Natural Product: NPC475191

Natural Product ID:  NPC475191
Common Name:   Praelolide
IUPAC Name:  
Synonyms:   (-)-Junceellin; Praelolide
Molecular Formula:   C28H35ClO12
Standard InCHIKey:  VPXKDKFGKRSWEO-JBTNVLFLSA-N
Standard InCHI:  InChI=1S/C28H35ClO12/c1-11-18(29)22-28(12(2)25(34)40-22)24(39-16(6)33)21-26(7,17(36-13(3)30)8-9-27(21)10-35-27)23(38-15(5)32)20(19(11)41-28)37-14(4)31/h12,17-24H,1,8-10H2,2-7H3/t12-,17-,18-,19-,20-,21+,22-,23-,24-,26-,27-,28-/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1[C@H]2O[C@@]3([C@H]([C@H](C2=C)Cl)OC(=O)[C@@H]3C)[C@H]([C@@H]2[C@]([C@H]1OC(=O)C)(C)[C@H](CC[C@]12OC1)OC(=O)C)OC(=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
NPO3708 Junceella fragilis Species Ellisellidae Eukaryota PMID[10075754]
NPO15994 Dichotella gemmacea Species Ellisellidae Eukaryota South China Sea PMID[22647719]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2351 Cell Line MG-63 Homo sapiens IC50 > 50100 nM PubChem BioAssay data set
NPT81 Cell Line A549 Homo sapiens IC50 > 50100 nM 18491868
NPT19 Organism Escherichia coli Escherichia coli IZ = 18 mm 24467317
NPT1231 Organism Microbotryum violaceum Microbotryum violaceum IZ = 11 mm PubChem BioAssay data set
NPT3534 Organism Xanthomonas campestris Xanthomonas campestris IZ = 15 mm 22584254

  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 NPC475191 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
0.9804 High Similarity NPC470467
0.9709 High Similarity NPC470468
0.8889 High Similarity NPC89018
0.8807 High Similarity NPC88867
0.8807 High Similarity NPC226608
0.8774 High Similarity NPC128210
0.8727 High Similarity NPC470466
0.8611 High Similarity NPC11491
0.8611 High Similarity NPC156248
0.8611 High Similarity NPC140409
0.8532 High Similarity NPC170294
0.8407 Intermediate Similarity NPC476714
0.8276 Intermediate Similarity NPC188222
0.8276 Intermediate Similarity NPC310035
0.8276 Intermediate Similarity NPC282003
0.8205 Intermediate Similarity NPC303006
0.7928 Intermediate Similarity NPC94377
0.7913 Intermediate Similarity NPC329869
0.787 Intermediate Similarity NPC98225
0.7838 Intermediate Similarity NPC475510
0.7838 Intermediate Similarity NPC475587
0.7788 Intermediate Similarity NPC473975
0.7788 Intermediate Similarity NPC474586
0.7788 Intermediate Similarity NPC473843
0.7788 Intermediate Similarity NPC473594
0.7768 Intermediate Similarity NPC473595
0.7768 Intermediate Similarity NPC473939
0.7757 Intermediate Similarity NPC474921
0.7742 Intermediate Similarity NPC470185
0.7719 Intermediate Similarity NPC194619
0.7658 Intermediate Similarity NPC283850
0.7632 Intermediate Similarity NPC281624
0.7586 Intermediate Similarity NPC477126
0.757 Intermediate Similarity NPC56369
0.7568 Intermediate Similarity NPC474166
0.7568 Intermediate Similarity NPC19239
0.7568 Intermediate Similarity NPC61442
0.7568 Intermediate Similarity NPC99510
0.7524 Intermediate Similarity NPC475776
0.7522 Intermediate Similarity NPC216636
0.7521 Intermediate Similarity NPC73314
0.75 Intermediate Similarity NPC473877
0.75 Intermediate Similarity NPC473964
0.7477 Intermediate Similarity NPC471446
0.7477 Intermediate Similarity NPC474841
0.7477 Intermediate Similarity NPC473434
0.7458 Intermediate Similarity NPC477509
0.7458 Intermediate Similarity NPC474333
0.7458 Intermediate Similarity NPC476711
0.7458 Intermediate Similarity NPC476710
0.7455 Intermediate Similarity NPC110897
0.7431 Intermediate Similarity NPC136781
0.7431 Intermediate Similarity NPC473963
0.7411 Intermediate Similarity NPC72842
0.7404 Intermediate Similarity NPC175293
0.7395 Intermediate Similarity NPC476713
0.7395 Intermediate Similarity NPC296822
0.7395 Intermediate Similarity NPC476712
0.7391 Intermediate Similarity NPC42662
0.7387 Intermediate Similarity NPC475958
0.7368 Intermediate Similarity NPC319438
0.7364 Intermediate Similarity NPC152480
0.7364 Intermediate Similarity NPC469986
0.7355 Intermediate Similarity NPC475003
0.7345 Intermediate Similarity NPC477127
0.7339 Intermediate Similarity NPC93245
0.7321 Intermediate Similarity NPC164551
0.7321 Intermediate Similarity NPC183571
0.7315 Intermediate Similarity NPC66581
0.7304 Intermediate Similarity NPC37628
0.7281 Intermediate Similarity NPC470975
0.7281 Intermediate Similarity NPC103088
0.7281 Intermediate Similarity NPC470979
0.7273 Intermediate Similarity NPC474395
0.7273 Intermediate Similarity NPC470186
0.7265 Intermediate Similarity NPC157476
0.7264 Intermediate Similarity NPC77001
0.7264 Intermediate Similarity NPC253618
0.7257 Intermediate Similarity NPC69171
0.7257 Intermediate Similarity NPC474165
0.7248 Intermediate Similarity NPC157686
0.7248 Intermediate Similarity NPC259042
0.7248 Intermediate Similarity NPC217329
0.7241 Intermediate Similarity NPC322912
0.7241 Intermediate Similarity NPC469370
0.7241 Intermediate Similarity NPC475922
0.7232 Intermediate Similarity NPC242666
0.7232 Intermediate Similarity NPC308824
0.7232 Intermediate Similarity NPC111292
0.7217 Intermediate Similarity NPC284732
0.7217 Intermediate Similarity NPC78966
0.7217 Intermediate Similarity NPC180744
0.7213 Intermediate Similarity NPC317635
0.7213 Intermediate Similarity NPC329008
0.72 Intermediate Similarity NPC470973
0.719 Intermediate Similarity NPC473720
0.7184 Intermediate Similarity NPC127917
0.7179 Intermediate Similarity NPC253906
0.7179 Intermediate Similarity NPC115257
0.7179 Intermediate Similarity NPC161816
0.7168 Intermediate Similarity NPC474709
0.7167 Intermediate Similarity NPC270478
0.7157 Intermediate Similarity NPC475951
0.7156 Intermediate Similarity NPC225474
0.7156 Intermediate Similarity NPC469596
0.7156 Intermediate Similarity NPC148000
0.7155 Intermediate Similarity NPC151393
0.7155 Intermediate Similarity NPC472439
0.7155 Intermediate Similarity NPC469916
0.7143 Intermediate Similarity NPC478207
0.7143 Intermediate Similarity NPC477656
0.7131 Intermediate Similarity NPC475520
0.713 Intermediate Similarity NPC122057
0.713 Intermediate Similarity NPC165180
0.7117 Intermediate Similarity NPC100912
0.7115 Intermediate Similarity NPC65133
0.7115 Intermediate Similarity NPC470011
0.7107 Intermediate Similarity NPC469684
0.7105 Intermediate Similarity NPC156681
0.7091 Intermediate Similarity NPC90014
0.7069 Intermediate Similarity NPC143609
0.7069 Intermediate Similarity NPC112780
0.7064 Intermediate Similarity NPC199543
0.7064 Intermediate Similarity NPC147272
0.7059 Intermediate Similarity NPC269530
0.7059 Intermediate Similarity NPC317687
0.7054 Intermediate Similarity NPC264378
0.7054 Intermediate Similarity NPC107806
0.7054 Intermediate Similarity NPC72647
0.7043 Intermediate Similarity NPC146731
0.7034 Intermediate Similarity NPC472215
0.7034 Intermediate Similarity NPC469917
0.7034 Intermediate Similarity NPC472417
0.7034 Intermediate Similarity NPC472214
0.7027 Intermediate Similarity NPC194132
0.7027 Intermediate Similarity NPC228766
0.7027 Intermediate Similarity NPC209297
0.7027 Intermediate Similarity NPC165528
0.7027 Intermediate Similarity NPC284518
0.7027 Intermediate Similarity NPC475380
0.7025 Intermediate Similarity NPC470793
0.7018 Intermediate Similarity NPC475091
0.7009 Intermediate Similarity NPC69713
0.7009 Intermediate Similarity NPC208461
0.7009 Intermediate Similarity NPC289702
0.7009 Intermediate Similarity NPC153587
0.7 Intermediate Similarity NPC140277
0.7 Intermediate Similarity NPC473535
0.7 Intermediate Similarity NPC470120
0.7 Intermediate Similarity NPC476722
0.7 Intermediate Similarity NPC24861
0.6991 Remote Similarity NPC47024
0.6991 Remote Similarity NPC477655
0.6991 Remote Similarity NPC474718
0.6983 Remote Similarity NPC295366
0.6983 Remote Similarity NPC9303
0.6983 Remote Similarity NPC111952
0.6983 Remote Similarity NPC16313
0.6983 Remote Similarity NPC475802
0.6975 Remote Similarity NPC94650
0.6975 Remote Similarity NPC474846
0.6975 Remote Similarity NPC471251
0.6975 Remote Similarity NPC317107
0.6975 Remote Similarity NPC469655
0.6975 Remote Similarity NPC469656
0.6975 Remote Similarity NPC470311
0.6972 Remote Similarity NPC8729
0.6972 Remote Similarity NPC49420
0.6972 Remote Similarity NPC312805
0.6967 Remote Similarity NPC176513
0.6967 Remote Similarity NPC58662
0.6967 Remote Similarity NPC53396
0.6967 Remote Similarity NPC98249
0.6967 Remote Similarity NPC473590
0.6967 Remote Similarity NPC470775
0.6967 Remote Similarity NPC473656
0.6964 Remote Similarity NPC475446
0.6964 Remote Similarity NPC253586
0.6964 Remote Similarity NPC311241
0.696 Remote Similarity NPC470265
0.696 Remote Similarity NPC23786
0.6957 Remote Similarity NPC8196
0.6957 Remote Similarity NPC159533
0.6952 Remote Similarity NPC219011
0.6949 Remote Similarity NPC16657
0.6949 Remote Similarity NPC154906
0.6949 Remote Similarity NPC474243
0.6949 Remote Similarity NPC204652
0.6949 Remote Similarity NPC218853
0.6944 Remote Similarity NPC194642
0.6944 Remote Similarity NPC471342
0.6944 Remote Similarity NPC471222
0.6944 Remote Similarity NPC116620
0.6944 Remote Similarity NPC469866
0.6937 Remote Similarity NPC322188
0.6937 Remote Similarity NPC471786
0.6937 Remote Similarity NPC37603
0.6935 Remote Similarity NPC4548
0.6935 Remote Similarity NPC142882
0.693 Remote Similarity NPC471767

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475191 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
0.7069 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.6891 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6609 Remote Similarity NPD4225 Approved
0.6585 Remote Similarity NPD8133 Approved
0.656 Remote Similarity NPD7115 Discovery
0.6555 Remote Similarity NPD6008 Approved
0.6484 Remote Similarity NPD6921 Approved
0.6446 Remote Similarity NPD6686 Approved
0.6429 Remote Similarity NPD6698 Approved
0.6429 Remote Similarity NPD46 Approved
0.6316 Remote Similarity NPD6033 Approved
0.6273 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6271 Remote Similarity NPD6648 Approved
0.6269 Remote Similarity NPD7319 Approved
0.6231 Remote Similarity NPD5983 Phase 2
0.6231 Remote Similarity NPD8516 Approved
0.6231 Remote Similarity NPD8517 Approved
0.6231 Remote Similarity NPD8515 Approved
0.6231 Remote Similarity NPD8513 Phase 3
0.623 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6228 Remote Similarity NPD8034 Phase 2
0.6228 Remote Similarity NPD8035 Phase 2
0.6218 Remote Similarity NPD5344 Discontinued
0.621 Remote Similarity NPD6371 Approved
0.6195 Remote Similarity NPD1695 Approved
0.6186 Remote Similarity NPD7638 Approved
0.6172 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6167 Remote Similarity NPD3653 Clinical (unspecified phase)
0.6165 Remote Similarity NPD7507 Approved
0.6165 Remote Similarity NPD6336 Discontinued
0.6134 Remote Similarity NPD7640 Approved
0.6134 Remote Similarity NPD7639 Approved
0.6129 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6083 Remote Similarity NPD1700 Approved
0.6077 Remote Similarity NPD7100 Approved
0.6063 Remote Similarity NPD4632 Approved
0.6034 Remote Similarity NPD6399 Phase 3
0.6032 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6031 Remote Similarity NPD6319 Approved
0.6015 Remote Similarity NPD8328 Phase 3
0.6 Remote Similarity NPD7327 Approved
0.6 Remote Similarity NPD6335 Approved
0.6 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6 Remote Similarity NPD7328 Approved
0.6 Remote Similarity NPD8074 Phase 3
0.5983 Remote Similarity NPD5282 Discontinued
0.5983 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5983 Remote Similarity NPD7900 Approved
0.5982 Remote Similarity NPD1694 Approved
0.597 Remote Similarity NPD7492 Approved
0.5954 Remote Similarity NPD7101 Approved
0.5954 Remote Similarity NPD7516 Approved
0.5948 Remote Similarity NPD6411 Approved
0.5932 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5926 Remote Similarity NPD6616 Approved
0.5923 Remote Similarity NPD6009 Approved
0.5909 Remote Similarity NPD6054 Approved
0.5909 Remote Similarity NPD6059 Approved
0.5897 Remote Similarity NPD5779 Approved
0.5897 Remote Similarity NPD5778 Approved
0.5882 Remote Similarity NPD7078 Approved
0.5882 Remote Similarity NPD8293 Discontinued
0.5878 Remote Similarity NPD6314 Approved
0.5878 Remote Similarity NPD6313 Approved
0.5873 Remote Similarity NPD6372 Approved
0.5873 Remote Similarity NPD6373 Approved
0.587 Remote Similarity NPD5956 Approved
0.5865 Remote Similarity NPD8033 Approved
0.5859 Remote Similarity NPD8297 Approved
0.5841 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5839 Remote Similarity NPD7736 Approved
0.5833 Remote Similarity NPD7902 Approved
0.5821 Remote Similarity NPD6370 Approved
0.5812 Remote Similarity NPD7983 Approved
0.5798 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5789 Remote Similarity NPD8377 Approved
0.5789 Remote Similarity NPD8294 Approved
0.5781 Remote Similarity NPD6649 Approved
0.5781 Remote Similarity NPD6650 Approved
0.5776 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5776 Remote Similarity NPD6101 Approved
0.5772 Remote Similarity NPD7632 Discontinued
0.576 Remote Similarity NPD7128 Approved
0.576 Remote Similarity NPD6675 Approved
0.576 Remote Similarity NPD6402 Approved
0.576 Remote Similarity NPD5739 Approved
0.5746 Remote Similarity NPD6016 Approved
0.5746 Remote Similarity NPD6015 Approved
0.5746 Remote Similarity NPD8380 Approved
0.5746 Remote Similarity NPD8296 Approved
0.5746 Remote Similarity NPD8379 Approved
0.5746 Remote Similarity NPD8335 Approved
0.5746 Remote Similarity NPD8378 Approved
0.5726 Remote Similarity NPD7838 Discovery
0.5725 Remote Similarity NPD6868 Approved
0.5714 Remote Similarity NPD7748 Approved
0.5714 Remote Similarity NPD6412 Phase 2
0.5714 Remote Similarity NPD6614 Approved
0.5704 Remote Similarity NPD5988 Approved
0.5678 Remote Similarity NPD7637 Suspended
0.5669 Remote Similarity NPD7320 Approved
0.5669 Remote Similarity NPD6881 Approved
0.5669 Remote Similarity NPD6899 Approved
0.5662 Remote Similarity NPD7604 Phase 2
0.5659 Remote Similarity NPD5215 Approved
0.5656 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5652 Remote Similarity NPD6409 Approved
0.5652 Remote Similarity NPD7146 Approved
0.5652 Remote Similarity NPD6684 Approved
0.5652 Remote Similarity NPD5330 Approved
0.5652 Remote Similarity NPD7521 Approved
0.5652 Remote Similarity NPD7334 Approved
0.563 Remote Similarity NPD7503 Approved
0.5625 Remote Similarity NPD1780 Approved
0.5625 Remote Similarity NPD1779 Approved
0.5615 Remote Similarity NPD6882 Approved
0.5615 Remote Similarity NPD6053 Discontinued
0.5603 Remote Similarity NPD7260 Phase 2
0.5603 Remote Similarity NPD3573 Approved

Structure

External Identifiers

PubChem CID   14264086
ChEMBL   CHEMBL500581
ZINC  

Physicochemical Properties

Molecular Weight:  598.18
ALogP:  0.1214
MLogP:  3.11
XLogP:  1.556
# Rotatable Bonds:  15
Polar Surface Area:  153.26
# H-Bond Aceptor:  12
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  41

Download Data

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