Natural Product: NPC471476

Natural Product ID:  NPC471476
Common Name:   Hebeirubescensins H
IUPAC Name:  
Synonyms:   Hebeirubescensins H
Molecular Formula:   C20H28O7
Standard InCHIKey:  BTWFVPFIPDEZTE-RNXOQALLSA-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)OC([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 NPC471476 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 NPC63244
0.9806 High Similarity NPC471244
0.9804 High Similarity NPC473324
0.9802 High Similarity NPC89860
0.9802 High Similarity NPC189663
0.9712 High Similarity NPC94141
0.9712 High Similarity NPC132668
0.9709 High Similarity NPC122339
0.9706 High Similarity NPC118721
0.9706 High Similarity NPC252679
0.9619 High Similarity NPC17165
0.9615 High Similarity NPC473303
0.9615 High Similarity NPC145625
0.9615 High Similarity NPC157929
0.9615 High Similarity NPC471245
0.9608 High Similarity NPC55973
0.9604 High Similarity NPC307660
0.9604 High Similarity NPC130511
0.9528 High Similarity NPC88945
0.9528 High Similarity NPC229752
0.9519 High Similarity NPC213320
0.9515 High Similarity NPC102741
0.951 High Similarity NPC471461
0.951 High Similarity NPC469746
0.951 High Similarity NPC67745
0.9439 High Similarity NPC78836
0.9429 High Similarity NPC474927
0.9429 High Similarity NPC473352
0.9429 High Similarity NPC473397
0.9423 High Similarity NPC471093
0.9417 High Similarity NPC471094
0.9417 High Similarity NPC469984
0.9417 High Similarity NPC473410
0.934 High Similarity NPC471248
0.9333 High Similarity NPC29505
0.9327 High Similarity NPC469744
0.932 High Similarity NPC471474
0.9259 High Similarity NPC473304
0.9238 High Similarity NPC320383
0.9238 High Similarity NPC137104
0.9238 High Similarity NPC85391
0.9238 High Similarity NPC474786
0.9231 High Similarity NPC63841
0.9231 High Similarity NPC469733
0.9231 High Similarity NPC469729
0.9223 High Similarity NPC56656
0.9223 High Similarity NPC12823
0.9208 High Similarity NPC14634
0.9159 High Similarity NPC471252
0.9151 High Similarity NPC471243
0.9143 High Similarity NPC274827
0.9143 High Similarity NPC131903
0.9135 High Similarity NPC186054
0.9126 High Similarity NPC202793
0.9118 High Similarity NPC309388
0.9118 High Similarity NPC475803
0.9074 High Similarity NPC243354
0.9048 High Similarity NPC232133
0.8981 High Similarity NPC194273
0.8972 High Similarity NPC56025
0.8972 High Similarity NPC329953
0.8962 High Similarity NPC469983
0.8857 High Similarity NPC4115
0.8846 High Similarity NPC139347
0.8774 High Similarity NPC88833
0.8774 High Similarity NPC96333
0.8762 High Similarity NPC13149
0.8762 High Similarity NPC474558
0.8739 High Similarity NPC218970
0.8716 High Similarity NPC207845
0.8716 High Similarity NPC472719
0.8692 High Similarity NPC218123
0.8692 High Similarity NPC273155
0.8692 High Similarity NPC231278
0.8692 High Similarity NPC112895
0.8667 High Similarity NPC277074
0.8667 High Similarity NPC209298
0.8654 High Similarity NPC471790
0.8636 High Similarity NPC320118
0.8624 High Similarity NPC274833
0.8611 High Similarity NPC8431
0.8598 High Similarity NPC166993
0.8598 High Similarity NPC61071
0.8585 High Similarity NPC101842
0.8558 High Similarity NPC127408
0.8558 High Similarity NPC470388
0.8558 High Similarity NPC291785
0.8545 High Similarity NPC205534
0.8532 High Similarity NPC49730
0.8532 High Similarity NPC98069
0.8505 High Similarity NPC103172
0.8505 High Similarity NPC200957
0.8505 High Similarity NPC138908
0.8505 High Similarity NPC164600
0.8491 Intermediate Similarity NPC122811
0.8491 Intermediate Similarity NPC107385
0.8491 Intermediate Similarity NPC87927
0.8482 Intermediate Similarity NPC472718
0.8476 Intermediate Similarity NPC289148
0.8476 Intermediate Similarity NPC163963
0.8476 Intermediate Similarity NPC52899
0.8468 Intermediate Similarity NPC73986
0.8462 Intermediate Similarity NPC474793
0.8411 Intermediate Similarity NPC301787
0.8411 Intermediate Similarity NPC470167
0.8407 Intermediate Similarity NPC470171
0.8396 Intermediate Similarity NPC88203
0.8396 Intermediate Similarity NPC214946
0.8396 Intermediate Similarity NPC148628
0.8396 Intermediate Similarity NPC246736
0.8396 Intermediate Similarity NPC304832
0.8396 Intermediate Similarity NPC76866
0.8396 Intermediate Similarity NPC286519
0.8381 Intermediate Similarity NPC287676
0.8364 Intermediate Similarity NPC130302
0.835 Intermediate Similarity NPC231060
0.835 Intermediate Similarity NPC41070
0.835 Intermediate Similarity NPC84018
0.835 Intermediate Similarity NPC138245
0.8333 Intermediate Similarity NPC285927
0.8333 Intermediate Similarity NPC181594
0.8333 Intermediate Similarity NPC144739
0.8333 Intermediate Similarity NPC222833
0.8318 Intermediate Similarity NPC216114
0.8318 Intermediate Similarity NPC96217
0.8305 Intermediate Similarity NPC47113
0.8305 Intermediate Similarity NPC174367
0.8302 Intermediate Similarity NPC252614
0.8302 Intermediate Similarity NPC46848
0.8302 Intermediate Similarity NPC236585
0.8302 Intermediate Similarity NPC148279
0.8288 Intermediate Similarity NPC11035
0.8286 Intermediate Similarity NPC16911
0.8286 Intermediate Similarity NPC78427
0.8286 Intermediate Similarity NPC471038
0.8269 Intermediate Similarity NPC13949
0.8252 Intermediate Similarity NPC261333
0.8252 Intermediate Similarity NPC104371
0.8252 Intermediate Similarity NPC191094
0.8252 Intermediate Similarity NPC111524
0.8252 Intermediate Similarity NPC292374
0.8252 Intermediate Similarity NPC101233
0.8252 Intermediate Similarity NPC91772
0.8252 Intermediate Similarity NPC129004
0.8252 Intermediate Similarity NPC302008
0.8252 Intermediate Similarity NPC215271
0.8252 Intermediate Similarity NPC153775
0.8252 Intermediate Similarity NPC29247
0.8252 Intermediate Similarity NPC289539
0.8241 Intermediate Similarity NPC84928
0.8241 Intermediate Similarity NPC98603
0.8235 Intermediate Similarity NPC476168
0.8235 Intermediate Similarity NPC305496
0.8235 Intermediate Similarity NPC299185
0.8224 Intermediate Similarity NPC275990
0.8224 Intermediate Similarity NPC470172
0.8214 Intermediate Similarity NPC470543
0.8214 Intermediate Similarity NPC243572
0.8208 Intermediate Similarity NPC267921
0.8205 Intermediate Similarity NPC28532
0.8198 Intermediate Similarity NPC255655
0.8198 Intermediate Similarity NPC124053
0.8198 Intermediate Similarity NPC98633
0.8174 Intermediate Similarity NPC86020
0.8174 Intermediate Similarity NPC475632
0.8173 Intermediate Similarity NPC470232
0.8155 Intermediate Similarity NPC59170
0.8151 Intermediate Similarity NPC273962
0.8148 Intermediate Similarity NPC159442
0.8148 Intermediate Similarity NPC473406
0.8148 Intermediate Similarity NPC471253
0.8142 Intermediate Similarity NPC260665
0.8142 Intermediate Similarity NPC146563
0.8142 Intermediate Similarity NPC102619
0.8137 Intermediate Similarity NPC261994
0.8137 Intermediate Similarity NPC80401
0.8137 Intermediate Similarity NPC149761
0.8137 Intermediate Similarity NPC180849
0.8137 Intermediate Similarity NPC470378
0.8125 Intermediate Similarity NPC471251
0.8125 Intermediate Similarity NPC94650
0.8125 Intermediate Similarity NPC272242
0.8125 Intermediate Similarity NPC201992
0.812 Intermediate Similarity NPC470478
0.8113 Intermediate Similarity NPC98837
0.8113 Intermediate Similarity NPC38296
0.8113 Intermediate Similarity NPC26270
0.8113 Intermediate Similarity NPC89099
0.8113 Intermediate Similarity NPC20479
0.8113 Intermediate Similarity NPC28864
0.8113 Intermediate Similarity NPC162459
0.8113 Intermediate Similarity NPC38471
0.8108 Intermediate Similarity NPC91583
0.8108 Intermediate Similarity NPC246205
0.8108 Intermediate Similarity NPC240125
0.8108 Intermediate Similarity NPC473844
0.8108 Intermediate Similarity NPC51947
0.8108 Intermediate Similarity NPC471250
0.8103 Intermediate Similarity NPC161738
0.8095 Intermediate Similarity NPC200054

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471476 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
0.7833 Intermediate Similarity NPD8328 Phase 3
0.7778 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7731 Intermediate Similarity NPD6054 Approved
0.7724 Intermediate Similarity NPD7736 Approved
0.7672 Intermediate Similarity NPD8133 Approved
0.7667 Intermediate Similarity NPD6016 Approved
0.7667 Intermediate Similarity NPD6015 Approved
0.7661 Intermediate Similarity NPD7319 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
0.7561 Intermediate Similarity NPD7507 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
0.719 Intermediate Similarity NPD7115 Discovery
0.7155 Intermediate Similarity NPD5697 Approved
0.7143 Intermediate Similarity NPD6882 Approved
0.7143 Intermediate Similarity NPD8297 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
0.7073 Intermediate Similarity NPD7516 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
0.7064 Intermediate Similarity NPD8034 Phase 2
0.7064 Intermediate Similarity NPD8035 Phase 2
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
0.6992 Remote Similarity NPD7327 Approved
0.6992 Remote Similarity NPD7328 Approved
0.6975 Remote Similarity NPD7102 Approved
0.6975 Remote Similarity NPD6883 Approved
0.6975 Remote Similarity NPD7290 Approved
0.696 Remote Similarity NPD8379 Approved
0.696 Remote Similarity NPD8378 Approved
0.696 Remote Similarity NPD5983 Phase 2
0.696 Remote Similarity NPD8516 Approved
0.696 Remote Similarity NPD8515 Approved
0.696 Remote Similarity NPD8517 Approved
0.696 Remote Similarity NPD8335 Approved
0.696 Remote Similarity NPD8380 Approved
0.696 Remote Similarity NPD8296 Approved
0.696 Remote Similarity NPD8513 Phase 3
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 NPD7604 Phase 2
0.685 Remote Similarity NPD6067 Discontinued
0.6847 Remote Similarity NPD6399 Phase 3
0.6842 Remote Similarity NPD4225 Approved
0.6838 Remote Similarity NPD5141 Approved
0.6825 Remote Similarity NPD6921 Approved
0.6825 Remote Similarity NPD7503 Approved
0.6822 Remote Similarity NPD7520 Clinical (unspecified phase)
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
0.6759 Remote Similarity NPD3618 Phase 1
0.6754 Remote Similarity NPD5173 Approved
0.675 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6744 Remote Similarity NPD6336 Discontinued
0.6696 Remote Similarity NPD8171 Discontinued
0.6696 Remote Similarity NPD4202 Approved
0.6694 Remote Similarity NPD6274 Approved
0.6667 Remote Similarity NPD4729 Approved
0.6667 Remote Similarity NPD4730 Approved
0.6667 Remote Similarity NPD5128 Approved
0.6639 Remote Similarity NPD4768 Approved
0.6639 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6639 Remote Similarity NPD4767 Approved
0.6636 Remote Similarity NPD4788 Approved
0.661 Remote Similarity NPD4754 Approved
0.6609 Remote Similarity NPD7902 Approved
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
0.6552 Remote Similarity NPD7638 Approved
0.6542 Remote Similarity NPD3667 Approved
0.6541 Remote Similarity NPD5956 Approved
0.6535 Remote Similarity NPD7101 Approved
0.6535 Remote Similarity NPD7100 Approved
0.6508 Remote Similarity NPD6317 Approved
0.6505 Remote Similarity NPD3703 Phase 2
0.6504 Remote Similarity NPD5217 Approved
0.6504 Remote Similarity NPD5215 Approved
0.6504 Remote Similarity NPD5216 Approved
0.6496 Remote Similarity NPD7639 Approved
0.6496 Remote Similarity NPD7640 Approved
0.6491 Remote Similarity NPD7748 Approved
0.6466 Remote Similarity NPD6083 Phase 2
0.6466 Remote Similarity NPD6084 Phase 2
0.646 Remote Similarity NPD6411 Approved
0.646 Remote Similarity NPD7515 Phase 2
0.6457 Remote Similarity NPD6313 Approved
0.6457 Remote Similarity NPD6314 Approved
0.6457 Remote Similarity NPD6335 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 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 NPD3666 Approved
0.6422 Remote Similarity NPD3133 Approved
0.6422 Remote Similarity NPD3665 Phase 1
0.641 Remote Similarity NPD5696 Approved
0.6396 Remote Similarity NPD3573 Approved
0.6371 Remote Similarity NPD5127 Approved
0.6348 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6348 Remote Similarity NPD7900 Approved
0.6348 Remote Similarity NPD5282 Discontinued
0.6321 Remote Similarity NPD6697 Approved
0.6321 Remote Similarity NPD6115 Approved
0.6321 Remote Similarity NPD6118 Approved
0.6321 Remote Similarity NPD6114 Approved
0.6316 Remote Similarity NPD8074 Phase 3
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
0.6299 Remote Similarity NPD6940 Discontinued
0.6296 Remote Similarity NPD1779 Approved
0.6296 Remote Similarity NPD1780 Approved
0.6293 Remote Similarity NPD5695 Phase 3
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
0.6226 Remote Similarity NPD6116 Phase 1
0.622 Remote Similarity NPD5167 Approved
0.6214 Remote Similarity NPD6333 Approved
0.6214 Remote Similarity NPD6334 Approved
0.6204 Remote Similarity NPD6928 Phase 2
0.6195 Remote Similarity NPD7513 Clinical (unspecified phase)
0.619 Remote Similarity NPD6053 Discontinued
0.6182 Remote Similarity NPD3669 Approved
0.6182 Remote Similarity NPD3670 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)
0.6148 Remote Similarity NPD8336 Approved
0.6148 Remote Similarity NPD8337 Approved
0.6132 Remote Similarity NPD6117 Approved
0.6126 Remote Similarity NPD3668 Phase 3
0.6121 Remote Similarity NPD5778 Approved

Structure

External Identifiers

PubChem CID   44445765
ChEMBL   CHEMBL252114
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