Natural Product: NPC220560

Natural Product ID:  NPC220560
Common Name:   (2R)-4,7-Dimethoxy-2-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxy-1,4-Benzoxazin-3-One
IUPAC Name:   (2R)-4,7-dimethoxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4-benzoxazin-3-one
Synonyms:  
Molecular Formula:   C16H21NO10
Standard InCHIKey:  UOASSFRPBORTCT-FFNJBFJXSA-N
Standard InCHI:  InChI=1S/C16H21NO10/c1-23-7-3-4-8-9(5-7)25-16(14(22)17(8)24-2)27-15-13(21)12(20)11(19)10(6-18)26-15/h3-5,10-13,15-16,18-21H,6H2,1-2H3/t10-,11-,12+,13-,15+,16-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@H]2Oc3cc(OC)ccc3N(C2=O)OC)[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 = 4.6 % 12828466

  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 NPC220560 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 NPC290069
0.8418 Intermediate Similarity NPC168750
0.8303 Intermediate Similarity NPC112766
0.8144 Intermediate Similarity NPC70549
0.7818 Intermediate Similarity NPC473769
0.7805 Intermediate Similarity NPC260601
0.7683 Intermediate Similarity NPC476462
0.763 Intermediate Similarity NPC19023
0.7474 Intermediate Similarity NPC314948
0.7382 Intermediate Similarity NPC478049
0.7186 Intermediate Similarity NPC476475
0.7135 Intermediate Similarity NPC320064
0.697 Remote Similarity NPC473987
0.6931 Remote Similarity NPC308392
0.6768 Remote Similarity NPC25817
0.6707 Remote Similarity NPC217854
0.6687 Remote Similarity NPC298845
0.6683 Remote Similarity NPC311357
0.6667 Remote Similarity NPC471736
0.6667 Remote Similarity NPC148124
0.6649 Remote Similarity NPC262725
0.6647 Remote Similarity NPC37074
0.662 Remote Similarity NPC248903
0.662 Remote Similarity NPC99724
0.6607 Remote Similarity NPC247146
0.6606 Remote Similarity NPC314702
0.6606 Remote Similarity NPC315632
0.6587 Remote Similarity NPC469622
0.6587 Remote Similarity NPC189589
0.6574 Remote Similarity NPC26928
0.6554 Remote Similarity NPC161155
0.6554 Remote Similarity NPC136951
0.6554 Remote Similarity NPC97004
0.6543 Remote Similarity NPC228907
0.6529 Remote Similarity NPC60756
0.6524 Remote Similarity NPC276195
0.6517 Remote Similarity NPC472191
0.6517 Remote Similarity NPC97282
0.6491 Remote Similarity NPC287780
0.649 Remote Similarity NPC153365
0.6486 Remote Similarity NPC306366
0.6473 Remote Similarity NPC257266
0.6471 Remote Similarity NPC204179
0.6467 Remote Similarity NPC221090
0.6461 Remote Similarity NPC473874
0.6457 Remote Similarity NPC36434
0.645 Remote Similarity NPC469621
0.6446 Remote Similarity NPC152722
0.6442 Remote Similarity NPC257728
0.6433 Remote Similarity NPC208769
0.642 Remote Similarity NPC298821
0.6417 Remote Similarity NPC139506
0.6417 Remote Similarity NPC292143
0.6416 Remote Similarity NPC60982
0.6411 Remote Similarity NPC477160
0.6407 Remote Similarity NPC192810
0.6391 Remote Similarity NPC171533
0.6386 Remote Similarity NPC57751
0.6384 Remote Similarity NPC123761
0.6377 Remote Similarity NPC470484
0.6364 Remote Similarity NPC57105
0.6364 Remote Similarity NPC124149
0.6343 Remote Similarity NPC470236
0.6343 Remote Similarity NPC238243
0.6343 Remote Similarity NPC185778
0.634 Remote Similarity NPC49353
0.634 Remote Similarity NPC287152
0.6324 Remote Similarity NPC315257
0.6322 Remote Similarity NPC115022
0.6322 Remote Similarity NPC294166
0.6313 Remote Similarity NPC63628
0.6313 Remote Similarity NPC178466
0.631 Remote Similarity NPC231862
0.6307 Remote Similarity NPC40664
0.6307 Remote Similarity NPC138350
0.6307 Remote Similarity NPC164857
0.6307 Remote Similarity NPC3293
0.6307 Remote Similarity NPC197723
0.6307 Remote Similarity NPC165482
0.6296 Remote Similarity NPC108826
0.6296 Remote Similarity NPC142319
0.6286 Remote Similarity NPC130496
0.6286 Remote Similarity NPC188555
0.6279 Remote Similarity NPC218003
0.6279 Remote Similarity NPC295970
0.6271 Remote Similarity NPC262328
0.6271 Remote Similarity NPC87777
0.6264 Remote Similarity NPC85799
0.6264 Remote Similarity NPC165686
0.6264 Remote Similarity NPC303422
0.6264 Remote Similarity NPC297584
0.6264 Remote Similarity NPC26080
0.6264 Remote Similarity NPC162093
0.6263 Remote Similarity NPC314861
0.6257 Remote Similarity NPC140750
0.6237 Remote Similarity NPC10221
0.6237 Remote Similarity NPC140915
0.6237 Remote Similarity NPC18249
0.6237 Remote Similarity NPC305700
0.6237 Remote Similarity NPC197741
0.6237 Remote Similarity NPC187028
0.6235 Remote Similarity NPC12308
0.6235 Remote Similarity NPC264782
0.6229 Remote Similarity NPC49074
0.6217 Remote Similarity NPC472434
0.6215 Remote Similarity NPC103409
0.6207 Remote Similarity NPC475067
0.6207 Remote Similarity NPC471825
0.6207 Remote Similarity NPC79293
0.6207 Remote Similarity NPC121376
0.6207 Remote Similarity NPC279401
0.6201 Remote Similarity NPC124300
0.6201 Remote Similarity NPC210478
0.6199 Remote Similarity NPC233559
0.6196 Remote Similarity NPC114659
0.6196 Remote Similarity NPC139699
0.6193 Remote Similarity NPC116096
0.619 Remote Similarity NPC310618
0.6182 Remote Similarity NPC9248
0.6175 Remote Similarity NPC87560
0.6175 Remote Similarity NPC74320
0.6175 Remote Similarity NPC195120
0.6175 Remote Similarity NPC107120
0.6174 Remote Similarity NPC291609
0.6171 Remote Similarity NPC471513
0.6171 Remote Similarity NPC473458
0.617 Remote Similarity NPC301163
0.6169 Remote Similarity NPC217294
0.6167 Remote Similarity NPC273932
0.6167 Remote Similarity NPC257095
0.6167 Remote Similarity NPC215512
0.6167 Remote Similarity NPC89686
0.6167 Remote Similarity NPC108674
0.6167 Remote Similarity NPC476442
0.6163 Remote Similarity NPC198798
0.6162 Remote Similarity NPC287294
0.6162 Remote Similarity NPC314656
0.6158 Remote Similarity NPC320259
0.6154 Remote Similarity NPC476142
0.6149 Remote Similarity NPC474491
0.6149 Remote Similarity NPC470079
0.6149 Remote Similarity NPC262606
0.6145 Remote Similarity NPC98777
0.6145 Remote Similarity NPC212770
0.6141 Remote Similarity NPC87950
0.6141 Remote Similarity NPC471764
0.614 Remote Similarity NPC217903
0.6136 Remote Similarity NPC215833
0.6136 Remote Similarity NPC69513
0.6133 Remote Similarity NPC5253
0.6133 Remote Similarity NPC230718
0.6133 Remote Similarity NPC49542
0.6133 Remote Similarity NPC139976
0.6133 Remote Similarity NPC84207
0.6133 Remote Similarity NPC128337
0.6131 Remote Similarity NPC469412
0.6131 Remote Similarity NPC198734
0.6129 Remote Similarity NPC477828
0.6127 Remote Similarity NPC198487
0.6124 Remote Similarity NPC104167
0.6124 Remote Similarity NPC203230
0.6124 Remote Similarity NPC242028
0.612 Remote Similarity NPC85624
0.612 Remote Similarity NPC226722
0.6119 Remote Similarity NPC157983
0.6119 Remote Similarity NPC118154
0.6116 Remote Similarity NPC477397
0.6114 Remote Similarity NPC329717
0.6111 Remote Similarity NPC314025
0.6111 Remote Similarity NPC195814
0.6102 Remote Similarity NPC251981
0.6102 Remote Similarity NPC13745
0.6102 Remote Similarity NPC48863
0.6099 Remote Similarity NPC116922
0.6095 Remote Similarity NPC226712
0.6094 Remote Similarity NPC477396
0.6093 Remote Similarity NPC116178
0.6093 Remote Similarity NPC203168
0.6091 Remote Similarity NPC316161
0.6091 Remote Similarity NPC118189
0.6089 Remote Similarity NPC65530
0.6089 Remote Similarity NPC59324
0.6089 Remote Similarity NPC134260
0.6083 Remote Similarity NPC288349
0.6082 Remote Similarity NPC287429
0.608 Remote Similarity NPC244554
0.608 Remote Similarity NPC314213
0.608 Remote Similarity NPC299144
0.6078 Remote Similarity NPC477393
0.6077 Remote Similarity NPC210192
0.6076 Remote Similarity NPC472435
0.6075 Remote Similarity NPC219664
0.6071 Remote Similarity NPC469708
0.6071 Remote Similarity NPC60589
0.607 Remote Similarity NPC291759
0.6066 Remote Similarity NPC177597
0.6066 Remote Similarity NPC225445
0.6062 Remote Similarity NPC470971
0.6058 Remote Similarity NPC267414
0.6058 Remote Similarity NPC220408

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC220560 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
0.773 Intermediate Similarity NPD521 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD2241 Approved
0.7283 Intermediate Similarity NPD1678 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD4201 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD822 Approved
0.7126 Intermediate Similarity NPD8330 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD6211 Clinical (unspecified phase)
0.6802 Remote Similarity NPD5582 Discontinued
0.672 Remote Similarity NPD5334 Clinical (unspecified phase)
0.6686 Remote Similarity NPD5788 Clinical (unspecified phase)
0.6685 Remote Similarity NPD4255 Phase 1
0.6683 Remote Similarity NPD6034 Phase 2
0.6683 Remote Similarity NPD6621 Clinical (unspecified phase)
0.6649 Remote Similarity NPD6496 Clinical (unspecified phase)
0.6647 Remote Similarity NPD1422 Approved
0.6631 Remote Similarity NPD5847 Phase 1
0.6614 Remote Similarity NPD5938 Phase 3
0.6579 Remote Similarity NPD4020 Clinical (unspecified phase)
0.6575 Remote Similarity NPD789 Phase 2
0.655 Remote Similarity NPD7880 Clinical (unspecified phase)
0.6548 Remote Similarity NPD4428 Discontinued
0.6524 Remote Similarity NPD2162 Clinical (unspecified phase)
0.6522 Remote Similarity NPD5294 Clinical (unspecified phase)
0.6503 Remote Similarity NPD4205 Phase 3
0.6481 Remote Similarity NPD254 Approved
0.648 Remote Similarity NPD2114 Discontinued
0.6477 Remote Similarity NPD6654 Clinical (unspecified phase)
0.6473 Remote Similarity NPD7263 Phase 2
0.6473 Remote Similarity NPD7583 Approved
0.6467 Remote Similarity NPD1769 Discontinued
0.6456 Remote Similarity NPD5102 Clinical (unspecified phase)
0.6453 Remote Similarity NPD756 Suspended
0.6453 Remote Similarity NPD1393 Approved
0.6442 Remote Similarity NPD7585 Approved
0.6413 Remote Similarity NPD1440 Discontinued
0.6406 Remote Similarity NPD6645 Clinical (unspecified phase)
0.6402 Remote Similarity NPD7126 Discontinued
0.6392 Remote Similarity NPD6184 Discontinued
0.6387 Remote Similarity NPD5858 Discontinued
0.6373 Remote Similarity NPD1212 Approved
0.6368 Remote Similarity NPD5150 Phase 2
0.6368 Remote Similarity NPD7125 Discontinued
0.6364 Remote Similarity NPD4587 Phase 3
0.6359 Remote Similarity NPD2498 Approved
0.6321 Remote Similarity NPD5132 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7584 Approved
0.6316 Remote Similarity NPD6379 Discontinued
0.6313 Remote Similarity NPD6298 Discontinued
0.6307 Remote Similarity NPD204 Clinical (unspecified phase)
0.6302 Remote Similarity NPD6365 Clinical (unspecified phase)
0.6283 Remote Similarity NPD4606 Clinical (unspecified phase)
0.6281 Remote Similarity NPD6393 Clinical (unspecified phase)
0.6273 Remote Similarity NPD7223 Discontinued
0.6273 Remote Similarity NPD7224 Discontinued
0.6271 Remote Similarity NPD3454 Phase 3
0.6263 Remote Similarity NPD4586 Phase 3
0.6257 Remote Similarity NPD6060 Clinical (unspecified phase)
0.6232 Remote Similarity NPD7476 Discontinued
0.622 Remote Similarity NPD6644 Discontinued
0.6201 Remote Similarity NPD5719 Approved
0.62 Remote Similarity NPD6793 Clinical (unspecified phase)
0.6176 Remote Similarity NPD7256 Discontinued
0.6172 Remote Similarity NPD7064 Clinical (unspecified phase)
0.6162 Remote Similarity NPD4003 Phase 3
0.6158 Remote Similarity NPD2200 Suspended
0.6158 Remote Similarity NPD8031 Discontinued
0.6154 Remote Similarity NPD4498 Clinical (unspecified phase)
0.615 Remote Similarity NPD3778 Approved
0.6138 Remote Similarity NPD3558 Approved
0.6138 Remote Similarity NPD3559 Clinical (unspecified phase)
0.6138 Remote Similarity NPD3556 Approved
0.6138 Remote Similarity NPD6063 Approved
0.6138 Remote Similarity NPD3557 Approved
0.6138 Remote Similarity NPD3560 Approved
0.6127 Remote Similarity NPD3537 Clinical (unspecified phase)
0.6126 Remote Similarity NPD5640 Discontinued
0.6111 Remote Similarity NPD7149 Clinical (unspecified phase)
0.6111 Remote Similarity NPD4597 Approved
0.6111 Remote Similarity NPD4598 Approved
0.6095 Remote Similarity NPD6669 Phase 2
0.6095 Remote Similarity NPD7597 Clinical (unspecified phase)
0.6095 Remote Similarity NPD1091 Approved
0.6094 Remote Similarity NPD5677 Discontinued
0.6094 Remote Similarity NPD2904 Discontinued
0.6087 Remote Similarity NPD3536 Discontinued
0.6085 Remote Similarity NPD6668 Clinical (unspecified phase)
0.6084 Remote Similarity NPD1408 Clinical (unspecified phase)
0.6082 Remote Similarity NPD2215 Approved
0.6082 Remote Similarity NPD2216 Approved
0.6073 Remote Similarity NPD3453 Discontinued
0.6071 Remote Similarity NPD5603 Clinical (unspecified phase)
0.6068 Remote Similarity NPD6550 Discontinued
0.6066 Remote Similarity NPD1084 Clinical (unspecified phase)
0.6059 Remote Similarity NPD2843 Phase 2
0.6059 Remote Similarity NPD4081 Clinical (unspecified phase)
0.6059 Remote Similarity NPD2845 Phase 2
0.6058 Remote Similarity NPD1880 Phase 3
0.6056 Remote Similarity NPD7083 Clinical (unspecified phase)
0.6053 Remote Similarity NPD1012 Discontinued
0.605 Remote Similarity NPD5083 Clinical (unspecified phase)
0.6049 Remote Similarity NPD7262 Phase 1
0.6041 Remote Similarity NPD5521 Clinical (unspecified phase)
0.6039 Remote Similarity NPD4604 Approved
0.6039 Remote Similarity NPD4605 Approved
0.6034 Remote Similarity NPD3260 Discontinued
0.603 Remote Similarity NPD6104 Discontinued
0.6029 Remote Similarity NPD4496 Clinical (unspecified phase)
0.6022 Remote Similarity NPD3627 Approved
0.6018 Remote Similarity NPD7805 Phase 3
0.6012 Remote Similarity NPD9723 Approved
0.6012 Remote Similarity NPD850 Approved
0.6012 Remote Similarity NPD848 Approved
0.6012 Remote Similarity NPD849 Approved
0.6011 Remote Similarity NPD3296 Phase 1
0.601 Remote Similarity NPD4944 Phase 2
0.601 Remote Similarity NPD6877 Discontinued
0.601 Remote Similarity NPD3370 Clinical (unspecified phase)
0.601 Remote Similarity NPD5900 Clinical (unspecified phase)
0.601 Remote Similarity NPD1898 Discontinued
0.601 Remote Similarity NPD4943 Phase 2
0.6 Remote Similarity NPD2899 Discontinued
0.6 Remote Similarity NPD2388 Discontinued
0.6 Remote Similarity NPD4324 Phase 2
0.6 Remote Similarity NPD4325 Phase 2
0.598 Remote Similarity NPD6136 Phase 2
0.5979 Remote Similarity NPD2249 Approved
0.5979 Remote Similarity NPD2247 Approved
0.5979 Remote Similarity NPD980 Clinical (unspecified phase)
0.5978 Remote Similarity NPD6636 Phase 3
0.5969 Remote Similarity NPD6607 Clinical (unspecified phase)
0.5967 Remote Similarity NPD7753 Approved
0.5967 Remote Similarity NPD7752 Approved
0.5967 Remote Similarity NPD3656 Approved
0.5965 Remote Similarity NPD6625 Approved
0.5964 Remote Similarity NPD3912 Discontinued
0.5961 Remote Similarity NPD4515 Suspended
0.5958 Remote Similarity NPD8461 Discontinued
0.5952 Remote Similarity NPD7533 Approved
0.5952 Remote Similarity NPD6519 Phase 2
0.5952 Remote Similarity NPD7534 Approved
0.5951 Remote Similarity NPD9376 Approved
0.595 Remote Similarity NPD5192 Clinical (unspecified phase)
0.5946 Remote Similarity NPD7212 Phase 2
0.5946 Remote Similarity NPD7213 Phase 3
0.5941 Remote Similarity NPD6045 Phase 3
0.5938 Remote Similarity NPD1191 Discontinued
0.5935 Remote Similarity NPD7043 Discontinued
0.5931 Remote Similarity NPD7326 Phase 3
0.5931 Remote Similarity NPD6608 Clinical (unspecified phase)
0.593 Remote Similarity NPD3885 Approved
0.593 Remote Similarity NPD3580 Discontinued
0.5926 Remote Similarity NPD3538 Suspended
0.5924 Remote Similarity NPD7566 Clinical (unspecified phase)
0.5924 Remote Similarity NPD6604 Discontinued
0.5924 Remote Similarity NPD5307 Clinical (unspecified phase)
0.5912 Remote Similarity NPD3391 Approved
0.5912 Remote Similarity NPD1725 Approved
0.5911 Remote Similarity NPD3153 Approved
0.5911 Remote Similarity NPD3154 Approved
0.5909 Remote Similarity NPD3369 Phase 2
0.5907 Remote Similarity NPD6533 Clinical (unspecified phase)
0.5905 Remote Similarity NPD6874 Approved
0.5902 Remote Similarity NPD5112 Approved
0.5902 Remote Similarity NPD5114 Approved
0.5902 Remote Similarity NPD5113 Approved
0.5901 Remote Similarity NPD3437 Discontinued
0.5899 Remote Similarity NPD4206 Approved
0.5897 Remote Similarity NPD3511 Discontinued
0.5897 Remote Similarity NPD6457 Approved
0.5895 Remote Similarity NPD6723 Discontinued
0.5892 Remote Similarity NPD5295 Discontinued
0.589 Remote Similarity NPD4679 Discontinued
0.589 Remote Similarity NPD4667 Clinical (unspecified phase)
0.5888 Remote Similarity NPD5078 Clinical (unspecified phase)
0.5879 Remote Similarity NPD3793 Phase 3
0.5877 Remote Similarity NPD5542 Phase 2
0.5874 Remote Similarity NPD5994 Discontinued
0.5873 Remote Similarity NPD6357 Discontinued
0.5864 Remote Similarity NPD4433 Discontinued
0.5862 Remote Similarity NPD6021 Clinical (unspecified phase)
0.586 Remote Similarity NPD2752 Clinical (unspecified phase)
0.5856 Remote Similarity NPD2785 Clinical (unspecified phase)
0.5855 Remote Similarity NPD2995 Approved
0.585 Remote Similarity NPD795 Clinical (unspecified phase)
0.5846 Remote Similarity NPD2041 Clinical (unspecified phase)
0.5846 Remote Similarity NPD2042 Clinical (unspecified phase)
0.5842 Remote Similarity NPD3542 Clinical (unspecified phase)
0.5842 Remote Similarity NPD4675 Approved
0.5842 Remote Similarity NPD4678 Approved
0.5841 Remote Similarity NPD7891 Discontinued
0.5841 Remote Similarity NPD7186 Phase 3
0.5833 Remote Similarity NPD6593 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6283 Phase 2
0.5829 Remote Similarity NPD7447 Phase 1
0.5821 Remote Similarity NPD5553 Clinical (unspecified phase)
0.582 Remote Similarity NPD1653 Approved
0.5819 Remote Similarity NPD1314 Clinical (unspecified phase)
0.5815 Remote Similarity NPD7412 Clinical (unspecified phase)
0.5815 Remote Similarity NPD965 Approved
0.5813 Remote Similarity NPD6338 Approved

Structure

External Identifiers

PubChem CID   11079589
ChEMBL   CHEMBL487616
ZINC  

Physicochemical Properties

Molecular Weight:  387.12
ALogP:  -2.9621
MLogP:  2.01
XLogP:  -0.91
# Rotatable Bonds:  11
Polar Surface Area:  147.38
# H-Bond Aceptor:  7
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  27

Download Data

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