Natural Product: NPC471338

Natural Product ID:  NPC471338
Common Name:   Rel-(-)-Psammaplysine B
IUPAC Name:   (4R,5R)-N-[3-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenoxy]propyl]-7,9-dibromo-4-hydroxy-8-methoxy-1,11-dioxa-2-azaspiro[4.6]undeca-2,7,9-triene-3-carboxamide
Synonyms:  
Molecular Formula:   C21H23Br4N3O7
Standard InCHIKey:  REZAYKBREJXSAG-AIEAQGLASA-N
Standard InCHI:  InChI=1S/C21H23Br4N3O7/c1-32-17-13(24)7-21(34-9-14(17)25)19(30)16(28-35-21)20(31)27-3-2-4-33-18-11(22)5-10(6-12(18)23)15(29)8-26/h5-6,9,15,19,29-30H,2-4,7-8,26H2,1H3,(H,27,31)/t15?,19-,21-/m1/s1
Canonical SMILES:  NCC(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
NPO32567 suberea sp. Species Aplysinellidae Eukaryota PMID[23964644]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 = 530 nM 19453174
NPT370 Cell Line NCI-H23 Homo sapiens GI50 = 3700 nM 25974739
NPT369 Cell Line ACHN Homo sapiens GI50 = 1600 nM 21074429
NPT306 Cell Line PC-3 Homo sapiens GI50 = 2700 nM DrugMatrix in vitro pharmacology data
NPT148 Cell Line HCT-15 Homo sapiens GI50 = 4000 nM 23964704
NPT2477 Cell Line NUGC-3 Homo sapiens GI50 = 2500 nM 19534474

  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 NPC471338 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
1.0 High Similarity NPC474678
0.9942 High Similarity NPC475843
0.9661 High Similarity NPC471337
0.9649 High Similarity NPC8093
0.9649 High Similarity NPC121571
0.9293 High Similarity NPC470746
0.9293 High Similarity NPC471336
0.9016 High Similarity NPC123140
0.9006 High Similarity NPC477255
0.8953 High Similarity NPC471335
0.8876 High Similarity NPC259071
0.8876 High Similarity NPC77435
0.8764 High Similarity NPC477254
0.8689 High Similarity NPC227953
0.8684 High Similarity NPC471339
0.8541 High Similarity NPC202866
0.8415 Intermediate Similarity NPC174607
0.837 Intermediate Similarity NPC147847
0.8035 Intermediate Similarity NPC469711
0.7797 Intermediate Similarity NPC156311
0.7544 Intermediate Similarity NPC474673
0.7472 Intermediate Similarity NPC258222
0.743 Intermediate Similarity NPC47672
0.7403 Intermediate Similarity NPC233926
0.7399 Intermediate Similarity NPC128877
0.7371 Intermediate Similarity NPC308571
0.7318 Intermediate Similarity NPC76412
0.7278 Intermediate Similarity NPC109968
0.7172 Intermediate Similarity NPC248822
0.7135 Intermediate Similarity NPC78530
0.7107 Intermediate Similarity NPC475658
0.7107 Intermediate Similarity NPC473892
0.7071 Intermediate Similarity NPC82741
0.7071 Intermediate Similarity NPC473409
0.7071 Intermediate Similarity NPC246591
0.7071 Intermediate Similarity NPC141405
0.7059 Intermediate Similarity NPC473450
0.7047 Intermediate Similarity NPC143450
0.7039 Intermediate Similarity NPC135349
0.7029 Intermediate Similarity NPC470471
0.7022 Intermediate Similarity NPC474128
0.702 Intermediate Similarity NPC471591
0.7017 Intermediate Similarity NPC71629
0.697 Remote Similarity NPC49172
0.6965 Remote Similarity NPC102245
0.6949 Remote Similarity NPC470470
0.6944 Remote Similarity NPC470472
0.6923 Remote Similarity NPC296085
0.6897 Remote Similarity NPC469721
0.6897 Remote Similarity NPC80514
0.6881 Remote Similarity NPC64066
0.6866 Remote Similarity NPC283207
0.6857 Remote Similarity NPC307123
0.6857 Remote Similarity NPC247018
0.6857 Remote Similarity NPC97870
0.685 Remote Similarity NPC96275
0.6842 Remote Similarity NPC272463
0.6828 Remote Similarity NPC73132
0.6828 Remote Similarity NPC471235
0.6828 Remote Similarity NPC235033
0.6806 Remote Similarity NPC469479
0.6802 Remote Similarity NPC110131
0.6788 Remote Similarity NPC473693
0.6788 Remote Similarity NPC471568
0.6788 Remote Similarity NPC196091
0.6765 Remote Similarity NPC65714
0.6748 Remote Similarity NPC469731
0.6701 Remote Similarity NPC226001
0.6701 Remote Similarity NPC469979
0.67 Remote Similarity NPC230539
0.6683 Remote Similarity NPC80337
0.6667 Remote Similarity NPC298981
0.6667 Remote Similarity NPC299806
0.6667 Remote Similarity NPC110454
0.6667 Remote Similarity NPC471592
0.6667 Remote Similarity NPC126128
0.6667 Remote Similarity NPC326027
0.6667 Remote Similarity NPC473462
0.6667 Remote Similarity NPC207819
0.6651 Remote Similarity NPC326333
0.6648 Remote Similarity NPC204546
0.6613 Remote Similarity NPC20755
0.66 Remote Similarity NPC475396
0.6573 Remote Similarity NPC474753
0.6567 Remote Similarity NPC301941
0.6567 Remote Similarity NPC214188
0.6567 Remote Similarity NPC74618
0.6566 Remote Similarity NPC225130
0.6564 Remote Similarity NPC186617
0.6555 Remote Similarity NPC477552
0.6555 Remote Similarity NPC477550
0.6538 Remote Similarity NPC40321
0.6524 Remote Similarity NPC123859
0.6524 Remote Similarity NPC324081
0.6517 Remote Similarity NPC473724
0.6517 Remote Similarity NPC475735
0.6514 Remote Similarity NPC320242
0.6502 Remote Similarity NPC315542
0.6493 Remote Similarity NPC477551
0.6493 Remote Similarity NPC242728
0.6492 Remote Similarity NPC56635
0.6484 Remote Similarity NPC213471
0.648 Remote Similarity NPC470392
0.648 Remote Similarity NPC469505
0.6476 Remote Similarity NPC323662
0.6471 Remote Similarity NPC276120
0.6468 Remote Similarity NPC290534
0.6462 Remote Similarity NPC214368
0.6461 Remote Similarity NPC474087
0.6461 Remote Similarity NPC474091
0.6439 Remote Similarity NPC144823
0.6432 Remote Similarity NPC471165
0.6429 Remote Similarity NPC144314
0.6429 Remote Similarity NPC209463
0.6418 Remote Similarity NPC475421
0.6417 Remote Similarity NPC313414
0.6413 Remote Similarity NPC470709
0.6398 Remote Similarity NPC50548
0.6393 Remote Similarity NPC197045
0.6385 Remote Similarity NPC156055
0.6383 Remote Similarity NPC132771
0.6381 Remote Similarity NPC149962
0.6378 Remote Similarity NPC254700
0.6372 Remote Similarity NPC81845
0.6364 Remote Similarity NPC328763
0.6354 Remote Similarity NPC163810
0.6354 Remote Similarity NPC132308
0.6354 Remote Similarity NPC169766
0.6346 Remote Similarity NPC477526
0.6345 Remote Similarity NPC473502
0.6343 Remote Similarity NPC116562
0.6341 Remote Similarity NPC138083
0.6332 Remote Similarity NPC89831
0.6328 Remote Similarity NPC141739
0.6328 Remote Similarity NPC136112
0.6327 Remote Similarity NPC158900
0.6327 Remote Similarity NPC472923
0.6327 Remote Similarity NPC63931
0.6324 Remote Similarity NPC470112
0.6324 Remote Similarity NPC470903
0.6324 Remote Similarity NPC167763
0.6319 Remote Similarity NPC303993
0.6302 Remote Similarity NPC123011
0.6302 Remote Similarity NPC256689
0.6302 Remote Similarity NPC476268
0.6296 Remote Similarity NPC14339
0.6289 Remote Similarity NPC287757
0.6289 Remote Similarity NPC319320
0.6284 Remote Similarity NPC196708
0.628 Remote Similarity NPC94862
0.6279 Remote Similarity NPC311357
0.6256 Remote Similarity NPC476194
0.6256 Remote Similarity NPC59827
0.6256 Remote Similarity NPC477160
0.6256 Remote Similarity NPC184933
0.625 Remote Similarity NPC470249
0.625 Remote Similarity NPC473055
0.625 Remote Similarity NPC473052
0.625 Remote Similarity NPC470951
0.625 Remote Similarity NPC328494
0.625 Remote Similarity NPC470248
0.6243 Remote Similarity NPC11449
0.6238 Remote Similarity NPC477115
0.6237 Remote Similarity NPC81137
0.6237 Remote Similarity NPC251439
0.6237 Remote Similarity NPC469360
0.6233 Remote Similarity NPC67658
0.6231 Remote Similarity NPC280022
0.6227 Remote Similarity NPC295795
0.6225 Remote Similarity NPC32064
0.6223 Remote Similarity NPC178466
0.6223 Remote Similarity NPC63628
0.622 Remote Similarity NPC29531
0.6219 Remote Similarity NPC273755
0.6218 Remote Similarity NPC244509
0.6218 Remote Similarity NPC476741
0.6218 Remote Similarity NPC470710
0.6216 Remote Similarity NPC322526
0.62 Remote Similarity NPC46009
0.6197 Remote Similarity NPC281629
0.6196 Remote Similarity NPC6570
0.6196 Remote Similarity NPC235633
0.619 Remote Similarity NPC473378
0.619 Remote Similarity NPC473407
0.6188 Remote Similarity NPC164608
0.6188 Remote Similarity NPC26108
0.6186 Remote Similarity NPC471073
0.6186 Remote Similarity NPC270811
0.6184 Remote Similarity NPC206061
0.6182 Remote Similarity NPC293347
0.618 Remote Similarity NPC95733
0.618 Remote Similarity NPC62101
0.6176 Remote Similarity NPC475615
0.6175 Remote Similarity NPC243404
0.6173 Remote Similarity NPC471203
0.6173 Remote Similarity NPC37205
0.6173 Remote Similarity NPC160931
0.6172 Remote Similarity NPC471395
0.6172 Remote Similarity NPC124626
0.6168 Remote Similarity NPC477527

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471338 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
0.691 Remote Similarity NPD2240 Approved
0.691 Remote Similarity NPD2239 Approved
0.6857 Remote Similarity NPD1423 Approved
0.6793 Remote Similarity NPD3536 Discontinued
0.6768 Remote Similarity NPD5192 Clinical (unspecified phase)
0.6743 Remote Similarity NPD3180 Approved
0.6743 Remote Similarity NPD3179 Approved
0.6703 Remote Similarity NPD2976 Clinical (unspecified phase)
0.6701 Remote Similarity NPD7608 Discontinued
0.6596 Remote Similarity NPD3686 Approved
0.6596 Remote Similarity NPD3687 Approved
0.6556 Remote Similarity NPD3054 Approved
0.6556 Remote Similarity NPD3052 Approved
0.6554 Remote Similarity NPD9718 Approved
0.6543 Remote Similarity NPD7131 Phase 3
0.6538 Remote Similarity NPD3175 Clinical (unspecified phase)
0.6514 Remote Similarity NPD1820 Approved
0.6514 Remote Similarity NPD1819 Approved
0.6514 Remote Similarity NPD1818 Approved
0.6514 Remote Similarity NPD1817 Approved
0.6495 Remote Similarity NPD8031 Discontinued
0.6492 Remote Similarity NPD2541 Clinical (unspecified phase)
0.648 Remote Similarity NPD7485 Phase 3
0.648 Remote Similarity NPD7484 Phase 3
0.6471 Remote Similarity NPD3154 Approved
0.6471 Remote Similarity NPD3153 Approved
0.6465 Remote Similarity NPD3451 Clinical (unspecified phase)
0.6461 Remote Similarity NPD3165 Approved
0.6461 Remote Similarity NPD3164 Approved
0.6461 Remote Similarity NPD3167 Approved
0.6461 Remote Similarity NPD3166 Approved
0.6436 Remote Similarity NPD3985 Discontinued
0.6436 Remote Similarity NPD5348 Clinical (unspecified phase)
0.6425 Remote Similarity NPD5773 Approved
0.6425 Remote Similarity NPD5772 Approved
0.642 Remote Similarity NPD1770 Clinical (unspecified phase)
0.6406 Remote Similarity NPD6677 Suspended
0.6406 Remote Similarity NPD6072 Discontinued
0.6394 Remote Similarity NPD5165 Clinical (unspecified phase)
0.6378 Remote Similarity NPD6315 Phase 2
0.6364 Remote Similarity NPD2677 Approved
0.6364 Remote Similarity NPD4466 Phase 1
0.6359 Remote Similarity NPD1725 Approved
0.6355 Remote Similarity NPD7038 Approved
0.6355 Remote Similarity NPD7039 Approved
0.6349 Remote Similarity NPD3158 Phase 1
0.6349 Remote Similarity NPD3157 Approved
0.6349 Remote Similarity NPD4662 Approved
0.6349 Remote Similarity NPD4661 Approved
0.6345 Remote Similarity NPD4666 Phase 3
0.6344 Remote Similarity NPD4162 Approved
0.634 Remote Similarity NPD3465 Clinical (unspecified phase)
0.634 Remote Similarity NPD7972 Discontinued
0.6337 Remote Similarity NPD5557 Phase 1
0.6333 Remote Similarity NPD3056 Clinical (unspecified phase)
0.6328 Remote Similarity NPD1794 Approved
0.6316 Remote Similarity NPD1975 Clinical (unspecified phase)
0.6316 Remote Similarity NPD2184 Approved
0.6316 Remote Similarity NPD2183 Approved
0.6316 Remote Similarity NPD8059 Phase 3
0.6316 Remote Similarity NPD8058 Clinical (unspecified phase)
0.6308 Remote Similarity NPD7318 Phase 3
0.63 Remote Similarity NPD4575 Clinical (unspecified phase)
0.6298 Remote Similarity NPD3163 Approved
0.6298 Remote Similarity NPD3162 Approved
0.6294 Remote Similarity NPD5709 Phase 3
0.6291 Remote Similarity NPD7811 Phase 3
0.6291 Remote Similarity NPD7810 Phase 3
0.6289 Remote Similarity NPD4018 Clinical (unspecified phase)
0.6289 Remote Similarity NPD5356 Approved
0.6289 Remote Similarity NPD5355 Approved
0.628 Remote Similarity NPD3863 Clinical (unspecified phase)
0.6278 Remote Similarity NPD5163 Phase 2
0.6275 Remote Similarity NPD1298 Discontinued
0.6268 Remote Similarity NPD5525 Clinical (unspecified phase)
0.6263 Remote Similarity NPD2041 Clinical (unspecified phase)
0.6263 Remote Similarity NPD6419 Discontinued
0.6263 Remote Similarity NPD2042 Clinical (unspecified phase)
0.6257 Remote Similarity NPD2459 Approved
0.6257 Remote Similarity NPD2460 Phase 3
0.6257 Remote Similarity NPD2458 Approved
0.6257 Remote Similarity NPD3060 Approved
0.6256 Remote Similarity NPD2977 Approved
0.6256 Remote Similarity NPD2978 Approved
0.625 Remote Similarity NPD2215 Approved
0.625 Remote Similarity NPD2216 Approved
0.6243 Remote Similarity NPD3281 Clinical (unspecified phase)
0.6238 Remote Similarity NPD3909 Discontinued
0.6238 Remote Similarity NPD6620 Discovery
0.623 Remote Similarity NPD52 Approved
0.623 Remote Similarity NPD7527 Clinical (unspecified phase)
0.623 Remote Similarity NPD7526 Approved
0.622 Remote Similarity NPD6377 Clinical (unspecified phase)
0.6218 Remote Similarity NPD2651 Approved
0.6218 Remote Similarity NPD2649 Approved
0.6211 Remote Similarity NPD1774 Approved
0.6205 Remote Similarity NPD7317 Phase 3
0.6203 Remote Similarity NPD7153 Discontinued
0.6203 Remote Similarity NPD7596 Clinical (unspecified phase)
0.6188 Remote Similarity NPD3136 Phase 2
0.6188 Remote Similarity NPD5605 Phase 2
0.6181 Remote Similarity NPD2904 Discontinued
0.6178 Remote Similarity NPD2874 Phase 2
0.6175 Remote Similarity NPD3597 Clinical (unspecified phase)
0.6169 Remote Similarity NPD5137 Approved
0.6167 Remote Similarity NPD2250 Discontinued
0.6154 Remote Similarity NPD7118 Clinical (unspecified phase)
0.615 Remote Similarity NPD3656 Approved
0.615 Remote Similarity NPD7978 Discontinued
0.6146 Remote Similarity NPD2186 Approved
0.6146 Remote Similarity NPD4186 Clinical (unspecified phase)
0.6129 Remote Similarity NPD6863 Phase 2
0.6127 Remote Similarity NPD42 Phase 2
0.6127 Remote Similarity NPD6042 Phase 2
0.6126 Remote Similarity NPD6087 Phase 1
0.6124 Remote Similarity NPD3857 Clinical (unspecified phase)
0.6124 Remote Similarity NPD3676 Clinical (unspecified phase)
0.612 Remote Similarity NPD2245 Discovery
0.612 Remote Similarity NPD1726 Clinical (unspecified phase)
0.612 Remote Similarity NPD5745 Approved
0.6108 Remote Similarity NPD1772 Clinical (unspecified phase)
0.6106 Remote Similarity NPD6853 Approved
0.6106 Remote Similarity NPD6851 Approved
0.6103 Remote Similarity NPD7256 Discontinued
0.6096 Remote Similarity NPD2161 Phase 2
0.6094 Remote Similarity NPD3688 Clinical (unspecified phase)
0.6094 Remote Similarity NPD3146 Approved
0.6094 Remote Similarity NPD681 Clinical (unspecified phase)
0.6091 Remote Similarity NPD6668 Clinical (unspecified phase)
0.6087 Remote Similarity NPD3936 Clinical (unspecified phase)
0.6085 Remote Similarity NPD5061 Approved
0.6085 Remote Similarity NPD4237 Approved
0.6085 Remote Similarity NPD5062 Approved
0.6085 Remote Similarity NPD4236 Phase 3
0.6082 Remote Similarity NPD4124 Clinical (unspecified phase)
0.6082 Remote Similarity NPD4210 Discontinued
0.6078 Remote Similarity NPD2163 Approved
0.6073 Remote Similarity NPD3122 Phase 3
0.6073 Remote Similarity NPD5295 Discontinued
0.6068 Remote Similarity NPD6297 Approved
0.6066 Remote Similarity NPD4258 Approved
0.6066 Remote Similarity NPD4259 Approved
0.6064 Remote Similarity NPD1375 Discontinued
0.6062 Remote Similarity NPD2676 Approved
0.6062 Remote Similarity NPD5261 Clinical (unspecified phase)
0.6062 Remote Similarity NPD6390 Discontinued
0.6062 Remote Similarity NPD7613 Discontinued
0.6062 Remote Similarity NPD2675 Approved
0.6044 Remote Similarity NPD2614 Approved
0.6043 Remote Similarity NPD2154 Approved
0.6043 Remote Similarity NPD2155 Approved
0.6043 Remote Similarity NPD2156 Approved
0.6038 Remote Similarity NPD3808 Clinical (unspecified phase)
0.6034 Remote Similarity NPD3685 Discontinued
0.6032 Remote Similarity NPD6681 Discovery
0.6031 Remote Similarity NPD5586 Clinical (unspecified phase)
0.6029 Remote Similarity NPD3366 Approved
0.6027 Remote Similarity NPD7827 Phase 1
0.6022 Remote Similarity NPD2653 Approved
0.6021 Remote Similarity NPD5160 Discontinued
0.6018 Remote Similarity NPD7584 Approved
0.6011 Remote Similarity NPD5712 Approved
0.6011 Remote Similarity NPD5746 Approved
0.601 Remote Similarity NPD1771 Clinical (unspecified phase)
0.601 Remote Similarity NPD7132 Clinical (unspecified phase)
0.601 Remote Similarity NPD2802 Phase 3
0.6009 Remote Similarity NPD7476 Discontinued
0.6009 Remote Similarity NPD7296 Approved
0.6 Remote Similarity NPD5940 Clinical (unspecified phase)
0.6 Remote Similarity NPD856 Approved
0.6 Remote Similarity NPD16 Approved
0.6 Remote Similarity NPD196 Phase 1
0.599 Remote Similarity NPD6666 Approved
0.599 Remote Similarity NPD6667 Approved
0.5989 Remote Similarity NPD5266 Clinical (unspecified phase)
0.598 Remote Similarity NPD3556 Approved
0.598 Remote Similarity NPD3557 Approved
0.598 Remote Similarity NPD3558 Approved
0.598 Remote Similarity NPD3559 Clinical (unspecified phase)
0.598 Remote Similarity NPD3560 Approved
0.5978 Remote Similarity NPD2562 Approved
0.5978 Remote Similarity NPD2561 Approved
0.5963 Remote Similarity NPD6519 Phase 2
0.5961 Remote Similarity NPD7315 Approved
0.5946 Remote Similarity NPD840 Approved
0.5946 Remote Similarity NPD3532 Approved
0.5946 Remote Similarity NPD3530 Approved
0.5946 Remote Similarity NPD839 Approved
0.5946 Remote Similarity NPD3531 Approved
0.5944 Remote Similarity NPD2428 Approved
0.5944 Remote Similarity NPD2429 Approved
0.5943 Remote Similarity NPD3490 Discontinued
0.5943 Remote Similarity NPD4157 Discontinued
0.5938 Remote Similarity NPD2219 Phase 1
0.5933 Remote Similarity NPD4419 Clinical (unspecified phase)
0.5931 Remote Similarity NPD2388 Discontinued
0.5928 Remote Similarity NPD4123 Phase 3
0.5926 Remote Similarity NPD6032 Approved
0.5926 Remote Similarity NPD1522 Approved
0.5926 Remote Similarity NPD1537 Approved

Structure

External Identifiers

PubChem CID   73353711
ChEMBL   CHEMBL2419318
ZINC  

Physicochemical Properties

Molecular Weight:  744.83
ALogP:  -0.4593
MLogP:  2.23
XLogP:  3.928
# Rotatable Bonds:  18
Polar Surface Area:  144.86
# H-Bond Aceptor:  7
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  35

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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