Natural Product: NPC290069

Natural Product ID:  NPC290069
Common Name:   (2R)-4-Hydroxy-7-Methoxy-2-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxy-1,4-Benzoxazin-3-One
IUPAC Name:   (2R)-4-hydroxy-7-methoxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4-benzoxazin-3-one
Synonyms:  
Molecular Formula:   C15H19NO10
Standard InCHIKey:  WTGXAWKVZMQEDA-XFWGRBSCSA-N
Standard InCHI:  InChI=1S/C15H19NO10/c1-23-6-2-3-7-8(4-6)24-15(13(21)16(7)22)26-14-12(20)11(19)10(18)9(5-17)25-14/h2-4,9-12,14-15,17-20,22H,5H2,1H3/t9-,10-,11+,12-,14+,15-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@H]2Oc3cc(OC)ccc3N(C2=O)O)[C@@H]([C@H]([C@@H]1O)O)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
NPO33369.1 coix lachryma-jobi Under-species NA NA Roots PMID[2453615]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1136 Cell Line mast cells Mus musculus Inhibition = 3 % 9322358

  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 NPC290069 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
0.9937 High Similarity NPC220560
0.8471 Intermediate Similarity NPC168750
0.8354 Intermediate Similarity NPC112766
0.8193 Intermediate Similarity NPC70549
0.7866 Intermediate Similarity NPC473769
0.7853 Intermediate Similarity NPC260601
0.773 Intermediate Similarity NPC476462
0.7674 Intermediate Similarity NPC19023
0.7421 Intermediate Similarity NPC314948
0.733 Intermediate Similarity NPC478049
0.7229 Intermediate Similarity NPC476475
0.7079 Intermediate Similarity NPC320064
0.7012 Intermediate Similarity NPC473987
0.6881 Remote Similarity NPC308392
0.6707 Remote Similarity NPC25817
0.6646 Remote Similarity NPC217854
0.6646 Remote Similarity NPC315632
0.6634 Remote Similarity NPC311357
0.6627 Remote Similarity NPC298845
0.662 Remote Similarity NPC148124
0.6618 Remote Similarity NPC471736
0.6598 Remote Similarity NPC262725
0.6587 Remote Similarity NPC37074
0.6574 Remote Similarity NPC248903
0.6573 Remote Similarity NPC99724
0.6564 Remote Similarity NPC276195
0.6561 Remote Similarity NPC314702
0.6548 Remote Similarity NPC247146
0.6528 Remote Similarity NPC26928
0.6527 Remote Similarity NPC469622
0.6527 Remote Similarity NPC189589
0.6522 Remote Similarity NPC306366
0.6506 Remote Similarity NPC221090
0.6497 Remote Similarity NPC97004
0.6497 Remote Similarity NPC136951
0.6497 Remote Similarity NPC473874
0.6497 Remote Similarity NPC161155
0.6494 Remote Similarity NPC36434
0.6485 Remote Similarity NPC152722
0.6481 Remote Similarity NPC228907
0.6471 Remote Similarity NPC60756
0.6468 Remote Similarity NPC472191
0.6461 Remote Similarity NPC97282
0.6457 Remote Similarity NPC298821
0.6446 Remote Similarity NPC192810
0.6442 Remote Similarity NPC153365
0.6433 Remote Similarity NPC287780
0.6425 Remote Similarity NPC257266
0.642 Remote Similarity NPC123761
0.6417 Remote Similarity NPC204179
0.6398 Remote Similarity NPC57105
0.6394 Remote Similarity NPC257728
0.6391 Remote Similarity NPC469621
0.6374 Remote Similarity NPC208769
0.6373 Remote Similarity NPC287152
0.6364 Remote Similarity NPC477160
0.6364 Remote Similarity NPC292143
0.6364 Remote Similarity NPC139506
0.6358 Remote Similarity NPC60982
0.6344 Remote Similarity NPC231862
0.6335 Remote Similarity NPC142319
0.6331 Remote Similarity NPC171533
0.6329 Remote Similarity NPC470484
0.6325 Remote Similarity NPC57751
0.6307 Remote Similarity NPC124149
0.6301 Remote Similarity NPC297584
0.6289 Remote Similarity NPC49353
0.6286 Remote Similarity NPC185778
0.6286 Remote Similarity NPC470236
0.6286 Remote Similarity NPC238243
0.6273 Remote Similarity NPC264782
0.6272 Remote Similarity NPC12308
0.627 Remote Similarity NPC315257
0.6264 Remote Similarity NPC294166
0.6264 Remote Similarity NPC115022
0.6257 Remote Similarity NPC63628
0.6257 Remote Similarity NPC178466
0.625 Remote Similarity NPC103409
0.625 Remote Similarity NPC3293
0.625 Remote Similarity NPC40664
0.625 Remote Similarity NPC197723
0.625 Remote Similarity NPC164857
0.625 Remote Similarity NPC165482
0.625 Remote Similarity NPC138350
0.625 Remote Similarity NPC108826
0.6238 Remote Similarity NPC279401
0.6238 Remote Similarity NPC79293
0.6229 Remote Similarity NPC188555
0.6229 Remote Similarity NPC130496
0.6221 Remote Similarity NPC218003
0.6221 Remote Similarity NPC295970
0.622 Remote Similarity NPC9248
0.6215 Remote Similarity NPC262328
0.6215 Remote Similarity NPC87777
0.6211 Remote Similarity NPC314861
0.6207 Remote Similarity NPC85799
0.6207 Remote Similarity NPC26080
0.6207 Remote Similarity NPC162093
0.6207 Remote Similarity NPC165686
0.6207 Remote Similarity NPC303422
0.6199 Remote Similarity NPC198798
0.6199 Remote Similarity NPC140750
0.6183 Remote Similarity NPC305700
0.6183 Remote Similarity NPC187028
0.6183 Remote Similarity NPC140915
0.6183 Remote Similarity NPC18249
0.6183 Remote Similarity NPC10221
0.6183 Remote Similarity NPC197741
0.6174 Remote Similarity NPC472434
0.6171 Remote Similarity NPC49074
0.6158 Remote Similarity NPC471825
0.6157 Remote Similarity NPC124300
0.6149 Remote Similarity NPC121376
0.6149 Remote Similarity NPC475067
0.6147 Remote Similarity NPC310618
0.6145 Remote Similarity NPC210478
0.6142 Remote Similarity NPC116096
0.6141 Remote Similarity NPC114659
0.6141 Remote Similarity NPC139699
0.614 Remote Similarity NPC233559
0.6131 Remote Similarity NPC226712
0.613 Remote Similarity NPC291609
0.6129 Remote Similarity NPC195120
0.6129 Remote Similarity NPC87560
0.6126 Remote Similarity NPC473458
0.6126 Remote Similarity NPC471513
0.6122 Remote Similarity NPC316161
0.612 Remote Similarity NPC107120
0.612 Remote Similarity NPC74320
0.6119 Remote Similarity NPC217294
0.6117 Remote Similarity NPC301163
0.6114 Remote Similarity NPC299144
0.6111 Remote Similarity NPC108674
0.6111 Remote Similarity NPC257095
0.6111 Remote Similarity NPC215512
0.6111 Remote Similarity NPC314656
0.6111 Remote Similarity NPC273932
0.6111 Remote Similarity NPC288349
0.6111 Remote Similarity NPC89686
0.6111 Remote Similarity NPC476442
0.6108 Remote Similarity NPC287294
0.6108 Remote Similarity NPC469708
0.6108 Remote Similarity NPC60589
0.6102 Remote Similarity NPC320259
0.6095 Remote Similarity NPC476142
0.6094 Remote Similarity NPC470971
0.6093 Remote Similarity NPC217903
0.6092 Remote Similarity NPC474491
0.6092 Remote Similarity NPC262606
0.6092 Remote Similarity NPC470079
0.6089 Remote Similarity NPC98777
0.6089 Remote Similarity NPC212770
0.6087 Remote Similarity NPC471764
0.6087 Remote Similarity NPC87950
0.6087 Remote Similarity NPC220408
0.6083 Remote Similarity NPC477828
0.608 Remote Similarity NPC215833
0.608 Remote Similarity NPC69513
0.6077 Remote Similarity NPC128337
0.6077 Remote Similarity NPC49542
0.6077 Remote Similarity NPC139976
0.6077 Remote Similarity NPC84207
0.6077 Remote Similarity NPC5253
0.6077 Remote Similarity NPC230718
0.6073 Remote Similarity NPC118154
0.6073 Remote Similarity NPC70172
0.6073 Remote Similarity NPC157983
0.6071 Remote Similarity NPC469412
0.6071 Remote Similarity NPC198734
0.6071 Remote Similarity NPC269242
0.6071 Remote Similarity NPC477397
0.6069 Remote Similarity NPC198487
0.6069 Remote Similarity NPC146540
0.6067 Remote Similarity NPC203230
0.6067 Remote Similarity NPC242028
0.6067 Remote Similarity NPC104167
0.6066 Remote Similarity NPC226722
0.6066 Remote Similarity NPC85624
0.6062 Remote Similarity NPC329717
0.6061 Remote Similarity NPC314025
0.6057 Remote Similarity NPC208022
0.6056 Remote Similarity NPC195814
0.6052 Remote Similarity NPC477396
0.6047 Remote Similarity NPC116178
0.6047 Remote Similarity NPC203168
0.6045 Remote Similarity NPC13745
0.6045 Remote Similarity NPC48863
0.6045 Remote Similarity NPC251981
0.6045 Remote Similarity NPC118189
0.6044 Remote Similarity NPC116922
0.6034 Remote Similarity NPC472435
0.6034 Remote Similarity NPC59324
0.6034 Remote Similarity NPC477393
0.6034 Remote Similarity NPC65530
0.6034 Remote Similarity NPC134260
0.603 Remote Similarity NPC244554
0.603 Remote Similarity NPC314213
0.6028 Remote Similarity NPC219664
0.6023 Remote Similarity NPC287429
0.6022 Remote Similarity NPC210192

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC290069 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
0.7778 Intermediate Similarity NPD521 Clinical (unspecified phase)
0.7425 Intermediate Similarity NPD2241 Approved
0.7326 Intermediate Similarity NPD1678 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD822 Approved
0.72 Intermediate Similarity NPD4201 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD8330 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD6211 Clinical (unspecified phase)
0.6751 Remote Similarity NPD5582 Discontinued
0.6686 Remote Similarity NPD1422 Approved
0.6667 Remote Similarity NPD5334 Clinical (unspecified phase)
0.6633 Remote Similarity NPD6621 Clinical (unspecified phase)
0.6633 Remote Similarity NPD6034 Phase 2
0.663 Remote Similarity NPD4255 Phase 1
0.6628 Remote Similarity NPD5788 Clinical (unspecified phase)
0.6611 Remote Similarity NPD789 Phase 2
0.6597 Remote Similarity NPD6496 Clinical (unspecified phase)
0.6578 Remote Similarity NPD5847 Phase 1
0.6561 Remote Similarity NPD5938 Phase 3
0.6526 Remote Similarity NPD4020 Clinical (unspecified phase)
0.6522 Remote Similarity NPD254 Approved
0.6503 Remote Similarity NPD1769 Discontinued
0.65 Remote Similarity NPD7880 Clinical (unspecified phase)
0.6497 Remote Similarity NPD4428 Discontinued
0.6491 Remote Similarity NPD1393 Approved
0.6491 Remote Similarity NPD756 Suspended
0.6471 Remote Similarity NPD2162 Clinical (unspecified phase)
0.6467 Remote Similarity NPD5294 Clinical (unspecified phase)
0.6448 Remote Similarity NPD4205 Phase 3
0.6448 Remote Similarity NPD1440 Discontinued
0.6425 Remote Similarity NPD7263 Phase 2
0.6425 Remote Similarity NPD6654 Clinical (unspecified phase)
0.6425 Remote Similarity NPD2114 Discontinued
0.6425 Remote Similarity NPD7583 Approved
0.6408 Remote Similarity NPD5102 Clinical (unspecified phase)
0.6406 Remote Similarity NPD1212 Approved
0.6394 Remote Similarity NPD7585 Approved
0.6354 Remote Similarity NPD6645 Clinical (unspecified phase)
0.6349 Remote Similarity NPD7126 Discontinued
0.6343 Remote Similarity NPD204 Clinical (unspecified phase)
0.634 Remote Similarity NPD6184 Discontinued
0.6335 Remote Similarity NPD5858 Discontinued
0.6318 Remote Similarity NPD5150 Phase 2
0.6318 Remote Similarity NPD7125 Discontinued
0.6313 Remote Similarity NPD4587 Phase 3
0.6311 Remote Similarity NPD2498 Approved
0.6269 Remote Similarity NPD5132 Clinical (unspecified phase)
0.6268 Remote Similarity NPD7584 Approved
0.6267 Remote Similarity NPD6298 Discontinued
0.6263 Remote Similarity NPD6379 Discontinued
0.625 Remote Similarity NPD6365 Clinical (unspecified phase)
0.6231 Remote Similarity NPD6393 Clinical (unspecified phase)
0.623 Remote Similarity NPD4606 Clinical (unspecified phase)
0.6227 Remote Similarity NPD7223 Discontinued
0.6227 Remote Similarity NPD7224 Discontinued
0.6215 Remote Similarity NPD3454 Phase 3
0.6212 Remote Similarity NPD4586 Phase 3
0.6203 Remote Similarity NPD6060 Clinical (unspecified phase)
0.6184 Remote Similarity NPD7476 Discontinued
0.6172 Remote Similarity NPD6644 Discontinued
0.615 Remote Similarity NPD6793 Clinical (unspecified phase)
0.6145 Remote Similarity NPD5719 Approved
0.6131 Remote Similarity NPD1091 Approved
0.6127 Remote Similarity NPD7256 Discontinued
0.6124 Remote Similarity NPD7064 Clinical (unspecified phase)
0.6121 Remote Similarity NPD1408 Clinical (unspecified phase)
0.6108 Remote Similarity NPD4003 Phase 3
0.6105 Remote Similarity NPD8031 Discontinued
0.6103 Remote Similarity NPD4498 Clinical (unspecified phase)
0.6102 Remote Similarity NPD2200 Suspended
0.6099 Remote Similarity NPD1084 Clinical (unspecified phase)
0.6096 Remote Similarity NPD3778 Approved
0.6085 Remote Similarity NPD3556 Approved
0.6085 Remote Similarity NPD3559 Clinical (unspecified phase)
0.6085 Remote Similarity NPD3558 Approved
0.6085 Remote Similarity NPD6063 Approved
0.6085 Remote Similarity NPD1012 Discontinued
0.6085 Remote Similarity NPD3560 Approved
0.6085 Remote Similarity NPD3557 Approved
0.6081 Remote Similarity NPD5640 Discontinued
0.6069 Remote Similarity NPD3537 Clinical (unspecified phase)
0.6061 Remote Similarity NPD7149 Clinical (unspecified phase)
0.6056 Remote Similarity NPD4598 Approved
0.6056 Remote Similarity NPD4597 Approved
0.6048 Remote Similarity NPD6669 Phase 2
0.6048 Remote Similarity NPD7597 Clinical (unspecified phase)
0.6047 Remote Similarity NPD850 Approved
0.6047 Remote Similarity NPD849 Approved
0.6047 Remote Similarity NPD9723 Approved
0.6047 Remote Similarity NPD848 Approved
0.6042 Remote Similarity NPD2904 Discontinued
0.6042 Remote Similarity NPD5677 Discontinued
0.6033 Remote Similarity NPD3536 Discontinued
0.6032 Remote Similarity NPD6668 Clinical (unspecified phase)
0.6031 Remote Similarity NPD2215 Approved
0.6031 Remote Similarity NPD2216 Approved
0.6021 Remote Similarity NPD3453 Discontinued
0.602 Remote Similarity NPD5603 Clinical (unspecified phase)
0.6019 Remote Similarity NPD6550 Discontinued
0.6011 Remote Similarity NPD980 Clinical (unspecified phase)
0.601 Remote Similarity NPD2843 Phase 2
0.601 Remote Similarity NPD1880 Phase 3
0.601 Remote Similarity NPD2845 Phase 2
0.601 Remote Similarity NPD4081 Clinical (unspecified phase)
0.6 Remote Similarity NPD7262 Phase 1
0.6 Remote Similarity NPD5083 Clinical (unspecified phase)
0.6 Remote Similarity NPD7083 Clinical (unspecified phase)
0.599 Remote Similarity NPD4604 Approved
0.599 Remote Similarity NPD5521 Clinical (unspecified phase)
0.599 Remote Similarity NPD4605 Approved
0.5988 Remote Similarity NPD9376 Approved
0.5981 Remote Similarity NPD4496 Clinical (unspecified phase)
0.598 Remote Similarity NPD6104 Discontinued
0.5978 Remote Similarity NPD3260 Discontinued
0.5973 Remote Similarity NPD7805 Phase 3
0.5969 Remote Similarity NPD1191 Discontinued
0.5968 Remote Similarity NPD3627 Approved
0.5962 Remote Similarity NPD6877 Discontinued
0.5961 Remote Similarity NPD1898 Discontinued
0.596 Remote Similarity NPD3370 Clinical (unspecified phase)
0.596 Remote Similarity NPD5900 Clinical (unspecified phase)
0.5959 Remote Similarity NPD4943 Phase 2
0.5959 Remote Similarity NPD4944 Phase 2
0.5957 Remote Similarity NPD3296 Phase 1
0.5955 Remote Similarity NPD2899 Discontinued
0.5951 Remote Similarity NPD4324 Phase 2
0.5951 Remote Similarity NPD4325 Phase 2
0.5949 Remote Similarity NPD2388 Discontinued
0.5944 Remote Similarity NPD1725 Approved
0.5931 Remote Similarity NPD6136 Phase 2
0.5928 Remote Similarity NPD2249 Approved
0.5928 Remote Similarity NPD2247 Approved
0.5922 Remote Similarity NPD6636 Phase 3
0.5921 Remote Similarity NPD6625 Approved
0.5919 Remote Similarity NPD3912 Discontinued
0.5918 Remote Similarity NPD6607 Clinical (unspecified phase)
0.5917 Remote Similarity NPD8461 Discontinued
0.5912 Remote Similarity NPD7753 Approved
0.5912 Remote Similarity NPD3656 Approved
0.5912 Remote Similarity NPD7752 Approved
0.5911 Remote Similarity NPD4515 Suspended
0.5905 Remote Similarity NPD6519 Phase 2
0.59 Remote Similarity NPD5192 Clinical (unspecified phase)
0.5893 Remote Similarity NPD7534 Approved
0.5893 Remote Similarity NPD7533 Approved
0.5892 Remote Similarity NPD7212 Phase 2
0.5892 Remote Similarity NPD7213 Phase 3
0.5891 Remote Similarity NPD6045 Phase 3
0.5888 Remote Similarity NPD7043 Discontinued
0.5882 Remote Similarity NPD7326 Phase 3
0.5882 Remote Similarity NPD6608 Clinical (unspecified phase)
0.5879 Remote Similarity NPD3885 Approved
0.5879 Remote Similarity NPD795 Clinical (unspecified phase)
0.5879 Remote Similarity NPD3580 Discontinued
0.5877 Remote Similarity NPD7566 Clinical (unspecified phase)
0.5877 Remote Similarity NPD6604 Discontinued
0.5873 Remote Similarity NPD3538 Suspended
0.587 Remote Similarity NPD5307 Clinical (unspecified phase)
0.5862 Remote Similarity NPD3153 Approved
0.5862 Remote Similarity NPD3154 Approved
0.5859 Remote Similarity NPD3369 Phase 2
0.5857 Remote Similarity NPD6874 Approved
0.5856 Remote Similarity NPD3391 Approved
0.5856 Remote Similarity NPD3437 Discontinued
0.5855 Remote Similarity NPD6533 Clinical (unspecified phase)
0.5854 Remote Similarity NPD5113 Approved
0.5854 Remote Similarity NPD5114 Approved
0.5854 Remote Similarity NPD5112 Approved
0.5853 Remote Similarity NPD4206 Approved
0.5852 Remote Similarity NPD6723 Discontinued
0.5852 Remote Similarity NPD1314 Clinical (unspecified phase)
0.5851 Remote Similarity NPD1653 Approved
0.5847 Remote Similarity NPD965 Approved
0.5846 Remote Similarity NPD6457 Approved
0.5846 Remote Similarity NPD3511 Discontinued
0.5845 Remote Similarity NPD4679 Discontinued
0.5845 Remote Similarity NPD4667 Clinical (unspecified phase)
0.5838 Remote Similarity NPD5078 Clinical (unspecified phase)
0.5838 Remote Similarity NPD5295 Discontinued
0.5829 Remote Similarity NPD3793 Phase 3
0.5829 Remote Similarity NPD5542 Phase 2
0.5825 Remote Similarity NPD5994 Discontinued
0.582 Remote Similarity NPD6357 Discontinued
0.5813 Remote Similarity NPD6021 Clinical (unspecified phase)
0.5812 Remote Similarity NPD4433 Discontinued
0.5811 Remote Similarity NPD2785 Clinical (unspecified phase)
0.5806 Remote Similarity NPD2752 Clinical (unspecified phase)
0.5803 Remote Similarity NPD2995 Approved
0.5796 Remote Similarity NPD7186 Phase 3
0.5795 Remote Similarity NPD2042 Clinical (unspecified phase)
0.5795 Remote Similarity NPD2041 Clinical (unspecified phase)
0.5794 Remote Similarity NPD7891 Discontinued
0.5792 Remote Similarity NPD3542 Clinical (unspecified phase)
0.5789 Remote Similarity NPD4675 Approved
0.5789 Remote Similarity NPD4678 Approved
0.5787 Remote Similarity NPD6593 Clinical (unspecified phase)
0.5781 Remote Similarity NPD6283 Phase 2
0.5775 Remote Similarity NPD7447 Phase 1
0.5771 Remote Similarity NPD5553 Clinical (unspecified phase)
0.5771 Remote Similarity NPD7412 Clinical (unspecified phase)
0.5764 Remote Similarity NPD8067 Phase 3

Structure

External Identifiers

PubChem CID   441563
ChEMBL   CHEMBL519905
ZINC  

Physicochemical Properties

Molecular Weight:  373.10
ALogP:  -3.3706
MLogP:  1.9
XLogP:  -1.076
# Rotatable Bonds:  10
Polar Surface Area:  158.38
# H-Bond Aceptor:  7
# H-Bond Donor:  5
# Rings:  3
# Heavy Atoms:  26

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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