Natural Product: NPC303174

Natural Product ID:  NPC303174
Common Name:   5,7,3'-Trihydroxy-2'-(3-Methylbut-2-Enyl)-4',5'-(3,3-Dimethylpyrano)Isoflavone
IUPAC Name:   5,7-dihydroxy-3-[8-hydroxy-2,2-dimethyl-7-(3-methylbut-2-enyl)chromen-6-yl]chromen-4-one
Synonyms:  
Molecular Formula:   C25H24O6
Standard InCHIKey:  MXRSYAGBZPTIHM-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C25H24O6/c1-13(2)5-6-16-17(9-14-7-8-25(3,4)31-24(14)23(16)29)18-12-30-20-11-15(26)10-19(27)21(20)22(18)28/h5,7-12,26-27,29H,6H2,1-4H3
Canonical SMILES:  CC(=CCc1c(O)c2OC(C)(C)C=Cc2cc1c1coc2c(c1=O)c(O)cc(c2)O)C
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
NPO4010 Flemingia philippinensis Species Fabaceae Eukaryota Roots PMID[24054487]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT344 Individual Protein Sialidase Clostridium perfringens Ki = 53020 nM 23795939
NPT344 Individual Protein Sialidase Clostridium perfringens IC50 = 56800 nM 26341132

  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 NPC303174 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
0.9684 High Similarity NPC43319
0.9677 High Similarity NPC184755
0.9677 High Similarity NPC74178
0.9623 High Similarity NPC218226
0.9615 High Similarity NPC474960
0.956 High Similarity NPC272502
0.9557 High Similarity NPC186686
0.9548 High Similarity NPC170026
0.9548 High Similarity NPC282307
0.949 High Similarity NPC471973
0.9487 High Similarity NPC52889
0.9484 High Similarity NPC234255
0.9441 High Similarity NPC476637
0.9437 High Similarity NPC37870
0.9427 High Similarity NPC204879
0.9423 High Similarity NPC471985
0.9423 High Similarity NPC472455
0.9419 High Similarity NPC93552
0.9379 High Similarity NPC474024
0.9375 High Similarity NPC472450
0.9375 High Similarity NPC293319
0.9375 High Similarity NPC239752
0.9375 High Similarity NPC275780
0.9371 High Similarity NPC474162
0.9371 High Similarity NPC261470
0.9371 High Similarity NPC474150
0.9367 High Similarity NPC118256
0.9367 High Similarity NPC192686
0.9367 High Similarity NPC28241
0.9367 High Similarity NPC119209
0.9367 High Similarity NPC36217
0.9363 High Similarity NPC474681
0.9363 High Similarity NPC472963
0.9363 High Similarity NPC136674
0.9363 High Similarity NPC78071
0.9363 High Similarity NPC218313
0.9359 High Similarity NPC472280
0.9355 High Similarity NPC237994
0.9317 High Similarity NPC39091
0.9313 High Similarity NPC270837
0.9313 High Similarity NPC207690
0.9313 High Similarity NPC189473
0.9313 High Similarity NPC23298
0.9308 High Similarity NPC234644
0.9308 High Similarity NPC57715
0.9308 High Similarity NPC474038
0.9308 High Similarity NPC259456
0.9304 High Similarity NPC187792
0.9304 High Similarity NPC280680
0.9304 High Similarity NPC85121
0.9299 High Similarity NPC6633
0.9299 High Similarity NPC472907
0.9299 High Similarity NPC133970
0.9299 High Similarity NPC5322
0.9295 High Similarity NPC170492
0.9295 High Similarity NPC472905
0.929 High Similarity NPC154345
0.929 High Similarity NPC256406
0.9264 High Similarity NPC101107
0.9255 High Similarity NPC50960
0.9255 High Similarity NPC156432
0.925 High Similarity NPC472964
0.925 High Similarity NPC294965
0.925 High Similarity NPC83922
0.925 High Similarity NPC474034
0.925 High Similarity NPC201800
0.925 High Similarity NPC329760
0.925 High Similarity NPC474033
0.925 High Similarity NPC472448
0.925 High Similarity NPC229632
0.925 High Similarity NPC78332
0.9245 High Similarity NPC475784
0.9245 High Similarity NPC188433
0.9245 High Similarity NPC476980
0.9245 High Similarity NPC328102
0.9245 High Similarity NPC472902
0.9241 High Similarity NPC199463
0.9241 High Similarity NPC473272
0.9241 High Similarity NPC178976
0.9241 High Similarity NPC37543
0.9241 High Similarity NPC284820
0.9241 High Similarity NPC27337
0.9241 High Similarity NPC291508
0.9236 High Similarity NPC230149
0.9236 High Similarity NPC168247
0.9236 High Similarity NPC256925
0.9236 High Similarity NPC200246
0.9236 High Similarity NPC117992
0.9236 High Similarity NPC152951
0.9236 High Similarity NPC57674
0.9231 High Similarity NPC471982
0.9226 High Similarity NPC189270
0.9226 High Similarity NPC5840
0.9226 High Similarity NPC85131
0.9202 High Similarity NPC288813
0.9202 High Similarity NPC188079
0.9202 High Similarity NPC165456
0.9202 High Similarity NPC475805
0.9198 High Similarity NPC472449
0.9193 High Similarity NPC152659
0.9193 High Similarity NPC236132
0.9193 High Similarity NPC248638
0.9193 High Similarity NPC472625
0.9193 High Similarity NPC236521
0.9187 High Similarity NPC66288
0.9187 High Similarity NPC472632
0.9187 High Similarity NPC472906
0.9187 High Similarity NPC471210
0.9187 High Similarity NPC198829
0.9187 High Similarity NPC167678
0.9187 High Similarity NPC26326
0.9187 High Similarity NPC61010
0.9187 High Similarity NPC134783
0.9187 High Similarity NPC29876
0.9182 High Similarity NPC235448
0.9182 High Similarity NPC210459
0.9177 High Similarity NPC24640
0.9177 High Similarity NPC195796
0.9177 High Similarity NPC77807
0.9177 High Similarity NPC470600
0.9177 High Similarity NPC276444
0.9177 High Similarity NPC35038
0.9177 High Similarity NPC14561
0.9177 High Similarity NPC278778
0.9177 High Similarity NPC5379
0.9177 High Similarity NPC291878
0.9172 High Similarity NPC329844
0.9172 High Similarity NPC469550
0.9172 High Similarity NPC33051
0.9172 High Similarity NPC169990
0.9172 High Similarity NPC227337
0.9172 High Similarity NPC273462
0.9172 High Similarity NPC49402
0.9172 High Similarity NPC210942
0.9172 High Similarity NPC70433
0.9161 High Similarity NPC474052
0.9161 High Similarity NPC38545
0.9161 High Similarity NPC171916
0.9141 High Similarity NPC477154
0.9141 High Similarity NPC6588
0.9141 High Similarity NPC150131
0.9141 High Similarity NPC117854
0.9141 High Similarity NPC126204
0.9136 High Similarity NPC470773
0.9136 High Similarity NPC62261
0.913 High Similarity NPC476247
0.913 High Similarity NPC25152
0.913 High Similarity NPC194427
0.9125 High Similarity NPC228785
0.9125 High Similarity NPC476280
0.9125 High Similarity NPC204290
0.9125 High Similarity NPC472624
0.9125 High Similarity NPC56085
0.9125 High Similarity NPC174953
0.9125 High Similarity NPC297212
0.9125 High Similarity NPC14353
0.9125 High Similarity NPC299436
0.9125 High Similarity NPC321399
0.9125 High Similarity NPC139036
0.9119 High Similarity NPC476981
0.9119 High Similarity NPC129684
0.9119 High Similarity NPC187745
0.9119 High Similarity NPC219867
0.9119 High Similarity NPC161960
0.9119 High Similarity NPC476630
0.9119 High Similarity NPC304008
0.9119 High Similarity NPC180011
0.9119 High Similarity NPC299520
0.9119 High Similarity NPC67876
0.9119 High Similarity NPC472598
0.9119 High Similarity NPC237418
0.9119 High Similarity NPC471209
0.9119 High Similarity NPC273843
0.9119 High Similarity NPC474055
0.9119 High Similarity NPC218871
0.9114 High Similarity NPC477503
0.9114 High Similarity NPC67396
0.9114 High Similarity NPC45849
0.9114 High Similarity NPC470327
0.9114 High Similarity NPC200761
0.9108 High Similarity NPC39732
0.9108 High Similarity NPC474993
0.9108 High Similarity NPC472912
0.9108 High Similarity NPC477231
0.9108 High Similarity NPC260979
0.9108 High Similarity NPC60972
0.9108 High Similarity NPC257648
0.9103 High Similarity NPC88804
0.9103 High Similarity NPC3825
0.9097 High Similarity NPC203077
0.9097 High Similarity NPC139364
0.9097 High Similarity NPC80710
0.9097 High Similarity NPC254702
0.9097 High Similarity NPC166036
0.9097 High Similarity NPC203747
0.9097 High Similarity NPC238279
0.9097 High Similarity NPC194653
0.9091 High Similarity NPC4200
0.908 High Similarity NPC477517
0.908 High Similarity NPC235610

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC303174 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
0.9051 High Similarity NPD2393 Clinical (unspecified phase)
0.8987 High Similarity NPD1934 Approved
0.8931 High Similarity NPD2801 Approved
0.882 High Similarity NPD3882 Suspended
0.8718 High Similarity NPD1511 Approved
0.8675 High Similarity NPD6167 Clinical (unspecified phase)
0.8675 High Similarity NPD6166 Phase 2
0.8675 High Similarity NPD6168 Clinical (unspecified phase)
0.8667 High Similarity NPD6232 Discontinued
0.8631 High Similarity NPD5844 Phase 1
0.8625 High Similarity NPD4380 Phase 2
0.8623 High Similarity NPD7473 Discontinued
0.8608 High Similarity NPD1512 Approved
0.858 High Similarity NPD7819 Suspended
0.8571 High Similarity NPD3818 Discontinued
0.8545 High Similarity NPD5494 Approved
0.8544 High Similarity NPD7410 Clinical (unspecified phase)
0.8544 High Similarity NPD4378 Clinical (unspecified phase)
0.8528 High Similarity NPD3817 Phase 2
0.8521 High Similarity NPD7054 Approved
0.8494 Intermediate Similarity NPD6959 Discontinued
0.8471 Intermediate Similarity NPD7472 Approved
0.8471 Intermediate Similarity NPD7074 Phase 3
0.8424 Intermediate Similarity NPD7075 Discontinued
0.8364 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8354 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8323 Intermediate Similarity NPD1510 Phase 2
0.8314 Intermediate Similarity NPD6797 Phase 2
0.8313 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8303 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8293 Intermediate Similarity NPD6801 Discontinued
0.8282 Intermediate Similarity NPD6599 Discontinued
0.828 Intermediate Similarity NPD1549 Phase 2
0.8269 Intermediate Similarity NPD2796 Approved
0.8266 Intermediate Similarity NPD7251 Discontinued
0.8242 Intermediate Similarity NPD1465 Phase 2
0.8232 Intermediate Similarity NPD7411 Suspended
0.8218 Intermediate Similarity NPD7808 Phase 3
0.8218 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8217 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8217 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8194 Intermediate Similarity NPD1607 Approved
0.8176 Intermediate Similarity NPD3750 Approved
0.8137 Intermediate Similarity NPD6799 Approved
0.8092 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8086 Intermediate Similarity NPD2532 Approved
0.8086 Intermediate Similarity NPD2533 Approved
0.8086 Intermediate Similarity NPD2534 Approved
0.8065 Intermediate Similarity NPD1240 Approved
0.8057 Intermediate Similarity NPD6559 Discontinued
0.805 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8047 Intermediate Similarity NPD919 Approved
0.8045 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8036 Intermediate Similarity NPD7768 Phase 2
0.8023 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7988 Intermediate Similarity NPD3749 Approved
0.7988 Intermediate Similarity NPD5403 Approved
0.7976 Intermediate Similarity NPD5402 Approved
0.7975 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7953 Intermediate Similarity NPD1247 Approved
0.7949 Intermediate Similarity NPD943 Approved
0.7898 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7892 Intermediate Similarity NPD3226 Approved
0.7866 Intermediate Similarity NPD5401 Approved
0.7862 Intermediate Similarity NPD3748 Approved
0.7861 Intermediate Similarity NPD3926 Phase 2
0.7857 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7849 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.784 Intermediate Similarity NPD4628 Phase 3
0.7812 Intermediate Similarity NPD6100 Approved
0.7812 Intermediate Similarity NPD1551 Phase 2
0.7812 Intermediate Similarity NPD6099 Approved
0.7805 Intermediate Similarity NPD7390 Discontinued
0.7778 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7764 Intermediate Similarity NPD2346 Discontinued
0.7746 Intermediate Similarity NPD7199 Phase 2
0.7733 Intermediate Similarity NPD6234 Discontinued
0.7702 Intermediate Similarity NPD2935 Discontinued
0.768 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7669 Intermediate Similarity NPD2800 Approved
0.7667 Intermediate Similarity NPD8312 Approved
0.7667 Intermediate Similarity NPD8313 Approved
0.7665 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7657 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7643 Intermediate Similarity NPD4625 Phase 3
0.764 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7627 Intermediate Similarity NPD3751 Discontinued
0.7622 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7611 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.761 Intermediate Similarity NPD1613 Approved
0.761 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.758 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7574 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7566 Intermediate Similarity NPD6782 Approved
0.7566 Intermediate Similarity NPD6776 Approved
0.7566 Intermediate Similarity NPD6778 Approved
0.7566 Intermediate Similarity NPD6777 Approved
0.7566 Intermediate Similarity NPD6781 Approved
0.7566 Intermediate Similarity NPD6780 Approved
0.7566 Intermediate Similarity NPD6779 Approved
0.7562 Intermediate Similarity NPD230 Phase 1
0.7561 Intermediate Similarity NPD1243 Approved
0.756 Intermediate Similarity NPD920 Approved
0.7544 Intermediate Similarity NPD37 Approved
0.7541 Intermediate Similarity NPD8150 Discontinued
0.7532 Intermediate Similarity NPD3027 Phase 3
0.7531 Intermediate Similarity NPD2799 Discontinued
0.753 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7528 Intermediate Similarity NPD7228 Approved
0.7516 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD4967 Phase 2
0.7514 Intermediate Similarity NPD4966 Approved
0.7514 Intermediate Similarity NPD4965 Approved
0.75 Intermediate Similarity NPD3787 Discontinued
0.75 Intermediate Similarity NPD5953 Discontinued
0.75 Intermediate Similarity NPD5711 Approved
0.75 Intermediate Similarity NPD5710 Approved
0.7485 Intermediate Similarity NPD5404 Approved
0.7485 Intermediate Similarity NPD5408 Approved
0.7485 Intermediate Similarity NPD5406 Approved
0.7485 Intermediate Similarity NPD5405 Approved
0.7484 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD7458 Discontinued
0.7453 Intermediate Similarity NPD447 Suspended
0.7448 Intermediate Similarity NPD7435 Discontinued
0.744 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD2344 Approved
0.7436 Intermediate Similarity NPD8151 Discontinued
0.741 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD6651 Approved
0.7405 Intermediate Similarity NPD9494 Approved
0.7389 Intermediate Similarity NPD7286 Phase 2
0.7381 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7375 Intermediate Similarity NPD2313 Discontinued
0.7372 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7363 Intermediate Similarity NPD7685 Pre-registration
0.7358 Intermediate Similarity NPD7698 Approved
0.7358 Intermediate Similarity NPD7696 Phase 3
0.7358 Intermediate Similarity NPD7697 Approved
0.7358 Intermediate Similarity NPD4908 Phase 1
0.7351 Intermediate Similarity NPD8434 Phase 2
0.7346 Intermediate Similarity NPD1933 Approved
0.7337 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD7177 Discontinued
0.732 Intermediate Similarity NPD7871 Phase 2
0.732 Intermediate Similarity NPD7870 Phase 2
0.7317 Intermediate Similarity NPD4308 Phase 3
0.731 Intermediate Similarity NPD1653 Approved
0.7306 Intermediate Similarity NPD6823 Phase 2
0.7305 Intermediate Similarity NPD7003 Approved
0.7302 Intermediate Similarity NPD4360 Phase 2
0.7302 Intermediate Similarity NPD4363 Phase 3
0.7302 Intermediate Similarity NPD6535 Approved
0.7302 Intermediate Similarity NPD6534 Approved
0.7296 Intermediate Similarity NPD7701 Phase 2
0.7284 Intermediate Similarity NPD4060 Phase 1
0.7278 Intermediate Similarity NPD1470 Approved
0.7273 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7783 Phase 2
0.7262 Intermediate Similarity NPD2309 Approved
0.7262 Intermediate Similarity NPD6190 Approved
0.7257 Intermediate Similarity NPD4288 Approved
0.7245 Intermediate Similarity NPD7584 Approved
0.7244 Intermediate Similarity NPD1201 Approved
0.7239 Intermediate Similarity NPD5124 Phase 1
0.7239 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD2798 Approved
0.7222 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD7874 Approved
0.7212 Intermediate Similarity NPD7033 Discontinued
0.7207 Intermediate Similarity NPD7229 Phase 3
0.7202 Intermediate Similarity NPD8166 Discontinued
0.7193 Intermediate Similarity NPD6273 Approved
0.7188 Intermediate Similarity NPD7700 Phase 2
0.7188 Intermediate Similarity NPD7699 Phase 2
0.7186 Intermediate Similarity NPD7801 Approved
0.7173 Intermediate Similarity NPD4361 Phase 2
0.7173 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD1203 Approved
0.7167 Intermediate Similarity NPD5242 Approved
0.716 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD3268 Approved
0.7152 Intermediate Similarity NPD4749 Approved
0.7151 Intermediate Similarity NPD8127 Discontinued
0.7143 Intermediate Similarity NPD6674 Discontinued
0.7143 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6832 Phase 2
0.7134 Intermediate Similarity NPD1610 Phase 2
0.7134 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD1471 Phase 3
0.7097 Intermediate Similarity NPD1548 Phase 1
0.709 Intermediate Similarity NPD4287 Approved
0.7089 Intermediate Similarity NPD3972 Approved
0.7081 Intermediate Similarity NPD7240 Approved
0.7077 Intermediate Similarity NPD2493 Approved
0.7077 Intermediate Similarity NPD2494 Approved
0.7073 Intermediate Similarity NPD4307 Phase 2

Structure

External Identifiers

PubChem CID   12096317
ChEMBL   CHEMBL2442951
ZINC  

Physicochemical Properties

Molecular Weight:  420.16
ALogP:  0.7376
MLogP:  3.55
XLogP:  3.419
# Rotatable Bonds:  10
Polar Surface Area:  96.22
# H-Bond Aceptor:  1
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  31

Download Data

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