Natural Product: NPC295795

Natural Product ID:  NPC295795
Common Name:   Rel-(2S,3As,6R,7As)-1-((2R,3S)-2-((R)-3-(3-Bromo-5-Chloro-4-Hydroxyphenyl)-2-Hydroxypropanamido)-3-Methylpentanoyl)-2-(4-Guanidinobutylcarbamoyl)Octahydro-1H-Indol-6-Yl Hydrogen Sulfate
IUPAC Name:   [(2S,3aS,6R,7aS)-1-[(2R,3S)-2-[[(2R)-3-(3-bromo-5-chloro-4-hydroxyphenyl)-2-hydroxypropanoyl]amino]-3-methylpentanoyl]-2-[4-(diaminomethylideneamino)butylcarbamoyl]-2,3,3a,4,5,6,7,7a-octahydroindol-6-yl] hydrogen sulfate
Synonyms:  
Molecular Formula:   C29H44BrClN6O9S
Standard InCHIKey:  WGFZRUTWFMYTPD-GPSFYHMWSA-N
Standard InCHI:  InChI=1S/C29H44BrClN6O9S/c1-3-15(2)24(36-27(41)23(38)12-16-10-19(30)25(39)20(31)11-16)28(42)37-21-14-18(46-47(43,44)45)7-6-17(21)13-22(37)26(40)34-8-4-5-9-35-29(32)33/h10-11,15,17-18,21-24,38-39H,3-9,12-14H2,1-2H3,(H,34,40)(H,36,41)(H4,32,33,35)(H,43,44,45)/t15-,17-,18+,21-,22-,23+,24+/m0/s1
Canonical SMILES:  CC[C@@H]([C@H](C(=O)N1[C@H]2C[C@@H](CC[C@H]2C[C@H]1C(=NCCCCNC(=N)N)O)OS(=O)(=O)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 = 12200 nM 19223615
NPT2 Others Unspecified IC50 > 45500 nM 19216517

  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 NPC295795 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 NPC81845
0.8942 High Similarity NPC80514
0.883 High Similarity NPC51047
0.8783 High Similarity NPC470728
0.8723 High Similarity NPC96275
0.8677 High Similarity NPC246591
0.7913 Intermediate Similarity NPC220060
0.7794 Intermediate Similarity NPC469443
0.7788 Intermediate Similarity NPC469444
0.7762 Intermediate Similarity NPC469445
0.7696 Intermediate Similarity NPC280022
0.7692 Intermediate Similarity NPC119652
0.7692 Intermediate Similarity NPC97526
0.7594 Intermediate Similarity NPC469442
0.7594 Intermediate Similarity NPC277306
0.7523 Intermediate Similarity NPC25539
0.7512 Intermediate Similarity NPC94862
0.7447 Intermediate Similarity NPC476268
0.7406 Intermediate Similarity NPC219350
0.7406 Intermediate Similarity NPC194699
0.722 Intermediate Similarity NPC102959
0.7184 Intermediate Similarity NPC60516
0.7163 Intermediate Similarity NPC302715
0.7095 Intermediate Similarity NPC473371
0.7085 Intermediate Similarity NPC89831
0.705 Intermediate Similarity NPC475532
0.7042 Intermediate Similarity NPC473450
0.702 Intermediate Similarity NPC209463
0.7015 Intermediate Similarity NPC165285
0.7015 Intermediate Similarity NPC17698
0.7005 Intermediate Similarity NPC63931
0.7 Intermediate Similarity NPC65714
0.6985 Remote Similarity NPC129486
0.6967 Remote Similarity NPC477638
0.6967 Remote Similarity NPC477632
0.6901 Remote Similarity NPC471592
0.6878 Remote Similarity NPC475564
0.6878 Remote Similarity NPC170302
0.6878 Remote Similarity NPC475409
0.6866 Remote Similarity NPC274198
0.6866 Remote Similarity NPC276506
0.6866 Remote Similarity NPC198254
0.6847 Remote Similarity NPC471165
0.6845 Remote Similarity NPC473404
0.6825 Remote Similarity NPC248822
0.6792 Remote Similarity NPC477631
0.6788 Remote Similarity NPC473491
0.678 Remote Similarity NPC473546
0.6777 Remote Similarity NPC61332
0.6777 Remote Similarity NPC477636
0.6777 Remote Similarity NPC240130
0.6776 Remote Similarity NPC329295
0.6732 Remote Similarity NPC196243
0.6717 Remote Similarity NPC244336
0.6713 Remote Similarity NPC477552
0.6713 Remote Similarity NPC477550
0.6684 Remote Similarity NPC168861
0.6683 Remote Similarity NPC469243
0.6683 Remote Similarity NPC475544
0.6667 Remote Similarity NPC328494
0.6651 Remote Similarity NPC477551
0.665 Remote Similarity NPC244509
0.665 Remote Similarity NPC473580
0.6635 Remote Similarity NPC153554
0.6633 Remote Similarity NPC56685
0.6633 Remote Similarity NPC262166
0.6632 Remote Similarity NPC16188
0.662 Remote Similarity NPC477639
0.6618 Remote Similarity NPC475204
0.6618 Remote Similarity NPC475123
0.6602 Remote Similarity NPC26108
0.6601 Remote Similarity NPC328649
0.6584 Remote Similarity NPC223207
0.6583 Remote Similarity NPC326349
0.6583 Remote Similarity NPC323336
0.657 Remote Similarity NPC50016
0.6567 Remote Similarity NPC241794
0.6553 Remote Similarity NPC273755
0.6552 Remote Similarity NPC61004
0.6552 Remote Similarity NPC304074
0.6552 Remote Similarity NPC290755
0.6552 Remote Similarity NPC471771
0.6548 Remote Similarity NPC202198
0.6546 Remote Similarity NPC311658
0.6545 Remote Similarity NPC476989
0.6528 Remote Similarity NPC227953
0.6524 Remote Similarity NPC476321
0.652 Remote Similarity NPC302597
0.6518 Remote Similarity NPC478005
0.6502 Remote Similarity NPC217804
0.6502 Remote Similarity NPC210377
0.6502 Remote Similarity NPC22883
0.6502 Remote Similarity NPC5719
0.6493 Remote Similarity NPC471526
0.6492 Remote Similarity NPC197045
0.6473 Remote Similarity NPC248670
0.6456 Remote Similarity NPC46009
0.6447 Remote Similarity NPC20755
0.6445 Remote Similarity NPC477637
0.6442 Remote Similarity NPC136797
0.6439 Remote Similarity NPC63040
0.6429 Remote Similarity NPC45037
0.6414 Remote Similarity NPC233702
0.6408 Remote Similarity NPC66490
0.6406 Remote Similarity NPC214988
0.6402 Remote Similarity NPC77435
0.6402 Remote Similarity NPC259071
0.6394 Remote Similarity NPC137627
0.639 Remote Similarity NPC15068
0.6385 Remote Similarity NPC471049
0.6385 Remote Similarity NPC471050
0.6385 Remote Similarity NPC471048
0.6382 Remote Similarity NPC5194
0.6382 Remote Similarity NPC261934
0.6364 Remote Similarity NPC473354
0.6351 Remote Similarity NPC471337
0.6347 Remote Similarity NPC202866
0.6335 Remote Similarity NPC323662
0.6321 Remote Similarity NPC48202
0.6316 Remote Similarity NPC306804
0.6313 Remote Similarity NPC163961
0.6313 Remote Similarity NPC473305
0.6308 Remote Similarity NPC477254
0.6305 Remote Similarity NPC1390
0.6305 Remote Similarity NPC62104
0.6298 Remote Similarity NPC40234
0.6286 Remote Similarity NPC476227
0.6284 Remote Similarity NPC473378
0.6284 Remote Similarity NPC473407
0.6283 Remote Similarity NPC267237
0.6282 Remote Similarity NPC478007
0.628 Remote Similarity NPC107938
0.628 Remote Similarity NPC294516
0.6273 Remote Similarity NPC475843
0.6269 Remote Similarity NPC242159
0.6269 Remote Similarity NPC313694
0.6244 Remote Similarity NPC73655
0.624 Remote Similarity NPC33064
0.6232 Remote Similarity NPC254700
0.6229 Remote Similarity NPC478008
0.6227 Remote Similarity NPC328763
0.6227 Remote Similarity NPC471338
0.6227 Remote Similarity NPC474678
0.6211 Remote Similarity NPC474087
0.6209 Remote Similarity NPC227778
0.6202 Remote Similarity NPC141957
0.6197 Remote Similarity NPC269750
0.6197 Remote Similarity NPC194671
0.6195 Remote Similarity NPC114806
0.6193 Remote Similarity NPC315266
0.619 Remote Similarity NPC230611
0.618 Remote Similarity NPC471335
0.6178 Remote Similarity NPC473724
0.6176 Remote Similarity NPC324850
0.6176 Remote Similarity NPC233926
0.6175 Remote Similarity NPC8093
0.6175 Remote Similarity NPC121571
0.6162 Remote Similarity NPC81026
0.6157 Remote Similarity NPC294951
0.6151 Remote Similarity NPC214142
0.6146 Remote Similarity NPC24617
0.6143 Remote Similarity NPC269383
0.6143 Remote Similarity NPC151030
0.6132 Remote Similarity NPC158277
0.6132 Remote Similarity NPC473402
0.6132 Remote Similarity NPC279871
0.6132 Remote Similarity NPC159767
0.6132 Remote Similarity NPC155506
0.6125 Remote Similarity NPC261251
0.6119 Remote Similarity NPC147847
0.6111 Remote Similarity NPC266741
0.61 Remote Similarity NPC100547
0.6089 Remote Similarity NPC300443
0.6087 Remote Similarity NPC471339
0.6085 Remote Similarity NPC49315
0.6074 Remote Similarity NPC322135
0.6074 Remote Similarity NPC223409
0.6074 Remote Similarity NPC95240
0.6073 Remote Similarity NPC174607
0.6058 Remote Similarity NPC118559
0.6058 Remote Similarity NPC124920
0.6058 Remote Similarity NPC34580
0.6058 Remote Similarity NPC304307
0.6055 Remote Similarity NPC299806
0.6049 Remote Similarity NPC14288
0.6039 Remote Similarity NPC471527
0.6029 Remote Similarity NPC472923
0.6029 Remote Similarity NPC47672
0.6029 Remote Similarity NPC39431
0.6027 Remote Similarity NPC276120
0.6025 Remote Similarity NPC54803
0.6025 Remote Similarity NPC321592
0.6019 Remote Similarity NPC263507
0.6019 Remote Similarity NPC271958
0.6019 Remote Similarity NPC45112
0.6019 Remote Similarity NPC134413
0.6019 Remote Similarity NPC186617
0.6017 Remote Similarity NPC471336
0.6017 Remote Similarity NPC470746
0.601 Remote Similarity NPC326966

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC295795 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
0.7056 Intermediate Similarity NPD8303 Discontinued
0.6751 Remote Similarity NPD7118 Clinical (unspecified phase)
0.655 Remote Similarity NPD7495 Discontinued
0.6522 Remote Similarity NPD5200 Clinical (unspecified phase)
0.6465 Remote Similarity NPD7617 Discontinued
0.6465 Remote Similarity NPD7523 Phase 3
0.6406 Remote Similarity NPD5165 Clinical (unspecified phase)
0.6386 Remote Similarity NPD8019 Approved
0.6346 Remote Similarity NPD5137 Approved
0.6169 Remote Similarity NPD7303 Discontinued
0.6162 Remote Similarity NPD7066 Clinical (unspecified phase)
0.6143 Remote Similarity NPD4652 Approved
0.6142 Remote Similarity NPD5341 Clinical (unspecified phase)
0.6134 Remote Similarity NPD4782 Clinical (unspecified phase)
0.6114 Remote Similarity NPD4791 Clinical (unspecified phase)
0.6108 Remote Similarity NPD6670 Clinical (unspecified phase)
0.6095 Remote Similarity NPD7484 Phase 3
0.6095 Remote Similarity NPD7485 Phase 3
0.6091 Remote Similarity NPD8076 Discontinued
0.6089 Remote Similarity NPD6689 Clinical (unspecified phase)
0.6082 Remote Similarity NPD4757 Clinical (unspecified phase)
0.6029 Remote Similarity NPD2098 Approved
0.6019 Remote Similarity NPD7959 Clinical (unspecified phase)
0.601 Remote Similarity NPD6078 Clinical (unspecified phase)
0.601 Remote Similarity NPD6809 Clinical (unspecified phase)
0.5991 Remote Similarity NPD8014 Clinical (unspecified phase)
0.5962 Remote Similarity NPD3465 Clinical (unspecified phase)
0.5961 Remote Similarity NPD5348 Clinical (unspecified phase)
0.596 Remote Similarity NPD7450 Phase 2
0.5959 Remote Similarity NPD3136 Phase 2
0.5941 Remote Similarity NPD8290 Clinical (unspecified phase)
0.5939 Remote Similarity NPD6901 Phase 3
0.5939 Remote Similarity NPD4971 Clinical (unspecified phase)
0.5936 Remote Similarity NPD3337 Discontinued
0.5933 Remote Similarity NPD2097 Approved
0.5931 Remote Similarity NPD7613 Discontinued
0.593 Remote Similarity NPD7978 Discontinued
0.5928 Remote Similarity NPD3632 Clinical (unspecified phase)
0.592 Remote Similarity NPD6676 Phase 2
0.5913 Remote Similarity NPD4018 Clinical (unspecified phase)
0.5909 Remote Similarity NPD5946 Clinical (unspecified phase)
0.5885 Remote Similarity NPD5339 Clinical (unspecified phase)
0.5856 Remote Similarity NPD3857 Clinical (unspecified phase)
0.5854 Remote Similarity NPD4731 Phase 3
0.5848 Remote Similarity NPD6058 Phase 2
0.5829 Remote Similarity NPD7728 Clinical (unspecified phase)
0.5825 Remote Similarity NPD7131 Phase 3
0.5818 Remote Similarity NPD3936 Clinical (unspecified phase)
0.5816 Remote Similarity NPD829 Discontinued
0.5805 Remote Similarity NPD6419 Discontinued
0.5802 Remote Similarity NPD4521 Clinical (unspecified phase)
0.5795 Remote Similarity NPD9718 Approved
0.5792 Remote Similarity NPD6860 Clinical (unspecified phase)
0.5784 Remote Similarity NPD5308 Clinical (unspecified phase)
0.5784 Remote Similarity NPD4588 Clinical (unspecified phase)
0.578 Remote Similarity NPD3933 Discontinued
0.578 Remote Similarity NPD5095 Phase 3
0.578 Remote Similarity NPD5096 Phase 3
0.5771 Remote Similarity NPD6312 Discontinued
0.5767 Remote Similarity NPD7608 Discontinued
0.5766 Remote Similarity NPD6557 Phase 2
0.5756 Remote Similarity NPD6682 Clinical (unspecified phase)
0.575 Remote Similarity NPD6866 Clinical (unspecified phase)
0.575 Remote Similarity NPD6867 Clinical (unspecified phase)
0.5743 Remote Similarity NPD6681 Discovery
0.5736 Remote Similarity NPD5729 Clinical (unspecified phase)
0.5735 Remote Similarity NPD5309 Clinical (unspecified phase)
0.5729 Remote Similarity NPD8172 Phase 2
0.5729 Remote Similarity NPD6073 Approved
0.5729 Remote Similarity NPD8173 Phase 2
0.5726 Remote Similarity NPD8106 Phase 2
0.5721 Remote Similarity NPD2888 Approved
0.5721 Remote Similarity NPD2890 Approved
0.5721 Remote Similarity NPD1969 Clinical (unspecified phase)
0.5721 Remote Similarity NPD2017 Approved
0.5721 Remote Similarity NPD2889 Approved
0.5721 Remote Similarity NPD5649 Clinical (unspecified phase)
0.5721 Remote Similarity NPD1973 Approved
0.5721 Remote Similarity NPD1972 Approved
0.5714 Remote Similarity NPD5542 Phase 2
0.5714 Remote Similarity NPD6089 Clinical (unspecified phase)
0.57 Remote Similarity NPD3364 Phase 3
0.5685 Remote Similarity NPD1329 Clinical (unspecified phase)
0.5685 Remote Similarity NPD1330 Phase 2
0.5677 Remote Similarity NPD2562 Approved
0.5677 Remote Similarity NPD2561 Approved
0.5668 Remote Similarity NPD8292 Phase 2
0.5665 Remote Similarity NPD4386 Approved
0.5665 Remote Similarity NPD4387 Approved
0.5663 Remote Similarity NPD5263 Approved
0.5662 Remote Similarity NPD8022 Clinical (unspecified phase)
0.5656 Remote Similarity NPD6796 Discontinued
0.5654 Remote Similarity NPD5218 Approved
0.5654 Remote Similarity NPD8031 Discontinued
0.5654 Remote Similarity NPD5219 Approved
0.5652 Remote Similarity NPD4915 Approved
0.565 Remote Similarity NPD5314 Approved
0.5642 Remote Similarity NPD8398 Clinical (unspecified phase)
0.563 Remote Similarity NPD3803 Clinical (unspecified phase)
0.5625 Remote Similarity NPD6237 Clinical (unspecified phase)
0.5622 Remote Similarity NPD3552 Approved
0.5622 Remote Similarity NPD3553 Approved
0.5622 Remote Similarity NPD3555 Approved
0.5622 Remote Similarity NPD3554 Approved
0.5619 Remote Similarity NPD6057 Approved
0.5619 Remote Similarity NPD4157 Discontinued
0.5619 Remote Similarity NPD6056 Approved
0.5611 Remote Similarity NPD7695 Clinical (unspecified phase)
0.5605 Remote Similarity NPD5567 Approved
0.56 Remote Similarity NPD7113 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   71459739
ChEMBL   CHEMBL2207402
ZINC  

Physicochemical Properties

Molecular Weight:  766.18
ALogP:  -2.825
MLogP:  2.67
XLogP:  1.548
# Rotatable Bonds:  27
Polar Surface Area:  259.83
# H-Bond Aceptor:  14
# H-Bond Donor:  8
# Rings:  3
# Heavy Atoms:  47

Download Data

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Similar NPs/Drugs