Natural Product: NPC191915

Natural Product ID:  NPC191915
Common Name:   Cumingianoside C
IUPAC Name:  
Synonyms:   Cumingianoside C
Molecular Formula:   C41H68O12
Standard InCHIKey:  TZKXHZFZNDJTCA-DHCGTJORSA-N
Standard InCHI:  InChI=1S/C41H68O12/c1-21(17-25(44)34(48)37(6,7)49-10)24-11-16-41-20-40(24,41)15-12-27-38(8)14-13-29(51-23(3)43)36(4,5)28(38)18-30(39(27,41)9)53-35-33(47)32(46)31(45)26(52-35)19-50-22(2)42/h21,24-35,44-48H,11-20H2,1-10H3/t21-,24-,25+,26+,27+,28-,29+,30+,31+,32-,33+,34-,35-,38+,39-,40+,41+/m0/s1
Canonical SMILES:  COC([C@H]([C@@H](C[C@@H]([C@@H]1CC[C@@]23[C@]1(CC[C@H]1[C@@]3(C)[C@H](O[C@@H]3O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]3O)O)O)C[C@@H]3[C@]1(C)CC[C@H](C3(C)C)OC(=O)C)C2)C)O)O)(C)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
NPO12079 Dysoxylum cumingianum Species Meliaceae Eukaryota Leaves DOI[10.1021/jo00051a050]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT112 Cell Line MOLT-4 Homo sapiens EC50 < 4.5 nM 7623027
NPT407 Cell Line COLO 205 Homo sapiens TGI = 11300 nM 9392879
NPT391 Cell Line HCC 2998 Homo sapiens TGI = 4900 nM 9392879
NPT393 Cell Line HCT-116 Homo sapiens TGI = 8700 nM 9392879
NPT148 Cell Line HCT-15 Homo sapiens TGI = 6300 nM 9392879
NPT139 Cell Line HT-29 Homo sapiens TGI = 2500 nM 9392879
NPT386 Cell Line KM12 Homo sapiens TGI = 7600 nM 9392879
NPT323 Cell Line SW-620 Homo sapiens TGI = 13700 nM 9392879
NPT4720 Cell Line Leukemia cells Homo sapiens TGI = 11300 nM 9392879
NPT3877 Cell Line NSCLC Homo sapiens TGI = 12400 nM 9392879
NPT2 Others Unspecified TGI = 7900 nM 9392879
NPT2 Others Unspecified TGI = 11600 nM 9392879
NPT2 Others Unspecified TGI = 12600 nM 9392879
NPT2 Others Unspecified TGI = 12000 nM 9392879
NPT2 Others Unspecified TGI = 13200 nM 9392879

  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 NPC191915 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 NPC151214
0.9775 High Similarity NPC252056
0.9444 High Similarity NPC57964
0.9444 High Similarity NPC94582
0.9355 High Similarity NPC472081
0.9355 High Similarity NPC476512
0.9355 High Similarity NPC108227
0.9355 High Similarity NPC476838
0.9355 High Similarity NPC476839
0.9341 High Similarity NPC203434
0.9341 High Similarity NPC238796
0.9341 High Similarity NPC237071
0.931 High Similarity NPC43912
0.931 High Similarity NPC140446
0.9255 High Similarity NPC470029
0.9255 High Similarity NPC310138
0.9255 High Similarity NPC114700
0.9255 High Similarity NPC134967
0.9247 High Similarity NPC470030
0.9158 High Similarity NPC97260
0.9158 High Similarity NPC476837
0.9158 High Similarity NPC139181
0.913 High Similarity NPC296936
0.913 High Similarity NPC156377
0.9121 High Similarity NPC175
0.9101 High Similarity NPC82955
0.9101 High Similarity NPC131466
0.908 High Similarity NPC290612
0.9032 High Similarity NPC470591
0.9022 High Similarity NPC473065
0.9022 High Similarity NPC473067
0.9022 High Similarity NPC473064
0.9011 High Similarity NPC473726
0.9 High Similarity NPC279329
0.8989 High Similarity NPC281004
0.8947 High Similarity NPC475574
0.8925 High Similarity NPC142264
0.8925 High Similarity NPC476510
0.8901 High Similarity NPC210759
0.8901 High Similarity NPC36372
0.8901 High Similarity NPC293609
0.8901 High Similarity NPC229801
0.8901 High Similarity NPC307167
0.8889 High Similarity NPC102725
0.8889 High Similarity NPC473472
0.8842 High Similarity NPC41843
0.883 High Similarity NPC470028
0.883 High Similarity NPC472273
0.883 High Similarity NPC210157
0.883 High Similarity NPC233649
0.8804 High Similarity NPC277774
0.8804 High Similarity NPC167644
0.8804 High Similarity NPC311246
0.8791 High Similarity NPC473542
0.8791 High Similarity NPC65550
0.8791 High Similarity NPC223143
0.8776 High Similarity NPC165405
0.8764 High Similarity NPC471411
0.8764 High Similarity NPC471410
0.871 High Similarity NPC305418
0.871 High Similarity NPC3538
0.871 High Similarity NPC113500
0.871 High Similarity NPC477224
0.871 High Similarity NPC309866
0.871 High Similarity NPC30687
0.871 High Similarity NPC45959
0.871 High Similarity NPC473503
0.871 High Similarity NPC252253
0.8696 High Similarity NPC5632
0.8696 High Similarity NPC476668
0.8696 High Similarity NPC473066
0.8696 High Similarity NPC473830
0.8696 High Similarity NPC204881
0.8696 High Similarity NPC149966
0.8696 High Similarity NPC473637
0.8632 High Similarity NPC475207
0.8617 High Similarity NPC469710
0.8617 High Similarity NPC477494
0.8617 High Similarity NPC215570
0.8617 High Similarity NPC92196
0.8602 High Similarity NPC144790
0.8602 High Similarity NPC137004
0.8602 High Similarity NPC172838
0.8602 High Similarity NPC149400
0.8602 High Similarity NPC88962
0.8602 High Similarity NPC476669
0.86 High Similarity NPC472079
0.8586 High Similarity NPC473199
0.8571 High Similarity NPC34562
0.8557 High Similarity NPC477172
0.8556 High Similarity NPC155531
0.8556 High Similarity NPC477283
0.8556 High Similarity NPC215968
0.8542 High Similarity NPC157739
0.8542 High Similarity NPC292775
0.8542 High Similarity NPC209798
0.8542 High Similarity NPC471374
0.8542 High Similarity NPC471375
0.8539 High Similarity NPC474156
0.8526 High Similarity NPC304011
0.8526 High Similarity NPC139271
0.8526 High Similarity NPC473287
0.8526 High Similarity NPC472989
0.8515 High Similarity NPC227879
0.8515 High Similarity NPC208333
0.8511 High Similarity NPC475436
0.8511 High Similarity NPC179859
0.8511 High Similarity NPC253268
0.8511 High Similarity NPC475325
0.8511 High Similarity NPC473774
0.8511 High Similarity NPC174024
0.8511 High Similarity NPC24960
0.8511 High Similarity NPC131693
0.8511 High Similarity NPC473851
0.8511 High Similarity NPC291547
0.8511 High Similarity NPC312678
0.85 High Similarity NPC203974
0.8495 Intermediate Similarity NPC59006
0.8485 Intermediate Similarity NPC469827
0.8478 Intermediate Similarity NPC20822
0.8478 Intermediate Similarity NPC228059
0.8454 Intermediate Similarity NPC471426
0.8454 Intermediate Similarity NPC51579
0.8454 Intermediate Similarity NPC471427
0.8454 Intermediate Similarity NPC317019
0.8454 Intermediate Similarity NPC471428
0.8438 Intermediate Similarity NPC471770
0.8438 Intermediate Similarity NPC477222
0.8438 Intermediate Similarity NPC473555
0.8438 Intermediate Similarity NPC278939
0.8438 Intermediate Similarity NPC477223
0.8427 Intermediate Similarity NPC477285
0.8427 Intermediate Similarity NPC474346
0.8427 Intermediate Similarity NPC213737
0.8427 Intermediate Similarity NPC475820
0.8427 Intermediate Similarity NPC111582
0.8427 Intermediate Similarity NPC474253
0.8427 Intermediate Similarity NPC474284
0.8421 Intermediate Similarity NPC21897
0.8421 Intermediate Similarity NPC474399
0.8416 Intermediate Similarity NPC469826
0.8416 Intermediate Similarity NPC38217
0.8416 Intermediate Similarity NPC472988
0.8409 Intermediate Similarity NPC73515
0.8404 Intermediate Similarity NPC256104
0.8404 Intermediate Similarity NPC477547
0.8404 Intermediate Similarity NPC249204
0.8404 Intermediate Similarity NPC211845
0.8404 Intermediate Similarity NPC122083
0.8404 Intermediate Similarity NPC477451
0.8404 Intermediate Similarity NPC325828
0.8404 Intermediate Similarity NPC250393
0.8404 Intermediate Similarity NPC177834
0.8404 Intermediate Similarity NPC48339
0.8404 Intermediate Similarity NPC297348
0.8404 Intermediate Similarity NPC141769
0.8404 Intermediate Similarity NPC182740
0.8404 Intermediate Similarity NPC234352
0.837 Intermediate Similarity NPC470872
0.8367 Intermediate Similarity NPC31346
0.8367 Intermediate Similarity NPC478106
0.8351 Intermediate Similarity NPC473638
0.8333 Intermediate Similarity NPC125361
0.8333 Intermediate Similarity NPC296761
0.8333 Intermediate Similarity NPC236753
0.8333 Intermediate Similarity NPC228190
0.8333 Intermediate Similarity NPC18953
0.8333 Intermediate Similarity NPC154085
0.8333 Intermediate Similarity NPC43976
0.8333 Intermediate Similarity NPC51925
0.8333 Intermediate Similarity NPC121453
0.8317 Intermediate Similarity NPC234160
0.8316 Intermediate Similarity NPC291203
0.8316 Intermediate Similarity NPC471464
0.8316 Intermediate Similarity NPC264101
0.8316 Intermediate Similarity NPC222731
0.8316 Intermediate Similarity NPC294686
0.8316 Intermediate Similarity NPC217205
0.8315 Intermediate Similarity NPC286719
0.8315 Intermediate Similarity NPC202688
0.8315 Intermediate Similarity NPC477286
0.8315 Intermediate Similarity NPC208912
0.8315 Intermediate Similarity NPC154043
0.8315 Intermediate Similarity NPC2096
0.8315 Intermediate Similarity NPC60018
0.8276 Intermediate Similarity NPC177343
0.8269 Intermediate Similarity NPC477489
0.8265 Intermediate Similarity NPC20028
0.8261 Intermediate Similarity NPC472396
0.8247 Intermediate Similarity NPC274200
0.8247 Intermediate Similarity NPC307534
0.8247 Intermediate Similarity NPC476112
0.8242 Intermediate Similarity NPC266651
0.8242 Intermediate Similarity NPC235402
0.8235 Intermediate Similarity NPC88744
0.8229 Intermediate Similarity NPC19400
0.8229 Intermediate Similarity NPC107188
0.8229 Intermediate Similarity NPC473610
0.8229 Intermediate Similarity NPC475351
0.8229 Intermediate Similarity NPC107962

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC191915 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
0.8404 Intermediate Similarity NPD8171 Discontinued
0.7941 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD6928 Phase 2
0.7685 Intermediate Similarity NPD8133 Approved
0.7589 Intermediate Similarity NPD8377 Approved
0.7589 Intermediate Similarity NPD8294 Approved
0.7568 Intermediate Similarity NPD7327 Approved
0.7568 Intermediate Similarity NPD7328 Approved
0.7522 Intermediate Similarity NPD8378 Approved
0.7522 Intermediate Similarity NPD8033 Approved
0.7522 Intermediate Similarity NPD8296 Approved
0.7522 Intermediate Similarity NPD8380 Approved
0.7522 Intermediate Similarity NPD8335 Approved
0.7522 Intermediate Similarity NPD8379 Approved
0.75 Intermediate Similarity NPD7516 Approved
0.7356 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD6697 Approved
0.7283 Intermediate Similarity NPD6118 Approved
0.7283 Intermediate Similarity NPD6114 Approved
0.7283 Intermediate Similarity NPD6115 Approved
0.7263 Intermediate Similarity NPD3670 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD3669 Approved
0.7232 Intermediate Similarity NPD6940 Discontinued
0.7174 Intermediate Similarity NPD6116 Phase 1
0.7119 Intermediate Similarity NPD7507 Approved
0.7069 Intermediate Similarity NPD7503 Approved
0.7065 Intermediate Similarity NPD6117 Approved
0.7033 Intermediate Similarity NPD1811 Approved
0.7033 Intermediate Similarity NPD1810 Approved
0.7018 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.6942 Remote Similarity NPD7319 Approved
0.6889 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6848 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6827 Remote Similarity NPD7991 Discontinued
0.6818 Remote Similarity NPD6412 Phase 2
0.6721 Remote Similarity NPD7736 Approved
0.6703 Remote Similarity NPD2686 Approved
0.6703 Remote Similarity NPD2687 Approved
0.6703 Remote Similarity NPD2254 Approved
0.6699 Remote Similarity NPD8035 Phase 2
0.6699 Remote Similarity NPD8034 Phase 2
0.6667 Remote Similarity NPD8328 Phase 3
0.6607 Remote Similarity NPD8174 Phase 2
0.6607 Remote Similarity NPD6686 Approved
0.6531 Remote Similarity NPD1779 Approved
0.6531 Remote Similarity NPD1780 Approved
0.6504 Remote Similarity NPD8293 Discontinued
0.6452 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6452 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6436 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6421 Remote Similarity NPD3702 Approved
0.6421 Remote Similarity NPD3703 Phase 2
0.6404 Remote Similarity NPD371 Approved
0.6344 Remote Similarity NPD4787 Phase 1
0.633 Remote Similarity NPD7638 Approved
0.6316 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6311 Remote Similarity NPD6370 Approved
0.6273 Remote Similarity NPD7639 Approved
0.6273 Remote Similarity NPD7640 Approved
0.6263 Remote Similarity NPD7525 Registered
0.6261 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6239 Remote Similarity NPD8297 Approved
0.6239 Remote Similarity NPD6882 Approved
0.6237 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6237 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6216 Remote Similarity NPD1700 Approved
0.621 Remote Similarity NPD7492 Approved
0.6167 Remote Similarity NPD6009 Approved
0.6161 Remote Similarity NPD7632 Discontinued
0.616 Remote Similarity NPD6616 Approved
0.6148 Remote Similarity NPD6054 Approved
0.6148 Remote Similarity NPD6319 Approved
0.6148 Remote Similarity NPD6059 Approved
0.6129 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6129 Remote Similarity NPD5360 Phase 3
0.6126 Remote Similarity NPD8418 Phase 2
0.6111 Remote Similarity NPD7078 Approved
0.6105 Remote Similarity NPD5777 Approved
0.6105 Remote Similarity NPD6081 Approved
0.6068 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6053 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6053 Remote Similarity NPD4057 Clinical (unspecified phase)
0.605 Remote Similarity NPD4632 Approved
0.6033 Remote Similarity NPD7115 Discovery
0.6014 Remote Similarity NPD7625 Phase 1
0.6 Remote Similarity NPD7604 Phase 2
0.6 Remote Similarity NPD4244 Approved
0.6 Remote Similarity NPD4789 Approved
0.6 Remote Similarity NPD6675 Approved
0.6 Remote Similarity NPD5739 Approved
0.6 Remote Similarity NPD7128 Approved
0.6 Remote Similarity NPD4245 Approved
0.6 Remote Similarity NPD6402 Approved
0.5983 Remote Similarity NPD6372 Approved
0.5983 Remote Similarity NPD6373 Approved
0.5968 Remote Similarity NPD8517 Approved
0.5968 Remote Similarity NPD6015 Approved
0.5968 Remote Similarity NPD6016 Approved
0.5968 Remote Similarity NPD8513 Phase 3
0.5968 Remote Similarity NPD8515 Approved
0.5968 Remote Similarity NPD8516 Approved
0.592 Remote Similarity NPD5988 Approved
0.5914 Remote Similarity NPD4224 Phase 2
0.5897 Remote Similarity NPD7320 Approved
0.5897 Remote Similarity NPD6881 Approved
0.5897 Remote Similarity NPD6899 Approved
0.5895 Remote Similarity NPD3698 Phase 2
0.5882 Remote Similarity NPD8130 Phase 1
0.5882 Remote Similarity NPD6649 Approved
0.5882 Remote Similarity NPD6650 Approved
0.5878 Remote Similarity NPD8449 Approved
0.5877 Remote Similarity NPD8138 Approved
0.5877 Remote Similarity NPD8086 Approved
0.5877 Remote Similarity NPD8083 Approved
0.5877 Remote Similarity NPD8082 Approved
0.5877 Remote Similarity NPD8139 Approved
0.5877 Remote Similarity NPD8085 Approved
0.5877 Remote Similarity NPD8084 Approved
0.5873 Remote Similarity NPD6067 Discontinued
0.5872 Remote Similarity NPD6399 Phase 3
0.5849 Remote Similarity NPD7524 Approved
0.584 Remote Similarity NPD6921 Approved
0.5833 Remote Similarity NPD8450 Suspended
0.5826 Remote Similarity NPD8276 Approved
0.5826 Remote Similarity NPD8275 Approved
0.5818 Remote Similarity NPD7748 Approved
0.5812 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5812 Remote Similarity NPD5701 Approved
0.5812 Remote Similarity NPD5697 Approved
0.5806 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5804 Remote Similarity NPD7902 Approved
0.5798 Remote Similarity NPD7290 Approved
0.5798 Remote Similarity NPD6883 Approved
0.5798 Remote Similarity NPD7102 Approved
0.5776 Remote Similarity NPD8081 Approved
0.5773 Remote Similarity NPD4758 Discontinued
0.5755 Remote Similarity NPD8308 Discontinued
0.575 Remote Similarity NPD6869 Approved
0.575 Remote Similarity NPD6847 Approved
0.575 Remote Similarity NPD6617 Approved
0.5743 Remote Similarity NPD3671 Phase 1
0.5743 Remote Similarity NPD5364 Discontinued
0.5726 Remote Similarity NPD6008 Approved
0.5726 Remote Similarity NPD8393 Approved
0.5714 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6123 Approved
0.5714 Remote Similarity NPD5983 Phase 2
0.5714 Remote Similarity NPD6014 Approved
0.5714 Remote Similarity NPD6012 Approved
0.5714 Remote Similarity NPD6013 Approved
0.5692 Remote Similarity NPD6033 Approved
0.5688 Remote Similarity NPD6701 Clinical (unspecified phase)
0.5688 Remote Similarity NPD6700 Approved
0.5686 Remote Similarity NPD7645 Phase 2
0.5678 Remote Similarity NPD7646 Clinical (unspecified phase)
0.5678 Remote Similarity NPD8307 Discontinued
0.5678 Remote Similarity NPD8140 Approved
0.5664 Remote Similarity NPD6084 Phase 2
0.5664 Remote Similarity NPD6083 Phase 2
0.5659 Remote Similarity NPD6336 Discontinued
0.5652 Remote Similarity NPD5344 Discontinued
0.5636 Remote Similarity NPD7515 Phase 2
0.5636 Remote Similarity NPD6703 Approved
0.5636 Remote Similarity NPD6702 Approved
0.563 Remote Similarity NPD6011 Approved
0.562 Remote Similarity NPD6401 Clinical (unspecified phase)
0.562 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5619 Remote Similarity NPD6695 Phase 3
0.5614 Remote Similarity NPD4225 Approved

Structure

External Identifiers

PubChem CID   9987638
ChEMBL   CHEMBL503335
ZINC  

Physicochemical Properties

Molecular Weight:  752.47
ALogP:  -0.5551
MLogP:  4.65
XLogP:  6.497
# Rotatable Bonds:  28
Polar Surface Area:  181.44
# H-Bond Aceptor:  12
# H-Bond Donor:  5
# Rings:  6
# Heavy Atoms:  53

Download Data

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