Natural Product: NPC81845

Natural Product ID:  NPC81845
Common Name:   Rel-(2S,3As,6R,7As)-1-((2R,3S)-2-((R)-3-(3-Bromo-5-Chloro-4-Hydroxyphenyl)-2-Hydroxypropanamido)-3-Methylpentanoyl)-N-(4-Guanidinobutyl)-6-Hydroxyoctahydro-1H-Indole-2-Carboxamide
IUPAC Name:   (2S,3aS,6R,7aS)-1-[(2R,3S)-2-[[(2R)-3-(3-bromo-5-chloro-4-hydroxyphenyl)-2-hydroxypropanoyl]amino]-3-methylpentanoyl]-N-[4-(diaminomethylideneamino)butyl]-6-hydroxy-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxamide
Synonyms:  
Molecular Formula:   C29H44BrClN6O6
Standard InCHIKey:  NONLYEHCSKGAFP-GPSFYHMWSA-N
Standard InCHI:  InChI=1S/C29H44BrClN6O6/c1-3-15(2)24(36-27(42)23(39)12-16-10-19(30)25(40)20(31)11-16)28(43)37-21-14-18(38)7-6-17(21)13-22(37)26(41)34-8-4-5-9-35-29(32)33/h10-11,15,17-18,21-24,38-40H,3-9,12-14H2,1-2H3,(H,34,41)(H,36,42)(H4,32,33,35)/t15-,17-,18+,21-,22-,23+,24+/m0/s1
Canonical SMILES:  CC[C@@H]([C@H](C(=O)N1[C@H]2C[C@H](O)CC[C@H]2C[C@H]1C(=NCCCCNC(=N)N)O)N=C([C@@H](Cc1cc(Cl)c(c(c1)Br)O)O)O)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
NPO3288 Microcystis aeruginosa Species Microcystaceae Bacteria Kibbutz Geva, Israel PMID[23153007]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 3200 nM 19223615
NPT2 Others Unspecified IC50 = 12800 nM 12502336

  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 NPC81845 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
0.9731 High Similarity NPC295795
0.9071 High Similarity NPC51047
0.9022 High Similarity NPC470728
0.8962 High Similarity NPC96275
0.8913 High Similarity NPC246591
0.8677 High Similarity NPC80514
0.7903 Intermediate Similarity NPC280022
0.79 Intermediate Similarity NPC469443
0.7895 Intermediate Similarity NPC119652
0.7895 Intermediate Similarity NPC97526
0.7704 Intermediate Similarity NPC94862
0.767 Intermediate Similarity NPC220060
0.765 Intermediate Similarity NPC476268
0.7633 Intermediate Similarity NPC469444
0.7524 Intermediate Similarity NPC469445
0.75 Intermediate Similarity NPC219350
0.75 Intermediate Similarity NPC194699
0.7358 Intermediate Similarity NPC469442
0.7358 Intermediate Similarity NPC277306
0.729 Intermediate Similarity NPC25539
0.7184 Intermediate Similarity NPC473371
0.7179 Intermediate Similarity NPC89831
0.7143 Intermediate Similarity NPC475532
0.7129 Intermediate Similarity NPC473450
0.7113 Intermediate Similarity NPC209463
0.7107 Intermediate Similarity NPC17698
0.7107 Intermediate Similarity NPC165285
0.7098 Intermediate Similarity NPC63931
0.7087 Intermediate Similarity NPC65714
0.7077 Intermediate Similarity NPC129486
0.6986 Remote Similarity NPC471592
0.6976 Remote Similarity NPC102959
0.6971 Remote Similarity NPC477632
0.6971 Remote Similarity NPC477638
0.6965 Remote Similarity NPC475409
0.6965 Remote Similarity NPC170302
0.6965 Remote Similarity NPC475564
0.6954 Remote Similarity NPC198254
0.6954 Remote Similarity NPC274198
0.6954 Remote Similarity NPC276506
0.6942 Remote Similarity NPC60516
0.6935 Remote Similarity NPC471165
0.6931 Remote Similarity NPC473404
0.6923 Remote Similarity NPC302715
0.6908 Remote Similarity NPC248822
0.6878 Remote Similarity NPC473491
0.6866 Remote Similarity NPC473546
0.6865 Remote Similarity NPC168861
0.686 Remote Similarity NPC61332
0.686 Remote Similarity NPC240130
0.6816 Remote Similarity NPC196243
0.6809 Remote Similarity NPC16188
0.6804 Remote Similarity NPC244336
0.6794 Remote Similarity NPC477631
0.6792 Remote Similarity NPC477552
0.6792 Remote Similarity NPC477550
0.6779 Remote Similarity NPC477636
0.6777 Remote Similarity NPC329295
0.6769 Remote Similarity NPC469243
0.6769 Remote Similarity NPC475544
0.675 Remote Similarity NPC328494
0.6736 Remote Similarity NPC473580
0.6736 Remote Similarity NPC244509
0.6729 Remote Similarity NPC477551
0.672 Remote Similarity NPC476989
0.672 Remote Similarity NPC311658
0.6719 Remote Similarity NPC56685
0.6719 Remote Similarity NPC262166
0.67 Remote Similarity NPC475123
0.67 Remote Similarity NPC475204
0.6683 Remote Similarity NPC26108
0.6683 Remote Similarity NPC328649
0.6682 Remote Similarity NPC227953
0.6667 Remote Similarity NPC197045
0.6667 Remote Similarity NPC223207
0.665 Remote Similarity NPC50016
0.665 Remote Similarity NPC241794
0.6634 Remote Similarity NPC273755
0.6634 Remote Similarity NPC153554
0.6633 Remote Similarity NPC304074
0.6633 Remote Similarity NPC290755
0.6633 Remote Similarity NPC471771
0.6633 Remote Similarity NPC61004
0.6632 Remote Similarity NPC202198
0.662 Remote Similarity NPC477639
0.66 Remote Similarity NPC302597
0.6582 Remote Similarity NPC326349
0.6582 Remote Similarity NPC323336
0.6578 Remote Similarity NPC214988
0.6567 Remote Similarity NPC66490
0.6555 Remote Similarity NPC77435
0.6555 Remote Similarity NPC259071
0.6552 Remote Similarity NPC248670
0.6535 Remote Similarity NPC46009
0.6528 Remote Similarity NPC20755
0.652 Remote Similarity NPC136797
0.6516 Remote Similarity NPC478005
0.6505 Remote Similarity NPC45037
0.6495 Remote Similarity NPC233702
0.6489 Remote Similarity NPC48202
0.6471 Remote Similarity NPC137627
0.6462 Remote Similarity NPC5194
0.6462 Remote Similarity NPC261934
0.6459 Remote Similarity NPC477254
0.6452 Remote Similarity NPC267237
0.6442 Remote Similarity NPC477637
0.6439 Remote Similarity NPC473354
0.6436 Remote Similarity NPC242159
0.6436 Remote Similarity NPC313694
0.6422 Remote Similarity NPC471337
0.6419 Remote Similarity NPC475843
0.6419 Remote Similarity NPC202866
0.6406 Remote Similarity NPC323662
0.639 Remote Similarity NPC306804
0.6386 Remote Similarity NPC254700
0.6382 Remote Similarity NPC62104
0.6382 Remote Similarity NPC1390
0.6378 Remote Similarity NPC474087
0.6373 Remote Similarity NPC40234
0.6372 Remote Similarity NPC474678
0.6372 Remote Similarity NPC471338
0.6371 Remote Similarity NPC33064
0.6359 Remote Similarity NPC476227
0.6355 Remote Similarity NPC294516
0.6355 Remote Similarity NPC107938
0.6354 Remote Similarity NPC315266
0.6344 Remote Similarity NPC473724
0.6332 Remote Similarity NPC233926
0.6321 Remote Similarity NPC81026
0.6321 Remote Similarity NPC121571
0.6321 Remote Similarity NPC8093
0.6318 Remote Similarity NPC73655
0.6296 Remote Similarity NPC328763
0.6293 Remote Similarity NPC151030
0.6293 Remote Similarity NPC269383
0.6286 Remote Similarity NPC476321
0.6282 Remote Similarity NPC214142
0.628 Remote Similarity NPC227778
0.6277 Remote Similarity NPC478007
0.6275 Remote Similarity NPC141957
0.6269 Remote Similarity NPC266741
0.6269 Remote Similarity NPC114806
0.6268 Remote Similarity NPC269750
0.6268 Remote Similarity NPC194671
0.6262 Remote Similarity NPC230611
0.6262 Remote Similarity NPC147847
0.6256 Remote Similarity NPC217804
0.6256 Remote Similarity NPC471526
0.6256 Remote Similarity NPC22883
0.6256 Remote Similarity NPC210377
0.6256 Remote Similarity NPC5719
0.6255 Remote Similarity NPC261251
0.625 Remote Similarity NPC324850
0.6245 Remote Similarity NPC471335
0.6232 Remote Similarity NPC49315
0.6229 Remote Similarity NPC100547
0.6226 Remote Similarity NPC294951
0.6223 Remote Similarity NPC478008
0.6219 Remote Similarity NPC24617
0.6215 Remote Similarity NPC174607
0.6203 Remote Similarity NPC223409
0.6203 Remote Similarity NPC95240
0.6203 Remote Similarity NPC322135
0.6202 Remote Similarity NPC473402
0.6202 Remote Similarity NPC155506
0.6202 Remote Similarity NPC279871
0.6202 Remote Similarity NPC158277
0.6202 Remote Similarity NPC159767
0.6195 Remote Similarity NPC63040
0.6186 Remote Similarity NPC304307
0.6186 Remote Similarity NPC124920
0.6186 Remote Similarity NPC118559
0.6186 Remote Similarity NPC34580
0.6181 Remote Similarity NPC39431
0.6181 Remote Similarity NPC47672
0.6176 Remote Similarity NPC14288
0.617 Remote Similarity NPC326966
0.6162 Remote Similarity NPC300443
0.6151 Remote Similarity NPC54803
0.6151 Remote Similarity NPC321592
0.615 Remote Similarity NPC471339
0.615 Remote Similarity NPC471050
0.615 Remote Similarity NPC471049
0.615 Remote Similarity NPC471048
0.6146 Remote Similarity NPC15068
0.6139 Remote Similarity NPC319320
0.6139 Remote Similarity NPC287757
0.6134 Remote Similarity NPC326241
0.6127 Remote Similarity NPC133470
0.6127 Remote Similarity NPC289776
0.6127 Remote Similarity NPC191863
0.6125 Remote Similarity NPC323198
0.6121 Remote Similarity NPC299806
0.61 Remote Similarity NPC245055
0.6098 Remote Similarity NPC472923
0.6093 Remote Similarity NPC276120
0.6091 Remote Similarity NPC82472
0.6089 Remote Similarity NPC156311
0.6087 Remote Similarity NPC6975
0.6087 Remote Similarity NPC186617

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC81845 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
0.715 Intermediate Similarity NPD8303 Discontinued
0.6839 Remote Similarity NPD7118 Clinical (unspecified phase)
0.6718 Remote Similarity NPD7495 Discontinued
0.6683 Remote Similarity NPD5200 Clinical (unspecified phase)
0.6557 Remote Similarity NPD5165 Clinical (unspecified phase)
0.6546 Remote Similarity NPD7523 Phase 3
0.654 Remote Similarity NPD7617 Discontinued
0.6502 Remote Similarity NPD5137 Approved
0.6465 Remote Similarity NPD8019 Approved
0.6321 Remote Similarity NPD7066 Clinical (unspecified phase)
0.6296 Remote Similarity NPD4782 Clinical (unspecified phase)
0.6277 Remote Similarity NPD4791 Clinical (unspecified phase)
0.6263 Remote Similarity NPD6670 Clinical (unspecified phase)
0.6244 Remote Similarity NPD7303 Discontinued
0.6244 Remote Similarity NPD6689 Clinical (unspecified phase)
0.6244 Remote Similarity NPD7484 Phase 3
0.6244 Remote Similarity NPD7485 Phase 3
0.6243 Remote Similarity NPD4757 Clinical (unspecified phase)
0.6214 Remote Similarity NPD4652 Approved
0.6166 Remote Similarity NPD8076 Discontinued
0.6166 Remote Similarity NPD6809 Clinical (unspecified phase)
0.6162 Remote Similarity NPD6078 Clinical (unspecified phase)
0.6134 Remote Similarity NPD5341 Clinical (unspecified phase)
0.6117 Remote Similarity NPD3136 Phase 2
0.6114 Remote Similarity NPD7450 Phase 2
0.6111 Remote Similarity NPD5348 Clinical (unspecified phase)
0.6108 Remote Similarity NPD3465 Clinical (unspecified phase)
0.6098 Remote Similarity NPD2098 Approved
0.6094 Remote Similarity NPD6901 Phase 3
0.6091 Remote Similarity NPD8290 Clinical (unspecified phase)
0.6085 Remote Similarity NPD3632 Clinical (unspecified phase)
0.6085 Remote Similarity NPD7959 Clinical (unspecified phase)
0.608 Remote Similarity NPD7613 Discontinued
0.6075 Remote Similarity NPD3337 Discontinued
0.6071 Remote Similarity NPD4971 Clinical (unspecified phase)
0.6071 Remote Similarity NPD6676 Phase 2
0.6059 Remote Similarity NPD4018 Clinical (unspecified phase)
0.6056 Remote Similarity NPD8014 Clinical (unspecified phase)
0.6047 Remote Similarity NPD5946 Clinical (unspecified phase)
0.6043 Remote Similarity NPD5339 Clinical (unspecified phase)
0.6 Remote Similarity NPD2097 Approved
0.6 Remote Similarity NPD7978 Discontinued
0.6 Remote Similarity NPD4731 Phase 3
0.5991 Remote Similarity NPD3857 Clinical (unspecified phase)
0.5982 Remote Similarity NPD6058 Phase 2
0.5979 Remote Similarity NPD7728 Clinical (unspecified phase)
0.597 Remote Similarity NPD7131 Phase 3
0.5969 Remote Similarity NPD829 Discontinued
0.5953 Remote Similarity NPD3936 Clinical (unspecified phase)
0.595 Remote Similarity NPD6419 Discontinued
0.5947 Remote Similarity NPD9718 Approved
0.5939 Remote Similarity NPD6860 Clinical (unspecified phase)
0.593 Remote Similarity NPD4588 Clinical (unspecified phase)
0.593 Remote Similarity NPD5308 Clinical (unspecified phase)
0.5915 Remote Similarity NPD5095 Phase 3
0.5915 Remote Similarity NPD5096 Phase 3
0.5915 Remote Similarity NPD3933 Discontinued
0.5901 Remote Similarity NPD6312 Discontinued
0.5899 Remote Similarity NPD6557 Phase 2
0.5888 Remote Similarity NPD6681 Discovery
0.5879 Remote Similarity NPD5309 Clinical (unspecified phase)
0.5876 Remote Similarity NPD8172 Phase 2
0.5876 Remote Similarity NPD8173 Phase 2
0.5876 Remote Similarity NPD6073 Approved
0.5865 Remote Similarity NPD4521 Clinical (unspecified phase)
0.5862 Remote Similarity NPD1969 Clinical (unspecified phase)
0.5862 Remote Similarity NPD1972 Approved
0.5862 Remote Similarity NPD1973 Approved
0.5857 Remote Similarity NPD5649 Clinical (unspecified phase)
0.5844 Remote Similarity NPD8106 Phase 2
0.5842 Remote Similarity NPD3364 Phase 3
0.5833 Remote Similarity NPD1330 Phase 2
0.5833 Remote Similarity NPD1329 Clinical (unspecified phase)
0.5829 Remote Similarity NPD2561 Approved
0.5829 Remote Similarity NPD2562 Approved
0.5829 Remote Similarity NPD7608 Discontinued
0.5816 Remote Similarity NPD6867 Clinical (unspecified phase)
0.5816 Remote Similarity NPD6866 Clinical (unspecified phase)
0.5812 Remote Similarity NPD5263 Approved
0.5803 Remote Similarity NPD5729 Clinical (unspecified phase)
0.5795 Remote Similarity NPD5314 Approved
0.5782 Remote Similarity NPD2017 Approved
0.5782 Remote Similarity NPD2889 Approved
0.5782 Remote Similarity NPD2890 Approved
0.5782 Remote Similarity NPD2888 Approved
0.5771 Remote Similarity NPD5542 Phase 2
0.5765 Remote Similarity NPD3554 Approved
0.5765 Remote Similarity NPD3553 Approved
0.5765 Remote Similarity NPD3555 Approved
0.5765 Remote Similarity NPD3552 Approved
0.5756 Remote Similarity NPD6057 Approved
0.5756 Remote Similarity NPD6056 Approved
0.5747 Remote Similarity NPD4157 Discontinued
0.5744 Remote Similarity NPD7113 Clinical (unspecified phase)
0.5728 Remote Similarity NPD1714 Approved
0.5728 Remote Similarity NPD1715 Phase 1
0.5722 Remote Similarity NPD1136 Approved
0.5722 Remote Similarity NPD1132 Approved
0.5722 Remote Similarity NPD1130 Approved
0.5721 Remote Similarity NPD5772 Approved
0.5721 Remote Similarity NPD5773 Approved
0.5721 Remote Similarity NPD8022 Clinical (unspecified phase)
0.5721 Remote Similarity NPD4386 Approved
0.5721 Remote Similarity NPD4387 Approved
0.572 Remote Similarity NPD5567 Approved
0.572 Remote Similarity NPD8292 Phase 2
0.5714 Remote Similarity NPD5218 Approved
0.5714 Remote Similarity NPD8031 Discontinued
0.5714 Remote Similarity NPD3985 Discontinued
0.5714 Remote Similarity NPD2568 Approved
0.5714 Remote Similarity NPD5219 Approved
0.5708 Remote Similarity NPD4915 Approved
0.5707 Remote Similarity NPD3175 Clinical (unspecified phase)
0.5707 Remote Similarity NPD7451 Discontinued
0.5696 Remote Similarity NPD5287 Discontinued
0.5694 Remote Similarity NPD5967 Approved
0.5692 Remote Similarity NPD3059 Approved
0.5692 Remote Similarity NPD3061 Approved
0.5692 Remote Similarity NPD8398 Clinical (unspecified phase)
0.5692 Remote Similarity NPD3062 Approved
0.5686 Remote Similarity NPD2184 Approved
0.5686 Remote Similarity NPD2183 Approved
0.5683 Remote Similarity NPD1991 Phase 2
0.5683 Remote Similarity NPD1990 Phase 2
0.5683 Remote Similarity NPD1992 Phase 2
0.5682 Remote Similarity NPD6853 Approved
0.5682 Remote Similarity NPD6237 Clinical (unspecified phase)
0.5682 Remote Similarity NPD6851 Approved
0.5672 Remote Similarity NPD1968 Approved
0.5672 Remote Similarity NPD1967 Approved
0.567 Remote Similarity NPD597 Approved
0.567 Remote Similarity NPD598 Approved
0.567 Remote Similarity NPD601 Approved
0.5668 Remote Similarity NPD7695 Clinical (unspecified phase)
0.5665 Remote Similarity NPD6682 Clinical (unspecified phase)
0.5663 Remote Similarity NPD3577 Discontinued
0.5644 Remote Similarity NPD4590 Approved
0.5644 Remote Similarity NPD4591 Clinical (unspecified phase)
0.5643 Remote Similarity NPD6796 Discontinued
0.5642 Remote Similarity NPD6297 Approved
0.5641 Remote Similarity NPD1423 Approved
0.564 Remote Similarity NPD4064 Discontinued
0.564 Remote Similarity NPD8070 Approved
0.5639 Remote Similarity NPD5543 Approved
0.5639 Remote Similarity NPD4388 Approved
0.5637 Remote Similarity NPD2874 Phase 2
0.5635 Remote Similarity NPD823 Approved
0.5635 Remote Similarity NPD817 Approved
0.5635 Remote Similarity NPD5725 Approved
0.5633 Remote Similarity NPD3602 Clinical (unspecified phase)
0.5633 Remote Similarity NPD4914 Approved
0.5631 Remote Similarity NPD6089 Clinical (unspecified phase)
0.5625 Remote Similarity NPD2541 Clinical (unspecified phase)
0.5622 Remote Similarity NPD2211 Approved
0.5622 Remote Similarity NPD2209 Approved
0.5619 Remote Similarity NPD4497 Clinical (unspecified phase)
0.5619 Remote Similarity NPD6919 Clinical (unspecified phase)
0.5619 Remote Similarity NPD4771 Phase 2
0.5617 Remote Similarity NPD3803 Clinical (unspecified phase)
0.5616 Remote Similarity NPD3281 Clinical (unspecified phase)
0.5612 Remote Similarity NPD4153 Approved

Structure

External Identifiers

PubChem CID   71452509
ChEMBL   CHEMBL2207403
ZINC  

Physicochemical Properties

Molecular Weight:  686.22
ALogP:  -2.7762
MLogP:  3.11
XLogP:  2.845
# Rotatable Bonds:  25
Polar Surface Area:  208.08
# H-Bond Aceptor:  11
# H-Bond Donor:  8
# Rings:  3
# Heavy Atoms:  43

Download Data

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