Natural Product: NPC70320

Natural Product ID:  NPC70320
Common Name:   Vitexdoin D
IUPAC Name:   3,7-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-methoxynaphthalene-2-carbaldehyde
Synonyms:   vitexdoin D
Molecular Formula:   C19H16O6
Standard InCHIKey:  VEMAKQNXRTXQPD-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C19H16O6/c1-24-17-6-10(3-4-14(17)21)19-12-8-16(23)18(25-2)7-11(12)5-15(22)13(19)9-20/h3-9,21-23H,1-2H3
Canonical SMILES:  COc1cc2cc(O)c(c(c2cc1O)c1ccc(c(c1)OC)O)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
NPO14602 Vitex negundo Species Lamiaceae Eukaryota Seeds PMID[19715321]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 130 nM 20194693
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 91.13 % 13678412

  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 NPC70320 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
0.9931 High Similarity NPC137125
0.9795 High Similarity NPC3744
0.9517 High Similarity NPC39361
0.9379 High Similarity NPC300603
0.9379 High Similarity NPC91694
0.9329 High Similarity NPC75377
0.9281 High Similarity NPC141574
0.92 High Similarity NPC473201
0.92 High Similarity NPC302783
0.9097 High Similarity NPC131905
0.9026 High Similarity NPC143328
0.9013 High Similarity NPC164912
0.8961 High Similarity NPC213401
0.8961 High Similarity NPC279605
0.8947 High Similarity NPC118427
0.8924 High Similarity NPC26386
0.8903 High Similarity NPC199463
0.8903 High Similarity NPC37543
0.8903 High Similarity NPC178976
0.8859 High Similarity NPC275278
0.8839 High Similarity NPC5379
0.8839 High Similarity NPC14561
0.8839 High Similarity NPC77807
0.8831 High Similarity NPC93552
0.8824 High Similarity NPC144283
0.8824 High Similarity NPC306011
0.8824 High Similarity NPC472838
0.8816 High Similarity NPC261322
0.88 High Similarity NPC160777
0.88 High Similarity NPC73416
0.8782 High Similarity NPC296044
0.8782 High Similarity NPC167098
0.8742 High Similarity NPC477689
0.8734 High Similarity NPC311740
0.871 High Similarity NPC107109
0.871 High Similarity NPC475770
0.871 High Similarity NPC474000
0.8707 High Similarity NPC141368
0.8701 High Similarity NPC78505
0.8701 High Similarity NPC256406
0.8688 High Similarity NPC303174
0.8681 High Similarity NPC228843
0.8675 High Similarity NPC68441
0.8671 High Similarity NPC84571
0.8671 High Similarity NPC36217
0.8667 High Similarity NPC50954
0.865 High Similarity NPC4200
0.8649 High Similarity NPC1268
0.8645 High Similarity NPC149889
0.8645 High Similarity NPC295646
0.8645 High Similarity NPC312338
0.8636 High Similarity NPC31132
0.8636 High Similarity NPC58310
0.8636 High Similarity NPC85131
0.8636 High Similarity NPC295977
0.8634 High Similarity NPC43319
0.863 High Similarity NPC152209
0.8625 High Similarity NPC101769
0.8625 High Similarity NPC270837
0.8608 High Similarity NPC85121
0.86 High Similarity NPC192597
0.86 High Similarity NPC229218
0.86 High Similarity NPC141817
0.86 High Similarity NPC169214
0.86 High Similarity NPC11314
0.86 High Similarity NPC176030
0.8591 High Similarity NPC82336
0.8591 High Similarity NPC78987
0.8581 High Similarity NPC206207
0.858 High Similarity NPC218226
0.8571 High Similarity NPC171916
0.8571 High Similarity NPC38545
0.8571 High Similarity NPC329933
0.8562 High Similarity NPC116838
0.8562 High Similarity NPC294965
0.8562 High Similarity NPC58373
0.8562 High Similarity NPC34802
0.8562 High Similarity NPC22130
0.8562 High Similarity NPC144843
0.8562 High Similarity NPC201800
0.8544 High Similarity NPC136674
0.8544 High Similarity NPC35598
0.8544 High Similarity NPC222689
0.8543 High Similarity NPC239608
0.8543 High Similarity NPC46161
0.8528 High Similarity NPC188079
0.8528 High Similarity NPC300307
0.8526 High Similarity NPC131121
0.8526 High Similarity NPC474993
0.8526 High Similarity NPC180388
0.8526 High Similarity NPC199773
0.8516 High Similarity NPC472279
0.8509 High Similarity NPC236132
0.8509 High Similarity NPC186686
0.8509 High Similarity NPC197168
0.8506 High Similarity NPC238279
0.8506 High Similarity NPC139364
0.8506 High Similarity NPC194653
0.8506 High Similarity NPC254702
0.8506 High Similarity NPC80710
0.8506 High Similarity NPC166036
0.8506 High Similarity NPC203077
0.8506 High Similarity NPC203747
0.85 High Similarity NPC469889
0.85 High Similarity NPC66288
0.8491 Intermediate Similarity NPC104876
0.8491 Intermediate Similarity NPC245891
0.8491 Intermediate Similarity NPC210459
0.8491 Intermediate Similarity NPC235448
0.8491 Intermediate Similarity NPC45846
0.8487 Intermediate Similarity NPC196941
0.8487 Intermediate Similarity NPC309169
0.8481 Intermediate Similarity NPC478223
0.8481 Intermediate Similarity NPC291878
0.8481 Intermediate Similarity NPC195796
0.8481 Intermediate Similarity NPC109765
0.8481 Intermediate Similarity NPC35038
0.8481 Intermediate Similarity NPC227062
0.8481 Intermediate Similarity NPC278778
0.8481 Intermediate Similarity NPC288353
0.8476 Intermediate Similarity NPC131866
0.8471 Intermediate Similarity NPC208806
0.8471 Intermediate Similarity NPC62051
0.8466 Intermediate Similarity NPC469521
0.8466 Intermediate Similarity NPC474024
0.8466 Intermediate Similarity NPC186392
0.8462 Intermediate Similarity NPC474417
0.8462 Intermediate Similarity NPC124842
0.8462 Intermediate Similarity NPC149526
0.8457 Intermediate Similarity NPC25361
0.8457 Intermediate Similarity NPC293319
0.8456 Intermediate Similarity NPC275061
0.8456 Intermediate Similarity NPC132804
0.8456 Intermediate Similarity NPC220344
0.8456 Intermediate Similarity NPC243996
0.8452 Intermediate Similarity NPC195763
0.8452 Intermediate Similarity NPC264289
0.8452 Intermediate Similarity NPC139293
0.8452 Intermediate Similarity NPC333691
0.8452 Intermediate Similarity NPC264550
0.8452 Intermediate Similarity NPC200060
0.8452 Intermediate Similarity NPC40290
0.8452 Intermediate Similarity NPC142876
0.8452 Intermediate Similarity NPC69430
0.8452 Intermediate Similarity NPC472837
0.8447 Intermediate Similarity NPC476247
0.8447 Intermediate Similarity NPC469472
0.8446 Intermediate Similarity NPC141934
0.8442 Intermediate Similarity NPC52692
0.8438 Intermediate Similarity NPC78944
0.8438 Intermediate Similarity NPC228785
0.8438 Intermediate Similarity NPC321399
0.8438 Intermediate Similarity NPC299436
0.8438 Intermediate Similarity NPC161947
0.8438 Intermediate Similarity NPC56085
0.8438 Intermediate Similarity NPC14353
0.8438 Intermediate Similarity NPC47623
0.8438 Intermediate Similarity NPC471973
0.8438 Intermediate Similarity NPC474960
0.8438 Intermediate Similarity NPC65784
0.8438 Intermediate Similarity NPC155302
0.8431 Intermediate Similarity NPC157133
0.8428 Intermediate Similarity NPC27337
0.8428 Intermediate Similarity NPC472598
0.8428 Intermediate Similarity NPC291508
0.8428 Intermediate Similarity NPC202495
0.8428 Intermediate Similarity NPC472963
0.8428 Intermediate Similarity NPC474055
0.8421 Intermediate Similarity NPC16353
0.8421 Intermediate Similarity NPC84266
0.8418 Intermediate Similarity NPC226656
0.8418 Intermediate Similarity NPC180901
0.8418 Intermediate Similarity NPC200761
0.8418 Intermediate Similarity NPC57674
0.8418 Intermediate Similarity NPC67396
0.8418 Intermediate Similarity NPC300757
0.8418 Intermediate Similarity NPC230149
0.8418 Intermediate Similarity NPC130589
0.8418 Intermediate Similarity NPC477503
0.8418 Intermediate Similarity NPC134287
0.8418 Intermediate Similarity NPC117992
0.8418 Intermediate Similarity NPC45849
0.8418 Intermediate Similarity NPC168247
0.8418 Intermediate Similarity NPC234255
0.8418 Intermediate Similarity NPC152951
0.8418 Intermediate Similarity NPC66508
0.8418 Intermediate Similarity NPC470327
0.8418 Intermediate Similarity NPC39184
0.8415 Intermediate Similarity NPC117911
0.8411 Intermediate Similarity NPC124365
0.8411 Intermediate Similarity NPC84273
0.8408 Intermediate Similarity NPC260979
0.8408 Intermediate Similarity NPC324233
0.8408 Intermediate Similarity NPC472912
0.8408 Intermediate Similarity NPC471982
0.8408 Intermediate Similarity NPC323626
0.8405 Intermediate Similarity NPC37870
0.8405 Intermediate Similarity NPC272502
0.84 Intermediate Similarity NPC223336
0.84 Intermediate Similarity NPC12668

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC70320 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
0.8797 High Similarity NPD6232 Discontinued
0.8675 High Similarity NPD7422 Clinical (unspecified phase)
0.8634 High Similarity NPD7473 Discontinued
0.8354 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8353 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8291 Intermediate Similarity NPD1934 Approved
0.8193 Intermediate Similarity NPD5844 Phase 1
0.8125 Intermediate Similarity NPD2801 Approved
0.8121 Intermediate Similarity NPD6166 Phase 2
0.8121 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8121 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8049 Intermediate Similarity NPD6959 Discontinued
0.8025 Intermediate Similarity NPD3882 Suspended
0.7941 Intermediate Similarity NPD6559 Discontinued
0.7935 Intermediate Similarity NPD7003 Approved
0.7908 Intermediate Similarity NPD2935 Discontinued
0.7908 Intermediate Similarity NPD5404 Approved
0.7908 Intermediate Similarity NPD5406 Approved
0.7908 Intermediate Similarity NPD5408 Approved
0.7908 Intermediate Similarity NPD5405 Approved
0.7898 Intermediate Similarity NPD1511 Approved
0.7875 Intermediate Similarity NPD3226 Approved
0.7838 Intermediate Similarity NPD9494 Approved
0.7826 Intermediate Similarity NPD4380 Phase 2
0.7805 Intermediate Similarity NPD7768 Phase 2
0.7805 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7799 Intermediate Similarity NPD1512 Approved
0.7793 Intermediate Similarity NPD1201 Approved
0.7791 Intermediate Similarity NPD7819 Suspended
0.7785 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7756 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7744 Intermediate Similarity NPD3817 Phase 2
0.7744 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7742 Intermediate Similarity NPD2346 Discontinued
0.7736 Intermediate Similarity NPD2533 Approved
0.7736 Intermediate Similarity NPD2532 Approved
0.7736 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7736 Intermediate Similarity NPD2534 Approved
0.7727 Intermediate Similarity NPD1510 Phase 2
0.7719 Intermediate Similarity NPD7074 Phase 3
0.7712 Intermediate Similarity NPD1607 Approved
0.7711 Intermediate Similarity NPD6234 Discontinued
0.7707 Intermediate Similarity NPD4628 Phase 3
0.7706 Intermediate Similarity NPD3818 Discontinued
0.7703 Intermediate Similarity NPD1470 Approved
0.7687 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7673 Intermediate Similarity NPD7390 Discontinued
0.7665 Intermediate Similarity NPD5494 Approved
0.7661 Intermediate Similarity NPD7054 Approved
0.7654 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD7075 Discontinued
0.7644 Intermediate Similarity NPD8312 Approved
0.7644 Intermediate Similarity NPD8313 Approved
0.7635 Intermediate Similarity NPD1283 Approved
0.7625 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD37 Approved
0.7616 Intermediate Similarity NPD7472 Approved
0.7613 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD1651 Approved
0.7582 Intermediate Similarity NPD1240 Approved
0.758 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD1465 Phase 2
0.7576 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7564 Intermediate Similarity NPD1551 Phase 2
0.7561 Intermediate Similarity NPD7411 Suspended
0.7546 Intermediate Similarity NPD7458 Discontinued
0.7516 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD3027 Phase 3
0.75 Intermediate Similarity NPD6599 Discontinued
0.75 Intermediate Similarity NPD919 Approved
0.75 Intermediate Similarity NPD2799 Discontinued
0.7485 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD4965 Approved
0.7485 Intermediate Similarity NPD4967 Phase 2
0.7485 Intermediate Similarity NPD4966 Approved
0.7471 Intermediate Similarity NPD6797 Phase 2
0.7468 Intermediate Similarity NPD4060 Phase 1
0.7468 Intermediate Similarity NPD943 Approved
0.7468 Intermediate Similarity NPD1549 Phase 2
0.7468 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD3620 Phase 2
0.7451 Intermediate Similarity NPD3764 Approved
0.7444 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7432 Intermediate Similarity NPD1281 Approved
0.7429 Intermediate Similarity NPD7251 Discontinued
0.7423 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD2798 Approved
0.7415 Intermediate Similarity NPD4626 Approved
0.7412 Intermediate Similarity NPD7199 Phase 2
0.7412 Intermediate Similarity NPD1247 Approved
0.741 Intermediate Similarity NPD6801 Discontinued
0.7405 Intermediate Similarity NPD2344 Approved
0.7399 Intermediate Similarity NPD7177 Discontinued
0.7399 Intermediate Similarity NPD7228 Approved
0.7386 Intermediate Similarity NPD7808 Phase 3
0.7386 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7375 Intermediate Similarity NPD8166 Discontinued
0.7375 Intermediate Similarity NPD3750 Approved
0.736 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7355 Intermediate Similarity NPD2979 Phase 3
0.7346 Intermediate Similarity NPD6799 Approved
0.7342 Intermediate Similarity NPD2438 Suspended
0.7342 Intermediate Similarity NPD2796 Approved
0.7338 Intermediate Similarity NPD6798 Discontinued
0.7337 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7337 Intermediate Similarity NPD3749 Approved
0.7326 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD3926 Phase 2
0.7308 Intermediate Similarity NPD447 Suspended
0.7301 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD4625 Phase 3
0.7257 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7256 Intermediate Similarity NPD6273 Approved
0.7244 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD1613 Approved
0.723 Intermediate Similarity NPD5691 Approved
0.7226 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD2313 Discontinued
0.7222 Intermediate Similarity NPD8150 Discontinued
0.7222 Intermediate Similarity NPD2309 Approved
0.7219 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7211 Intermediate Similarity NPD5536 Phase 2
0.7209 Intermediate Similarity NPD8127 Discontinued
0.7208 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD6674 Discontinued
0.7197 Intermediate Similarity NPD1933 Approved
0.7188 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD5283 Phase 1
0.717 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD5710 Approved
0.7168 Intermediate Similarity NPD5711 Approved
0.7166 Intermediate Similarity NPD6777 Approved
0.7166 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7166 Intermediate Similarity NPD6782 Approved
0.7166 Intermediate Similarity NPD6780 Approved
0.7166 Intermediate Similarity NPD6779 Approved
0.7166 Intermediate Similarity NPD6778 Approved
0.7166 Intermediate Similarity NPD6781 Approved
0.7166 Intermediate Similarity NPD6776 Approved
0.716 Intermediate Similarity NPD8455 Phase 2
0.7153 Intermediate Similarity NPD228 Approved
0.7152 Intermediate Similarity NPD3972 Approved
0.7143 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD7038 Approved
0.7135 Intermediate Similarity NPD7039 Approved
0.7135 Intermediate Similarity NPD8151 Discontinued
0.7125 Intermediate Similarity NPD2531 Phase 2
0.7118 Intermediate Similarity NPD5616 Clinical (unspecified phase)
0.7118 Intermediate Similarity NPD5402 Approved
0.7117 Intermediate Similarity NPD6190 Approved
0.7108 Intermediate Similarity NPD5403 Approved
0.7097 Intermediate Similarity NPD4908 Phase 1
0.709 Intermediate Similarity NPD6823 Phase 2
0.7089 Intermediate Similarity NPD6355 Discontinued
0.7089 Intermediate Similarity NPD230 Phase 1
0.7086 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD7028 Phase 2
0.7073 Intermediate Similarity NPD3300 Phase 2
0.7063 Intermediate Similarity NPD3748 Approved
0.7062 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7062 Intermediate Similarity NPD7783 Phase 2
0.7059 Intermediate Similarity NPD1876 Approved
0.7055 Intermediate Similarity NPD4110 Phase 3
0.7055 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD7435 Discontinued
0.7051 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD6651 Approved
0.7039 Intermediate Similarity NPD7685 Pre-registration
0.7033 Intermediate Similarity NPD8434 Phase 2
0.7019 Intermediate Similarity NPD6099 Approved
0.7019 Intermediate Similarity NPD6100 Approved
0.7019 Intermediate Similarity NPD4477 Approved
0.7019 Intermediate Similarity NPD4476 Approved
0.7017 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7016 Intermediate Similarity NPD7870 Phase 2
0.7016 Intermediate Similarity NPD7871 Phase 2
0.7013 Intermediate Similarity NPD1203 Approved
0.7013 Intermediate Similarity NPD1164 Approved
0.7006 Intermediate Similarity NPD920 Approved
0.7006 Intermediate Similarity NPD3751 Discontinued
0.6994 Remote Similarity NPD2800 Approved
0.6988 Remote Similarity NPD5401 Approved
0.6987 Remote Similarity NPD6832 Phase 2
0.6971 Remote Similarity NPD7229 Phase 3
0.6971 Remote Similarity NPD3787 Discontinued
0.697 Remote Similarity NPD643 Clinical (unspecified phase)
0.6963 Remote Similarity NPD7697 Approved
0.6963 Remote Similarity NPD7696 Phase 3
0.6963 Remote Similarity NPD7698 Approved
0.6962 Remote Similarity NPD6233 Phase 2
0.6961 Remote Similarity NPD3534 Clinical (unspecified phase)
0.6957 Remote Similarity NPD4308 Phase 3
0.6954 Remote Similarity NPD3019 Approved
0.6946 Remote Similarity NPD5261 Clinical (unspecified phase)
0.6944 Remote Similarity NPD7240 Approved

Structure

External Identifiers

PubChem CID   44479220
ChEMBL   CHEMBL1078523
ZINC  

Physicochemical Properties

Molecular Weight:  340.09
ALogP:  -1.6769
MLogP:  2.89
XLogP:  2.095
# Rotatable Bonds:  9
Polar Surface Area:  96.22
# H-Bond Aceptor:  1
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  25

Download Data

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