Natural Product: NPC474724

Natural Product ID:  NPC474724
Common Name:   n.a.
IUPAC Name:  
Synonyms:   6Beta-Hydroxyrosenonolactone
Molecular Formula:   C20H28O4
Standard InCHIKey:  LLZLGNRWPHGJGY-VSKBKUQMSA-N
Standard InCHI:  InChI=1S/C20H28O4/c1-5-17(2)9-10-19(4)12(11-17)13(21)14(22)15-18(3)7-6-8-20(15,19)24-16(18)23/h5,12,14-15,22H,1,6-11H2,2-4H3/t12-,14+,15+,17+,18-,19+,20+/m0/s1
Canonical SMILES:  C=C[C@]1(C)CC[C@@]2([C@@H](C1)C(=O)[C@H]([C@H]1[C@@]32CCC[C@@]1(C(=O)O3)C)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
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota PMID[10650079]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT633 Organism Leishmania donovani Leishmania donovani ED50 = 10.3 ug/ml 16038541
NPT633 Organism Leishmania donovani Leishmania donovani ED50 = 37.2 ug/ml 16038541
NPT3104 Organism Leishmania enriettii Leishmania enriettii ED50 > 50 ug/ml 22694318

  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 NPC474724 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
0.8586 High Similarity NPC477051
0.8586 High Similarity NPC477053
0.8586 High Similarity NPC477052
0.8571 High Similarity NPC477653
0.85 High Similarity NPC477054
0.8485 Intermediate Similarity NPC477655
0.8485 Intermediate Similarity NPC477656
0.84 Intermediate Similarity NPC295276
0.8396 Intermediate Similarity NPC474271
0.8384 Intermediate Similarity NPC162459
0.8384 Intermediate Similarity NPC38296
0.8384 Intermediate Similarity NPC20479
0.8384 Intermediate Similarity NPC89099
0.8384 Intermediate Similarity NPC38471
0.8384 Intermediate Similarity NPC28864
0.8384 Intermediate Similarity NPC98837
0.8333 Intermediate Similarity NPC47281
0.8333 Intermediate Similarity NPC29705
0.8333 Intermediate Similarity NPC198054
0.83 Intermediate Similarity NPC293890
0.83 Intermediate Similarity NPC293866
0.8283 Intermediate Similarity NPC10864
0.828 Intermediate Similarity NPC477445
0.8269 Intermediate Similarity NPC208461
0.8269 Intermediate Similarity NPC289702
0.8252 Intermediate Similarity NPC50535
0.8252 Intermediate Similarity NPC28791
0.8229 Intermediate Similarity NPC153853
0.8218 Intermediate Similarity NPC253886
0.8218 Intermediate Similarity NPC46848
0.8218 Intermediate Similarity NPC121218
0.8211 Intermediate Similarity NPC236459
0.8191 Intermediate Similarity NPC248216
0.8182 Intermediate Similarity NPC256227
0.8182 Intermediate Similarity NPC29410
0.8182 Intermediate Similarity NPC200054
0.8182 Intermediate Similarity NPC223169
0.8182 Intermediate Similarity NPC219353
0.8173 Intermediate Similarity NPC176949
0.8173 Intermediate Similarity NPC86852
0.8173 Intermediate Similarity NPC251824
0.8173 Intermediate Similarity NPC201908
0.8155 Intermediate Similarity NPC84928
0.8137 Intermediate Similarity NPC275990
0.8137 Intermediate Similarity NPC170615
0.8131 Intermediate Similarity NPC40608
0.8125 Intermediate Similarity NPC475108
0.8125 Intermediate Similarity NPC194642
0.81 Intermediate Similarity NPC473963
0.81 Intermediate Similarity NPC253586
0.8085 Intermediate Similarity NPC224345
0.8081 Intermediate Similarity NPC259042
0.8081 Intermediate Similarity NPC217329
0.8081 Intermediate Similarity NPC98639
0.8081 Intermediate Similarity NPC157686
0.8077 Intermediate Similarity NPC181357
0.8073 Intermediate Similarity NPC179626
0.8061 Intermediate Similarity NPC147272
0.8058 Intermediate Similarity NPC275583
0.8058 Intermediate Similarity NPC216114
0.8056 Intermediate Similarity NPC49451
0.8041 Intermediate Similarity NPC46758
0.8039 Intermediate Similarity NPC118964
0.802 Intermediate Similarity NPC471038
0.802 Intermediate Similarity NPC119036
0.8 Intermediate Similarity NPC144854
0.8 Intermediate Similarity NPC165528
0.8 Intermediate Similarity NPC284518
0.8 Intermediate Similarity NPC93245
0.8 Intermediate Similarity NPC3316
0.8 Intermediate Similarity NPC228766
0.8 Intermediate Similarity NPC473964
0.8 Intermediate Similarity NPC470387
0.7982 Intermediate Similarity NPC473798
0.7981 Intermediate Similarity NPC98603
0.7981 Intermediate Similarity NPC301787
0.798 Intermediate Similarity NPC148000
0.798 Intermediate Similarity NPC272635
0.798 Intermediate Similarity NPC225474
0.798 Intermediate Similarity NPC469596
0.798 Intermediate Similarity NPC309127
0.798 Intermediate Similarity NPC247877
0.798 Intermediate Similarity NPC169751
0.7979 Intermediate Similarity NPC473299
0.7979 Intermediate Similarity NPC97505
0.7963 Intermediate Similarity NPC474516
0.7961 Intermediate Similarity NPC164551
0.7961 Intermediate Similarity NPC304832
0.7961 Intermediate Similarity NPC88203
0.7961 Intermediate Similarity NPC76866
0.7961 Intermediate Similarity NPC148628
0.7961 Intermediate Similarity NPC246736
0.7961 Intermediate Similarity NPC214946
0.7961 Intermediate Similarity NPC286519
0.7944 Intermediate Similarity NPC100908
0.7941 Intermediate Similarity NPC287676
0.7941 Intermediate Similarity NPC47024
0.7941 Intermediate Similarity NPC108371
0.7938 Intermediate Similarity NPC477440
0.7938 Intermediate Similarity NPC11611
0.7938 Intermediate Similarity NPC477443
0.7928 Intermediate Similarity NPC17772
0.7925 Intermediate Similarity NPC277017
0.7925 Intermediate Similarity NPC154608
0.7925 Intermediate Similarity NPC192813
0.7909 Intermediate Similarity NPC96312
0.7909 Intermediate Similarity NPC40632
0.7909 Intermediate Similarity NPC270478
0.7909 Intermediate Similarity NPC251236
0.7909 Intermediate Similarity NPC207217
0.7909 Intermediate Similarity NPC328374
0.7905 Intermediate Similarity NPC200957
0.7905 Intermediate Similarity NPC37600
0.7905 Intermediate Similarity NPC295366
0.7905 Intermediate Similarity NPC138908
0.7905 Intermediate Similarity NPC222833
0.79 Intermediate Similarity NPC287354
0.79 Intermediate Similarity NPC62407
0.79 Intermediate Similarity NPC470232
0.7885 Intermediate Similarity NPC222153
0.7885 Intermediate Similarity NPC139347
0.7885 Intermediate Similarity NPC87927
0.7885 Intermediate Similarity NPC266
0.7885 Intermediate Similarity NPC469985
0.7879 Intermediate Similarity NPC294263
0.7879 Intermediate Similarity NPC199543
0.7872 Intermediate Similarity NPC15091
0.787 Intermediate Similarity NPC157476
0.7864 Intermediate Similarity NPC242666
0.7864 Intermediate Similarity NPC289148
0.7864 Intermediate Similarity NPC252614
0.7864 Intermediate Similarity NPC52899
0.7864 Intermediate Similarity NPC163963
0.7864 Intermediate Similarity NPC475958
0.7857 Intermediate Similarity NPC477433
0.7857 Intermediate Similarity NPC268958
0.7857 Intermediate Similarity NPC477444
0.7857 Intermediate Similarity NPC477442
0.7857 Intermediate Similarity NPC470777
0.785 Intermediate Similarity NPC141350
0.7849 Intermediate Similarity NPC475743
0.7843 Intermediate Similarity NPC476807
0.7843 Intermediate Similarity NPC191565
0.7843 Intermediate Similarity NPC476806
0.7843 Intermediate Similarity NPC474793
0.7843 Intermediate Similarity NPC78427
0.7843 Intermediate Similarity NPC16911
0.7838 Intermediate Similarity NPC122033
0.7838 Intermediate Similarity NPC287343
0.7838 Intermediate Similarity NPC474654
0.7838 Intermediate Similarity NPC470854
0.7838 Intermediate Similarity NPC97908
0.783 Intermediate Similarity NPC166993
0.783 Intermediate Similarity NPC59530
0.7822 Intermediate Similarity NPC329910
0.7818 Intermediate Similarity NPC45218
0.7818 Intermediate Similarity NPC143268
0.7818 Intermediate Similarity NPC323821
0.7818 Intermediate Similarity NPC299849
0.7818 Intermediate Similarity NPC268238
0.7812 Intermediate Similarity NPC120395
0.781 Intermediate Similarity NPC474558
0.78 Intermediate Similarity NPC470385
0.78 Intermediate Similarity NPC47853
0.78 Intermediate Similarity NPC474841
0.78 Intermediate Similarity NPC475118
0.78 Intermediate Similarity NPC473434
0.78 Intermediate Similarity NPC24861
0.78 Intermediate Similarity NPC470386
0.78 Intermediate Similarity NPC469982
0.78 Intermediate Similarity NPC471446
0.7798 Intermediate Similarity NPC472002
0.7789 Intermediate Similarity NPC477434
0.7788 Intermediate Similarity NPC124544
0.7778 Intermediate Similarity NPC327515
0.7768 Intermediate Similarity NPC470776
0.7767 Intermediate Similarity NPC267921
0.7767 Intermediate Similarity NPC470388
0.7767 Intermediate Similarity NPC94906
0.7767 Intermediate Similarity NPC55503
0.7767 Intermediate Similarity NPC156324
0.7767 Intermediate Similarity NPC472972
0.7757 Intermediate Similarity NPC273155
0.7757 Intermediate Similarity NPC231278
0.7757 Intermediate Similarity NPC112895
0.7757 Intermediate Similarity NPC218123
0.7757 Intermediate Similarity NPC94529
0.7755 Intermediate Similarity NPC67653
0.7755 Intermediate Similarity NPC471459
0.7748 Intermediate Similarity NPC173686
0.7748 Intermediate Similarity NPC213084
0.7748 Intermediate Similarity NPC190185
0.7748 Intermediate Similarity NPC474734
0.7748 Intermediate Similarity NPC16081
0.7745 Intermediate Similarity NPC190080
0.7745 Intermediate Similarity NPC476878
0.7745 Intermediate Similarity NPC111348
0.7745 Intermediate Similarity NPC111187
0.7745 Intermediate Similarity NPC136781
0.7745 Intermediate Similarity NPC476879

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474724 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
0.8269 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7664 Intermediate Similarity NPD5697 Approved
0.7593 Intermediate Similarity NPD6881 Approved
0.7593 Intermediate Similarity NPD6899 Approved
0.757 Intermediate Similarity NPD7128 Approved
0.757 Intermediate Similarity NPD6675 Approved
0.757 Intermediate Similarity NPD5739 Approved
0.757 Intermediate Similarity NPD6402 Approved
0.7545 Intermediate Similarity NPD6649 Approved
0.7545 Intermediate Similarity NPD6650 Approved
0.7523 Intermediate Similarity NPD6372 Approved
0.7523 Intermediate Similarity NPD6013 Approved
0.7523 Intermediate Similarity NPD6373 Approved
0.7523 Intermediate Similarity NPD6012 Approved
0.7523 Intermediate Similarity NPD6014 Approved
0.75 Intermediate Similarity NPD5701 Approved
0.7455 Intermediate Similarity NPD6883 Approved
0.7455 Intermediate Similarity NPD7102 Approved
0.7455 Intermediate Similarity NPD7290 Approved
0.7431 Intermediate Similarity NPD6011 Approved
0.7431 Intermediate Similarity NPD7320 Approved
0.7426 Intermediate Similarity NPD8034 Phase 2
0.7426 Intermediate Similarity NPD8035 Phase 2
0.7414 Intermediate Similarity NPD6921 Approved
0.7411 Intermediate Similarity NPD4632 Approved
0.7387 Intermediate Similarity NPD6617 Approved
0.7387 Intermediate Similarity NPD8130 Phase 1
0.7387 Intermediate Similarity NPD6869 Approved
0.7387 Intermediate Similarity NPD6847 Approved
0.7333 Intermediate Similarity NPD5696 Approved
0.7328 Intermediate Similarity NPD6319 Approved
0.7321 Intermediate Similarity NPD8297 Approved
0.7321 Intermediate Similarity NPD6882 Approved
0.7264 Intermediate Similarity NPD5286 Approved
0.7264 Intermediate Similarity NPD5285 Approved
0.7264 Intermediate Similarity NPD4696 Approved
0.7248 Intermediate Similarity NPD6008 Approved
0.7238 Intermediate Similarity NPD7902 Approved
0.7238 Intermediate Similarity NPD4755 Approved
0.7227 Intermediate Similarity NPD7492 Approved
0.7217 Intermediate Similarity NPD6009 Approved
0.719 Intermediate Similarity NPD7736 Approved
0.7184 Intermediate Similarity NPD6399 Phase 3
0.7179 Intermediate Similarity NPD6054 Approved
0.7172 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD7638 Approved
0.7167 Intermediate Similarity NPD6616 Approved
0.7158 Intermediate Similarity NPD6118 Approved
0.7158 Intermediate Similarity NPD6115 Approved
0.7158 Intermediate Similarity NPD6114 Approved
0.7158 Intermediate Similarity NPD6697 Approved
0.713 Intermediate Similarity NPD5225 Approved
0.713 Intermediate Similarity NPD5224 Approved
0.713 Intermediate Similarity NPD5226 Approved
0.713 Intermediate Similarity NPD5211 Phase 2
0.713 Intermediate Similarity NPD4633 Approved
0.7119 Intermediate Similarity NPD5983 Phase 2
0.7119 Intermediate Similarity NPD6015 Approved
0.7119 Intermediate Similarity NPD6016 Approved
0.7115 Intermediate Similarity NPD7748 Approved
0.7107 Intermediate Similarity NPD7078 Approved
0.7103 Intermediate Similarity NPD7639 Approved
0.7103 Intermediate Similarity NPD4700 Approved
0.7103 Intermediate Similarity NPD7640 Approved
0.7087 Intermediate Similarity NPD7515 Phase 2
0.708 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD6083 Phase 2
0.7075 Intermediate Similarity NPD6084 Phase 2
0.7064 Intermediate Similarity NPD5175 Approved
0.7064 Intermediate Similarity NPD5174 Approved
0.7059 Intermediate Similarity NPD6370 Approved
0.7059 Intermediate Similarity NPD5988 Approved
0.7054 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD6116 Phase 1
0.7048 Intermediate Similarity NPD4629 Approved
0.7048 Intermediate Similarity NPD5210 Approved
0.7037 Intermediate Similarity NPD5223 Approved
0.7034 Intermediate Similarity NPD6059 Approved
0.7021 Intermediate Similarity NPD3703 Phase 2
0.7 Intermediate Similarity NPD7604 Phase 2
0.7 Intermediate Similarity NPD5141 Approved
0.7 Intermediate Similarity NPD8328 Phase 3
0.6991 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6991 Remote Similarity NPD4634 Approved
0.6983 Remote Similarity NPD6274 Approved
0.6981 Remote Similarity NPD5221 Approved
0.6981 Remote Similarity NPD5222 Approved
0.6981 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6981 Remote Similarity NPD4697 Phase 3
0.6975 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6967 Remote Similarity NPD8293 Discontinued
0.6952 Remote Similarity NPD7900 Approved
0.6952 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6949 Remote Similarity NPD7100 Approved
0.6949 Remote Similarity NPD7101 Approved
0.6947 Remote Similarity NPD6117 Approved
0.6931 Remote Similarity NPD3618 Phase 1
0.6923 Remote Similarity NPD6317 Approved
0.6923 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6916 Remote Similarity NPD5173 Approved
0.6903 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6887 Remote Similarity NPD5695 Phase 3
0.6885 Remote Similarity NPD6336 Discontinued
0.6864 Remote Similarity NPD6314 Approved
0.6864 Remote Similarity NPD6313 Approved
0.6864 Remote Similarity NPD6335 Approved
0.6814 Remote Similarity NPD4730 Approved
0.6814 Remote Similarity NPD4729 Approved
0.681 Remote Similarity NPD8133 Approved
0.6792 Remote Similarity NPD5282 Discontinued
0.6786 Remote Similarity NPD4767 Approved
0.6786 Remote Similarity NPD4768 Approved
0.6762 Remote Similarity NPD6079 Approved
0.6757 Remote Similarity NPD4754 Approved
0.6737 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6731 Remote Similarity NPD4753 Phase 2
0.6731 Remote Similarity NPD5328 Approved
0.6727 Remote Similarity NPD1700 Approved
0.6726 Remote Similarity NPD5954 Clinical (unspecified phase)
0.67 Remote Similarity NPD3667 Approved
0.6699 Remote Similarity NPD3573 Approved
0.6698 Remote Similarity NPD4202 Approved
0.6696 Remote Similarity NPD5248 Approved
0.6696 Remote Similarity NPD5247 Approved
0.6696 Remote Similarity NPD5250 Approved
0.6696 Remote Similarity NPD5251 Approved
0.6696 Remote Similarity NPD5249 Phase 3
0.6695 Remote Similarity NPD6868 Approved
0.6694 Remote Similarity NPD6908 Approved
0.6694 Remote Similarity NPD6909 Approved
0.6667 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7632 Discontinued
0.6667 Remote Similarity NPD5128 Approved
0.6639 Remote Similarity NPD7115 Discovery
0.6638 Remote Similarity NPD5215 Approved
0.6638 Remote Similarity NPD5216 Approved
0.6638 Remote Similarity NPD5217 Approved
0.6635 Remote Similarity NPD6672 Approved
0.6635 Remote Similarity NPD5737 Approved
0.6613 Remote Similarity NPD7507 Approved
0.6604 Remote Similarity NPD6411 Approved
0.6587 Remote Similarity NPD7319 Approved
0.6579 Remote Similarity NPD6412 Phase 2
0.6574 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6569 Remote Similarity NPD4786 Approved
0.6552 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6552 Remote Similarity NPD5135 Approved
0.6552 Remote Similarity NPD5169 Approved
0.6545 Remote Similarity NPD4225 Approved
0.6526 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6526 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6526 Remote Similarity NPD6081 Approved
0.6522 Remote Similarity NPD6686 Approved
0.6508 Remote Similarity NPD6033 Approved
0.6505 Remote Similarity NPD1694 Approved
0.65 Remote Similarity NPD7525 Registered
0.6496 Remote Similarity NPD5127 Approved
0.6495 Remote Similarity NPD3702 Approved
0.6476 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6471 Remote Similarity NPD4788 Approved
0.6449 Remote Similarity NPD5281 Approved
0.6449 Remote Similarity NPD5284 Approved
0.6442 Remote Similarity NPD7334 Approved
0.6442 Remote Similarity NPD7521 Approved
0.6442 Remote Similarity NPD6409 Approved
0.6442 Remote Similarity NPD6098 Approved
0.6442 Remote Similarity NPD7146 Approved
0.6442 Remote Similarity NPD6684 Approved
0.6442 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6442 Remote Similarity NPD5330 Approved
0.6421 Remote Similarity NPD4789 Approved
0.6415 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6415 Remote Similarity NPD6673 Approved
0.6415 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6415 Remote Similarity NPD6904 Approved
0.6415 Remote Similarity NPD6080 Approved
0.6415 Remote Similarity NPD6101 Approved
0.6408 Remote Similarity NPD3665 Phase 1
0.6408 Remote Similarity NPD3133 Approved
0.6408 Remote Similarity NPD3666 Approved
0.6404 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6389 Remote Similarity NPD5779 Approved
0.6389 Remote Similarity NPD5778 Approved
0.6379 Remote Similarity NPD5168 Approved
0.6373 Remote Similarity NPD6435 Approved
0.6354 Remote Similarity NPD5777 Approved
0.6344 Remote Similarity NPD4224 Phase 2
0.6333 Remote Similarity NPD5167 Approved
0.633 Remote Similarity NPD6001 Approved
0.6321 Remote Similarity NPD6903 Approved
0.6316 Remote Similarity NPD3698 Phase 2
0.6311 Remote Similarity NPD7328 Approved
0.6311 Remote Similarity NPD7327 Approved
0.6296 Remote Similarity NPD5694 Approved
0.6296 Remote Similarity NPD5693 Phase 1
0.6296 Remote Similarity NPD7637 Suspended
0.6286 Remote Similarity NPD5279 Phase 3
0.6273 Remote Similarity NPD1698 Clinical (unspecified phase)
0.626 Remote Similarity NPD7516 Approved

Structure

External Identifiers

PubChem CID   44575189
ChEMBL   CHEMBL480473
ZINC  

Physicochemical Properties

Molecular Weight:  332.20
ALogP:  0.5639
MLogP:  3.22
XLogP:  3.409
# Rotatable Bonds:  5
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  24

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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