Natural Product: NPC98639

Natural Product ID:  NPC98639
Common Name:   Inflexanin A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C22H32O5
Standard InCHIKey:  AFWHPJJUZOPPFV-FQQBCUCGSA-N
Standard InCHI:  InChI=1S/C22H32O5/c1-11-13-8-14(24)18-21(5)7-6-16(27-12(2)23)20(3,4)17(21)15(25)10-22(18,9-13)19(11)26/h13-18,24-25H,1,6-10H2,2-5H3/t13-,14+,15+,16+,17-,18+,21-,22+/m1/s1
Canonical SMILES:  CC(=O)O[C@H]1CC[C@@]2([C@@H](C1(C)C)[C@@H](O)C[C@]13[C@H]2[C@@H](O)C[C@H](C1)C(=C)C3=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
NPO26913 Isodon excisus Species Lamiaceae Eukaryota PMID[17338565]
NPO20759 Isodon inflexa Species Lamiaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 400 nM 17338565
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 630 nM 17338565

  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 NPC98639 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
0.9888 High Similarity NPC200054
0.9888 High Similarity NPC29410
0.967 High Similarity NPC162459
0.967 High Similarity NPC471038
0.967 High Similarity NPC38296
0.967 High Similarity NPC98837
0.967 High Similarity NPC38471
0.967 High Similarity NPC20479
0.967 High Similarity NPC28864
0.9565 High Similarity NPC293866
0.956 High Similarity NPC10864
0.9551 High Similarity NPC294263
0.9462 High Similarity NPC46848
0.9462 High Similarity NPC252614
0.9457 High Similarity NPC89099
0.9451 High Similarity NPC329910
0.9362 High Similarity NPC275990
0.9341 High Similarity NPC470229
0.9341 High Similarity NPC470232
0.9263 High Similarity NPC277074
0.9263 High Similarity NPC87927
0.9263 High Similarity NPC122811
0.9263 High Similarity NPC209298
0.9255 High Similarity NPC163963
0.9255 High Similarity NPC52899
0.9255 High Similarity NPC289148
0.9247 High Similarity NPC474793
0.9231 High Similarity NPC47853
0.9231 High Similarity NPC470386
0.9231 High Similarity NPC475118
0.9231 High Similarity NPC470385
0.9222 High Similarity NPC198242
0.9222 High Similarity NPC250753
0.9222 High Similarity NPC211403
0.9205 High Similarity NPC153604
0.9167 High Similarity NPC301787
0.9158 High Similarity NPC286519
0.9158 High Similarity NPC88203
0.9158 High Similarity NPC76866
0.9158 High Similarity NPC304832
0.9158 High Similarity NPC148628
0.9158 High Similarity NPC214946
0.9158 High Similarity NPC246736
0.9149 High Similarity NPC470388
0.9149 High Similarity NPC287676
0.9121 High Similarity NPC244356
0.9121 High Similarity NPC224060
0.9091 High Similarity NPC471042
0.9072 High Similarity NPC138908
0.9072 High Similarity NPC200957
0.9072 High Similarity NPC222833
0.9062 High Similarity NPC139347
0.9053 High Similarity NPC121218
0.9053 High Similarity NPC253886
0.9053 High Similarity NPC236585
0.9043 High Similarity NPC16911
0.9043 High Similarity NPC78427
0.9032 High Similarity NPC13949
0.9032 High Similarity NPC219353
0.9032 High Similarity NPC470387
0.9032 High Similarity NPC104568
0.9011 High Similarity NPC470230
0.898 High Similarity NPC201908
0.898 High Similarity NPC176949
0.898 High Similarity NPC166993
0.8969 High Similarity NPC98603
0.8958 High Similarity NPC170615
0.8947 High Similarity NPC267921
0.8925 High Similarity NPC210214
0.8901 High Similarity NPC80401
0.8889 High Similarity NPC231278
0.8889 High Similarity NPC112895
0.8889 High Similarity NPC273155
0.8889 High Similarity NPC218123
0.8889 High Similarity NPC211224
0.8866 High Similarity NPC96217
0.8866 High Similarity NPC216114
0.8864 High Similarity NPC146683
0.8854 High Similarity NPC148279
0.8842 High Similarity NPC26270
0.8817 High Similarity NPC169751
0.8817 High Similarity NPC272635
0.8817 High Similarity NPC302008
0.8817 High Similarity NPC191094
0.8817 High Similarity NPC303863
0.8804 High Similarity NPC476168
0.8791 High Similarity NPC471043
0.8788 High Similarity NPC186054
0.8778 High Similarity NPC259009
0.8778 High Similarity NPC174619
0.8776 High Similarity NPC47281
0.8776 High Similarity NPC96268
0.8776 High Similarity NPC84928
0.8763 High Similarity NPC136289
0.8763 High Similarity NPC15396
0.875 High Similarity NPC293890
0.875 High Similarity NPC118800
0.875 High Similarity NPC471037
0.8723 High Similarity NPC231060
0.8723 High Similarity NPC138245
0.8723 High Similarity NPC84018
0.871 High Similarity NPC181594
0.871 High Similarity NPC144739
0.87 High Similarity NPC63841
0.8696 High Similarity NPC100313
0.8687 High Similarity NPC28791
0.8687 High Similarity NPC37600
0.8687 High Similarity NPC295366
0.8687 High Similarity NPC50535
0.8681 High Similarity NPC474719
0.8673 High Similarity NPC159442
0.8673 High Similarity NPC469985
0.8673 High Similarity NPC470310
0.866 High Similarity NPC71706
0.866 High Similarity NPC295276
0.866 High Similarity NPC14634
0.866 High Similarity NPC81530
0.866 High Similarity NPC471790
0.8632 High Similarity NPC256227
0.8627 High Similarity NPC470281
0.8627 High Similarity NPC329953
0.8617 High Similarity NPC111524
0.8617 High Similarity NPC261333
0.8617 High Similarity NPC215271
0.8617 High Similarity NPC292374
0.8617 High Similarity NPC153775
0.8617 High Similarity NPC129004
0.8617 High Similarity NPC91772
0.8617 High Similarity NPC29247
0.8617 High Similarity NPC104371
0.8617 High Similarity NPC101233
0.8617 High Similarity NPC289539
0.8602 High Similarity NPC299185
0.8602 High Similarity NPC160506
0.8602 High Similarity NPC198054
0.86 High Similarity NPC471474
0.86 High Similarity NPC88833
0.86 High Similarity NPC86852
0.86 High Similarity NPC96333
0.86 High Similarity NPC251824
0.8586 High Similarity NPC202793
0.8586 High Similarity NPC310586
0.8586 High Similarity NPC29705
0.8586 High Similarity NPC13149
0.8586 High Similarity NPC474558
0.8571 High Similarity NPC475803
0.8571 High Similarity NPC33768
0.8571 High Similarity NPC309388
0.8557 High Similarity NPC94906
0.8556 High Similarity NPC471034
0.8556 High Similarity NPC190704
0.8542 High Similarity NPC253586
0.8529 High Similarity NPC474786
0.8529 High Similarity NPC471093
0.8529 High Similarity NPC320383
0.8529 High Similarity NPC137104
0.8526 High Similarity NPC263135
0.8526 High Similarity NPC288906
0.8526 High Similarity NPC279974
0.8515 High Similarity NPC469984
0.8515 High Similarity NPC232133
0.8515 High Similarity NPC473410
0.8515 High Similarity NPC471094
0.8511 High Similarity NPC59170
0.8511 High Similarity NPC199543
0.8511 High Similarity NPC291373
0.85 High Similarity NPC4115
0.85 High Similarity NPC265127
0.85 High Similarity NPC278628
0.85 High Similarity NPC231530
0.85 High Similarity NPC164600
0.85 High Similarity NPC56656
0.85 High Similarity NPC103172
0.8495 Intermediate Similarity NPC470378
0.8495 Intermediate Similarity NPC180849
0.8495 Intermediate Similarity NPC261994
0.8495 Intermediate Similarity NPC149761
0.8485 Intermediate Similarity NPC140723
0.8485 Intermediate Similarity NPC282233
0.8485 Intermediate Similarity NPC95585
0.8478 Intermediate Similarity NPC56413
0.8478 Intermediate Similarity NPC4309
0.8469 Intermediate Similarity NPC75941
0.8462 Intermediate Similarity NPC12774
0.8462 Intermediate Similarity NPC471252
0.8462 Intermediate Similarity NPC2783
0.8454 Intermediate Similarity NPC288
0.8454 Intermediate Similarity NPC114274
0.8454 Intermediate Similarity NPC109059
0.8454 Intermediate Similarity NPC472028
0.8447 Intermediate Similarity NPC29505
0.8444 Intermediate Similarity NPC299963
0.8438 Intermediate Similarity NPC264979
0.8438 Intermediate Similarity NPC135548
0.8438 Intermediate Similarity NPC234564
0.8438 Intermediate Similarity NPC140242
0.8431 Intermediate Similarity NPC469983
0.8431 Intermediate Similarity NPC274827
0.8431 Intermediate Similarity NPC131903
0.8427 Intermediate Similarity NPC472504

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC98639 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
0.8602 High Similarity NPD8035 Phase 2
0.8602 High Similarity NPD8034 Phase 2
0.8352 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8155 Intermediate Similarity NPD6881 Approved
0.8155 Intermediate Similarity NPD6899 Approved
0.8137 Intermediate Similarity NPD7128 Approved
0.8137 Intermediate Similarity NPD5739 Approved
0.8137 Intermediate Similarity NPD6675 Approved
0.8137 Intermediate Similarity NPD6402 Approved
0.8125 Intermediate Similarity NPD6399 Phase 3
0.8095 Intermediate Similarity NPD6650 Approved
0.8095 Intermediate Similarity NPD6649 Approved
0.8077 Intermediate Similarity NPD6372 Approved
0.8077 Intermediate Similarity NPD6373 Approved
0.8058 Intermediate Similarity NPD5697 Approved
0.8021 Intermediate Similarity NPD6079 Approved
0.8 Intermediate Similarity NPD7102 Approved
0.8 Intermediate Similarity NPD7290 Approved
0.8 Intermediate Similarity NPD6883 Approved
0.8 Intermediate Similarity NPD5328 Approved
0.7981 Intermediate Similarity NPD6011 Approved
0.7981 Intermediate Similarity NPD7320 Approved
0.798 Intermediate Similarity NPD7902 Approved
0.7978 Intermediate Similarity NPD6697 Approved
0.7978 Intermediate Similarity NPD6118 Approved
0.7978 Intermediate Similarity NPD6115 Approved
0.7978 Intermediate Similarity NPD6114 Approved
0.7925 Intermediate Similarity NPD8130 Phase 1
0.7925 Intermediate Similarity NPD6617 Approved
0.7925 Intermediate Similarity NPD6869 Approved
0.7925 Intermediate Similarity NPD6847 Approved
0.7905 Intermediate Similarity NPD6014 Approved
0.7905 Intermediate Similarity NPD6012 Approved
0.7905 Intermediate Similarity NPD6013 Approved
0.79 Intermediate Similarity NPD7638 Approved
0.7885 Intermediate Similarity NPD5701 Approved
0.7865 Intermediate Similarity NPD6116 Phase 1
0.7857 Intermediate Similarity NPD7748 Approved
0.785 Intermediate Similarity NPD6882 Approved
0.785 Intermediate Similarity NPD8297 Approved
0.7835 Intermediate Similarity NPD7515 Phase 2
0.7822 Intermediate Similarity NPD7640 Approved
0.7822 Intermediate Similarity NPD7639 Approved
0.7788 Intermediate Similarity NPD6008 Approved
0.7778 Intermediate Similarity NPD4632 Approved
0.7757 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7753 Intermediate Similarity NPD6117 Approved
0.7742 Intermediate Similarity NPD4788 Approved
0.77 Intermediate Similarity NPD5222 Approved
0.77 Intermediate Similarity NPD4697 Phase 3
0.77 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.77 Intermediate Similarity NPD5221 Approved
0.7684 Intermediate Similarity NPD3618 Phase 1
0.7677 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7677 Intermediate Similarity NPD7900 Approved
0.7647 Intermediate Similarity NPD5286 Approved
0.7647 Intermediate Similarity NPD4696 Approved
0.7647 Intermediate Similarity NPD5285 Approved
0.764 Intermediate Similarity NPD3703 Phase 2
0.7624 Intermediate Similarity NPD5173 Approved
0.7624 Intermediate Similarity NPD4755 Approved
0.7573 Intermediate Similarity NPD5223 Approved
0.7568 Intermediate Similarity NPD6009 Approved
0.7528 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7522 Intermediate Similarity NPD6319 Approved
0.75 Intermediate Similarity NPD5225 Approved
0.75 Intermediate Similarity NPD4633 Approved
0.75 Intermediate Similarity NPD5211 Phase 2
0.75 Intermediate Similarity NPD5226 Approved
0.75 Intermediate Similarity NPD6335 Approved
0.75 Intermediate Similarity NPD5224 Approved
0.7478 Intermediate Similarity NPD7604 Phase 2
0.7477 Intermediate Similarity NPD6274 Approved
0.7477 Intermediate Similarity NPD6868 Approved
0.7477 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7476 Intermediate Similarity NPD4700 Approved
0.7474 Intermediate Similarity NPD4786 Approved
0.7456 Intermediate Similarity NPD5983 Phase 2
0.7451 Intermediate Similarity NPD6083 Phase 2
0.7451 Intermediate Similarity NPD6084 Phase 2
0.7434 Intermediate Similarity NPD7100 Approved
0.7434 Intermediate Similarity NPD7101 Approved
0.7429 Intermediate Similarity NPD5174 Approved
0.7429 Intermediate Similarity NPD5175 Approved
0.7414 Intermediate Similarity NPD7492 Approved
0.7411 Intermediate Similarity NPD6317 Approved
0.74 Intermediate Similarity NPD4202 Approved
0.7373 Intermediate Similarity NPD7736 Approved
0.7368 Intermediate Similarity NPD6054 Approved
0.7358 Intermediate Similarity NPD5141 Approved
0.735 Intermediate Similarity NPD6336 Discontinued
0.735 Intermediate Similarity NPD6616 Approved
0.7347 Intermediate Similarity NPD6672 Approved
0.7347 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD5737 Approved
0.7345 Intermediate Similarity NPD6314 Approved
0.7345 Intermediate Similarity NPD6313 Approved
0.7339 Intermediate Similarity NPD4634 Approved
0.7333 Intermediate Similarity NPD7632 Discontinued
0.732 Intermediate Similarity NPD6409 Approved
0.732 Intermediate Similarity NPD6684 Approved
0.732 Intermediate Similarity NPD7521 Approved
0.732 Intermediate Similarity NPD5330 Approved
0.732 Intermediate Similarity NPD7334 Approved
0.732 Intermediate Similarity NPD7146 Approved
0.7304 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD8133 Approved
0.7288 Intermediate Similarity NPD7078 Approved
0.7264 Intermediate Similarity NPD4754 Approved
0.7263 Intermediate Similarity NPD3667 Approved
0.7257 Intermediate Similarity NPD7115 Discovery
0.7255 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7245 Intermediate Similarity NPD3573 Approved
0.7241 Intermediate Similarity NPD6370 Approved
0.7234 Intermediate Similarity NPD7525 Registered
0.7217 Intermediate Similarity NPD6059 Approved
0.7212 Intermediate Similarity NPD5696 Approved
0.7203 Intermediate Similarity NPD7507 Approved
0.7179 Intermediate Similarity NPD8328 Phase 3
0.7172 Intermediate Similarity NPD6903 Approved
0.7156 Intermediate Similarity NPD4729 Approved
0.7156 Intermediate Similarity NPD5128 Approved
0.7156 Intermediate Similarity NPD4730 Approved
0.7155 Intermediate Similarity NPD6909 Approved
0.7155 Intermediate Similarity NPD6015 Approved
0.7155 Intermediate Similarity NPD6016 Approved
0.7155 Intermediate Similarity NPD6908 Approved
0.7143 Intermediate Similarity NPD8293 Discontinued
0.713 Intermediate Similarity NPD4767 Approved
0.713 Intermediate Similarity NPD4768 Approved
0.7113 Intermediate Similarity NPD3133 Approved
0.7113 Intermediate Similarity NPD3666 Approved
0.7113 Intermediate Similarity NPD3665 Phase 1
0.7094 Intermediate Similarity NPD5988 Approved
0.7091 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD5695 Phase 3
0.7079 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD6412 Phase 2
0.7027 Intermediate Similarity NPD5135 Approved
0.7027 Intermediate Similarity NPD5251 Approved
0.7027 Intermediate Similarity NPD5169 Approved
0.7027 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD5250 Approved
0.7027 Intermediate Similarity NPD5249 Phase 3
0.7027 Intermediate Similarity NPD5248 Approved
0.7027 Intermediate Similarity NPD5247 Approved
0.7025 Intermediate Similarity NPD7319 Approved
0.7 Intermediate Similarity NPD5168 Approved
0.7 Intermediate Similarity NPD6686 Approved
0.697 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6964 Remote Similarity NPD5215 Approved
0.6964 Remote Similarity NPD5127 Approved
0.6964 Remote Similarity NPD5216 Approved
0.6964 Remote Similarity NPD5217 Approved
0.6961 Remote Similarity NPD5281 Approved
0.6961 Remote Similarity NPD5284 Approved
0.6961 Remote Similarity NPD6411 Approved
0.6957 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6937 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6932 Remote Similarity NPD4224 Phase 2
0.6931 Remote Similarity NPD6673 Approved
0.6931 Remote Similarity NPD6904 Approved
0.6931 Remote Similarity NPD6080 Approved
0.6931 Remote Similarity NPD4753 Phase 2
0.6923 Remote Similarity NPD5777 Approved
0.6923 Remote Similarity NPD4629 Approved
0.6923 Remote Similarity NPD5210 Approved
0.6923 Remote Similarity NPD6081 Approved
0.6887 Remote Similarity NPD4225 Approved
0.6882 Remote Similarity NPD3702 Approved
0.6875 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6827 Remote Similarity NPD6001 Approved
0.6813 Remote Similarity NPD4789 Approved
0.6813 Remote Similarity NPD4244 Approved
0.6813 Remote Similarity NPD4245 Approved
0.6803 Remote Similarity NPD6033 Approved
0.68 Remote Similarity NPD5279 Phase 3
0.68 Remote Similarity NPD6098 Approved
0.6783 Remote Similarity NPD5167 Approved
0.6778 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6778 Remote Similarity NPD5360 Phase 3
0.6768 Remote Similarity NPD3668 Phase 3
0.6765 Remote Similarity NPD6101 Approved
0.6765 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6754 Remote Similarity NPD6053 Discontinued
0.6735 Remote Similarity NPD6435 Approved
0.6735 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6735 Remote Similarity NPD4221 Approved
0.6735 Remote Similarity NPD4223 Phase 3
0.6731 Remote Similarity NPD5778 Approved
0.6731 Remote Similarity NPD5779 Approved
0.6727 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6723 Remote Similarity NPD6921 Approved
0.6703 Remote Similarity NPD3698 Phase 2
0.67 Remote Similarity NPD5329 Approved
0.67 Remote Similarity NPD1694 Approved
0.6667 Remote Similarity NPD5208 Approved

Structure

External Identifiers

PubChem CID   13874229
ChEMBL   CHEMBL225489
ZINC  

Physicochemical Properties

Molecular Weight:  376.22
ALogP:  -0.2426
MLogP:  3.33
XLogP:  1.859
# Rotatable Bonds:  8
Polar Surface Area:  83.83
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  27

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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