Natural Product: NPC15577

Natural Product ID:  NPC15577
Common Name:   (7's,8's)-4'-O-Methylcleomiscosin D
IUPAC Name:   (2S,3S)-3-(hydroxymethyl)-5-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-9-one
Synonyms:  
Molecular Formula:   C22H22O9
Standard InCHIKey:  WODFFJOYEJBCNO-WMZOPIPTSA-N
Standard InCHI:  InChI=1S/C22H22O9/c1-25-13-8-12(9-14(26-2)20(13)28-4)18-16(10-23)29-21-15(27-3)7-11-5-6-17(24)30-19(11)22(21)31-18/h5-9,16,18,23H,10H2,1-4H3/t16-,18-/m0/s1
Canonical SMILES:  OC[C@@H]1Oc2c(OC)cc3c(c2O[C@H]1c1cc(OC)c(c(c1)OC)OC)oc(=O)cc3
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
NPO18723 Zanthoxylum avicennae Species Rutaceae Eukaryota stem wood Pakuashan, Changhua County, Taiwan 2006-JUN PMID[18211005]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 50000 nM 20634081
NPT2 Others Unspecified IC50 > 50000 nM 23891163

  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 NPC15577 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
0.9789 High Similarity NPC21184
0.9789 High Similarity NPC205727
0.9789 High Similarity NPC120426
0.9789 High Similarity NPC294522
0.9718 High Similarity NPC30688
0.9718 High Similarity NPC176903
0.9648 High Similarity NPC476348
0.9648 High Similarity NPC187398
0.9577 High Similarity NPC476347
0.9517 High Similarity NPC264875
0.9517 High Similarity NPC163598
0.9517 High Similarity NPC120774
0.9429 High Similarity NPC300611
0.9384 High Similarity NPC215060
0.9384 High Similarity NPC476352
0.9379 High Similarity NPC114740
0.9375 High Similarity NPC93924
0.9375 High Similarity NPC96294
0.9371 High Similarity NPC205361
0.9296 High Similarity NPC138212
0.9286 High Similarity NPC164148
0.9286 High Similarity NPC43500
0.9262 High Similarity NPC284810
0.9189 High Similarity NPC150442
0.9184 High Similarity NPC213197
0.9172 High Similarity NPC52740
0.9161 High Similarity NPC7439
0.9161 High Similarity NPC110067
0.9161 High Similarity NPC34245
0.9161 High Similarity NPC256555
0.9161 High Similarity NPC91492
0.9143 High Similarity NPC286843
0.9137 High Similarity NPC474600
0.9137 High Similarity NPC309953
0.9128 High Similarity NPC8712
0.9122 High Similarity NPC169404
0.9122 High Similarity NPC176186
0.9122 High Similarity NPC53587
0.9103 High Similarity NPC268515
0.9103 High Similarity NPC40222
0.9071 High Similarity NPC224941
0.9071 High Similarity NPC311430
0.9071 High Similarity NPC234865
0.9065 High Similarity NPC241341
0.9065 High Similarity NPC36437
0.9065 High Similarity NPC233018
0.9048 High Similarity NPC313334
0.9048 High Similarity NPC206264
0.9048 High Similarity NPC212670
0.9041 High Similarity NPC231149
0.9021 High Similarity NPC472520
0.9021 High Similarity NPC279851
0.9014 High Similarity NPC13067
0.9007 High Similarity NPC471719
0.8993 High Similarity NPC319969
0.8993 High Similarity NPC137669
0.898 High Similarity NPC478237
0.898 High Similarity NPC139839
0.898 High Similarity NPC48366
0.8958 High Similarity NPC278469
0.8958 High Similarity NPC193722
0.8944 High Similarity NPC20511
0.8944 High Similarity NPC52086
0.8944 High Similarity NPC126206
0.8944 High Similarity NPC95162
0.8944 High Similarity NPC76336
0.8944 High Similarity NPC148835
0.8944 High Similarity NPC139548
0.8929 High Similarity NPC263064
0.8919 High Similarity NPC106138
0.8919 High Similarity NPC475250
0.8912 High Similarity NPC41844
0.8912 High Similarity NPC178129
0.8904 High Similarity NPC476450
0.8889 High Similarity NPC83375
0.8889 High Similarity NPC224876
0.8881 High Similarity NPC270256
0.8873 High Similarity NPC126682
0.8873 High Similarity NPC471664
0.8873 High Similarity NPC82271
0.8873 High Similarity NPC471665
0.8867 High Similarity NPC470264
0.8865 High Similarity NPC309744
0.8857 High Similarity NPC5423
0.8849 High Similarity NPC244799
0.8849 High Similarity NPC240722
0.8849 High Similarity NPC476399
0.8849 High Similarity NPC19242
0.8846 High Similarity NPC142614
0.8844 High Similarity NPC199928
0.8836 High Similarity NPC185127
0.8836 High Similarity NPC471763
0.8819 High Similarity NPC267291
0.8819 High Similarity NPC312881
0.8811 High Similarity NPC38874
0.8811 High Similarity NPC474282
0.8811 High Similarity NPC326797
0.8811 High Similarity NPC103976
0.8811 High Similarity NPC102904
0.8811 High Similarity NPC107551
0.8811 High Similarity NPC176051
0.8811 High Similarity NPC153818
0.8811 High Similarity NPC232246
0.8811 High Similarity NPC474886
0.8803 High Similarity NPC472337
0.8803 High Similarity NPC61946
0.8777 High Similarity NPC27239
0.8777 High Similarity NPC123127
0.8776 High Similarity NPC226722
0.8776 High Similarity NPC469701
0.8759 High Similarity NPC195357
0.8759 High Similarity NPC471389
0.8759 High Similarity NPC152771
0.8759 High Similarity NPC287286
0.875 High Similarity NPC471388
0.875 High Similarity NPC279573
0.875 High Similarity NPC268484
0.8741 High Similarity NPC26954
0.8741 High Similarity NPC306441
0.8741 High Similarity NPC188380
0.8741 High Similarity NPC38099
0.8741 High Similarity NPC16435
0.8741 High Similarity NPC224543
0.8741 High Similarity NPC472336
0.8741 High Similarity NPC78746
0.8741 High Similarity NPC472334
0.8733 High Similarity NPC477381
0.8732 High Similarity NPC310854
0.8732 High Similarity NPC135127
0.8732 High Similarity NPC170694
0.8732 High Similarity NPC92830
0.8732 High Similarity NPC111635
0.8723 High Similarity NPC245120
0.8714 High Similarity NPC79184
0.8714 High Similarity NPC307042
0.8707 High Similarity NPC232228
0.8707 High Similarity NPC292443
0.8707 High Similarity NPC471824
0.8705 High Similarity NPC210674
0.8705 High Similarity NPC474623
0.8705 High Similarity NPC474651
0.8699 High Similarity NPC469564
0.8699 High Similarity NPC145319
0.8693 High Similarity NPC155015
0.8693 High Similarity NPC142479
0.8684 High Similarity NPC476154
0.8684 High Similarity NPC223720
0.8684 High Similarity NPC149735
0.8681 High Similarity NPC294456
0.8681 High Similarity NPC212124
0.8681 High Similarity NPC184861
0.8681 High Similarity NPC281014
0.8681 High Similarity NPC211549
0.8681 High Similarity NPC225106
0.8681 High Similarity NPC155963
0.8681 High Similarity NPC276490
0.8675 High Similarity NPC477379
0.8671 High Similarity NPC470356
0.8671 High Similarity NPC94750
0.8671 High Similarity NPC195022
0.8671 High Similarity NPC260898
0.8671 High Similarity NPC474206
0.8671 High Similarity NPC112939
0.8671 High Similarity NPC112246
0.8671 High Similarity NPC234333
0.8671 High Similarity NPC47398
0.8671 High Similarity NPC121812
0.8671 High Similarity NPC472525
0.8662 High Similarity NPC26673
0.8662 High Similarity NPC168059
0.8662 High Similarity NPC472522
0.8662 High Similarity NPC229442
0.8662 High Similarity NPC277021
0.8658 High Similarity NPC87950
0.8658 High Similarity NPC275125
0.8658 High Similarity NPC227902
0.8658 High Similarity NPC471764
0.8658 High Similarity NPC97937
0.8658 High Similarity NPC170239
0.8652 High Similarity NPC469613
0.8652 High Similarity NPC30043
0.8652 High Similarity NPC29734
0.8652 High Similarity NPC469625
0.8649 High Similarity NPC274960
0.8649 High Similarity NPC473909
0.8649 High Similarity NPC125617
0.8649 High Similarity NPC85624
0.8649 High Similarity NPC143120
0.8643 High Similarity NPC273295
0.8643 High Similarity NPC470258
0.8643 High Similarity NPC3439
0.8643 High Similarity NPC218856
0.8643 High Similarity NPC190629
0.8643 High Similarity NPC202582
0.8643 High Similarity NPC222004
0.8643 High Similarity NPC226788
0.8643 High Similarity NPC285339
0.8643 High Similarity NPC210623
0.8639 High Similarity NPC478239
0.8639 High Similarity NPC236419

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC15577 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
0.9048 High Similarity NPD1653 Approved
0.8462 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8462 Intermediate Similarity NPD1613 Approved
0.8447 Intermediate Similarity NPD5844 Phase 1
0.8397 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8378 Intermediate Similarity NPD1652 Phase 2
0.8333 Intermediate Similarity NPD3817 Phase 2
0.8252 Intermediate Similarity NPD3027 Phase 3
0.8242 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8217 Intermediate Similarity NPD5402 Approved
0.8182 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8153 Intermediate Similarity NPD2801 Approved
0.8151 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.8151 Intermediate Similarity NPD5124 Phase 1
0.8133 Intermediate Similarity NPD7549 Discontinued
0.8121 Intermediate Similarity NPD7266 Discontinued
0.8112 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.811 Intermediate Similarity NPD7054 Approved
0.8089 Intermediate Similarity NPD1934 Approved
0.8061 Intermediate Similarity NPD7472 Approved
0.8037 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8037 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8037 Intermediate Similarity NPD6166 Phase 2
0.7952 Intermediate Similarity NPD7074 Phase 3
0.7943 Intermediate Similarity NPD422 Phase 1
0.7939 Intermediate Similarity NPD3818 Discontinued
0.7925 Intermediate Similarity NPD1465 Phase 2
0.7925 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD7808 Phase 3
0.7904 Intermediate Similarity NPD6797 Phase 2
0.7904 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7901 Intermediate Similarity NPD5494 Approved
0.7888 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7885 Intermediate Similarity NPD5403 Approved
0.7871 Intermediate Similarity NPD5401 Approved
0.7857 Intermediate Similarity NPD7251 Discontinued
0.7853 Intermediate Similarity NPD7199 Phase 2
0.7848 Intermediate Similarity NPD4380 Phase 2
0.7823 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7821 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7812 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7808 Intermediate Similarity NPD4908 Phase 1
0.7778 Intermediate Similarity NPD7075 Discontinued
0.775 Intermediate Similarity NPD6801 Discontinued
0.775 Intermediate Similarity NPD37 Approved
0.774 Intermediate Similarity NPD3018 Phase 2
0.7716 Intermediate Similarity NPD4966 Approved
0.7716 Intermediate Similarity NPD4967 Phase 2
0.7716 Intermediate Similarity NPD4965 Approved
0.7716 Intermediate Similarity NPD3882 Suspended
0.7703 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7702 Intermediate Similarity NPD7819 Suspended
0.7692 Intermediate Similarity NPD6799 Approved
0.7692 Intermediate Similarity NPD1511 Approved
0.7677 Intermediate Similarity NPD6190 Approved
0.766 Intermediate Similarity NPD1548 Phase 1
0.7651 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD6233 Phase 2
0.7636 Intermediate Similarity NPD8127 Discontinued
0.7622 Intermediate Similarity NPD3496 Discontinued
0.7622 Intermediate Similarity NPD6234 Discontinued
0.7619 Intermediate Similarity NPD2861 Phase 2
0.7619 Intermediate Similarity NPD7228 Approved
0.7613 Intermediate Similarity NPD3750 Approved
0.7595 Intermediate Similarity NPD1512 Approved
0.7586 Intermediate Similarity NPD2983 Phase 2
0.7586 Intermediate Similarity NPD2982 Phase 2
0.7578 Intermediate Similarity NPD7411 Suspended
0.7569 Intermediate Similarity NPD1610 Phase 2
0.7548 Intermediate Similarity NPD6674 Discontinued
0.7547 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7544 Intermediate Similarity NPD6559 Discontinued
0.7534 Intermediate Similarity NPD3225 Approved
0.7517 Intermediate Similarity NPD2981 Phase 2
0.7516 Intermediate Similarity NPD3748 Approved
0.75 Intermediate Similarity NPD4628 Phase 3
0.7485 Intermediate Similarity NPD6232 Discontinued
0.7483 Intermediate Similarity NPD4060 Phase 1
0.7471 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD2796 Approved
0.7467 Intermediate Similarity NPD6798 Discontinued
0.7466 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7448 Intermediate Similarity NPD1091 Approved
0.7442 Intermediate Similarity NPD7240 Approved
0.7436 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD4340 Discontinued
0.7434 Intermediate Similarity NPD447 Suspended
0.7412 Intermediate Similarity NPD3751 Discontinued
0.741 Intermediate Similarity NPD919 Approved
0.7407 Intermediate Similarity NPD6599 Discontinued
0.7389 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD3787 Discontinued
0.7378 Intermediate Similarity NPD8455 Phase 2
0.7375 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD1549 Phase 2
0.7371 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7365 Intermediate Similarity NPD2797 Approved
0.7358 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7355 Intermediate Similarity NPD2935 Discontinued
0.7353 Intermediate Similarity NPD7473 Discontinued
0.7343 Intermediate Similarity NPD5536 Phase 2
0.7341 Intermediate Similarity NPD7685 Pre-registration
0.7338 Intermediate Similarity NPD7097 Phase 1
0.7333 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD230 Phase 1
0.732 Intermediate Similarity NPD6355 Discontinued
0.732 Intermediate Similarity NPD1933 Approved
0.7312 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD5763 Approved
0.7308 Intermediate Similarity NPD5762 Approved
0.729 Intermediate Similarity NPD7033 Discontinued
0.7289 Intermediate Similarity NPD7768 Phase 2
0.7285 Intermediate Similarity NPD7095 Approved
0.7285 Intermediate Similarity NPD4625 Phase 3
0.7284 Intermediate Similarity NPD3686 Approved
0.7284 Intermediate Similarity NPD3687 Approved
0.7262 Intermediate Similarity NPD5677 Discontinued
0.7261 Intermediate Similarity NPD2424 Discontinued
0.7256 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD4357 Discontinued
0.7247 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD1551 Phase 2
0.7239 Intermediate Similarity NPD8158 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD3268 Approved
0.7237 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD5535 Approved
0.723 Intermediate Similarity NPD4749 Approved
0.7229 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD4538 Approved
0.7226 Intermediate Similarity NPD4536 Approved
0.7226 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD6832 Phase 2
0.7219 Intermediate Similarity NPD1247 Approved
0.7215 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7198 Intermediate Similarity NPD6621 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD3540 Phase 1
0.7193 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD6842 Approved
0.7191 Intermediate Similarity NPD6841 Approved
0.7191 Intermediate Similarity NPD6843 Phase 3
0.7183 Intermediate Similarity NPD5283 Phase 1
0.7179 Intermediate Similarity NPD1510 Phase 2
0.717 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD4110 Phase 3
0.7152 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7038 Approved
0.7143 Intermediate Similarity NPD7212 Phase 2
0.7143 Intermediate Similarity NPD7039 Approved
0.7143 Intermediate Similarity NPD4140 Approved
0.7143 Intermediate Similarity NPD7213 Phase 3
0.7134 Intermediate Similarity NPD6032 Approved
0.7134 Intermediate Similarity NPD3539 Phase 1
0.7134 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD5353 Approved
0.7124 Intermediate Similarity NPD1296 Phase 2
0.7122 Intermediate Similarity NPD290 Approved
0.7122 Intermediate Similarity NPD1358 Approved
0.7118 Intermediate Similarity NPD6959 Discontinued
0.7113 Intermediate Similarity NPD7843 Approved
0.7099 Intermediate Similarity NPD7447 Phase 1
0.7097 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7095 Intermediate Similarity NPD3705 Approved
0.7095 Intermediate Similarity NPD1611 Approved
0.7091 Intermediate Similarity NPD4678 Approved
0.7091 Intermediate Similarity NPD4675 Approved
0.7083 Intermediate Similarity NPD6671 Approved
0.7083 Intermediate Similarity NPD7157 Approved
0.7081 Intermediate Similarity NPD5058 Phase 3
0.7078 Intermediate Similarity NPD4062 Phase 3
0.7075 Intermediate Similarity NPD1778 Approved
0.7072 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD2684 Approved
0.707 Intermediate Similarity NPD4308 Phase 3
0.707 Intermediate Similarity NPD5960 Phase 3
0.707 Intermediate Similarity NPD5588 Approved
0.7067 Intermediate Similarity NPD8651 Approved
0.7063 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD6273 Approved
0.7051 Intermediate Similarity NPD6653 Approved
0.7042 Intermediate Similarity NPD228 Approved
0.7041 Intermediate Similarity NPD3749 Approved
0.7041 Intermediate Similarity NPD6971 Discontinued
0.7035 Intermediate Similarity NPD5242 Approved
0.7035 Intermediate Similarity NPD3926 Phase 2
0.703 Intermediate Similarity NPD4005 Discontinued
0.703 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD3266 Approved
0.702 Intermediate Similarity NPD3267 Approved
0.7019 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD2677 Approved
0.7012 Intermediate Similarity NPD920 Approved
0.7007 Intermediate Similarity NPD5691 Approved
0.7006 Intermediate Similarity NPD6844 Discontinued
0.7 Intermediate Similarity NPD5177 Phase 3

Structure

External Identifiers

PubChem CID   24800019
ChEMBL   CHEMBL403946
ZINC  

Physicochemical Properties

Molecular Weight:  430.13
ALogP:  -0.7949
MLogP:  2.89
XLogP:  1.261
# Rotatable Bonds:  11
Polar Surface Area:  101.91
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  31

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs