Natural Product: NPC668

Natural Product ID:  NPC668
Common Name:   (3S,4S)-3-[(4-Hydroxy-3,5-Dimethoxyphenyl)Methyl]-4-[(7-Methoxy-1,3-Benzodioxol-5-Yl)Methyl]Oxolan-2-One
IUPAC Name:   (3S,4S)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-4-[(7-methoxy-1,3-benzodioxol-5-yl)methyl]oxolan-2-one
Synonyms:  
Molecular Formula:   C22H24O8
Standard InCHIKey:  PXGBYNPVEFKJGA-CABCVRRESA-N
Standard InCHI:  InChI=1S/C22H24O8/c1-25-16-6-13(7-17(26-2)20(16)23)5-15-14(10-28-22(15)24)4-12-8-18(27-3)21-19(9-12)29-11-30-21/h6-9,14-15,23H,4-5,10-11H2,1-3H3/t14-,15+/m1/s1
Canonical SMILES:  COc1cc(C[C@@H]2C(=O)OC[C@H]2Cc2cc(OC)c3c(c2)OCO3)cc(c1O)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
NPO17040 Peperomia duclouxii Species Piperaceae Eukaryota PMID[16499322]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 83 % 10924160
NPT65 Cell Line HepG2 Homo sapiens IC50 = 204500 nM 25419616
NPT2 Others Unspecified Activity = 86 % 10924166
NPT2 Others Unspecified Activity = 91 % 10924166
NPT2 Others Unspecified Activity = 129 % 25918997
NPT2 Others Unspecified Activity = 94 % 25918997
NPT2 Others Unspecified Activity = 97 % 1431942
NPT1475 Cell Line WI-38 VA13 Homo sapiens IC50 = 130400 nM 17970595

  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 NPC668 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 NPC174512
1.0 High Similarity NPC474965
1.0 High Similarity NPC293757
1.0 High Similarity NPC477695
0.986 High Similarity NPC477700
0.9859 High Similarity NPC216223
0.9859 High Similarity NPC145569
0.9792 High Similarity NPC477699
0.9722 High Similarity NPC32079
0.9658 High Similarity NPC136757
0.9574 High Similarity NPC477697
0.9574 High Similarity NPC470811
0.9574 High Similarity NPC477696
0.9524 High Similarity NPC103197
0.9524 High Similarity NPC30009
0.9504 High Similarity NPC40237
0.9504 High Similarity NPC151423
0.9463 High Similarity NPC115281
0.9463 High Similarity NPC163527
0.9463 High Similarity NPC181168
0.9448 High Similarity NPC125570
0.9448 High Similarity NPC477698
0.9441 High Similarity NPC477702
0.9437 High Similarity NPC273657
0.9437 High Similarity NPC106920
0.9388 High Similarity NPC56184
0.9375 High Similarity NPC212890
0.9371 High Similarity NPC218841
0.9371 High Similarity NPC475000
0.9371 High Similarity NPC92693
0.9366 High Similarity NPC176586
0.9366 High Similarity NPC210354
0.9338 High Similarity NPC150943
0.9338 High Similarity NPC91634
0.9338 High Similarity NPC268718
0.932 High Similarity NPC164082
0.9296 High Similarity NPC282291
0.9296 High Similarity NPC166137
0.9241 High Similarity NPC193779
0.9236 High Similarity NPC177644
0.9236 High Similarity NPC191158
0.9216 High Similarity NPC76687
0.9195 High Similarity NPC473236
0.9167 High Similarity NPC474288
0.9156 High Similarity NPC14294
0.9156 High Similarity NPC116759
0.9139 High Similarity NPC237946
0.9139 High Similarity NPC32373
0.9103 High Similarity NPC27159
0.9097 High Similarity NPC52664
0.9097 High Similarity NPC287124
0.9091 High Similarity NPC177868
0.9079 High Similarity NPC207584
0.9079 High Similarity NPC19947
0.9078 High Similarity NPC44245
0.9078 High Similarity NPC72796
0.9073 High Similarity NPC238834
0.9048 High Similarity NPC80230
0.9048 High Similarity NPC304687
0.9048 High Similarity NPC101755
0.9048 High Similarity NPC104024
0.9048 High Similarity NPC65574
0.9041 High Similarity NPC223185
0.9034 High Similarity NPC185071
0.9034 High Similarity NPC12728
0.9014 High Similarity NPC11453
0.9013 High Similarity NPC478055
0.9 High Similarity NPC476434
0.8993 High Similarity NPC149505
0.8981 High Similarity NPC185498
0.898 High Similarity NPC3982
0.8973 High Similarity NPC477701
0.8973 High Similarity NPC166884
0.8973 High Similarity NPC141569
0.8966 High Similarity NPC253481
0.8966 High Similarity NPC253722
0.8966 High Similarity NPC31751
0.8961 High Similarity NPC119910
0.8944 High Similarity NPC211386
0.894 High Similarity NPC61604
0.894 High Similarity NPC178574
0.894 High Similarity NPC115466
0.894 High Similarity NPC245948
0.894 High Similarity NPC299706
0.894 High Similarity NPC474606
0.894 High Similarity NPC65591
0.894 High Similarity NPC245615
0.8933 High Similarity NPC210642
0.8933 High Similarity NPC303519
0.8933 High Similarity NPC13985
0.8933 High Similarity NPC475756
0.8926 High Similarity NPC262455
0.8926 High Similarity NPC177476
0.8912 High Similarity NPC474158
0.8904 High Similarity NPC255566
0.8904 High Similarity NPC298317
0.8903 High Similarity NPC115624
0.8903 High Similarity NPC152424
0.8903 High Similarity NPC100465
0.8903 High Similarity NPC288149
0.8897 High Similarity NPC100675
0.8874 High Similarity NPC471154
0.8873 High Similarity NPC300776
0.8873 High Similarity NPC5310
0.8873 High Similarity NPC176814
0.8873 High Similarity NPC4982
0.8873 High Similarity NPC68779
0.8868 High Similarity NPC179240
0.8867 High Similarity NPC24425
0.8859 High Similarity NPC304821
0.8851 High Similarity NPC472560
0.8839 High Similarity NPC96593
0.8824 High Similarity NPC38699
0.8819 High Similarity NPC283949
0.8819 High Similarity NPC474039
0.8812 High Similarity NPC178737
0.8811 High Similarity NPC141765
0.8811 High Similarity NPC165155
0.8811 High Similarity NPC34103
0.8811 High Similarity NPC150534
0.8811 High Similarity NPC24490
0.8805 High Similarity NPC117911
0.8803 High Similarity NPC205915
0.8767 High Similarity NPC470991
0.8766 High Similarity NPC163635
0.8758 High Similarity NPC273578
0.8758 High Similarity NPC348849
0.8758 High Similarity NPC178195
0.875 High Similarity NPC143895
0.8742 High Similarity NPC158635
0.8742 High Similarity NPC473989
0.8742 High Similarity NPC229882
0.8734 High Similarity NPC222531
0.8733 High Similarity NPC248132
0.8733 High Similarity NPC130449
0.8733 High Similarity NPC40654
0.8733 High Similarity NPC262804
0.8718 High Similarity NPC474770
0.8716 High Similarity NPC472712
0.8716 High Similarity NPC187774
0.8716 High Similarity NPC473046
0.8716 High Similarity NPC118385
0.8716 High Similarity NPC472713
0.8701 High Similarity NPC186316
0.8701 High Similarity NPC476065
0.8699 High Similarity NPC56091
0.8699 High Similarity NPC226547
0.8699 High Similarity NPC46591
0.869 High Similarity NPC185908
0.869 High Similarity NPC281780
0.8681 High Similarity NPC142547
0.8681 High Similarity NPC99572
0.8681 High Similarity NPC113295
0.8681 High Similarity NPC135777
0.8681 High Similarity NPC126409
0.8679 High Similarity NPC174734
0.8679 High Similarity NPC306475
0.8679 High Similarity NPC474042
0.8675 High Similarity NPC55158
0.8675 High Similarity NPC51328
0.8675 High Similarity NPC286235
0.8662 High Similarity NPC192255
0.8654 High Similarity NPC76211
0.8636 High Similarity NPC312763
0.8636 High Similarity NPC198461
0.863 High Similarity NPC30951
0.863 High Similarity NPC6369
0.863 High Similarity NPC123526
0.863 High Similarity NPC88640
0.863 High Similarity NPC193666
0.863 High Similarity NPC9068
0.8625 High Similarity NPC311912
0.8621 High Similarity NPC209229
0.8621 High Similarity NPC471988
0.8621 High Similarity NPC90431
0.8616 High Similarity NPC475738
0.8611 High Similarity NPC19890
0.8611 High Similarity NPC326095
0.8611 High Similarity NPC110958
0.8611 High Similarity NPC244983
0.8611 High Similarity NPC67247
0.8609 High Similarity NPC325720
0.8609 High Similarity NPC316676
0.8601 High Similarity NPC175067
0.8601 High Similarity NPC261812
0.8601 High Similarity NPC204215
0.8601 High Similarity NPC72046
0.8601 High Similarity NPC65183
0.86 High Similarity NPC154971
0.86 High Similarity NPC252286
0.8592 High Similarity NPC63574
0.859 High Similarity NPC472860
0.859 High Similarity NPC475592
0.859 High Similarity NPC474990
0.8581 High Similarity NPC5262
0.8581 High Similarity NPC472714
0.8571 High Similarity NPC88557
0.8571 High Similarity NPC203351
0.8571 High Similarity NPC284464
0.8571 High Similarity NPC147379

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC668 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
0.94 High Similarity NPD6234 Discontinued
0.9139 High Similarity NPD4966 Approved
0.9139 High Similarity NPD4967 Phase 2
0.9139 High Similarity NPD4965 Approved
0.8981 High Similarity NPD7228 Approved
0.894 High Similarity NPD37 Approved
0.8662 High Similarity NPD7199 Phase 2
0.8553 High Similarity NPD7184 Clinical (unspecified phase)
0.8485 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.8415 Intermediate Similarity NPD7240 Approved
0.8411 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.8247 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.8171 Intermediate Similarity NPD3818 Discontinued
0.8138 Intermediate Similarity NPD3027 Phase 3
0.8063 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8011 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.795 Intermediate Similarity NPD3882 Suspended
0.7857 Intermediate Similarity NPD7074 Phase 3
0.7833 Intermediate Similarity NPD7680 Approved
0.7824 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.78 Intermediate Similarity NPD230 Phase 1
0.7798 Intermediate Similarity NPD7054 Approved
0.7765 Intermediate Similarity NPD7685 Pre-registration
0.7764 Intermediate Similarity NPD1934 Approved
0.7751 Intermediate Similarity NPD7472 Approved
0.7736 Intermediate Similarity NPD1653 Approved
0.7718 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7716 Intermediate Similarity NPD2801 Approved
0.7716 Intermediate Similarity NPD1465 Phase 2
0.7711 Intermediate Similarity NPD6232 Discontinued
0.7708 Intermediate Similarity NPD3705 Approved
0.7679 Intermediate Similarity NPD7473 Discontinued
0.7669 Intermediate Similarity NPD3817 Phase 2
0.7662 Intermediate Similarity NPD7266 Discontinued
0.7635 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7628 Intermediate Similarity NPD4110 Phase 3
0.7628 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7616 Intermediate Similarity NPD1613 Approved
0.7616 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7602 Intermediate Similarity NPD6797 Phase 2
0.7584 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.758 Intermediate Similarity NPD6190 Approved
0.7566 Intermediate Similarity NPD6355 Discontinued
0.7558 Intermediate Similarity NPD7251 Discontinued
0.7558 Intermediate Similarity NPD6559 Discontinued
0.7515 Intermediate Similarity NPD6166 Phase 2
0.7515 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD7808 Phase 3
0.75 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7827 Phase 1
0.7483 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD2534 Approved
0.7438 Intermediate Similarity NPD2533 Approved
0.7438 Intermediate Similarity NPD2532 Approved
0.7423 Intermediate Similarity NPD7028 Phase 2
0.7415 Intermediate Similarity NPD1608 Approved
0.7405 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD4628 Phase 3
0.7386 Intermediate Similarity NPD4060 Phase 1
0.7384 Intermediate Similarity NPD5844 Phase 1
0.7381 Intermediate Similarity NPD5494 Approved
0.7375 Intermediate Similarity NPD1511 Approved
0.7365 Intermediate Similarity NPD2983 Phase 2
0.7365 Intermediate Similarity NPD2982 Phase 2
0.7365 Intermediate Similarity NPD7075 Discontinued
0.7351 Intermediate Similarity NPD4908 Phase 1
0.7324 Intermediate Similarity NPD5283 Phase 1
0.7297 Intermediate Similarity NPD2981 Phase 2
0.7296 Intermediate Similarity NPD3750 Approved
0.7296 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD7229 Phase 3
0.7289 Intermediate Similarity NPD7819 Suspended
0.7289 Intermediate Similarity NPD8455 Phase 2
0.7285 Intermediate Similarity NPD3018 Phase 2
0.7284 Intermediate Similarity NPD1512 Approved
0.7278 Intermediate Similarity NPD7296 Approved
0.7267 Intermediate Similarity NPD6799 Approved
0.7267 Intermediate Similarity NPD4357 Discontinued
0.7263 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD6099 Approved
0.7261 Intermediate Similarity NPD2438 Suspended
0.7261 Intermediate Similarity NPD6100 Approved
0.726 Intermediate Similarity NPD1357 Approved
0.7255 Intermediate Similarity NPD6798 Discontinued
0.7255 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD5242 Approved
0.723 Intermediate Similarity NPD1610 Phase 2
0.7222 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD6599 Discontinued
0.7212 Intermediate Similarity NPD4380 Phase 2
0.7211 Intermediate Similarity NPD17 Approved
0.7208 Intermediate Similarity NPD6233 Phase 2
0.72 Intermediate Similarity NPD1283 Approved
0.719 Intermediate Similarity NPD7095 Approved
0.7188 Intermediate Similarity NPD8166 Discontinued
0.7186 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD5563 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7183 Intermediate Similarity NPD228 Approved
0.7171 Intermediate Similarity NPD9494 Approved
0.7169 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD3620 Phase 2
0.7161 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD2797 Approved
0.7152 Intermediate Similarity NPD2935 Discontinued
0.7151 Intermediate Similarity NPD3926 Phase 2
0.7143 Intermediate Similarity NPD5353 Approved
0.7143 Intermediate Similarity NPD5402 Approved
0.7143 Intermediate Similarity NPD3764 Approved
0.7135 Intermediate Similarity NPD8127 Discontinued
0.7126 Intermediate Similarity NPD6801 Discontinued
0.7125 Intermediate Similarity NPD6674 Discontinued
0.7118 Intermediate Similarity NPD919 Approved
0.7107 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD6004 Phase 3
0.7107 Intermediate Similarity NPD6005 Phase 3
0.7107 Intermediate Similarity NPD6002 Phase 3
0.7101 Intermediate Similarity NPD7768 Phase 2
0.7097 Intermediate Similarity NPD4062 Phase 3
0.7093 Intermediate Similarity NPD3787 Discontinued
0.7089 Intermediate Similarity NPD1510 Phase 2
0.707 Intermediate Similarity NPD6653 Approved
0.7067 Intermediate Similarity NPD9269 Phase 2
0.7066 Intermediate Similarity NPD7411 Suspended
0.7063 Intermediate Similarity NPD5958 Discontinued
0.7051 Intermediate Similarity NPD1240 Approved
0.7051 Intermediate Similarity NPD943 Approved
0.7051 Intermediate Similarity NPD2979 Phase 3
0.7048 Intermediate Similarity NPD7458 Discontinued
0.7044 Intermediate Similarity NPD1551 Phase 2
0.7042 Intermediate Similarity NPD3021 Approved
0.7042 Intermediate Similarity NPD3022 Approved
0.7041 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD3268 Approved
0.703 Intermediate Similarity NPD5403 Approved
0.7025 Intermediate Similarity NPD7097 Phase 1
0.7021 Intermediate Similarity NPD5005 Approved
0.7021 Intermediate Similarity NPD5006 Approved
0.702 Intermediate Similarity NPD4749 Approved
0.7012 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD5536 Phase 2
0.7006 Intermediate Similarity NPD447 Suspended
0.7006 Intermediate Similarity NPD1933 Approved
0.7 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD422 Phase 1
0.7 Intermediate Similarity NPD1281 Approved
0.7 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.6995 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6993 Remote Similarity NPD5647 Approved
0.6983 Remote Similarity NPD7280 Phase 3
0.6983 Remote Similarity NPD8312 Approved
0.6983 Remote Similarity NPD7281 Phase 3
0.6983 Remote Similarity NPD8313 Approved
0.6982 Remote Similarity NPD2978 Approved
0.6982 Remote Similarity NPD2977 Approved
0.6981 Remote Similarity NPD3748 Approved
0.6981 Remote Similarity NPD7033 Discontinued
0.6964 Remote Similarity NPD6386 Approved
0.6964 Remote Similarity NPD6385 Approved
0.6962 Remote Similarity NPD1607 Approved
0.6959 Remote Similarity NPD1548 Phase 1
0.6959 Remote Similarity NPD3749 Approved
0.6959 Remote Similarity NPD1894 Discontinued
0.6959 Remote Similarity NPD7975 Clinical (unspecified phase)
0.6957 Remote Similarity NPD4534 Discontinued
0.6957 Remote Similarity NPD1549 Phase 2
0.6948 Remote Similarity NPD2861 Phase 2
0.6933 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6933 Remote Similarity NPD3847 Discontinued
0.6932 Remote Similarity NPD3751 Discontinued
0.6923 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6918 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6914 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6914 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6913 Remote Similarity NPD5585 Approved
0.6909 Remote Similarity NPD5401 Approved
0.6898 Remote Similarity NPD4420 Approved
0.6897 Remote Similarity NPD5711 Approved
0.6897 Remote Similarity NPD5710 Approved
0.6894 Remote Similarity NPD5763 Approved
0.6894 Remote Similarity NPD5762 Approved
0.6887 Remote Similarity NPD1091 Approved
0.6887 Remote Similarity NPD1535 Discovery
0.6883 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6879 Remote Similarity NPD6663 Approved
0.6879 Remote Similarity NPD6746 Phase 2
0.6875 Remote Similarity NPD2799 Discontinued
0.6867 Remote Similarity NPD1940 Clinical (unspecified phase)
0.686 Remote Similarity NPD6971 Discontinued
0.6859 Remote Similarity NPD4625 Phase 3
0.6845 Remote Similarity NPD6055 Clinical (unspecified phase)
0.6845 Remote Similarity NPD4005 Discontinued
0.6845 Remote Similarity NPD3455 Phase 2
0.6845 Remote Similarity NPD6723 Discontinued

Structure

External Identifiers

PubChem CID   11327496
ChEMBL   CHEMBL524185
ZINC  

Physicochemical Properties

Molecular Weight:  416.15
ALogP:  -0.8063
MLogP:  3
XLogP:  1.973
# Rotatable Bonds:  11
Polar Surface Area:  92.68
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  30

Download Data

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