Natural Product: NPC150809

Natural Product ID:  NPC150809
Common Name:   2,4,5-Trimethoxyphenylacetone
IUPAC Name:   1-(2,4,5-trimethoxyphenyl)propan-2-one
Synonyms:   2,4,5-Trimethoxyphenylacetone
Molecular Formula:   C12H16O4
Standard InCHIKey:  AQZHZTTUVYQMIN-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C12H16O4/c1-8(13)5-9-6-11(15-3)12(16-4)7-10(9)14-2/h6-7H,5H2,1-4H3
Canonical SMILES:  COc1cc(OC)c(cc1CC(=O)C)OC
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
NPO11169 Piper cubeba Species Piperaceae Eukaryota PMID[15679319]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota PMID[20476749]
NPO12028 Acori tataninowii rhizoma NA NA NA TCMSP*
NPO5681 Acorus gramineus Species Acoraceae Eukaryota TM-MC*
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota TM-MC*
NPO29031 Rhizoma acori graminei NA NA NA TCMID*
NPO25682 Acorus calamus Species Acoraceae Eukaryota TCMID*
NPO31101 Acarus calamus Species Acaridae Eukaryota TCM_Taiwan*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens IC50 = 28700 nM 15679319
NPT110 Individual Protein Cytochrome P450 2D6 Homo sapiens IC50 > 100000 nM 15679319

  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 NPC150809 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
0.952 High Similarity NPC153547
0.9231 High Similarity NPC143649
0.9015 High Similarity NPC471182
0.8963 High Similarity NPC58229
0.8947 High Similarity NPC157944
0.8947 High Similarity NPC474274
0.8943 High Similarity NPC308217
0.8846 High Similarity NPC299010
0.8788 High Similarity NPC288743
0.878 High Similarity NPC304208
0.878 High Similarity NPC52464
0.8777 High Similarity NPC302408
0.8777 High Similarity NPC283002
0.8777 High Similarity NPC165389
0.8777 High Similarity NPC106461
0.8777 High Similarity NPC215932
0.8777 High Similarity NPC120924
0.8777 High Similarity NPC40818
0.8777 High Similarity NPC14958
0.8777 High Similarity NPC195919
0.8777 High Similarity NPC216314
0.8777 High Similarity NPC110639
0.8768 High Similarity NPC182842
0.875 High Similarity NPC64391
0.875 High Similarity NPC173608
0.8741 High Similarity NPC46947
0.8741 High Similarity NPC44573
0.8714 High Similarity NPC85233
0.8714 High Similarity NPC205522
0.8714 High Similarity NPC93034
0.8714 High Similarity NPC119660
0.8705 High Similarity NPC165512
0.8692 High Similarity NPC304747
0.8657 High Similarity NPC208760
0.8652 High Similarity NPC63256
0.8652 High Similarity NPC10304
0.8652 High Similarity NPC476058
0.8643 High Similarity NPC231013
0.8633 High Similarity NPC23955
0.8623 High Similarity NPC29536
0.8613 High Similarity NPC207418
0.8603 High Similarity NPC470962
0.8592 High Similarity NPC238366
0.8592 High Similarity NPC92722
0.8592 High Similarity NPC102003
0.8592 High Similarity NPC69752
0.8592 High Similarity NPC181250
0.8582 High Similarity NPC55557
0.8582 High Similarity NPC61871
0.8582 High Similarity NPC155098
0.8582 High Similarity NPC30647
0.8571 High Similarity NPC136278
0.8571 High Similarity NPC472917
0.8561 High Similarity NPC70853
0.8561 High Similarity NPC9966
0.856 High Similarity NPC474612
0.8551 High Similarity NPC472332
0.8551 High Similarity NPC472335
0.8531 High Similarity NPC259058
0.8531 High Similarity NPC239363
0.8531 High Similarity NPC201547
0.8521 High Similarity NPC131451
0.8521 High Similarity NPC15329
0.8521 High Similarity NPC287395
0.8521 High Similarity NPC183655
0.8516 High Similarity NPC264885
0.8516 High Similarity NPC270326
0.8511 High Similarity NPC226987
0.8511 High Similarity NPC143903
0.85 High Similarity NPC207732
0.85 High Similarity NPC27106
0.85 High Similarity NPC232883
0.85 High Similarity NPC113089
0.8489 Intermediate Similarity NPC185607
0.8489 Intermediate Similarity NPC214919
0.8489 Intermediate Similarity NPC312256
0.8489 Intermediate Similarity NPC124467
0.8478 Intermediate Similarity NPC50823
0.8472 Intermediate Similarity NPC226973
0.8472 Intermediate Similarity NPC262623
0.8472 Intermediate Similarity NPC208043
0.8462 Intermediate Similarity NPC328119
0.8455 Intermediate Similarity NPC204120
0.844 Intermediate Similarity NPC87295
0.844 Intermediate Similarity NPC474446
0.8438 Intermediate Similarity NPC285289
0.8429 Intermediate Similarity NPC476054
0.8429 Intermediate Similarity NPC119663
0.8417 Intermediate Similarity NPC110419
0.8414 Intermediate Similarity NPC134677
0.8406 Intermediate Similarity NPC4796
0.8403 Intermediate Similarity NPC472884
0.8403 Intermediate Similarity NPC216917
0.8403 Intermediate Similarity NPC179183
0.8403 Intermediate Similarity NPC156953
0.8403 Intermediate Similarity NPC306821
0.8397 Intermediate Similarity NPC154275
0.8394 Intermediate Similarity NPC110899
0.8394 Intermediate Similarity NPC125417
0.8394 Intermediate Similarity NPC112068
0.8394 Intermediate Similarity NPC25305
0.8394 Intermediate Similarity NPC95679
0.8385 Intermediate Similarity NPC283170
0.8385 Intermediate Similarity NPC183446
0.8385 Intermediate Similarity NPC92869
0.8385 Intermediate Similarity NPC191768
0.838 Intermediate Similarity NPC310259
0.8372 Intermediate Similarity NPC211231
0.8372 Intermediate Similarity NPC194626
0.8369 Intermediate Similarity NPC293201
0.8359 Intermediate Similarity NPC225245
0.8357 Intermediate Similarity NPC28326
0.8356 Intermediate Similarity NPC124714
0.8356 Intermediate Similarity NPC75279
0.8356 Intermediate Similarity NPC280937
0.8356 Intermediate Similarity NPC22519
0.8356 Intermediate Similarity NPC231018
0.8356 Intermediate Similarity NPC145379
0.8356 Intermediate Similarity NPC472408
0.8356 Intermediate Similarity NPC472915
0.8356 Intermediate Similarity NPC176775
0.8356 Intermediate Similarity NPC69394
0.8356 Intermediate Similarity NPC47781
0.8356 Intermediate Similarity NPC160951
0.8356 Intermediate Similarity NPC274327
0.8356 Intermediate Similarity NPC250557
0.8356 Intermediate Similarity NPC86485
0.8356 Intermediate Similarity NPC276409
0.8356 Intermediate Similarity NPC250822
0.8356 Intermediate Similarity NPC186507
0.8356 Intermediate Similarity NPC255350
0.8356 Intermediate Similarity NPC478213
0.8356 Intermediate Similarity NPC57211
0.8356 Intermediate Similarity NPC183878
0.8345 Intermediate Similarity NPC474663
0.8345 Intermediate Similarity NPC19980
0.8345 Intermediate Similarity NPC308451
0.8345 Intermediate Similarity NPC279061
0.8345 Intermediate Similarity NPC149614
0.8345 Intermediate Similarity NPC45291
0.8345 Intermediate Similarity NPC117579
0.8345 Intermediate Similarity NPC19158
0.8333 Intermediate Similarity NPC202904
0.8333 Intermediate Similarity NPC189248
0.8333 Intermediate Similarity NPC474670
0.8322 Intermediate Similarity NPC62536
0.8322 Intermediate Similarity NPC33265
0.8322 Intermediate Similarity NPC117463
0.8322 Intermediate Similarity NPC299923
0.8321 Intermediate Similarity NPC209229
0.8321 Intermediate Similarity NPC65041
0.831 Intermediate Similarity NPC157133
0.831 Intermediate Similarity NPC224687
0.831 Intermediate Similarity NPC296575
0.831 Intermediate Similarity NPC213482
0.831 Intermediate Similarity NPC471590
0.8308 Intermediate Similarity NPC474691
0.8299 Intermediate Similarity NPC183597
0.8299 Intermediate Similarity NPC276059
0.8299 Intermediate Similarity NPC130589
0.8299 Intermediate Similarity NPC280339
0.8299 Intermediate Similarity NPC50715
0.8299 Intermediate Similarity NPC128863
0.8299 Intermediate Similarity NPC32557
0.8299 Intermediate Similarity NPC256612
0.8299 Intermediate Similarity NPC208197
0.8299 Intermediate Similarity NPC163780
0.8299 Intermediate Similarity NPC167815
0.8299 Intermediate Similarity NPC138360
0.8299 Intermediate Similarity NPC37392
0.8299 Intermediate Similarity NPC201136
0.8299 Intermediate Similarity NPC92659
0.8299 Intermediate Similarity NPC4455
0.8299 Intermediate Similarity NPC478238
0.8299 Intermediate Similarity NPC196439
0.8299 Intermediate Similarity NPC213622
0.8299 Intermediate Similarity NPC227325
0.8299 Intermediate Similarity NPC189960
0.8299 Intermediate Similarity NPC134287
0.8299 Intermediate Similarity NPC241774
0.8299 Intermediate Similarity NPC472909
0.8299 Intermediate Similarity NPC2476
0.8299 Intermediate Similarity NPC146165
0.8299 Intermediate Similarity NPC122623
0.8299 Intermediate Similarity NPC34725
0.8299 Intermediate Similarity NPC20830
0.8298 Intermediate Similarity NPC18211
0.8296 Intermediate Similarity NPC319969
0.8293 Intermediate Similarity NPC203924
0.8288 Intermediate Similarity NPC83508
0.8288 Intermediate Similarity NPC131624
0.8288 Intermediate Similarity NPC301323
0.8288 Intermediate Similarity NPC100887
0.8288 Intermediate Similarity NPC275722
0.8288 Intermediate Similarity NPC120537
0.8288 Intermediate Similarity NPC222830
0.8288 Intermediate Similarity NPC269451
0.8288 Intermediate Similarity NPC100971
0.8288 Intermediate Similarity NPC52623
0.8288 Intermediate Similarity NPC291802

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC150809 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
0.8356 Intermediate Similarity NPD2801 Approved
0.8079 Intermediate Similarity NPD5494 Approved
0.7945 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7933 Intermediate Similarity NPD3817 Phase 2
0.7919 Intermediate Similarity NPD1934 Approved
0.7908 Intermediate Similarity NPD1247 Approved
0.7881 Intermediate Similarity NPD3882 Suspended
0.7862 Intermediate Similarity NPD1511 Approved
0.7842 Intermediate Similarity NPD230 Phase 1
0.7794 Intermediate Similarity NPD3018 Phase 2
0.7755 Intermediate Similarity NPD1512 Approved
0.7754 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7748 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7687 Intermediate Similarity NPD2981 Phase 2
0.7681 Intermediate Similarity NPD3027 Phase 3
0.7647 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7643 Intermediate Similarity NPD1240 Approved
0.7639 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7634 Intermediate Similarity NPD5536 Phase 2
0.763 Intermediate Similarity NPD2983 Phase 2
0.763 Intermediate Similarity NPD2982 Phase 2
0.7628 Intermediate Similarity NPD6232 Discontinued
0.7622 Intermediate Similarity NPD2796 Approved
0.7595 Intermediate Similarity NPD7473 Discontinued
0.7582 Intermediate Similarity NPD5353 Approved
0.758 Intermediate Similarity NPD3926 Phase 2
0.7566 Intermediate Similarity NPD37 Approved
0.7552 Intermediate Similarity NPD1510 Phase 2
0.7548 Intermediate Similarity NPD919 Approved
0.7536 Intermediate Similarity NPD9494 Approved
0.7536 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7535 Intermediate Similarity NPD1607 Approved
0.7532 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD6166 Phase 2
0.7532 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5844 Phase 1
0.75 Intermediate Similarity NPD6799 Approved
0.7482 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7481 Intermediate Similarity NPD3705 Approved
0.7466 Intermediate Similarity NPD2654 Approved
0.7465 Intermediate Similarity NPD447 Suspended
0.7462 Intermediate Similarity NPD5283 Phase 1
0.745 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD3818 Discontinued
0.7423 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD4965 Approved
0.7419 Intermediate Similarity NPD4967 Phase 2
0.7419 Intermediate Similarity NPD4966 Approved
0.7403 Intermediate Similarity NPD1465 Phase 2
0.7394 Intermediate Similarity NPD943 Approved
0.7394 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD1613 Approved
0.7391 Intermediate Similarity NPD7054 Approved
0.7388 Intermediate Similarity NPD9268 Approved
0.7383 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD6100 Approved
0.7379 Intermediate Similarity NPD6099 Approved
0.7358 Intermediate Similarity NPD5242 Approved
0.7346 Intermediate Similarity NPD7074 Phase 3
0.7346 Intermediate Similarity NPD7472 Approved
0.7342 Intermediate Similarity NPD7199 Phase 2
0.7333 Intermediate Similarity NPD3146 Approved
0.7333 Intermediate Similarity NPD2532 Approved
0.7333 Intermediate Similarity NPD2534 Approved
0.7333 Intermediate Similarity NPD3688 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD17 Approved
0.7333 Intermediate Similarity NPD2533 Approved
0.7329 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7325 Intermediate Similarity NPD6234 Discontinued
0.732 Intermediate Similarity NPD4380 Phase 2
0.731 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD228 Approved
0.7299 Intermediate Similarity NPD9269 Phase 2
0.7285 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD1549 Phase 2
0.7273 Intermediate Similarity NPD6386 Approved
0.7273 Intermediate Similarity NPD6385 Approved
0.726 Intermediate Similarity NPD3539 Phase 1
0.726 Intermediate Similarity NPD2935 Discontinued
0.7259 Intermediate Similarity NPD1651 Approved
0.725 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD5402 Approved
0.7237 Intermediate Similarity NPD920 Approved
0.723 Intermediate Similarity NPD1243 Approved
0.7212 Intermediate Similarity NPD7808 Phase 3
0.7211 Intermediate Similarity NPD3540 Phase 1
0.7208 Intermediate Similarity NPD6599 Discontinued
0.7197 Intermediate Similarity NPD1241 Discontinued
0.7195 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD6797 Phase 2
0.7192 Intermediate Similarity NPD3748 Approved
0.719 Intermediate Similarity NPD1653 Approved
0.7179 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD7819 Suspended
0.7174 Intermediate Similarity NPD1608 Approved
0.7152 Intermediate Similarity NPD7251 Discontinued
0.7152 Intermediate Similarity NPD4357 Discontinued
0.7133 Intermediate Similarity NPD1296 Phase 2
0.7133 Intermediate Similarity NPD2219 Phase 1
0.7123 Intermediate Similarity NPD6111 Discontinued
0.7114 Intermediate Similarity NPD2800 Approved
0.7105 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD3787 Discontinued
0.708 Intermediate Similarity NPD1778 Approved
0.7067 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD6651 Approved
0.7051 Intermediate Similarity NPD5090 Approved
0.7051 Intermediate Similarity NPD5089 Approved
0.705 Intermediate Similarity NPD3972 Approved
0.7044 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD7075 Discontinued
0.702 Intermediate Similarity NPD6190 Approved
0.702 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD7228 Approved
0.7006 Intermediate Similarity NPD6801 Discontinued
0.6994 Remote Similarity NPD2403 Approved
0.6993 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6986 Remote Similarity NPD1933 Approved
0.6978 Remote Similarity NPD422 Phase 1
0.6978 Remote Similarity NPD1281 Approved
0.6974 Remote Similarity NPD643 Clinical (unspecified phase)
0.6966 Remote Similarity NPD6233 Phase 2
0.6962 Remote Similarity NPD4585 Approved
0.6954 Remote Similarity NPD3750 Approved
0.6954 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6943 Remote Similarity NPD7411 Suspended
0.6934 Remote Similarity NPD1548 Phase 1
0.6918 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6914 Remote Similarity NPD6959 Discontinued
0.6906 Remote Similarity NPD3496 Discontinued
0.6903 Remote Similarity NPD6662 Clinical (unspecified phase)
0.6887 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6882 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6879 Remote Similarity NPD4749 Approved
0.6875 Remote Similarity NPD4908 Phase 1
0.6875 Remote Similarity NPD1008 Clinical (unspecified phase)
0.6871 Remote Similarity NPD7229 Phase 3
0.687 Remote Similarity NPD1358 Approved
0.6863 Remote Similarity NPD7124 Phase 2
0.6857 Remote Similarity NPD1610 Phase 2
0.6853 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6846 Remote Similarity NPD1509 Clinical (unspecified phase)
0.6845 Remote Similarity NPD7240 Approved
0.6842 Remote Similarity NPD4628 Phase 3
0.6842 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6842 Remote Similarity NPD4110 Phase 3
0.6831 Remote Similarity NPD1283 Approved
0.6818 Remote Similarity NPD5297 Approved
0.6812 Remote Similarity NPD9545 Approved
0.6809 Remote Similarity NPD1481 Phase 2
0.6807 Remote Similarity NPD3751 Discontinued
0.6803 Remote Similarity NPD2979 Phase 3
0.68 Remote Similarity NPD1551 Phase 2
0.68 Remote Similarity NPD2438 Suspended
0.6795 Remote Similarity NPD5403 Approved
0.6783 Remote Similarity NPD3267 Approved
0.6783 Remote Similarity NPD3266 Approved
0.6781 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6781 Remote Similarity NPD6798 Discontinued
0.6781 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6776 Remote Similarity NPD1652 Phase 2
0.6774 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6774 Remote Similarity NPD5401 Approved
0.6774 Remote Similarity NPD1424 Approved
0.6772 Remote Similarity NPD6876 Approved
0.6772 Remote Similarity NPD6875 Approved
0.6766 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6763 Remote Similarity NPD5691 Approved
0.6763 Remote Similarity NPD1357 Approved
0.6759 Remote Similarity NPD6832 Phase 2
0.6757 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6757 Remote Similarity NPD6355 Discontinued
0.6744 Remote Similarity NPD846 Approved
0.6744 Remote Similarity NPD940 Approved
0.6738 Remote Similarity NPD1535 Discovery
0.6736 Remote Similarity NPD1019 Discontinued
0.673 Remote Similarity NPD7615 Clinical (unspecified phase)
0.673 Remote Similarity NPD7109 Clinical (unspecified phase)
0.673 Remote Similarity NPD7110 Phase 1
0.6715 Remote Similarity NPD6671 Approved
0.6714 Remote Similarity NPD4626 Approved
0.6713 Remote Similarity NPD2922 Phase 1
0.6713 Remote Similarity NPD1876 Approved
0.6711 Remote Similarity NPD2424 Discontinued
0.6709 Remote Similarity NPD6055 Clinical (unspecified phase)
0.6708 Remote Similarity NPD5977 Approved
0.6708 Remote Similarity NPD5978 Approved
0.6692 Remote Similarity NPD2684 Approved
0.669 Remote Similarity NPD2861 Phase 2
0.669 Remote Similarity NPD9717 Approved
0.6667 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3268 Approved
0.6667 Remote Similarity NPD5711 Approved
0.6667 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5710 Approved
0.6647 Remote Similarity NPD6559 Discontinued
0.6645 Remote Similarity NPD1375 Discontinued
0.6643 Remote Similarity NPD5585 Approved

Structure

External Identifiers

PubChem CID   3083746
ChEMBL   CHEMBL481233
ZINC  

Physicochemical Properties

Molecular Weight:  224.10
ALogP:  -0.3745
MLogP:  2.34
XLogP:  0.958
# Rotatable Bonds:  9
Polar Surface Area:  44.76
# H-Bond Aceptor:  1
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  16

Download Data

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Biological Activities  
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