Natural Product: NPC474696

Natural Product ID:  NPC474696
Common Name:   Spongiacidin A
IUPAC Name:   (4E)-4-(2-amino-5-oxoimidazolidin-4-ylidene)-2,3-dibromo-1,5,6,7-tetrahydropyrrolo[2,3-c]azepin-8-one
Synonyms:  
Molecular Formula:   C11H11Br2N5O2
Standard InCHIKey:  CTHGIINQRBTFRV-ZZXKWVIFSA-N
Standard InCHI:  InChI=1S/C11H11Br2N5O2/c12-5-4-3(6-10(20)18-11(14)17-6)1-2-15-9(19)7(4)16-8(5)13/h11,16-17H,1-2,14H2,(H,15,19)(H,18,20)/b6-3+
Canonical SMILES:  NC1N=C(/C(=C2/CCNC(=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
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
NPT2213 Individual Protein Cyclin-dependent kinase 4 Homo sapiens IC50 = 32 ug/ml 20035556
NPT286 Individual Protein Receptor protein-tyrosine kinase erbB-2 Homo sapiens IC50 = 8.5 ug/ml 20035556

  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 NPC474696 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 NPC271927
0.9141 High Similarity NPC184932
0.9141 High Similarity NPC472861
0.9068 High Similarity NPC37268
0.8827 High Similarity NPC469976
0.8519 High Similarity NPC73687
0.8214 Intermediate Similarity NPC80528
0.8024 Intermediate Similarity NPC2414
0.7857 Intermediate Similarity NPC206148
0.7647 Intermediate Similarity NPC476418
0.75 Intermediate Similarity NPC260041
0.75 Intermediate Similarity NPC19342
0.7459 Intermediate Similarity NPC63571
0.7459 Intermediate Similarity NPC111566
0.7418 Intermediate Similarity NPC310633
0.7401 Intermediate Similarity NPC136441
0.7396 Intermediate Similarity NPC474236
0.7345 Intermediate Similarity NPC97106
0.733 Intermediate Similarity NPC54214
0.7316 Intermediate Similarity NPC9635
0.7312 Intermediate Similarity NPC150592
0.731 Intermediate Similarity NPC27296
0.7308 Intermediate Similarity NPC474258
0.7302 Intermediate Similarity NPC19696
0.7302 Intermediate Similarity NPC136957
0.7296 Intermediate Similarity NPC469715
0.7286 Intermediate Similarity NPC469717
0.7234 Intermediate Similarity NPC48117
0.7234 Intermediate Similarity NPC476526
0.7234 Intermediate Similarity NPC329765
0.7209 Intermediate Similarity NPC475870
0.72 Intermediate Similarity NPC233380
0.7196 Intermediate Similarity NPC475286
0.7196 Intermediate Similarity NPC174281
0.7166 Intermediate Similarity NPC476413
0.7158 Intermediate Similarity NPC469814
0.7151 Intermediate Similarity NPC186068
0.7143 Intermediate Similarity NPC20021
0.7135 Intermediate Similarity NPC476421
0.7135 Intermediate Similarity NPC227489
0.7135 Intermediate Similarity NPC473946
0.7135 Intermediate Similarity NPC28096
0.7128 Intermediate Similarity NPC476414
0.712 Intermediate Similarity NPC476423
0.7102 Intermediate Similarity NPC474383
0.7092 Intermediate Similarity NPC476524
0.7045 Intermediate Similarity NPC306160
0.7039 Intermediate Similarity NPC226835
0.6932 Remote Similarity NPC473706
0.6923 Remote Similarity NPC469716
0.6919 Remote Similarity NPC52110
0.6919 Remote Similarity NPC476525
0.6898 Remote Similarity NPC112489
0.6898 Remote Similarity NPC46022
0.676 Remote Similarity NPC274981
0.6758 Remote Similarity NPC302647
0.6755 Remote Similarity NPC311282
0.6737 Remote Similarity NPC473628
0.6736 Remote Similarity NPC46811
0.672 Remote Similarity NPC476527
0.6615 Remote Similarity NPC475874
0.6599 Remote Similarity NPC477004
0.6573 Remote Similarity NPC142688
0.6553 Remote Similarity NPC50562
0.6548 Remote Similarity NPC474389
0.6543 Remote Similarity NPC234403
0.6534 Remote Similarity NPC471655
0.6522 Remote Similarity NPC67658
0.65 Remote Similarity NPC474492
0.6497 Remote Similarity NPC109158
0.6455 Remote Similarity NPC79777
0.6429 Remote Similarity NPC188821
0.6429 Remote Similarity NPC474180
0.641 Remote Similarity NPC243716
0.6406 Remote Similarity NPC133003
0.6393 Remote Similarity NPC162268
0.6381 Remote Similarity NPC475736
0.6374 Remote Similarity NPC100104
0.6374 Remote Similarity NPC470680
0.6368 Remote Similarity NPC314281
0.6368 Remote Similarity NPC40530
0.6354 Remote Similarity NPC212742
0.6318 Remote Similarity NPC13456
0.6318 Remote Similarity NPC77241
0.6318 Remote Similarity NPC269203
0.6318 Remote Similarity NPC166209
0.6316 Remote Similarity NPC11126
0.6313 Remote Similarity NPC472260
0.6287 Remote Similarity NPC471944
0.6283 Remote Similarity NPC91179
0.6283 Remote Similarity NPC182940
0.6281 Remote Similarity NPC77061
0.6276 Remote Similarity NPC324091
0.6269 Remote Similarity NPC475914
0.6269 Remote Similarity NPC153123
0.6269 Remote Similarity NPC268744
0.6269 Remote Similarity NPC220797
0.6269 Remote Similarity NPC477003
0.6269 Remote Similarity NPC201266
0.6269 Remote Similarity NPC474318
0.6268 Remote Similarity NPC470703
0.6264 Remote Similarity NPC299594
0.6262 Remote Similarity NPC243633
0.6262 Remote Similarity NPC175150
0.6243 Remote Similarity NPC33229
0.6237 Remote Similarity NPC109447
0.6223 Remote Similarity NPC262338
0.622 Remote Similarity NPC470702
0.622 Remote Similarity NPC473218
0.6218 Remote Similarity NPC470205
0.6214 Remote Similarity NPC270918
0.6203 Remote Similarity NPC46359
0.6201 Remote Similarity NPC13432
0.62 Remote Similarity NPC179701
0.6197 Remote Similarity NPC168209
0.619 Remote Similarity NPC161861
0.6188 Remote Similarity NPC237414
0.6186 Remote Similarity NPC228835
0.6184 Remote Similarity NPC143075
0.6181 Remote Similarity NPC477414
0.6181 Remote Similarity NPC221726
0.6181 Remote Similarity NPC225622
0.6173 Remote Similarity NPC17059
0.6169 Remote Similarity NPC262898
0.6168 Remote Similarity NPC474195
0.6165 Remote Similarity NPC471191
0.6163 Remote Similarity NPC291517
0.6162 Remote Similarity NPC210123
0.6162 Remote Similarity NPC26491
0.6154 Remote Similarity NPC298288
0.615 Remote Similarity NPC49217
0.6145 Remote Similarity NPC100726
0.6136 Remote Similarity NPC114033
0.6136 Remote Similarity NPC101130
0.6136 Remote Similarity NPC58268
0.6136 Remote Similarity NPC129412
0.6129 Remote Similarity NPC271734
0.6126 Remote Similarity NPC151635
0.6122 Remote Similarity NPC141612
0.6122 Remote Similarity NPC135601
0.6122 Remote Similarity NPC94752
0.6122 Remote Similarity NPC17273
0.6119 Remote Similarity NPC102592
0.6119 Remote Similarity NPC79356
0.6119 Remote Similarity NPC156003
0.6114 Remote Similarity NPC66642
0.6111 Remote Similarity NPC102664
0.6105 Remote Similarity NPC64055
0.6103 Remote Similarity NPC110158
0.6094 Remote Similarity NPC240088
0.6094 Remote Similarity NPC15573
0.6094 Remote Similarity NPC217372
0.6094 Remote Similarity NPC473380
0.6094 Remote Similarity NPC183662
0.6093 Remote Similarity NPC272174
0.6085 Remote Similarity NPC471943
0.608 Remote Similarity NPC476460
0.6077 Remote Similarity NPC473878
0.6069 Remote Similarity NPC23215
0.6068 Remote Similarity NPC317701
0.6062 Remote Similarity NPC219336
0.6062 Remote Similarity NPC265710
0.6061 Remote Similarity NPC209917
0.6056 Remote Similarity NPC470732
0.6055 Remote Similarity NPC474196
0.605 Remote Similarity NPC304187
0.605 Remote Similarity NPC477166
0.6043 Remote Similarity NPC247987
0.6042 Remote Similarity NPC476419
0.6039 Remote Similarity NPC473376
0.6034 Remote Similarity NPC14448
0.6034 Remote Similarity NPC195704
0.6034 Remote Similarity NPC98156
0.6034 Remote Similarity NPC470440
0.6034 Remote Similarity NPC167200
0.6034 Remote Similarity NPC292434
0.6034 Remote Similarity NPC138596
0.6034 Remote Similarity NPC200397
0.6034 Remote Similarity NPC64661
0.6033 Remote Similarity NPC74357
0.6031 Remote Similarity NPC477042
0.6031 Remote Similarity NPC16659
0.6022 Remote Similarity NPC123906
0.602 Remote Similarity NPC21429
0.602 Remote Similarity NPC473821
0.6011 Remote Similarity NPC232798
0.601 Remote Similarity NPC74153
0.601 Remote Similarity NPC141454
0.6 Remote Similarity NPC213914
0.5991 Remote Similarity NPC471194
0.5991 Remote Similarity NPC471193
0.5991 Remote Similarity NPC474896
0.599 Remote Similarity NPC202812
0.599 Remote Similarity NPC469529
0.5989 Remote Similarity NPC244087
0.5989 Remote Similarity NPC205604
0.5989 Remote Similarity NPC48171
0.5989 Remote Similarity NPC286529
0.5989 Remote Similarity NPC169308
0.5989 Remote Similarity NPC77582

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474696 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
0.658 Remote Similarity NPD5592 Clinical (unspecified phase)
0.6531 Remote Similarity NPD2290 Phase 3
0.6531 Remote Similarity NPD2289 Phase 3
0.6508 Remote Similarity NPD3178 Discontinued
0.644 Remote Similarity NPD1096 Discontinued
0.6335 Remote Similarity NPD1783 Clinical (unspecified phase)
0.6319 Remote Similarity NPD2213 Approved
0.6319 Remote Similarity NPD2214 Approved
0.6298 Remote Similarity NPD276 Clinical (unspecified phase)
0.6219 Remote Similarity NPD7459 Phase 2
0.6218 Remote Similarity NPD3318 Approved
0.6218 Remote Similarity NPD3319 Phase 1
0.6218 Remote Similarity NPD3320 Approved
0.6207 Remote Similarity NPD569 Clinical (unspecified phase)
0.6106 Remote Similarity NPD6376 Discontinued
0.6093 Remote Similarity NPD1996 Discontinued
0.6091 Remote Similarity NPD6141 Clinical (unspecified phase)
0.6041 Remote Similarity NPD5820 Clinical (unspecified phase)
0.5991 Remote Similarity NPD3918 Approved
0.5991 Remote Similarity NPD3917 Approved
0.5991 Remote Similarity NPD3916 Clinical (unspecified phase)
0.599 Remote Similarity NPD4883 Approved
0.5963 Remote Similarity NPD5001 Clinical (unspecified phase)
0.5962 Remote Similarity NPD6288 Clinical (unspecified phase)
0.5961 Remote Similarity NPD6449 Clinical (unspecified phase)
0.5957 Remote Similarity NPD5140 Approved
0.5957 Remote Similarity NPD5138 Approved
0.5956 Remote Similarity NPD9343 Clinical (unspecified phase)
0.5947 Remote Similarity NPD2844 Phase 3
0.5943 Remote Similarity NPD3915 Approved
0.5941 Remote Similarity NPD460 Discontinued
0.5911 Remote Similarity NPD7618 Phase 3
0.5911 Remote Similarity NPD7619 Phase 3
0.5907 Remote Similarity NPD4736 Clinical (unspecified phase)
0.5905 Remote Similarity NPD1506 Discontinued
0.5905 Remote Similarity NPD8493 Clinical (unspecified phase)
0.5903 Remote Similarity NPD3360 Clinical (unspecified phase)
0.59 Remote Similarity NPD1284 Clinical (unspecified phase)
0.5894 Remote Similarity NPD7817 Phase 1
0.5894 Remote Similarity NPD5017 Discontinued
0.5877 Remote Similarity NPD2443 Approved
0.5877 Remote Similarity NPD2442 Approved
0.5871 Remote Similarity NPD5686 Approved
0.5871 Remote Similarity NPD5685 Approved
0.5866 Remote Similarity NPD1592 Phase 3
0.5864 Remote Similarity NPD7717 Approved
0.5864 Remote Similarity NPD7716 Approved
0.5854 Remote Similarity NPD1952 Discontinued
0.5853 Remote Similarity NPD6578 Clinical (unspecified phase)
0.585 Remote Similarity NPD3486 Clinical (unspecified phase)
0.5849 Remote Similarity NPD2408 Discontinued
0.5849 Remote Similarity NPD1600 Suspended
0.5842 Remote Similarity NPD6180 Clinical (unspecified phase)
0.5841 Remote Similarity NPD7656 Approved
0.5841 Remote Similarity NPD7657 Approved
0.5838 Remote Similarity NPD3990 Phase 3
0.5829 Remote Similarity NPD6328 Clinical (unspecified phase)
0.5826 Remote Similarity NPD5198 Approved
0.5826 Remote Similarity NPD5199 Approved
0.5825 Remote Similarity NPD482 Approved
0.5825 Remote Similarity NPD465 Clinical (unspecified phase)
0.5825 Remote Similarity NPD7204 Clinical (unspecified phase)
0.5817 Remote Similarity NPD7727 Phase 2
0.5816 Remote Similarity NPD2590 Clinical (unspecified phase)
0.5815 Remote Similarity NPD4463 Approved
0.5815 Remote Similarity NPD4462 Approved
0.5813 Remote Similarity NPD4922 Phase 2
0.5795 Remote Similarity NPD749 Clinical (unspecified phase)
0.5787 Remote Similarity NPD3989 Phase 3
0.5787 Remote Similarity NPD7971 Clinical (unspecified phase)
0.5787 Remote Similarity NPD3757 Clinical (unspecified phase)
0.5787 Remote Similarity NPD2323 Clinical (unspecified phase)
0.5787 Remote Similarity NPD1643 Phase 3
0.5787 Remote Similarity NPD7970 Approved
0.5784 Remote Similarity NPD5965 Clinical (unspecified phase)
0.5778 Remote Similarity NPD4464 Clinical (unspecified phase)
0.5778 Remote Similarity NPD3834 Clinical (unspecified phase)
0.5775 Remote Similarity NPD7704 Clinical (unspecified phase)
0.576 Remote Similarity NPD3353 Approved
0.5755 Remote Similarity NPD6838 Clinical (unspecified phase)
0.5755 Remote Similarity NPD3410 Approved
0.5755 Remote Similarity NPD3411 Phase 2
0.5751 Remote Similarity NPD1573 Approved
0.5751 Remote Similarity NPD1575 Approved
0.5749 Remote Similarity NPD2947 Clinical (unspecified phase)
0.5748 Remote Similarity NPD7998 Clinical (unspecified phase)
0.5744 Remote Similarity NPD3522 Approved
0.5736 Remote Similarity NPD3076 Approved
0.5736 Remote Similarity NPD3077 Approved
0.5736 Remote Similarity NPD3079 Approved
0.5736 Remote Similarity NPD3078 Approved
0.5735 Remote Similarity NPD8098 Approved
0.5735 Remote Similarity NPD8114 Approved
0.5735 Remote Similarity NPD8115 Approved
0.5721 Remote Similarity NPD4426 Clinical (unspecified phase)
0.5721 Remote Similarity NPD7621 Clinical (unspecified phase)
0.5721 Remote Similarity NPD5809 Phase 3
0.5714 Remote Similarity NPD6165 Phase 2
0.5714 Remote Similarity NPD6164 Phase 2
0.5708 Remote Similarity NPD4559 Clinical (unspecified phase)
0.5707 Remote Similarity NPD5146 Suspended
0.5707 Remote Similarity NPD1631 Approved
0.5707 Remote Similarity NPD2004 Clinical (unspecified phase)
0.5701 Remote Similarity NPD3968 Approved
0.5694 Remote Similarity NPD8096 Phase 3
0.5694 Remote Similarity NPD8097 Phase 3
0.5693 Remote Similarity NPD3961 Discontinued
0.5693 Remote Similarity NPD2009 Clinical (unspecified phase)
0.5691 Remote Similarity NPD5020 Approved
0.5686 Remote Similarity NPD1658 Discontinued
0.5685 Remote Similarity NPD4092 Approved
0.5674 Remote Similarity NPD7809 Clinical (unspecified phase)
0.5667 Remote Similarity NPD7903 Clinical (unspecified phase)
0.5665 Remote Similarity NPD1781 Discontinued
0.5662 Remote Similarity NPD5643 Phase 2
0.5662 Remote Similarity NPD1591 Approved
0.566 Remote Similarity NPD2721 Clinical (unspecified phase)
0.5659 Remote Similarity NPD7098 Clinical (unspecified phase)
0.5659 Remote Similarity NPD6665 Discontinued
0.5657 Remote Similarity NPD3998 Approved
0.5657 Remote Similarity NPD3999 Approved
0.5657 Remote Similarity NPD3997 Approved
0.565 Remote Similarity NPD2095 Phase 2
0.565 Remote Similarity NPD5728 Clinical (unspecified phase)
0.565 Remote Similarity NPD2092 Phase 2
0.565 Remote Similarity NPD2094 Phase 2
0.5648 Remote Similarity NPD8013 Clinical (unspecified phase)
0.5646 Remote Similarity NPD2405 Phase 3
0.564 Remote Similarity NPD9540 Approved
0.5635 Remote Similarity NPD4091 Approved
0.5634 Remote Similarity NPD3967 Approved
0.5632 Remote Similarity NPD1630 Approved
0.5628 Remote Similarity NPD1618 Phase 2
0.5625 Remote Similarity NPD6664 Approved
0.5622 Remote Similarity NPD2096 Phase 2
0.5622 Remote Similarity NPD8093 Discontinued
0.5622 Remote Similarity NPD2091 Phase 2
0.5622 Remote Similarity NPD3607 Clinical (unspecified phase)
0.5619 Remote Similarity NPD5069 Clinical (unspecified phase)
0.5616 Remote Similarity NPD3246 Discontinued
0.5614 Remote Similarity NPD6263 Clinical (unspecified phase)
0.5606 Remote Similarity NPD3993 Approved
0.5606 Remote Similarity NPD3991 Approved
0.5606 Remote Similarity NPD3996 Approved
0.5606 Remote Similarity NPD3995 Approved
0.5606 Remote Similarity NPD7865 Approved
0.5606 Remote Similarity NPD3992 Approved
0.5606 Remote Similarity NPD3994 Approved
0.5606 Remote Similarity NPD3041 Approved

Structure

External Identifiers

PubChem CID   44575454
ChEMBL   CHEMBL479512
ZINC  

Physicochemical Properties

Molecular Weight:  402.93
ALogP:  0.175
MLogP:  1.68
XLogP:  1.231
# Rotatable Bonds:  4
Polar Surface Area:  115.53
# 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