Natural Product: NPC469480

Natural Product ID:  NPC469480
Common Name:   (3R,4S)-4-Ethoxy-4-(4-Hydroxy-3-Methoxyphenyl)-3-Methylbutan-2-One
IUPAC Name:   (3R,4S)-4-ethoxy-4-(4-hydroxy-3-methoxyphenyl)-3-methylbutan-2-one
Synonyms:  
Molecular Formula:   C14H20O4
Standard InCHIKey:  YYHIZXWYZAXQKD-XPTSAGLGSA-N
Standard InCHI:  InChI=1S/C14H20O4/c1-5-18-14(9(2)10(3)15)11-6-7-12(16)13(8-11)17-4/h6-9,14,16H,5H2,1-4H3/t9-,14-/m0/s1
Canonical SMILES:  CCO[C@@H]([C@H](C(=O)C)C)c1ccc(c(c1)OC)O
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
NPO23895 Machilus wangchiana Species Lauraceae Eukaryota bark PMID[19916529]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = 42 % 16252913
NPT2 Others Unspecified Inhibition = 54 % PubChem BioAssay data set

  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 NPC469480 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
0.9919 High Similarity NPC142985
0.976 High Similarity NPC195292
0.9365 High Similarity NPC12022
0.9365 High Similarity NPC20404
0.9365 High Similarity NPC20287
0.9365 High Similarity NPC293641
0.9291 High Similarity NPC278308
0.9237 High Similarity NPC470990
0.9147 High Similarity NPC311419
0.9147 High Similarity NPC123196
0.9147 High Similarity NPC215941
0.9147 High Similarity NPC137427
0.9147 High Similarity NPC244246
0.9147 High Similarity NPC319282
0.9147 High Similarity NPC275724
0.9147 High Similarity NPC65935
0.9048 High Similarity NPC244876
0.9048 High Similarity NPC163083
0.904 High Similarity NPC201777
0.8963 High Similarity NPC474784
0.8963 High Similarity NPC322021
0.8963 High Similarity NPC147379
0.8952 High Similarity NPC299406
0.8913 High Similarity NPC223185
0.8906 High Similarity NPC257589
0.8906 High Similarity NPC280767
0.8906 High Similarity NPC53305
0.8897 High Similarity NPC470991
0.8889 High Similarity NPC470804
0.8889 High Similarity NPC476343
0.8857 High Similarity NPC1580
0.8846 High Similarity NPC226661
0.8841 High Similarity NPC27159
0.8837 High Similarity NPC92207
0.8837 High Similarity NPC127937
0.8819 High Similarity NPC114298
0.8806 High Similarity NPC152209
0.88 High Similarity NPC181969
0.88 High Similarity NPC320987
0.8797 High Similarity NPC129889
0.8797 High Similarity NPC307006
0.8797 High Similarity NPC327410
0.8786 High Similarity NPC472333
0.8786 High Similarity NPC208507
0.8769 High Similarity NPC281020
0.8759 High Similarity NPC100675
0.875 High Similarity NPC257976
0.875 High Similarity NPC4181
0.875 High Similarity NPC242372
0.875 High Similarity NPC325625
0.875 High Similarity NPC164778
0.874 High Similarity NPC177291
0.874 High Similarity NPC194416
0.873 High Similarity NPC177475
0.873 High Similarity NPC35071
0.873 High Similarity NPC148615
0.872 High Similarity NPC255675
0.8705 High Similarity NPC239608
0.8705 High Similarity NPC46161
0.8702 High Similarity NPC282703
0.8702 High Similarity NPC21867
0.8702 High Similarity NPC129570
0.8702 High Similarity NPC45774
0.8702 High Similarity NPC11258
0.8702 High Similarity NPC184733
0.8702 High Similarity NPC128208
0.8692 High Similarity NPC84076
0.8692 High Similarity NPC90128
0.8692 High Similarity NPC303680
0.8686 High Similarity NPC203351
0.8682 High Similarity NPC273686
0.8682 High Similarity NPC312404
0.8676 High Similarity NPC281780
0.8672 High Similarity NPC209567
0.8661 High Similarity NPC158949
0.8651 High Similarity NPC135961
0.8636 High Similarity NPC304622
0.8626 High Similarity NPC165045
0.8626 High Similarity NPC5018
0.8626 High Similarity NPC118533
0.8626 High Similarity NPC276466
0.8626 High Similarity NPC123228
0.8626 High Similarity NPC123722
0.8626 High Similarity NPC151167
0.8615 High Similarity NPC3221
0.8615 High Similarity NPC148627
0.8605 High Similarity NPC471693
0.8593 High Similarity NPC471110
0.8593 High Similarity NPC4982
0.8593 High Similarity NPC5310
0.8593 High Similarity NPC300776
0.8593 High Similarity NPC176814
0.8593 High Similarity NPC68779
0.8593 High Similarity NPC67247
0.8582 High Similarity NPC50763
0.8582 High Similarity NPC239302
0.8571 High Similarity NPC174495
0.8571 High Similarity NPC241522
0.8571 High Similarity NPC172673
0.8571 High Similarity NPC92164
0.8571 High Similarity NPC64201
0.8571 High Similarity NPC145305
0.8571 High Similarity NPC42300
0.8571 High Similarity NPC469615
0.8571 High Similarity NPC242807
0.8571 High Similarity NPC187998
0.8571 High Similarity NPC153739
0.8571 High Similarity NPC257582
0.8571 High Similarity NPC77040
0.8561 High Similarity NPC253722
0.8561 High Similarity NPC31751
0.8561 High Similarity NPC472335
0.8561 High Similarity NPC474178
0.8561 High Similarity NPC253481
0.8561 High Similarity NPC252307
0.8561 High Similarity NPC245826
0.8561 High Similarity NPC472332
0.856 High Similarity NPC221049
0.8552 High Similarity NPC327225
0.8551 High Similarity NPC288452
0.8551 High Similarity NPC289690
0.855 High Similarity NPC179777
0.855 High Similarity NPC58607
0.855 High Similarity NPC191037
0.855 High Similarity NPC178284
0.8531 High Similarity NPC125570
0.8529 High Similarity NPC139519
0.8529 High Similarity NPC113295
0.8521 High Similarity NPC221383
0.8521 High Similarity NPC143892
0.8521 High Similarity NPC299090
0.8521 High Similarity NPC283081
0.8521 High Similarity NPC30720
0.8519 High Similarity NPC475468
0.8516 High Similarity NPC98305
0.8511 High Similarity NPC469683
0.8507 High Similarity NPC27843
0.8507 High Similarity NPC115207
0.8507 High Similarity NPC161557
0.8507 High Similarity NPC158079
0.8507 High Similarity NPC40432
0.8507 High Similarity NPC228346
0.8507 High Similarity NPC277804
0.8507 High Similarity NPC7171
0.8504 High Similarity NPC311595
0.8504 High Similarity NPC24474
0.85 High Similarity NPC273657
0.85 High Similarity NPC106920
0.85 High Similarity NPC285550
0.8496 Intermediate Similarity NPC241354
0.8496 Intermediate Similarity NPC475875
0.8493 Intermediate Similarity NPC25127
0.8492 Intermediate Similarity NPC164386
0.8489 Intermediate Similarity NPC19158
0.8485 Intermediate Similarity NPC111247
0.8485 Intermediate Similarity NPC118787
0.8485 Intermediate Similarity NPC163332
0.8485 Intermediate Similarity NPC292056
0.8485 Intermediate Similarity NPC319625
0.8485 Intermediate Similarity NPC183181
0.8485 Intermediate Similarity NPC5428
0.8485 Intermediate Similarity NPC147821
0.8485 Intermediate Similarity NPC41706
0.8473 Intermediate Similarity NPC194519
0.8467 Intermediate Similarity NPC90431
0.8467 Intermediate Similarity NPC471988
0.8462 Intermediate Similarity NPC220598
0.8462 Intermediate Similarity NPC165375
0.8462 Intermediate Similarity NPC98009
0.8456 Intermediate Similarity NPC106406
0.8456 Intermediate Similarity NPC37065
0.8451 Intermediate Similarity NPC474799
0.8451 Intermediate Similarity NPC30890
0.8444 Intermediate Similarity NPC181049
0.8444 Intermediate Similarity NPC207400
0.844 Intermediate Similarity NPC183824
0.8425 Intermediate Similarity NPC473236
0.8425 Intermediate Similarity NPC205502
0.8421 Intermediate Similarity NPC470084
0.8417 Intermediate Similarity NPC4796
0.8406 Intermediate Similarity NPC308976
0.8403 Intermediate Similarity NPC474903
0.8397 Intermediate Similarity NPC109822
0.8397 Intermediate Similarity NPC94276
0.8392 Intermediate Similarity NPC85734
0.8392 Intermediate Similarity NPC32058
0.8385 Intermediate Similarity NPC85488
0.8382 Intermediate Similarity NPC159418
0.8382 Intermediate Similarity NPC283823
0.8382 Intermediate Similarity NPC158331
0.838 Intermediate Similarity NPC474982
0.838 Intermediate Similarity NPC258671
0.838 Intermediate Similarity NPC53884
0.8378 Intermediate Similarity NPC317383
0.8372 Intermediate Similarity NPC207613
0.837 Intermediate Similarity NPC474017
0.8369 Intermediate Similarity NPC477697
0.8369 Intermediate Similarity NPC470811
0.8369 Intermediate Similarity NPC477696
0.8367 Intermediate Similarity NPC287504

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469480 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
0.8358 Intermediate Similarity NPD3027 Phase 3
0.8306 Intermediate Similarity NPD228 Approved
0.8299 Intermediate Similarity NPD1934 Approved
0.8182 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.8121 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8074 Intermediate Similarity NPD9494 Approved
0.8 Intermediate Similarity NPD2801 Approved
0.7914 Intermediate Similarity NPD1613 Approved
0.7914 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7895 Intermediate Similarity NPD3882 Suspended
0.7885 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7885 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7885 Intermediate Similarity NPD6166 Phase 2
0.7877 Intermediate Similarity NPD1511 Approved
0.7793 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7793 Intermediate Similarity NPD4110 Phase 3
0.7792 Intermediate Similarity NPD6234 Discontinued
0.777 Intermediate Similarity NPD1512 Approved
0.7755 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7754 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7752 Intermediate Similarity NPD5283 Phase 1
0.773 Intermediate Similarity NPD230 Phase 1
0.7688 Intermediate Similarity NPD7074 Phase 3
0.7681 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7673 Intermediate Similarity NPD3818 Discontinued
0.7652 Intermediate Similarity NPD5536 Phase 2
0.763 Intermediate Similarity NPD3705 Approved
0.7625 Intermediate Similarity NPD7054 Approved
0.7609 Intermediate Similarity NPD5647 Approved
0.7606 Intermediate Similarity NPD6355 Discontinued
0.7606 Intermediate Similarity NPD447 Suspended
0.7597 Intermediate Similarity NPD3817 Phase 2
0.7582 Intermediate Similarity NPD37 Approved
0.7578 Intermediate Similarity NPD7472 Approved
0.7574 Intermediate Similarity NPD1608 Approved
0.7566 Intermediate Similarity NPD4380 Phase 2
0.7551 Intermediate Similarity NPD4628 Phase 3
0.7548 Intermediate Similarity NPD4965 Approved
0.7548 Intermediate Similarity NPD4966 Approved
0.7548 Intermediate Similarity NPD4967 Phase 2
0.7548 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7537 Intermediate Similarity NPD1357 Approved
0.7535 Intermediate Similarity NPD3620 Phase 2
0.7535 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7518 Intermediate Similarity NPD6798 Discontinued
0.75 Intermediate Similarity NPD2684 Approved
0.75 Intermediate Similarity NPD6190 Approved
0.7466 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7466 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7465 Intermediate Similarity NPD6233 Phase 2
0.7453 Intermediate Similarity NPD7228 Approved
0.7448 Intermediate Similarity NPD1510 Phase 2
0.7442 Intermediate Similarity NPD3022 Approved
0.7442 Intermediate Similarity NPD3021 Approved
0.7432 Intermediate Similarity NPD8166 Discontinued
0.7431 Intermediate Similarity NPD6653 Approved
0.7429 Intermediate Similarity NPD2861 Phase 2
0.7423 Intermediate Similarity NPD6797 Phase 2
0.7415 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7415 Intermediate Similarity NPD1549 Phase 2
0.7413 Intermediate Similarity NPD4060 Phase 1
0.7413 Intermediate Similarity NPD826 Approved
0.7413 Intermediate Similarity NPD1240 Approved
0.7413 Intermediate Similarity NPD825 Approved
0.7413 Intermediate Similarity NPD1558 Phase 1
0.7407 Intermediate Similarity NPD1651 Approved
0.7405 Intermediate Similarity NPD5494 Approved
0.7405 Intermediate Similarity NPD7843 Approved
0.7397 Intermediate Similarity NPD2935 Discontinued
0.7391 Intermediate Similarity NPD7473 Discontinued
0.7378 Intermediate Similarity NPD7251 Discontinued
0.7368 Intermediate Similarity NPD7157 Approved
0.7353 Intermediate Similarity NPD17 Approved
0.7353 Intermediate Similarity NPD1778 Approved
0.7351 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7348 Intermediate Similarity NPD1241 Discontinued
0.7347 Intermediate Similarity NPD7266 Discontinued
0.7343 Intermediate Similarity NPD4062 Phase 3
0.7338 Intermediate Similarity NPD1283 Approved
0.7333 Intermediate Similarity NPD9545 Approved
0.7333 Intermediate Similarity NPD7808 Phase 3
0.7333 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD3686 Approved
0.732 Intermediate Similarity NPD3687 Approved
0.732 Intermediate Similarity NPD1653 Approved
0.7312 Intermediate Similarity NPD6232 Discontinued
0.731 Intermediate Similarity NPD1607 Approved
0.7305 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD943 Approved
0.7279 Intermediate Similarity NPD9570 Approved
0.7278 Intermediate Similarity NPD7075 Discontinued
0.7278 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD8127 Discontinued
0.725 Intermediate Similarity NPD7199 Phase 2
0.7246 Intermediate Similarity NPD1535 Discovery
0.7237 Intermediate Similarity NPD3688 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD3146 Approved
0.723 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD1375 Discontinued
0.723 Intermediate Similarity NPD6005 Phase 3
0.723 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD6004 Phase 3
0.723 Intermediate Similarity NPD6002 Phase 3
0.7222 Intermediate Similarity NPD2674 Phase 3
0.7211 Intermediate Similarity NPD7033 Discontinued
0.7203 Intermediate Similarity NPD7095 Approved
0.7197 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD1481 Phase 2
0.7172 Intermediate Similarity NPD2979 Phase 3
0.7171 Intermediate Similarity NPD6799 Approved
0.7169 Intermediate Similarity NPD7685 Pre-registration
0.7162 Intermediate Similarity NPD2796 Approved
0.7162 Intermediate Similarity NPD2438 Suspended
0.7162 Intermediate Similarity NPD6100 Approved
0.7162 Intermediate Similarity NPD6099 Approved
0.716 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD290 Approved
0.7154 Intermediate Similarity NPD1358 Approved
0.7153 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD3145 Approved
0.7153 Intermediate Similarity NPD3144 Approved
0.7152 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD2983 Phase 2
0.7143 Intermediate Similarity NPD2982 Phase 2
0.7143 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD4237 Approved
0.7133 Intermediate Similarity NPD3060 Approved
0.7133 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD4908 Phase 1
0.7133 Intermediate Similarity NPD4236 Phase 3
0.7124 Intermediate Similarity NPD2532 Approved
0.7124 Intermediate Similarity NPD2534 Approved
0.7124 Intermediate Similarity NPD2533 Approved
0.7123 Intermediate Similarity NPD555 Phase 2
0.7122 Intermediate Similarity NPD1281 Approved
0.7122 Intermediate Similarity NPD1610 Phase 2
0.7122 Intermediate Similarity NPD1091 Approved
0.7115 Intermediate Similarity NPD7028 Phase 2
0.7113 Intermediate Similarity NPD257 Approved
0.7113 Intermediate Similarity NPD258 Approved
0.7111 Intermediate Similarity NPD6671 Approved
0.7108 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD9296 Approved
0.7095 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7095 Intermediate Similarity NPD2799 Discontinued
0.7091 Intermediate Similarity NPD5844 Phase 1
0.7089 Intermediate Similarity NPD1465 Phase 2
0.708 Intermediate Similarity NPD1894 Discontinued
0.7071 Intermediate Similarity NPD2981 Phase 2
0.707 Intermediate Similarity NPD6385 Approved
0.707 Intermediate Similarity NPD6386 Approved
0.7067 Intermediate Similarity NPD5958 Discontinued
0.7067 Intermediate Similarity NPD4534 Discontinued
0.7067 Intermediate Similarity NPD2424 Discontinued
0.7066 Intermediate Similarity NPD6559 Discontinued
0.7063 Intermediate Similarity NPD3018 Phase 2
0.7051 Intermediate Similarity NPD3455 Phase 2
0.705 Intermediate Similarity NPD3496 Discontinued
0.705 Intermediate Similarity NPD3847 Discontinued
0.7047 Intermediate Similarity NPD2161 Phase 2
0.7047 Intermediate Similarity NPD5712 Approved
0.7044 Intermediate Similarity NPD5402 Approved
0.7037 Intermediate Similarity NPD1247 Approved
0.7034 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD291 Approved
0.7029 Intermediate Similarity NPD5585 Approved
0.7027 Intermediate Similarity NPD7097 Phase 1
0.7025 Intermediate Similarity NPD6801 Discontinued
0.7021 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD6674 Discontinued
0.7019 Intermediate Similarity NPD919 Approved
0.7013 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD6599 Discontinued
0.7 Intermediate Similarity NPD5762 Approved
0.7 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5763 Approved
0.7 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.6994 Remote Similarity NPD3787 Discontinued
0.6993 Remote Similarity NPD2798 Approved
0.6988 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6986 Remote Similarity NPD259 Phase 1
0.6981 Remote Similarity NPD7819 Suspended
0.6978 Remote Similarity NPD3019 Approved
0.6978 Remote Similarity NPD4626 Approved
0.6978 Remote Similarity NPD9381 Approved
0.6978 Remote Similarity NPD9384 Approved
0.6978 Remote Similarity NPD2932 Approved
0.6974 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6974 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6972 Remote Similarity NPD8651 Approved
0.6964 Remote Similarity NPD7240 Approved
0.6957 Remote Similarity NPD1548 Phase 1
0.695 Remote Similarity NPD9269 Phase 2
0.695 Remote Similarity NPD9717 Approved
0.6948 Remote Similarity NPD4357 Discontinued
0.6947 Remote Similarity NPD968 Approved

Structure

External Identifiers

PubChem CID   44613296
ChEMBL   CHEMBL1079840
ZINC  

Physicochemical Properties

Molecular Weight:  252.14
ALogP:  -0.323
MLogP:  2.56
XLogP:  1.446
# Rotatable Bonds:  11
Polar Surface Area:  55.76
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  18

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs