Natural Product: NPC475843

Natural Product ID:  NPC475843
Common Name:   Psammaplysin C
IUPAC Name:   (4S,5S)-7,9-dibromo-N-[3-[2,6-dibromo-4-[1-hydroxy-2-(methylamino)ethyl]phenoxy]propyl]-4-hydroxy-8-methoxy-1,11-dioxa-2-azaspiro[4.6]undeca-2,7,9-triene-3-carboxamide
Synonyms:   Psammaplysin C
Molecular Formula:   C22H25Br4N3O7
Standard InCHIKey:  KHWOJHLZIWAPIG-OIGSQQCRSA-N
Standard InCHI:  InChI=1S/C22H25Br4N3O7/c1-27-9-16(30)11-6-12(23)19(13(24)7-11)34-5-3-4-28-21(32)17-20(31)22(36-29-17)8-14(25)18(33-2)15(26)10-35-22/h6-7,10,16,20,27,30-31H,3-5,8-9H2,1-2H3,(H,28,32)/t16?,20-,22-/m0/s1
Canonical SMILES:  CNCC(c1cc(Br)c(c(c1)Br)OCCCNC(=O)C1=NO[C@@]2([C@H]1O)OC=C(C(=C(C2)Br)OC)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
NPO32805 druinella purpurea Species NA NA PMID[1522422]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 3 ug/ml 24168147

  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 NPC475843 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
0.9942 High Similarity NPC474678
0.9942 High Similarity NPC471338
0.9607 High Similarity NPC471337
0.9593 High Similarity NPC8093
0.9593 High Similarity NPC121571
0.9348 High Similarity NPC470746
0.9348 High Similarity NPC471336
0.9005 High Similarity NPC471335
0.8967 High Similarity NPC123140
0.8953 High Similarity NPC477255
0.8827 High Similarity NPC77435
0.8827 High Similarity NPC259071
0.8715 High Similarity NPC477254
0.8641 High Similarity NPC227953
0.8639 High Similarity NPC471339
0.8495 Intermediate Similarity NPC202866
0.837 Intermediate Similarity NPC174607
0.8324 Intermediate Similarity NPC147847
0.7989 Intermediate Similarity NPC469711
0.7753 Intermediate Similarity NPC156311
0.75 Intermediate Similarity NPC474673
0.7459 Intermediate Similarity NPC233926
0.743 Intermediate Similarity NPC258222
0.7389 Intermediate Similarity NPC47672
0.7356 Intermediate Similarity NPC128877
0.733 Intermediate Similarity NPC308571
0.7278 Intermediate Similarity NPC76412
0.7238 Intermediate Similarity NPC109968
0.7222 Intermediate Similarity NPC248822
0.7121 Intermediate Similarity NPC246591
0.7108 Intermediate Similarity NPC473450
0.7095 Intermediate Similarity NPC78530
0.7071 Intermediate Similarity NPC475658
0.7071 Intermediate Similarity NPC473892
0.7035 Intermediate Similarity NPC141405
0.7035 Intermediate Similarity NPC473409
0.7035 Intermediate Similarity NPC82741
0.701 Intermediate Similarity NPC143450
0.7 Intermediate Similarity NPC135349
0.6989 Remote Similarity NPC470471
0.6985 Remote Similarity NPC471591
0.6983 Remote Similarity NPC474128
0.6978 Remote Similarity NPC71629
0.6946 Remote Similarity NPC80514
0.6935 Remote Similarity NPC49172
0.6931 Remote Similarity NPC102245
0.6914 Remote Similarity NPC247018
0.6914 Remote Similarity NPC307123
0.6914 Remote Similarity NPC97870
0.691 Remote Similarity NPC470470
0.6906 Remote Similarity NPC470472
0.69 Remote Similarity NPC96275
0.6885 Remote Similarity NPC296085
0.6863 Remote Similarity NPC469721
0.6859 Remote Similarity NPC469479
0.6847 Remote Similarity NPC64066
0.6839 Remote Similarity NPC471568
0.6839 Remote Similarity NPC196091
0.6839 Remote Similarity NPC473693
0.6832 Remote Similarity NPC283207
0.6814 Remote Similarity NPC65714
0.6802 Remote Similarity NPC272463
0.6791 Remote Similarity NPC73132
0.6791 Remote Similarity NPC471235
0.6791 Remote Similarity NPC235033
0.6763 Remote Similarity NPC110131
0.6716 Remote Similarity NPC299806
0.6715 Remote Similarity NPC469731
0.6715 Remote Similarity NPC471592
0.6713 Remote Similarity NPC326027
0.6703 Remote Similarity NPC204546
0.6698 Remote Similarity NPC326333
0.6667 Remote Similarity NPC469979
0.6667 Remote Similarity NPC226001
0.6667 Remote Similarity NPC230539
0.665 Remote Similarity NPC80337
0.6633 Remote Similarity NPC126128
0.6633 Remote Similarity NPC207819
0.6633 Remote Similarity NPC298981
0.6633 Remote Similarity NPC110454
0.6633 Remote Similarity NPC473462
0.6615 Remote Similarity NPC186617
0.6603 Remote Similarity NPC477552
0.6603 Remote Similarity NPC477550
0.6593 Remote Similarity NPC40321
0.6578 Remote Similarity NPC20755
0.6578 Remote Similarity NPC324081
0.6571 Remote Similarity NPC320242
0.6571 Remote Similarity NPC123859
0.6567 Remote Similarity NPC475396
0.6552 Remote Similarity NPC315542
0.654 Remote Similarity NPC242728
0.654 Remote Similarity NPC477551
0.6536 Remote Similarity NPC474753
0.6535 Remote Similarity NPC74618
0.6535 Remote Similarity NPC301941
0.6535 Remote Similarity NPC214188
0.6533 Remote Similarity NPC225130
0.6531 Remote Similarity NPC469505
0.6524 Remote Similarity NPC323662
0.652 Remote Similarity NPC276120
0.6509 Remote Similarity NPC214368
0.6482 Remote Similarity NPC471165
0.648 Remote Similarity NPC475735
0.648 Remote Similarity NPC473724
0.648 Remote Similarity NPC209463
0.6476 Remote Similarity NPC144314
0.6468 Remote Similarity NPC475421
0.6467 Remote Similarity NPC470709
0.6458 Remote Similarity NPC56635
0.6448 Remote Similarity NPC213471
0.6445 Remote Similarity NPC50548
0.6444 Remote Similarity NPC470392
0.6436 Remote Similarity NPC290534
0.6429 Remote Similarity NPC254700
0.6429 Remote Similarity NPC149962
0.6425 Remote Similarity NPC474091
0.6425 Remote Similarity NPC474087
0.6419 Remote Similarity NPC81845
0.6411 Remote Similarity NPC328763
0.6408 Remote Similarity NPC144823
0.6396 Remote Similarity NPC473502
0.6394 Remote Similarity NPC477526
0.639 Remote Similarity NPC138083
0.6384 Remote Similarity NPC141739
0.6384 Remote Similarity NPC136112
0.6383 Remote Similarity NPC313414
0.6382 Remote Similarity NPC89831
0.6378 Remote Similarity NPC472923
0.6378 Remote Similarity NPC63931
0.6378 Remote Similarity NPC158900
0.6373 Remote Similarity NPC470112
0.6373 Remote Similarity NPC470903
0.6373 Remote Similarity NPC167763
0.6359 Remote Similarity NPC197045
0.6355 Remote Similarity NPC156055
0.6354 Remote Similarity NPC476268
0.6349 Remote Similarity NPC132771
0.634 Remote Similarity NPC319320
0.634 Remote Similarity NPC287757
0.6329 Remote Similarity NPC94862
0.6326 Remote Similarity NPC311357
0.6319 Remote Similarity NPC163810
0.6319 Remote Similarity NPC132308
0.6319 Remote Similarity NPC169766
0.6307 Remote Similarity NPC116562
0.6304 Remote Similarity NPC470248
0.6304 Remote Similarity NPC470249
0.6303 Remote Similarity NPC59827
0.6303 Remote Similarity NPC184933
0.6301 Remote Similarity NPC477160
0.63 Remote Similarity NPC328494
0.629 Remote Similarity NPC251439
0.6284 Remote Similarity NPC303993
0.6281 Remote Similarity NPC280022
0.6275 Remote Similarity NPC32064
0.6273 Remote Similarity NPC295795
0.6269 Remote Similarity NPC244509
0.6269 Remote Similarity NPC123011
0.6269 Remote Similarity NPC273755
0.6269 Remote Similarity NPC256689
0.6268 Remote Similarity NPC29531
0.6267 Remote Similarity NPC14339
0.625 Remote Similarity NPC46009
0.625 Remote Similarity NPC196708
0.6238 Remote Similarity NPC473407
0.6238 Remote Similarity NPC26108
0.6238 Remote Similarity NPC164608
0.6238 Remote Similarity NPC473378
0.623 Remote Similarity NPC243404
0.6224 Remote Similarity NPC37205
0.6224 Remote Similarity NPC476194
0.6224 Remote Similarity NPC160931
0.622 Remote Similarity NPC470951
0.6216 Remote Similarity NPC473052
0.6216 Remote Similarity NPC473055
0.6215 Remote Similarity NPC477527
0.6209 Remote Similarity NPC11449
0.6207 Remote Similarity NPC477115
0.6207 Remote Similarity NPC50016
0.6205 Remote Similarity NPC67658
0.6203 Remote Similarity NPC81137
0.6203 Remote Similarity NPC469360
0.619 Remote Similarity NPC174122
0.619 Remote Similarity NPC64140
0.619 Remote Similarity NPC63628
0.619 Remote Similarity NPC178466
0.619 Remote Similarity NPC81026
0.6188 Remote Similarity NPC248670
0.6186 Remote Similarity NPC470710
0.6186 Remote Similarity NPC476741
0.6183 Remote Similarity NPC322526
0.6173 Remote Similarity NPC244336
0.6172 Remote Similarity NPC4910
0.6171 Remote Similarity NPC92235
0.6169 Remote Similarity NPC475123
0.6169 Remote Similarity NPC475204
0.6168 Remote Similarity NPC281629
0.6162 Remote Similarity NPC6570
0.6162 Remote Similarity NPC235633

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475843 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
0.6966 Remote Similarity NPD2240 Approved
0.6966 Remote Similarity NPD2239 Approved
0.6914 Remote Similarity NPD1423 Approved
0.6848 Remote Similarity NPD3536 Discontinued
0.6818 Remote Similarity NPD5192 Clinical (unspecified phase)
0.68 Remote Similarity NPD3180 Approved
0.68 Remote Similarity NPD3179 Approved
0.6758 Remote Similarity NPD2976 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7608 Discontinued
0.6649 Remote Similarity NPD3687 Approved
0.6649 Remote Similarity NPD3686 Approved
0.6611 Remote Similarity NPD3052 Approved
0.6611 Remote Similarity NPD3054 Approved
0.6596 Remote Similarity NPD7131 Phase 3
0.6593 Remote Similarity NPD3175 Clinical (unspecified phase)
0.6571 Remote Similarity NPD1820 Approved
0.6571 Remote Similarity NPD1818 Approved
0.6571 Remote Similarity NPD1819 Approved
0.6571 Remote Similarity NPD1817 Approved
0.6546 Remote Similarity NPD8031 Discontinued
0.6545 Remote Similarity NPD2541 Clinical (unspecified phase)
0.6531 Remote Similarity NPD7485 Phase 3
0.6531 Remote Similarity NPD7484 Phase 3
0.652 Remote Similarity NPD3153 Approved
0.652 Remote Similarity NPD3154 Approved
0.6517 Remote Similarity NPD3165 Approved
0.6517 Remote Similarity NPD3167 Approved
0.6517 Remote Similarity NPD3164 Approved
0.6517 Remote Similarity NPD9718 Approved
0.6517 Remote Similarity NPD3166 Approved
0.6515 Remote Similarity NPD3451 Clinical (unspecified phase)
0.6489 Remote Similarity NPD3985 Discontinued
0.6458 Remote Similarity NPD6677 Suspended
0.6458 Remote Similarity NPD6072 Discontinued
0.6442 Remote Similarity NPD5165 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6315 Phase 2
0.6417 Remote Similarity NPD2677 Approved
0.6413 Remote Similarity NPD1725 Approved
0.6404 Remote Similarity NPD7038 Approved
0.6404 Remote Similarity NPD7039 Approved
0.6402 Remote Similarity NPD4661 Approved
0.6402 Remote Similarity NPD3158 Phase 1
0.6402 Remote Similarity NPD5348 Clinical (unspecified phase)
0.6402 Remote Similarity NPD3157 Approved
0.6402 Remote Similarity NPD4662 Approved
0.6398 Remote Similarity NPD4162 Approved
0.6396 Remote Similarity NPD4666 Phase 3
0.6392 Remote Similarity NPD5773 Approved
0.6392 Remote Similarity NPD5772 Approved
0.6392 Remote Similarity NPD3465 Clinical (unspecified phase)
0.6389 Remote Similarity NPD3056 Clinical (unspecified phase)
0.6384 Remote Similarity NPD1770 Clinical (unspecified phase)
0.6384 Remote Similarity NPD1794 Approved
0.6368 Remote Similarity NPD1975 Clinical (unspecified phase)
0.6359 Remote Similarity NPD7318 Phase 3
0.6354 Remote Similarity NPD3162 Approved
0.6354 Remote Similarity NPD3163 Approved
0.635 Remote Similarity NPD4575 Clinical (unspecified phase)
0.6345 Remote Similarity NPD5709 Phase 3
0.634 Remote Similarity NPD4018 Clinical (unspecified phase)
0.6338 Remote Similarity NPD7810 Phase 3
0.6338 Remote Similarity NPD7811 Phase 3
0.6333 Remote Similarity NPD4466 Phase 1
0.6329 Remote Similarity NPD3863 Clinical (unspecified phase)
0.6316 Remote Similarity NPD6419 Discontinued
0.6313 Remote Similarity NPD2042 Clinical (unspecified phase)
0.6313 Remote Similarity NPD2041 Clinical (unspecified phase)
0.631 Remote Similarity NPD2458 Approved
0.631 Remote Similarity NPD2460 Phase 3
0.631 Remote Similarity NPD2459 Approved
0.631 Remote Similarity NPD3060 Approved
0.6308 Remote Similarity NPD7972 Discontinued
0.6308 Remote Similarity NPD2978 Approved
0.6308 Remote Similarity NPD2977 Approved
0.6305 Remote Similarity NPD5557 Phase 1
0.63 Remote Similarity NPD2215 Approved
0.63 Remote Similarity NPD2216 Approved
0.6288 Remote Similarity NPD8058 Clinical (unspecified phase)
0.6288 Remote Similarity NPD8059 Phase 3
0.6287 Remote Similarity NPD6620 Discovery
0.6283 Remote Similarity NPD2183 Approved
0.6283 Remote Similarity NPD2184 Approved
0.6269 Remote Similarity NPD2651 Approved
0.6269 Remote Similarity NPD2649 Approved
0.6263 Remote Similarity NPD1774 Approved
0.6256 Remote Similarity NPD5355 Approved
0.6256 Remote Similarity NPD7317 Phase 3
0.6256 Remote Similarity NPD5356 Approved
0.6244 Remote Similarity NPD1298 Discontinued
0.6243 Remote Similarity NPD5163 Phase 2
0.6238 Remote Similarity NPD5525 Clinical (unspecified phase)
0.6231 Remote Similarity NPD2904 Discontinued
0.623 Remote Similarity NPD3597 Clinical (unspecified phase)
0.623 Remote Similarity NPD2874 Phase 2
0.6222 Remote Similarity NPD2250 Discontinued
0.6219 Remote Similarity NPD5137 Approved
0.6211 Remote Similarity NPD3281 Clinical (unspecified phase)
0.6207 Remote Similarity NPD3909 Discontinued
0.6205 Remote Similarity NPD7118 Clinical (unspecified phase)
0.6198 Remote Similarity NPD7526 Approved
0.6198 Remote Similarity NPD52 Approved
0.6198 Remote Similarity NPD7527 Clinical (unspecified phase)
0.619 Remote Similarity NPD6377 Clinical (unspecified phase)
0.6176 Remote Similarity NPD6042 Phase 2
0.6176 Remote Similarity NPD42 Phase 2
0.6175 Remote Similarity NPD5745 Approved
0.6172 Remote Similarity NPD3857 Clinical (unspecified phase)
0.617 Remote Similarity NPD7596 Clinical (unspecified phase)
0.617 Remote Similarity NPD7153 Discontinued
0.6158 Remote Similarity NPD5605 Phase 2
0.6154 Remote Similarity NPD3136 Phase 2
0.6154 Remote Similarity NPD6853 Approved
0.6154 Remote Similarity NPD6851 Approved
0.615 Remote Similarity NPD7256 Discontinued
0.6146 Remote Similarity NPD3146 Approved
0.6146 Remote Similarity NPD3688 Clinical (unspecified phase)
0.6142 Remote Similarity NPD6668 Clinical (unspecified phase)
0.6138 Remote Similarity NPD5061 Approved
0.6138 Remote Similarity NPD4236 Phase 3
0.6138 Remote Similarity NPD5062 Approved
0.6138 Remote Similarity NPD4237 Approved
0.6135 Remote Similarity NPD3936 Clinical (unspecified phase)
0.6134 Remote Similarity NPD4124 Clinical (unspecified phase)
0.6134 Remote Similarity NPD4210 Discontinued
0.6127 Remote Similarity NPD2163 Approved
0.6126 Remote Similarity NPD3122 Phase 3
0.6126 Remote Similarity NPD5295 Discontinued
0.6117 Remote Similarity NPD7978 Discontinued
0.6117 Remote Similarity NPD6297 Approved
0.6117 Remote Similarity NPD3656 Approved
0.6114 Remote Similarity NPD4258 Approved
0.6114 Remote Similarity NPD4186 Clinical (unspecified phase)
0.6114 Remote Similarity NPD2676 Approved
0.6114 Remote Similarity NPD2675 Approved
0.6114 Remote Similarity NPD4259 Approved
0.6114 Remote Similarity NPD2186 Approved
0.6114 Remote Similarity NPD7613 Discontinued
0.6101 Remote Similarity NPD6863 Phase 2
0.6096 Remote Similarity NPD2156 Approved
0.6096 Remote Similarity NPD2154 Approved
0.6096 Remote Similarity NPD2155 Approved
0.6094 Remote Similarity NPD6087 Phase 1
0.6089 Remote Similarity NPD3676 Clinical (unspecified phase)
0.6087 Remote Similarity NPD1726 Clinical (unspecified phase)
0.6087 Remote Similarity NPD2245 Discovery
0.6085 Remote Similarity NPD6681 Discovery
0.6085 Remote Similarity NPD3808 Clinical (unspecified phase)
0.6075 Remote Similarity NPD1772 Clinical (unspecified phase)
0.6073 Remote Similarity NPD5160 Discontinued
0.6071 Remote Similarity NPD7827 Phase 1
0.6066 Remote Similarity NPD5746 Approved
0.6064 Remote Similarity NPD2161 Phase 2
0.6062 Remote Similarity NPD681 Clinical (unspecified phase)
0.6058 Remote Similarity NPD7132 Clinical (unspecified phase)
0.6057 Remote Similarity NPD856 Approved
0.6057 Remote Similarity NPD16 Approved
0.6055 Remote Similarity NPD7476 Discontinued
0.6044 Remote Similarity NPD5266 Clinical (unspecified phase)
0.6034 Remote Similarity NPD2561 Approved
0.6034 Remote Similarity NPD2562 Approved
0.6032 Remote Similarity NPD1375 Discontinued
0.6031 Remote Similarity NPD5261 Clinical (unspecified phase)
0.6031 Remote Similarity NPD6390 Discontinued
0.603 Remote Similarity NPD3560 Approved
0.603 Remote Similarity NPD3558 Approved
0.603 Remote Similarity NPD3559 Clinical (unspecified phase)
0.603 Remote Similarity NPD3557 Approved
0.603 Remote Similarity NPD3556 Approved
0.6011 Remote Similarity NPD2614 Approved
0.6009 Remote Similarity NPD6519 Phase 2
0.6 Remote Similarity NPD3366 Approved
0.6 Remote Similarity NPD3685 Discontinued
0.6 Remote Similarity NPD3532 Approved
0.6 Remote Similarity NPD3530 Approved
0.6 Remote Similarity NPD5586 Clinical (unspecified phase)
0.6 Remote Similarity NPD3531 Approved
0.5991 Remote Similarity NPD4157 Discontinued
0.5991 Remote Similarity NPD7584 Approved
0.5989 Remote Similarity NPD2653 Approved
0.5981 Remote Similarity NPD7296 Approved
0.5981 Remote Similarity NPD4419 Clinical (unspecified phase)
0.5981 Remote Similarity NPD2802 Phase 3
0.598 Remote Similarity NPD2388 Discontinued
0.5979 Remote Similarity NPD6032 Approved
0.5979 Remote Similarity NPD4123 Phase 3
0.5979 Remote Similarity NPD1771 Clinical (unspecified phase)
0.5979 Remote Similarity NPD5712 Approved
0.5971 Remote Similarity NPD5940 Clinical (unspecified phase)
0.597 Remote Similarity NPD8070 Approved
0.5967 Remote Similarity NPD196 Phase 1
0.5966 Remote Similarity NPD317 Approved
0.5966 Remote Similarity NPD318 Approved
0.5963 Remote Similarity NPD7565 Approved
0.5962 Remote Similarity NPD2843 Phase 2
0.5962 Remote Similarity NPD2845 Phase 2
0.5959 Remote Similarity NPD6666 Approved
0.5959 Remote Similarity NPD6667 Approved
0.5957 Remote Similarity NPD3554 Approved
0.5957 Remote Similarity NPD3553 Approved
0.5957 Remote Similarity NPD3555 Approved

Structure

External Identifiers

PubChem CID   44584721
ChEMBL   CHEMBL517220
ZINC  

Physicochemical Properties

Molecular Weight:  758.84
ALogP:  -0.0275
MLogP:  2.34
XLogP:  4.318
# Rotatable Bonds:  19
Polar Surface Area:  130.87
# H-Bond Aceptor:  7
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  36

Download Data

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