Natural Product: NPC475120

Natural Product ID:  NPC475120
Common Name:   N-(2,3-Dibromo-4,5-Dihydroxybenzyl)Methyl Pyroglutamate
IUPAC Name:   methyl 1-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-5-oxopyrrolidine-2-carboxylate
Synonyms:  
Molecular Formula:   C13H13Br2NO5
Standard InCHIKey:  ARCCBVHXHHINEZ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C13H13Br2NO5/c1-21-13(20)7-2-3-9(18)16(7)5-6-4-8(17)12(19)11(15)10(6)14/h4,7,17,19H,2-3,5H2,1H3
Canonical SMILES:  COC(=O)C1CCC(=O)N1Cc1cc(O)c(c(c1Br)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
NPO14137 Rhodomela confervoides Species Rhodomelaceae Eukaryota PMID[15921411]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10 ug/ml 24411199
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 10 ug/ml 24411199
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 10 ug/ml 24411199
NPT81 Cell Line A549 Homo sapiens IC50 > 10 ug/ml 24411199
NPT19 Organism Escherichia coli Escherichia coli MIC50 > 100 ug/ml 26048785
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC50 > 100 ug/ml 26048785
NPT547 Cell Line BGC-823 Homo sapiens IC50 > 10 ug/ml 20297825
NPT20 Organism Candida albicans Candida albicans MIC50 > 100 ug/ml 20297825

  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 NPC475120 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
0.975 High Similarity NPC475688
0.9357 High Similarity NPC473941
0.8293 Intermediate Similarity NPC226514
0.8161 Intermediate Similarity NPC288747
0.8046 Intermediate Similarity NPC191557
0.7717 Intermediate Similarity NPC249113
0.7609 Intermediate Similarity NPC129885
0.7151 Intermediate Similarity NPC125852
0.7066 Intermediate Similarity NPC243404
0.6888 Remote Similarity NPC65714
0.6848 Remote Similarity NPC142776
0.6784 Remote Similarity NPC471592
0.6735 Remote Similarity NPC230539
0.6724 Remote Similarity NPC470709
0.6706 Remote Similarity NPC88667
0.6687 Remote Similarity NPC137117
0.6686 Remote Similarity NPC85049
0.6685 Remote Similarity NPC474535
0.6649 Remote Similarity NPC475697
0.6647 Remote Similarity NPC160081
0.6647 Remote Similarity NPC220311
0.6647 Remote Similarity NPC199089
0.6647 Remote Similarity NPC226493
0.6633 Remote Similarity NPC80337
0.6627 Remote Similarity NPC150929
0.6616 Remote Similarity NPC248822
0.6609 Remote Similarity NPC238412
0.659 Remote Similarity NPC109580
0.6588 Remote Similarity NPC474087
0.6571 Remote Similarity NPC40321
0.6566 Remote Similarity NPC174122
0.6566 Remote Similarity NPC47790
0.6566 Remote Similarity NPC64140
0.6534 Remote Similarity NPC251439
0.6532 Remote Similarity NPC471328
0.6524 Remote Similarity NPC135006
0.6517 Remote Similarity NPC184632
0.6515 Remote Similarity NPC234069
0.65 Remote Similarity NPC64066
0.6494 Remote Similarity NPC245386
0.6491 Remote Similarity NPC474536
0.6484 Remote Similarity NPC473608
0.6474 Remote Similarity NPC475204
0.6474 Remote Similarity NPC475123
0.6471 Remote Similarity NPC16031
0.6471 Remote Similarity NPC145888
0.6471 Remote Similarity NPC161593
0.6465 Remote Similarity NPC96275
0.6458 Remote Similarity NPC26108
0.6441 Remote Similarity NPC160932
0.6437 Remote Similarity NPC163560
0.6432 Remote Similarity NPC246591
0.6424 Remote Similarity NPC117759
0.6406 Remote Similarity NPC137627
0.6384 Remote Similarity NPC470250
0.6378 Remote Similarity NPC73555
0.6374 Remote Similarity NPC13004
0.6373 Remote Similarity NPC473354
0.6369 Remote Similarity NPC89341
0.6368 Remote Similarity NPC294516
0.6368 Remote Similarity NPC107938
0.6364 Remote Similarity NPC470249
0.6359 Remote Similarity NPC473450
0.6343 Remote Similarity NPC244890
0.6337 Remote Similarity NPC102245
0.6328 Remote Similarity NPC224663
0.6325 Remote Similarity NPC38483
0.6322 Remote Similarity NPC302171
0.6322 Remote Similarity NPC300020
0.6322 Remote Similarity NPC33338
0.6321 Remote Similarity NPC273755
0.6316 Remote Similarity NPC43706
0.6316 Remote Similarity NPC321561
0.6313 Remote Similarity NPC66518
0.6307 Remote Similarity NPC6913
0.6304 Remote Similarity NPC262166
0.6302 Remote Similarity NPC46009
0.6301 Remote Similarity NPC105702
0.6292 Remote Similarity NPC271942
0.6289 Remote Similarity NPC471165
0.6286 Remote Similarity NPC474135
0.628 Remote Similarity NPC50782
0.6279 Remote Similarity NPC473708
0.6279 Remote Similarity NPC474147
0.6277 Remote Similarity NPC160931
0.6277 Remote Similarity NPC37205
0.6275 Remote Similarity NPC80514
0.6272 Remote Similarity NPC229213
0.6271 Remote Similarity NPC242159
0.6271 Remote Similarity NPC301050
0.6271 Remote Similarity NPC131204
0.6271 Remote Similarity NPC313694
0.6271 Remote Similarity NPC470248
0.6269 Remote Similarity NPC147847
0.6264 Remote Similarity NPC109346
0.6257 Remote Similarity NPC318965
0.6256 Remote Similarity NPC50016
0.625 Remote Similarity NPC178097
0.625 Remote Similarity NPC56634
0.6243 Remote Similarity NPC214553
0.6243 Remote Similarity NPC81026
0.6235 Remote Similarity NPC473572
0.6235 Remote Similarity NPC474169
0.623 Remote Similarity NPC61004
0.6229 Remote Similarity NPC474753
0.6219 Remote Similarity NPC174607
0.6218 Remote Similarity NPC40234
0.6216 Remote Similarity NPC5194
0.6216 Remote Similarity NPC261934
0.6213 Remote Similarity NPC136543
0.6212 Remote Similarity NPC476321
0.6209 Remote Similarity NPC16188
0.6207 Remote Similarity NPC474614
0.6205 Remote Similarity NPC473402
0.6205 Remote Similarity NPC159767
0.6205 Remote Similarity NPC155506
0.6205 Remote Similarity NPC476227
0.62 Remote Similarity NPC138083
0.6199 Remote Similarity NPC171372
0.6193 Remote Similarity NPC45037
0.619 Remote Similarity NPC474146
0.6188 Remote Similarity NPC266741
0.6186 Remote Similarity NPC230611
0.6186 Remote Similarity NPC89831
0.6184 Remote Similarity NPC293624
0.6183 Remote Similarity NPC39431
0.6181 Remote Similarity NPC471526
0.6178 Remote Similarity NPC63931
0.617 Remote Similarity NPC470708
0.6169 Remote Similarity NPC77435
0.6169 Remote Similarity NPC259071
0.6162 Remote Similarity NPC147390
0.6162 Remote Similarity NPC428
0.6162 Remote Similarity NPC135538
0.6162 Remote Similarity NPC476571
0.6162 Remote Similarity NPC24233
0.6162 Remote Similarity NPC246587
0.6162 Remote Similarity NPC32064
0.6154 Remote Similarity NPC79076
0.6154 Remote Similarity NPC306804
0.615 Remote Similarity NPC294951
0.615 Remote Similarity NPC119669
0.615 Remote Similarity NPC476268
0.6145 Remote Similarity NPC79844
0.614 Remote Similarity NPC84606
0.6136 Remote Similarity NPC110800
0.6136 Remote Similarity NPC208757
0.6135 Remote Similarity NPC24228
0.6131 Remote Similarity NPC21885
0.6129 Remote Similarity NPC469539
0.6129 Remote Similarity NPC469540
0.6129 Remote Similarity NPC56685
0.6127 Remote Similarity NPC134219
0.6126 Remote Similarity NPC111485
0.6122 Remote Similarity NPC279871
0.612 Remote Similarity NPC294249
0.6119 Remote Similarity NPC102760
0.6111 Remote Similarity NPC476989
0.6111 Remote Similarity NPC231572
0.6108 Remote Similarity NPC179825
0.6108 Remote Similarity NPC321505
0.6108 Remote Similarity NPC191376
0.6105 Remote Similarity NPC147091
0.6103 Remote Similarity NPC210140
0.61 Remote Similarity NPC474745
0.6099 Remote Similarity NPC118794
0.6099 Remote Similarity NPC250597
0.6096 Remote Similarity NPC88249
0.6096 Remote Similarity NPC97221
0.6096 Remote Similarity NPC192768
0.6096 Remote Similarity NPC151895
0.6096 Remote Similarity NPC220858
0.6095 Remote Similarity NPC180207
0.6094 Remote Similarity NPC158900
0.6094 Remote Similarity NPC205167
0.6094 Remote Similarity NPC472923
0.6091 Remote Similarity NPC476331
0.6087 Remote Similarity NPC82472
0.6082 Remote Similarity NPC35345
0.6082 Remote Similarity NPC219444
0.608 Remote Similarity NPC257390
0.6077 Remote Similarity NPC323123
0.6075 Remote Similarity NPC233702
0.6071 Remote Similarity NPC85276
0.6068 Remote Similarity NPC94499
0.6061 Remote Similarity NPC148969
0.6059 Remote Similarity NPC227976
0.6056 Remote Similarity NPC471283
0.605 Remote Similarity NPC473404
0.605 Remote Similarity NPC474325
0.6043 Remote Similarity NPC477565
0.6043 Remote Similarity NPC202198
0.6043 Remote Similarity NPC103379
0.604 Remote Similarity NPC116284
0.6036 Remote Similarity NPC319950
0.6034 Remote Similarity NPC236347
0.6034 Remote Similarity NPC323775
0.603 Remote Similarity NPC269750
0.603 Remote Similarity NPC475421
0.603 Remote Similarity NPC194671

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475120 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
0.7011 Intermediate Similarity NPD4010 Discontinued
0.6706 Remote Similarity NPD259 Phase 1
0.6685 Remote Similarity NPD824 Approved
0.6667 Remote Similarity NPD1670 Discontinued
0.6628 Remote Similarity NPD555 Phase 2
0.6588 Remote Similarity NPD9718 Approved
0.6564 Remote Similarity NPD7281 Phase 3
0.6564 Remote Similarity NPD7280 Phase 3
0.6495 Remote Similarity NPD6297 Approved
0.6471 Remote Similarity NPD9569 Approved
0.6447 Remote Similarity NPD6853 Approved
0.6447 Remote Similarity NPD6851 Approved
0.644 Remote Similarity NPD5137 Approved
0.644 Remote Similarity NPD6688 Approved
0.644 Remote Similarity NPD6687 Approved
0.6395 Remote Similarity NPD9536 Phase 1
0.6395 Remote Similarity NPD9537 Phase 1
0.6379 Remote Similarity NPD826 Approved
0.6379 Remote Similarity NPD825 Approved
0.6316 Remote Similarity NPD258 Approved
0.6316 Remote Similarity NPD257 Approved
0.6201 Remote Similarity NPD9570 Approved
0.618 Remote Similarity NPD743 Approved
0.6178 Remote Similarity NPD2098 Approved
0.6176 Remote Similarity NPD5165 Clinical (unspecified phase)
0.6171 Remote Similarity NPD598 Approved
0.6171 Remote Similarity NPD597 Approved
0.6171 Remote Similarity NPD601 Approved
0.617 Remote Similarity NPD7118 Clinical (unspecified phase)
0.6165 Remote Similarity NPD7667 Clinical (unspecified phase)
0.6136 Remote Similarity NPD1136 Approved
0.6136 Remote Similarity NPD1132 Approved
0.6136 Remote Similarity NPD1130 Approved
0.61 Remote Similarity NPD7132 Clinical (unspecified phase)
0.608 Remote Similarity NPD1330 Phase 2
0.608 Remote Similarity NPD1329 Clinical (unspecified phase)
0.6078 Remote Similarity NPD6377 Clinical (unspecified phase)
0.6073 Remote Similarity NPD2097 Approved
0.6069 Remote Similarity NPD3053 Approved
0.6069 Remote Similarity NPD3055 Approved
0.6067 Remote Similarity NPD274 Approved
0.6067 Remote Similarity NPD275 Approved
0.6064 Remote Similarity NPD3455 Phase 2
0.6062 Remote Similarity NPD8303 Discontinued
0.6061 Remote Similarity NPD5312 Approved
0.6061 Remote Similarity NPD5313 Approved
0.6051 Remote Similarity NPD4166 Phase 2
0.6051 Remote Similarity NPD4652 Approved
0.6034 Remote Similarity NPD9619 Approved
0.6034 Remote Similarity NPD9621 Approved
0.6034 Remote Similarity NPD9620 Approved
0.6012 Remote Similarity NPD3125 Approved
0.6 Remote Similarity NPD6107 Approved
0.6 Remote Similarity NPD8095 Phase 1
0.5979 Remote Similarity NPD8245 Clinical (unspecified phase)
0.5971 Remote Similarity NPD5525 Clinical (unspecified phase)
0.5949 Remote Similarity NPD2041 Clinical (unspecified phase)
0.5949 Remote Similarity NPD2042 Clinical (unspecified phase)
0.5947 Remote Similarity NPD1337 Clinical (unspecified phase)
0.5944 Remote Similarity NPD823 Approved
0.5944 Remote Similarity NPD817 Approved
0.5934 Remote Similarity NPD1632 Clinical (unspecified phase)
0.5926 Remote Similarity NPD4210 Discontinued
0.5922 Remote Similarity NPD3062 Approved
0.5922 Remote Similarity NPD3061 Approved
0.5922 Remote Similarity NPD3059 Approved
0.592 Remote Similarity NPD9634 Clinical (unspecified phase)
0.5914 Remote Similarity NPD6884 Clinical (unspecified phase)
0.5899 Remote Similarity NPD3145 Approved
0.5899 Remote Similarity NPD3144 Approved
0.5895 Remote Similarity NPD746 Clinical (unspecified phase)
0.5888 Remote Similarity NPD1293 Approved
0.5882 Remote Similarity NPD2421 Approved
0.5882 Remote Similarity NPD2420 Approved
0.5873 Remote Similarity NPD3639 Approved
0.5873 Remote Similarity NPD3640 Phase 3
0.5873 Remote Similarity NPD3641 Approved
0.5867 Remote Similarity NPD5677 Discontinued
0.5866 Remote Similarity NPD2674 Phase 3
0.5865 Remote Similarity NPD8398 Clinical (unspecified phase)
0.5862 Remote Similarity NPD1420 Approved
0.5862 Remote Similarity NPD1421 Approved
0.5862 Remote Similarity NPD9622 Approved
0.5858 Remote Similarity NPD9568 Approved
0.5856 Remote Similarity NPD5314 Approved
0.5855 Remote Similarity NPD2977 Approved
0.5855 Remote Similarity NPD2978 Approved
0.5851 Remote Similarity NPD3688 Clinical (unspecified phase)
0.5851 Remote Similarity NPD3146 Approved
0.5851 Remote Similarity NPD1754 Clinical (unspecified phase)
0.5838 Remote Similarity NPD4236 Phase 3
0.5838 Remote Similarity NPD4237 Approved
0.5829 Remote Similarity NPD2898 Approved
0.5829 Remote Similarity NPD3845 Phase 1
0.5829 Remote Similarity NPD5311 Approved
0.5829 Remote Similarity NPD5310 Approved
0.582 Remote Similarity NPD2183 Approved
0.582 Remote Similarity NPD2184 Approved
0.5819 Remote Similarity NPD4177 Approved
0.5819 Remote Similarity NPD4175 Approved
0.581 Remote Similarity NPD4413 Clinical (unspecified phase)
0.581 Remote Similarity NPD4619 Approved
0.581 Remote Similarity NPD4621 Approved
0.5808 Remote Similarity NPD9377 Approved
0.5808 Remote Similarity NPD9379 Approved
0.5789 Remote Similarity NPD6662 Clinical (unspecified phase)
0.5787 Remote Similarity NPD2904 Discontinued
0.5787 Remote Similarity NPD4207 Discontinued
0.5784 Remote Similarity NPD4664 Clinical (unspecified phase)
0.5778 Remote Similarity NPD5745 Approved
0.5769 Remote Similarity NPD2492 Phase 1
0.5759 Remote Similarity NPD3686 Approved
0.5759 Remote Similarity NPD3687 Approved
0.5758 Remote Similarity NPD2888 Approved
0.5758 Remote Similarity NPD2889 Approved
0.5758 Remote Similarity NPD2890 Approved
0.5758 Remote Similarity NPD2017 Approved
0.5755 Remote Similarity NPD5564 Approved
0.5754 Remote Similarity NPD3136 Phase 2
0.5745 Remote Similarity NPD3141 Discontinued
0.5745 Remote Similarity NPD2422 Clinical (unspecified phase)
0.5736 Remote Similarity NPD1168 Approved
0.573 Remote Similarity NPD3656 Approved
0.5729 Remote Similarity NPD1161 Approved
0.5723 Remote Similarity NPD9384 Approved
0.5723 Remote Similarity NPD9381 Approved
0.5721 Remote Similarity NPD4157 Discontinued
0.5714 Remote Similarity NPD3071 Approved
0.5714 Remote Similarity NPD5297 Approved
0.5714 Remote Similarity NPD3072 Approved
0.5714 Remote Similarity NPD3073 Approved
0.5714 Remote Similarity NPD2584 Suspended
0.5714 Remote Similarity NPD3885 Approved
0.5714 Remote Similarity NPD2337 Clinical (unspecified phase)
0.5707 Remote Similarity NPD1753 Discontinued
0.5707 Remote Similarity NPD7131 Phase 3
0.5706 Remote Similarity NPD256 Approved
0.5706 Remote Similarity NPD255 Approved
0.5699 Remote Similarity NPD6875 Approved
0.5699 Remote Similarity NPD6876 Approved
0.5698 Remote Similarity NPD316 Approved
0.5692 Remote Similarity NPD6818 Clinical (unspecified phase)
0.5691 Remote Similarity NPD5241 Discontinued
0.5682 Remote Similarity NPD1755 Approved
0.5672 Remote Similarity NPD3451 Clinical (unspecified phase)
0.567 Remote Similarity NPD7109 Clinical (unspecified phase)
0.567 Remote Similarity NPD6385 Approved
0.567 Remote Similarity NPD7110 Phase 1
0.567 Remote Similarity NPD6386 Approved
0.5668 Remote Similarity NPD3060 Approved
0.5667 Remote Similarity NPD2669 Clinical (unspecified phase)
0.5667 Remote Similarity NPD3808 Clinical (unspecified phase)
0.5667 Remote Similarity NPD5746 Approved
0.5659 Remote Similarity NPD5192 Clinical (unspecified phase)
0.5658 Remote Similarity NPD6997 Phase 2
0.5657 Remote Similarity NPD4761 Approved
0.5657 Remote Similarity NPD4762 Approved
0.5654 Remote Similarity NPD4420 Approved
0.5652 Remote Similarity NPD5946 Clinical (unspecified phase)
0.564 Remote Similarity NPD9615 Approved
0.564 Remote Similarity NPD9616 Approved
0.564 Remote Similarity NPD9613 Approved
0.564 Remote Similarity NPD5968 Phase 3
0.5637 Remote Similarity NPD7695 Clinical (unspecified phase)
0.5635 Remote Similarity NPD2078 Clinical (unspecified phase)
0.5635 Remote Similarity NPD2028 Clinical (unspecified phase)
0.5634 Remote Similarity NPD5582 Discontinued
0.5625 Remote Similarity NPD1914 Approved
0.5622 Remote Similarity NPD5242 Approved
0.561 Remote Similarity NPD9244 Approved
0.5608 Remote Similarity NPD7910 Clinical (unspecified phase)
0.5608 Remote Similarity NPD302 Approved
0.5604 Remote Similarity NPD3534 Clinical (unspecified phase)
0.5604 Remote Similarity NPD3337 Discontinued
0.5604 Remote Similarity NPD5729 Clinical (unspecified phase)
0.5604 Remote Similarity NPD554 Clinical (unspecified phase)
0.5602 Remote Similarity NPD5457 Discontinued
0.5602 Remote Similarity NPD4584 Approved
0.5602 Remote Similarity NPD3645 Discontinued
0.5602 Remote Similarity NPD4123 Phase 3

Structure

External Identifiers

PubChem CID   5326091
ChEMBL   CHEMBL498831
ZINC  

Physicochemical Properties

Molecular Weight:  420.92
ALogP:  -0.1653
MLogP:  2.01
XLogP:  1.282
# Rotatable Bonds:  9
Polar Surface Area:  87.07
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  21

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs