Natural Product: NPC202705

Natural Product ID:  NPC202705
Common Name:   Lancilactone C
IUPAC Name:   3-[(3R,3aR,10bR)-3a,10b-dimethyl-3-[(1S)-1-[(2S)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8-propan-2-ylidene-2,3,4,5-tetrahydro-1H-cyclohepta[e]inden-7-yl]propanoic acid
Synonyms:   Lancilactone C
Molecular Formula:   C30H40O4
Standard InCHIKey:  TYAJEEFQBLTASC-NNIFVFKYSA-N
Standard InCHI:  InChI=1S/C30H40O4/c1-18(2)23-9-10-25-22(17-21(23)8-12-27(31)32)13-15-29(5)24(14-16-30(25,29)6)20(4)26-11-7-19(3)28(33)34-26/h7,9-10,17,20,24,26H,8,11-16H2,1-6H3,(H,31,32)/t20-,24+,26-,29+,30-/m0/s1
Canonical SMILES:  OC(=O)CCC1=CC2=C(C=CC1=C(C)C)[C@]1([C@@](CC2)(C)[C@H](CC1)[C@@H]([C@@H]1CC=C(C(=O)O1)C)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
NPO19455 Kadsura lancilimba Species Schisandraceae Eukaryota Stems PMID[9917290]
NPO19455 Kadsura lancilimba Species Schisandraceae Eukaryota Root PMID[9917290]
NPO8367 Fructus schiandrae NA NA NA TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT759 Cell Line H9 Homo sapiens IC50 > 100 ug/ml 9917290
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 = 1.4 ug/ml 9917290

  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 NPC202705 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
0.9158 High Similarity NPC227865
0.9032 High Similarity NPC166143
0.9032 High Similarity NPC471994
0.9032 High Similarity NPC120351
0.8958 High Similarity NPC290802
0.8854 High Similarity NPC98868
0.8713 High Similarity NPC220155
0.8687 High Similarity NPC280566
0.8687 High Similarity NPC183570
0.86 High Similarity NPC272632
0.8586 High Similarity NPC475320
0.8542 High Similarity NPC171395
0.8542 High Similarity NPC33473
0.8485 Intermediate Similarity NPC298233
0.8485 Intermediate Similarity NPC99411
0.8469 Intermediate Similarity NPC108368
0.8469 Intermediate Similarity NPC57079
0.8462 Intermediate Similarity NPC474315
0.8447 Intermediate Similarity NPC475274
0.8447 Intermediate Similarity NPC137911
0.8447 Intermediate Similarity NPC228477
0.8431 Intermediate Similarity NPC91034
0.8404 Intermediate Similarity NPC177141
0.84 Intermediate Similarity NPC155332
0.84 Intermediate Similarity NPC32577
0.84 Intermediate Similarity NPC114540
0.8365 Intermediate Similarity NPC181298
0.8351 Intermediate Similarity NPC293052
0.8351 Intermediate Similarity NPC295347
0.8333 Intermediate Similarity NPC189863
0.8333 Intermediate Similarity NPC266570
0.8316 Intermediate Similarity NPC273199
0.8316 Intermediate Similarity NPC469595
0.8316 Intermediate Similarity NPC469372
0.8316 Intermediate Similarity NPC212679
0.8316 Intermediate Similarity NPC220454
0.83 Intermediate Similarity NPC310981
0.83 Intermediate Similarity NPC146822
0.8286 Intermediate Similarity NPC471484
0.8286 Intermediate Similarity NPC262083
0.8286 Intermediate Similarity NPC284162
0.8286 Intermediate Similarity NPC255401
0.8283 Intermediate Similarity NPC166745
0.8283 Intermediate Similarity NPC235464
0.8252 Intermediate Similarity NPC475294
0.8247 Intermediate Similarity NPC477129
0.8247 Intermediate Similarity NPC477130
0.8229 Intermediate Similarity NPC303697
0.8229 Intermediate Similarity NPC474018
0.8229 Intermediate Similarity NPC473986
0.8218 Intermediate Similarity NPC471993
0.8211 Intermediate Similarity NPC284561
0.8211 Intermediate Similarity NPC5509
0.8211 Intermediate Similarity NPC474844
0.82 Intermediate Similarity NPC266955
0.82 Intermediate Similarity NPC241221
0.8191 Intermediate Similarity NPC312561
0.819 Intermediate Similarity NPC238850
0.819 Intermediate Similarity NPC473627
0.819 Intermediate Similarity NPC16270
0.819 Intermediate Similarity NPC37116
0.8182 Intermediate Similarity NPC208094
0.8182 Intermediate Similarity NPC110937
0.8182 Intermediate Similarity NPC141401
0.8163 Intermediate Similarity NPC209355
0.8163 Intermediate Similarity NPC281134
0.8137 Intermediate Similarity NPC297617
0.8125 Intermediate Similarity NPC477149
0.8125 Intermediate Similarity NPC477147
0.8125 Intermediate Similarity NPC281942
0.8125 Intermediate Similarity NPC232426
0.8119 Intermediate Similarity NPC224720
0.8119 Intermediate Similarity NPC476240
0.8119 Intermediate Similarity NPC244456
0.8119 Intermediate Similarity NPC476223
0.8119 Intermediate Similarity NPC115899
0.8119 Intermediate Similarity NPC168319
0.8119 Intermediate Similarity NPC194028
0.8119 Intermediate Similarity NPC469657
0.8105 Intermediate Similarity NPC24816
0.81 Intermediate Similarity NPC92275
0.8081 Intermediate Similarity NPC301534
0.8081 Intermediate Similarity NPC250757
0.8081 Intermediate Similarity NPC190713
0.8077 Intermediate Similarity NPC476958
0.8065 Intermediate Similarity NPC164577
0.8061 Intermediate Similarity NPC53685
0.8058 Intermediate Similarity NPC309190
0.8058 Intermediate Similarity NPC472868
0.8041 Intermediate Similarity NPC141831
0.8041 Intermediate Similarity NPC204341
0.8041 Intermediate Similarity NPC470113
0.8039 Intermediate Similarity NPC31058
0.8039 Intermediate Similarity NPC469606
0.8039 Intermediate Similarity NPC273005
0.8037 Intermediate Similarity NPC191620
0.8037 Intermediate Similarity NPC236217
0.8021 Intermediate Similarity NPC214387
0.8021 Intermediate Similarity NPC174342
0.8021 Intermediate Similarity NPC310236
0.8021 Intermediate Similarity NPC66344
0.8021 Intermediate Similarity NPC168131
0.802 Intermediate Similarity NPC476274
0.802 Intermediate Similarity NPC476303
0.802 Intermediate Similarity NPC201406
0.802 Intermediate Similarity NPC476299
0.802 Intermediate Similarity NPC474012
0.8019 Intermediate Similarity NPC15551
0.8019 Intermediate Similarity NPC29133
0.8 Intermediate Similarity NPC318363
0.8 Intermediate Similarity NPC473482
0.8 Intermediate Similarity NPC128644
0.8 Intermediate Similarity NPC475418
0.8 Intermediate Similarity NPC167877
0.8 Intermediate Similarity NPC253826
0.8 Intermediate Similarity NPC2049
0.7981 Intermediate Similarity NPC477125
0.798 Intermediate Similarity NPC183012
0.798 Intermediate Similarity NPC20546
0.7979 Intermediate Similarity NPC65661
0.7979 Intermediate Similarity NPC189311
0.7963 Intermediate Similarity NPC122056
0.7961 Intermediate Similarity NPC112009
0.7961 Intermediate Similarity NPC475526
0.7961 Intermediate Similarity NPC72151
0.7961 Intermediate Similarity NPC180204
0.7961 Intermediate Similarity NPC476237
0.7961 Intermediate Similarity NPC329345
0.7961 Intermediate Similarity NPC176883
0.7961 Intermediate Similarity NPC473283
0.7959 Intermediate Similarity NPC152778
0.7959 Intermediate Similarity NPC205034
0.7959 Intermediate Similarity NPC115021
0.7959 Intermediate Similarity NPC229976
0.7959 Intermediate Similarity NPC162615
0.7959 Intermediate Similarity NPC472871
0.7959 Intermediate Similarity NPC214697
0.7959 Intermediate Similarity NPC38232
0.7957 Intermediate Similarity NPC193198
0.7957 Intermediate Similarity NPC97913
0.7944 Intermediate Similarity NPC470961
0.7944 Intermediate Similarity NPC71680
0.7941 Intermediate Similarity NPC118174
0.7938 Intermediate Similarity NPC310479
0.7938 Intermediate Similarity NPC474842
0.7938 Intermediate Similarity NPC46281
0.7938 Intermediate Similarity NPC475965
0.7938 Intermediate Similarity NPC472866
0.7938 Intermediate Similarity NPC182136
0.7925 Intermediate Similarity NPC475065
0.7921 Intermediate Similarity NPC222011
0.7921 Intermediate Similarity NPC64742
0.7921 Intermediate Similarity NPC197386
0.7921 Intermediate Similarity NPC471717
0.7917 Intermediate Similarity NPC97884
0.7917 Intermediate Similarity NPC193843
0.7917 Intermediate Similarity NPC226863
0.7917 Intermediate Similarity NPC472870
0.7917 Intermediate Similarity NPC249889
0.7917 Intermediate Similarity NPC472220
0.7909 Intermediate Similarity NPC476959
0.7905 Intermediate Similarity NPC329048
0.7905 Intermediate Similarity NPC330011
0.79 Intermediate Similarity NPC456
0.79 Intermediate Similarity NPC328371
0.79 Intermediate Similarity NPC472941
0.79 Intermediate Similarity NPC16967
0.79 Intermediate Similarity NPC9812
0.79 Intermediate Similarity NPC78473
0.79 Intermediate Similarity NPC112654
0.7895 Intermediate Similarity NPC220478
0.789 Intermediate Similarity NPC147912
0.789 Intermediate Similarity NPC474181
0.789 Intermediate Similarity NPC67259
0.7879 Intermediate Similarity NPC469406
0.7879 Intermediate Similarity NPC38830
0.7872 Intermediate Similarity NPC165064
0.7872 Intermediate Similarity NPC472865
0.787 Intermediate Similarity NPC221144
0.787 Intermediate Similarity NPC475524
0.787 Intermediate Similarity NPC100267
0.787 Intermediate Similarity NPC241477
0.7864 Intermediate Similarity NPC235369
0.7864 Intermediate Similarity NPC320447
0.7857 Intermediate Similarity NPC234335
0.7857 Intermediate Similarity NPC190442
0.7857 Intermediate Similarity NPC177641
0.7857 Intermediate Similarity NPC26888
0.7857 Intermediate Similarity NPC212948
0.7849 Intermediate Similarity NPC296367
0.7843 Intermediate Similarity NPC477720
0.7843 Intermediate Similarity NPC54705
0.7843 Intermediate Similarity NPC35751
0.7835 Intermediate Similarity NPC36668
0.7835 Intermediate Similarity NPC118011
0.7835 Intermediate Similarity NPC210216
0.7835 Intermediate Similarity NPC262043
0.7835 Intermediate Similarity NPC146554
0.7822 Intermediate Similarity NPC476253
0.7822 Intermediate Similarity NPC53844

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC202705 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
0.7778 Intermediate Similarity NPD6399 Phase 3
0.7748 Intermediate Similarity NPD7115 Discovery
0.7745 Intermediate Similarity NPD7638 Approved
0.767 Intermediate Similarity NPD7640 Approved
0.767 Intermediate Similarity NPD7639 Approved
0.766 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD5785 Approved
0.7551 Intermediate Similarity NPD6672 Approved
0.7551 Intermediate Similarity NPD5737 Approved
0.7545 Intermediate Similarity NPD6053 Discontinued
0.7526 Intermediate Similarity NPD6684 Approved
0.7526 Intermediate Similarity NPD7334 Approved
0.7526 Intermediate Similarity NPD7521 Approved
0.7526 Intermediate Similarity NPD5330 Approved
0.7526 Intermediate Similarity NPD6409 Approved
0.7526 Intermediate Similarity NPD7146 Approved
0.75 Intermediate Similarity NPD5281 Approved
0.75 Intermediate Similarity NPD7637 Suspended
0.75 Intermediate Similarity NPD5284 Approved
0.7476 Intermediate Similarity NPD6084 Phase 2
0.7476 Intermediate Similarity NPD6083 Phase 2
0.7451 Intermediate Similarity NPD5695 Phase 3
0.7423 Intermediate Similarity NPD1694 Approved
0.7374 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7374 Intermediate Similarity NPD6903 Approved
0.7347 Intermediate Similarity NPD5279 Phase 3
0.7339 Intermediate Similarity NPD6881 Approved
0.7339 Intermediate Similarity NPD6899 Approved
0.7327 Intermediate Similarity NPD6050 Approved
0.7327 Intermediate Similarity NPD5694 Approved
0.7327 Intermediate Similarity NPD6411 Approved
0.7327 Intermediate Similarity NPD6079 Approved
0.7327 Intermediate Similarity NPD5693 Phase 1
0.732 Intermediate Similarity NPD4786 Approved
0.73 Intermediate Similarity NPD6051 Approved
0.7283 Intermediate Similarity NPD8039 Approved
0.7255 Intermediate Similarity NPD5779 Approved
0.7255 Intermediate Similarity NPD5778 Approved
0.7248 Intermediate Similarity NPD5697 Approved
0.7238 Intermediate Similarity NPD4225 Approved
0.7238 Intermediate Similarity NPD5696 Approved
0.7234 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD5692 Phase 3
0.7228 Intermediate Similarity NPD5207 Approved
0.7216 Intermediate Similarity NPD5362 Discontinued
0.7207 Intermediate Similarity NPD7290 Approved
0.7207 Intermediate Similarity NPD6883 Approved
0.7207 Intermediate Similarity NPD7102 Approved
0.7184 Intermediate Similarity NPD7748 Approved
0.7182 Intermediate Similarity NPD6011 Approved
0.717 Intermediate Similarity NPD6404 Discontinued
0.7156 Intermediate Similarity NPD7128 Approved
0.7156 Intermediate Similarity NPD6675 Approved
0.7156 Intermediate Similarity NPD5739 Approved
0.7156 Intermediate Similarity NPD6402 Approved
0.7143 Intermediate Similarity NPD3665 Phase 1
0.7143 Intermediate Similarity NPD8130 Phase 1
0.7143 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6617 Approved
0.7143 Intermediate Similarity NPD3133 Approved
0.7143 Intermediate Similarity NPD6869 Approved
0.7143 Intermediate Similarity NPD6847 Approved
0.7143 Intermediate Similarity NPD6649 Approved
0.7143 Intermediate Similarity NPD6650 Approved
0.7143 Intermediate Similarity NPD3666 Approved
0.7129 Intermediate Similarity NPD6904 Approved
0.7129 Intermediate Similarity NPD6673 Approved
0.7129 Intermediate Similarity NPD5328 Approved
0.7129 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD6080 Approved
0.7129 Intermediate Similarity NPD6101 Approved
0.7117 Intermediate Similarity NPD6013 Approved
0.7117 Intermediate Similarity NPD6014 Approved
0.7117 Intermediate Similarity NPD6012 Approved
0.7115 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD5209 Approved
0.7113 Intermediate Similarity NPD3667 Approved
0.708 Intermediate Similarity NPD8297 Approved
0.708 Intermediate Similarity NPD6882 Approved
0.7071 Intermediate Similarity NPD5363 Approved
0.7048 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD5222 Approved
0.7048 Intermediate Similarity NPD5221 Approved
0.7037 Intermediate Similarity NPD7632 Discontinued
0.7034 Intermediate Similarity NPD7503 Approved
0.7027 Intermediate Similarity NPD7320 Approved
0.7027 Intermediate Similarity NPD6686 Approved
0.7 Intermediate Similarity NPD3618 Phase 1
0.7 Intermediate Similarity NPD5690 Phase 2
0.7 Intermediate Similarity NPD5280 Approved
0.7 Intermediate Similarity NPD4694 Approved
0.699 Remote Similarity NPD7515 Phase 2
0.6981 Remote Similarity NPD5173 Approved
0.6981 Remote Similarity NPD7902 Approved
0.6964 Remote Similarity NPD6372 Approved
0.6964 Remote Similarity NPD6373 Approved
0.6961 Remote Similarity NPD4753 Phase 2
0.6961 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6952 Remote Similarity NPD5210 Approved
0.6952 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6952 Remote Similarity NPD4629 Approved
0.6939 Remote Similarity NPD4223 Phase 3
0.6939 Remote Similarity NPD4221 Approved
0.6937 Remote Similarity NPD5701 Approved
0.6935 Remote Similarity NPD7260 Phase 2
0.6907 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6903 Remote Similarity NPD6371 Approved
0.69 Remote Similarity NPD5329 Approved
0.69 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6897 Remote Similarity NPD6868 Approved
0.6893 Remote Similarity NPD7838 Discovery
0.6881 Remote Similarity NPD5211 Phase 2
0.6869 Remote Similarity NPD7154 Phase 3
0.6869 Remote Similarity NPD6695 Phase 3
0.6869 Remote Similarity NPD5332 Approved
0.6869 Remote Similarity NPD5331 Approved
0.6863 Remote Similarity NPD4518 Approved
0.6863 Remote Similarity NPD5208 Approved
0.6852 Remote Similarity NPD5285 Approved
0.6852 Remote Similarity NPD5286 Approved
0.6852 Remote Similarity NPD4696 Approved
0.6842 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6837 Remote Similarity NPD4790 Discontinued
0.6832 Remote Similarity NPD6098 Approved
0.6827 Remote Similarity NPD8034 Phase 2
0.6827 Remote Similarity NPD8035 Phase 2
0.6809 Remote Similarity NPD6926 Approved
0.6809 Remote Similarity NPD6924 Approved
0.6804 Remote Similarity NPD4195 Approved
0.68 Remote Similarity NPD7338 Clinical (unspecified phase)
0.68 Remote Similarity NPD4197 Approved
0.68 Remote Similarity NPD3668 Phase 3
0.6792 Remote Similarity NPD5654 Approved
0.6789 Remote Similarity NPD5223 Approved
0.678 Remote Similarity NPD6335 Approved
0.6768 Remote Similarity NPD4270 Approved
0.6768 Remote Similarity NPD4269 Approved
0.6762 Remote Similarity NPD4202 Approved
0.6759 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6757 Remote Similarity NPD5141 Approved
0.6737 Remote Similarity NPD6942 Approved
0.6737 Remote Similarity NPD7339 Approved
0.6735 Remote Similarity NPD4819 Approved
0.6735 Remote Similarity NPD4821 Approved
0.6735 Remote Similarity NPD4820 Approved
0.6735 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6735 Remote Similarity NPD4695 Discontinued
0.6735 Remote Similarity NPD4822 Approved
0.6733 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6731 Remote Similarity NPD6698 Approved
0.6731 Remote Similarity NPD46 Approved
0.6729 Remote Similarity NPD4697 Phase 3
0.6727 Remote Similarity NPD5226 Approved
0.6727 Remote Similarity NPD5225 Approved
0.6727 Remote Similarity NPD5224 Approved
0.6727 Remote Similarity NPD4633 Approved
0.6724 Remote Similarity NPD4632 Approved
0.6723 Remote Similarity NPD7100 Approved
0.6723 Remote Similarity NPD7101 Approved
0.6701 Remote Similarity NPD4271 Approved
0.6701 Remote Similarity NPD4268 Approved
0.6698 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6698 Remote Similarity NPD7900 Approved
0.6696 Remote Similarity NPD6008 Approved
0.6695 Remote Similarity NPD6317 Approved
0.6667 Remote Similarity NPD4690 Approved
0.6667 Remote Similarity NPD5786 Approved
0.6667 Remote Similarity NPD5959 Approved
0.6667 Remote Similarity NPD5205 Approved
0.6667 Remote Similarity NPD7144 Approved
0.6667 Remote Similarity NPD4755 Approved
0.6667 Remote Similarity NPD7143 Approved
0.6667 Remote Similarity NPD4138 Approved
0.6667 Remote Similarity NPD4623 Approved
0.6667 Remote Similarity NPD5175 Approved
0.6667 Remote Similarity NPD4688 Approved
0.6667 Remote Similarity NPD6933 Approved
0.6667 Remote Similarity NPD5369 Approved
0.6667 Remote Similarity NPD4689 Approved
0.6667 Remote Similarity NPD4693 Phase 3
0.6667 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4519 Discontinued
0.6667 Remote Similarity NPD5174 Approved
0.6639 Remote Similarity NPD6314 Approved
0.6639 Remote Similarity NPD6313 Approved
0.6637 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6637 Remote Similarity NPD6412 Phase 2
0.6633 Remote Similarity NPD6929 Approved
0.6632 Remote Similarity NPD4058 Approved
0.6632 Remote Similarity NPD4687 Approved
0.6632 Remote Similarity NPD5733 Approved
0.661 Remote Similarity NPD6274 Approved
0.6602 Remote Similarity NPD7524 Approved
0.6602 Remote Similarity NPD7750 Discontinued
0.6602 Remote Similarity NPD3573 Approved
0.66 Remote Similarity NPD6435 Approved
0.6596 Remote Similarity NPD7150 Approved
0.6596 Remote Similarity NPD7151 Approved
0.6596 Remote Similarity NPD7152 Approved
0.6571 Remote Similarity NPD4096 Approved

Structure

External Identifiers

PubChem CID   451865
ChEMBL   CHEMBL508290
ZINC  

Physicochemical Properties

Molecular Weight:  464.29
ALogP:  4.1492
MLogP:  4.32
XLogP:  7.497
# Rotatable Bonds:  12
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  34

Download Data

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