Natural Product: NPC64006

Natural Product ID:  NPC64006
Common Name:   Henryine A
IUPAC Name:  
Synonyms:   Henryine A
Molecular Formula:   C20H28O5
Standard InCHIKey:  KVVMQRLBODZZRT-AZLPZDFOSA-N
Standard InCHI:  InChI=1S/C20H28O5/c1-10-11-7-12(22)15-19(3)6-4-5-18(2,9-21)13(19)8-14(23)20(15,16(10)24)17(11)25/h11,13-15,17,21,23,25H,1,4-9H2,2-3H3/t11-,13+,14+,15-,17+,18+,19+,20+/m0/s1
Canonical SMILES:  OC[C@@]1(C)CCC[C@@]2([C@@H]1C[C@@H](O)[C@@]13[C@H]2C(=O)C[C@H]([C@H]3O)C(=C)C1=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
NPO18028 Isodon scoparius Species Lamiaceae Eukaryota PMID[19072209]
NPO6996 Rubus hirsutus Species Rosaceae Eukaryota UNPD*
NPO21765 Isodon henryi Species Lamiaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2678 Cell Line NB-4 Homo sapiens IC50 = 2300 nM 19072209
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 19072209
NPT519 Cell Line SH-SY5Y Homo sapiens IC50 = 5100 nM 19072209
NPT306 Cell Line PC-3 Homo sapiens IC50 = 7000 nM 19072209
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM 19072209

  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 NPC64006 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
0.9775 High Similarity NPC140242
0.9655 High Similarity NPC149761
0.9655 High Similarity NPC261994
0.9655 High Similarity NPC470378
0.9545 High Similarity NPC299185
0.9457 High Similarity NPC156324
0.9457 High Similarity NPC55503
0.9438 High Similarity NPC144739
0.9438 High Similarity NPC181594
0.9333 High Similarity NPC101233
0.9333 High Similarity NPC292374
0.9333 High Similarity NPC104371
0.9333 High Similarity NPC153775
0.9333 High Similarity NPC29247
0.9333 High Similarity NPC111524
0.9333 High Similarity NPC261333
0.9333 High Similarity NPC289539
0.9333 High Similarity NPC215271
0.9333 High Similarity NPC91772
0.9333 High Similarity NPC129004
0.9326 High Similarity NPC476168
0.931 High Similarity NPC165895
0.9231 High Similarity NPC84018
0.9231 High Similarity NPC231060
0.9231 High Similarity NPC138245
0.9213 High Similarity NPC180849
0.9213 High Similarity NPC80401
0.9158 High Similarity NPC216114
0.913 High Similarity NPC135548
0.913 High Similarity NPC264979
0.9121 High Similarity NPC191094
0.9121 High Similarity NPC302008
0.9091 High Similarity NPC259009
0.908 High Similarity NPC190704
0.908 High Similarity NPC102292
0.908 High Similarity NPC471034
0.9062 High Similarity NPC84928
0.9062 High Similarity NPC98603
0.9011 High Similarity NPC59170
0.9011 High Similarity NPC82138
0.9011 High Similarity NPC59350
0.8947 High Similarity NPC60947
0.8936 High Similarity NPC78427
0.8936 High Similarity NPC16911
0.8901 High Similarity NPC278106
0.8876 High Similarity NPC153604
0.8876 High Similarity NPC174619
0.8854 High Similarity NPC272472
0.8851 High Similarity NPC291320
0.8851 High Similarity NPC471036
0.8842 High Similarity NPC127408
0.8842 High Similarity NPC287676
0.8842 High Similarity NPC291785
0.8817 High Similarity NPC29112
0.8817 High Similarity NPC210214
0.875 High Similarity NPC52899
0.875 High Similarity NPC471790
0.875 High Similarity NPC289148
0.875 High Similarity NPC163963
0.8736 High Similarity NPC110780
0.8723 High Similarity NPC13949
0.8723 High Similarity NPC470387
0.8696 High Similarity NPC198242
0.8696 High Similarity NPC211403
0.8673 High Similarity NPC474558
0.866 High Similarity NPC304832
0.866 High Similarity NPC148628
0.866 High Similarity NPC88203
0.866 High Similarity NPC214946
0.866 High Similarity NPC286519
0.866 High Similarity NPC475803
0.866 High Similarity NPC76866
0.866 High Similarity NPC246736
0.866 High Similarity NPC309388
0.8571 High Similarity NPC87927
0.8557 High Similarity NPC71706
0.8539 High Similarity NPC146683
0.8511 High Similarity NPC280804
0.8511 High Similarity NPC470386
0.8511 High Similarity NPC470385
0.8511 High Similarity NPC47853
0.8485 Intermediate Similarity NPC13149
0.8438 Intermediate Similarity NPC10864
0.8427 Intermediate Similarity NPC118800
0.8421 Intermediate Similarity NPC41070
0.8421 Intermediate Similarity NPC470232
0.84 Intermediate Similarity NPC4115
0.84 Intermediate Similarity NPC12823
0.8387 Intermediate Similarity NPC46758
0.8387 Intermediate Similarity NPC100313
0.8367 Intermediate Similarity NPC46848
0.8351 Intermediate Similarity NPC89099
0.8351 Intermediate Similarity NPC288
0.8351 Intermediate Similarity NPC109059
0.8351 Intermediate Similarity NPC471038
0.8333 Intermediate Similarity NPC329910
0.8317 Intermediate Similarity NPC471461
0.8317 Intermediate Similarity NPC67745
0.8316 Intermediate Similarity NPC475118
0.83 Intermediate Similarity NPC202793
0.8298 Intermediate Similarity NPC250753
0.8283 Intermediate Similarity NPC275990
0.8265 Intermediate Similarity NPC293866
0.8265 Intermediate Similarity NPC470388
0.8261 Intermediate Similarity NPC472497
0.8247 Intermediate Similarity NPC170978
0.8242 Intermediate Similarity NPC76518
0.8235 Intermediate Similarity NPC231278
0.8235 Intermediate Similarity NPC469733
0.8235 Intermediate Similarity NPC218123
0.8235 Intermediate Similarity NPC55973
0.8235 Intermediate Similarity NPC112895
0.8235 Intermediate Similarity NPC469729
0.8229 Intermediate Similarity NPC98639
0.8229 Intermediate Similarity NPC266431
0.8229 Intermediate Similarity NPC472485
0.8229 Intermediate Similarity NPC470229
0.8211 Intermediate Similarity NPC294263
0.82 Intermediate Similarity NPC266
0.82 Intermediate Similarity NPC139347
0.82 Intermediate Similarity NPC470310
0.8182 Intermediate Similarity NPC14634
0.8182 Intermediate Similarity NPC295276
0.8172 Intermediate Similarity NPC472739
0.8163 Intermediate Similarity NPC20479
0.8163 Intermediate Similarity NPC38471
0.8163 Intermediate Similarity NPC162459
0.8163 Intermediate Similarity NPC98837
0.8163 Intermediate Similarity NPC474793
0.8163 Intermediate Similarity NPC28864
0.8163 Intermediate Similarity NPC38296
0.8161 Intermediate Similarity NPC106078
0.8144 Intermediate Similarity NPC29410
0.8144 Intermediate Similarity NPC200054
0.8144 Intermediate Similarity NPC234564
0.8144 Intermediate Similarity NPC104568
0.8137 Intermediate Similarity NPC176949
0.8137 Intermediate Similarity NPC469746
0.8137 Intermediate Similarity NPC201908
0.8132 Intermediate Similarity NPC474482
0.8132 Intermediate Similarity NPC475745
0.8111 Intermediate Similarity NPC46881
0.8095 Intermediate Similarity NPC473352
0.8085 Intermediate Similarity NPC471043
0.8085 Intermediate Similarity NPC57954
0.8085 Intermediate Similarity NPC213832
0.8077 Intermediate Similarity NPC471093
0.8077 Intermediate Similarity NPC473324
0.8065 Intermediate Similarity NPC57469
0.8065 Intermediate Similarity NPC472495
0.8058 Intermediate Similarity NPC89860
0.8058 Intermediate Similarity NPC273155
0.8058 Intermediate Similarity NPC211224
0.8058 Intermediate Similarity NPC189663
0.8058 Intermediate Similarity NPC9013
0.8041 Intermediate Similarity NPC263135
0.8041 Intermediate Similarity NPC142352
0.8041 Intermediate Similarity NPC288906
0.8039 Intermediate Similarity NPC37600
0.8039 Intermediate Similarity NPC138908
0.8039 Intermediate Similarity NPC200957
0.8022 Intermediate Similarity NPC475726
0.8022 Intermediate Similarity NPC472743
0.8021 Intermediate Similarity NPC224060
0.8021 Intermediate Similarity NPC472496
0.8021 Intermediate Similarity NPC244356
0.802 Intermediate Similarity NPC96217
0.802 Intermediate Similarity NPC277074
0.802 Intermediate Similarity NPC209298
0.802 Intermediate Similarity NPC159442
0.802 Intermediate Similarity NPC122811
0.8 Intermediate Similarity NPC236585
0.8 Intermediate Similarity NPC148279
0.8 Intermediate Similarity NPC476296
0.8 Intermediate Similarity NPC29505
0.8 Intermediate Similarity NPC122339
0.8 Intermediate Similarity NPC329953
0.7981 Intermediate Similarity NPC102741
0.7981 Intermediate Similarity NPC252679
0.7981 Intermediate Similarity NPC118721
0.7981 Intermediate Similarity NPC469744
0.7979 Intermediate Similarity NPC146937
0.7979 Intermediate Similarity NPC193360
0.7979 Intermediate Similarity NPC474677
0.7979 Intermediate Similarity NPC471900
0.7979 Intermediate Similarity NPC471724
0.7979 Intermediate Similarity NPC474719
0.7961 Intermediate Similarity NPC166993
0.7959 Intermediate Similarity NPC165616
0.7957 Intermediate Similarity NPC269396
0.7957 Intermediate Similarity NPC472738
0.7957 Intermediate Similarity NPC98236
0.7941 Intermediate Similarity NPC96268
0.7938 Intermediate Similarity NPC111015
0.7938 Intermediate Similarity NPC196485
0.7938 Intermediate Similarity NPC209662
0.7938 Intermediate Similarity NPC245972
0.7925 Intermediate Similarity NPC145625
0.7925 Intermediate Similarity NPC473303
0.7925 Intermediate Similarity NPC471245

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC64006 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
0.7826 Intermediate Similarity NPD4788 Approved
0.7766 Intermediate Similarity NPD3618 Phase 1
0.7677 Intermediate Similarity NPD5210 Approved
0.7677 Intermediate Similarity NPD4629 Approved
0.766 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD4697 Phase 3
0.7579 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.757 Intermediate Similarity NPD4634 Approved
0.7553 Intermediate Similarity NPD4786 Approved
0.7551 Intermediate Similarity NPD8035 Phase 2
0.7551 Intermediate Similarity NPD6079 Approved
0.7551 Intermediate Similarity NPD8034 Phase 2
0.7549 Intermediate Similarity NPD4696 Approved
0.7549 Intermediate Similarity NPD5285 Approved
0.7549 Intermediate Similarity NPD5286 Approved
0.7527 Intermediate Similarity NPD3667 Approved
0.7526 Intermediate Similarity NPD5328 Approved
0.7525 Intermediate Similarity NPD4755 Approved
0.7475 Intermediate Similarity NPD4202 Approved
0.7426 Intermediate Similarity NPD5222 Approved
0.7426 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7426 Intermediate Similarity NPD5221 Approved
0.7404 Intermediate Similarity NPD5211 Phase 2
0.7404 Intermediate Similarity NPD4633 Approved
0.7404 Intermediate Similarity NPD5225 Approved
0.7404 Intermediate Similarity NPD5224 Approved
0.7404 Intermediate Similarity NPD5226 Approved
0.7379 Intermediate Similarity NPD4700 Approved
0.7368 Intermediate Similarity NPD3665 Phase 1
0.7368 Intermediate Similarity NPD3666 Approved
0.7368 Intermediate Similarity NPD3133 Approved
0.7353 Intermediate Similarity NPD5173 Approved
0.7347 Intermediate Similarity NPD4753 Phase 2
0.7333 Intermediate Similarity NPD5175 Approved
0.7333 Intermediate Similarity NPD5174 Approved
0.7333 Intermediate Similarity NPD3703 Phase 2
0.7308 Intermediate Similarity NPD5223 Approved
0.73 Intermediate Similarity NPD6399 Phase 3
0.7283 Intermediate Similarity NPD6697 Approved
0.7283 Intermediate Similarity NPD6118 Approved
0.7283 Intermediate Similarity NPD6114 Approved
0.7283 Intermediate Similarity NPD6115 Approved
0.7264 Intermediate Similarity NPD5141 Approved
0.72 Intermediate Similarity NPD7515 Phase 2
0.7191 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD6649 Approved
0.7182 Intermediate Similarity NPD6650 Approved
0.7159 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7159 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD6373 Approved
0.7156 Intermediate Similarity NPD6372 Approved
0.713 Intermediate Similarity NPD5697 Approved
0.7115 Intermediate Similarity NPD5696 Approved
0.7065 Intermediate Similarity NPD6117 Approved
0.7064 Intermediate Similarity NPD6881 Approved
0.7064 Intermediate Similarity NPD6899 Approved
0.7064 Intermediate Similarity NPD4729 Approved
0.7064 Intermediate Similarity NPD5128 Approved
0.7064 Intermediate Similarity NPD4730 Approved
0.7037 Intermediate Similarity NPD4768 Approved
0.7037 Intermediate Similarity NPD5739 Approved
0.7037 Intermediate Similarity NPD6402 Approved
0.7037 Intermediate Similarity NPD4767 Approved
0.7037 Intermediate Similarity NPD6675 Approved
0.7037 Intermediate Similarity NPD7128 Approved
0.7019 Intermediate Similarity NPD7902 Approved
0.7018 Intermediate Similarity NPD7115 Discovery
0.701 Intermediate Similarity NPD3668 Phase 3
0.7009 Intermediate Similarity NPD4754 Approved
0.7 Intermediate Similarity NPD6014 Approved
0.7 Intermediate Similarity NPD6013 Approved
0.7 Intermediate Similarity NPD6012 Approved
0.6989 Remote Similarity NPD6116 Phase 1
0.6983 Remote Similarity NPD6319 Approved
0.6983 Remote Similarity NPD6054 Approved
0.6979 Remote Similarity NPD4223 Phase 3
0.6979 Remote Similarity NPD4221 Approved
0.6972 Remote Similarity NPD5701 Approved
0.6966 Remote Similarity NPD3698 Phase 2
0.6952 Remote Similarity NPD7638 Approved
0.6947 Remote Similarity NPD7525 Registered
0.6937 Remote Similarity NPD7290 Approved
0.6937 Remote Similarity NPD5251 Approved
0.6937 Remote Similarity NPD7102 Approved
0.6937 Remote Similarity NPD5250 Approved
0.6937 Remote Similarity NPD5247 Approved
0.6937 Remote Similarity NPD5248 Approved
0.6937 Remote Similarity NPD6883 Approved
0.6937 Remote Similarity NPD5249 Phase 3
0.6923 Remote Similarity NPD6016 Approved
0.6923 Remote Similarity NPD6015 Approved
0.6909 Remote Similarity NPD6011 Approved
0.6909 Remote Similarity NPD7320 Approved
0.6903 Remote Similarity NPD4632 Approved
0.6893 Remote Similarity NPD7748 Approved
0.6889 Remote Similarity NPD4245 Approved
0.6889 Remote Similarity NPD4244 Approved
0.6887 Remote Similarity NPD7639 Approved
0.6887 Remote Similarity NPD7640 Approved
0.6881 Remote Similarity NPD6008 Approved
0.6875 Remote Similarity NPD6869 Approved
0.6875 Remote Similarity NPD5216 Approved
0.6875 Remote Similarity NPD5217 Approved
0.6875 Remote Similarity NPD8130 Phase 1
0.6875 Remote Similarity NPD5215 Approved
0.6875 Remote Similarity NPD6847 Approved
0.6875 Remote Similarity NPD6617 Approved
0.6869 Remote Similarity NPD5279 Phase 3
0.6864 Remote Similarity NPD6370 Approved
0.6864 Remote Similarity NPD5988 Approved
0.6857 Remote Similarity NPD6083 Phase 2
0.6857 Remote Similarity NPD6084 Phase 2
0.6848 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6838 Remote Similarity NPD6059 Approved
0.6837 Remote Similarity NPD4197 Approved
0.6814 Remote Similarity NPD8297 Approved
0.6814 Remote Similarity NPD6882 Approved
0.6792 Remote Similarity NPD4225 Approved
0.6786 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6786 Remote Similarity NPD5169 Approved
0.6786 Remote Similarity NPD5135 Approved
0.6771 Remote Similarity NPD4695 Discontinued
0.6768 Remote Similarity NPD5329 Approved
0.6757 Remote Similarity NPD5168 Approved
0.675 Remote Similarity NPD7492 Approved
0.6731 Remote Similarity NPD7900 Approved
0.6731 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6726 Remote Similarity NPD5127 Approved
0.6724 Remote Similarity NPD6009 Approved
0.6721 Remote Similarity NPD7736 Approved
0.6705 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6703 Remote Similarity NPD4789 Approved
0.6702 Remote Similarity NPD3701 Clinical (unspecified phase)
0.67 Remote Similarity NPD5205 Approved
0.67 Remote Similarity NPD4689 Approved
0.67 Remote Similarity NPD4688 Approved
0.67 Remote Similarity NPD5690 Phase 2
0.67 Remote Similarity NPD4690 Approved
0.67 Remote Similarity NPD4138 Approved
0.67 Remote Similarity NPD4693 Phase 3
0.6694 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD5695 Phase 3
0.6667 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6412 Phase 2
0.6667 Remote Similarity NPD5360 Phase 3
0.6639 Remote Similarity NPD7078 Approved
0.6638 Remote Similarity NPD6274 Approved
0.663 Remote Similarity NPD6081 Approved
0.661 Remote Similarity NPD4522 Approved
0.6607 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6606 Remote Similarity NPD5091 Approved
0.6596 Remote Similarity NPD7339 Approved
0.6596 Remote Similarity NPD6942 Approved
0.6579 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6569 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6562 Remote Similarity NPD3617 Approved
0.6562 Remote Similarity NPD3671 Phase 1
0.6552 Remote Similarity NPD5167 Approved
0.6538 Remote Similarity NPD5284 Approved
0.6538 Remote Similarity NPD5281 Approved
0.6535 Remote Similarity NPD5330 Approved
0.6535 Remote Similarity NPD4694 Approved
0.6535 Remote Similarity NPD7334 Approved
0.6535 Remote Similarity NPD7521 Approved
0.6535 Remote Similarity NPD6409 Approved
0.6535 Remote Similarity NPD6684 Approved
0.6535 Remote Similarity NPD7146 Approved
0.6535 Remote Similarity NPD5280 Approved
0.6509 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6504 Remote Similarity NPD8293 Discontinued
0.65 Remote Similarity NPD5983 Phase 2
0.6495 Remote Similarity NPD7645 Phase 2
0.6495 Remote Similarity NPD4195 Approved
0.6471 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6471 Remote Similarity NPD7101 Approved
0.6471 Remote Similarity NPD7100 Approved
0.6466 Remote Similarity NPD8133 Approved
0.6455 Remote Similarity NPD7632 Discontinued
0.6452 Remote Similarity NPD4758 Discontinued
0.6444 Remote Similarity NPD4224 Phase 2
0.6441 Remote Similarity NPD6317 Approved
0.6415 Remote Similarity NPD5282 Discontinued
0.6413 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6408 Remote Similarity NPD5737 Approved
0.6408 Remote Similarity NPD6672 Approved
0.6408 Remote Similarity NPD6903 Approved
0.6404 Remote Similarity NPD8132 Clinical (unspecified phase)
0.64 Remote Similarity NPD7319 Approved
0.6393 Remote Similarity NPD7604 Phase 2
0.6393 Remote Similarity NPD8328 Phase 3
0.6387 Remote Similarity NPD6313 Approved
0.6387 Remote Similarity NPD6314 Approved
0.6387 Remote Similarity NPD6335 Approved
0.6381 Remote Similarity NPD7637 Suspended
0.6381 Remote Similarity NPD6411 Approved
0.6364 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6364 Remote Similarity NPD4692 Approved
0.6364 Remote Similarity NPD4139 Approved
0.6356 Remote Similarity NPD6868 Approved

Structure

External Identifiers

PubChem CID   16046182
ChEMBL   CHEMBL563345
ZINC  

Physicochemical Properties

Molecular Weight:  348.19
ALogP:  -1.7657
MLogP:  3.11
XLogP:  -0.004
# Rotatable Bonds:  6
Polar Surface Area:  94.83
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# 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