Natural Product: NPC477955

Natural Product ID:  NPC477955
Common Name:   Cyclokuraridin
IUPAC Name:   (E)-3-(2,4-dihydroxyphenyl)-1-[5-hydroxy-7-methoxy-2,2-dimethyl-3-(3-methylbut-2-enyl)-3,4-dihydrochromen-6-yl]prop-2-en-1-one
Synonyms:   cyclokuraridin
Molecular Formula:   C26H30O6
Standard InCHIKey:  JJMWPCIGAITBBF-DHZHZOJOSA-N
Standard InCHI:  InChI=1S/C26H30O6/c1-15(2)6-9-17-12-19-22(32-26(17,3)4)14-23(31-5)24(25(19)30)20(28)11-8-16-7-10-18(27)13-21(16)29/h6-8,10-11,13-14,17,27,29-30H,9,12H2,1-5H3/b11-8+
Canonical SMILES:  COc1cc2OC(C)(C)C(Cc2c(c1C(=O)/C=C/c1ccc(cc1O)O)O)CC=C(C)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
NPO19231 Sophora flavescens Species Fabaceae Eukaryota roots Hualien Hsien, Taiwan 2003-JUL PMID[16933887]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 = 15.1 ug/ml 16933887

  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 NPC477955 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
0.9856 High Similarity NPC106985
0.9856 High Similarity NPC18585
0.9856 High Similarity NPC166138
0.9786 High Similarity NPC271288
0.9784 High Similarity NPC144499
0.9718 High Similarity NPC39195
0.965 High Similarity NPC473016
0.9648 High Similarity NPC308200
0.9645 High Similarity NPC473013
0.9645 High Similarity NPC209040
0.9645 High Similarity NPC473015
0.9645 High Similarity NPC131579
0.9645 High Similarity NPC234629
0.9645 High Similarity NPC131568
0.9645 High Similarity NPC311741
0.9643 High Similarity NPC226636
0.9643 High Similarity NPC202981
0.9643 High Similarity NPC11561
0.964 High Similarity NPC69769
0.9583 High Similarity NPC471115
0.9583 High Similarity NPC29777
0.958 High Similarity NPC145467
0.9577 High Similarity NPC285630
0.9577 High Similarity NPC127059
0.9577 High Similarity NPC299011
0.9574 High Similarity NPC68104
0.9574 High Similarity NPC125894
0.9574 High Similarity NPC107177
0.9574 High Similarity NPC175504
0.9574 High Similarity NPC38219
0.9574 High Similarity NPC143896
0.9574 High Similarity NPC257097
0.9574 High Similarity NPC278249
0.9574 High Similarity NPC85162
0.9574 High Similarity NPC150408
0.9574 High Similarity NPC221432
0.9574 High Similarity NPC91560
0.9574 High Similarity NPC223812
0.9574 High Similarity NPC164980
0.9574 High Similarity NPC316816
0.9574 High Similarity NPC75049
0.9574 High Similarity NPC39329
0.9574 High Similarity NPC149026
0.9574 High Similarity NPC214166
0.9574 High Similarity NPC310130
0.9574 High Similarity NPC478086
0.9574 High Similarity NPC81697
0.9574 High Similarity NPC169591
0.9574 High Similarity NPC77794
0.9574 High Similarity NPC219915
0.9571 High Similarity NPC103362
0.9571 High Similarity NPC156590
0.9571 High Similarity NPC118840
0.9571 High Similarity NPC110969
0.9571 High Similarity NPC64908
0.9571 High Similarity NPC282300
0.9571 High Similarity NPC3188
0.9571 High Similarity NPC147688
0.9571 High Similarity NPC205006
0.9517 High Similarity NPC305965
0.9514 High Similarity NPC471114
0.951 High Similarity NPC10990
0.951 High Similarity NPC104406
0.951 High Similarity NPC97716
0.951 High Similarity NPC237635
0.951 High Similarity NPC79469
0.951 High Similarity NPC24673
0.951 High Similarity NPC23728
0.951 High Similarity NPC201731
0.951 High Similarity NPC473077
0.951 High Similarity NPC300988
0.951 High Similarity NPC110303
0.951 High Similarity NPC296998
0.9507 High Similarity NPC197252
0.9507 High Similarity NPC184649
0.9507 High Similarity NPC473014
0.9507 High Similarity NPC311144
0.9507 High Similarity NPC303185
0.9507 High Similarity NPC236766
0.9507 High Similarity NPC235217
0.9504 High Similarity NPC324134
0.9504 High Similarity NPC10937
0.9504 High Similarity NPC40833
0.9504 High Similarity NPC125855
0.9504 High Similarity NPC161506
0.9504 High Similarity NPC296917
0.9504 High Similarity NPC37496
0.9504 High Similarity NPC166934
0.9504 High Similarity NPC194432
0.9504 High Similarity NPC306829
0.9504 High Similarity NPC32739
0.9504 High Similarity NPC76338
0.9504 High Similarity NPC223500
0.9504 High Similarity NPC228504
0.9504 High Similarity NPC107572
0.9504 High Similarity NPC78
0.9504 High Similarity NPC166482
0.9504 High Similarity NPC147145
0.9504 High Similarity NPC265040
0.9504 High Similarity NPC177354
0.9504 High Similarity NPC64915
0.9504 High Similarity NPC324436
0.9504 High Similarity NPC1089
0.9504 High Similarity NPC167624
0.9504 High Similarity NPC220998
0.9504 High Similarity NPC182852
0.9504 High Similarity NPC66515
0.9504 High Similarity NPC76372
0.9504 High Similarity NPC227579
0.9504 High Similarity NPC328164
0.9504 High Similarity NPC148757
0.95 High Similarity NPC129853
0.95 High Similarity NPC475680
0.95 High Similarity NPC284550
0.95 High Similarity NPC270883
0.95 High Similarity NPC172986
0.95 High Similarity NPC477272
0.95 High Similarity NPC159275
0.95 High Similarity NPC235239
0.95 High Similarity NPC241100
0.95 High Similarity NPC305355
0.95 High Similarity NPC261227
0.95 High Similarity NPC76445
0.95 High Similarity NPC150522
0.9496 High Similarity NPC470672
0.9496 High Similarity NPC21350
0.9496 High Similarity NPC474504
0.9496 High Similarity NPC470671
0.9496 High Similarity NPC474487
0.9444 High Similarity NPC160821
0.9444 High Similarity NPC296869
0.9444 High Similarity NPC266572
0.9444 High Similarity NPC132592
0.9444 High Similarity NPC6511
0.9441 High Similarity NPC214774
0.9441 High Similarity NPC142405
0.9441 High Similarity NPC20488
0.9441 High Similarity NPC124729
0.9441 High Similarity NPC267375
0.9441 High Similarity NPC176229
0.9441 High Similarity NPC301276
0.9441 High Similarity NPC196114
0.9441 High Similarity NPC67805
0.9441 High Similarity NPC470647
0.9441 High Similarity NPC88964
0.9441 High Similarity NPC111786
0.9441 High Similarity NPC312973
0.9441 High Similarity NPC246948
0.9441 High Similarity NPC54577
0.9441 High Similarity NPC195621
0.9441 High Similarity NPC472629
0.9441 High Similarity NPC475052
0.9441 High Similarity NPC83357
0.9437 High Similarity NPC113770
0.9437 High Similarity NPC11700
0.9437 High Similarity NPC185276
0.9433 High Similarity NPC324386
0.9433 High Similarity NPC96408
0.9433 High Similarity NPC279650
0.9433 High Similarity NPC248372
0.9433 High Similarity NPC166689
0.9433 High Similarity NPC213322
0.9433 High Similarity NPC110038
0.9433 High Similarity NPC17170
0.9433 High Similarity NPC258630
0.9433 High Similarity NPC312391
0.9433 High Similarity NPC4743
0.9433 High Similarity NPC156190
0.9429 High Similarity NPC220062
0.9429 High Similarity NPC53181
0.9429 High Similarity NPC55018
0.9429 High Similarity NPC216978
0.9429 High Similarity NPC477956
0.9429 High Similarity NPC301217
0.9429 High Similarity NPC303633
0.9429 High Similarity NPC217186
0.9429 High Similarity NPC316480
0.9429 High Similarity NPC18260
0.9429 High Similarity NPC261234
0.9429 High Similarity NPC96565
0.9429 High Similarity NPC78913
0.9424 High Similarity NPC153979
0.9424 High Similarity NPC317119
0.9384 High Similarity NPC472420
0.9384 High Similarity NPC472422
0.9384 High Similarity NPC471676
0.9384 High Similarity NPC263384
0.9384 High Similarity NPC472580
0.9384 High Similarity NPC244577
0.9384 High Similarity NPC178484
0.9379 High Similarity NPC10027
0.9379 High Similarity NPC65775
0.9379 High Similarity NPC266499
0.9375 High Similarity NPC472627
0.9375 High Similarity NPC283234
0.9371 High Similarity NPC470673
0.9371 High Similarity NPC87486
0.9371 High Similarity NPC216538
0.9371 High Similarity NPC470674
0.9371 High Similarity NPC326500

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477955 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
0.9371 High Similarity NPD4378 Clinical (unspecified phase)
0.9236 High Similarity NPD7410 Clinical (unspecified phase)
0.922 High Similarity NPD1549 Phase 2
0.9195 High Similarity NPD8443 Clinical (unspecified phase)
0.9149 High Similarity NPD1552 Clinical (unspecified phase)
0.9149 High Similarity NPD1550 Clinical (unspecified phase)
0.9007 High Similarity NPD1510 Phase 2
0.9 High Similarity NPD2393 Clinical (unspecified phase)
0.9 High Similarity NPD7819 Suspended
0.8993 High Similarity NPD7411 Suspended
0.8993 High Similarity NPD1240 Approved
0.8947 High Similarity NPD7075 Discontinued
0.8944 High Similarity NPD2796 Approved
0.8926 High Similarity NPD4380 Phase 2
0.8874 High Similarity NPD7096 Clinical (unspecified phase)
0.8865 High Similarity NPD1607 Approved
0.8726 High Similarity NPD7852 Clinical (unspecified phase)
0.8684 High Similarity NPD1934 Approved
0.8636 High Similarity NPD7768 Phase 2
0.8581 High Similarity NPD4381 Clinical (unspecified phase)
0.8581 High Similarity NPD3749 Approved
0.8571 High Similarity NPD3750 Approved
0.8562 High Similarity NPD6801 Discontinued
0.8535 High Similarity NPD6959 Discontinued
0.8523 High Similarity NPD1511 Approved
0.8523 High Similarity NPD6799 Approved
0.8506 High Similarity NPD2801 Approved
0.8503 High Similarity NPD7421 Clinical (unspecified phase)
0.8503 High Similarity NPD2800 Approved
0.8483 Intermediate Similarity NPD2799 Discontinued
0.8471 Intermediate Similarity NPD5494 Approved
0.8435 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8431 Intermediate Similarity NPD6599 Discontinued
0.8411 Intermediate Similarity NPD1512 Approved
0.8397 Intermediate Similarity NPD3882 Suspended
0.8345 Intermediate Similarity NPD6651 Approved
0.8333 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8322 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8299 Intermediate Similarity NPD2935 Discontinued
0.8299 Intermediate Similarity NPD1551 Phase 2
0.8299 Intermediate Similarity NPD6099 Approved
0.8299 Intermediate Similarity NPD6100 Approved
0.8261 Intermediate Similarity NPD6166 Phase 2
0.8261 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8261 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8255 Intermediate Similarity NPD1243 Approved
0.8243 Intermediate Similarity NPD2344 Approved
0.8242 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.8231 Intermediate Similarity NPD3748 Approved
0.821 Intermediate Similarity NPD7473 Discontinued
0.82 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.8194 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8182 Intermediate Similarity NPD4908 Phase 1
0.8137 Intermediate Similarity NPD6232 Discontinued
0.8121 Intermediate Similarity NPD5953 Discontinued
0.8117 Intermediate Similarity NPD920 Approved
0.8108 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.8105 Intermediate Similarity NPD2533 Approved
0.8105 Intermediate Similarity NPD2532 Approved
0.8105 Intermediate Similarity NPD2534 Approved
0.8101 Intermediate Similarity NPD3817 Phase 2
0.8092 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.8072 Intermediate Similarity NPD6559 Discontinued
0.8071 Intermediate Similarity NPD1610 Phase 2
0.8069 Intermediate Similarity NPD2313 Discontinued
0.8061 Intermediate Similarity NPD7074 Phase 3
0.805 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8049 Intermediate Similarity NPD3818 Discontinued
0.8042 Intermediate Similarity NPD2798 Approved
0.8026 Intermediate Similarity NPD2309 Approved
0.8013 Intermediate Similarity NPD3226 Approved
0.8 Intermediate Similarity NPD7054 Approved
0.8 Intermediate Similarity NPD5403 Approved
0.8 Intermediate Similarity NPD2346 Discontinued
0.8 Intermediate Similarity NPD5844 Phase 1
0.8 Intermediate Similarity NPD7286 Phase 2
0.7987 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7972 Intermediate Similarity NPD1203 Approved
0.7961 Intermediate Similarity NPD4628 Phase 3
0.7961 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7952 Intermediate Similarity NPD7472 Approved
0.7945 Intermediate Similarity NPD3268 Approved
0.7943 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7904 Intermediate Similarity NPD6797 Phase 2
0.7877 Intermediate Similarity NPD4625 Phase 3
0.7874 Intermediate Similarity NPD4360 Phase 2
0.7874 Intermediate Similarity NPD4363 Phase 3
0.7871 Intermediate Similarity NPD5401 Approved
0.7857 Intermediate Similarity NPD7251 Discontinued
0.7847 Intermediate Similarity NPD2797 Approved
0.7838 Intermediate Similarity NPD943 Approved
0.7811 Intermediate Similarity NPD7808 Phase 3
0.7808 Intermediate Similarity NPD6832 Phase 2
0.7806 Intermediate Similarity NPD7390 Discontinued
0.7785 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7785 Intermediate Similarity NPD5124 Phase 1
0.7764 Intermediate Similarity NPD5402 Approved
0.7762 Intermediate Similarity NPD9717 Approved
0.7758 Intermediate Similarity NPD3926 Phase 2
0.7748 Intermediate Similarity NPD4308 Phase 3
0.7748 Intermediate Similarity NPD7033 Discontinued
0.773 Intermediate Similarity NPD919 Approved
0.7727 Intermediate Similarity NPD4361 Phase 2
0.7727 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7708 Intermediate Similarity NPD4749 Approved
0.7706 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7702 Intermediate Similarity NPD1465 Phase 2
0.7688 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7673 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7673 Intermediate Similarity NPD7458 Discontinued
0.766 Intermediate Similarity NPD1548 Phase 1
0.7643 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7639 Intermediate Similarity NPD3972 Approved
0.7639 Intermediate Similarity NPD1608 Approved
0.7636 Intermediate Similarity NPD1247 Approved
0.7613 Intermediate Similarity NPD7003 Approved
0.7603 Intermediate Similarity NPD3266 Approved
0.7603 Intermediate Similarity NPD3267 Approved
0.759 Intermediate Similarity NPD5711 Approved
0.759 Intermediate Similarity NPD5710 Approved
0.7588 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7584 Intermediate Similarity NPD3764 Approved
0.7584 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7569 Intermediate Similarity NPD422 Phase 1
0.7557 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.755 Intermediate Similarity NPD1933 Approved
0.7548 Intermediate Similarity NPD2654 Approved
0.7547 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7546 Intermediate Similarity NPD4288 Approved
0.7543 Intermediate Similarity NPD4287 Approved
0.7532 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD1729 Discontinued
0.7486 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD7229 Phase 3
0.7483 Intermediate Similarity NPD4307 Phase 2
0.7483 Intermediate Similarity NPD1470 Approved
0.7483 Intermediate Similarity NPD1164 Approved
0.7468 Intermediate Similarity NPD5405 Approved
0.7468 Intermediate Similarity NPD5406 Approved
0.7468 Intermediate Similarity NPD5404 Approved
0.7468 Intermediate Similarity NPD5408 Approved
0.7457 Intermediate Similarity NPD8312 Approved
0.7457 Intermediate Similarity NPD8313 Approved
0.745 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7448 Intermediate Similarity NPD1201 Approved
0.7439 Intermediate Similarity NPD2296 Approved
0.7434 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7431 Intermediate Similarity NPD17 Approved
0.7423 Intermediate Similarity NPD7577 Discontinued
0.7419 Intermediate Similarity NPD1471 Phase 3
0.7415 Intermediate Similarity NPD3225 Approved
0.7415 Intermediate Similarity NPD1876 Approved
0.7413 Intermediate Similarity NPD9545 Approved
0.7412 Intermediate Similarity NPD3751 Discontinued
0.7407 Intermediate Similarity NPD6585 Discontinued
0.7405 Intermediate Similarity NPD7584 Approved
0.7396 Intermediate Similarity NPD2403 Approved
0.7394 Intermediate Similarity NPD9493 Approved
0.7383 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD2861 Phase 2
0.7378 Intermediate Similarity NPD5761 Phase 2
0.7378 Intermediate Similarity NPD5760 Phase 2
0.7368 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD1613 Approved
0.7362 Intermediate Similarity NPD5889 Approved
0.7362 Intermediate Similarity NPD5890 Approved
0.7351 Intermediate Similarity NPD411 Approved
0.7341 Intermediate Similarity NPD6104 Discontinued
0.733 Intermediate Similarity NPD8434 Phase 2
0.7321 Intermediate Similarity NPD7199 Phase 2
0.732 Intermediate Similarity NPD230 Phase 1
0.732 Intermediate Similarity NPD6355 Discontinued
0.732 Intermediate Similarity NPD447 Suspended
0.731 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7305 Intermediate Similarity NPD1241 Discontinued
0.729 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD3787 Discontinued
0.7268 Intermediate Similarity NPD6777 Approved
0.7268 Intermediate Similarity NPD6781 Approved
0.7268 Intermediate Similarity NPD6779 Approved
0.7268 Intermediate Similarity NPD6776 Approved
0.7268 Intermediate Similarity NPD6778 Approved
0.7268 Intermediate Similarity NPD6780 Approved
0.7268 Intermediate Similarity NPD6782 Approved
0.7267 Intermediate Similarity NPD6273 Approved
0.7267 Intermediate Similarity NPD5049 Phase 3
0.7261 Intermediate Similarity NPD2424 Discontinued
0.7255 Intermediate Similarity NPD4060 Phase 1
0.7251 Intermediate Similarity NPD3446 Phase 1
0.725 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD4476 Approved
0.7244 Intermediate Similarity NPD4477 Approved
0.7241 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD1296 Phase 2
0.7237 Intermediate Similarity NPD6798 Discontinued
0.7235 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD2354 Approved
0.7232 Intermediate Similarity NPD8150 Discontinued
0.7212 Intermediate Similarity NPD6280 Approved

Structure

External Identifiers

PubChem CID   16083181
ChEMBL   CHEMBL498464
ZINC  

Physicochemical Properties

Molecular Weight:  438.20
ALogP:  0.7383
MLogP:  3.66
XLogP:  4.392
# Rotatable Bonds:  14
Polar Surface Area:  96.22
# H-Bond Aceptor:  1
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  32

Download Data

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Structure MOL file  
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Biological Activities  
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