Natural Product: NPC471635

Natural Product ID:  NPC471635
Common Name:   Isoprosopilosine Dihydrochloride
IUPAC Name:   (2R,3S,6R)-6-[10-[(8R,8aS)-6-[10-[(2S,5R,6R)-5-hydroxy-6-methylpiperidin-2-yl]decyl]-1,2,3,5,8,8a-hexahydroindolizin-8-yl]decyl]-2-methylpiperidin-3-ol;dihydrochloride
Synonyms:  
Molecular Formula:   C40H75N3O2.2ClH
Standard InCHIKey:  MEZORUBSKPDZIK-CSTZBOEUSA-N
Standard InCHI:  InChI=1S/C40H75N3O2.2ClH/c1-32-39(44)27-25-36(41-32)22-17-13-9-5-3-7-11-15-20-34-30-35(38-24-19-29-43(38)31-34)21-16-12-8-4-6-10-14-18-23-37-26-28-40(45)33(2)42-37;;/h30,32-33,35-42,44-45H,3-29,31H2,1-2H3;2*1H/t32-,33-,35-,36+,37-,38+,39-,40+;;/m1../s1
Canonical SMILES:  O[C@@H]1CC[C@@H](N[C@@H]1C)CCCCCCCCCCC1=C[C@H]([C@H]2N(C1)CCC2)CCCCCCCCCC[C@@H]1CC[C@@H]([C@H](N1)C)O.Cl.Cl
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
NPO24830.1 Prosopis glandulosa Under-species NA NA PMID[19105653]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT87 Organism Aspergillus fumigatus Aspergillus fumigatus MIC = 10 ug/ml 24697496
NPT2 Others Unspecified Ratio IC50 > 16.4 18293903
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MBC = 5 ug/ml 15217273
NPT633 Organism Leishmania donovani Leishmania donovani IC50 = 0.7 ug/ml 24900715
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.29 ug/ml 26443549
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 5 ug/ml 20598535
NPT20 Organism Candida albicans Candida albicans IC50 = 7.5 ug/ml 12502331
NPT85 Organism Filobasidiella neoformans Cryptococcus neoformans MIC = 1.25 ug/ml 10.6019/CHEMBL1201861
NPT86 Organism Mycobacterium intracellulare Mycobacterium intracellulare IC50 = 10 ug/ml 17470649
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IC50 = 3 ug/ml 1686898
NPT20 Organism Candida albicans Candida albicans MIC = 10 ug/ml 21130542
NPT85 Organism Filobasidiella neoformans Cryptococcus neoformans IC50 = 0.85 ug/ml PubChem BioAssay data set
NPT85 Organism Filobasidiella neoformans Cryptococcus neoformans MFC = 2.5 ug/ml 20190787
NPT2 Others Unspecified Ratio IC50 > 12.5 11495593
NPT20 Organism Candida albicans Candida albicans MFC = 10 ug/ml 20684562
NPT87 Organism Aspergillus fumigatus Aspergillus fumigatus IC50 = 6.5 ug/ml 19634889
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.38 ug/ml 19785389
NPT633 Organism Leishmania donovani Leishmania donovani IC90 = 1.2 ug/ml DrugMatrix in vitro pharmacology data

  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 NPC471635 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
1.0 High Similarity NPC476261
1.0 High Similarity NPC25033
1.0 High Similarity NPC119225
1.0 High Similarity NPC470382
0.7282 Intermediate Similarity NPC91036
0.717 Intermediate Similarity NPC176012
0.7115 Intermediate Similarity NPC474164
0.7075 Intermediate Similarity NPC100810
0.7075 Intermediate Similarity NPC144714
0.7053 Intermediate Similarity NPC476560
0.7033 Intermediate Similarity NPC26932
0.7021 Intermediate Similarity NPC473971
0.7021 Intermediate Similarity NPC475363
0.7021 Intermediate Similarity NPC473972
0.7 Intermediate Similarity NPC159367
0.6882 Remote Similarity NPC477002
0.6881 Remote Similarity NPC477001
0.6881 Remote Similarity NPC477000
0.687 Remote Similarity NPC304646
0.687 Remote Similarity NPC28280
0.6842 Remote Similarity NPC473446
0.6842 Remote Similarity NPC473695
0.6822 Remote Similarity NPC135799
0.6818 Remote Similarity NPC472856
0.6796 Remote Similarity NPC145707
0.6786 Remote Similarity NPC95920
0.6786 Remote Similarity NPC147835
0.6786 Remote Similarity NPC253645
0.6786 Remote Similarity NPC85001
0.6729 Remote Similarity NPC91604
0.6698 Remote Similarity NPC476903
0.6698 Remote Similarity NPC289140
0.6636 Remote Similarity NPC473254
0.6609 Remote Similarity NPC474452
0.6607 Remote Similarity NPC46981
0.6606 Remote Similarity NPC118275
0.6596 Remote Similarity NPC78562
0.6596 Remote Similarity NPC473588
0.6593 Remote Similarity NPC23721
0.6556 Remote Similarity NPC113224
0.6552 Remote Similarity NPC478137
0.6538 Remote Similarity NPC84171
0.6529 Remote Similarity NPC478138
0.6522 Remote Similarity NPC474459
0.6435 Remote Similarity NPC472313
0.6429 Remote Similarity NPC212874
0.6421 Remote Similarity NPC470993
0.6421 Remote Similarity NPC470992
0.6396 Remote Similarity NPC50815
0.6396 Remote Similarity NPC247060
0.6379 Remote Similarity NPC79238
0.6372 Remote Similarity NPC477292
0.633 Remote Similarity NPC140300
0.632 Remote Similarity NPC317654
0.632 Remote Similarity NPC96010
0.629 Remote Similarity NPC296686
0.6283 Remote Similarity NPC87919
0.6283 Remote Similarity NPC475239
0.625 Remote Similarity NPC473289
0.625 Remote Similarity NPC471083
0.625 Remote Similarity NPC471258
0.6228 Remote Similarity NPC55462
0.62 Remote Similarity NPC207657
0.62 Remote Similarity NPC209232
0.6195 Remote Similarity NPC241879
0.6186 Remote Similarity NPC3094
0.6183 Remote Similarity NPC297058
0.6182 Remote Similarity NPC475646
0.6165 Remote Similarity NPC473955
0.6147 Remote Similarity NPC272732
0.6147 Remote Similarity NPC311164
0.6131 Remote Similarity NPC477519
0.6124 Remote Similarity NPC261730
0.6117 Remote Similarity NPC116881
0.6117 Remote Similarity NPC57163
0.6111 Remote Similarity NPC47333
0.61 Remote Similarity NPC90839
0.6098 Remote Similarity NPC13351
0.6095 Remote Similarity NPC324506
0.6091 Remote Similarity NPC475503
0.6087 Remote Similarity NPC471259
0.6068 Remote Similarity NPC274895
0.6058 Remote Similarity NPC75810
0.6053 Remote Similarity NPC476877
0.6053 Remote Similarity NPC55336
0.605 Remote Similarity NPC314306
0.6038 Remote Similarity NPC316186
0.6036 Remote Similarity NPC240650
0.6034 Remote Similarity NPC319537
0.6034 Remote Similarity NPC25340
0.6034 Remote Similarity NPC176773
0.6034 Remote Similarity NPC315426
0.6034 Remote Similarity NPC313272
0.6033 Remote Similarity NPC288629
0.6 Remote Similarity NPC25455
0.6 Remote Similarity NPC40488
0.6 Remote Similarity NPC15249
0.6 Remote Similarity NPC133420
0.5985 Remote Similarity NPC142761
0.5984 Remote Similarity NPC101139
0.5982 Remote Similarity NPC315170
0.598 Remote Similarity NPC152039
0.598 Remote Similarity NPC118329
0.598 Remote Similarity NPC474122
0.5978 Remote Similarity NPC476559
0.5963 Remote Similarity NPC93027
0.5962 Remote Similarity NPC477199
0.5954 Remote Similarity NPC122819
0.5948 Remote Similarity NPC476876
0.5948 Remote Similarity NPC233256
0.5948 Remote Similarity NPC195841
0.5948 Remote Similarity NPC86906
0.5946 Remote Similarity NPC476449
0.5938 Remote Similarity NPC476694
0.5938 Remote Similarity NPC476695
0.5938 Remote Similarity NPC306973
0.5938 Remote Similarity NPC475610
0.5938 Remote Similarity NPC476696
0.5922 Remote Similarity NPC93630
0.5922 Remote Similarity NPC472312
0.5917 Remote Similarity NPC124358
0.5917 Remote Similarity NPC56796
0.5917 Remote Similarity NPC477291
0.5913 Remote Similarity NPC98765
0.5913 Remote Similarity NPC471260
0.5909 Remote Similarity NPC147753
0.5909 Remote Similarity NPC243985
0.5909 Remote Similarity NPC150057
0.5909 Remote Similarity NPC280710
0.59 Remote Similarity NPC308050
0.5897 Remote Similarity NPC244982
0.5897 Remote Similarity NPC476756
0.589 Remote Similarity NPC327517
0.589 Remote Similarity NPC322372
0.589 Remote Similarity NPC319334
0.589 Remote Similarity NPC317377
0.589 Remote Similarity NPC321485
0.5889 Remote Similarity NPC82919
0.5888 Remote Similarity NPC34754
0.5887 Remote Similarity NPC35037
0.5882 Remote Similarity NPC79367
0.5882 Remote Similarity NPC472359
0.5882 Remote Similarity NPC12035
0.5877 Remote Similarity NPC77703
0.5873 Remote Similarity NPC471262
0.5873 Remote Similarity NPC20035
0.5868 Remote Similarity NPC241597
0.5862 Remote Similarity NPC75523
0.5859 Remote Similarity NPC94881
0.5859 Remote Similarity NPC48886
0.5859 Remote Similarity NPC265275
0.5849 Remote Similarity NPC322672
0.5847 Remote Similarity NPC207820
0.5843 Remote Similarity NPC302569
0.5843 Remote Similarity NPC168308
0.5841 Remote Similarity NPC270813
0.5825 Remote Similarity NPC288415
0.5825 Remote Similarity NPC329782
0.5825 Remote Similarity NPC45906
0.5825 Remote Similarity NPC31313
0.5825 Remote Similarity NPC149908
0.5824 Remote Similarity NPC112398
0.581 Remote Similarity NPC475975
0.5802 Remote Similarity NPC478139
0.5794 Remote Similarity NPC315188
0.5794 Remote Similarity NPC473525
0.5789 Remote Similarity NPC313348
0.5789 Remote Similarity NPC475987
0.5785 Remote Similarity NPC474995
0.5785 Remote Similarity NPC478024
0.5784 Remote Similarity NPC211322
0.5784 Remote Similarity NPC120699
0.5784 Remote Similarity NPC127430
0.5778 Remote Similarity NPC231129
0.5776 Remote Similarity NPC474583
0.5769 Remote Similarity NPC224072
0.5769 Remote Similarity NPC478136
0.5763 Remote Similarity NPC271562
0.5758 Remote Similarity NPC470994
0.5755 Remote Similarity NPC76283
0.5755 Remote Similarity NPC319913
0.5739 Remote Similarity NPC188785
0.5736 Remote Similarity NPC237286
0.5736 Remote Similarity NPC471263
0.5735 Remote Similarity NPC287885
0.5729 Remote Similarity NPC268922
0.5726 Remote Similarity NPC44514
0.5725 Remote Similarity NPC311244
0.5725 Remote Similarity NPC198644
0.5725 Remote Similarity NPC324722
0.5714 Remote Similarity NPC155985
0.5714 Remote Similarity NPC15413
0.5714 Remote Similarity NPC40663
0.5714 Remote Similarity NPC476276
0.5714 Remote Similarity NPC475150
0.5702 Remote Similarity NPC476875
0.57 Remote Similarity NPC212008
0.57 Remote Similarity NPC51055
0.57 Remote Similarity NPC34672
0.57 Remote Similarity NPC62293

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471635 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
0.6239 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6186 Remote Similarity NPD7337 Clinical (unspecified phase)
0.6186 Remote Similarity NPD7335 Phase 2
0.6186 Remote Similarity NPD7336 Phase 2
0.605 Remote Similarity NPD6430 Approved
0.605 Remote Similarity NPD6429 Approved
0.6042 Remote Similarity NPD5365 Phase 2
0.6016 Remote Similarity NPD7522 Discontinued
0.5954 Remote Similarity NPD8449 Approved
0.5909 Remote Similarity NPD8450 Suspended
0.5902 Remote Similarity NPD4832 Approved
0.5902 Remote Similarity NPD4830 Approved
0.5902 Remote Similarity NPD4831 Approved
0.5868 Remote Similarity NPD3731 Phase 3
0.5854 Remote Similarity NPD7508 Discontinued
0.5812 Remote Similarity NPD7333 Discontinued
0.5772 Remote Similarity NPD7755 Approved
0.5772 Remote Similarity NPD7754 Approved
0.5699 Remote Similarity NPD3210 Clinical (unspecified phase)
0.5625 Remote Similarity NPD6436 Phase 3
0.5625 Remote Similarity NPD7342 Discontinued

Structure

External Identifiers

PubChem CID   76309790
ChEMBL   CHEMBL3085547
ZINC  

Physicochemical Properties

Molecular Weight:  629.59
ALogP:  -8.6031
MLogP:  5.31
XLogP:  11.209
# Rotatable Bonds:  26
Polar Surface Area:  67.76
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  45

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs