Natural Product: NPC476423

Natural Product ID:  NPC476423
Common Name:   Agelanin B
IUPAC Name:   3-acetyl-6-[(4,5-dibromo-1-methylpyrrole-2-carbonyl)amino]-3-hydroxyhexanoic acid
Synonyms:  
Molecular Formula:   C14H18Br2N2O5
Standard InCHIKey:  HHNVUTCHBCYOOP-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C14H18Br2N2O5/c1-8(19)14(23,7-11(20)21)4-3-5-17-13(22)10-6-9(15)12(16)18(10)2/h6,23H,3-5,7H2,1-2H3,(H,17,22)(H,20,21)
Canonical SMILES:  OC(=O)CC(C(=O)C)(CCCNC(=O)c1cc(c(n1C)Br)Br)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
NPO33334 agelas sponges Species Agelasidae Eukaryota Indonesia PMID[20061160]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT17 Organism Staphylococcus epidermidis Staphylococcus epidermidis MIC > 44000 nM DrugMatrix in vitro pharmacology data
NPT1864 Cell Line L5178Y Mus musculus GI = 92.8 % 22652254

  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 NPC476423 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
0.8727 High Similarity NPC27296
0.8363 Intermediate Similarity NPC474383
0.7989 Intermediate Similarity NPC476418
0.7886 Intermediate Similarity NPC306160
0.7849 Intermediate Similarity NPC474236
0.7841 Intermediate Similarity NPC2414
0.7647 Intermediate Similarity NPC260041
0.7582 Intermediate Similarity NPC97106
0.75 Intermediate Similarity NPC112489
0.7487 Intermediate Similarity NPC476413
0.7487 Intermediate Similarity NPC476524
0.7486 Intermediate Similarity NPC37268
0.7448 Intermediate Similarity NPC476414
0.7432 Intermediate Similarity NPC80528
0.7407 Intermediate Similarity NPC46022
0.7374 Intermediate Similarity NPC473706
0.7365 Intermediate Similarity NPC150592
0.7351 Intermediate Similarity NPC136441
0.733 Intermediate Similarity NPC109158
0.732 Intermediate Similarity NPC46811
0.7313 Intermediate Similarity NPC476525
0.7302 Intermediate Similarity NPC469814
0.7287 Intermediate Similarity NPC184932
0.7287 Intermediate Similarity NPC472861
0.7283 Intermediate Similarity NPC227489
0.7283 Intermediate Similarity NPC226835
0.7283 Intermediate Similarity NPC28096
0.7283 Intermediate Similarity NPC476421
0.7202 Intermediate Similarity NPC20021
0.7198 Intermediate Similarity NPC206148
0.7158 Intermediate Similarity NPC233380
0.712 Intermediate Similarity NPC474696
0.7079 Intermediate Similarity NPC52110
0.7005 Intermediate Similarity NPC54214
0.7005 Intermediate Similarity NPC19342
0.6968 Remote Similarity NPC271927
0.6961 Remote Similarity NPC298288
0.6959 Remote Similarity NPC111566
0.6935 Remote Similarity NPC77061
0.6923 Remote Similarity NPC310633
0.6919 Remote Similarity NPC73687
0.6915 Remote Similarity NPC136957
0.6915 Remote Similarity NPC469976
0.6915 Remote Similarity NPC19696
0.6872 Remote Similarity NPC63571
0.6857 Remote Similarity NPC50562
0.685 Remote Similarity NPC476526
0.685 Remote Similarity NPC48117
0.685 Remote Similarity NPC329765
0.6847 Remote Similarity NPC9635
0.6831 Remote Similarity NPC142688
0.6825 Remote Similarity NPC67658
0.6816 Remote Similarity NPC174281
0.6816 Remote Similarity NPC475286
0.6761 Remote Similarity NPC469717
0.6758 Remote Similarity NPC472260
0.6749 Remote Similarity NPC477004
0.6735 Remote Similarity NPC311282
0.6734 Remote Similarity NPC243716
0.6733 Remote Similarity NPC262898
0.6683 Remote Similarity NPC179701
0.6667 Remote Similarity NPC186068
0.6649 Remote Similarity NPC74357
0.6648 Remote Similarity NPC472288
0.6636 Remote Similarity NPC243633
0.6636 Remote Similarity NPC175150
0.6634 Remote Similarity NPC202812
0.6633 Remote Similarity NPC209917
0.6629 Remote Similarity NPC291517
0.6602 Remote Similarity NPC471944
0.6593 Remote Similarity NPC100726
0.6574 Remote Similarity NPC168209
0.657 Remote Similarity NPC469716
0.6566 Remote Similarity NPC133003
0.6548 Remote Similarity NPC270834
0.6546 Remote Similarity NPC476419
0.6531 Remote Similarity NPC314281
0.6531 Remote Similarity NPC182940
0.6531 Remote Similarity NPC40530
0.6528 Remote Similarity NPC475736
0.652 Remote Similarity NPC102592
0.652 Remote Similarity NPC79356
0.6517 Remote Similarity NPC324091
0.6515 Remote Similarity NPC470003
0.6505 Remote Similarity NPC33229
0.6485 Remote Similarity NPC210123
0.6482 Remote Similarity NPC474258
0.6477 Remote Similarity NPC302647
0.6452 Remote Similarity NPC251391
0.6443 Remote Similarity NPC288074
0.6439 Remote Similarity NPC472293
0.6432 Remote Similarity NPC46895
0.6432 Remote Similarity NPC473878
0.6432 Remote Similarity NPC471655
0.6432 Remote Similarity NPC228835
0.6432 Remote Similarity NPC477003
0.6425 Remote Similarity NPC293917
0.6418 Remote Similarity NPC473946
0.6417 Remote Similarity NPC209362
0.6413 Remote Similarity NPC105811
0.641 Remote Similarity NPC181081
0.641 Remote Similarity NPC469529
0.6409 Remote Similarity NPC129412
0.6409 Remote Similarity NPC58268
0.6409 Remote Similarity NPC101130
0.6409 Remote Similarity NPC114033
0.6408 Remote Similarity NPC78767
0.6408 Remote Similarity NPC473814
0.6396 Remote Similarity NPC55772
0.6396 Remote Similarity NPC11126
0.6396 Remote Similarity NPC219336
0.6395 Remote Similarity NPC66642
0.6393 Remote Similarity NPC467188
0.639 Remote Similarity NPC93390
0.6382 Remote Similarity NPC159125
0.6378 Remote Similarity NPC123906
0.6373 Remote Similarity NPC472292
0.6372 Remote Similarity NPC284888
0.6372 Remote Similarity NPC469715
0.6368 Remote Similarity NPC476527
0.6368 Remote Similarity NPC94752
0.6368 Remote Similarity NPC235684
0.6364 Remote Similarity NPC61011
0.6364 Remote Similarity NPC91179
0.6351 Remote Similarity NPC477043
0.6349 Remote Similarity NPC213914
0.6346 Remote Similarity NPC237414
0.6346 Remote Similarity NPC472296
0.6346 Remote Similarity NPC192674
0.6346 Remote Similarity NPC472297
0.6345 Remote Similarity NPC183662
0.6345 Remote Similarity NPC15573
0.6345 Remote Similarity NPC217372
0.6341 Remote Similarity NPC472210
0.6341 Remote Similarity NPC269886
0.6341 Remote Similarity NPC88315
0.6341 Remote Similarity NPC472295
0.6341 Remote Similarity NPC247735
0.6341 Remote Similarity NPC81802
0.6337 Remote Similarity NPC472323
0.633 Remote Similarity NPC75135
0.6327 Remote Similarity NPC63031
0.6324 Remote Similarity NPC129909
0.6321 Remote Similarity NPC109447
0.6321 Remote Similarity NPC82053
0.6321 Remote Similarity NPC41717
0.6318 Remote Similarity NPC474195
0.6318 Remote Similarity NPC295158
0.6313 Remote Similarity NPC64661
0.6313 Remote Similarity NPC195704
0.6313 Remote Similarity NPC14448
0.6313 Remote Similarity NPC126709
0.6313 Remote Similarity NPC248041
0.6313 Remote Similarity NPC167200
0.6313 Remote Similarity NPC98156
0.6313 Remote Similarity NPC292434
0.6313 Remote Similarity NPC283219
0.6313 Remote Similarity NPC200397
0.6313 Remote Similarity NPC138596
0.631 Remote Similarity NPC70406
0.6308 Remote Similarity NPC478158
0.6308 Remote Similarity NPC472070
0.6308 Remote Similarity NPC273532
0.6305 Remote Similarity NPC175474
0.6302 Remote Similarity NPC274981
0.63 Remote Similarity NPC470205
0.6298 Remote Similarity NPC477041
0.6298 Remote Similarity NPC477044
0.6296 Remote Similarity NPC207020
0.6294 Remote Similarity NPC267885
0.6294 Remote Similarity NPC151635
0.6291 Remote Similarity NPC270918
0.6284 Remote Similarity NPC322064
0.6283 Remote Similarity NPC470680
0.6283 Remote Similarity NPC100104
0.6283 Remote Similarity NPC14288
0.6281 Remote Similarity NPC477042
0.6281 Remote Similarity NPC234403
0.628 Remote Similarity NPC292361
0.6275 Remote Similarity NPC268966
0.6275 Remote Similarity NPC154339
0.6274 Remote Similarity NPC473376
0.6274 Remote Similarity NPC88115
0.6268 Remote Similarity NPC474767
0.6263 Remote Similarity NPC14113
0.6263 Remote Similarity NPC84827
0.6263 Remote Similarity NPC83774
0.6263 Remote Similarity NPC145885
0.6262 Remote Similarity NPC267343
0.6261 Remote Similarity NPC478141
0.6257 Remote Similarity NPC23215
0.6256 Remote Similarity NPC17059
0.625 Remote Similarity NPC214142
0.625 Remote Similarity NPC71236
0.6244 Remote Similarity NPC469938
0.6244 Remote Similarity NPC110500
0.6244 Remote Similarity NPC149155
0.6244 Remote Similarity NPC476460
0.6244 Remote Similarity NPC203468
0.6239 Remote Similarity NPC322135

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476423 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
0.7107 Intermediate Similarity NPD2290 Phase 3
0.7107 Intermediate Similarity NPD2289 Phase 3
0.7011 Intermediate Similarity NPD1631 Approved
0.6973 Remote Similarity NPD1568 Clinical (unspecified phase)
0.6952 Remote Similarity NPD1573 Approved
0.6952 Remote Similarity NPD1575 Approved
0.6931 Remote Similarity NPD4736 Clinical (unspecified phase)
0.6927 Remote Similarity NPD1783 Clinical (unspecified phase)
0.6857 Remote Similarity NPD569 Clinical (unspecified phase)
0.6856 Remote Similarity NPD1096 Discontinued
0.6848 Remote Similarity NPD1630 Approved
0.6839 Remote Similarity NPD3178 Discontinued
0.6682 Remote Similarity NPD6173 Approved
0.6649 Remote Similarity NPD1587 Approved
0.6635 Remote Similarity NPD7070 Clinical (unspecified phase)
0.6615 Remote Similarity NPD1643 Phase 3
0.6559 Remote Similarity NPD276 Clinical (unspecified phase)
0.6522 Remote Similarity NPD7727 Phase 2
0.6505 Remote Similarity NPD6248 Phase 2
0.6505 Remote Similarity NPD6249 Phase 2
0.6495 Remote Similarity NPD1586 Approved
0.6468 Remote Similarity NPD4334 Discontinued
0.6462 Remote Similarity NPD4520 Approved
0.6456 Remote Similarity NPD7459 Phase 2
0.6452 Remote Similarity NPD180 Clinical (unspecified phase)
0.6443 Remote Similarity NPD750 Phase 2
0.6442 Remote Similarity NPD7903 Clinical (unspecified phase)
0.6442 Remote Similarity NPD7817 Phase 1
0.6432 Remote Similarity NPD7998 Clinical (unspecified phase)
0.6425 Remote Similarity NPD7621 Clinical (unspecified phase)
0.6404 Remote Similarity NPD5592 Clinical (unspecified phase)
0.6398 Remote Similarity NPD9343 Clinical (unspecified phase)
0.6373 Remote Similarity NPD4315 Phase 2
0.6364 Remote Similarity NPD5017 Discontinued
0.6351 Remote Similarity NPD8115 Approved
0.6351 Remote Similarity NPD8114 Approved
0.6351 Remote Similarity NPD3947 Discontinued
0.6346 Remote Similarity NPD3800 Clinical (unspecified phase)
0.6324 Remote Similarity NPD3785 Clinical (unspecified phase)
0.6321 Remote Similarity NPD4174 Clinical (unspecified phase)
0.6316 Remote Similarity NPD8248 Clinical (unspecified phase)
0.6308 Remote Similarity NPD3968 Approved
0.6303 Remote Similarity NPD5487 Phase 1
0.6301 Remote Similarity NPD6578 Clinical (unspecified phase)
0.63 Remote Similarity NPD2095 Phase 2
0.63 Remote Similarity NPD2092 Phase 2
0.63 Remote Similarity NPD2094 Phase 2
0.6294 Remote Similarity NPD749 Clinical (unspecified phase)
0.6287 Remote Similarity NPD5809 Phase 3
0.6269 Remote Similarity NPD2096 Phase 2
0.6269 Remote Similarity NPD2091 Phase 2
0.6262 Remote Similarity NPD7232 Discontinued
0.6261 Remote Similarity NPD5001 Clinical (unspecified phase)
0.6244 Remote Similarity NPD482 Approved
0.6244 Remote Similarity NPD5322 Clinical (unspecified phase)
0.6233 Remote Similarity NPD7716 Approved
0.6233 Remote Similarity NPD7717 Approved
0.6227 Remote Similarity NPD7878 Phase 2
0.6223 Remote Similarity NPD510 Phase 1
0.622 Remote Similarity NPD2947 Clinical (unspecified phase)
0.6215 Remote Similarity NPD3411 Phase 2
0.6215 Remote Similarity NPD3410 Approved
0.6207 Remote Similarity NPD5444 Phase 1
0.62 Remote Similarity NPD5898 Approved
0.62 Remote Similarity NPD5899 Approved
0.62 Remote Similarity NPD5897 Approved
0.619 Remote Similarity NPD3360 Clinical (unspecified phase)
0.6188 Remote Similarity NPD721 Approved
0.6184 Remote Similarity NPD2004 Clinical (unspecified phase)
0.6172 Remote Similarity NPD6206 Phase 1
0.6168 Remote Similarity NPD7568 Phase 1
0.6168 Remote Similarity NPD4901 Clinical (unspecified phase)
0.6168 Remote Similarity NPD3967 Approved
0.6161 Remote Similarity NPD2912 Approved
0.6161 Remote Similarity NPD2911 Approved
0.6157 Remote Similarity NPD7704 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4602 Approved
0.6146 Remote Similarity NPD1657 Approved
0.6143 Remote Similarity NPD6261 Phase 3
0.6141 Remote Similarity NPD5020 Approved
0.6139 Remote Similarity NPD5728 Clinical (unspecified phase)
0.6135 Remote Similarity NPD6665 Discontinued
0.6127 Remote Similarity NPD5820 Clinical (unspecified phase)
0.6121 Remote Similarity NPD6288 Clinical (unspecified phase)
0.6121 Remote Similarity NPD6987 Phase 1
0.6114 Remote Similarity NPD7308 Discontinued
0.6111 Remote Similarity NPD6376 Discontinued
0.6111 Remote Similarity NPD6487 Approved
0.6111 Remote Similarity NPD6486 Approved
0.6109 Remote Similarity NPD8406 Clinical (unspecified phase)
0.6099 Remote Similarity NPD1996 Discontinued
0.6098 Remote Similarity NPD4948 Discontinued
0.6093 Remote Similarity NPD4559 Clinical (unspecified phase)
0.6089 Remote Similarity NPD7547 Clinical (unspecified phase)
0.6085 Remote Similarity NPD4601 Approved
0.6085 Remote Similarity NPD4600 Approved
0.6083 Remote Similarity NPD5834 Phase 3
0.6083 Remote Similarity NPD5835 Phase 3
0.6077 Remote Similarity NPD7944 Discontinued
0.6075 Remote Similarity NPD6176 Phase 1
0.6073 Remote Similarity NPD7605 Discovery
0.6073 Remote Similarity NPD5866 Approved
0.607 Remote Similarity NPD3078 Approved
0.607 Remote Similarity NPD3076 Approved
0.607 Remote Similarity NPD2590 Clinical (unspecified phase)
0.607 Remote Similarity NPD3077 Approved
0.607 Remote Similarity NPD3079 Approved
0.6059 Remote Similarity NPD3318 Approved
0.6059 Remote Similarity NPD3319 Phase 1
0.6059 Remote Similarity NPD3320 Approved
0.6056 Remote Similarity NPD5333 Clinical (unspecified phase)
0.6051 Remote Similarity NPD5088 Discontinued
0.6047 Remote Similarity NPD8169 Discontinued
0.6047 Remote Similarity NPD5901 Discontinued
0.6047 Remote Similarity NPD3380 Phase 3
0.6047 Remote Similarity NPD3379 Phase 2
0.6045 Remote Similarity NPD1781 Discontinued
0.6041 Remote Similarity NPD2844 Phase 3
0.604 Remote Similarity NPD3927 Phase 2
0.604 Remote Similarity NPD3989 Phase 3
0.6039 Remote Similarity NPD5685 Approved
0.6039 Remote Similarity NPD5686 Approved
0.603 Remote Similarity NPD4524 Discontinued
0.6029 Remote Similarity NPD3607 Clinical (unspecified phase)
0.6028 Remote Similarity NPD7187 Phase 2
0.6027 Remote Similarity NPD6210 Phase 3
0.6019 Remote Similarity NPD1952 Discontinued
0.6018 Remote Similarity NPD7970 Approved
0.6018 Remote Similarity NPD7971 Clinical (unspecified phase)
0.6011 Remote Similarity NPD6631 Clinical (unspecified phase)
0.6011 Remote Similarity NPD1031 Discontinued
0.601 Remote Similarity NPD3990 Phase 3
0.601 Remote Similarity NPD6180 Clinical (unspecified phase)
0.6009 Remote Similarity NPD5510 Approved
0.6 Remote Similarity NPD7618 Phase 3
0.6 Remote Similarity NPD7619 Phase 3
0.6 Remote Similarity NPD4883 Approved
0.5991 Remote Similarity NPD3353 Approved
0.5991 Remote Similarity NPD6328 Clinical (unspecified phase)
0.5991 Remote Similarity NPD6838 Clinical (unspecified phase)
0.599 Remote Similarity NPD5257 Clinical (unspecified phase)
0.599 Remote Similarity NPD4643 Clinical (unspecified phase)
0.5989 Remote Similarity NPD272 Approved
0.5982 Remote Similarity NPD6369 Clinical (unspecified phase)
0.5982 Remote Similarity NPD4900 Clinical (unspecified phase)
0.5981 Remote Similarity NPD7098 Clinical (unspecified phase)
0.5981 Remote Similarity NPD5505 Discontinued
0.5973 Remote Similarity NPD8356 Approved
0.5972 Remote Similarity NPD4848 Phase 1
0.5971 Remote Similarity NPD3315 Phase 3
0.5971 Remote Similarity NPD4426 Clinical (unspecified phase)
0.597 Remote Similarity NPD4385 Clinical (unspecified phase)
0.597 Remote Similarity NPD4091 Approved
0.5969 Remote Similarity NPD5965 Clinical (unspecified phase)
0.5965 Remote Similarity NPD5887 Clinical (unspecified phase)
0.5965 Remote Similarity NPD8289 Discontinued
0.5962 Remote Similarity NPD3425 Discontinued
0.5961 Remote Similarity NPD7014 Clinical (unspecified phase)
0.5961 Remote Similarity NPD1291 Clinical (unspecified phase)
0.5956 Remote Similarity NPD4077 Clinical (unspecified phase)
0.5955 Remote Similarity NPD8013 Clinical (unspecified phase)
0.5953 Remote Similarity NPD3774 Approved
0.5953 Remote Similarity NPD3775 Approved
0.5953 Remote Similarity NPD3773 Approved
0.5952 Remote Similarity NPD460 Discontinued
0.5952 Remote Similarity NPD4348 Clinical (unspecified phase)
0.5951 Remote Similarity NPD7482 Phase 2
0.5951 Remote Similarity NPD7483 Phase 2
0.5949 Remote Similarity NPD2511 Approved
0.5948 Remote Similarity NPD5040 Clinical (unspecified phase)
0.5947 Remote Similarity NPD6752 Phase 1
0.5947 Remote Similarity NPD6753 Phase 1
0.5946 Remote Similarity NPD4897 Phase 2
0.5941 Remote Similarity NPD4092 Approved
0.5933 Remote Similarity NPD2336 Approved
0.5928 Remote Similarity NPD7573 Discontinued
0.5928 Remote Similarity NPD7594 Clinical (unspecified phase)
0.5926 Remote Similarity NPD3777 Phase 3
0.5924 Remote Similarity NPD200 Phase 2
0.5924 Remote Similarity NPD201 Phase 2
0.5917 Remote Similarity NPD8493 Clinical (unspecified phase)
0.5916 Remote Similarity NPD7913 Clinical (unspecified phase)
0.5915 Remote Similarity NPD7204 Clinical (unspecified phase)
0.5915 Remote Similarity NPD7777 Approved
0.5915 Remote Similarity NPD4987 Clinical (unspecified phase)
0.5915 Remote Similarity NPD53 Approved
0.5915 Remote Similarity NPD4397 Phase 1
0.5915 Remote Similarity NPD7778 Approved
0.5913 Remote Similarity NPD1284 Clinical (unspecified phase)
0.5913 Remote Similarity NPD7887 Approved
0.5913 Remote Similarity NPD7888 Approved
0.5907 Remote Similarity NPD2061 Approved
0.5902 Remote Similarity NPD7401 Clinical (unspecified phase)
0.5899 Remote Similarity NPD8098 Approved
0.5899 Remote Similarity NPD7712 Clinical (unspecified phase)
0.5897 Remote Similarity NPD7853 Phase 2
0.5896 Remote Similarity NPD6226 Phase 3
0.5895 Remote Similarity NPD979 Approved
0.5895 Remote Similarity NPD3263 Phase 3
0.5893 Remote Similarity NPD6218 Discontinued

Structure

External Identifiers

PubChem CID   46231990
ChEMBL   CHEMBL599318
ZINC  

Physicochemical Properties

Molecular Weight:  451.96
ALogP:  -0.1102
MLogP:  2.01
XLogP:  0.713
# Rotatable Bonds:  15
Polar Surface Area:  108.63
# H-Bond Aceptor:  7
# H-Bond Donor:  3
# Rings:  1
# Heavy Atoms:  23

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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