Natural Product: NPC125801

Natural Product ID:  NPC125801
Common Name:   2-Carboxy-5-Hydroxy-3-Methoxy-4-Geranylbibenzyl
IUPAC Name:   3-[(2E)-3,7-dimethylocta-2,6-dienyl]-4-hydroxy-2-methoxy-6-(2-phenylethyl)benzoic acid
Synonyms:  
Molecular Formula:   C26H32O4
Standard InCHIKey:  FWWXZTJGBMXIDI-CPNJWEJPSA-N
Standard InCHI:  InChI=1S/C26H32O4/c1-18(2)9-8-10-19(3)13-16-22-23(27)17-21(24(26(28)29)25(22)30-4)15-14-20-11-6-5-7-12-20/h5-7,9,11-13,17,27H,8,10,14-16H2,1-4H3,(H,28,29)/b19-13+
Canonical SMILES:  COc1c(C/C=C(/CCC=C(C)C)C)c(O)cc(c1C(=O)O)CCc1ccccc1
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
NPO16886 Amorpha fruticosa Species Fabaceae Eukaryota PMID[18841906]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 2440 nM 18929433
NPT2 Others Unspecified IC50 = 1130 nM 24900500

  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 NPC125801 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
0.9929 High Similarity NPC225173
0.9929 High Similarity NPC163846
0.9643 High Similarity NPC250755
0.9583 High Similarity NPC291049
0.9583 High Similarity NPC233267
0.9514 High Similarity NPC105415
0.95 High Similarity NPC165172
0.9452 High Similarity NPC133856
0.9437 High Similarity NPC84266
0.9388 High Similarity NPC273483
0.9379 High Similarity NPC2569
0.9379 High Similarity NPC172329
0.9379 High Similarity NPC37139
0.9375 High Similarity NPC237208
0.9366 High Similarity NPC182255
0.9366 High Similarity NPC94076
0.9315 High Similarity NPC329933
0.931 High Similarity NPC34802
0.9306 High Similarity NPC134621
0.9306 High Similarity NPC29577
0.9286 High Similarity NPC194579
0.9262 High Similarity NPC149618
0.9262 High Similarity NPC89625
0.9257 High Similarity NPC175978
0.9257 High Similarity NPC217447
0.9252 High Similarity NPC119929
0.9252 High Similarity NPC158866
0.9236 High Similarity NPC42540
0.9236 High Similarity NPC95123
0.9236 High Similarity NPC151607
0.9236 High Similarity NPC66404
0.9231 High Similarity NPC49108
0.9225 High Similarity NPC168471
0.9225 High Similarity NPC472366
0.9214 High Similarity NPC118919
0.9214 High Similarity NPC158481
0.9205 High Similarity NPC474373
0.92 High Similarity NPC146211
0.9195 High Similarity NPC472799
0.9195 High Similarity NPC169990
0.9195 High Similarity NPC210942
0.9189 High Similarity NPC478148
0.9184 High Similarity NPC100985
0.9184 High Similarity NPC97028
0.9184 High Similarity NPC288036
0.9184 High Similarity NPC65589
0.9184 High Similarity NPC97029
0.9184 High Similarity NPC158338
0.9184 High Similarity NPC476684
0.9178 High Similarity NPC190648
0.9178 High Similarity NPC118027
0.9178 High Similarity NPC126767
0.9178 High Similarity NPC312929
0.9178 High Similarity NPC245584
0.9178 High Similarity NPC56433
0.9178 High Similarity NPC289042
0.9167 High Similarity NPC159721
0.9167 High Similarity NPC297600
0.9161 High Similarity NPC475730
0.9161 High Similarity NPC67650
0.9161 High Similarity NPC1704
0.9143 High Similarity NPC182496
0.9143 High Similarity NPC180905
0.9139 High Similarity NPC263483
0.9122 High Similarity NPC290954
0.9122 High Similarity NPC470568
0.9122 High Similarity NPC255641
0.9122 High Similarity NPC60413
0.9122 High Similarity NPC150928
0.9116 High Similarity NPC27221
0.9116 High Similarity NPC256672
0.9116 High Similarity NPC7025
0.911 High Similarity NPC25844
0.911 High Similarity NPC473927
0.9097 High Similarity NPC40118
0.9097 High Similarity NPC232021
0.9097 High Similarity NPC105648
0.9097 High Similarity NPC474385
0.9097 High Similarity NPC126534
0.9091 High Similarity NPC109232
0.9078 High Similarity NPC13575
0.9067 High Similarity NPC329844
0.906 High Similarity NPC470569
0.906 High Similarity NPC72958
0.906 High Similarity NPC149526
0.906 High Similarity NPC232645
0.906 High Similarity NPC474417
0.9054 High Similarity NPC6923
0.9048 High Similarity NPC7943
0.9048 High Similarity NPC22005
0.9048 High Similarity NPC137296
0.9048 High Similarity NPC123202
0.9041 High Similarity NPC75694
0.9034 High Similarity NPC469542
0.9034 High Similarity NPC51106
0.9034 High Similarity NPC472006
0.9034 High Similarity NPC471731
0.9028 High Similarity NPC265178
0.9028 High Similarity NPC220106
0.9028 High Similarity NPC11056
0.9021 High Similarity NPC472368
0.9021 High Similarity NPC21350
0.902 High Similarity NPC143050
0.9014 High Similarity NPC98115
0.9014 High Similarity NPC477242
0.9014 High Similarity NPC41461
0.9014 High Similarity NPC477244
0.9014 High Similarity NPC135837
0.9014 High Similarity NPC477243
0.9014 High Similarity NPC1486
0.9014 High Similarity NPC249606
0.9014 High Similarity NPC274109
0.9014 High Similarity NPC476333
0.9014 High Similarity NPC12165
0.9014 High Similarity NPC186838
0.9014 High Similarity NPC473391
0.9014 High Similarity NPC25287
0.9014 High Similarity NPC168105
0.9014 High Similarity NPC472364
0.9014 High Similarity NPC66349
0.9014 High Similarity NPC472367
0.9014 High Similarity NPC150399
0.9007 High Similarity NPC226656
0.9007 High Similarity NPC66508
0.9007 High Similarity NPC103842
0.9 High Similarity NPC87708
0.9 High Similarity NPC180261
0.9 High Similarity NPC37299
0.9 High Similarity NPC271681
0.9 High Similarity NPC154683
0.9 High Similarity NPC40356
0.8993 High Similarity NPC325983
0.8993 High Similarity NPC294646
0.8993 High Similarity NPC307780
0.8993 High Similarity NPC147735
0.8993 High Similarity NPC309979
0.898 High Similarity NPC267509
0.898 High Similarity NPC138978
0.8973 High Similarity NPC210425
0.8973 High Similarity NPC277426
0.8973 High Similarity NPC86373
0.8973 High Similarity NPC280404
0.8973 High Similarity NPC19896
0.8966 High Similarity NPC469579
0.8966 High Similarity NPC471733
0.8958 High Similarity NPC472600
0.8958 High Similarity NPC477956
0.8958 High Similarity NPC472601
0.8958 High Similarity NPC99441
0.8951 High Similarity NPC153979
0.8951 High Similarity NPC317119
0.8951 High Similarity NPC472419
0.8947 High Similarity NPC4547
0.8944 High Similarity NPC131039
0.8944 High Similarity NPC50455
0.8944 High Similarity NPC156092
0.894 High Similarity NPC208806
0.894 High Similarity NPC93552
0.8936 High Similarity NPC18877
0.8936 High Similarity NPC294593
0.8936 High Similarity NPC204960
0.8936 High Similarity NPC20560
0.8936 High Similarity NPC28753
0.8936 High Similarity NPC144051
0.8936 High Similarity NPC82225
0.8936 High Similarity NPC159623
0.8933 High Similarity NPC258249
0.8926 High Similarity NPC65775
0.8926 High Similarity NPC10027
0.8926 High Similarity NPC269420
0.8919 High Similarity NPC12305
0.8919 High Similarity NPC8817
0.8912 High Similarity NPC49282
0.8912 High Similarity NPC32470
0.8912 High Similarity NPC473692
0.8912 High Similarity NPC312789
0.8912 High Similarity NPC472034
0.8904 High Similarity NPC310340
0.8904 High Similarity NPC167663
0.8897 High Similarity NPC37530
0.8897 High Similarity NPC472603
0.8897 High Similarity NPC213659
0.8897 High Similarity NPC219917
0.8897 High Similarity NPC472604
0.8897 High Similarity NPC215311
0.8897 High Similarity NPC158634
0.8897 High Similarity NPC472605
0.8897 High Similarity NPC326109
0.8897 High Similarity NPC259166
0.8897 High Similarity NPC144118
0.8897 High Similarity NPC80962
0.8897 High Similarity NPC48624
0.8897 High Similarity NPC172250
0.8897 High Similarity NPC204985
0.8889 High Similarity NPC246647
0.8889 High Similarity NPC243528
0.8889 High Similarity NPC164110
0.8889 High Similarity NPC212967
0.8889 High Similarity NPC96342
0.8889 High Similarity NPC251681

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC125801 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
0.9067 High Similarity NPD7819 Suspended
0.9041 High Similarity NPD2533 Approved
0.9041 High Similarity NPD2532 Approved
0.9041 High Similarity NPD2534 Approved
0.9026 High Similarity NPD6232 Discontinued
0.9021 High Similarity NPD970 Clinical (unspecified phase)
0.8974 High Similarity NPD7473 Discontinued
0.8803 High Similarity NPD1607 Approved
0.875 High Similarity NPD2935 Discontinued
0.8662 High Similarity NPD1240 Approved
0.8658 High Similarity NPD4378 Clinical (unspecified phase)
0.8552 High Similarity NPD1510 Phase 2
0.8526 High Similarity NPD7075 Discontinued
0.8481 Intermediate Similarity NPD6959 Discontinued
0.8462 Intermediate Similarity NPD7768 Phase 2
0.8452 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8452 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8442 Intermediate Similarity NPD7411 Suspended
0.8425 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.8397 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8389 Intermediate Similarity NPD3750 Approved
0.8377 Intermediate Similarity NPD6599 Discontinued
0.8367 Intermediate Similarity NPD1551 Phase 2
0.8313 Intermediate Similarity NPD5710 Approved
0.8313 Intermediate Similarity NPD5711 Approved
0.8312 Intermediate Similarity NPD3226 Approved
0.8311 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8311 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8289 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8282 Intermediate Similarity NPD5844 Phase 1
0.8264 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8258 Intermediate Similarity NPD4380 Phase 2
0.8255 Intermediate Similarity NPD1549 Phase 2
0.8243 Intermediate Similarity NPD5404 Approved
0.8243 Intermediate Similarity NPD5406 Approved
0.8243 Intermediate Similarity NPD5405 Approved
0.8243 Intermediate Similarity NPD5408 Approved
0.8224 Intermediate Similarity NPD7390 Discontinued
0.8224 Intermediate Similarity NPD6799 Approved
0.821 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8188 Intermediate Similarity NPD2346 Discontinued
0.8176 Intermediate Similarity NPD3749 Approved
0.8163 Intermediate Similarity NPD6651 Approved
0.8153 Intermediate Similarity NPD1934 Approved
0.8153 Intermediate Similarity NPD6801 Discontinued
0.8146 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.8121 Intermediate Similarity NPD2796 Approved
0.8105 Intermediate Similarity NPD1511 Approved
0.8101 Intermediate Similarity NPD2801 Approved
0.8099 Intermediate Similarity NPD1283 Approved
0.8079 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8054 Intermediate Similarity NPD2799 Discontinued
0.8054 Intermediate Similarity NPD3748 Approved
0.805 Intermediate Similarity NPD3817 Phase 2
0.8026 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8026 Intermediate Similarity NPD7003 Approved
0.8026 Intermediate Similarity NPD4628 Phase 3
0.8 Intermediate Similarity NPD6099 Approved
0.8 Intermediate Similarity NPD4626 Approved
0.8 Intermediate Similarity NPD6100 Approved
0.8 Intermediate Similarity NPD1512 Approved
0.8 Intermediate Similarity NPD3882 Suspended
0.7961 Intermediate Similarity NPD1243 Approved
0.7961 Intermediate Similarity NPD2800 Approved
0.7919 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD6559 Discontinued
0.7888 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7887 Intermediate Similarity NPD1281 Approved
0.7857 Intermediate Similarity NPD5953 Discontinued
0.7848 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7848 Intermediate Similarity NPD7458 Discontinued
0.7844 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7844 Intermediate Similarity NPD7286 Phase 2
0.784 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7834 Intermediate Similarity NPD920 Approved
0.7823 Intermediate Similarity NPD4625 Phase 3
0.7806 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7798 Intermediate Similarity NPD7074 Phase 3
0.7793 Intermediate Similarity NPD1203 Approved
0.7785 Intermediate Similarity NPD943 Approved
0.7771 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7771 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7771 Intermediate Similarity NPD6166 Phase 2
0.7764 Intermediate Similarity NPD1465 Phase 2
0.7762 Intermediate Similarity NPD1201 Approved
0.7758 Intermediate Similarity NPD7229 Phase 3
0.7755 Intermediate Similarity NPD6832 Phase 2
0.7744 Intermediate Similarity NPD5494 Approved
0.7738 Intermediate Similarity NPD7054 Approved
0.7722 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7708 Intermediate Similarity NPD1608 Approved
0.7707 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7702 Intermediate Similarity NPD37 Approved
0.7701 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD7472 Approved
0.7683 Intermediate Similarity NPD919 Approved
0.7679 Intermediate Similarity NPD3818 Discontinued
0.7676 Intermediate Similarity NPD5691 Approved
0.7676 Intermediate Similarity NPD1651 Approved
0.7671 Intermediate Similarity NPD1470 Approved
0.7671 Intermediate Similarity NPD1164 Approved
0.7667 Intermediate Similarity NPD2979 Phase 3
0.7651 Intermediate Similarity NPD411 Approved
0.7651 Intermediate Similarity NPD3764 Approved
0.7651 Intermediate Similarity NPD2313 Discontinued
0.7619 Intermediate Similarity NPD2798 Approved
0.7616 Intermediate Similarity NPD230 Phase 1
0.7616 Intermediate Similarity NPD8312 Approved
0.7616 Intermediate Similarity NPD8313 Approved
0.761 Intermediate Similarity NPD5403 Approved
0.7607 Intermediate Similarity NPD5402 Approved
0.7602 Intermediate Similarity NPD7251 Discontinued
0.7597 Intermediate Similarity NPD2344 Approved
0.7589 Intermediate Similarity NPD9493 Approved
0.7586 Intermediate Similarity NPD3972 Approved
0.7586 Intermediate Similarity NPD9717 Approved
0.7582 Intermediate Similarity NPD4308 Phase 3
0.7576 Intermediate Similarity NPD6234 Discontinued
0.7574 Intermediate Similarity NPD7177 Discontinued
0.7561 Intermediate Similarity NPD4965 Approved
0.7561 Intermediate Similarity NPD4966 Approved
0.7561 Intermediate Similarity NPD4967 Phase 2
0.7558 Intermediate Similarity NPD7808 Phase 3
0.7558 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7558 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD2797 Approved
0.755 Intermediate Similarity NPD4060 Phase 1
0.7544 Intermediate Similarity NPD6797 Phase 2
0.7533 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7533 Intermediate Similarity NPD3268 Approved
0.7532 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD2438 Suspended
0.7517 Intermediate Similarity NPD422 Phase 1
0.75 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4288 Approved
0.75 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD17 Approved
0.7486 Intermediate Similarity NPD8150 Discontinued
0.7486 Intermediate Similarity NPD7435 Discontinued
0.7485 Intermediate Similarity NPD7199 Phase 2
0.7484 Intermediate Similarity NPD5401 Approved
0.7483 Intermediate Similarity NPD9545 Approved
0.7473 Intermediate Similarity NPD8151 Discontinued
0.7468 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD7033 Discontinued
0.7438 Intermediate Similarity NPD6273 Approved
0.7423 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD4476 Approved
0.7419 Intermediate Similarity NPD2531 Phase 2
0.7419 Intermediate Similarity NPD4477 Approved
0.7417 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7415 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD2309 Approved
0.74 Intermediate Similarity NPD4908 Phase 1
0.7396 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD3926 Phase 2
0.7389 Intermediate Similarity NPD2654 Approved
0.7386 Intermediate Similarity NPD447 Suspended
0.7375 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD7228 Approved
0.7341 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7322 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7322 Intermediate Similarity NPD6777 Approved
0.7322 Intermediate Similarity NPD6780 Approved
0.7322 Intermediate Similarity NPD6781 Approved
0.7322 Intermediate Similarity NPD6778 Approved
0.7322 Intermediate Similarity NPD6779 Approved
0.7322 Intermediate Similarity NPD6782 Approved
0.7322 Intermediate Similarity NPD6776 Approved
0.732 Intermediate Similarity NPD4307 Phase 2
0.7303 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7302 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7302 Intermediate Similarity NPD7783 Phase 2
0.7297 Intermediate Similarity NPD4749 Approved
0.7297 Intermediate Similarity NPD7698 Approved
0.7297 Intermediate Similarity NPD7696 Phase 3
0.7297 Intermediate Similarity NPD7697 Approved
0.7279 Intermediate Similarity NPD1610 Phase 2
0.7278 Intermediate Similarity NPD1247 Approved
0.7273 Intermediate Similarity NPD6355 Discontinued
0.7273 Intermediate Similarity NPD5124 Phase 1
0.7273 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD1471 Phase 3
0.726 Intermediate Similarity NPD1778 Approved
0.7258 Intermediate Similarity NPD7870 Phase 2
0.7258 Intermediate Similarity NPD7871 Phase 2
0.7253 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7249 Intermediate Similarity NPD7874 Approved
0.7249 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD3225 Approved
0.7248 Intermediate Similarity NPD1876 Approved
0.7237 Intermediate Similarity NPD3027 Phase 3
0.7232 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD6746 Phase 2
0.7207 Intermediate Similarity NPD4287 Approved
0.72 Intermediate Similarity NPD3266 Approved
0.72 Intermediate Similarity NPD3267 Approved
0.7193 Intermediate Similarity NPD5242 Approved

Structure

External Identifiers

PubChem CID   25135698
ChEMBL   CHEMBL490809
ZINC  

Physicochemical Properties

Molecular Weight:  408.23
ALogP:  2.4825
MLogP:  3.88
XLogP:  8.84
# Rotatable Bonds:  16
Polar Surface Area:  66.76
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  30

Download Data

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