Natural Product: NPC209760

Natural Product ID:  NPC209760
Common Name:   Sophonorol F
IUPAC Name:   (3S)-3,5-dihydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-enyl)phenyl]-7-methoxy-8-(3-methylbut-2-enyl)-2H-chromen-4-one
Synonyms:   Sophonorol F
Molecular Formula:   C27H32O7
Standard InCHIKey:  CXAXZPWQRPXPGL-HHHXNRCGSA-N
Standard InCHI:  InChI=1S/C27H32O7/c1-15(2)7-9-17-20(28)12-11-19(24(17)33-6)27(31)14-34-25-18(10-8-16(3)4)22(32-5)13-21(29)23(25)26(27)30/h7-8,11-13,28-29,31H,9-10,14H2,1-6H3/t27-/m1/s1
Canonical SMILES:  COc1cc(O)c2c(c1CC=C(C)C)OC[C@@](C2=O)(O)c1ccc(c(c1OC)CC=C(C)C)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
NPO3544 Sophora mollis Species Fabaceae Eukaryota roots PMID[19572738]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 41000 nM 25647077
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 133600 nM 25464882
NPT2 Others Unspecified Ratio IC50 = 3 PubChem BioAssay data set

  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 NPC209760 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 NPC100134
0.9932 High Similarity NPC210597
0.9797 High Similarity NPC476169
0.9797 High Similarity NPC471116
0.9728 High Similarity NPC471229
0.9726 High Similarity NPC277032
0.9662 High Similarity NPC138288
0.966 High Similarity NPC267117
0.96 High Similarity NPC215917
0.96 High Similarity NPC20530
0.96 High Similarity NPC10754
0.96 High Similarity NPC146636
0.9597 High Similarity NPC293286
0.9595 High Similarity NPC262038
0.9595 High Similarity NPC278476
0.9595 High Similarity NPC254412
0.9595 High Similarity NPC319910
0.9595 High Similarity NPC262039
0.9595 High Similarity NPC471677
0.9589 High Similarity NPC472918
0.9533 High Similarity NPC48579
0.9533 High Similarity NPC217706
0.9533 High Similarity NPC259710
0.9533 High Similarity NPC304207
0.9533 High Similarity NPC207809
0.953 High Similarity NPC35567
0.953 High Similarity NPC216035
0.953 High Similarity NPC243171
0.953 High Similarity NPC171651
0.953 High Similarity NPC217149
0.9527 High Similarity NPC105136
0.9524 High Similarity NPC145467
0.9467 High Similarity NPC311579
0.9467 High Similarity NPC248793
0.9467 High Similarity NPC203080
0.9467 High Similarity NPC180301
0.9467 High Similarity NPC236756
0.9463 High Similarity NPC472636
0.9463 High Similarity NPC263384
0.9463 High Similarity NPC471676
0.9463 High Similarity NPC472422
0.9463 High Similarity NPC244577
0.9463 High Similarity NPC472420
0.9459 High Similarity NPC472628
0.9456 High Similarity NPC308200
0.9408 High Similarity NPC161650
0.9404 High Similarity NPC111341
0.9404 High Similarity NPC477958
0.9404 High Similarity NPC304745
0.94 High Similarity NPC477957
0.94 High Similarity NPC475790
0.94 High Similarity NPC473996
0.9396 High Similarity NPC471115
0.9396 High Similarity NPC29777
0.9392 High Similarity NPC39195
0.9392 High Similarity NPC296869
0.9388 High Similarity NPC229190
0.9388 High Similarity NPC124729
0.9338 High Similarity NPC223701
0.9338 High Similarity NPC244250
0.9338 High Similarity NPC20907
0.9338 High Similarity NPC268193
0.9338 High Similarity NPC7989
0.9338 High Similarity NPC469405
0.9338 High Similarity NPC472583
0.9333 High Similarity NPC474021
0.9333 High Similarity NPC474023
0.9333 High Similarity NPC471675
0.9333 High Similarity NPC472580
0.9329 High Similarity NPC471114
0.9324 High Similarity NPC44721
0.9324 High Similarity NPC176869
0.9324 High Similarity NPC472627
0.9324 High Similarity NPC40086
0.9324 High Similarity NPC3779
0.9324 High Similarity NPC476182
0.9324 High Similarity NPC91902
0.9324 High Similarity NPC211466
0.9324 High Similarity NPC122828
0.932 High Similarity NPC216538
0.932 High Similarity NPC271288
0.932 High Similarity NPC311144
0.932 High Similarity NPC273538
0.9295 High Similarity NPC62261
0.9286 High Similarity NPC470183
0.9286 High Similarity NPC172687
0.9272 High Similarity NPC10807
0.9272 High Similarity NPC31627
0.9272 High Similarity NPC150123
0.9272 High Similarity NPC244583
0.9272 High Similarity NPC327269
0.9272 High Similarity NPC476238
0.9272 High Similarity NPC161881
0.9272 High Similarity NPC56232
0.9267 High Similarity NPC472421
0.9267 High Similarity NPC61258
0.9262 High Similarity NPC244407
0.9257 High Similarity NPC285630
0.9257 High Similarity NPC299011
0.9257 High Similarity NPC477955
0.9257 High Similarity NPC5820
0.9257 High Similarity NPC472629
0.9257 High Similarity NPC306488
0.9257 High Similarity NPC127059
0.9257 High Similarity NPC178343
0.9252 High Similarity NPC9117
0.9252 High Similarity NPC316816
0.9252 High Similarity NPC113770
0.9252 High Similarity NPC106985
0.9252 High Similarity NPC190637
0.9252 High Similarity NPC478086
0.9252 High Similarity NPC24821
0.9252 High Similarity NPC212932
0.9252 High Similarity NPC166138
0.9252 High Similarity NPC185276
0.9252 High Similarity NPC18585
0.9252 High Similarity NPC214166
0.9252 High Similarity NPC293053
0.9231 High Similarity NPC41301
0.9231 High Similarity NPC472581
0.9226 High Similarity NPC3629
0.9221 High Similarity NPC22192
0.9221 High Similarity NPC264932
0.9221 High Similarity NPC55738
0.9221 High Similarity NPC152904
0.9221 High Similarity NPC311574
0.9211 High Similarity NPC88983
0.9205 High Similarity NPC477897
0.9205 High Similarity NPC474772
0.9205 High Similarity NPC474744
0.9205 High Similarity NPC328740
0.9205 High Similarity NPC289774
0.9205 High Similarity NPC472423
0.9205 High Similarity NPC209846
0.92 High Similarity NPC89442
0.92 High Similarity NPC473016
0.92 High Similarity NPC470461
0.9195 High Similarity NPC470670
0.9195 High Similarity NPC14001
0.9195 High Similarity NPC47388
0.9195 High Similarity NPC85773
0.9195 High Similarity NPC296998
0.9195 High Similarity NPC166757
0.9195 High Similarity NPC10990
0.9195 High Similarity NPC473077
0.9195 High Similarity NPC300988
0.9195 High Similarity NPC473133
0.9195 High Similarity NPC283234
0.9189 High Similarity NPC311741
0.9189 High Similarity NPC209040
0.9189 High Similarity NPC236766
0.9189 High Similarity NPC235217
0.9189 High Similarity NPC208176
0.9189 High Similarity NPC131568
0.9189 High Similarity NPC326500
0.9189 High Similarity NPC473014
0.9189 High Similarity NPC234629
0.9189 High Similarity NPC124780
0.9189 High Similarity NPC142731
0.9189 High Similarity NPC279417
0.9189 High Similarity NPC306607
0.9189 High Similarity NPC184649
0.9189 High Similarity NPC131579
0.9189 High Similarity NPC303185
0.9189 High Similarity NPC62290
0.9189 High Similarity NPC470890
0.9189 High Similarity NPC326506
0.9189 High Similarity NPC49130
0.9189 High Similarity NPC87486
0.9189 High Similarity NPC4152
0.9189 High Similarity NPC197252
0.9184 High Similarity NPC144499
0.9184 High Similarity NPC473042
0.9184 High Similarity NPC32739
0.9184 High Similarity NPC265040
0.9184 High Similarity NPC227579
0.9184 High Similarity NPC64915
0.9184 High Similarity NPC223500
0.9184 High Similarity NPC328164
0.9184 High Similarity NPC10937
0.9184 High Similarity NPC220998
0.9184 High Similarity NPC66515
0.9184 High Similarity NPC296917
0.9184 High Similarity NPC324436
0.9184 High Similarity NPC306829
0.9184 High Similarity NPC324134
0.9184 High Similarity NPC40833
0.9184 High Similarity NPC76372
0.9184 High Similarity NPC125855
0.9184 High Similarity NPC182852
0.9184 High Similarity NPC161506
0.9184 High Similarity NPC107572
0.9184 High Similarity NPC37496
0.9184 High Similarity NPC78
0.9184 High Similarity NPC166934
0.9184 High Similarity NPC166482
0.9184 High Similarity NPC194432
0.9184 High Similarity NPC148757
0.9184 High Similarity NPC200694
0.9184 High Similarity NPC76338

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC209760 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
0.932 High Similarity NPD4378 Clinical (unspecified phase)
0.9281 High Similarity NPD7075 Discontinued
0.9211 High Similarity NPD7096 Clinical (unspecified phase)
0.9085 High Similarity NPD2393 Clinical (unspecified phase)
0.9013 High Similarity NPD4380 Phase 2
0.8903 High Similarity NPD8443 Clinical (unspecified phase)
0.8896 High Similarity NPD1934 Approved
0.8882 High Similarity NPD7804 Clinical (unspecified phase)
0.8844 High Similarity NPD1550 Clinical (unspecified phase)
0.8844 High Similarity NPD1552 Clinical (unspecified phase)
0.8784 High Similarity NPD1549 Phase 2
0.8774 High Similarity NPD6801 Discontinued
0.8742 High Similarity NPD6799 Approved
0.8726 High Similarity NPD3882 Suspended
0.8718 High Similarity NPD2801 Approved
0.8718 High Similarity NPD7819 Suspended
0.8696 High Similarity NPD6168 Clinical (unspecified phase)
0.8696 High Similarity NPD6167 Clinical (unspecified phase)
0.8696 High Similarity NPD6166 Phase 2
0.8684 High Similarity NPD7410 Clinical (unspecified phase)
0.8671 High Similarity NPD4381 Clinical (unspecified phase)
0.8645 High Similarity NPD6599 Discontinued
0.8627 High Similarity NPD1512 Approved
0.859 High Similarity NPD7411 Suspended
0.8581 High Similarity NPD1510 Phase 2
0.8544 High Similarity NPD3817 Phase 2
0.8523 High Similarity NPD2796 Approved
0.8497 Intermediate Similarity NPD1511 Approved
0.8447 Intermediate Similarity NPD5494 Approved
0.8435 Intermediate Similarity NPD1240 Approved
0.8395 Intermediate Similarity NPD6959 Discontinued
0.8383 Intermediate Similarity NPD7251 Discontinued
0.8375 Intermediate Similarity NPD7768 Phase 2
0.8373 Intermediate Similarity NPD7074 Phase 3
0.8355 Intermediate Similarity NPD2800 Approved
0.8354 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD7808 Phase 3
0.8323 Intermediate Similarity NPD6797 Phase 2
0.8322 Intermediate Similarity NPD1607 Approved
0.8313 Intermediate Similarity NPD7054 Approved
0.8303 Intermediate Similarity NPD7473 Discontinued
0.8263 Intermediate Similarity NPD7472 Approved
0.8261 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8253 Intermediate Similarity NPD3818 Discontinued
0.8232 Intermediate Similarity NPD6232 Discontinued
0.8225 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8217 Intermediate Similarity NPD5403 Approved
0.821 Intermediate Similarity NPD3749 Approved
0.8199 Intermediate Similarity NPD5402 Approved
0.8166 Intermediate Similarity NPD6559 Discontinued
0.8117 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8089 Intermediate Similarity NPD2532 Approved
0.8089 Intermediate Similarity NPD2533 Approved
0.8089 Intermediate Similarity NPD5401 Approved
0.8089 Intermediate Similarity NPD2534 Approved
0.8065 Intermediate Similarity NPD3750 Approved
0.8057 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8054 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7988 Intermediate Similarity NPD7286 Phase 2
0.7988 Intermediate Similarity NPD5844 Phase 1
0.7987 Intermediate Similarity NPD920 Approved
0.7974 Intermediate Similarity NPD2799 Discontinued
0.7961 Intermediate Similarity NPD6651 Approved
0.7952 Intermediate Similarity NPD1247 Approved
0.7949 Intermediate Similarity NPD4628 Phase 3
0.7935 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7933 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7922 Intermediate Similarity NPD1551 Phase 2
0.7922 Intermediate Similarity NPD6100 Approved
0.7922 Intermediate Similarity NPD6099 Approved
0.7922 Intermediate Similarity NPD2935 Discontinued
0.7907 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7895 Intermediate Similarity NPD5953 Discontinued
0.7871 Intermediate Similarity NPD2344 Approved
0.7862 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7857 Intermediate Similarity NPD3926 Phase 2
0.7831 Intermediate Similarity NPD919 Approved
0.7824 Intermediate Similarity NPD3751 Discontinued
0.7815 Intermediate Similarity NPD2313 Discontinued
0.7805 Intermediate Similarity NPD1465 Phase 2
0.78 Intermediate Similarity NPD4908 Phase 1
0.7798 Intermediate Similarity NPD3787 Discontinued
0.7778 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD3226 Approved
0.7771 Intermediate Similarity NPD1243 Approved
0.7756 Intermediate Similarity NPD2346 Discontinued
0.7742 Intermediate Similarity NPD3748 Approved
0.7742 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7736 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD8434 Phase 2
0.7722 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7712 Intermediate Similarity NPD943 Approved
0.7687 Intermediate Similarity NPD1610 Phase 2
0.7683 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7673 Intermediate Similarity NPD2309 Approved
0.7667 Intermediate Similarity NPD4363 Phase 3
0.7667 Intermediate Similarity NPD4360 Phase 2
0.7662 Intermediate Similarity NPD6355 Discontinued
0.7657 Intermediate Similarity NPD8313 Approved
0.7657 Intermediate Similarity NPD8312 Approved
0.765 Intermediate Similarity NPD6776 Approved
0.765 Intermediate Similarity NPD6777 Approved
0.765 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.765 Intermediate Similarity NPD6778 Approved
0.765 Intermediate Similarity NPD6781 Approved
0.765 Intermediate Similarity NPD6780 Approved
0.765 Intermediate Similarity NPD6779 Approved
0.765 Intermediate Similarity NPD6782 Approved
0.7627 Intermediate Similarity NPD8150 Discontinued
0.7622 Intermediate Similarity NPD7435 Discontinued
0.7602 Intermediate Similarity NPD2403 Approved
0.7597 Intermediate Similarity NPD1613 Approved
0.7597 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7595 Intermediate Similarity NPD2424 Discontinued
0.7594 Intermediate Similarity NPD7584 Approved
0.7588 Intermediate Similarity NPD5710 Approved
0.7588 Intermediate Similarity NPD5711 Approved
0.7582 Intermediate Similarity NPD6798 Discontinued
0.7578 Intermediate Similarity NPD7390 Discontinued
0.7571 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7566 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7566 Intermediate Similarity NPD6832 Phase 2
0.7561 Intermediate Similarity NPD7458 Discontinued
0.7527 Intermediate Similarity NPD7696 Phase 3
0.7527 Intermediate Similarity NPD7697 Approved
0.7527 Intermediate Similarity NPD7698 Approved
0.7516 Intermediate Similarity NPD7033 Discontinued
0.7516 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD4625 Phase 3
0.75 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7487 Intermediate Similarity NPD7870 Phase 2
0.7487 Intermediate Similarity NPD7871 Phase 2
0.7485 Intermediate Similarity NPD7229 Phase 3
0.7485 Intermediate Similarity NPD8455 Phase 2
0.7484 Intermediate Similarity NPD4060 Phase 1
0.7483 Intermediate Similarity NPD1203 Approved
0.7468 Intermediate Similarity NPD3268 Approved
0.746 Intermediate Similarity NPD7701 Phase 2
0.7444 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD230 Phase 1
0.7436 Intermediate Similarity NPD5124 Phase 1
0.7436 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD2798 Approved
0.7432 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7432 Intermediate Similarity NPD4361 Phase 2
0.7419 Intermediate Similarity NPD6233 Phase 2
0.7415 Intermediate Similarity NPD1548 Phase 1
0.7382 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7382 Intermediate Similarity NPD7874 Approved
0.7378 Intermediate Similarity NPD5049 Phase 3
0.7377 Intermediate Similarity NPD6534 Approved
0.7377 Intermediate Similarity NPD6535 Approved
0.7368 Intermediate Similarity NPD2797 Approved
0.7355 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7351 Intermediate Similarity NPD7700 Phase 2
0.7351 Intermediate Similarity NPD7699 Phase 2
0.7346 Intermediate Similarity NPD2354 Approved
0.7346 Intermediate Similarity NPD6190 Approved
0.7344 Intermediate Similarity NPD7783 Phase 2
0.7344 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7344 Intermediate Similarity NPD7801 Approved
0.7333 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.733 Intermediate Similarity NPD8151 Discontinued
0.7326 Intermediate Similarity NPD7199 Phase 2
0.7325 Intermediate Similarity NPD447 Suspended
0.7325 Intermediate Similarity NPD1933 Approved
0.7317 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD1471 Phase 3
0.731 Intermediate Similarity NPD6234 Discontinued
0.7299 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7296 Intermediate Similarity NPD4308 Phase 3
0.729 Intermediate Similarity NPD3027 Phase 3
0.729 Intermediate Similarity NPD7095 Approved
0.7288 Intermediate Similarity NPD3823 Discontinued
0.7287 Intermediate Similarity NPD6823 Phase 2
0.7285 Intermediate Similarity NPD9717 Approved
0.7278 Intermediate Similarity NPD5761 Phase 2
0.7278 Intermediate Similarity NPD5760 Phase 2
0.7253 Intermediate Similarity NPD4287 Approved
0.7246 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD3764 Approved
0.7239 Intermediate Similarity NPD3887 Approved
0.7237 Intermediate Similarity NPD4749 Approved
0.7232 Intermediate Similarity NPD1729 Discontinued
0.7222 Intermediate Similarity NPD1652 Phase 2
0.7222 Intermediate Similarity NPD2654 Approved
0.7219 Intermediate Similarity NPD422 Phase 1
0.7219 Intermediate Similarity NPD6844 Discontinued
0.7219 Intermediate Similarity NPD37 Approved
0.7216 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD7228 Approved
0.7215 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7211 Intermediate Similarity NPD8320 Phase 1
0.7211 Intermediate Similarity NPD8319 Approved
0.7193 Intermediate Similarity NPD4966 Approved

Structure

External Identifiers

PubChem CID   44233682
ChEMBL   CHEMBL558301
ZINC  

Physicochemical Properties

Molecular Weight:  468.21
ALogP:  1.5791
MLogP:  3.66
XLogP:  3.227
# Rotatable Bonds:  16
Polar Surface Area:  105.45
# H-Bond Aceptor:  2
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  34

Download Data

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