Natural Product: NPC204639

Natural Product ID:  NPC204639
Common Name:   Isariotin F
IUPAC Name:   (E)-N-[(2R,3S,4aS,8R,8aR)-8-chloro-2,4a-dihydroxy-5-oxo-3,4,8,8a-tetrahydro-2H-chromen-3-yl]dodec-2-enamide
Synonyms:   Isariotin F
Molecular Formula:   C21H32ClNO5
Standard InCHIKey:  BQBLZAMUHGIEFL-JRVIZFGFSA-N
Standard InCHI:  InChI=1S/C21H32ClNO5/c1-2-3-4-5-6-7-8-9-10-11-18(25)23-16-14-21(27)17(24)13-12-15(22)19(21)28-20(16)26/h10-13,15-16,19-20,26-27H,2-9,14H2,1H3,(H,23,25)/b11-10+/t15-,16+,19+,20-,21-/m1/s1
Canonical SMILES:  CCCCCCCCC/C=C/C(=N[C@H]1C[C@]2(O)[C@@H](O[C@H]1O)[C@H](Cl)C=CC2=O)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
NPO32598 isaria tenuipes bcc 12625 Species Cordycipitaceae Eukaryota PMID[19265430]
NPO1156 Isaria tenuipes Species Cordycipitaceae Eukaryota PMID[19265430]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 60400 nM 19265430
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 5100 nM 19265430
NPT20 Organism Candida albicans Candida albicans IC50 = 13900 nM 19265430
NPT91 Cell Line KB Homo sapiens IC50 = 15800 nM 19265430
NPT2 Others Unspecified IC50 = 2400 nM 19265430
NPT639 Cell Line NCI-H187 Homo sapiens IC50 = 1600 nM 19265430
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 2900 nM 19265430

  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 NPC204639 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
0.8583 High Similarity NPC78189
0.8244 Intermediate Similarity NPC230889
0.816 Intermediate Similarity NPC16709
0.7188 Intermediate Similarity NPC30196
0.7132 Intermediate Similarity NPC6531
0.7016 Intermediate Similarity NPC201128
0.7008 Intermediate Similarity NPC29501
0.6953 Remote Similarity NPC1111
0.6953 Remote Similarity NPC60432
0.6953 Remote Similarity NPC261750
0.6918 Remote Similarity NPC77481
0.6918 Remote Similarity NPC233770
0.688 Remote Similarity NPC472433
0.6879 Remote Similarity NPC472430
0.6861 Remote Similarity NPC329919
0.6861 Remote Similarity NPC477793
0.6822 Remote Similarity NPC469865
0.6815 Remote Similarity NPC280498
0.6786 Remote Similarity NPC314361
0.6777 Remote Similarity NPC175614
0.6765 Remote Similarity NPC469494
0.6746 Remote Similarity NPC475918
0.6714 Remote Similarity NPC316401
0.6714 Remote Similarity NPC139585
0.6691 Remote Similarity NPC471471
0.6691 Remote Similarity NPC316133
0.6691 Remote Similarity NPC164476
0.6691 Remote Similarity NPC121601
0.6691 Remote Similarity NPC318445
0.669 Remote Similarity NPC472428
0.6667 Remote Similarity NPC469515
0.6667 Remote Similarity NPC475837
0.6642 Remote Similarity NPC314451
0.6642 Remote Similarity NPC314512
0.6642 Remote Similarity NPC323532
0.6642 Remote Similarity NPC313342
0.6642 Remote Similarity NPC313333
0.664 Remote Similarity NPC477198
0.6615 Remote Similarity NPC12270
0.6614 Remote Similarity NPC472615
0.6596 Remote Similarity NPC96425
0.6589 Remote Similarity NPC133729
0.6589 Remote Similarity NPC473578
0.6571 Remote Similarity NPC316205
0.6571 Remote Similarity NPC315387
0.6569 Remote Similarity NPC314629
0.6569 Remote Similarity NPC315783
0.6512 Remote Similarity NPC307903
0.6512 Remote Similarity NPC140251
0.6512 Remote Similarity NPC475150
0.6508 Remote Similarity NPC128501
0.65 Remote Similarity NPC242503
0.65 Remote Similarity NPC74672
0.65 Remote Similarity NPC209047
0.65 Remote Similarity NPC43074
0.65 Remote Similarity NPC139782
0.6493 Remote Similarity NPC316325
0.6475 Remote Similarity NPC262312
0.6475 Remote Similarity NPC3568
0.6475 Remote Similarity NPC17290
0.6475 Remote Similarity NPC23454
0.6475 Remote Similarity NPC192066
0.6475 Remote Similarity NPC70323
0.6475 Remote Similarity NPC35269
0.6475 Remote Similarity NPC256570
0.6446 Remote Similarity NPC182632
0.6446 Remote Similarity NPC15851
0.6446 Remote Similarity NPC309898
0.6446 Remote Similarity NPC61894
0.6446 Remote Similarity NPC282705
0.6446 Remote Similarity NPC473604
0.6446 Remote Similarity NPC473950
0.6446 Remote Similarity NPC473581
0.6446 Remote Similarity NPC475125
0.6446 Remote Similarity NPC475603
0.6446 Remote Similarity NPC111567
0.6446 Remote Similarity NPC186840
0.6446 Remote Similarity NPC263545
0.6444 Remote Similarity NPC296361
0.6429 Remote Similarity NPC475527
0.6429 Remote Similarity NPC314282
0.6423 Remote Similarity NPC315915
0.6406 Remote Similarity NPC472616
0.6406 Remote Similarity NPC74035
0.64 Remote Similarity NPC214821
0.64 Remote Similarity NPC298067
0.6397 Remote Similarity NPC314268
0.6397 Remote Similarity NPC477515
0.6397 Remote Similarity NPC313802
0.6397 Remote Similarity NPC67917
0.6387 Remote Similarity NPC174336
0.6387 Remote Similarity NPC187497
0.6387 Remote Similarity NPC475599
0.6387 Remote Similarity NPC113620
0.6387 Remote Similarity NPC100612
0.6377 Remote Similarity NPC469943
0.6371 Remote Similarity NPC197294
0.6371 Remote Similarity NPC45313
0.6371 Remote Similarity NPC8098
0.6371 Remote Similarity NPC183449
0.6358 Remote Similarity NPC316249
0.6357 Remote Similarity NPC271269
0.635 Remote Similarity NPC473808
0.6341 Remote Similarity NPC156782
0.6341 Remote Similarity NPC282088
0.6341 Remote Similarity NPC54961
0.6341 Remote Similarity NPC157353
0.6341 Remote Similarity NPC158445
0.634 Remote Similarity NPC298005
0.634 Remote Similarity NPC36463
0.6323 Remote Similarity NPC265699
0.632 Remote Similarity NPC266842
0.6316 Remote Similarity NPC61717
0.6316 Remote Similarity NPC244380
0.6312 Remote Similarity NPC204556
0.6308 Remote Similarity NPC251330
0.6296 Remote Similarity NPC315652
0.6296 Remote Similarity NPC7905
0.6288 Remote Similarity NPC113012
0.6288 Remote Similarity NPC122926
0.6276 Remote Similarity NPC76999
0.6269 Remote Similarity NPC5485
0.6267 Remote Similarity NPC803
0.625 Remote Similarity NPC59751
0.625 Remote Similarity NPC271621
0.625 Remote Similarity NPC27413
0.6241 Remote Similarity NPC170375
0.624 Remote Similarity NPC475503
0.6233 Remote Similarity NPC75318
0.6231 Remote Similarity NPC154601
0.6225 Remote Similarity NPC141669
0.6212 Remote Similarity NPC21324
0.6202 Remote Similarity NPC474563
0.6194 Remote Similarity NPC273215
0.6194 Remote Similarity NPC279383
0.6194 Remote Similarity NPC295444
0.6194 Remote Similarity NPC268327
0.6194 Remote Similarity NPC474497
0.619 Remote Similarity NPC167380
0.619 Remote Similarity NPC145899
0.6183 Remote Similarity NPC315426
0.6174 Remote Similarity NPC180770
0.6174 Remote Similarity NPC302276
0.6154 Remote Similarity NPC14537
0.6148 Remote Similarity NPC159369
0.6148 Remote Similarity NPC39290
0.6138 Remote Similarity NPC475472
0.6136 Remote Similarity NPC472507
0.6122 Remote Similarity NPC99864
0.6107 Remote Similarity NPC243680
0.6107 Remote Similarity NPC473252
0.6107 Remote Similarity NPC200788
0.6103 Remote Similarity NPC471645
0.6103 Remote Similarity NPC476814
0.6103 Remote Similarity NPC476813
0.6096 Remote Similarity NPC73829
0.6096 Remote Similarity NPC119794
0.6093 Remote Similarity NPC162910
0.609 Remote Similarity NPC24389
0.609 Remote Similarity NPC474725
0.6087 Remote Similarity NPC93688
0.6087 Remote Similarity NPC109603
0.6087 Remote Similarity NPC106791
0.6087 Remote Similarity NPC201889
0.6077 Remote Similarity NPC55336
0.6074 Remote Similarity NPC275100
0.6063 Remote Similarity NPC20066
0.6063 Remote Similarity NPC475646
0.6063 Remote Similarity NPC245521
0.6063 Remote Similarity NPC474194
0.6058 Remote Similarity NPC172197
0.6058 Remote Similarity NPC274293
0.6054 Remote Similarity NPC120420
0.6053 Remote Similarity NPC475584
0.6053 Remote Similarity NPC475152
0.6053 Remote Similarity NPC475394
0.605 Remote Similarity NPC477785
0.605 Remote Similarity NPC477786
0.605 Remote Similarity NPC477784
0.6048 Remote Similarity NPC472010
0.6048 Remote Similarity NPC472199
0.6045 Remote Similarity NPC472508
0.6045 Remote Similarity NPC196073
0.6045 Remote Similarity NPC46764
0.6045 Remote Similarity NPC195435
0.6045 Remote Similarity NPC127578
0.6026 Remote Similarity NPC172365
0.6026 Remote Similarity NPC82931
0.6026 Remote Similarity NPC210729
0.6016 Remote Similarity NPC83895
0.6016 Remote Similarity NPC187761
0.6016 Remote Similarity NPC234542
0.6014 Remote Similarity NPC235772
0.6014 Remote Similarity NPC201968
0.6014 Remote Similarity NPC280941
0.6014 Remote Similarity NPC476190
0.6013 Remote Similarity NPC298469
0.6013 Remote Similarity NPC193579
0.6013 Remote Similarity NPC475892
0.6 Remote Similarity NPC168758

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC204639 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
0.672 Remote Similarity NPD1407 Approved
0.6691 Remote Similarity NPD7642 Approved
0.6642 Remote Similarity NPD8299 Approved
0.6642 Remote Similarity NPD8341 Approved
0.6642 Remote Similarity NPD8342 Approved
0.6642 Remote Similarity NPD8340 Approved
0.6615 Remote Similarity NPD1719 Phase 1
0.6569 Remote Similarity NPD7829 Approved
0.6569 Remote Similarity NPD7830 Approved
0.6538 Remote Similarity NPD6421 Discontinued
0.6531 Remote Similarity NPD8384 Approved
0.65 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6493 Remote Similarity NPD7500 Approved
0.6475 Remote Similarity NPD8451 Approved
0.6444 Remote Similarity NPD7641 Discontinued
0.6429 Remote Similarity NPD8448 Approved
0.6408 Remote Similarity NPD6914 Discontinued
0.6408 Remote Similarity NPD8391 Approved
0.6408 Remote Similarity NPD8390 Approved
0.6408 Remote Similarity NPD8392 Approved
0.6377 Remote Similarity NPD8080 Discontinued
0.6304 Remote Similarity NPD8444 Approved
0.6241 Remote Similarity NPD7601 Clinical (unspecified phase)
0.6241 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6187 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6122 Remote Similarity NPD8415 Approved
0.6081 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6028 Remote Similarity NPD7623 Phase 3
0.6028 Remote Similarity NPD7624 Clinical (unspecified phase)
0.6014 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5862 Remote Similarity NPD7746 Phase 1
0.5862 Remote Similarity NPD8074 Phase 3
0.5862 Remote Similarity NPD7747 Phase 1
0.5845 Remote Similarity NPD7739 Clinical (unspecified phase)
0.5839 Remote Similarity NPD6429 Approved
0.5839 Remote Similarity NPD6430 Approved
0.5822 Remote Similarity NPD8336 Approved
0.5822 Remote Similarity NPD8337 Approved
0.5772 Remote Similarity NPD8338 Approved
0.5769 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5766 Remote Similarity NPD2204 Approved
0.5748 Remote Similarity NPD1446 Phase 3
0.5748 Remote Similarity NPD1447 Phase 3
0.5746 Remote Similarity NPD4211 Phase 1
0.5736 Remote Similarity NPD7839 Suspended
0.5735 Remote Similarity NPD6413 Approved
0.5714 Remote Similarity NPD2258 Approved
0.5714 Remote Similarity NPD8275 Approved
0.5714 Remote Similarity NPD2259 Approved
0.5714 Remote Similarity NPD8276 Approved
0.5693 Remote Similarity NPD6420 Discontinued
0.5686 Remote Similarity NPD6334 Approved
0.5686 Remote Similarity NPD6333 Approved
0.5685 Remote Similarity NPD4816 Clinical (unspecified phase)
0.5685 Remote Similarity NPD8273 Phase 1
0.5664 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5649 Remote Similarity NPD2255 Approved
0.5639 Remote Similarity NPD8082 Approved
0.5639 Remote Similarity NPD7141 Clinical (unspecified phase)
0.5639 Remote Similarity NPD7139 Approved
0.5639 Remote Similarity NPD8139 Approved
0.5639 Remote Similarity NPD8085 Approved
0.5639 Remote Similarity NPD7140 Approved
0.5639 Remote Similarity NPD8083 Approved
0.5639 Remote Similarity NPD8084 Approved
0.5639 Remote Similarity NPD8086 Approved
0.5639 Remote Similarity NPD8138 Approved
0.5635 Remote Similarity NPD3716 Discontinued
0.563 Remote Similarity NPD8393 Approved
0.5625 Remote Similarity NPD5781 Clinical (unspecified phase)
0.562 Remote Similarity NPD8305 Approved
0.562 Remote Similarity NPD6941 Approved
0.562 Remote Similarity NPD8306 Approved
0.5615 Remote Similarity NPD4228 Discovery
0.5608 Remote Similarity NPD6033 Approved

Structure

External Identifiers

PubChem CID   42640473
ChEMBL   CHEMBL562048
ZINC  

Physicochemical Properties

Molecular Weight:  413.20
ALogP:  -1.8231
MLogP:  3
XLogP:  4.61
# Rotatable Bonds:  15
Polar Surface Area:  99.35
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  28

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Similar NPs/Drugs