD6210 Phase 3
0.5955 Remote Similarity NPD198 Clinical (unspecified phase)
0.5953 Remote Similarity NPD7470 Discontinued
0.5951 Remote Similarity NPD2004 Clinical (unspecified phase)
0.595 Remote Similarity NPD7483 Phase 2
0.595 Remote Similarity NPD7482 Phase 2
0.5949 Remote Similarity NPD3868 Phase 1
0.5946 Remote Similarity NPD6173 Approved
0.5946 Remote Similarity NPD1183 Approved
0.5942 Remote Similarity NPD5446 Phase 2
0.5941 Remote Similarity NPD4988 Discontinued
0.5936 Remote Similarity NPD2603 Clinical (unspecified phase)
0.5936 Remote Similarity NPD8405 Clinical (unspecified phase)
0.5936 Remote Similarity NPD4541 Clinical (unspecified phase)
0.5935 Remote Similarity NPD5510 Approved
0.5934 Remote Similarity NPD2007 Clinical (unspecified phase)
0.5933 Remote Similarity NPD484 Approved
0.593 Remote Similarity NPD9540 Approved
0.5924 Remote Similarity NPD5487 Phase 1
0.592 Remote Similarity NPD1031 Discontinued

Structure

External Identifiers

PubChem CID   10805953
ChEMBL   CHEMBL512682
ZINC  

Physicochemical Properties

Molecular Weight:  323.99
ALogP:  -0.5084
MLogP:  1.79
XLogP:  0.251
# Rotatable Bonds:  3
Polar Surface Area:  110.07
# H-Bond Aceptor:  7
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  19

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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