Natural Product: NPC472272

Natural Product ID:  NPC472272
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C20H32O5
Standard InCHIKey:  DJQLZKDZWLXHRN-IZFMTULVSA-N
Standard InCHI:  InChI=1S/C20H32O5/c1-17-6-3-7-18(2,16(23)24)14(17)8-15(22)19-9-12(4-5-13(17)19)20(25,10-19)11-21/h12-15,21-22,25H,3-11H2,1-2H3,(H,23,24)/t12-,13+,14+,15+,17+,18-,19-,20+/m1/s1
Canonical SMILES:  OC[C@@]1(O)C[C@@]23C[C@H]1CC[C@H]3[C@]1([C@H](C[C@@H]2O)[C@@](C)(CCC1)C(=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
NPO6333 Annona glabra Species Annonaceae Eukaryota fruits PMID[25499882]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 90 % 15808482
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 390 nM 16202590

  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 NPC472272 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
0.9277 High Similarity NPC476727
0.9277 High Similarity NPC476726
0.9259 High Similarity NPC121121
0.9 High Similarity NPC224802
0.9 High Similarity NPC324700
0.9 High Similarity NPC34046
0.9 High Similarity NPC80089
0.9 High Similarity NPC171426
0.8953 High Similarity NPC24705
0.8953 High Similarity NPC56962
0.8902 High Similarity NPC12933
0.8889 High Similarity NPC80891
0.8889 High Similarity NPC201276
0.8889 High Similarity NPC320144
0.8875 High Similarity NPC180199
0.8875 High Similarity NPC207010
0.8875 High Similarity NPC477919
0.8875 High Similarity NPC317913
0.8851 High Similarity NPC77756
0.8795 High Similarity NPC317066
0.878 High Similarity NPC477851
0.878 High Similarity NPC470609
0.8765 High Similarity NPC476732
0.8765 High Similarity NPC199965
0.8765 High Similarity NPC185465
0.8764 High Similarity NPC470424
0.875 High Similarity NPC4209
0.875 High Similarity NPC52756
0.8721 High Similarity NPC263802
0.869 High Similarity NPC327451
0.8675 High Similarity NPC469745
0.8652 High Similarity NPC476189
0.8625 High Similarity NPC212733
0.8605 High Similarity NPC302111
0.8605 High Similarity NPC80700
0.8588 High Similarity NPC50438
0.8571 High Similarity NPC116683
0.8571 High Similarity NPC268040
0.8556 High Similarity NPC470423
0.8537 High Similarity NPC471045
0.8506 High Similarity NPC239938
0.85 High Similarity NPC167702
0.85 High Similarity NPC280026
0.8488 Intermediate Similarity NPC266651
0.8478 Intermediate Similarity NPC471241
0.8452 Intermediate Similarity NPC476071
0.8434 Intermediate Similarity NPC476176
0.8415 Intermediate Similarity NPC298168
0.8415 Intermediate Similarity NPC143133
0.8395 Intermediate Similarity NPC317242
0.8395 Intermediate Similarity NPC159789
0.8375 Intermediate Similarity NPC470610
0.8375 Intermediate Similarity NPC153719
0.8372 Intermediate Similarity NPC473336
0.8372 Intermediate Similarity NPC471044
0.837 Intermediate Similarity NPC476728
0.8353 Intermediate Similarity NPC61107
0.8353 Intermediate Similarity NPC154043
0.8353 Intermediate Similarity NPC202688
0.8353 Intermediate Similarity NPC60018
0.8353 Intermediate Similarity NPC477935
0.8353 Intermediate Similarity NPC289486
0.8353 Intermediate Similarity NPC30583
0.8333 Intermediate Similarity NPC472853
0.8333 Intermediate Similarity NPC100078
0.8316 Intermediate Similarity NPC244969
0.8316 Intermediate Similarity NPC213528
0.8295 Intermediate Similarity NPC202937
0.8293 Intermediate Similarity NPC472487
0.8293 Intermediate Similarity NPC472486
0.8293 Intermediate Similarity NPC163597
0.828 Intermediate Similarity NPC472273
0.8272 Intermediate Similarity NPC48795
0.8272 Intermediate Similarity NPC472854
0.8261 Intermediate Similarity NPC470031
0.8256 Intermediate Similarity NPC477285
0.8256 Intermediate Similarity NPC111582
0.8256 Intermediate Similarity NPC259173
0.8247 Intermediate Similarity NPC166079
0.8242 Intermediate Similarity NPC291373
0.8235 Intermediate Similarity NPC58631
0.8222 Intermediate Similarity NPC185529
0.8222 Intermediate Similarity NPC472146
0.8214 Intermediate Similarity NPC472310
0.8193 Intermediate Similarity NPC128951
0.8193 Intermediate Similarity NPC475031
0.8193 Intermediate Similarity NPC185915
0.8193 Intermediate Similarity NPC221420
0.8193 Intermediate Similarity NPC171658
0.8193 Intermediate Similarity NPC477227
0.8193 Intermediate Similarity NPC105208
0.8193 Intermediate Similarity NPC192046
0.8193 Intermediate Similarity NPC302578
0.8172 Intermediate Similarity NPC234564
0.8171 Intermediate Similarity NPC21220
0.8171 Intermediate Similarity NPC27349
0.8171 Intermediate Similarity NPC24014
0.8171 Intermediate Similarity NPC125767
0.8161 Intermediate Similarity NPC291310
0.8152 Intermediate Similarity NPC477495
0.8152 Intermediate Similarity NPC277399
0.8148 Intermediate Similarity NPC232112
0.814 Intermediate Similarity NPC477936
0.814 Intermediate Similarity NPC477286
0.814 Intermediate Similarity NPC286719
0.814 Intermediate Similarity NPC311642
0.814 Intermediate Similarity NPC100366
0.814 Intermediate Similarity NPC242771
0.814 Intermediate Similarity NPC164289
0.8125 Intermediate Similarity NPC251201
0.8125 Intermediate Similarity NPC470172
0.8125 Intermediate Similarity NPC232925
0.8125 Intermediate Similarity NPC63588
0.8118 Intermediate Similarity NPC261616
0.8095 Intermediate Similarity NPC18857
0.8095 Intermediate Similarity NPC329117
0.8095 Intermediate Similarity NPC67657
0.8072 Intermediate Similarity NPC5767
0.8072 Intermediate Similarity NPC475742
0.8068 Intermediate Similarity NPC131350
0.8065 Intermediate Similarity NPC287354
0.8065 Intermediate Similarity NPC305808
0.8065 Intermediate Similarity NPC215570
0.8065 Intermediate Similarity NPC62407
0.8061 Intermediate Similarity NPC306776
0.8049 Intermediate Similarity NPC304499
0.8043 Intermediate Similarity NPC472231
0.8043 Intermediate Similarity NPC472232
0.8043 Intermediate Similarity NPC244356
0.8043 Intermediate Similarity NPC161035
0.8043 Intermediate Similarity NPC224060
0.8041 Intermediate Similarity NPC471253
0.8041 Intermediate Similarity NPC473406
0.8025 Intermediate Similarity NPC156277
0.8025 Intermediate Similarity NPC151018
0.8025 Intermediate Similarity NPC320549
0.8025 Intermediate Similarity NPC58057
0.8023 Intermediate Similarity NPC73515
0.8023 Intermediate Similarity NPC190940
0.8022 Intermediate Similarity NPC476296
0.8022 Intermediate Similarity NPC475056
0.8 Intermediate Similarity NPC476379
0.8 Intermediate Similarity NPC476734
0.8 Intermediate Similarity NPC252032
0.8 Intermediate Similarity NPC476435
0.8 Intermediate Similarity NPC220379
0.8 Intermediate Similarity NPC469941
0.8 Intermediate Similarity NPC287452
0.8 Intermediate Similarity NPC477854
0.8 Intermediate Similarity NPC477820
0.8 Intermediate Similarity NPC196197
0.8 Intermediate Similarity NPC66407
0.8 Intermediate Similarity NPC319671
0.7979 Intermediate Similarity NPC477853
0.7978 Intermediate Similarity NPC155531
0.7978 Intermediate Similarity NPC215968
0.7978 Intermediate Similarity NPC474448
0.7976 Intermediate Similarity NPC264602
0.7976 Intermediate Similarity NPC474404
0.7976 Intermediate Similarity NPC23884
0.7976 Intermediate Similarity NPC212453
0.7959 Intermediate Similarity NPC327093
0.7955 Intermediate Similarity NPC219535
0.7955 Intermediate Similarity NPC477434
0.7955 Intermediate Similarity NPC473299
0.7955 Intermediate Similarity NPC237938
0.7952 Intermediate Similarity NPC174964
0.7952 Intermediate Similarity NPC243027
0.7952 Intermediate Similarity NPC273366
0.7952 Intermediate Similarity NPC195155
0.7952 Intermediate Similarity NPC196136
0.7952 Intermediate Similarity NPC155441
0.7952 Intermediate Similarity NPC472311
0.7952 Intermediate Similarity NPC158208
0.7952 Intermediate Similarity NPC97534
0.7935 Intermediate Similarity NPC473066
0.7931 Intermediate Similarity NPC328007
0.7931 Intermediate Similarity NPC102156
0.7931 Intermediate Similarity NPC148740
0.7927 Intermediate Similarity NPC310766
0.7917 Intermediate Similarity NPC108371
0.7912 Intermediate Similarity NPC220498
0.7912 Intermediate Similarity NPC61688
0.7912 Intermediate Similarity NPC200580
0.7912 Intermediate Similarity NPC471459
0.7912 Intermediate Similarity NPC67653
0.7907 Intermediate Similarity NPC474714
0.7901 Intermediate Similarity NPC477929
0.7895 Intermediate Similarity NPC170978
0.7889 Intermediate Similarity NPC5943
0.7889 Intermediate Similarity NPC470920
0.7882 Intermediate Similarity NPC472608
0.7872 Intermediate Similarity NPC98639
0.7872 Intermediate Similarity NPC263135
0.7872 Intermediate Similarity NPC48330
0.7872 Intermediate Similarity NPC288906
0.7865 Intermediate Similarity NPC473350
0.7857 Intermediate Similarity NPC471046
0.7849 Intermediate Similarity NPC256104
0.7849 Intermediate Similarity NPC182740

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC472272 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
0.9 High Similarity NPD6115 Approved
0.9 High Similarity NPD6114 Approved
0.9 High Similarity NPD6118 Approved
0.9 High Similarity NPD6697 Approved
0.8875 High Similarity NPD6116 Phase 1
0.875 High Similarity NPD6117 Approved
0.85 High Similarity NPD6113 Clinical (unspecified phase)
0.8395 Intermediate Similarity NPD3703 Phase 2
0.8025 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.8025 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7952 Intermediate Similarity NPD3702 Approved
0.7901 Intermediate Similarity NPD4244 Approved
0.7901 Intermediate Similarity NPD4245 Approved
0.7778 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD3698 Phase 2
0.7778 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD5360 Phase 3
0.76 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD6081 Approved
0.759 Intermediate Similarity NPD5777 Approved
0.747 Intermediate Similarity NPD4789 Approved
0.7407 Intermediate Similarity NPD4224 Phase 2
0.7368 Intermediate Similarity NPD8034 Phase 2
0.7368 Intermediate Similarity NPD8035 Phase 2
0.7358 Intermediate Similarity NPD4632 Approved
0.7353 Intermediate Similarity NPD6675 Approved
0.7353 Intermediate Similarity NPD6402 Approved
0.7353 Intermediate Similarity NPD7128 Approved
0.7353 Intermediate Similarity NPD5739 Approved
0.7284 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD4787 Phase 1
0.7212 Intermediate Similarity NPD6899 Approved
0.7212 Intermediate Similarity NPD6881 Approved
0.7212 Intermediate Similarity NPD7320 Approved
0.72 Intermediate Similarity NPD8418 Phase 2
0.7176 Intermediate Similarity NPD4758 Discontinued
0.7172 Intermediate Similarity NPD4755 Approved
0.7143 Intermediate Similarity NPD6373 Approved
0.7143 Intermediate Similarity NPD6372 Approved
0.7129 Intermediate Similarity NPD1700 Approved
0.7115 Intermediate Similarity NPD5701 Approved
0.7115 Intermediate Similarity NPD5697 Approved
0.7111 Intermediate Similarity NPD6928 Phase 2
0.7103 Intermediate Similarity NPD8297 Approved
0.7079 Intermediate Similarity NPD3671 Phase 1
0.7079 Intermediate Similarity NPD5364 Discontinued
0.7075 Intermediate Similarity NPD4634 Approved
0.7075 Intermediate Similarity NPD7102 Approved
0.7075 Intermediate Similarity NPD6883 Approved
0.7075 Intermediate Similarity NPD7290 Approved
0.7065 Intermediate Similarity NPD4788 Approved
0.7048 Intermediate Similarity NPD6011 Approved
0.703 Intermediate Similarity NPD5286 Approved
0.703 Intermediate Similarity NPD4696 Approved
0.703 Intermediate Similarity NPD4700 Approved
0.703 Intermediate Similarity NPD5285 Approved
0.7009 Intermediate Similarity NPD6869 Approved
0.7009 Intermediate Similarity NPD6650 Approved
0.7009 Intermediate Similarity NPD6617 Approved
0.7009 Intermediate Similarity NPD8130 Phase 1
0.7009 Intermediate Similarity NPD6847 Approved
0.7009 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD6649 Approved
0.7 Intermediate Similarity NPD6009 Approved
0.6981 Remote Similarity NPD6012 Approved
0.6981 Remote Similarity NPD6014 Approved
0.6981 Remote Similarity NPD6013 Approved
0.6979 Remote Similarity NPD5328 Approved
0.6964 Remote Similarity NPD6319 Approved
0.6961 Remote Similarity NPD5223 Approved
0.6957 Remote Similarity NPD7507 Approved
0.6944 Remote Similarity NPD6882 Approved
0.6939 Remote Similarity NPD4202 Approved
0.6931 Remote Similarity NPD7638 Approved
0.6893 Remote Similarity NPD5226 Approved
0.6893 Remote Similarity NPD5211 Phase 2
0.6893 Remote Similarity NPD5225 Approved
0.6893 Remote Similarity NPD4633 Approved
0.6893 Remote Similarity NPD5224 Approved
0.6887 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6881 Remote Similarity NPD8133 Approved
0.6875 Remote Similarity NPD3198 Approved
0.6863 Remote Similarity NPD7639 Approved
0.6863 Remote Similarity NPD7640 Approved
0.6857 Remote Similarity NPD6008 Approved
0.6837 Remote Similarity NPD6079 Approved
0.6827 Remote Similarity NPD4754 Approved
0.6827 Remote Similarity NPD5174 Approved
0.6827 Remote Similarity NPD5175 Approved
0.6783 Remote Similarity NPD7604 Phase 2
0.678 Remote Similarity NPD7319 Approved
0.6768 Remote Similarity NPD6399 Phase 3
0.6768 Remote Similarity NPD8171 Discontinued
0.6762 Remote Similarity NPD5141 Approved
0.6754 Remote Similarity NPD5983 Phase 2
0.6739 Remote Similarity NPD7525 Registered
0.6731 Remote Similarity NPD7632 Discontinued
0.6724 Remote Similarity NPD7492 Approved
0.6698 Remote Similarity NPD4767 Approved
0.6698 Remote Similarity NPD4768 Approved
0.6695 Remote Similarity NPD7736 Approved
0.6667 Remote Similarity NPD6059 Approved
0.6667 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD6336 Discontinued
0.6667 Remote Similarity NPD6054 Approved
0.6667 Remote Similarity NPD7515 Phase 2
0.6637 Remote Similarity NPD6335 Approved
0.6632 Remote Similarity NPD4786 Approved
0.661 Remote Similarity NPD8293 Discontinued
0.661 Remote Similarity NPD7078 Approved
0.6607 Remote Similarity NPD6940 Discontinued
0.6607 Remote Similarity NPD6274 Approved
0.6579 Remote Similarity NPD7100 Approved
0.6579 Remote Similarity NPD7101 Approved
0.6574 Remote Similarity NPD4730 Approved
0.6574 Remote Similarity NPD5128 Approved
0.6574 Remote Similarity NPD4729 Approved
0.6569 Remote Similarity NPD5222 Approved
0.6569 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6569 Remote Similarity NPD4697 Phase 3
0.6569 Remote Similarity NPD5221 Approved
0.6552 Remote Similarity NPD6370 Approved
0.6549 Remote Similarity NPD6317 Approved
0.6548 Remote Similarity NPD7909 Approved
0.6514 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6505 Remote Similarity NPD5173 Approved
0.6495 Remote Similarity NPD3618 Phase 1
0.6491 Remote Similarity NPD6314 Approved
0.6491 Remote Similarity NPD6313 Approved
0.6481 Remote Similarity NPD6412 Phase 2
0.6466 Remote Similarity NPD6016 Approved
0.6466 Remote Similarity NPD6908 Approved
0.6466 Remote Similarity NPD6015 Approved
0.6466 Remote Similarity NPD6909 Approved
0.6465 Remote Similarity NPD4753 Phase 2
0.6458 Remote Similarity NPD3666 Approved
0.6458 Remote Similarity NPD3133 Approved
0.6458 Remote Similarity NPD3665 Phase 1
0.6455 Remote Similarity NPD5135 Approved
0.6455 Remote Similarity NPD5248 Approved
0.6455 Remote Similarity NPD5249 Phase 3
0.6455 Remote Similarity NPD5250 Approved
0.6455 Remote Similarity NPD5247 Approved
0.6455 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6455 Remote Similarity NPD5251 Approved
0.6455 Remote Similarity NPD5169 Approved
0.6429 Remote Similarity NPD8298 Phase 2
0.6421 Remote Similarity NPD3667 Approved
0.641 Remote Similarity NPD5988 Approved
0.6404 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6396 Remote Similarity NPD5127 Approved
0.6396 Remote Similarity NPD5216 Approved
0.6396 Remote Similarity NPD5215 Approved
0.6396 Remote Similarity NPD5217 Approved
0.6373 Remote Similarity NPD7748 Approved
0.6364 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6348 Remote Similarity NPD7327 Approved
0.6348 Remote Similarity NPD7328 Approved
0.6346 Remote Similarity NPD7902 Approved
0.6344 Remote Similarity NPD4802 Phase 2
0.6344 Remote Similarity NPD4238 Approved
0.6337 Remote Similarity NPD5284 Approved
0.6337 Remote Similarity NPD5281 Approved
0.6327 Remote Similarity NPD5330 Approved
0.6327 Remote Similarity NPD7334 Approved
0.6327 Remote Similarity NPD6409 Approved
0.6327 Remote Similarity NPD7521 Approved
0.6327 Remote Similarity NPD7146 Approved
0.6327 Remote Similarity NPD6684 Approved
0.6325 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6316 Remote Similarity NPD1780 Approved
0.6316 Remote Similarity NPD1779 Approved
0.6311 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6311 Remote Similarity NPD5695 Phase 3
0.6293 Remote Similarity NPD7516 Approved
0.6286 Remote Similarity NPD5696 Approved
0.6281 Remote Similarity NPD6033 Approved
0.6261 Remote Similarity NPD7115 Discovery
0.625 Remote Similarity NPD4221 Approved
0.625 Remote Similarity NPD3729 Clinical (unspecified phase)
0.625 Remote Similarity NPD4223 Phase 3
0.6239 Remote Similarity NPD8294 Approved
0.6239 Remote Similarity NPD8377 Approved
0.6228 Remote Similarity NPD5167 Approved
0.6224 Remote Similarity NPD5329 Approved
0.6211 Remote Similarity NPD5368 Approved
0.62 Remote Similarity NPD6903 Approved
0.6195 Remote Similarity NPD6053 Discontinued
0.6186 Remote Similarity NPD3669 Approved
0.6186 Remote Similarity NPD8296 Approved
0.6186 Remote Similarity NPD6921 Approved
0.6186 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6186 Remote Similarity NPD8335 Approved
0.6186 Remote Similarity NPD8379 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL3357409
ZINC  

Physicochemical Properties

Molecular Weight:  352.22
ALogP:  -1.0917
MLogP:  3.11
XLogP:  2.368
# Rotatable Bonds:  8
Polar Surface Area:  97.99
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  25

Download Data

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