Natural Product: NPC227953

Natural Product ID:  NPC227953
Common Name:   Araplysillin 2
IUPAC Name:   (5S,6R)-7,9-dibromo-N-[3-[2,6-dibromo-4-[2-(13-methyltetradecanoylamino)ethyl]phenoxy]propyl]-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carboxamide
Synonyms:   Araplysillin 2
Molecular Formula:   C36H51Br4N3O6
Standard InCHIKey:  GGOAWVSLXKQBRP-PUDHBBIYSA-N
Standard InCHI:  InChI=1S/C36H51Br4N3O6/c1-24(2)14-11-9-7-5-4-6-8-10-12-15-30(44)41-18-16-25-20-26(37)32(27(38)21-25)48-19-13-17-42-35(46)29-23-36(49-43-29)22-28(39)33(47-3)31(40)34(36)45/h20-22,24,34,45H,4-19,23H2,1-3H3,(H,41,44)(H,42,46)/t34-,36+/m0/s1
Canonical SMILES:  COC1=C(Br)[C@@H]([C@]2(C=C1Br)ON=C(C2)C(=O)NCCCOc1c(Br)cc(cc1Br)CCN=C(CCCCCCCCCCCC(C)C)O)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
NPO33394 druinella sp. Species NA NA Fujian, China PMID[12502317]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens ID50 = 42.7 ug/ml 14575447
NPT179 Cell Line A2780 Homo sapiens ID50 = 14.79 ug/ml 23570790

  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 NPC227953 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
0.9649 High Similarity NPC77435
0.9649 High Similarity NPC259071
0.927 High Similarity NPC202866
0.9148 High Similarity NPC174607
0.9096 High Similarity NPC147847
0.8913 High Similarity NPC471337
0.8771 High Similarity NPC8093
0.8771 High Similarity NPC121571
0.8689 High Similarity NPC471338
0.8689 High Similarity NPC474678
0.8641 High Similarity NPC475843
0.8571 High Similarity NPC477255
0.8352 Intermediate Similarity NPC477254
0.822 Intermediate Similarity NPC123140
0.8112 Intermediate Similarity NPC470746
0.8112 Intermediate Similarity NPC471336
0.7929 Intermediate Similarity NPC471339
0.7898 Intermediate Similarity NPC156311
0.7833 Intermediate Similarity NPC471335
0.7708 Intermediate Similarity NPC248822
0.7627 Intermediate Similarity NPC469711
0.7614 Intermediate Similarity NPC76412
0.7598 Intermediate Similarity NPC233926
0.7571 Intermediate Similarity NPC258222
0.7528 Intermediate Similarity NPC47672
0.7487 Intermediate Similarity NPC473450
0.7472 Intermediate Similarity NPC109968
0.7423 Intermediate Similarity NPC246591
0.7399 Intermediate Similarity NPC128877
0.7371 Intermediate Similarity NPC308571
0.733 Intermediate Similarity NPC78530
0.733 Intermediate Similarity NPC135349
0.7236 Intermediate Similarity NPC80514
0.7232 Intermediate Similarity NPC470472
0.7207 Intermediate Similarity NPC71629
0.7194 Intermediate Similarity NPC96275
0.7143 Intermediate Similarity NPC470470
0.7143 Intermediate Similarity NPC474673
0.7136 Intermediate Similarity NPC102245
0.7126 Intermediate Similarity NPC470471
0.7119 Intermediate Similarity NPC474128
0.7111 Intermediate Similarity NPC296085
0.71 Intermediate Similarity NPC65714
0.7035 Intermediate Similarity NPC283207
0.702 Intermediate Similarity NPC473892
0.702 Intermediate Similarity NPC475658
0.6995 Remote Similarity NPC471592
0.6965 Remote Similarity NPC64066
0.6959 Remote Similarity NPC143450
0.6935 Remote Similarity NPC471591
0.69 Remote Similarity NPC82741
0.69 Remote Similarity NPC141405
0.69 Remote Similarity NPC473409
0.6895 Remote Similarity NPC254700
0.6872 Remote Similarity NPC226001
0.6853 Remote Similarity NPC475396
0.6842 Remote Similarity NPC272463
0.6837 Remote Similarity NPC110454
0.6837 Remote Similarity NPC126128
0.6837 Remote Similarity NPC207819
0.6837 Remote Similarity NPC473462
0.6837 Remote Similarity NPC298981
0.6802 Remote Similarity NPC110131
0.68 Remote Similarity NPC49172
0.6786 Remote Similarity NPC469979
0.6782 Remote Similarity NPC230539
0.6766 Remote Similarity NPC80337
0.675 Remote Similarity NPC138083
0.6735 Remote Similarity NPC225130
0.6734 Remote Similarity NPC74618
0.6734 Remote Similarity NPC301941
0.6734 Remote Similarity NPC214188
0.6732 Remote Similarity NPC469721
0.672 Remote Similarity NPC287757
0.672 Remote Similarity NPC319320
0.6703 Remote Similarity NPC324081
0.6682 Remote Similarity NPC81845
0.6667 Remote Similarity NPC469731
0.6667 Remote Similarity NPC299806
0.6667 Remote Similarity NPC315542
0.6667 Remote Similarity NPC307123
0.6667 Remote Similarity NPC97870
0.6667 Remote Similarity NPC247018
0.665 Remote Similarity NPC124626
0.6649 Remote Similarity NPC476268
0.6634 Remote Similarity NPC276120
0.6633 Remote Similarity NPC290534
0.6615 Remote Similarity NPC46009
0.6615 Remote Similarity NPC471568
0.6615 Remote Similarity NPC475204
0.6615 Remote Similarity NPC473693
0.6615 Remote Similarity NPC196091
0.6615 Remote Similarity NPC475123
0.6613 Remote Similarity NPC20755
0.661 Remote Similarity NPC475735
0.661 Remote Similarity NPC473724
0.6601 Remote Similarity NPC144823
0.6599 Remote Similarity NPC471165
0.6598 Remote Similarity NPC473502
0.6582 Remote Similarity NPC89831
0.6571 Remote Similarity NPC477551
0.6566 Remote Similarity NPC50016
0.6564 Remote Similarity NPC186617
0.6564 Remote Similarity NPC280022
0.6559 Remote Similarity NPC132771
0.6555 Remote Similarity NPC477552
0.6555 Remote Similarity NPC477550
0.6554 Remote Similarity NPC474091
0.655 Remote Similarity NPC32064
0.6548 Remote Similarity NPC273755
0.6542 Remote Similarity NPC79130
0.6536 Remote Similarity NPC169766
0.6528 Remote Similarity NPC295795
0.652 Remote Similarity NPC4910
0.652 Remote Similarity NPC94862
0.6515 Remote Similarity NPC26108
0.6515 Remote Similarity NPC164608
0.6505 Remote Similarity NPC473378
0.6505 Remote Similarity NPC473407
0.65 Remote Similarity NPC119652
0.65 Remote Similarity NPC97526
0.6497 Remote Similarity NPC328494
0.6495 Remote Similarity NPC63931
0.6495 Remote Similarity NPC471394
0.6495 Remote Similarity NPC472923
0.6495 Remote Similarity NPC293164
0.6493 Remote Similarity NPC242728
0.6492 Remote Similarity NPC56635
0.6488 Remote Similarity NPC470951
0.6484 Remote Similarity NPC213471
0.6481 Remote Similarity NPC293347
0.648 Remote Similarity NPC474753
0.6474 Remote Similarity NPC256689
0.6474 Remote Similarity NPC123011
0.6467 Remote Similarity NPC204546
0.6465 Remote Similarity NPC306804
0.6462 Remote Similarity NPC469479
0.6461 Remote Similarity NPC474087
0.6459 Remote Similarity NPC308709
0.6456 Remote Similarity NPC61332
0.6456 Remote Similarity NPC64140
0.6456 Remote Similarity NPC240130
0.6456 Remote Similarity NPC174122
0.6455 Remote Similarity NPC56685
0.6449 Remote Similarity NPC14339
0.6447 Remote Similarity NPC40234
0.6444 Remote Similarity NPC132308
0.6443 Remote Similarity NPC67080
0.6439 Remote Similarity NPC329731
0.6436 Remote Similarity NPC473404
0.6432 Remote Similarity NPC473354
0.6432 Remote Similarity NPC476227
0.6429 Remote Similarity NPC281629
0.6425 Remote Similarity NPC477526
0.6418 Remote Similarity NPC45037
0.6418 Remote Similarity NPC475421
0.6417 Remote Similarity NPC313414
0.6411 Remote Similarity NPC184933
0.6411 Remote Similarity NPC59827
0.6408 Remote Similarity NPC234069
0.6408 Remote Similarity NPC102959
0.6406 Remote Similarity NPC207675
0.6406 Remote Similarity NPC212699
0.6393 Remote Similarity NPC197045
0.6389 Remote Similarity NPC470392
0.6389 Remote Similarity NPC219350
0.6389 Remote Similarity NPC194699
0.6387 Remote Similarity NPC244509
0.6387 Remote Similarity NPC471235
0.6387 Remote Similarity NPC73132
0.6387 Remote Similarity NPC235033
0.6383 Remote Similarity NPC245974
0.6382 Remote Similarity NPC137627
0.6378 Remote Similarity NPC61004
0.6377 Remote Similarity NPC60516
0.6374 Remote Similarity NPC235633
0.6373 Remote Similarity NPC244336
0.6364 Remote Similarity NPC16188
0.6364 Remote Similarity NPC326027
0.6364 Remote Similarity NPC302715
0.6359 Remote Similarity NPC40321
0.6359 Remote Similarity NPC470886
0.6351 Remote Similarity NPC144314
0.6349 Remote Similarity NPC473491
0.6348 Remote Similarity NPC477220
0.6347 Remote Similarity NPC326333
0.6345 Remote Similarity NPC328649
0.6345 Remote Similarity NPC107938
0.6345 Remote Similarity NPC294516
0.6341 Remote Similarity NPC206061
0.6339 Remote Similarity NPC106606
0.6339 Remote Similarity NPC470249
0.6339 Remote Similarity NPC470248
0.6338 Remote Similarity NPC469689
0.6338 Remote Similarity NPC471031
0.6337 Remote Similarity NPC269750
0.6337 Remote Similarity NPC475615
0.6337 Remote Similarity NPC194671
0.6335 Remote Similarity NPC39431
0.6328 Remote Similarity NPC320242

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC227953 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
0.6853 Remote Similarity NPD5192 Clinical (unspecified phase)
0.6823 Remote Similarity NPD7485 Phase 3
0.6823 Remote Similarity NPD7484 Phase 3
0.672 Remote Similarity NPD7131 Phase 3
0.6701 Remote Similarity NPD7608 Discontinued
0.6667 Remote Similarity NPD8031 Discontinued
0.6667 Remote Similarity NPD1423 Approved
0.6634 Remote Similarity NPD5165 Clinical (unspecified phase)
0.663 Remote Similarity NPD2240 Approved
0.663 Remote Similarity NPD2239 Approved
0.6612 Remote Similarity NPD2976 Clinical (unspecified phase)
0.652 Remote Similarity NPD3863 Clinical (unspecified phase)
0.6492 Remote Similarity NPD6677 Suspended
0.6489 Remote Similarity NPD7526 Approved
0.6489 Remote Similarity NPD7527 Clinical (unspecified phase)
0.6489 Remote Similarity NPD52 Approved
0.6467 Remote Similarity NPD7596 Clinical (unspecified phase)
0.6465 Remote Similarity NPD3451 Clinical (unspecified phase)
0.6456 Remote Similarity NPD6377 Clinical (unspecified phase)
0.6448 Remote Similarity NPD3175 Clinical (unspecified phase)
0.6445 Remote Similarity NPD7810 Phase 3
0.6445 Remote Similarity NPD7811 Phase 3
0.6442 Remote Similarity NPD4466 Phase 1
0.6436 Remote Similarity NPD3985 Discontinued
0.6436 Remote Similarity NPD6419 Discontinued
0.6436 Remote Similarity NPD2874 Phase 2
0.6436 Remote Similarity NPD3536 Discontinued
0.6436 Remote Similarity NPD5348 Clinical (unspecified phase)
0.6436 Remote Similarity NPD1298 Discontinued
0.6432 Remote Similarity NPD4162 Approved
0.6432 Remote Similarity NPD2459 Approved
0.6432 Remote Similarity NPD2458 Approved
0.6432 Remote Similarity NPD2460 Phase 3
0.6425 Remote Similarity NPD7972 Discontinued
0.6425 Remote Similarity NPD5525 Clinical (unspecified phase)
0.6418 Remote Similarity NPD5557 Phase 1
0.6417 Remote Similarity NPD3281 Clinical (unspecified phase)
0.6406 Remote Similarity NPD2541 Clinical (unspecified phase)
0.6406 Remote Similarity NPD7118 Clinical (unspecified phase)
0.6378 Remote Similarity NPD3655 Clinical (unspecified phase)
0.6378 Remote Similarity NPD6315 Phase 2
0.6374 Remote Similarity NPD3054 Approved
0.6374 Remote Similarity NPD3052 Approved
0.6373 Remote Similarity NPD5356 Approved
0.6373 Remote Similarity NPD5355 Approved
0.6369 Remote Similarity NPD3165 Approved
0.6369 Remote Similarity NPD3167 Approved
0.6369 Remote Similarity NPD9718 Approved
0.6369 Remote Similarity NPD3166 Approved
0.6369 Remote Similarity NPD3164 Approved
0.6368 Remote Similarity NPD5586 Clinical (unspecified phase)
0.6359 Remote Similarity NPD1725 Approved
0.6359 Remote Similarity NPD2161 Phase 2
0.6345 Remote Similarity NPD2041 Clinical (unspecified phase)
0.6345 Remote Similarity NPD2042 Clinical (unspecified phase)
0.634 Remote Similarity NPD5773 Approved
0.634 Remote Similarity NPD5772 Approved
0.6333 Remote Similarity NPD3056 Clinical (unspecified phase)
0.6328 Remote Similarity NPD1818 Approved
0.6328 Remote Similarity NPD1817 Approved
0.6328 Remote Similarity NPD1770 Clinical (unspecified phase)
0.6328 Remote Similarity NPD1819 Approved
0.6328 Remote Similarity NPD1820 Approved
0.6324 Remote Similarity NPD7132 Clinical (unspecified phase)
0.6318 Remote Similarity NPD3909 Discontinued
0.6318 Remote Similarity NPD6620 Discovery
0.6316 Remote Similarity NPD1975 Clinical (unspecified phase)
0.63 Remote Similarity NPD4575 Clinical (unspecified phase)
0.6298 Remote Similarity NPD2245 Discovery
0.6298 Remote Similarity NPD3163 Approved
0.6298 Remote Similarity NPD3162 Approved
0.6296 Remote Similarity NPD6087 Phase 1
0.6294 Remote Similarity NPD6862 Phase 2
0.629 Remote Similarity NPD7153 Discontinued
0.6287 Remote Similarity NPD6042 Phase 2
0.6287 Remote Similarity NPD42 Phase 2
0.6279 Remote Similarity NPD6863 Phase 2
0.6278 Remote Similarity NPD5163 Phase 2
0.6278 Remote Similarity NPD3179 Approved
0.6278 Remote Similarity NPD3180 Approved
0.6269 Remote Similarity NPD5605 Phase 2
0.6263 Remote Similarity NPD2904 Discontinued
0.625 Remote Similarity NPD8051 Clinical (unspecified phase)
0.625 Remote Similarity NPD3687 Approved
0.625 Remote Similarity NPD3686 Approved
0.6238 Remote Similarity NPD2822 Clinical (unspecified phase)
0.6237 Remote Similarity NPD6072 Discontinued
0.6232 Remote Similarity NPD3154 Approved
0.6232 Remote Similarity NPD3153 Approved
0.623 Remote Similarity NPD7613 Discontinued
0.623 Remote Similarity NPD4186 Clinical (unspecified phase)
0.6224 Remote Similarity NPD5967 Approved
0.6224 Remote Similarity NPD7318 Phase 3
0.6215 Remote Similarity NPD3676 Clinical (unspecified phase)
0.6212 Remote Similarity NPD8245 Clinical (unspecified phase)
0.6205 Remote Similarity NPD7577 Discontinued
0.6188 Remote Similarity NPD3136 Phase 2
0.6186 Remote Similarity NPD6876 Approved
0.6186 Remote Similarity NPD6875 Approved
0.6184 Remote Similarity NPD6853 Approved
0.6184 Remote Similarity NPD6851 Approved
0.6178 Remote Similarity NPD7019 Approved
0.6178 Remote Similarity NPD4662 Approved
0.6178 Remote Similarity NPD4661 Approved
0.6178 Remote Similarity NPD7020 Approved
0.6178 Remote Similarity NPD1771 Clinical (unspecified phase)
0.6175 Remote Similarity NPD3597 Clinical (unspecified phase)
0.6173 Remote Similarity NPD3465 Clinical (unspecified phase)
0.617 Remote Similarity NPD3060 Approved
0.6162 Remote Similarity NPD8070 Approved
0.6162 Remote Similarity NPD1307 Phase 2
0.6162 Remote Similarity NPD1309 Phase 2
0.6158 Remote Similarity NPD6667 Approved
0.6158 Remote Similarity NPD6666 Approved
0.6146 Remote Similarity NPD6390 Discontinued
0.6146 Remote Similarity NPD2183 Approved
0.6146 Remote Similarity NPD3823 Discontinued
0.6146 Remote Similarity NPD2184 Approved
0.6145 Remote Similarity NPD1794 Approved
0.6134 Remote Similarity NPD2651 Approved
0.6134 Remote Similarity NPD2649 Approved
0.6133 Remote Similarity NPD2614 Approved
0.6131 Remote Similarity NPD8303 Discontinued
0.6124 Remote Similarity NPD6089 Clinical (unspecified phase)
0.6122 Remote Similarity NPD4018 Clinical (unspecified phase)
0.6122 Remote Similarity NPD7317 Phase 3
0.6117 Remote Similarity NPD7038 Approved
0.6117 Remote Similarity NPD6681 Discovery
0.6117 Remote Similarity NPD7039 Approved
0.6114 Remote Similarity NPD7523 Phase 3
0.6114 Remote Similarity NPD1670 Discontinued
0.6114 Remote Similarity NPD6662 Clinical (unspecified phase)
0.6108 Remote Similarity NPD2653 Approved
0.6104 Remote Similarity NPD8059 Phase 3
0.6104 Remote Similarity NPD8058 Clinical (unspecified phase)
0.6103 Remote Similarity NPD7256 Discontinued
0.6103 Remote Similarity NPD2592 Discontinued
0.6103 Remote Similarity NPD4413 Clinical (unspecified phase)
0.61 Remote Similarity NPD4666 Phase 3
0.6095 Remote Similarity NPD3490 Discontinued
0.6095 Remote Similarity NPD7693 Approved
0.6094 Remote Similarity NPD3157 Approved
0.6094 Remote Similarity NPD3158 Phase 1
0.6089 Remote Similarity NPD2216 Approved
0.6089 Remote Similarity NPD2215 Approved
0.6087 Remote Similarity NPD7190 Clinical (unspecified phase)
0.6087 Remote Similarity NPD2802 Phase 3
0.6085 Remote Similarity NPD5061 Approved
0.6085 Remote Similarity NPD5062 Approved
0.6073 Remote Similarity NPD5295 Discontinued
0.6071 Remote Similarity NPD7109 Clinical (unspecified phase)
0.6071 Remote Similarity NPD7110 Phase 1
0.607 Remote Similarity NPD6107 Approved
0.6068 Remote Similarity NPD6297 Approved
0.6067 Remote Similarity NPD2231 Phase 2
0.6067 Remote Similarity NPD2235 Phase 2
0.6064 Remote Similarity NPD7978 Discontinued
0.6064 Remote Similarity NPD3656 Approved
0.6061 Remote Similarity NPD2296 Approved
0.6055 Remote Similarity NPD4971 Clinical (unspecified phase)
0.6055 Remote Similarity NPD7316 Discontinued
0.6053 Remote Similarity NPD6331 Phase 2
0.6051 Remote Similarity NPD824 Approved
0.605 Remote Similarity NPD5709 Phase 3
0.6049 Remote Similarity NPD5312 Approved
0.6049 Remote Similarity NPD5313 Approved
0.6041 Remote Similarity NPD7495 Discontinued
0.6041 Remote Similarity NPD8019 Approved
0.604 Remote Similarity NPD7315 Approved
0.6034 Remote Similarity NPD2429 Approved
0.6034 Remote Similarity NPD2428 Approved
0.6033 Remote Similarity NPD839 Approved
0.6033 Remote Similarity NPD840 Approved
0.603 Remote Similarity NPD4581 Clinical (unspecified phase)
0.6029 Remote Similarity NPD3366 Approved
0.6027 Remote Similarity NPD7827 Phase 1
0.6021 Remote Similarity NPD2677 Approved
0.6021 Remote Similarity NPD3692 Discontinued
0.602 Remote Similarity NPD6502 Phase 2
0.6019 Remote Similarity NPD6608 Clinical (unspecified phase)
0.6019 Remote Similarity NPD7291 Discontinued
0.6018 Remote Similarity NPD7584 Approved
0.6011 Remote Similarity NPD7450 Phase 2
0.601 Remote Similarity NPD2388 Discontinued
0.601 Remote Similarity NPD5137 Approved
0.601 Remote Similarity NPD2977 Approved
0.601 Remote Similarity NPD4419 Clinical (unspecified phase)
0.601 Remote Similarity NPD2978 Approved
0.601 Remote Similarity NPD681 Clinical (unspecified phase)
0.6009 Remote Similarity NPD7476 Discontinued
0.6 Remote Similarity NPD6860 Clinical (unspecified phase)
0.6 Remote Similarity NPD4124 Clinical (unspecified phase)
0.6 Remote Similarity NPD4210 Discontinued
0.6 Remote Similarity NPD3140 Approved
0.6 Remote Similarity NPD5940 Clinical (unspecified phase)
0.6 Remote Similarity NPD3142 Approved
0.5991 Remote Similarity NPD7565 Approved
0.599 Remote Similarity NPD4772 Phase 2
0.599 Remote Similarity NPD4773 Phase 2
0.599 Remote Similarity NPD3122 Phase 3

Structure

External Identifiers

PubChem CID   23426313
ChEMBL   CHEMBL504797
ZINC  

Physicochemical Properties

Molecular Weight:  937.05
ALogP:  -0.7215
MLogP:  3.99
XLogP:  11.437
# Rotatable Bonds:  32
Polar Surface Area:  121.97
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  49

Download Data

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