Natural Product: NPC284078

Natural Product ID:  NPC284078
Common Name:   N-Protocatechuoyltyramine
IUPAC Name:   3,4-dihydroxy-N-[2-(4-hydroxyphenyl)ethyl]benzamide
Synonyms:   N-Protocatechuoyltyramine
Molecular Formula:   C15H15NO4
Standard InCHIKey:  VGIFBSQQOUBLSS-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C15H15NO4/c17-12-4-1-10(2-5-12)7-8-16-15(20)11-3-6-13(18)14(19)9-11/h1-6,9,17-19H,7-8H2,(H,16,20)
Canonical SMILES:  Oc1ccc(cc1)CCN=C(c1ccc(c(c1)O)O)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
NPO1436 Houttuynia cordata Species Saururaceae Eukaryota TCM_Taiwan*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT319 Cell Line B16 Mus musculus Activity = 88 % 19524439
NPT741 Individual Protein Tyrosinase Homo sapiens Activity = 9 % 19524439
NPT2739 Individual Protein Tyrosinase Mus musculus Activity = 6 % 19524439

  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 NPC284078 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
0.931 High Similarity NPC268572
0.9224 High Similarity NPC122009
0.9138 High Similarity NPC283468
0.8879 High Similarity NPC142599
0.885 High Similarity NPC153690
0.8609 High Similarity NPC71266
0.8492 Intermediate Similarity NPC251571
0.8492 Intermediate Similarity NPC477839
0.8438 Intermediate Similarity NPC114102
0.8397 Intermediate Similarity NPC126637
0.839 Intermediate Similarity NPC146422
0.8372 Intermediate Similarity NPC214869
0.8362 Intermediate Similarity NPC96224
0.8362 Intermediate Similarity NPC24101
0.8359 Intermediate Similarity NPC35961
0.8359 Intermediate Similarity NPC52029
0.8359 Intermediate Similarity NPC195749
0.8333 Intermediate Similarity NPC14600
0.8333 Intermediate Similarity NPC160607
0.8333 Intermediate Similarity NPC41473
0.8333 Intermediate Similarity NPC471511
0.8333 Intermediate Similarity NPC312770
0.8333 Intermediate Similarity NPC204848
0.8293 Intermediate Similarity NPC115627
0.8293 Intermediate Similarity NPC118522
0.8293 Intermediate Similarity NPC169207
0.8281 Intermediate Similarity NPC271808
0.8281 Intermediate Similarity NPC155838
0.8271 Intermediate Similarity NPC299583
0.823 Intermediate Similarity NPC223393
0.8195 Intermediate Similarity NPC254610
0.8182 Intermediate Similarity NPC6913
0.8167 Intermediate Similarity NPC471485
0.8151 Intermediate Similarity NPC268032
0.8134 Intermediate Similarity NPC296898
0.813 Intermediate Similarity NPC85276
0.8103 Intermediate Similarity NPC239291
0.8087 Intermediate Similarity NPC178902
0.8062 Intermediate Similarity NPC186898
0.8062 Intermediate Similarity NPC153990
0.8053 Intermediate Similarity NPC109955
0.8051 Intermediate Similarity NPC114392
0.8051 Intermediate Similarity NPC105727
0.8051 Intermediate Similarity NPC58427
0.8051 Intermediate Similarity NPC34864
0.8049 Intermediate Similarity NPC311737
0.8049 Intermediate Similarity NPC38458
0.8043 Intermediate Similarity NPC5462
0.8034 Intermediate Similarity NPC231705
0.8017 Intermediate Similarity NPC12278
0.8 Intermediate Similarity NPC163674
0.8 Intermediate Similarity NPC252817
0.7984 Intermediate Similarity NPC301713
0.7984 Intermediate Similarity NPC323775
0.7984 Intermediate Similarity NPC236347
0.7983 Intermediate Similarity NPC258056
0.7983 Intermediate Similarity NPC254833
0.7983 Intermediate Similarity NPC228343
0.7967 Intermediate Similarity NPC82963
0.7966 Intermediate Similarity NPC142297
0.7966 Intermediate Similarity NPC176527
0.7956 Intermediate Similarity NPC222039
0.7956 Intermediate Similarity NPC100478
0.7951 Intermediate Similarity NPC120280
0.792 Intermediate Similarity NPC43275
0.7917 Intermediate Similarity NPC474149
0.7917 Intermediate Similarity NPC226401
0.7917 Intermediate Similarity NPC79793
0.7917 Intermediate Similarity NPC120982
0.7917 Intermediate Similarity NPC174096
0.7917 Intermediate Similarity NPC147634
0.7907 Intermediate Similarity NPC318965
0.7899 Intermediate Similarity NPC233835
0.7891 Intermediate Similarity NPC318777
0.7872 Intermediate Similarity NPC471032
0.7872 Intermediate Similarity NPC470935
0.7851 Intermediate Similarity NPC297657
0.7851 Intermediate Similarity NPC179002
0.7851 Intermediate Similarity NPC257430
0.7851 Intermediate Similarity NPC187583
0.7845 Intermediate Similarity NPC110764
0.7833 Intermediate Similarity NPC55617
0.7833 Intermediate Similarity NPC62258
0.782 Intermediate Similarity NPC130595
0.782 Intermediate Similarity NPC93882
0.781 Intermediate Similarity NPC477837
0.781 Intermediate Similarity NPC477838
0.7805 Intermediate Similarity NPC118202
0.7801 Intermediate Similarity NPC277857
0.7801 Intermediate Similarity NPC115144
0.7778 Intermediate Similarity NPC196479
0.7769 Intermediate Similarity NPC29477
0.7761 Intermediate Similarity NPC285078
0.7761 Intermediate Similarity NPC313737
0.7761 Intermediate Similarity NPC6854
0.7742 Intermediate Similarity NPC317254
0.7742 Intermediate Similarity NPC472893
0.7742 Intermediate Similarity NPC37302
0.7719 Intermediate Similarity NPC274678
0.7719 Intermediate Similarity NPC107522
0.7717 Intermediate Similarity NPC475245
0.7717 Intermediate Similarity NPC472071
0.7712 Intermediate Similarity NPC120719
0.7708 Intermediate Similarity NPC127402
0.7705 Intermediate Similarity NPC280382
0.7704 Intermediate Similarity NPC218530
0.7698 Intermediate Similarity NPC144343
0.7681 Intermediate Similarity NPC77572
0.7672 Intermediate Similarity NPC131587
0.7656 Intermediate Similarity NPC470414
0.7656 Intermediate Similarity NPC183262
0.7655 Intermediate Similarity NPC275027
0.7638 Intermediate Similarity NPC217174
0.7627 Intermediate Similarity NPC68055
0.7619 Intermediate Similarity NPC277588
0.7615 Intermediate Similarity NPC13020
0.7615 Intermediate Similarity NPC140359
0.7612 Intermediate Similarity NPC329595
0.7612 Intermediate Similarity NPC308885
0.7612 Intermediate Similarity NPC255550
0.7612 Intermediate Similarity NPC326599
0.7607 Intermediate Similarity NPC155847
0.7607 Intermediate Similarity NPC289381
0.7586 Intermediate Similarity NPC107619
0.7583 Intermediate Similarity NPC477814
0.7581 Intermediate Similarity NPC264558
0.7563 Intermediate Similarity NPC52087
0.7563 Intermediate Similarity NPC30506
0.7557 Intermediate Similarity NPC62101
0.7557 Intermediate Similarity NPC95733
0.7551 Intermediate Similarity NPC107602
0.7541 Intermediate Similarity NPC290566
0.7541 Intermediate Similarity NPC145638
0.754 Intermediate Similarity NPC299252
0.754 Intermediate Similarity NPC61062
0.754 Intermediate Similarity NPC277394
0.7534 Intermediate Similarity NPC18614
0.7521 Intermediate Similarity NPC125732
0.7519 Intermediate Similarity NPC161593
0.7519 Intermediate Similarity NPC24125
0.7519 Intermediate Similarity NPC16031
0.7519 Intermediate Similarity NPC145888
0.75 Intermediate Similarity NPC292452
0.75 Intermediate Similarity NPC51698
0.75 Intermediate Similarity NPC283760
0.75 Intermediate Similarity NPC176893
0.75 Intermediate Similarity NPC191866
0.7481 Intermediate Similarity NPC45191
0.7481 Intermediate Similarity NPC473724
0.7481 Intermediate Similarity NPC211218
0.7481 Intermediate Similarity NPC473451
0.748 Intermediate Similarity NPC278652
0.748 Intermediate Similarity NPC200988
0.748 Intermediate Similarity NPC610
0.748 Intermediate Similarity NPC145023
0.748 Intermediate Similarity NPC222084
0.748 Intermediate Similarity NPC293619
0.748 Intermediate Similarity NPC175799
0.7479 Intermediate Similarity NPC477802
0.7479 Intermediate Similarity NPC477801
0.7466 Intermediate Similarity NPC52475
0.7462 Intermediate Similarity NPC472271
0.7462 Intermediate Similarity NPC147654
0.7462 Intermediate Similarity NPC237667
0.746 Intermediate Similarity NPC4665
0.7459 Intermediate Similarity NPC95344
0.7458 Intermediate Similarity NPC161571
0.7458 Intermediate Similarity NPC275053
0.7458 Intermediate Similarity NPC248573
0.7456 Intermediate Similarity NPC45040
0.7447 Intermediate Similarity NPC106183
0.7438 Intermediate Similarity NPC1786
0.7438 Intermediate Similarity NPC294902
0.7438 Intermediate Similarity NPC1075
0.7436 Intermediate Similarity NPC32674
0.7429 Intermediate Similarity NPC323123
0.7424 Intermediate Similarity NPC131747
0.7424 Intermediate Similarity NPC257682
0.7424 Intermediate Similarity NPC146355
0.7422 Intermediate Similarity NPC86198
0.7422 Intermediate Similarity NPC470626
0.7419 Intermediate Similarity NPC227553
0.7417 Intermediate Similarity NPC79672
0.741 Intermediate Similarity NPC471283
0.7405 Intermediate Similarity NPC471314
0.7405 Intermediate Similarity NPC471315
0.7398 Intermediate Similarity NPC316052
0.7395 Intermediate Similarity NPC143659
0.7395 Intermediate Similarity NPC100340
0.7385 Intermediate Similarity NPC83279
0.7379 Intermediate Similarity NPC153644
0.7364 Intermediate Similarity NPC181969
0.7364 Intermediate Similarity NPC109371
0.7364 Intermediate Similarity NPC70084
0.7364 Intermediate Similarity NPC320987
0.7364 Intermediate Similarity NPC226629
0.7364 Intermediate Similarity NPC141791
0.7364 Intermediate Similarity NPC477803
0.7364 Intermediate Similarity NPC470214
0.7364 Intermediate Similarity NPC470215

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC284078 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
0.8696 High Similarity NPD9280 Clinical (unspecified phase)
0.8689 High Similarity NPD2337 Clinical (unspecified phase)
0.839 Intermediate Similarity NPD9377 Approved
0.839 Intermediate Similarity NPD9379 Approved
0.8293 Intermediate Similarity NPD9381 Approved
0.8293 Intermediate Similarity NPD9384 Approved
0.8168 Intermediate Similarity NPD3059 Approved
0.8168 Intermediate Similarity NPD3062 Approved
0.8168 Intermediate Similarity NPD3061 Approved
0.811 Intermediate Similarity NPD5310 Approved
0.811 Intermediate Similarity NPD5311 Approved
0.8047 Intermediate Similarity NPD3053 Approved
0.8047 Intermediate Similarity NPD3055 Approved
0.8045 Intermediate Similarity NPD5314 Approved
0.8031 Intermediate Similarity NPD9622 Approved
0.7984 Intermediate Similarity NPD9621 Approved
0.7984 Intermediate Similarity NPD9620 Approved
0.7984 Intermediate Similarity NPD9619 Approved
0.7983 Intermediate Similarity NPD3021 Approved
0.7983 Intermediate Similarity NPD3022 Approved
0.7829 Intermediate Similarity NPD9634 Clinical (unspecified phase)
0.782 Intermediate Similarity NPD2674 Phase 3
0.7761 Intermediate Similarity NPD1558 Phase 1
0.7744 Intermediate Similarity NPD2028 Clinical (unspecified phase)
0.7744 Intermediate Similarity NPD597 Approved
0.7744 Intermediate Similarity NPD598 Approved
0.7744 Intermediate Similarity NPD601 Approved
0.7687 Intermediate Similarity NPD1136 Approved
0.7687 Intermediate Similarity NPD1132 Approved
0.7687 Intermediate Similarity NPD1130 Approved
0.7676 Intermediate Similarity NPD4123 Phase 3
0.7647 Intermediate Similarity NPD817 Approved
0.7647 Intermediate Similarity NPD823 Approved
0.7612 Intermediate Similarity NPD3145 Approved
0.7612 Intermediate Similarity NPD3144 Approved
0.7581 Intermediate Similarity NPD2228 Approved
0.7581 Intermediate Similarity NPD2229 Approved
0.7581 Intermediate Similarity NPD2234 Approved
0.7554 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7541 Intermediate Similarity NPD9380 Clinical (unspecified phase)
0.7541 Intermediate Similarity NPD1792 Phase 2
0.7519 Intermediate Similarity NPD9569 Approved
0.75 Intermediate Similarity NPD4093 Discontinued
0.7482 Intermediate Similarity NPD1632 Clinical (unspecified phase)
0.7458 Intermediate Similarity NPD1242 Phase 1
0.7444 Intermediate Similarity NPD7451 Discontinued
0.7438 Intermediate Similarity NPD1445 Approved
0.7438 Intermediate Similarity NPD1444 Approved
0.7422 Intermediate Similarity NPD1759 Phase 1
0.7417 Intermediate Similarity NPD9610 Approved
0.7417 Intermediate Similarity NPD9608 Approved
0.7415 Intermediate Similarity NPD4675 Approved
0.7415 Intermediate Similarity NPD4678 Approved
0.7357 Intermediate Similarity NPD9570 Approved
0.7348 Intermediate Similarity NPD1669 Approved
0.7344 Intermediate Similarity NPD1758 Phase 1
0.7328 Intermediate Similarity NPD2934 Approved
0.7328 Intermediate Similarity NPD2933 Approved
0.7324 Intermediate Similarity NPD3060 Approved
0.7313 Intermediate Similarity NPD257 Approved
0.7313 Intermediate Similarity NPD258 Approved
0.7308 Intermediate Similarity NPD5238 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD259 Phase 1
0.7293 Intermediate Similarity NPD2922 Phase 1
0.728 Intermediate Similarity NPD228 Approved
0.7279 Intermediate Similarity NPD9537 Phase 1
0.7279 Intermediate Similarity NPD9536 Phase 1
0.7273 Intermediate Similarity NPD2561 Approved
0.7273 Intermediate Similarity NPD2562 Approved
0.7266 Intermediate Similarity NPD2568 Approved
0.7265 Intermediate Similarity NPD2860 Approved
0.7265 Intermediate Similarity NPD2859 Approved
0.7252 Intermediate Similarity NPD1983 Approved
0.7252 Intermediate Similarity NPD3421 Phase 3
0.7252 Intermediate Similarity NPD1980 Approved
0.7252 Intermediate Similarity NPD1981 Approved
0.7244 Intermediate Similarity NPD9618 Approved
0.7244 Intermediate Similarity NPD9614 Approved
0.723 Intermediate Similarity NPD4005 Discontinued
0.7227 Intermediate Similarity NPD3020 Approved
0.7222 Intermediate Similarity NPD302 Approved
0.7218 Intermediate Similarity NPD4659 Approved
0.7218 Intermediate Similarity NPD3676 Clinical (unspecified phase)
0.7214 Intermediate Similarity NPD3553 Approved
0.7214 Intermediate Similarity NPD3554 Approved
0.7214 Intermediate Similarity NPD3555 Approved
0.7214 Intermediate Similarity NPD3552 Approved
0.7209 Intermediate Similarity NPD317 Approved
0.7209 Intermediate Similarity NPD9616 Approved
0.7209 Intermediate Similarity NPD856 Approved
0.7209 Intermediate Similarity NPD9613 Approved
0.7209 Intermediate Similarity NPD318 Approved
0.7209 Intermediate Similarity NPD16 Approved
0.7209 Intermediate Similarity NPD9615 Approved
0.7206 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD555 Phase 2
0.7176 Intermediate Similarity NPD1751 Approved
0.7154 Intermediate Similarity NPD2226 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD316 Approved
0.7153 Intermediate Similarity NPD6658 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD6331 Phase 2
0.7153 Intermediate Similarity NPD3027 Phase 3
0.7143 Intermediate Similarity NPD9273 Approved
0.7132 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7122 Intermediate Similarity NPD6346 Approved
0.7111 Intermediate Similarity NPD4103 Phase 2
0.7111 Intermediate Similarity NPD4104 Clinical (unspecified phase)
0.7109 Intermediate Similarity NPD1791 Approved
0.7109 Intermediate Similarity NPD1793 Approved
0.7095 Intermediate Similarity NPD2122 Discontinued
0.7075 Intermediate Similarity NPD4160 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD1375 Discontinued
0.7055 Intermediate Similarity NPD2422 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD3845 Phase 1
0.705 Intermediate Similarity NPD6405 Approved
0.705 Intermediate Similarity NPD6407 Approved
0.7039 Intermediate Similarity NPD2977 Approved
0.7039 Intermediate Similarity NPD2978 Approved
0.7027 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7023 Intermediate Similarity NPD5303 Approved
0.7023 Intermediate Similarity NPD5304 Approved
0.7013 Intermediate Similarity NPD5604 Discontinued
0.7007 Intermediate Similarity NPD2420 Approved
0.7007 Intermediate Similarity NPD2421 Approved
0.7 Intermediate Similarity NPD826 Approved
0.7 Intermediate Similarity NPD825 Approved
0.7 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD1613 Approved
0.6993 Remote Similarity NPD2161 Phase 2
0.6992 Remote Similarity NPD179 Clinical (unspecified phase)
0.6986 Remote Similarity NPD2219 Phase 1
0.6957 Remote Similarity NPD5752 Clinical (unspecified phase)
0.695 Remote Similarity NPD274 Approved
0.695 Remote Similarity NPD275 Approved
0.694 Remote Similarity NPD5350 Clinical (unspecified phase)
0.694 Remote Similarity NPD5351 Clinical (unspecified phase)
0.6928 Remote Similarity NPD5772 Approved
0.6928 Remote Similarity NPD5773 Approved
0.6923 Remote Similarity NPD6867 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6866 Clinical (unspecified phase)
0.6918 Remote Similarity NPD3400 Discontinued
0.6917 Remote Similarity NPD2668 Approved
0.6917 Remote Similarity NPD2667 Approved
0.6906 Remote Similarity NPD5156 Approved
0.6906 Remote Similarity NPD2372 Approved
0.6906 Remote Similarity NPD5155 Approved
0.6906 Remote Similarity NPD3136 Phase 2
0.6903 Remote Similarity NPD7975 Clinical (unspecified phase)
0.6897 Remote Similarity NPD7153 Discontinued
0.6892 Remote Similarity NPD4357 Discontinued
0.6891 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6889 Remote Similarity NPD2232 Approved
0.6889 Remote Similarity NPD2230 Approved
0.6889 Remote Similarity NPD2233 Approved
0.6885 Remote Similarity NPD289 Clinical (unspecified phase)
0.6884 Remote Similarity NPD3636 Approved
0.6884 Remote Similarity NPD3635 Approved
0.6884 Remote Similarity NPD3637 Approved
0.6879 Remote Similarity NPD1555 Discontinued
0.6879 Remote Similarity NPD943 Approved
0.6875 Remote Similarity NPD7450 Phase 2
0.687 Remote Similarity NPD9568 Approved
0.6857 Remote Similarity NPD5718 Phase 2
0.6857 Remote Similarity NPD5111 Phase 2
0.6857 Remote Similarity NPD5109 Approved
0.6857 Remote Similarity NPD5110 Phase 2
0.6849 Remote Similarity NPD4162 Approved
0.6849 Remote Similarity NPD4237 Approved
0.6849 Remote Similarity NPD4236 Phase 3
0.6842 Remote Similarity NPD111 Approved
0.6838 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6835 Remote Similarity NPD3595 Approved
0.6835 Remote Similarity NPD3594 Approved
0.6835 Remote Similarity NPD2606 Approved
0.6835 Remote Similarity NPD2605 Approved
0.6833 Remote Similarity NPD844 Approved
0.6829 Remote Similarity NPD846 Approved
0.6829 Remote Similarity NPD940 Approved
0.6821 Remote Similarity NPD1972 Approved
0.6821 Remote Similarity NPD1973 Approved
0.6821 Remote Similarity NPD1969 Clinical (unspecified phase)
0.6812 Remote Similarity NPD599 Approved
0.6812 Remote Similarity NPD602 Approved
0.6812 Remote Similarity NPD6584 Phase 3
0.6812 Remote Similarity NPD858 Approved
0.6812 Remote Similarity NPD859 Approved
0.6812 Remote Similarity NPD2195 Approved
0.6812 Remote Similarity NPD2194 Approved
0.6809 Remote Similarity NPD840 Approved
0.6809 Remote Similarity NPD839 Approved
0.6809 Remote Similarity NPD5729 Clinical (unspecified phase)
0.6794 Remote Similarity NPD709 Approved
0.6791 Remote Similarity NPD2286 Discontinued
0.6783 Remote Similarity NPD1772 Clinical (unspecified phase)
0.6777 Remote Similarity NPD288 Approved
0.6776 Remote Similarity NPD3455 Phase 2
0.6769 Remote Similarity NPD5283 Phase 1
0.6765 Remote Similarity NPD2231 Phase 2
0.6765 Remote Similarity NPD2235 Phase 2
0.6761 Remote Similarity NPD2238 Phase 2

Structure

External Identifiers

PubChem CID   44521377
ChEMBL   CHEMBL564134
ZINC  

Physicochemical Properties

Molecular Weight:  273.10
ALogP:  -1.4195
MLogP:  2.56
XLogP:  2.414
# Rotatable Bonds:  8
Polar Surface Area:  93.28
# H-Bond Aceptor:  2
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  20

Download Data

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Structure MOL file  
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Biological Activities  
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