Natural Product: NPC166624

Natural Product ID:  NPC166624
Common Name:   Psammaplin C
IUPAC Name:   (2E)-3-(3-bromo-4-hydroxyphenyl)-2-hydroxyimino-N-(2-sulfamoylethyl)propanamide
Synonyms:  
Molecular Formula:   C11H14BrN3O5S
Standard InCHIKey:  LZIKVOPNIDEBQJ-OQLLNIDSSA-N
Standard InCHI:  InChI=1S/C11H14BrN3O5S/c12-8-5-7(1-2-10(8)16)6-9(15-18)11(17)14-3-4-21(13,19)20/h1-2,5,16,18H,3-4,6H2,(H,14,17)(H2,13,19,20)/b15-9+
Canonical SMILES:  O/N=C(/C(=NCCS(=O)(=O)N)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
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria PMID[26035239]
NPO28613 Streptomyces calvus Species Streptomycetaceae Bacteria PMID[26035239]
NPO11450 Pseudoceratina purpurea Species Pseudoceratinidae Eukaryota PMID[26035239]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT664 Protein Family Histone deacetylase Homo sapiens IC50 > 40 nM 24576210
NPT3101 Individual Protein Carbonic anhydrase XIII Homo sapiens Ki = 10630 nM 20100877
NPT954 Individual Protein Carbonic anhydrase XIV Homo sapiens Ki = 379 nM 20100877
NPT948 Individual Protein Carbonic anhydrase IX Homo sapiens Ki = 12.3 nM 20100877
NPT949 Individual Protein Carbonic anhydrase XII Homo sapiens Ki = 0.79 nM 20100877
NPT1063 Individual Protein Carbonic anhydrase VI Homo sapiens Ki = 9680 nM 20100877
NPT955 Individual Protein Carbonic anhydrase VII Homo sapiens Ki = 1.7 nM 20100877
NPT1062 Individual Protein Carbonic anhydrase IV Homo sapiens Ki = 75.3 nM 20100877
NPT1143 Individual Protein Carbonic anhydrase VA Homo sapiens Ki = 154 nM 20100877
NPT947 Individual Protein Carbonic anhydrase I Homo sapiens Ki = 48.1 nM 20100877
NPT233 Individual Protein Carbonic anhydrase II Homo sapiens Ki = 88 nM 20100877

  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 NPC166624 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
0.9606 High Similarity NPC184465
0.9213 High Similarity NPC202776
0.9008 High Similarity NPC163810
0.8939 High Similarity NPC120114
0.8939 High Similarity NPC71888
0.8806 High Similarity NPC309667
0.8667 High Similarity NPC474587
0.8667 High Similarity NPC475132
0.8603 High Similarity NPC475293
0.8496 Intermediate Similarity NPC474091
0.8433 Intermediate Similarity NPC475735
0.837 Intermediate Similarity NPC474753
0.8322 Intermediate Similarity NPC20755
0.8071 Intermediate Similarity NPC197045
0.7902 Intermediate Similarity NPC474128
0.777 Intermediate Similarity NPC473724
0.7712 Intermediate Similarity NPC123848
0.7615 Intermediate Similarity NPC59387
0.7468 Intermediate Similarity NPC473738
0.7434 Intermediate Similarity NPC475432
0.7364 Intermediate Similarity NPC471495
0.7324 Intermediate Similarity NPC99280
0.7293 Intermediate Similarity NPC115803
0.7255 Intermediate Similarity NPC258222
0.7252 Intermediate Similarity NPC473358
0.72 Intermediate Similarity NPC107619
0.7179 Intermediate Similarity NPC156311
0.7123 Intermediate Similarity NPC303993
0.7111 Intermediate Similarity NPC317254
0.7109 Intermediate Similarity NPC178902
0.709 Intermediate Similarity NPC309808
0.7083 Intermediate Similarity NPC474087
0.7077 Intermediate Similarity NPC231705
0.705 Intermediate Similarity NPC324702
0.7045 Intermediate Similarity NPC258056
0.7045 Intermediate Similarity NPC54543
0.7037 Intermediate Similarity NPC118202
0.7032 Intermediate Similarity NPC109968
0.7029 Intermediate Similarity NPC283760
0.7024 Intermediate Similarity NPC152205
0.7024 Intermediate Similarity NPC475283
0.7007 Intermediate Similarity NPC38458
0.7007 Intermediate Similarity NPC311737
0.6992 Remote Similarity NPC474149
0.698 Remote Similarity NPC213471
0.697 Remote Similarity NPC153690
0.6934 Remote Similarity NPC82963
0.6894 Remote Similarity NPC142297
0.6879 Remote Similarity NPC136543
0.6849 Remote Similarity NPC474536
0.6846 Remote Similarity NPC470471
0.6842 Remote Similarity NPC24101
0.6842 Remote Similarity NPC96224
0.6791 Remote Similarity NPC473372
0.6786 Remote Similarity NPC38483
0.6772 Remote Similarity NPC47672
0.6761 Remote Similarity NPC7830
0.6761 Remote Similarity NPC27581
0.6755 Remote Similarity NPC470470
0.6753 Remote Similarity NPC78530
0.6741 Remote Similarity NPC471487
0.6738 Remote Similarity NPC112823
0.6726 Remote Similarity NPC225130
0.6713 Remote Similarity NPC296202
0.6711 Remote Similarity NPC243404
0.669 Remote Similarity NPC86966
0.6686 Remote Similarity NPC469979
0.6667 Remote Similarity NPC94217
0.6667 Remote Similarity NPC268572
0.6667 Remote Similarity NPC142599
0.6667 Remote Similarity NPC319950
0.6647 Remote Similarity NPC110454
0.6647 Remote Similarity NPC207819
0.6647 Remote Similarity NPC126128
0.6647 Remote Similarity NPC473462
0.6647 Remote Similarity NPC298981
0.6646 Remote Similarity NPC233926
0.6645 Remote Similarity NPC470472
0.6621 Remote Similarity NPC213414
0.6615 Remote Similarity NPC125732
0.6608 Remote Similarity NPC290534
0.6594 Remote Similarity NPC471488
0.6588 Remote Similarity NPC226001
0.6573 Remote Similarity NPC471486
0.6571 Remote Similarity NPC144823
0.6569 Remote Similarity NPC227553
0.6569 Remote Similarity NPC163674
0.6565 Remote Similarity NPC155847
0.6565 Remote Similarity NPC289381
0.6554 Remote Similarity NPC150929
0.6554 Remote Similarity NPC325651
0.6549 Remote Similarity NPC117759
0.6538 Remote Similarity NPC135349
0.6533 Remote Similarity NPC158078
0.6532 Remote Similarity NPC74618
0.6532 Remote Similarity NPC301941
0.6532 Remote Similarity NPC214188
0.6528 Remote Similarity NPC474862
0.6503 Remote Similarity NPC180207
0.65 Remote Similarity NPC37302
0.6489 Remote Similarity NPC275104
0.6486 Remote Similarity NPC159987
0.6486 Remote Similarity NPC78061
0.6486 Remote Similarity NPC122359
0.648 Remote Similarity NPC23167
0.6479 Remote Similarity NPC122009
0.6475 Remote Similarity NPC76400
0.6475 Remote Similarity NPC33244
0.6467 Remote Similarity NPC326966
0.6463 Remote Similarity NPC220311
0.6458 Remote Similarity NPC284078
0.6457 Remote Similarity NPC300017
0.6454 Remote Similarity NPC79844
0.6453 Remote Similarity NPC475615
0.6452 Remote Similarity NPC175313
0.6449 Remote Similarity NPC166837
0.6443 Remote Similarity NPC271808
0.6438 Remote Similarity NPC105999
0.6438 Remote Similarity NPC76412
0.6429 Remote Similarity NPC113460
0.6429 Remote Similarity NPC474673
0.6429 Remote Similarity NPC25493
0.6423 Remote Similarity NPC290566
0.6423 Remote Similarity NPC145638
0.642 Remote Similarity NPC49172
0.6412 Remote Similarity NPC315921
0.6408 Remote Similarity NPC283468
0.6406 Remote Similarity NPC45040
0.6405 Remote Similarity NPC64205
0.64 Remote Similarity NPC478071
0.64 Remote Similarity NPC197783
0.6395 Remote Similarity NPC137117
0.6382 Remote Similarity NPC267237
0.6379 Remote Similarity NPC475396
0.6378 Remote Similarity NPC280347
0.6378 Remote Similarity NPC177420
0.6378 Remote Similarity NPC123273
0.6378 Remote Similarity NPC258219
0.6378 Remote Similarity NPC242240
0.6378 Remote Similarity NPC318325
0.6371 Remote Similarity NPC265146
0.637 Remote Similarity NPC229213
0.6358 Remote Similarity NPC11449
0.6358 Remote Similarity NPC275538
0.6357 Remote Similarity NPC325292
0.6357 Remote Similarity NPC138117
0.6354 Remote Similarity NPC469721
0.6348 Remote Similarity NPC473409
0.6348 Remote Similarity NPC82741
0.6348 Remote Similarity NPC470951
0.6348 Remote Similarity NPC141405
0.6343 Remote Similarity NPC68055
0.6333 Remote Similarity NPC478147
0.6333 Remote Similarity NPC55113
0.6328 Remote Similarity NPC55561
0.6327 Remote Similarity NPC473572
0.6327 Remote Similarity NPC474169
0.632 Remote Similarity NPC248817
0.6319 Remote Similarity NPC43275
0.6316 Remote Similarity NPC29601
0.6316 Remote Similarity NPC244866
0.6308 Remote Similarity NPC151715
0.6308 Remote Similarity NPC128062
0.6304 Remote Similarity NPC316052
0.6301 Remote Similarity NPC142577
0.6299 Remote Similarity NPC6570
0.6299 Remote Similarity NPC104216
0.6292 Remote Similarity NPC475658
0.6292 Remote Similarity NPC471591
0.6292 Remote Similarity NPC473892
0.6291 Remote Similarity NPC474614
0.6286 Remote Similarity NPC146422
0.6284 Remote Similarity NPC272463
0.6284 Remote Similarity NPC469731
0.6279 Remote Similarity NPC304541
0.6275 Remote Similarity NPC300678
0.627 Remote Similarity NPC155393
0.6268 Remote Similarity NPC213
0.6268 Remote Similarity NPC10286
0.6267 Remote Similarity NPC296712
0.626 Remote Similarity NPC313650
0.626 Remote Similarity NPC274678
0.626 Remote Similarity NPC26244
0.625 Remote Similarity NPC5932
0.6242 Remote Similarity NPC168861
0.6242 Remote Similarity NPC142776
0.6242 Remote Similarity NPC476249
0.6242 Remote Similarity NPC110131
0.624 Remote Similarity NPC124436
0.6233 Remote Similarity NPC83279
0.6232 Remote Similarity NPC309982
0.6224 Remote Similarity NPC106551
0.6224 Remote Similarity NPC188867
0.6224 Remote Similarity NPC281686
0.622 Remote Similarity NPC307235
0.622 Remote Similarity NPC407
0.622 Remote Similarity NPC184169
0.6218 Remote Similarity NPC214988
0.6218 Remote Similarity NPC224663
0.6218 Remote Similarity NPC48202

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC166624 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
0.7083 Intermediate Similarity NPD1223 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD475 Phase 2
0.6849 Remote Similarity NPD9718 Approved
0.6809 Remote Similarity NPD3421 Phase 3
0.6755 Remote Similarity NPD6866 Clinical (unspecified phase)
0.6755 Remote Similarity NPD6867 Clinical (unspecified phase)
0.669 Remote Similarity NPD3143 Discontinued
0.6667 Remote Similarity NPD9608 Approved
0.6667 Remote Similarity NPD3676 Clinical (unspecified phase)
0.6667 Remote Similarity NPD9610 Approved
0.6667 Remote Similarity NPD4235 Clinical (unspecified phase)
0.6646 Remote Similarity NPD7303 Discontinued
0.6644 Remote Similarity NPD7451 Discontinued
0.6624 Remote Similarity NPD6682 Clinical (unspecified phase)
0.6536 Remote Similarity NPD1169 Approved
0.651 Remote Similarity NPD3136 Phase 2
0.6423 Remote Similarity NPD9380 Clinical (unspecified phase)
0.6412 Remote Similarity NPD9273 Approved
0.6403 Remote Similarity NPD821 Approved
0.6377 Remote Similarity NPD9280 Clinical (unspecified phase)
0.6364 Remote Similarity NPD1759 Phase 1
0.6341 Remote Similarity NPD7438 Suspended
0.6335 Remote Similarity NPD2184 Approved
0.6335 Remote Similarity NPD2183 Approved
0.6316 Remote Similarity NPD5729 Clinical (unspecified phase)
0.6308 Remote Similarity NPD2934 Approved
0.6308 Remote Similarity NPD2933 Approved
0.6294 Remote Similarity NPD1758 Phase 1
0.6294 Remote Similarity NPD317 Approved
0.6294 Remote Similarity NPD318 Approved
0.6291 Remote Similarity NPD2372 Approved
0.6286 Remote Similarity NPD9377 Approved
0.6286 Remote Similarity NPD9379 Approved
0.6279 Remote Similarity NPD159 Clinical (unspecified phase)
0.6275 Remote Similarity NPD468 Phase 1
0.626 Remote Similarity NPD2860 Approved
0.626 Remote Similarity NPD2859 Approved
0.6259 Remote Similarity NPD3070 Discontinued
0.6242 Remote Similarity NPD1803 Phase 3
0.6241 Remote Similarity NPD2228 Approved
0.6241 Remote Similarity NPD2234 Approved
0.6241 Remote Similarity NPD2229 Approved
0.624 Remote Similarity NPD111 Approved
0.6224 Remote Similarity NPD9568 Approved
0.6211 Remote Similarity NPD1786 Approved
0.6211 Remote Similarity NPD1787 Approved
0.6211 Remote Similarity NPD1785 Approved
0.6204 Remote Similarity NPD1444 Approved
0.6204 Remote Similarity NPD1445 Approved
0.6194 Remote Similarity NPD1772 Clinical (unspecified phase)
0.6183 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6181 Remote Similarity NPD856 Approved
0.6181 Remote Similarity NPD16 Approved
0.6178 Remote Similarity NPD7450 Phase 2
0.6149 Remote Similarity NPD2337 Clinical (unspecified phase)
0.6139 Remote Similarity NPD7978 Discontinued
0.6133 Remote Similarity NPD1770 Clinical (unspecified phase)
0.6119 Remote Similarity NPD3020 Approved
0.6118 Remote Similarity NPD682 Discontinued
0.6111 Remote Similarity NPD7325 Clinical (unspecified phase)
0.6107 Remote Similarity NPD1409 Phase 3
0.6104 Remote Similarity NPD3058 Clinical (unspecified phase)
0.6084 Remote Similarity NPD9618 Approved
0.6084 Remote Similarity NPD9614 Approved
0.6081 Remote Similarity NPD3151 Clinical (unspecified phase)
0.6074 Remote Similarity NPD4739 Approved
0.6074 Remote Similarity NPD9248 Phase 1
0.6071 Remote Similarity NPD1792 Phase 2
0.6069 Remote Similarity NPD644 Clinical (unspecified phase)
0.6058 Remote Similarity NPD9244 Approved
0.6053 Remote Similarity NPD767 Phase 1
0.6042 Remote Similarity NPD256 Approved
0.6042 Remote Similarity NPD255 Approved
0.604 Remote Similarity NPD2562 Approved
0.604 Remote Similarity NPD2561 Approved
0.6038 Remote Similarity NPD6809 Clinical (unspecified phase)
0.6037 Remote Similarity NPD6390 Discontinued
0.6029 Remote Similarity NPD846 Approved
0.6029 Remote Similarity NPD940 Approved
0.6027 Remote Similarity NPD5304 Approved
0.6027 Remote Similarity NPD5303 Approved
0.6016 Remote Similarity NPD9538 Approved
0.6014 Remote Similarity NPD542 Phase 1
0.6 Remote Similarity NPD1726 Clinical (unspecified phase)
0.6 Remote Similarity NPD1423 Approved
0.6 Remote Similarity NPD2674 Phase 3
0.5975 Remote Similarity NPD1261 Approved
0.5973 Remote Similarity NPD804 Clinical (unspecified phase)
0.5965 Remote Similarity NPD2098 Approved
0.5962 Remote Similarity NPD6346 Approved
0.596 Remote Similarity NPD5311 Approved
0.596 Remote Similarity NPD5310 Approved
0.596 Remote Similarity NPD9634 Clinical (unspecified phase)
0.5959 Remote Similarity NPD9613 Approved
0.5959 Remote Similarity NPD9616 Approved
0.5959 Remote Similarity NPD9615 Approved
0.5949 Remote Similarity NPD3553 Approved
0.5949 Remote Similarity NPD3552 Approved
0.5949 Remote Similarity NPD3555 Approved
0.5949 Remote Similarity NPD3554 Approved
0.5946 Remote Similarity NPD9381 Approved
0.5946 Remote Similarity NPD9384 Approved
0.5946 Remote Similarity NPD5238 Clinical (unspecified phase)
0.5926 Remote Similarity NPD7066 Clinical (unspecified phase)
0.5921 Remote Similarity NPD1133 Approved
0.5921 Remote Similarity NPD1131 Approved
0.5921 Remote Similarity NPD1135 Approved
0.5921 Remote Similarity NPD1134 Approved
0.5921 Remote Similarity NPD3053 Approved
0.5921 Remote Similarity NPD3055 Approved
0.5921 Remote Similarity NPD4339 Clinical (unspecified phase)
0.5921 Remote Similarity NPD1129 Approved
0.5918 Remote Similarity NPD316 Approved
0.5917 Remote Similarity NPD5355 Approved
0.5917 Remote Similarity NPD5356 Approved
0.5912 Remote Similarity NPD3846 Clinical (unspecified phase)
0.5897 Remote Similarity NPD840 Approved
0.5897 Remote Similarity NPD839 Approved
0.5896 Remote Similarity NPD1809 Phase 2
0.5896 Remote Similarity NPD844 Approved
0.5894 Remote Similarity NPD3685 Discontinued
0.5894 Remote Similarity NPD4659 Approved
0.5894 Remote Similarity NPD1669 Approved
0.5894 Remote Similarity NPD9622 Approved
0.589 Remote Similarity NPD2586 Clinical (unspecified phase)
0.5882 Remote Similarity NPD9712 Approved
0.5882 Remote Similarity NPD1067 Discontinued
0.5878 Remote Similarity NPD4093 Discontinued
0.5865 Remote Similarity NPD845 Approved
0.5862 Remote Similarity NPD2888 Approved
0.5862 Remote Similarity NPD2889 Approved
0.5862 Remote Similarity NPD2017 Approved
0.5862 Remote Similarity NPD1793 Approved
0.5862 Remote Similarity NPD1791 Approved
0.5862 Remote Similarity NPD2890 Approved
0.5858 Remote Similarity NPD3796 Clinical (unspecified phase)
0.5852 Remote Similarity NPD288 Approved
0.5848 Remote Similarity NPD2097 Approved
0.5845 Remote Similarity NPD3022 Approved
0.5845 Remote Similarity NPD3021 Approved
0.5845 Remote Similarity NPD9713 Approved
0.5844 Remote Similarity NPD4212 Discontinued
0.5844 Remote Similarity NPD9569 Approved
0.5839 Remote Similarity NPD289 Clinical (unspecified phase)
0.5839 Remote Similarity NPD4760 Clinical (unspecified phase)
0.5839 Remote Similarity NPD1751 Approved
0.5839 Remote Similarity NPD1242 Phase 1
0.5833 Remote Similarity NPD3145 Approved
0.5833 Remote Similarity NPD3144 Approved
0.5833 Remote Similarity NPD530 Approved
0.5829 Remote Similarity NPD4652 Approved
0.5817 Remote Similarity NPD4104 Clinical (unspecified phase)
0.5817 Remote Similarity NPD4103 Phase 2
0.5811 Remote Similarity NPD2226 Clinical (unspecified phase)
0.5809 Remote Similarity NPD9710 Approved
0.5809 Remote Similarity NPD9711 Approved
0.5808 Remote Similarity NPD7523 Phase 3
0.5806 Remote Similarity NPD3269 Clinical (unspecified phase)
0.5789 Remote Similarity NPD6582 Phase 2
0.5789 Remote Similarity NPD6583 Phase 3
0.5786 Remote Similarity NPD1040 Phase 2
0.5783 Remote Similarity NPD3985 Discontinued
0.5779 Remote Similarity NPD9621 Approved
0.5779 Remote Similarity NPD9619 Approved
0.5779 Remote Similarity NPD9620 Approved
0.5771 Remote Similarity NPD5623 Approved
0.5762 Remote Similarity NPD4480 Approved
0.5759 Remote Similarity NPD1555 Discontinued
0.5759 Remote Similarity NPD5837 Clinical (unspecified phase)
0.5756 Remote Similarity NPD7494 Clinical (unspecified phase)
0.5756 Remote Similarity NPD7738 Approved
0.5756 Remote Similarity NPD7737 Approved
0.5743 Remote Similarity NPD6360 Discontinued
0.5742 Remote Similarity NPD4993 Discontinued
0.5742 Remote Similarity NPD1712 Approved
0.5733 Remote Similarity NPD2667 Approved
0.5733 Remote Similarity NPD2668 Approved
0.5732 Remote Similarity NPD601 Approved
0.5732 Remote Similarity NPD598 Approved
0.5732 Remote Similarity NPD597 Approved
0.5732 Remote Similarity NPD1039 Discontinued
0.5725 Remote Similarity NPD1101 Approved
0.5725 Remote Similarity NPD3028 Approved
0.5724 Remote Similarity NPD964 Approved
0.5723 Remote Similarity NPD3674 Clinical (unspecified phase)
0.5714 Remote Similarity NPD179 Clinical (unspecified phase)
0.5714 Remote Similarity NPD1411 Approved
0.5714 Remote Similarity NPD3152 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7883 Discontinued
0.5714 Remote Similarity NPD2644 Approved
0.5706 Remote Similarity NPD2030 Discontinued
0.5706 Remote Similarity NPD7153 Discontinued
0.5706 Remote Similarity NPD7596 Clinical (unspecified phase)
0.5704 Remote Similarity NPD6406 Approved
0.5698 Remote Similarity NPD5563 Clinical (unspecified phase)
0.5698 Remote Similarity NPD6064 Phase 1
0.5697 Remote Similarity NPD302 Approved
0.5696 Remote Similarity NPD7477 Discontinued
0.5696 Remote Similarity NPD829 Discontinued
0.5696 Remote Similarity NPD1130 Approved

Structure

External Identifiers

PubChem CID   21726402
ChEMBL   CHEMBL3586274
ZINC  

Physicochemical Properties

Molecular Weight:  378.98
ALogP:  -0.9777
MLogP:  1.57
XLogP:  0.354
# Rotatable Bonds:  11
Polar Surface Area:  153.95
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  1
# Heavy Atoms:  21

Download Data

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