Natural Product: NPC473324

Natural Product ID:  NPC473324
Common Name:   Hebeirubescensins G
IUPAC Name:  
Synonyms:   Hebeirubescensins G
Molecular Formula:   C20H28O7
Standard InCHIKey:  BTWFVPFIPDEZTE-NPAPHPRCSA-N
Standard InCHI:  InChI=1S/C20H28O7/c1-8-9-4-5-10-18-11(21)6-7-17(2,3)12(18)15(24)20(26,27-16(18)25)19(10,13(8)22)14(9)23/h9-12,14-16,21,23-26H,1,4-7H2,2-3H3/t9-,10-,11+,12+,14+,15-,16-,18-,19-,20-/m0/s1
Canonical SMILES:  C=C1[C@@H]2CC[C@@H]3[C@](C1=O)([C@@H]2O)[C@@]1(O)O[C@@H]([C@@]23[C@H](O)CCC([C@H]2[C@@H]1O)(C)C)O
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
NPO8404 Isodon xerophilus Species Lamiaceae Eukaryota PMID[17665952]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens IC50 = 5300 nM 24597894
NPT65 Cell Line HepG2 Homo sapiens IC50 > 10000 nM 15711537
NPT1097 Cell Line MKN-45 Homo sapiens IC50 > 10000 nM 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 NPC473324 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
0.9902 High Similarity NPC122339
0.9806 High Similarity NPC471245
0.9806 High Similarity NPC473303
0.9804 High Similarity NPC471476
0.9802 High Similarity NPC55973
0.9709 High Similarity NPC63244
0.9703 High Similarity NPC471461
0.9703 High Similarity NPC67745
0.9615 High Similarity NPC145625
0.9615 High Similarity NPC471244
0.9612 High Similarity NPC471093
0.9608 High Similarity NPC189663
0.9608 High Similarity NPC89860
0.9524 High Similarity NPC94141
0.9524 High Similarity NPC132668
0.9519 High Similarity NPC29505
0.9515 High Similarity NPC118721
0.9515 High Similarity NPC252679
0.9439 High Similarity NPC473304
0.9434 High Similarity NPC17165
0.9429 High Similarity NPC157929
0.9417 High Similarity NPC469729
0.9417 High Similarity NPC469733
0.9417 High Similarity NPC63841
0.9412 High Similarity NPC12823
0.9412 High Similarity NPC307660
0.9412 High Similarity NPC130511
0.9346 High Similarity NPC88945
0.9346 High Similarity NPC229752
0.934 High Similarity NPC471252
0.934 High Similarity NPC471248
0.9333 High Similarity NPC213320
0.9327 High Similarity NPC102741
0.932 High Similarity NPC186054
0.932 High Similarity NPC469746
0.9307 High Similarity NPC309388
0.9307 High Similarity NPC475803
0.9259 High Similarity NPC78836
0.9245 High Similarity NPC473397
0.9245 High Similarity NPC473352
0.9245 High Similarity NPC474927
0.9231 High Similarity NPC473410
0.9231 High Similarity NPC469984
0.9231 High Similarity NPC471094
0.9151 High Similarity NPC471243
0.9151 High Similarity NPC329953
0.9143 High Similarity NPC469744
0.9135 High Similarity NPC471474
0.9074 High Similarity NPC243354
0.9057 High Similarity NPC474786
0.9057 High Similarity NPC85391
0.9057 High Similarity NPC320383
0.9057 High Similarity NPC137104
0.9038 High Similarity NPC56656
0.9038 High Similarity NPC4115
0.9029 High Similarity NPC139347
0.902 High Similarity NPC14634
0.8962 High Similarity NPC131903
0.8962 High Similarity NPC274827
0.8942 High Similarity NPC13149
0.8942 High Similarity NPC202793
0.8868 High Similarity NPC112895
0.8868 High Similarity NPC273155
0.8868 High Similarity NPC231278
0.8868 High Similarity NPC232133
0.8868 High Similarity NPC218123
0.8846 High Similarity NPC277074
0.8846 High Similarity NPC209298
0.8835 High Similarity NPC471790
0.8807 High Similarity NPC194273
0.8796 High Similarity NPC56025
0.8785 High Similarity NPC8431
0.8785 High Similarity NPC469983
0.8774 High Similarity NPC88833
0.8774 High Similarity NPC166993
0.8774 High Similarity NPC96333
0.8738 High Similarity NPC291785
0.8738 High Similarity NPC127408
0.8738 High Similarity NPC470388
0.8716 High Similarity NPC207845
0.8716 High Similarity NPC472719
0.8679 High Similarity NPC138908
0.8679 High Similarity NPC200957
0.8667 High Similarity NPC122811
0.8667 High Similarity NPC87927
0.8654 High Similarity NPC163963
0.8654 High Similarity NPC289148
0.8654 High Similarity NPC52899
0.8636 High Similarity NPC73986
0.8624 High Similarity NPC274833
0.8598 High Similarity NPC61071
0.8585 High Similarity NPC101842
0.8585 High Similarity NPC301787
0.8585 High Similarity NPC474558
0.8571 High Similarity NPC76866
0.8571 High Similarity NPC214946
0.8571 High Similarity NPC218970
0.8571 High Similarity NPC148628
0.8571 High Similarity NPC304832
0.8571 High Similarity NPC246736
0.8571 High Similarity NPC286519
0.8571 High Similarity NPC88203
0.8558 High Similarity NPC287676
0.8545 High Similarity NPC205534
0.8532 High Similarity NPC49730
0.8532 High Similarity NPC98069
0.8529 High Similarity NPC138245
0.8529 High Similarity NPC84018
0.8529 High Similarity NPC231060
0.8529 High Similarity NPC41070
0.8515 High Similarity NPC181594
0.8515 High Similarity NPC144739
0.8505 High Similarity NPC103172
0.8505 High Similarity NPC222833
0.8505 High Similarity NPC164600
0.8491 Intermediate Similarity NPC107385
0.8491 Intermediate Similarity NPC216114
0.8482 Intermediate Similarity NPC472718
0.8476 Intermediate Similarity NPC252614
0.8476 Intermediate Similarity NPC46848
0.8468 Intermediate Similarity NPC320118
0.8462 Intermediate Similarity NPC16911
0.8462 Intermediate Similarity NPC78427
0.8462 Intermediate Similarity NPC471038
0.8462 Intermediate Similarity NPC474793
0.8447 Intermediate Similarity NPC13949
0.8431 Intermediate Similarity NPC129004
0.8431 Intermediate Similarity NPC289539
0.8431 Intermediate Similarity NPC91772
0.8431 Intermediate Similarity NPC191094
0.8431 Intermediate Similarity NPC215271
0.8431 Intermediate Similarity NPC104371
0.8431 Intermediate Similarity NPC101233
0.8431 Intermediate Similarity NPC153775
0.8431 Intermediate Similarity NPC292374
0.8431 Intermediate Similarity NPC29247
0.8431 Intermediate Similarity NPC111524
0.8431 Intermediate Similarity NPC261333
0.8431 Intermediate Similarity NPC302008
0.8416 Intermediate Similarity NPC476168
0.8416 Intermediate Similarity NPC299185
0.8411 Intermediate Similarity NPC84928
0.8411 Intermediate Similarity NPC98603
0.8396 Intermediate Similarity NPC275990
0.8378 Intermediate Similarity NPC243572
0.8364 Intermediate Similarity NPC130302
0.835 Intermediate Similarity NPC470232
0.8333 Intermediate Similarity NPC285927
0.8333 Intermediate Similarity NPC59170
0.8318 Intermediate Similarity NPC96217
0.8317 Intermediate Similarity NPC149761
0.8317 Intermediate Similarity NPC261994
0.8317 Intermediate Similarity NPC180849
0.8317 Intermediate Similarity NPC470378
0.8317 Intermediate Similarity NPC80401
0.8305 Intermediate Similarity NPC47113
0.8305 Intermediate Similarity NPC174367
0.8304 Intermediate Similarity NPC102619
0.8302 Intermediate Similarity NPC236585
0.8302 Intermediate Similarity NPC148279
0.8288 Intermediate Similarity NPC94650
0.8288 Intermediate Similarity NPC272242
0.8288 Intermediate Similarity NPC11035
0.8286 Intermediate Similarity NPC38296
0.8286 Intermediate Similarity NPC28864
0.8286 Intermediate Similarity NPC89099
0.8286 Intermediate Similarity NPC38471
0.8286 Intermediate Similarity NPC98837
0.8286 Intermediate Similarity NPC20479
0.8286 Intermediate Similarity NPC162459
0.8273 Intermediate Similarity NPC240125
0.8273 Intermediate Similarity NPC91583
0.8269 Intermediate Similarity NPC104568
0.8269 Intermediate Similarity NPC256227
0.8269 Intermediate Similarity NPC200054
0.8269 Intermediate Similarity NPC135548
0.8269 Intermediate Similarity NPC264979
0.8269 Intermediate Similarity NPC140242
0.8269 Intermediate Similarity NPC329910
0.8269 Intermediate Similarity NPC29410
0.8252 Intermediate Similarity NPC475118
0.8252 Intermediate Similarity NPC470385
0.8252 Intermediate Similarity NPC470386
0.8246 Intermediate Similarity NPC470171
0.8241 Intermediate Similarity NPC470167
0.8235 Intermediate Similarity NPC305496
0.823 Intermediate Similarity NPC477580
0.823 Intermediate Similarity NPC102088
0.8214 Intermediate Similarity NPC470543
0.8208 Intermediate Similarity NPC267921
0.8208 Intermediate Similarity NPC293866
0.8205 Intermediate Similarity NPC28532
0.8198 Intermediate Similarity NPC255655
0.8198 Intermediate Similarity NPC124053
0.8198 Intermediate Similarity NPC98633
0.819 Intermediate Similarity NPC281840
0.819 Intermediate Similarity NPC170978
0.819 Intermediate Similarity NPC10864
0.8182 Intermediate Similarity NPC88744
0.8182 Intermediate Similarity NPC230888

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473324 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
0.7928 Intermediate Similarity NPD6412 Phase 2
0.7899 Intermediate Similarity NPD6370 Approved
0.7869 Intermediate Similarity NPD7736 Approved
0.7833 Intermediate Similarity NPD8328 Phase 3
0.7805 Intermediate Similarity NPD7319 Approved
0.7778 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7731 Intermediate Similarity NPD6054 Approved
0.7705 Intermediate Similarity NPD7507 Approved
0.7672 Intermediate Similarity NPD8133 Approved
0.7667 Intermediate Similarity NPD6016 Approved
0.7667 Intermediate Similarity NPD6015 Approved
0.7632 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7603 Intermediate Similarity NPD5988 Approved
0.7589 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7583 Intermediate Similarity NPD6059 Approved
0.7583 Intermediate Similarity NPD6319 Approved
0.7544 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD8293 Discontinued
0.748 Intermediate Similarity NPD7492 Approved
0.7419 Intermediate Similarity NPD6616 Approved
0.7414 Intermediate Similarity NPD4634 Approved
0.7373 Intermediate Similarity NPD4632 Approved
0.736 Intermediate Similarity NPD7078 Approved
0.7333 Intermediate Similarity NPD6009 Approved
0.7241 Intermediate Similarity NPD6686 Approved
0.7222 Intermediate Similarity NPD8034 Phase 2
0.7222 Intermediate Similarity NPD8035 Phase 2
0.7213 Intermediate Similarity NPD7516 Approved
0.719 Intermediate Similarity NPD7115 Discovery
0.7155 Intermediate Similarity NPD5697 Approved
0.7143 Intermediate Similarity NPD6882 Approved
0.7143 Intermediate Similarity NPD8297 Approved
0.7131 Intermediate Similarity NPD7327 Approved
0.7131 Intermediate Similarity NPD7328 Approved
0.7097 Intermediate Similarity NPD8033 Approved
0.7094 Intermediate Similarity NPD6899 Approved
0.7094 Intermediate Similarity NPD6881 Approved
0.708 Intermediate Similarity NPD5286 Approved
0.708 Intermediate Similarity NPD4696 Approved
0.708 Intermediate Similarity NPD5285 Approved
0.7069 Intermediate Similarity NPD7128 Approved
0.7069 Intermediate Similarity NPD6675 Approved
0.7069 Intermediate Similarity NPD6008 Approved
0.7069 Intermediate Similarity NPD5739 Approved
0.7069 Intermediate Similarity NPD6402 Approved
0.7059 Intermediate Similarity NPD6649 Approved
0.7059 Intermediate Similarity NPD6650 Approved
0.7054 Intermediate Similarity NPD4755 Approved
0.7034 Intermediate Similarity NPD6373 Approved
0.7034 Intermediate Similarity NPD6013 Approved
0.7034 Intermediate Similarity NPD6372 Approved
0.7034 Intermediate Similarity NPD6014 Approved
0.7034 Intermediate Similarity NPD6012 Approved
0.7031 Intermediate Similarity NPD6033 Approved
0.7016 Intermediate Similarity NPD8294 Approved
0.7016 Intermediate Similarity NPD8377 Approved
0.7009 Intermediate Similarity NPD5701 Approved
0.6981 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6975 Remote Similarity NPD7102 Approved
0.6975 Remote Similarity NPD6883 Approved
0.6975 Remote Similarity NPD7290 Approved
0.696 Remote Similarity NPD8335 Approved
0.696 Remote Similarity NPD8379 Approved
0.696 Remote Similarity NPD8378 Approved
0.696 Remote Similarity NPD5983 Phase 2
0.696 Remote Similarity NPD8380 Approved
0.696 Remote Similarity NPD8296 Approved
0.6957 Remote Similarity NPD5224 Approved
0.6957 Remote Similarity NPD5225 Approved
0.6957 Remote Similarity NPD5226 Approved
0.6957 Remote Similarity NPD5211 Phase 2
0.6957 Remote Similarity NPD4633 Approved
0.6949 Remote Similarity NPD7320 Approved
0.6949 Remote Similarity NPD6011 Approved
0.693 Remote Similarity NPD4700 Approved
0.6917 Remote Similarity NPD6847 Approved
0.6917 Remote Similarity NPD6617 Approved
0.6917 Remote Similarity NPD6869 Approved
0.6917 Remote Similarity NPD8130 Phase 1
0.6909 Remote Similarity NPD6079 Approved
0.6897 Remote Similarity NPD5174 Approved
0.6897 Remote Similarity NPD5175 Approved
0.6881 Remote Similarity NPD5328 Approved
0.687 Remote Similarity NPD5223 Approved
0.685 Remote Similarity NPD6067 Discontinued
0.685 Remote Similarity NPD7604 Phase 2
0.6847 Remote Similarity NPD6399 Phase 3
0.6842 Remote Similarity NPD4225 Approved
0.6838 Remote Similarity NPD5141 Approved
0.6825 Remote Similarity NPD8516 Approved
0.6825 Remote Similarity NPD6921 Approved
0.6825 Remote Similarity NPD8513 Phase 3
0.6825 Remote Similarity NPD8517 Approved
0.6825 Remote Similarity NPD8515 Approved
0.6825 Remote Similarity NPD7503 Approved
0.6814 Remote Similarity NPD4697 Phase 3
0.6814 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6814 Remote Similarity NPD5222 Approved
0.6814 Remote Similarity NPD5221 Approved
0.6792 Remote Similarity NPD4788 Approved
0.6759 Remote Similarity NPD3618 Phase 1
0.6754 Remote Similarity NPD5173 Approved
0.6754 Remote Similarity NPD7902 Approved
0.675 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6744 Remote Similarity NPD6336 Discontinued
0.6696 Remote Similarity NPD4202 Approved
0.6696 Remote Similarity NPD8171 Discontinued
0.6696 Remote Similarity NPD7638 Approved
0.6694 Remote Similarity NPD6274 Approved
0.6667 Remote Similarity NPD4729 Approved
0.6667 Remote Similarity NPD5128 Approved
0.6667 Remote Similarity NPD4730 Approved
0.6667 Remote Similarity NPD3703 Phase 2
0.6639 Remote Similarity NPD4768 Approved
0.6639 Remote Similarity NPD4767 Approved
0.6639 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6638 Remote Similarity NPD7640 Approved
0.6638 Remote Similarity NPD7639 Approved
0.6637 Remote Similarity NPD7748 Approved
0.661 Remote Similarity NPD4754 Approved
0.6607 Remote Similarity NPD7515 Phase 2
0.6606 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6574 Remote Similarity NPD4786 Approved
0.6557 Remote Similarity NPD5248 Approved
0.6557 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6557 Remote Similarity NPD5249 Phase 3
0.6557 Remote Similarity NPD5250 Approved
0.6557 Remote Similarity NPD5251 Approved
0.6557 Remote Similarity NPD5247 Approved
0.6542 Remote Similarity NPD3667 Approved
0.6541 Remote Similarity NPD5956 Approved
0.6535 Remote Similarity NPD7100 Approved
0.6535 Remote Similarity NPD7101 Approved
0.6508 Remote Similarity NPD6317 Approved
0.6504 Remote Similarity NPD5217 Approved
0.6504 Remote Similarity NPD5215 Approved
0.6504 Remote Similarity NPD5216 Approved
0.6491 Remote Similarity NPD7900 Approved
0.6491 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6476 Remote Similarity NPD6697 Approved
0.6476 Remote Similarity NPD6118 Approved
0.6476 Remote Similarity NPD6114 Approved
0.6476 Remote Similarity NPD6115 Approved
0.6466 Remote Similarity NPD6083 Phase 2
0.6466 Remote Similarity NPD6084 Phase 2
0.646 Remote Similarity NPD6411 Approved
0.6457 Remote Similarity NPD6335 Approved
0.6457 Remote Similarity NPD6314 Approved
0.6457 Remote Similarity NPD6313 Approved
0.6441 Remote Similarity NPD1700 Approved
0.6435 Remote Similarity NPD4629 Approved
0.6435 Remote Similarity NPD5210 Approved
0.6434 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6940 Discontinued
0.6429 Remote Similarity NPD4753 Phase 2
0.6423 Remote Similarity NPD6371 Approved
0.6423 Remote Similarity NPD5135 Approved
0.6423 Remote Similarity NPD5169 Approved
0.6423 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6422 Remote Similarity NPD3665 Phase 1
0.6422 Remote Similarity NPD3666 Approved
0.6422 Remote Similarity NPD3133 Approved
0.641 Remote Similarity NPD5696 Approved
0.6396 Remote Similarity NPD3573 Approved
0.6381 Remote Similarity NPD6116 Phase 1
0.6371 Remote Similarity NPD5127 Approved
0.6355 Remote Similarity NPD6928 Phase 2
0.6348 Remote Similarity NPD5282 Discontinued
0.6339 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6311 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6308 Remote Similarity NPD6909 Approved
0.6308 Remote Similarity NPD6908 Approved
0.6299 Remote Similarity NPD6868 Approved
0.6293 Remote Similarity NPD5695 Phase 3
0.6286 Remote Similarity NPD6117 Approved
0.6283 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6283 Remote Similarity NPD6101 Approved
0.6279 Remote Similarity NPD4522 Approved
0.626 Remote Similarity NPD5168 Approved
0.625 Remote Similarity NPD7632 Discontinued
0.622 Remote Similarity NPD5167 Approved
0.6214 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6214 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6214 Remote Similarity NPD6333 Approved
0.6214 Remote Similarity NPD6334 Approved
0.6204 Remote Similarity NPD7525 Registered
0.6194 Remote Similarity NPD8074 Phase 3
0.619 Remote Similarity NPD6053 Discontinued
0.6176 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6176 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6161 Remote Similarity NPD7334 Approved
0.6161 Remote Similarity NPD5330 Approved
0.6161 Remote Similarity NPD6684 Approved
0.6161 Remote Similarity NPD7146 Approved
0.6161 Remote Similarity NPD7521 Approved
0.6161 Remote Similarity NPD6409 Approved
0.6154 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6154 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6147 Remote Similarity NPD1780 Approved
0.6147 Remote Similarity NPD1779 Approved

Structure

External Identifiers

PubChem CID   44445764
ChEMBL   CHEMBL400340
ZINC  

Physicochemical Properties

Molecular Weight:  380.18
ALogP:  -2.3142
MLogP:  2.89
XLogP:  -0.287
# Rotatable Bonds:  7
Polar Surface Area:  127.45
# H-Bond Aceptor:  7
# H-Bond Donor:  5
# Rings:  3
# Heavy Atoms:  27

Download Data

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