Natural Product: NPC469614

Natural Product ID:  NPC469614
Common Name:   (7R,8R)-4-O-(Glycer-2-Yl)-7,9,9'-Trihydroxy-3,3'-Dimethoxy-8-O-4'-Neolignan
IUPAC Name:   (1S,2R)-1-[4-(1,3-dihydroxypropan-2-yloxy)-3,5-dimethoxyphenyl]-2-[4-(3-hydroxypropyl)-2,6-dimethoxyphenoxy]propane-1,3-diol
Synonyms:  
Molecular Formula:   C25H36O11
Standard InCHIKey:  WFBOEYGGPYVKBR-PKTZIBPZSA-N
Standard InCHI:  InChI=1S/C25H36O11/c1-31-18-8-15(6-5-7-26)9-19(32-2)25(18)36-22(14-29)23(30)16-10-20(33-3)24(21(11-16)34-4)35-17(12-27)13-28/h8-11,17,22-23,26-30H,5-7,12-14H2,1-4H3/t22-,23+/m1/s1
Canonical SMILES:  OCCCc1cc(OC)c(c(c1)OC)O[C@@H]([C@H](c1cc(OC)c(c(c1)OC)OC(CO)CO)O)CO
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
NPO11871 Illicium difengpi Species Schisandraceae Eukaryota Stem barks PMID[20411974]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 50000 nM DrugMatrix in vivo data: Biochemistry

  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 NPC469614 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
1.0 High Similarity NPC469612
0.9919 High Similarity NPC469625
0.9919 High Similarity NPC30043
0.9919 High Similarity NPC469613
0.9758 High Similarity NPC273295
0.9758 High Similarity NPC202582
0.9758 High Similarity NPC218856
0.9758 High Similarity NPC3439
0.9758 High Similarity NPC285339
0.9758 High Similarity NPC222004
0.9758 High Similarity NPC190629
0.9758 High Similarity NPC210623
0.9758 High Similarity NPC226788
0.9758 High Similarity NPC470258
0.9683 High Similarity NPC16208
0.9683 High Similarity NPC35932
0.9683 High Similarity NPC160991
0.9683 High Similarity NPC7903
0.9683 High Similarity NPC184447
0.9603 High Similarity NPC472597
0.9603 High Similarity NPC309787
0.9603 High Similarity NPC470096
0.9603 High Similarity NPC470095
0.9597 High Similarity NPC474119
0.9535 High Similarity NPC471719
0.9531 High Similarity NPC310854
0.9531 High Similarity NPC170694
0.9528 High Similarity NPC470752
0.9524 High Similarity NPC472338
0.938 High Similarity NPC309744
0.9355 High Similarity NPC94276
0.9355 High Similarity NPC109822
0.9318 High Similarity NPC266197
0.9318 High Similarity NPC291101
0.9308 High Similarity NPC61946
0.9308 High Similarity NPC47398
0.9308 High Similarity NPC260898
0.9308 High Similarity NPC472337
0.9308 High Similarity NPC234333
0.9302 High Similarity NPC263064
0.9302 High Similarity NPC475840
0.9291 High Similarity NPC170844
0.9291 High Similarity NPC476968
0.9286 High Similarity NPC118787
0.9286 High Similarity NPC163332
0.9286 High Similarity NPC183181
0.9286 High Similarity NPC319625
0.9286 High Similarity NPC111247
0.9286 High Similarity NPC147821
0.9286 High Similarity NPC292056
0.9286 High Similarity NPC210355
0.9286 High Similarity NPC41706
0.9242 High Similarity NPC22517
0.9237 High Similarity NPC472336
0.9237 High Similarity NPC306441
0.9237 High Similarity NPC25695
0.9237 High Similarity NPC16435
0.9237 High Similarity NPC172818
0.9237 High Similarity NPC472334
0.9231 High Similarity NPC13745
0.9231 High Similarity NPC244983
0.9231 High Similarity NPC326095
0.9231 High Similarity NPC251981
0.9231 High Similarity NPC48863
0.9225 High Similarity NPC253105
0.9225 High Similarity NPC201587
0.9213 High Similarity NPC470213
0.9213 High Similarity NPC206615
0.9213 High Similarity NPC186843
0.9213 High Similarity NPC98631
0.9206 High Similarity NPC178284
0.9206 High Similarity NPC191037
0.9206 High Similarity NPC181361
0.9206 High Similarity NPC58607
0.92 High Similarity NPC114901
0.92 High Similarity NPC293701
0.92 High Similarity NPC48990
0.9194 High Similarity NPC71090
0.9194 High Similarity NPC261661
0.9179 High Similarity NPC469559
0.9173 High Similarity NPC267291
0.916 High Similarity NPC94750
0.916 High Similarity NPC121812
0.916 High Similarity NPC112939
0.916 High Similarity NPC474206
0.916 High Similarity NPC112246
0.916 High Similarity NPC470356
0.9154 High Similarity NPC215833
0.9154 High Similarity NPC168059
0.9154 High Similarity NPC229442
0.9154 High Similarity NPC69513
0.9147 High Similarity NPC474017
0.9141 High Similarity NPC86030
0.9141 High Similarity NPC5851
0.9134 High Similarity NPC242032
0.9134 High Similarity NPC470699
0.9127 High Similarity NPC194519
0.912 High Similarity NPC165375
0.912 High Similarity NPC220598
0.9104 High Similarity NPC311530
0.9091 High Similarity NPC227503
0.9091 High Similarity NPC470802
0.9091 High Similarity NPC302701
0.9091 High Similarity NPC230734
0.9091 High Similarity NPC474639
0.9091 High Similarity NPC269091
0.9084 High Similarity NPC287745
0.9077 High Similarity NPC127624
0.9077 High Similarity NPC175067
0.9077 High Similarity NPC204215
0.9077 High Similarity NPC299144
0.907 High Similarity NPC307042
0.907 High Similarity NPC214860
0.907 High Similarity NPC79184
0.9062 High Similarity NPC72529
0.9048 High Similarity NPC122792
0.9048 High Similarity NPC228972
0.9044 High Similarity NPC470097
0.9044 High Similarity NPC114119
0.9044 High Similarity NPC471415
0.9037 High Similarity NPC193722
0.9037 High Similarity NPC189115
0.9037 High Similarity NPC278469
0.9032 High Similarity NPC472596
0.9032 High Similarity NPC199023
0.9023 High Similarity NPC474390
0.9023 High Similarity NPC102904
0.9023 High Similarity NPC176051
0.9023 High Similarity NPC474282
0.9023 High Similarity NPC477938
0.9023 High Similarity NPC107551
0.9023 High Similarity NPC211549
0.9023 High Similarity NPC103976
0.9023 High Similarity NPC326797
0.9015 High Similarity NPC34103
0.9015 High Similarity NPC165155
0.9015 High Similarity NPC151224
0.9015 High Similarity NPC141765
0.9015 High Similarity NPC164787
0.9015 High Similarity NPC24490
0.9008 High Similarity NPC11060
0.9008 High Similarity NPC158331
0.9008 High Similarity NPC49074
0.9 High Similarity NPC42760
0.9 High Similarity NPC268266
0.9 High Similarity NPC268342
0.9 High Similarity NPC220825
0.8992 High Similarity NPC212015
0.8992 High Similarity NPC45824
0.8992 High Similarity NPC469963
0.8992 High Similarity NPC469951
0.8978 High Similarity NPC475096
0.8978 High Similarity NPC181615
0.8976 High Similarity NPC221077
0.8976 High Similarity NPC17943
0.8976 High Similarity NPC475169
0.8976 High Similarity NPC208950
0.8976 High Similarity NPC203133
0.8976 High Similarity NPC57490
0.8976 High Similarity NPC233410
0.8976 High Similarity NPC298757
0.8976 High Similarity NPC117214
0.8976 High Similarity NPC193544
0.8976 High Similarity NPC116907
0.8976 High Similarity NPC472093
0.8976 High Similarity NPC251855
0.8968 High Similarity NPC282496
0.8968 High Similarity NPC233526
0.8963 High Similarity NPC224876
0.8963 High Similarity NPC471389
0.8963 High Similarity NPC87725
0.8963 High Similarity NPC469661
0.8963 High Similarity NPC263261
0.8963 High Similarity NPC83375
0.896 High Similarity NPC49341
0.896 High Similarity NPC145780
0.8955 High Similarity NPC471388
0.8955 High Similarity NPC212770
0.8955 High Similarity NPC98777
0.8947 High Similarity NPC265433
0.8947 High Similarity NPC164857
0.8947 High Similarity NPC270456
0.8947 High Similarity NPC248727
0.8947 High Similarity NPC162659
0.8943 High Similarity NPC63083
0.8939 High Similarity NPC317380
0.8939 High Similarity NPC187194
0.8939 High Similarity NPC107478
0.8931 High Similarity NPC126029
0.8931 High Similarity NPC61477
0.8931 High Similarity NPC162093
0.8931 High Similarity NPC202762
0.8931 High Similarity NPC86655
0.8931 High Similarity NPC219876
0.8931 High Similarity NPC261619
0.8931 High Similarity NPC78770
0.8931 High Similarity NPC15658
0.8931 High Similarity NPC185604
0.8923 High Similarity NPC91291
0.8915 High Similarity NPC210674

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469614 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
0.9291 High Similarity NPD3027 Phase 3
0.8931 High Similarity NPD1613 Approved
0.8931 High Similarity NPD1612 Clinical (unspecified phase)
0.8692 High Similarity NPD1530 Clinical (unspecified phase)
0.8626 High Similarity NPD1529 Clinical (unspecified phase)
0.8385 Intermediate Similarity NPD2983 Phase 2
0.8385 Intermediate Similarity NPD2982 Phase 2
0.8308 Intermediate Similarity NPD2981 Phase 2
0.8271 Intermediate Similarity NPD3018 Phase 2
0.8074 Intermediate Similarity NPD4908 Phase 1
0.8062 Intermediate Similarity NPD1548 Phase 1
0.8016 Intermediate Similarity NPD7843 Approved
0.8 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7987 Intermediate Similarity NPD1934 Approved
0.7969 Intermediate Similarity NPD7157 Approved
0.7959 Intermediate Similarity NPD1653 Approved
0.7956 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7955 Intermediate Similarity NPD1610 Phase 2
0.7953 Intermediate Similarity NPD5283 Phase 1
0.7937 Intermediate Similarity NPD228 Approved
0.7905 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7867 Intermediate Similarity NPD37 Approved
0.7852 Intermediate Similarity NPD4675 Approved
0.7852 Intermediate Similarity NPD4678 Approved
0.784 Intermediate Similarity NPD2684 Approved
0.7829 Intermediate Similarity NPD4966 Approved
0.7829 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7829 Intermediate Similarity NPD4967 Phase 2
0.7829 Intermediate Similarity NPD4965 Approved
0.7826 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7821 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7821 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7821 Intermediate Similarity NPD6166 Phase 2
0.782 Intermediate Similarity NPD1091 Approved
0.782 Intermediate Similarity NPD3705 Approved
0.7815 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7815 Intermediate Similarity NPD2801 Approved
0.7785 Intermediate Similarity NPD7054 Approved
0.7778 Intermediate Similarity NPD6674 Discontinued
0.7763 Intermediate Similarity NPD3817 Phase 2
0.7762 Intermediate Similarity NPD7266 Discontinued
0.7737 Intermediate Similarity NPD2861 Phase 2
0.7736 Intermediate Similarity NPD7472 Approved
0.7736 Intermediate Similarity NPD7074 Phase 3
0.7727 Intermediate Similarity NPD6234 Discontinued
0.7714 Intermediate Similarity NPD1558 Phase 1
0.7712 Intermediate Similarity NPD3882 Suspended
0.7704 Intermediate Similarity NPD4749 Approved
0.7704 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7676 Intermediate Similarity NPD4538 Approved
0.7676 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7676 Intermediate Similarity NPD4536 Approved
0.7671 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7664 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7662 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7655 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7639 Intermediate Similarity NPD3540 Phase 1
0.7628 Intermediate Similarity NPD7199 Phase 2
0.7626 Intermediate Similarity NPD4625 Phase 3
0.7619 Intermediate Similarity NPD290 Approved
0.761 Intermediate Similarity NPD3818 Discontinued
0.761 Intermediate Similarity NPD7228 Approved
0.7594 Intermediate Similarity NPD1357 Approved
0.7593 Intermediate Similarity NPD7808 Phase 3
0.7589 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7589 Intermediate Similarity NPD3620 Phase 2
0.7569 Intermediate Similarity NPD3539 Phase 1
0.7568 Intermediate Similarity NPD1511 Approved
0.7554 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.755 Intermediate Similarity NPD4005 Discontinued
0.7534 Intermediate Similarity NPD4236 Phase 3
0.7534 Intermediate Similarity NPD3060 Approved
0.7534 Intermediate Similarity NPD1652 Phase 2
0.7534 Intermediate Similarity NPD4237 Approved
0.7534 Intermediate Similarity NPD4162 Approved
0.7531 Intermediate Similarity NPD7251 Discontinued
0.7518 Intermediate Similarity NPD8651 Approved
0.7517 Intermediate Similarity NPD4123 Phase 3
0.75 Intermediate Similarity NPD291 Approved
0.75 Intermediate Similarity NPD5588 Approved
0.75 Intermediate Similarity NPD5960 Phase 3
0.7469 Intermediate Similarity NPD6797 Phase 2
0.7467 Intermediate Similarity NPD1512 Approved
0.7465 Intermediate Similarity NPD4060 Phase 1
0.7453 Intermediate Similarity NPD5844 Phase 1
0.745 Intermediate Similarity NPD4357 Discontinued
0.7444 Intermediate Similarity NPD5536 Phase 2
0.7432 Intermediate Similarity NPD2219 Phase 1
0.7432 Intermediate Similarity NPD2677 Approved
0.7426 Intermediate Similarity NPD422 Phase 1
0.7424 Intermediate Similarity NPD6671 Approved
0.7421 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7413 Intermediate Similarity NPD5735 Approved
0.7407 Intermediate Similarity NPD5846 Approved
0.7407 Intermediate Similarity NPD6516 Phase 2
0.7402 Intermediate Similarity NPD968 Approved
0.7394 Intermediate Similarity NPD6233 Phase 2
0.7386 Intermediate Similarity NPD4380 Phase 2
0.7383 Intermediate Similarity NPD7124 Phase 2
0.7383 Intermediate Similarity NPD5058 Phase 3
0.7378 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7376 Intermediate Similarity NPD7095 Approved
0.7372 Intermediate Similarity NPD2231 Phase 2
0.7372 Intermediate Similarity NPD2235 Phase 2
0.7368 Intermediate Similarity NPD3687 Approved
0.7368 Intermediate Similarity NPD3686 Approved
0.7365 Intermediate Similarity NPD4628 Phase 3
0.7364 Intermediate Similarity NPD3022 Approved
0.7364 Intermediate Similarity NPD3021 Approved
0.7362 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7361 Intermediate Similarity NPD6653 Approved
0.7355 Intermediate Similarity NPD5772 Approved
0.7355 Intermediate Similarity NPD5773 Approved
0.7351 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7325 Intermediate Similarity NPD7075 Discontinued
0.7325 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD7240 Approved
0.7315 Intermediate Similarity NPD6190 Approved
0.731 Intermediate Similarity NPD6111 Discontinued
0.7308 Intermediate Similarity NPD5402 Approved
0.7297 Intermediate Similarity NPD5177 Phase 3
0.7292 Intermediate Similarity NPD6355 Discontinued
0.7292 Intermediate Similarity NPD5124 Phase 1
0.7292 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD230 Phase 1
0.7286 Intermediate Similarity NPD6584 Phase 3
0.7285 Intermediate Similarity NPD7447 Phase 1
0.728 Intermediate Similarity NPD1242 Phase 1
0.7279 Intermediate Similarity NPD1375 Discontinued
0.7279 Intermediate Similarity NPD5763 Approved
0.7279 Intermediate Similarity NPD5762 Approved
0.7273 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD6331 Phase 2
0.7248 Intermediate Similarity NPD4110 Phase 3
0.7248 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD3892 Phase 2
0.7244 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD1465 Phase 2
0.7237 Intermediate Similarity NPD52 Approved
0.7237 Intermediate Similarity NPD7527 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD7526 Approved
0.7233 Intermediate Similarity NPD5494 Approved
0.7222 Intermediate Similarity NPD2238 Phase 2
0.7219 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD7212 Phase 2
0.7219 Intermediate Similarity NPD6799 Approved
0.7219 Intermediate Similarity NPD7213 Phase 3
0.7219 Intermediate Similarity NPD1774 Approved
0.7211 Intermediate Similarity NPD6099 Approved
0.7211 Intermediate Similarity NPD6100 Approved
0.7203 Intermediate Similarity NPD6798 Discontinued
0.719 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD5403 Approved
0.7179 Intermediate Similarity NPD6801 Discontinued
0.7172 Intermediate Similarity NPD4340 Discontinued
0.7171 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD4062 Phase 3
0.7143 Intermediate Similarity NPD6232 Discontinued
0.7134 Intermediate Similarity NPD6818 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD2978 Approved
0.7134 Intermediate Similarity NPD7819 Suspended
0.7134 Intermediate Similarity NPD2977 Approved
0.7133 Intermediate Similarity NPD6658 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD3179 Approved
0.7133 Intermediate Similarity NPD4535 Phase 3
0.7133 Intermediate Similarity NPD3180 Approved
0.7117 Intermediate Similarity NPD7473 Discontinued
0.7115 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD2424 Discontinued
0.7114 Intermediate Similarity NPD1549 Phase 2
0.7108 Intermediate Similarity NPD6559 Discontinued
0.7103 Intermediate Similarity NPD5837 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD3496 Discontinued
0.7095 Intermediate Similarity NPD2796 Approved
0.7095 Intermediate Similarity NPD2161 Phase 2
0.7089 Intermediate Similarity NPD2563 Approved
0.7089 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD2560 Approved
0.7086 Intermediate Similarity NPD5241 Discontinued
0.7081 Intermediate Similarity NPD8127 Discontinued
0.7075 Intermediate Similarity NPD7097 Phase 1
0.7071 Intermediate Similarity NPD6583 Phase 3
0.7071 Intermediate Similarity NPD6582 Phase 2
0.7071 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD5327 Phase 3
0.7068 Intermediate Similarity NPD821 Approved
0.7068 Intermediate Similarity NPD5535 Approved
0.7066 Intermediate Similarity NPD7549 Discontinued
0.7059 Intermediate Similarity NPD5401 Approved
0.7059 Intermediate Similarity NPD6841 Approved
0.7059 Intermediate Similarity NPD6842 Approved
0.7059 Intermediate Similarity NPD6843 Phase 3
0.7047 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD3787 Discontinued
0.7034 Intermediate Similarity NPD2674 Phase 3

Structure

External Identifiers

PubChem CID   46887084
ChEMBL   CHEMBL1094151
ZINC  

Physicochemical Properties

Molecular Weight:  512.23
ALogP:  -3.1473
MLogP:  3
XLogP:  -0.622
# Rotatable Bonds:  25
Polar Surface Area:  156.53
# H-Bond Aceptor:  5
# H-Bond Donor:  5
# Rings:  2
# Heavy Atoms:  36

Download Data

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