Natural Product: NPC163810

Natural Product ID:  NPC163810
Common Name:   Psammaplin D
IUPAC Name:   methyl N-[2-[2-[[(2E)-3-(3-bromo-4-hydroxyphenyl)-2-hydroxyiminopropanoyl]amino]ethyldisulfanyl]ethyl]carbamate
Synonyms:   Psammaplin D
Molecular Formula:   C15H20BrN3O5S2
Standard InCHIKey:  QBAGBBYBQAYFBT-XDHOZWIPSA-N
Standard InCHI:  InChI=1S/C15H20BrN3O5S2/c1-24-15(22)18-5-7-26-25-6-4-17-14(21)12(19-23)9-10-2-3-13(20)11(16)8-10/h2-3,8,20,23H,4-7,9H2,1H3,(H,17,21)(H,18,22)/b19-12+
Canonical SMILES:  O/N=C(/C(=NCCSSCCN=C(OC)O)O)Cc1ccc(c(c1)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
NPO16373 Jaspis wondoensis Species Ancorinidae Eukaryota PMID[14640526]
NPO20237 Poecillastra wondoensis Species Vulcanellidae Eukaryota PMID[14640526]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 25 ug/ml 23357036
NPT81 Cell Line A549 Homo sapiens ED50 = 0.8 ug/ml 23357036
NPT146 Cell Line SK-OV-3 Homo sapiens ED50 = 0.17 ug/ml 23357036
NPT574 Cell Line XF498 Homo sapiens ED50 = 0.6 ug/ml 12828479
NPT664 Protein Family Histone deacetylase Homo sapiens IC50 = 44 nM 24576210
NPT17 Organism Staphylococcus epidermidis Staphylococcus epidermidis MIC > 25 ug/ml 12027740
NPT17 Organism Staphylococcus epidermidis Staphylococcus epidermidis MIC > 25 ug/ml 21924800
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 25 ug/ml 18232639
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 25 ug/ml 24094434
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 = 0.2 ug/ml PubChem BioAssay data set
NPT148 Cell Line HCT-15 Homo sapiens ED50 = 1.23 ug/ml 24928402
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 25 ug/ml 23571415

  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 NPC163810 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
0.916 High Similarity NPC120114
0.916 High Similarity NPC71888
0.9141 High Similarity NPC202776
0.9084 High Similarity NPC184465
0.9023 High Similarity NPC309667
0.9008 High Similarity NPC166624
0.8864 High Similarity NPC474753
0.8741 High Similarity NPC475132
0.8741 High Similarity NPC474587
0.8676 High Similarity NPC475293
0.8571 High Similarity NPC474091
0.8392 Intermediate Similarity NPC20755
0.837 Intermediate Similarity NPC475735
0.8357 Intermediate Similarity NPC474128
0.8014 Intermediate Similarity NPC197045
0.7971 Intermediate Similarity NPC473724
0.7895 Intermediate Similarity NPC123848
0.7667 Intermediate Similarity NPC258222
0.7643 Intermediate Similarity NPC99280
0.7552 Intermediate Similarity NPC303993
0.75 Intermediate Similarity NPC475432
0.7468 Intermediate Similarity NPC156311
0.7434 Intermediate Similarity NPC109968
0.7424 Intermediate Similarity NPC59387
0.7419 Intermediate Similarity NPC473738
0.7397 Intermediate Similarity NPC213471
0.7313 Intermediate Similarity NPC317254
0.7308 Intermediate Similarity NPC471495
0.7289 Intermediate Similarity NPC475283
0.7289 Intermediate Similarity NPC152205
0.7287 Intermediate Similarity NPC231705
0.7252 Intermediate Similarity NPC258056
0.7239 Intermediate Similarity NPC118202
0.7197 Intermediate Similarity NPC474149
0.7197 Intermediate Similarity NPC473358
0.7188 Intermediate Similarity NPC178902
0.7164 Intermediate Similarity NPC309808
0.7143 Intermediate Similarity NPC470471
0.7111 Intermediate Similarity NPC115803
0.7101 Intermediate Similarity NPC283760
0.7099 Intermediate Similarity NPC142297
0.708 Intermediate Similarity NPC311737
0.708 Intermediate Similarity NPC38458
0.7051 Intermediate Similarity NPC47672
0.7047 Intermediate Similarity NPC470470
0.7039 Intermediate Similarity NPC78530
0.7008 Intermediate Similarity NPC107619
0.7007 Intermediate Similarity NPC82963
0.6992 Remote Similarity NPC54543
0.695 Remote Similarity NPC474862
0.695 Remote Similarity NPC7830
0.6934 Remote Similarity NPC37302
0.6929 Remote Similarity NPC180207
0.6928 Remote Similarity NPC135349
0.6928 Remote Similarity NPC470472
0.6918 Remote Similarity NPC233926
0.6918 Remote Similarity NPC474087
0.6917 Remote Similarity NPC24101
0.6917 Remote Similarity NPC96224
0.6917 Remote Similarity NPC153690
0.6901 Remote Similarity NPC296202
0.6897 Remote Similarity NPC78061
0.6897 Remote Similarity NPC159987
0.6897 Remote Similarity NPC122359
0.6892 Remote Similarity NPC243404
0.6889 Remote Similarity NPC166837
0.6886 Remote Similarity NPC225130
0.6879 Remote Similarity NPC86966
0.6879 Remote Similarity NPC324702
0.6857 Remote Similarity NPC319950
0.6845 Remote Similarity NPC469979
0.6831 Remote Similarity NPC136543
0.6831 Remote Similarity NPC142577
0.6809 Remote Similarity NPC112823
0.6806 Remote Similarity NPC213414
0.6805 Remote Similarity NPC207819
0.6805 Remote Similarity NPC473462
0.6805 Remote Similarity NPC126128
0.6805 Remote Similarity NPC110454
0.6805 Remote Similarity NPC298981
0.68 Remote Similarity NPC6570
0.6781 Remote Similarity NPC296712
0.6765 Remote Similarity NPC290534
0.6757 Remote Similarity NPC275538
0.6757 Remote Similarity NPC11449
0.6746 Remote Similarity NPC226001
0.6741 Remote Similarity NPC473372
0.6739 Remote Similarity NPC142599
0.6738 Remote Similarity NPC268572
0.6738 Remote Similarity NPC38483
0.6738 Remote Similarity NPC43275
0.6725 Remote Similarity NPC475396
0.6713 Remote Similarity NPC27581
0.6712 Remote Similarity NPC476353
0.6711 Remote Similarity NPC158078
0.6709 Remote Similarity NPC76412
0.6691 Remote Similarity NPC471487
0.6686 Remote Similarity NPC214188
0.6686 Remote Similarity NPC74618
0.6686 Remote Similarity NPC301941
0.6667 Remote Similarity NPC76400
0.6667 Remote Similarity NPC229213
0.6667 Remote Similarity NPC49172
0.6644 Remote Similarity NPC45191
0.6644 Remote Similarity NPC110131
0.6644 Remote Similarity NPC326966
0.6643 Remote Similarity NPC83279
0.6642 Remote Similarity NPC227553
0.6642 Remote Similarity NPC163674
0.6641 Remote Similarity NPC289381
0.6641 Remote Similarity NPC155847
0.664 Remote Similarity NPC25493
0.664 Remote Similarity NPC113460
0.6629 Remote Similarity NPC475658
0.6629 Remote Similarity NPC144823
0.6629 Remote Similarity NPC473892
0.6622 Remote Similarity NPC478147
0.6622 Remote Similarity NPC325651
0.6621 Remote Similarity NPC473572
0.6621 Remote Similarity NPC105999
0.6621 Remote Similarity NPC474169
0.662 Remote Similarity NPC117759
0.6619 Remote Similarity NPC94217
0.6608 Remote Similarity NPC475615
0.6601 Remote Similarity NPC474673
0.66 Remote Similarity NPC244866
0.6591 Remote Similarity NPC473409
0.6591 Remote Similarity NPC82741
0.6591 Remote Similarity NPC141405
0.6587 Remote Similarity NPC280347
0.6587 Remote Similarity NPC177420
0.6587 Remote Similarity NPC242240
0.6587 Remote Similarity NPC318325
0.6587 Remote Similarity NPC123273
0.6579 Remote Similarity NPC64205
0.6577 Remote Similarity NPC478071
0.6577 Remote Similarity NPC474536
0.6573 Remote Similarity NPC41801
0.6571 Remote Similarity NPC303370
0.6562 Remote Similarity NPC138117
0.6562 Remote Similarity NPC325292
0.656 Remote Similarity NPC23167
0.6558 Remote Similarity NPC197921
0.6554 Remote Similarity NPC191302
0.6552 Remote Similarity NPC116562
0.6549 Remote Similarity NPC122009
0.6547 Remote Similarity NPC471488
0.6544 Remote Similarity NPC309982
0.6535 Remote Similarity NPC55561
0.6535 Remote Similarity NPC300017
0.6534 Remote Similarity NPC471591
0.6533 Remote Similarity NPC114102
0.6528 Remote Similarity NPC471486
0.6525 Remote Similarity NPC79844
0.6516 Remote Similarity NPC469360
0.6516 Remote Similarity NPC91953
0.651 Remote Similarity NPC150929
0.65 Remote Similarity NPC469721
0.6497 Remote Similarity NPC470951
0.649 Remote Similarity NPC259017
0.648 Remote Similarity NPC197783
0.6479 Remote Similarity NPC283468
0.6463 Remote Similarity NPC62101
0.6463 Remote Similarity NPC272463
0.6463 Remote Similarity NPC95733
0.6463 Remote Similarity NPC137117
0.6462 Remote Similarity NPC313650
0.6462 Remote Similarity NPC26244
0.6458 Remote Similarity NPC289330
0.6458 Remote Similarity NPC53596
0.6458 Remote Similarity NPC263835
0.6458 Remote Similarity NPC160120
0.6458 Remote Similarity NPC471308
0.6458 Remote Similarity NPC17388
0.6457 Remote Similarity NPC258219
0.6452 Remote Similarity NPC40321
0.6452 Remote Similarity NPC197766
0.6452 Remote Similarity NPC471236
0.6443 Remote Similarity NPC251571
0.6443 Remote Similarity NPC157740
0.6443 Remote Similarity NPC153990
0.6443 Remote Similarity NPC99798
0.6443 Remote Similarity NPC186898
0.6439 Remote Similarity NPC128723
0.6439 Remote Similarity NPC275104
0.6439 Remote Similarity NPC125732
0.6434 Remote Similarity NPC5932
0.6433 Remote Similarity NPC266741
0.6429 Remote Similarity NPC184169
0.6429 Remote Similarity NPC469731
0.6429 Remote Similarity NPC33244
0.6423 Remote Similarity NPC146530
0.6419 Remote Similarity NPC476249
0.6419 Remote Similarity NPC220311
0.6419 Remote Similarity NPC29477
0.6414 Remote Similarity NPC284078
0.6412 Remote Similarity NPC473388
0.6412 Remote Similarity NPC477255
0.641 Remote Similarity NPC168861
0.6408 Remote Similarity NPC258992

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC163810 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
0.7122 Intermediate Similarity NPD3421 Phase 3
0.7092 Intermediate Similarity NPD3676 Clinical (unspecified phase)
0.6933 Remote Similarity NPD6866 Clinical (unspecified phase)
0.6933 Remote Similarity NPD6867 Clinical (unspecified phase)
0.6918 Remote Similarity NPD1223 Clinical (unspecified phase)
0.6879 Remote Similarity NPD3143 Discontinued
0.6838 Remote Similarity NPD821 Approved
0.6803 Remote Similarity NPD3136 Phase 2
0.6803 Remote Similarity NPD9718 Approved
0.68 Remote Similarity NPD1772 Clinical (unspecified phase)
0.6739 Remote Similarity NPD475 Phase 2
0.6712 Remote Similarity NPD7451 Discontinued
0.6711 Remote Similarity NPD5729 Clinical (unspecified phase)
0.6709 Remote Similarity NPD2184 Approved
0.6709 Remote Similarity NPD2183 Approved
0.6646 Remote Similarity NPD4739 Approved
0.6617 Remote Similarity NPD9610 Approved
0.6617 Remote Similarity NPD9608 Approved
0.6549 Remote Similarity NPD1759 Phase 1
0.6512 Remote Similarity NPD2934 Approved
0.6512 Remote Similarity NPD2933 Approved
0.6507 Remote Similarity NPD3685 Discontinued
0.65 Remote Similarity NPD6390 Discontinued
0.6494 Remote Similarity NPD1169 Approved
0.649 Remote Similarity NPD3058 Clinical (unspecified phase)
0.6479 Remote Similarity NPD1758 Phase 1
0.6462 Remote Similarity NPD2860 Approved
0.6462 Remote Similarity NPD2859 Approved
0.6447 Remote Similarity NPD468 Phase 1
0.6429 Remote Similarity NPD2229 Approved
0.6429 Remote Similarity NPD2234 Approved
0.6429 Remote Similarity NPD2228 Approved
0.6419 Remote Similarity NPD1770 Clinical (unspecified phase)
0.641 Remote Similarity NPD7978 Discontinued
0.6398 Remote Similarity NPD7303 Discontinued
0.6397 Remote Similarity NPD1444 Approved
0.6397 Remote Similarity NPD1445 Approved
0.6385 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6382 Remote Similarity NPD2674 Phase 3
0.6382 Remote Similarity NPD1726 Clinical (unspecified phase)
0.6377 Remote Similarity NPD9380 Clinical (unspecified phase)
0.6375 Remote Similarity NPD6682 Clinical (unspecified phase)
0.6364 Remote Similarity NPD16 Approved
0.6364 Remote Similarity NPD318 Approved
0.6364 Remote Similarity NPD317 Approved
0.6364 Remote Similarity NPD856 Approved
0.6331 Remote Similarity NPD9280 Clinical (unspecified phase)
0.6327 Remote Similarity NPD3070 Discontinued
0.632 Remote Similarity NPD111 Approved
0.6316 Remote Similarity NPD3020 Approved
0.6291 Remote Similarity NPD682 Discontinued
0.6284 Remote Similarity NPD1669 Approved
0.6276 Remote Similarity NPD4235 Clinical (unspecified phase)
0.6275 Remote Similarity NPD1423 Approved
0.6259 Remote Similarity NPD1792 Phase 2
0.6259 Remote Similarity NPD4480 Approved
0.625 Remote Similarity NPD2372 Approved
0.6242 Remote Similarity NPD7450 Phase 2
0.6241 Remote Similarity NPD9273 Approved
0.6234 Remote Similarity NPD6346 Approved
0.6233 Remote Similarity NPD5238 Clinical (unspecified phase)
0.6231 Remote Similarity NPD159 Clinical (unspecified phase)
0.6228 Remote Similarity NPD5563 Clinical (unspecified phase)
0.6222 Remote Similarity NPD846 Approved
0.6222 Remote Similarity NPD940 Approved
0.6216 Remote Similarity NPD2562 Approved
0.6216 Remote Similarity NPD2561 Approved
0.6209 Remote Similarity NPD3144 Approved
0.6209 Remote Similarity NPD3145 Approved
0.6207 Remote Similarity NPD5304 Approved
0.6207 Remote Similarity NPD5303 Approved
0.6205 Remote Similarity NPD7438 Suspended
0.6205 Remote Similarity NPD3796 Clinical (unspecified phase)
0.6203 Remote Similarity NPD1803 Phase 3
0.6181 Remote Similarity NPD9568 Approved
0.6178 Remote Similarity NPD3846 Clinical (unspecified phase)
0.6174 Remote Similarity NPD4659 Approved
0.6174 Remote Similarity NPD6582 Phase 2
0.6174 Remote Similarity NPD6583 Phase 3
0.6169 Remote Similarity NPD839 Approved
0.6169 Remote Similarity NPD840 Approved
0.6154 Remote Similarity NPD9618 Approved
0.6154 Remote Similarity NPD9614 Approved
0.6136 Remote Similarity NPD1081 Clinical (unspecified phase)
0.6131 Remote Similarity NPD9244 Approved
0.6129 Remote Similarity NPD5837 Clinical (unspecified phase)
0.6127 Remote Similarity NPD9379 Approved
0.6127 Remote Similarity NPD9377 Approved
0.6122 Remote Similarity NPD2668 Approved
0.6122 Remote Similarity NPD2667 Approved
0.6118 Remote Similarity NPD2098 Approved
0.6118 Remote Similarity NPD4993 Discontinued
0.6118 Remote Similarity NPD1712 Approved
0.6115 Remote Similarity NPD3554 Approved
0.6115 Remote Similarity NPD3552 Approved
0.6115 Remote Similarity NPD3553 Approved
0.6115 Remote Similarity NPD3555 Approved
0.6111 Remote Similarity NPD256 Approved
0.6111 Remote Similarity NPD255 Approved
0.6107 Remote Similarity NPD2337 Clinical (unspecified phase)
0.6104 Remote Similarity NPD1048 Approved
0.6095 Remote Similarity NPD7494 Clinical (unspecified phase)
0.6093 Remote Similarity NPD1135 Approved
0.6093 Remote Similarity NPD1134 Approved
0.6093 Remote Similarity NPD1129 Approved
0.6093 Remote Similarity NPD1131 Approved
0.6093 Remote Similarity NPD1133 Approved
0.6093 Remote Similarity NPD4104 Clinical (unspecified phase)
0.6093 Remote Similarity NPD4103 Phase 2
0.609 Remote Similarity NPD1809 Phase 2
0.609 Remote Similarity NPD844 Approved
0.6076 Remote Similarity NPD4108 Discontinued
0.6074 Remote Similarity NPD1067 Discontinued
0.6069 Remote Similarity NPD7325 Clinical (unspecified phase)
0.6065 Remote Similarity NPD7477 Discontinued
0.6062 Remote Similarity NPD7596 Clinical (unspecified phase)
0.6061 Remote Similarity NPD845 Approved
0.6061 Remote Similarity NPD1066 Discontinued
0.6054 Remote Similarity NPD4093 Discontinued
0.6053 Remote Similarity NPD6584 Phase 3
0.6051 Remote Similarity NPD2157 Approved
0.6042 Remote Similarity NPD1793 Approved
0.6042 Remote Similarity NPD1791 Approved
0.6038 Remote Similarity NPD1725 Approved
0.6037 Remote Similarity NPD5348 Clinical (unspecified phase)
0.6029 Remote Similarity NPD4760 Clinical (unspecified phase)
0.6028 Remote Similarity NPD3021 Approved
0.6028 Remote Similarity NPD3022 Approved
0.6027 Remote Similarity NPD9613 Approved
0.6027 Remote Similarity NPD9615 Approved
0.6027 Remote Similarity NPD9616 Approved
0.6014 Remote Similarity NPD2496 Approved
0.6014 Remote Similarity NPD1751 Approved
0.6014 Remote Similarity NPD2497 Approved
0.6013 Remote Similarity NPD4212 Discontinued
0.6013 Remote Similarity NPD2040 Clinical (unspecified phase)
0.6012 Remote Similarity NPD2889 Approved
0.6012 Remote Similarity NPD2890 Approved
0.6012 Remote Similarity NPD2888 Approved
0.6012 Remote Similarity NPD2017 Approved
0.6 Remote Similarity NPD6406 Approved
0.6 Remote Similarity NPD709 Approved
0.6 Remote Similarity NPD6809 Clinical (unspecified phase)
0.6 Remote Similarity NPD6624 Discontinued
0.6 Remote Similarity NPD1039 Discontinued
0.6 Remote Similarity NPD7738 Approved
0.6 Remote Similarity NPD7737 Approved
0.6 Remote Similarity NPD2097 Approved
0.6 Remote Similarity NPD5108 Clinical (unspecified phase)
0.5988 Remote Similarity NPD7066 Clinical (unspecified phase)
0.5988 Remote Similarity NPD1662 Clinical (unspecified phase)
0.5987 Remote Similarity NPD3055 Approved
0.5987 Remote Similarity NPD3053 Approved
0.5986 Remote Similarity NPD2226 Clinical (unspecified phase)
0.5986 Remote Similarity NPD316 Approved
0.5977 Remote Similarity NPD4652 Approved
0.5976 Remote Similarity NPD8019 Approved
0.5976 Remote Similarity NPD1786 Approved
0.5976 Remote Similarity NPD1785 Approved
0.5976 Remote Similarity NPD1787 Approved
0.5973 Remote Similarity NPD3847 Discontinued
0.5964 Remote Similarity NPD7523 Phase 3
0.5963 Remote Similarity NPD7153 Discontinued
0.5962 Remote Similarity NPD259 Phase 1
0.5962 Remote Similarity NPD5745 Approved
0.596 Remote Similarity NPD9622 Approved
0.5956 Remote Similarity NPD9712 Approved
0.5954 Remote Similarity NPD1411 Approved
0.5946 Remote Similarity NPD4209 Clinical (unspecified phase)
0.5944 Remote Similarity NPD228 Approved
0.5941 Remote Similarity NPD5929 Approved
0.5941 Remote Similarity NPD7089 Clinical (unspecified phase)
0.5939 Remote Similarity NPD3985 Discontinued
0.5938 Remote Similarity NPD2161 Phase 2
0.5935 Remote Similarity NPD1024 Discontinued
0.5933 Remote Similarity NPD5351 Clinical (unspecified phase)
0.5933 Remote Similarity NPD5350 Clinical (unspecified phase)
0.5926 Remote Similarity NPD288 Approved
0.5923 Remote Similarity NPD1101 Approved
0.5921 Remote Similarity NPD2922 Phase 1
0.5921 Remote Similarity NPD5311 Approved
0.5921 Remote Similarity NPD5310 Approved
0.5921 Remote Similarity NPD9634 Clinical (unspecified phase)
0.5918 Remote Similarity NPD6360 Discontinued
0.5915 Remote Similarity NPD9713 Approved
0.5915 Remote Similarity NPD6106 Discontinued
0.5912 Remote Similarity NPD289 Clinical (unspecified phase)
0.5912 Remote Similarity NPD3028 Approved
0.5906 Remote Similarity NPD9384 Approved
0.5906 Remote Similarity NPD9381 Approved
0.5904 Remote Similarity NPD52 Approved
0.5904 Remote Similarity NPD7526 Approved
0.5904 Remote Similarity NPD7527 Clinical (unspecified phase)
0.5897 Remote Similarity NPD5109 Approved
0.5897 Remote Similarity NPD597 Approved
0.5897 Remote Similarity NPD5111 Phase 2
0.5897 Remote Similarity NPD601 Approved
0.5897 Remote Similarity NPD5110 Phase 2
0.5897 Remote Similarity NPD598 Approved
0.5894 Remote Similarity NPD2230 Approved

Structure

External Identifiers

PubChem CID   21581855
ChEMBL   CHEMBL343476
ZINC  

Physicochemical Properties

Molecular Weight:  465.00
ALogP:  1.5105
MLogP:  1.9
XLogP:  2.916
# Rotatable Bonds:  17
Polar Surface Area:  177.83
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  1
# Heavy Atoms:  26

Download Data

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Structure MOL file  
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Biological Activities  
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