Natural Product: NPC196708

Natural Product ID:  NPC196708
Common Name:   Antrocinnamomins A
IUPAC Name:   [3-[4-(3-methylbut-2-enoxy)phenyl]-4-(2-methylpropyl)-2,5-dioxopyrrol-1-yl] acetate
Synonyms:  
Molecular Formula:   C21H25NO5
Standard InCHIKey:  UZWGAKUWSJOJSJ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C21H25NO5/c1-13(2)10-11-26-17-8-6-16(7-9-17)19-18(12-14(3)4)20(24)22(21(19)25)27-15(5)23/h6-10,14H,11-12H2,1-5H3
Canonical SMILES:  CC(=CCOc1ccc(cc1)C1=C(CC(C)C)C(=O)N(C1=O)OC(=O)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
NPO32621 antrodia cinnamomea Species Fomitopsidaceae Eukaryota mycelia PMID[18522430]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus Activity = 91.1 % 14510589
NPT113 Cell Line RAW264.7 Mus musculus Activity = 12.5 nM 14510589

  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 NPC196708 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
0.9688 High Similarity NPC132308
0.875 High Similarity NPC106606
0.8529 High Similarity NPC169766
0.8516 High Similarity NPC293424
0.8258 Intermediate Similarity NPC268348
0.7956 Intermediate Similarity NPC474476
0.7872 Intermediate Similarity NPC266425
0.7832 Intermediate Similarity NPC307682
0.7801 Intermediate Similarity NPC470392
0.7656 Intermediate Similarity NPC151530
0.7656 Intermediate Similarity NPC157473
0.7589 Intermediate Similarity NPC283079
0.7578 Intermediate Similarity NPC1065
0.7578 Intermediate Similarity NPC326447
0.7578 Intermediate Similarity NPC176971
0.7552 Intermediate Similarity NPC470977
0.7552 Intermediate Similarity NPC196979
0.7552 Intermediate Similarity NPC470976
0.7538 Intermediate Similarity NPC259554
0.7537 Intermediate Similarity NPC470860
0.75 Intermediate Similarity NPC473855
0.75 Intermediate Similarity NPC128730
0.75 Intermediate Similarity NPC264976
0.7483 Intermediate Similarity NPC282230
0.7483 Intermediate Similarity NPC183348
0.7482 Intermediate Similarity NPC473942
0.7463 Intermediate Similarity NPC51345
0.7448 Intermediate Similarity NPC473360
0.7447 Intermediate Similarity NPC218323
0.7431 Intermediate Similarity NPC15083
0.7429 Intermediate Similarity NPC221798
0.7422 Intermediate Similarity NPC283546
0.7413 Intermediate Similarity NPC170546
0.7413 Intermediate Similarity NPC120251
0.7413 Intermediate Similarity NPC66246
0.7405 Intermediate Similarity NPC234639
0.7388 Intermediate Similarity NPC252004
0.7368 Intermediate Similarity NPC17693
0.7344 Intermediate Similarity NPC179686
0.7324 Intermediate Similarity NPC475236
0.7313 Intermediate Similarity NPC109241
0.7305 Intermediate Similarity NPC89630
0.7303 Intermediate Similarity NPC189908
0.7299 Intermediate Similarity NPC159916
0.7287 Intermediate Similarity NPC109637
0.7287 Intermediate Similarity NPC38209
0.7286 Intermediate Similarity NPC291189
0.7286 Intermediate Similarity NPC69403
0.7279 Intermediate Similarity NPC128249
0.7273 Intermediate Similarity NPC214239
0.7266 Intermediate Similarity NPC307425
0.7254 Intermediate Similarity NPC124776
0.7254 Intermediate Similarity NPC470858
0.7231 Intermediate Similarity NPC473393
0.7222 Intermediate Similarity NPC2596
0.7218 Intermediate Similarity NPC25067
0.7218 Intermediate Similarity NPC183648
0.7218 Intermediate Similarity NPC88868
0.7218 Intermediate Similarity NPC231251
0.7209 Intermediate Similarity NPC298224
0.7206 Intermediate Similarity NPC296526
0.7206 Intermediate Similarity NPC220540
0.7197 Intermediate Similarity NPC291837
0.7194 Intermediate Similarity NPC474874
0.7194 Intermediate Similarity NPC230951
0.7188 Intermediate Similarity NPC107101
0.7181 Intermediate Similarity NPC225745
0.7181 Intermediate Similarity NPC28641
0.7181 Intermediate Similarity NPC194359
0.7164 Intermediate Similarity NPC23332
0.7164 Intermediate Similarity NPC57879
0.7153 Intermediate Similarity NPC37512
0.7153 Intermediate Similarity NPC213969
0.7153 Intermediate Similarity NPC223807
0.7153 Intermediate Similarity NPC165726
0.7143 Intermediate Similarity NPC322569
0.7133 Intermediate Similarity NPC88403
0.7133 Intermediate Similarity NPC160747
0.7122 Intermediate Similarity NPC98748
0.7122 Intermediate Similarity NPC473969
0.7113 Intermediate Similarity NPC141252
0.7113 Intermediate Similarity NPC11799
0.7107 Intermediate Similarity NPC169742
0.7101 Intermediate Similarity NPC217423
0.7101 Intermediate Similarity NPC469954
0.7101 Intermediate Similarity NPC45104
0.7099 Intermediate Similarity NPC238115
0.7095 Intermediate Similarity NPC55147
0.7095 Intermediate Similarity NPC54503
0.709 Intermediate Similarity NPC473809
0.7075 Intermediate Similarity NPC125153
0.7071 Intermediate Similarity NPC193193
0.7071 Intermediate Similarity NPC263835
0.7071 Intermediate Similarity NPC31314
0.7067 Intermediate Similarity NPC470707
0.7059 Intermediate Similarity NPC26524
0.7055 Intermediate Similarity NPC238309
0.705 Intermediate Similarity NPC471033
0.705 Intermediate Similarity NPC311091
0.7047 Intermediate Similarity NPC180647
0.7037 Intermediate Similarity NPC233238
0.7032 Intermediate Similarity NPC296085
0.7029 Intermediate Similarity NPC19290
0.7027 Intermediate Similarity NPC175159
0.7023 Intermediate Similarity NPC2518
0.7014 Intermediate Similarity NPC473626
0.7014 Intermediate Similarity NPC165556
0.7014 Intermediate Similarity NPC280767
0.7 Intermediate Similarity NPC37858
0.7 Intermediate Similarity NPC234956
0.7 Intermediate Similarity NPC99078
0.7 Intermediate Similarity NPC61779
0.6994 Remote Similarity NPC471396
0.6994 Remote Similarity NPC71205
0.6993 Remote Similarity NPC21238
0.6987 Remote Similarity NPC324081
0.6978 Remote Similarity NPC131801
0.6977 Remote Similarity NPC471576
0.6974 Remote Similarity NPC307883
0.6974 Remote Similarity NPC327612
0.6974 Remote Similarity NPC319870
0.6974 Remote Similarity NPC148738
0.6974 Remote Similarity NPC73078
0.6972 Remote Similarity NPC114845
0.697 Remote Similarity NPC470393
0.6968 Remote Similarity NPC17760
0.6959 Remote Similarity NPC472517
0.6957 Remote Similarity NPC188907
0.6954 Remote Similarity NPC215109
0.6954 Remote Similarity NPC220923
0.6954 Remote Similarity NPC170604
0.6954 Remote Similarity NPC317045
0.6954 Remote Similarity NPC90431
0.6954 Remote Similarity NPC246177
0.6954 Remote Similarity NPC252107
0.6954 Remote Similarity NPC223616
0.6951 Remote Similarity NPC473502
0.6947 Remote Similarity NPC192596
0.694 Remote Similarity NPC31274
0.694 Remote Similarity NPC474364
0.6939 Remote Similarity NPC241354
0.6939 Remote Similarity NPC473019
0.6933 Remote Similarity NPC255817
0.6933 Remote Similarity NPC136330
0.6933 Remote Similarity NPC277042
0.6933 Remote Similarity NPC311339
0.6933 Remote Similarity NPC205178
0.6933 Remote Similarity NPC37065
0.6933 Remote Similarity NPC96406
0.6933 Remote Similarity NPC230698
0.6933 Remote Similarity NPC472923
0.6933 Remote Similarity NPC73883
0.6933 Remote Similarity NPC251454
0.6933 Remote Similarity NPC196609
0.6929 Remote Similarity NPC21831
0.6929 Remote Similarity NPC277460
0.6929 Remote Similarity NPC187547
0.6929 Remote Similarity NPC152159
0.6929 Remote Similarity NPC205502
0.6928 Remote Similarity NPC477255
0.6923 Remote Similarity NPC311219
0.6923 Remote Similarity NPC71629
0.6923 Remote Similarity NPC13755
0.6918 Remote Similarity NPC121104
0.6918 Remote Similarity NPC264428
0.6918 Remote Similarity NPC161322
0.6918 Remote Similarity NPC293387
0.6913 Remote Similarity NPC280476
0.6913 Remote Similarity NPC119985
0.6912 Remote Similarity NPC54626
0.6908 Remote Similarity NPC471069
0.6908 Remote Similarity NPC471068
0.6906 Remote Similarity NPC316062
0.6906 Remote Similarity NPC33717
0.6901 Remote Similarity NPC180006
0.6901 Remote Similarity NPC235190
0.6901 Remote Similarity NPC163200
0.6899 Remote Similarity NPC175298
0.6897 Remote Similarity NPC2771
0.6894 Remote Similarity NPC108875
0.6894 Remote Similarity NPC38079
0.6892 Remote Similarity NPC86774
0.6892 Remote Similarity NPC2989
0.6892 Remote Similarity NPC327457
0.6892 Remote Similarity NPC136340
0.689 Remote Similarity NPC469479
0.6889 Remote Similarity NPC149545
0.6887 Remote Similarity NPC145446
0.6887 Remote Similarity NPC137172
0.6887 Remote Similarity NPC229128
0.6887 Remote Similarity NPC66705
0.6884 Remote Similarity NPC235250
0.6883 Remote Similarity NPC155552
0.6883 Remote Similarity NPC51181
0.6879 Remote Similarity NPC4898
0.6875 Remote Similarity NPC188377
0.6875 Remote Similarity NPC65735
0.6875 Remote Similarity NPC14141
0.6871 Remote Similarity NPC472519
0.687 Remote Similarity NPC51633

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC196708 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
0.7746 Intermediate Similarity NPD3140 Approved
0.7746 Intermediate Similarity NPD3142 Approved
0.7586 Intermediate Similarity NPD743 Approved
0.7578 Intermediate Similarity NPD3134 Approved
0.7576 Intermediate Similarity NPD1241 Discontinued
0.7568 Intermediate Similarity NPD2976 Clinical (unspecified phase)
0.7566 Intermediate Similarity NPD1670 Discontinued
0.7535 Intermediate Similarity NPD5746 Approved
0.7465 Intermediate Similarity NPD2614 Approved
0.7431 Intermediate Similarity NPD5745 Approved
0.7407 Intermediate Similarity NPD3451 Clinical (unspecified phase)
0.7385 Intermediate Similarity NPD1358 Approved
0.7365 Intermediate Similarity NPD2240 Approved
0.7365 Intermediate Similarity NPD2239 Approved
0.7329 Intermediate Similarity NPD4622 Approved
0.7329 Intermediate Similarity NPD4618 Approved
0.732 Intermediate Similarity NPD3146 Approved
0.732 Intermediate Similarity NPD3688 Clinical (unspecified phase)
0.7319 Intermediate Similarity NPD2423 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD5163 Phase 2
0.7273 Intermediate Similarity NPD2186 Approved
0.7267 Intermediate Similarity NPD7596 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD4476 Approved
0.7248 Intermediate Similarity NPD4477 Approved
0.7241 Intermediate Similarity NPD3374 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD5688 Approved
0.723 Intermediate Similarity NPD5689 Approved
0.7226 Intermediate Similarity NPD7427 Discontinued
0.7222 Intermediate Similarity NPD6457 Approved
0.7222 Intermediate Similarity NPD6832 Phase 2
0.7203 Intermediate Similarity NPD1019 Discontinued
0.7197 Intermediate Similarity NPD2592 Discontinued
0.7174 Intermediate Similarity NPD1894 Discontinued
0.7162 Intermediate Similarity NPD2653 Approved
0.7152 Intermediate Similarity NPD6386 Approved
0.7152 Intermediate Similarity NPD6385 Approved
0.7143 Intermediate Similarity NPD3847 Discontinued
0.7143 Intermediate Similarity NPD2979 Phase 3
0.7126 Intermediate Similarity NPD5441 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD7131 Phase 3
0.7115 Intermediate Similarity NPD5586 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD5535 Approved
0.7111 Intermediate Similarity NPD821 Approved
0.7107 Intermediate Similarity NPD5355 Approved
0.7107 Intermediate Similarity NPD5356 Approved
0.7107 Intermediate Similarity NPD7317 Phase 3
0.7095 Intermediate Similarity NPD6355 Discontinued
0.7089 Intermediate Similarity NPD1337 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD3281 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD196 Phase 1
0.7059 Intermediate Similarity NPD4110 Phase 3
0.7059 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD6390 Discontinued
0.7048 Intermediate Similarity NPD3366 Approved
0.7044 Intermediate Similarity NPD6873 Phase 2
0.7041 Intermediate Similarity NPD5192 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD1725 Approved
0.7019 Intermediate Similarity NPD7318 Phase 3
0.7019 Intermediate Similarity NPD5967 Approved
0.7014 Intermediate Similarity NPD2797 Approved
0.7014 Intermediate Similarity NPD3266 Approved
0.7014 Intermediate Similarity NPD3267 Approved
0.7007 Intermediate Similarity NPD6798 Discontinued
0.7007 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD2594 Approved
0.7 Intermediate Similarity NPD5585 Approved
0.7 Intermediate Similarity NPD2595 Approved
0.6993 Remote Similarity NPD2654 Approved
0.6981 Remote Similarity NPD6502 Phase 2
0.698 Remote Similarity NPD1899 Clinical (unspecified phase)
0.697 Remote Similarity NPD7608 Discontinued
0.6968 Remote Similarity NPD160 Clinical (unspecified phase)
0.6966 Remote Similarity NPD5647 Approved
0.6959 Remote Similarity NPD4062 Phase 3
0.6959 Remote Similarity NPD6233 Phase 2
0.6959 Remote Similarity NPD2245 Discovery
0.6957 Remote Similarity NPD6668 Clinical (unspecified phase)
0.6954 Remote Similarity NPD2799 Discontinued
0.695 Remote Similarity NPD17 Approved
0.6943 Remote Similarity NPD1975 Clinical (unspecified phase)
0.6937 Remote Similarity NPD6677 Suspended
0.6937 Remote Similarity NPD2541 Clinical (unspecified phase)
0.6937 Remote Similarity NPD5890 Approved
0.6937 Remote Similarity NPD5889 Approved
0.6933 Remote Similarity NPD2492 Phase 1
0.6933 Remote Similarity NPD8005 Clinical (unspecified phase)
0.6933 Remote Similarity NPD6971 Discontinued
0.6923 Remote Similarity NPD9717 Approved
0.6923 Remote Similarity NPD1481 Phase 2
0.6908 Remote Similarity NPD2438 Suspended
0.6906 Remote Similarity NPD3596 Phase 2
0.6905 Remote Similarity NPD7177 Discontinued
0.6901 Remote Similarity NPD3496 Discontinued
0.6899 Remote Similarity NPD3869 Phase 3
0.6899 Remote Similarity NPD6662 Clinical (unspecified phase)
0.6899 Remote Similarity NPD3873 Phase 3
0.6894 Remote Similarity NPD7577 Discontinued
0.6892 Remote Similarity NPD3268 Approved
0.689 Remote Similarity NPD8245 Clinical (unspecified phase)
0.6887 Remote Similarity NPD1536 Approved
0.6883 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6879 Remote Similarity NPD5691 Approved
0.6875 Remote Similarity NPD3685 Discontinued
0.6875 Remote Similarity NPD3676 Clinical (unspecified phase)
0.6871 Remote Similarity NPD5752 Clinical (unspecified phase)
0.6863 Remote Similarity NPD3656 Approved
0.6863 Remote Similarity NPD5865 Clinical (unspecified phase)
0.6859 Remote Similarity NPD6667 Approved
0.6859 Remote Similarity NPD6666 Approved
0.6859 Remote Similarity NPD6652 Clinical (unspecified phase)
0.6855 Remote Similarity NPD4210 Discontinued
0.6853 Remote Similarity NPD1281 Approved
0.6853 Remote Similarity NPD1535 Discovery
0.6852 Remote Similarity NPD7972 Discontinued
0.6846 Remote Similarity NPD8032 Phase 2
0.6846 Remote Similarity NPD4870 Approved
0.6839 Remote Similarity NPD4628 Phase 3
0.6835 Remote Similarity NPD4186 Clinical (unspecified phase)
0.6832 Remote Similarity NPD7109 Clinical (unspecified phase)
0.6832 Remote Similarity NPD7110 Phase 1
0.6831 Remote Similarity NPD2668 Approved
0.6831 Remote Similarity NPD2667 Approved
0.6829 Remote Similarity NPD1309 Phase 2
0.6829 Remote Similarity NPD1307 Phase 2
0.6828 Remote Similarity NPD7258 Clinical (unspecified phase)
0.6828 Remote Similarity NPD1876 Approved
0.6818 Remote Similarity NPD2897 Discontinued
0.6815 Remote Similarity NPD2684 Approved
0.6813 Remote Similarity NPD824 Approved
0.681 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6809 Remote Similarity NPD9545 Approved
0.6809 Remote Similarity NPD2486 Discontinued
0.6807 Remote Similarity NPD2247 Approved
0.6807 Remote Similarity NPD2249 Approved
0.6806 Remote Similarity NPD3972 Approved
0.6806 Remote Similarity NPD1608 Approved
0.6805 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6803 Remote Similarity NPD454 Approved
0.68 Remote Similarity NPD7693 Approved
0.6797 Remote Similarity NPD1538 Phase 1
0.6797 Remote Similarity NPD1537 Approved
0.6797 Remote Similarity NPD1519 Approved
0.6795 Remote Similarity NPD3887 Approved
0.6788 Remote Similarity NPD6862 Phase 2
0.6783 Remote Similarity NPD3294 Phase 2
0.6783 Remote Similarity NPD3447 Discontinued
0.6781 Remote Similarity NPD6362 Approved
0.6781 Remote Similarity NPD4098 Discontinued
0.6779 Remote Similarity NPD1296 Phase 2
0.6776 Remote Similarity NPD1520 Approved
0.6776 Remote Similarity NPD1521 Approved
0.6772 Remote Similarity NPD3536 Discontinued
0.677 Remote Similarity NPD6585 Discontinued
0.677 Remote Similarity NPD6876 Approved
0.677 Remote Similarity NPD6875 Approved
0.6761 Remote Similarity NPD6382 Discontinued
0.6759 Remote Similarity NPD2428 Approved
0.6759 Remote Similarity NPD1420 Approved
0.6759 Remote Similarity NPD4359 Approved
0.6759 Remote Similarity NPD2429 Approved
0.6759 Remote Similarity NPD1421 Approved
0.6752 Remote Similarity NPD5295 Discontinued
0.6743 Remote Similarity NPD6793 Clinical (unspecified phase)
0.6741 Remote Similarity NPD5374 Approved
0.6741 Remote Similarity NPD5373 Approved
0.6739 Remote Similarity NPD7843 Approved
0.6736 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6735 Remote Similarity NPD7018 Phase 2
0.6733 Remote Similarity NPD3058 Clinical (unspecified phase)
0.673 Remote Similarity NPD6273 Approved
0.6726 Remote Similarity NPD5242 Approved
0.6725 Remote Similarity NPD5557 Phase 1
0.6716 Remote Similarity NPD9697 Approved
0.6713 Remote Similarity NPD1778 Approved
0.6713 Remote Similarity NPD2556 Approved
0.6713 Remote Similarity NPD2554 Approved
0.6712 Remote Similarity NPD1283 Approved
0.6711 Remote Similarity NPD4579 Clinical (unspecified phase)
0.671 Remote Similarity NPD3655 Clinical (unspecified phase)
0.6709 Remote Similarity NPD6799 Approved
0.6708 Remote Similarity NPD3866 Clinical (unspecified phase)
0.6707 Remote Similarity NPD5978 Approved
0.6707 Remote Similarity NPD5977 Approved
0.6705 Remote Similarity NPD7190 Clinical (unspecified phase)
0.669 Remote Similarity NPD6581 Approved
0.669 Remote Similarity NPD6580 Approved
0.6689 Remote Similarity NPD2237 Approved
0.6689 Remote Similarity NPD4307 Phase 2
0.6688 Remote Similarity NPD2531 Phase 2
0.6688 Remote Similarity NPD1523 Approved
0.6688 Remote Similarity NPD1522 Approved
0.6688 Remote Similarity NPD2161 Phase 2
0.6688 Remote Similarity NPD6032 Approved
0.6687 Remote Similarity NPD6315 Phase 2
0.6687 Remote Similarity NPD6844 Discontinued
0.6667 Remote Similarity NPD5312 Approved
0.6667 Remote Similarity NPD4661 Approved
0.6667 Remote Similarity NPD4662 Approved
0.6667 Remote Similarity NPD3965 Phase 1
0.6667 Remote Similarity NPD4503 Phase 2

Structure

External Identifiers

PubChem CID   24970517
ChEMBL   CHEMBL469702
ZINC  

Physicochemical Properties

Molecular Weight:  371.17
ALogP:  1.5449
MLogP:  3.11
XLogP:  4.018
# Rotatable Bonds:  13
Polar Surface Area:  72.91
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  27

Download Data

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