Natural Product: NPC75498

Natural Product ID:  NPC75498
Common Name:   15-Norlyngbyapeptin A
IUPAC Name:   (2S)-2-[[(2S)-3-(4-hydroxyphenyl)-2-[[(E)-3-methoxybut-2-enoyl]-methylamino]propanoyl]-methylamino]-N,4-dimethyl-N-[(2S,3S)-3-methyl-1-oxo-1-[(2S)-2-(1,3-thiazol-2-yl)pyrrolidin-1-yl]pentan-2-yl]pentanamide
Synonyms:  
Molecular Formula:   C36H53N5O6S
Standard InCHIKey:  IDOJVVBVKWRUSO-CYUNKOHBSA-N
Standard InCHI:  InChI=1S/C36H53N5O6S/c1-10-24(4)32(36(46)41-18-11-12-28(41)33-37-17-19-48-33)40(8)35(45)29(20-23(2)3)39(7)34(44)30(22-26-13-15-27(42)16-14-26)38(6)31(43)21-25(5)47-9/h13-17,19,21,23-24,28-30,32,42H,10-12,18,20,22H2,1-9H3/b25-21+/t24-,28-,29-,30-,32-/m0/s1
Canonical SMILES:  CC[C@@H]([C@@H](C(=O)N1CCC[C@H]1c1nccs1)N(C(=O)[C@@H](N(C(=O)[C@@H](N(C(=O)/C=C(/OC)C)C)Cc1ccc(cc1)O)C)CC(C)C)C)C
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
NPO32881 lyngbya sp. Species Oscillatoriaceae Bacteria PMID[12762789]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 = 1300 nM 10.6019/CHEMBL1201861

  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 NPC75498 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
0.9409 High Similarity NPC257511
0.8191 Intermediate Similarity NPC161143
0.8159 Intermediate Similarity NPC145178
0.8159 Intermediate Similarity NPC475350
0.8159 Intermediate Similarity NPC14877
0.8144 Intermediate Similarity NPC239660
0.8144 Intermediate Similarity NPC106235
0.8039 Intermediate Similarity NPC251036
0.7701 Intermediate Similarity NPC475920
0.7661 Intermediate Similarity NPC475196
0.7413 Intermediate Similarity NPC165538
0.7313 Intermediate Similarity NPC122427
0.7313 Intermediate Similarity NPC329961
0.7286 Intermediate Similarity NPC96016
0.7021 Intermediate Similarity NPC202198
0.6961 Remote Similarity NPC329731
0.6935 Remote Similarity NPC16188
0.6931 Remote Similarity NPC262166
0.6878 Remote Similarity NPC233702
0.6878 Remote Similarity NPC4910
0.6842 Remote Similarity NPC59827
0.6842 Remote Similarity NPC5194
0.6842 Remote Similarity NPC184933
0.6842 Remote Similarity NPC261934
0.6771 Remote Similarity NPC315804
0.6771 Remote Similarity NPC313804
0.6769 Remote Similarity NPC241794
0.6754 Remote Similarity NPC56685
0.6745 Remote Similarity NPC477527
0.6734 Remote Similarity NPC476103
0.6733 Remote Similarity NPC161242
0.6717 Remote Similarity NPC141957
0.671 Remote Similarity NPC220852
0.6699 Remote Similarity NPC477526
0.6667 Remote Similarity NPC229160
0.6667 Remote Similarity NPC25316
0.6667 Remote Similarity NPC143325
0.6667 Remote Similarity NPC263485
0.6667 Remote Similarity NPC24370
0.6667 Remote Similarity NPC271792
0.6667 Remote Similarity NPC476989
0.6667 Remote Similarity NPC319232
0.6652 Remote Similarity NPC326363
0.665 Remote Similarity NPC475534
0.665 Remote Similarity NPC476080
0.6638 Remote Similarity NPC323244
0.6633 Remote Similarity NPC302597
0.6624 Remote Similarity NPC285343
0.6618 Remote Similarity NPC475330
0.6616 Remote Similarity NPC472923
0.6615 Remote Similarity NPC326349
0.6615 Remote Similarity NPC323336
0.66 Remote Similarity NPC24990
0.66 Remote Similarity NPC315388
0.6585 Remote Similarity NPC174652
0.657 Remote Similarity NPC153400
0.6562 Remote Similarity NPC473491
0.6555 Remote Similarity NPC238242
0.6552 Remote Similarity NPC136797
0.6538 Remote Similarity NPC325976
0.6533 Remote Similarity NPC63931
0.6524 Remote Similarity NPC328924
0.6513 Remote Similarity NPC244509
0.6505 Remote Similarity NPC153554
0.6502 Remote Similarity NPC137627
0.65 Remote Similarity NPC254700
0.6497 Remote Similarity NPC319320
0.6497 Remote Similarity NPC244336
0.6497 Remote Similarity NPC287757
0.6496 Remote Similarity NPC323752
0.6494 Remote Similarity NPC186351
0.6484 Remote Similarity NPC210256
0.6483 Remote Similarity NPC28945
0.6482 Remote Similarity NPC133470
0.6482 Remote Similarity NPC191863
0.6482 Remote Similarity NPC289776
0.6471 Remote Similarity NPC242159
0.6471 Remote Similarity NPC313694
0.6471 Remote Similarity NPC26108
0.6463 Remote Similarity NPC478141
0.6459 Remote Similarity NPC295158
0.6457 Remote Similarity NPC242923
0.644 Remote Similarity NPC314056
0.6432 Remote Similarity NPC471448
0.6425 Remote Similarity NPC316403
0.6411 Remote Similarity NPC41982
0.6404 Remote Similarity NPC269270
0.6396 Remote Similarity NPC478005
0.6392 Remote Similarity NPC324081
0.6392 Remote Similarity NPC478011
0.639 Remote Similarity NPC279871
0.6389 Remote Similarity NPC473814
0.6389 Remote Similarity NPC78767
0.6386 Remote Similarity NPC328649
0.6383 Remote Similarity NPC89489
0.6382 Remote Similarity NPC469243
0.6378 Remote Similarity NPC257390
0.6376 Remote Similarity NPC14686
0.6372 Remote Similarity NPC93390
0.6367 Remote Similarity NPC314176
0.6364 Remote Similarity NPC478013
0.6364 Remote Similarity NPC470112
0.6364 Remote Similarity NPC167763
0.6364 Remote Similarity NPC470903
0.6359 Remote Similarity NPC127085
0.6355 Remote Similarity NPC129486
0.6354 Remote Similarity NPC81026
0.6346 Remote Similarity NPC249662
0.6345 Remote Similarity NPC473580
0.6341 Remote Similarity NPC475532
0.6341 Remote Similarity NPC248670
0.634 Remote Similarity NPC283783
0.6324 Remote Similarity NPC475204
0.6324 Remote Similarity NPC475123
0.6321 Remote Similarity NPC128237
0.6321 Remote Similarity NPC83790
0.6314 Remote Similarity NPC477516
0.6311 Remote Similarity NPC17698
0.6311 Remote Similarity NPC165285
0.631 Remote Similarity NPC478253
0.631 Remote Similarity NPC478254
0.6309 Remote Similarity NPC153467
0.6302 Remote Similarity NPC266741
0.63 Remote Similarity NPC475544
0.6298 Remote Similarity NPC194671
0.6298 Remote Similarity NPC269750
0.6296 Remote Similarity NPC477632
0.6296 Remote Similarity NPC477638
0.6294 Remote Similarity NPC39431
0.6293 Remote Similarity NPC89831
0.6293 Remote Similarity NPC328494
0.6291 Remote Similarity NPC188104
0.6289 Remote Similarity NPC189908
0.6287 Remote Similarity NPC223207
0.6275 Remote Similarity NPC280022
0.6265 Remote Similarity NPC478012
0.6263 Remote Similarity NPC476268
0.6262 Remote Similarity NPC306804
0.6261 Remote Similarity NPC475635
0.6256 Remote Similarity NPC304074
0.6256 Remote Similarity NPC61004
0.6256 Remote Similarity NPC290755
0.6256 Remote Similarity NPC471771
0.6239 Remote Similarity NPC74153
0.6233 Remote Similarity NPC117244
0.6233 Remote Similarity NPC473763
0.6232 Remote Similarity NPC159767
0.6232 Remote Similarity NPC155506
0.6232 Remote Similarity NPC471165
0.6225 Remote Similarity NPC107938
0.6225 Remote Similarity NPC294516
0.6222 Remote Similarity NPC61038
0.622 Remote Similarity NPC475421
0.622 Remote Similarity NPC477635
0.622 Remote Similarity NPC477630
0.621 Remote Similarity NPC314882
0.6205 Remote Similarity NPC9373
0.6193 Remote Similarity NPC477639
0.619 Remote Similarity NPC39822
0.6186 Remote Similarity NPC194740
0.6186 Remote Similarity NPC477636
0.6183 Remote Similarity NPC300315
0.6179 Remote Similarity NPC294951
0.6179 Remote Similarity NPC471048
0.6179 Remote Similarity NPC471049
0.6179 Remote Similarity NPC471050
0.6175 Remote Similarity NPC473821
0.6169 Remote Similarity NPC315252
0.6166 Remote Similarity NPC478251
0.6166 Remote Similarity NPC478252
0.6165 Remote Similarity NPC198254
0.6165 Remote Similarity NPC274198
0.6165 Remote Similarity NPC40234
0.6164 Remote Similarity NPC478007
0.6162 Remote Similarity NPC275393
0.6161 Remote Similarity NPC175602
0.6161 Remote Similarity NPC477637
0.6154 Remote Similarity NPC476227
0.6154 Remote Similarity NPC317362
0.6154 Remote Similarity NPC318930
0.6154 Remote Similarity NPC317725
0.6154 Remote Similarity NPC326407
0.6147 Remote Similarity NPC303658
0.6146 Remote Similarity NPC473502
0.6144 Remote Similarity NPC118559
0.6144 Remote Similarity NPC261251
0.6144 Remote Similarity NPC124920
0.6144 Remote Similarity NPC34580
0.6144 Remote Similarity NPC304307
0.6143 Remote Similarity NPC97526
0.6143 Remote Similarity NPC119652
0.614 Remote Similarity NPC110602
0.614 Remote Similarity NPC31385
0.614 Remote Similarity NPC110182
0.614 Remote Similarity NPC75726
0.6136 Remote Similarity NPC472284
0.6135 Remote Similarity NPC230611
0.6134 Remote Similarity NPC469858
0.6134 Remote Similarity NPC471680
0.6129 Remote Similarity NPC313587

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC75498 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
0.8144 Intermediate Similarity NPD8339 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD6632 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD6627 Discontinued
0.7094 Intermediate Similarity NPD6349 Phase 1
0.7059 Intermediate Similarity NPD6348 Clinical (unspecified phase)
0.7023 Intermediate Similarity NPD2853 Approved
0.6963 Remote Similarity NPD8071 Approved
0.6844 Remote Similarity NPD8284 Discontinued
0.6788 Remote Similarity NPD7118 Clinical (unspecified phase)
0.6786 Remote Similarity NPD2098 Approved
0.6779 Remote Similarity NPD4949 Discontinued
0.6761 Remote Similarity NPD6389 Clinical (unspecified phase)
0.6757 Remote Similarity NPD3326 Clinical (unspecified phase)
0.6734 Remote Similarity NPD4652 Approved
0.6726 Remote Similarity NPD8405 Clinical (unspecified phase)
0.6699 Remote Similarity NPD6092 Discontinued
0.6684 Remote Similarity NPD2097 Approved
0.6621 Remote Similarity NPD8260 Approved
0.662 Remote Similarity NPD7321 Clinical (unspecified phase)
0.6615 Remote Similarity NPD7303 Discontinued
0.6612 Remote Similarity NPD5867 Clinical (unspecified phase)
0.6609 Remote Similarity NPD7807 Clinical (unspecified phase)
0.6608 Remote Similarity NPD8356 Approved
0.6602 Remote Similarity NPD7977 Clinical (unspecified phase)
0.66 Remote Similarity NPD2888 Approved
0.66 Remote Similarity NPD2889 Approved
0.66 Remote Similarity NPD2890 Approved
0.66 Remote Similarity NPD2017 Approved
0.6565 Remote Similarity NPD8292 Phase 2
0.6565 Remote Similarity NPD7826 Clinical (unspecified phase)
0.6556 Remote Similarity NPD6475 Phase 2
0.6533 Remote Similarity NPD5523 Approved
0.6533 Remote Similarity NPD5524 Approved
0.6526 Remote Similarity NPD3395 Approved
0.6526 Remote Similarity NPD3396 Approved
0.6498 Remote Similarity NPD6256 Approved
0.6498 Remote Similarity NPD6254 Approved
0.6498 Remote Similarity NPD6255 Approved
0.6495 Remote Similarity NPD3127 Clinical (unspecified phase)
0.6494 Remote Similarity NPD8430 Approved
0.6473 Remote Similarity NPD6205 Discontinued
0.6452 Remote Similarity NPD6253 Approved
0.645 Remote Similarity NPD7711 Discontinued
0.6438 Remote Similarity NPD4044 Discontinued
0.6432 Remote Similarity NPD3288 Approved
0.6409 Remote Similarity NPD4906 Approved
0.6409 Remote Similarity NPD4905 Approved
0.6409 Remote Similarity NPD4903 Approved
0.6392 Remote Similarity NPD1005 Phase 2
0.6392 Remote Similarity NPD1004 Phase 2
0.6391 Remote Similarity NPD2321 Approved
0.638 Remote Similarity NPD4904 Approved
0.6377 Remote Similarity NPD5484 Approved
0.6377 Remote Similarity NPD7695 Clinical (unspecified phase)
0.6377 Remote Similarity NPD5485 Approved
0.6376 Remote Similarity NPD928 Approved
0.6359 Remote Similarity NPD6390 Discontinued
0.6355 Remote Similarity NPD6872 Clinical (unspecified phase)
0.6346 Remote Similarity NPD7104 Clinical (unspecified phase)
0.6337 Remote Similarity NPD3328 Phase 2
0.6333 Remote Similarity NPD7816 Clinical (unspecified phase)
0.633 Remote Similarity NPD6137 Clinical (unspecified phase)
0.6327 Remote Similarity NPD6188 Approved
0.6327 Remote Similarity NPD6189 Approved
0.6323 Remote Similarity NPD3351 Approved
0.6322 Remote Similarity NPD7967 Discontinued
0.6308 Remote Similarity NPD6504 Approved
0.6308 Remote Similarity NPD6505 Approved
0.6295 Remote Similarity NPD5461 Discontinued
0.6283 Remote Similarity NPD7195 Clinical (unspecified phase)
0.6283 Remote Similarity NPD3879 Approved
0.6283 Remote Similarity NPD6187 Approved
0.6279 Remote Similarity NPD6665 Discontinued
0.6279 Remote Similarity NPD8108 Approved
0.6279 Remote Similarity NPD981 Phase 2
0.6278 Remote Similarity NPD3350 Approved
0.6271 Remote Similarity NPD7806 Phase 2
0.627 Remote Similarity NPD6276 Discontinued
0.6269 Remote Similarity NPD7416 Clinical (unspecified phase)
0.6267 Remote Similarity NPD4742 Phase 3
0.6267 Remote Similarity NPD4741 Phase 3
0.6263 Remote Similarity NPD6866 Clinical (unspecified phase)
0.6263 Remote Similarity NPD6867 Clinical (unspecified phase)
0.6261 Remote Similarity NPD8272 Phase 2
0.625 Remote Similarity NPD6825 Phase 1
0.6244 Remote Similarity NPD6891 Phase 2
0.6244 Remote Similarity NPD7131 Phase 3
0.6239 Remote Similarity NPD3878 Approved
0.6239 Remote Similarity NPD7603 Discontinued
0.6234 Remote Similarity NPD8479 Phase 2
0.6231 Remote Similarity NPD8107 Approved
0.6224 Remote Similarity NPD2893 Phase 3
0.6223 Remote Similarity NPD6173 Approved
0.6218 Remote Similarity NPD4127 Clinical (unspecified phase)
0.6214 Remote Similarity NPD6495 Clinical (unspecified phase)
0.6206 Remote Similarity NPD4884 Discovery
0.6205 Remote Similarity NPD2886 Approved
0.6205 Remote Similarity NPD2885 Approved
0.6204 Remote Similarity NPD3479 Discontinued
0.6181 Remote Similarity NPD8288 Phase 2
0.6181 Remote Similarity NPD8287 Phase 1
0.6176 Remote Similarity NPD8303 Discontinued
0.6174 Remote Similarity NPD1976 Approved
0.6165 Remote Similarity NPD2517 Approved
0.6163 Remote Similarity NPD5817 Discontinued
0.6161 Remote Similarity NPD963 Discontinued
0.6157 Remote Similarity NPD8016 Phase 3
0.6157 Remote Similarity NPD8017 Clinical (unspecified phase)
0.6157 Remote Similarity NPD5994 Discontinued
0.6151 Remote Similarity NPD4850 Phase 1
0.6141 Remote Similarity NPD8157 Clinical (unspecified phase)
0.6139 Remote Similarity NPD7655 Discontinued
0.6125 Remote Similarity NPD7403 Phase 1
0.6124 Remote Similarity NPD6044 Discontinued
0.612 Remote Similarity NPD8247 Approved
0.612 Remote Similarity NPD8246 Approved
0.6117 Remote Similarity NPD2516 Approved
0.6114 Remote Similarity NPD2022 Approved
0.6111 Remote Similarity NPD5112 Approved
0.6111 Remote Similarity NPD6824 Clinical (unspecified phase)
0.6111 Remote Similarity NPD5113 Approved
0.6111 Remote Similarity NPD5114 Approved
0.6106 Remote Similarity NPD6376 Discontinued
0.61 Remote Similarity NPD5189 Clinical (unspecified phase)
0.6096 Remote Similarity NPD8255 Phase 2
0.6096 Remote Similarity NPD4125 Approved
0.6096 Remote Similarity NPD7470 Discontinued
0.6095 Remote Similarity NPD3449 Discontinued
0.6089 Remote Similarity NPD5601 Phase 2
0.6087 Remote Similarity NPD6169 Phase 1
0.6083 Remote Similarity NPD5040 Clinical (unspecified phase)
0.6083 Remote Similarity NPD6659 Phase 2
0.6078 Remote Similarity NPD6568 Discontinued
0.6077 Remote Similarity NPD1260 Approved
0.6074 Remote Similarity NPD5920 Clinical (unspecified phase)
0.6073 Remote Similarity NPD7944 Discontinued
0.607 Remote Similarity NPD5452 Phase 2
0.6065 Remote Similarity NPD5851 Approved
0.6065 Remote Similarity NPD4435 Approved
0.6065 Remote Similarity NPD5852 Approved
0.6062 Remote Similarity NPD7450 Phase 2
0.6061 Remote Similarity NPD5191 Clinical (unspecified phase)
0.6052 Remote Similarity NPD7203 Clinical (unspecified phase)
0.604 Remote Similarity NPD5634 Approved
0.6037 Remote Similarity NPD7617 Discontinued
0.6036 Remote Similarity NPD5828 Phase 2
0.6034 Remote Similarity NPD5640 Discontinued
0.6034 Remote Similarity NPD7823 Clinical (unspecified phase)
0.6034 Remote Similarity NPD4989 Phase 2
0.6031 Remote Similarity NPD2088 Approved
0.6031 Remote Similarity NPD2087 Approved
0.6029 Remote Similarity NPD2511 Approved
0.6027 Remote Similarity NPD7316 Discontinued
0.6026 Remote Similarity NPD3308 Approved
0.6026 Remote Similarity NPD7703 Clinical (unspecified phase)
0.6025 Remote Similarity NPD4898 Clinical (unspecified phase)
0.6019 Remote Similarity NPD4434 Approved
0.6018 Remote Similarity NPD1218 Approved
0.6018 Remote Similarity NPD7948 Phase 1
0.6018 Remote Similarity NPD1219 Approved
0.601 Remote Similarity NPD3988 Approved
0.601 Remote Similarity NPD2013 Approved
0.601 Remote Similarity NPD2016 Approved
0.601 Remote Similarity NPD2014 Approved
0.601 Remote Similarity NPD3987 Approved
0.6009 Remote Similarity NPD5076 Approved
0.6009 Remote Similarity NPD2852 Approved
0.6009 Remote Similarity NPD3354 Phase 2
0.6009 Remote Similarity NPD5077 Approved
0.6009 Remote Similarity NPD5228 Phase 3
0.6008 Remote Similarity NPD6450 Phase 2
0.6 Remote Similarity NPD7681 Clinical (unspecified phase)
0.6 Remote Similarity NPD3802 Phase 3
0.6 Remote Similarity NPD2436 Approved
0.6 Remote Similarity NPD5513 Phase 2
0.6 Remote Similarity NPD2437 Approved
0.5991 Remote Similarity NPD6838 Clinical (unspecified phase)
0.599 Remote Similarity NPD2891 Approved
0.599 Remote Similarity NPD7133 Discontinued
0.5984 Remote Similarity NPD4887 Discontinued
0.5983 Remote Similarity NPD3307 Approved
0.598 Remote Similarity NPD4557 Approved
0.5979 Remote Similarity NPD21 Approved
0.5979 Remote Similarity NPD2048 Approved
0.5979 Remote Similarity NPD2046 Approved
0.5979 Remote Similarity NPD2047 Approved
0.5979 Remote Similarity NPD2050 Clinical (unspecified phase)
0.5979 Remote Similarity NPD2043 Approved
0.5979 Remote Similarity NPD2044 Approved
0.5979 Remote Similarity NPD2049 Clinical (unspecified phase)
0.5979 Remote Similarity NPD2051 Approved
0.5979 Remote Similarity NPD2045 Approved
0.5975 Remote Similarity NPD3275 Approved
0.5975 Remote Similarity NPD3271 Approved
0.5973 Remote Similarity NPD7712 Clinical (unspecified phase)
0.5973 Remote Similarity NPD8169 Discontinued
0.5972 Remote Similarity NPD3039 Clinical (unspecified phase)
0.5971 Remote Similarity NPD5088 Discontinued
0.5969 Remote Similarity NPD5323 Approved
0.5965 Remote Similarity NPD7665 Phase 2

Structure

External Identifiers

PubChem CID   11115111
ChEMBL   CHEMBL459207
ZINC  

Physicochemical Properties

Molecular Weight:  683.37
ALogP:  -2.0985
MLogP:  4.1
XLogP:  4.92
# Rotatable Bonds:  29
Polar Surface Area:  151.83
# H-Bond Aceptor:  10
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  48

Download Data

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