Natural Product: NPC37302

Natural Product ID:  NPC37302
Common Name:   Botryllamide F
IUPAC Name:   (Z)-3-(4-hydroxyphenyl)-N-[(E)-2-(4-hydroxyphenyl)ethenyl]-2-methoxyprop-2-enamide
Synonyms:   Botryllamide F
Molecular Formula:   C18H17NO4
Standard InCHIKey:  ZEMJXZVZGDTQEK-ATRNFBLSSA-N
Standard InCHI:  InChI=1S/C18H17NO4/c1-23-17(12-14-4-8-16(21)9-5-14)18(22)19-11-10-13-2-6-15(20)7-3-13/h2-12,20-21H,1H3,(H,19,22)/b11-10+,17-12-
Canonical SMILES:  CO/C(=Cc1ccc(cc1)O)/C(=N/C=C/c1ccc(cc1)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
NPO17784 Botrylloides tyreum Species Styelidae Eukaryota PMID[15217298]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1422 Individual Protein ATP-binding cassette sub-family G member 2 Homo sapiens IC50 = 16700 nM 21131198
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 85000 nM 26169123

  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 NPC37302 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
0.9469 High Similarity NPC83279
0.8772 High Similarity NPC303370
0.8618 High Similarity NPC99280
0.8492 Intermediate Similarity NPC303993
0.8482 Intermediate Similarity NPC96224
0.8482 Intermediate Similarity NPC24101
0.8475 Intermediate Similarity NPC256369
0.8306 Intermediate Similarity NPC186898
0.8295 Intermediate Similarity NPC213471
0.8254 Intermediate Similarity NPC45191
0.825 Intermediate Similarity NPC41801
0.8235 Intermediate Similarity NPC122009
0.823 Intermediate Similarity NPC142297
0.8175 Intermediate Similarity NPC35961
0.8175 Intermediate Similarity NPC52029
0.8175 Intermediate Similarity NPC195749
0.8167 Intermediate Similarity NPC43275
0.816 Intermediate Similarity NPC251571
0.8158 Intermediate Similarity NPC153690
0.8151 Intermediate Similarity NPC283468
0.8142 Intermediate Similarity NPC231705
0.8103 Intermediate Similarity NPC166837
0.8099 Intermediate Similarity NPC252817
0.8095 Intermediate Similarity NPC155838
0.8047 Intermediate Similarity NPC214869
0.8036 Intermediate Similarity NPC178902
0.8017 Intermediate Similarity NPC268572
0.8 Intermediate Similarity NPC323948
0.8 Intermediate Similarity NPC146530
0.7969 Intermediate Similarity NPC114102
0.7951 Intermediate Similarity NPC263835
0.7931 Intermediate Similarity NPC258056
0.7917 Intermediate Similarity NPC258992
0.7907 Intermediate Similarity NPC471953
0.7863 Intermediate Similarity NPC474149
0.7851 Intermediate Similarity NPC38458
0.7851 Intermediate Similarity NPC311737
0.7818 Intermediate Similarity NPC26244
0.7795 Intermediate Similarity NPC301713
0.7778 Intermediate Similarity NPC95733
0.7778 Intermediate Similarity NPC62101
0.7769 Intermediate Similarity NPC82963
0.7748 Intermediate Similarity NPC473388
0.7744 Intermediate Similarity NPC312770
0.7744 Intermediate Similarity NPC14600
0.7744 Intermediate Similarity NPC41473
0.7744 Intermediate Similarity NPC204848
0.7744 Intermediate Similarity NPC160607
0.7742 Intermediate Similarity NPC284078
0.7734 Intermediate Similarity NPC153990
0.7727 Intermediate Similarity NPC151715
0.7717 Intermediate Similarity NPC29477
0.7698 Intermediate Similarity NPC211218
0.7687 Intermediate Similarity NPC296898
0.7687 Intermediate Similarity NPC299583
0.7686 Intermediate Similarity NPC317254
0.7672 Intermediate Similarity NPC113457
0.7647 Intermediate Similarity NPC470355
0.7632 Intermediate Similarity NPC7686
0.7632 Intermediate Similarity NPC40258
0.7632 Intermediate Similarity NPC91461
0.7627 Intermediate Similarity NPC316052
0.7611 Intermediate Similarity NPC132078
0.7611 Intermediate Similarity NPC78119
0.7611 Intermediate Similarity NPC216468
0.7611 Intermediate Similarity NPC130193
0.7611 Intermediate Similarity NPC51333
0.7603 Intermediate Similarity NPC118202
0.7603 Intermediate Similarity NPC142599
0.7589 Intermediate Similarity NPC132271
0.7589 Intermediate Similarity NPC82664
0.7589 Intermediate Similarity NPC292730
0.7589 Intermediate Similarity NPC216520
0.7586 Intermediate Similarity NPC154899
0.7586 Intermediate Similarity NPC233396
0.7574 Intermediate Similarity NPC195814
0.7557 Intermediate Similarity NPC473724
0.7545 Intermediate Similarity NPC270547
0.7545 Intermediate Similarity NPC45040
0.7544 Intermediate Similarity NPC155847
0.7544 Intermediate Similarity NPC223393
0.7544 Intermediate Similarity NPC213730
0.7544 Intermediate Similarity NPC289381
0.7542 Intermediate Similarity NPC201959
0.754 Intermediate Similarity NPC474862
0.7523 Intermediate Similarity NPC98772
0.7523 Intermediate Similarity NPC280347
0.7523 Intermediate Similarity NPC177420
0.7522 Intermediate Similarity NPC107619
0.7522 Intermediate Similarity NPC201967
0.7521 Intermediate Similarity NPC92623
0.7521 Intermediate Similarity NPC135464
0.7518 Intermediate Similarity NPC222039
0.7518 Intermediate Similarity NPC100478
0.75 Intermediate Similarity NPC184169
0.75 Intermediate Similarity NPC280382
0.75 Intermediate Similarity NPC474603
0.75 Intermediate Similarity NPC12987
0.75 Intermediate Similarity NPC470626
0.7479 Intermediate Similarity NPC228343
0.7479 Intermediate Similarity NPC254833
0.7478 Intermediate Similarity NPC101025
0.7478 Intermediate Similarity NPC471578
0.7477 Intermediate Similarity NPC248817
0.7462 Intermediate Similarity NPC477839
0.746 Intermediate Similarity NPC473050
0.746 Intermediate Similarity NPC473051
0.7456 Intermediate Similarity NPC92730
0.7455 Intermediate Similarity NPC55561
0.7442 Intermediate Similarity NPC152186
0.7442 Intermediate Similarity NPC182147
0.7442 Intermediate Similarity NPC71105
0.7442 Intermediate Similarity NPC170583
0.7442 Intermediate Similarity NPC207541
0.7442 Intermediate Similarity NPC246133
0.7442 Intermediate Similarity NPC476249
0.744 Intermediate Similarity NPC283760
0.7434 Intermediate Similarity NPC33168
0.7431 Intermediate Similarity NPC104216
0.7431 Intermediate Similarity NPC113460
0.7431 Intermediate Similarity NPC25493
0.7424 Intermediate Similarity NPC308885
0.7424 Intermediate Similarity NPC255550
0.7419 Intermediate Similarity NPC293619
0.7417 Intermediate Similarity NPC120982
0.7417 Intermediate Similarity NPC174096
0.7417 Intermediate Similarity NPC44732
0.7417 Intermediate Similarity NPC63345
0.7417 Intermediate Similarity NPC79793
0.7417 Intermediate Similarity NPC147634
0.7417 Intermediate Similarity NPC226401
0.7414 Intermediate Similarity NPC68269
0.7411 Intermediate Similarity NPC128062
0.7407 Intermediate Similarity NPC197783
0.7405 Intermediate Similarity NPC271808
0.7395 Intermediate Similarity NPC309982
0.7395 Intermediate Similarity NPC75440
0.7385 Intermediate Similarity NPC156944
0.7385 Intermediate Similarity NPC251466
0.7383 Intermediate Similarity NPC124436
0.7383 Intermediate Similarity NPC265146
0.7381 Intermediate Similarity NPC56214
0.7381 Intermediate Similarity NPC165133
0.7381 Intermediate Similarity NPC242885
0.7381 Intermediate Similarity NPC95614
0.7381 Intermediate Similarity NPC117780
0.7381 Intermediate Similarity NPC232316
0.7381 Intermediate Similarity NPC227217
0.7372 Intermediate Similarity NPC477837
0.7372 Intermediate Similarity NPC477838
0.7368 Intermediate Similarity NPC130595
0.7368 Intermediate Similarity NPC93882
0.7368 Intermediate Similarity NPC225464
0.7364 Intermediate Similarity NPC300955
0.7364 Intermediate Similarity NPC242240
0.7364 Intermediate Similarity NPC123273
0.7364 Intermediate Similarity NPC318325
0.7357 Intermediate Similarity NPC5462
0.7355 Intermediate Similarity NPC227553
0.7355 Intermediate Similarity NPC187583
0.7355 Intermediate Similarity NPC308689
0.7355 Intermediate Similarity NPC257430
0.7355 Intermediate Similarity NPC163674
0.7355 Intermediate Similarity NPC179002
0.735 Intermediate Similarity NPC471511
0.7348 Intermediate Similarity NPC470706
0.7345 Intermediate Similarity NPC274678
0.7344 Intermediate Similarity NPC471314
0.7344 Intermediate Similarity NPC471315
0.7339 Intermediate Similarity NPC23167
0.7339 Intermediate Similarity NPC473556
0.7339 Intermediate Similarity NPC301651
0.7338 Intermediate Similarity NPC63628
0.7338 Intermediate Similarity NPC178466
0.7333 Intermediate Similarity NPC62258
0.7333 Intermediate Similarity NPC474272
0.7333 Intermediate Similarity NPC6570
0.7333 Intermediate Similarity NPC55617
0.7328 Intermediate Similarity NPC291449
0.7328 Intermediate Similarity NPC296712
0.7328 Intermediate Similarity NPC41331
0.7328 Intermediate Similarity NPC99798
0.7328 Intermediate Similarity NPC157740
0.7323 Intermediate Similarity NPC109083
0.7323 Intermediate Similarity NPC269843
0.7323 Intermediate Similarity NPC14007
0.7323 Intermediate Similarity NPC189844
0.7323 Intermediate Similarity NPC60962
0.7323 Intermediate Similarity NPC224814
0.7323 Intermediate Similarity NPC207613
0.7321 Intermediate Similarity NPC325292
0.7321 Intermediate Similarity NPC138117
0.7317 Intermediate Similarity NPC12656
0.7315 Intermediate Similarity NPC175313
0.7313 Intermediate Similarity NPC285078
0.7313 Intermediate Similarity NPC6854
0.7313 Intermediate Similarity NPC313737
0.7311 Intermediate Similarity NPC260952
0.7304 Intermediate Similarity NPC125732
0.7302 Intermediate Similarity NPC281298

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC37302 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
0.789 Intermediate Similarity NPD2933 Approved
0.789 Intermediate Similarity NPD2934 Approved
0.7818 Intermediate Similarity NPD2860 Approved
0.7818 Intermediate Similarity NPD2859 Approved
0.7742 Intermediate Similarity NPD3421 Phase 3
0.7734 Intermediate Similarity NPD4993 Discontinued
0.7619 Intermediate Similarity NPD2337 Clinical (unspecified phase)
0.7611 Intermediate Similarity NPD3020 Approved
0.7521 Intermediate Similarity NPD2229 Approved
0.7521 Intermediate Similarity NPD2228 Approved
0.7521 Intermediate Similarity NPD2234 Approved
0.7479 Intermediate Similarity NPD3021 Approved
0.7479 Intermediate Similarity NPD3022 Approved
0.7444 Intermediate Similarity NPD5837 Clinical (unspecified phase)
0.7424 Intermediate Similarity NPD3145 Approved
0.7424 Intermediate Similarity NPD3144 Approved
0.7422 Intermediate Similarity NPD6583 Phase 3
0.7422 Intermediate Similarity NPD6582 Phase 2
0.7385 Intermediate Similarity NPD7451 Discontinued
0.7383 Intermediate Similarity NPD111 Approved
0.7381 Intermediate Similarity NPD5238 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD2674 Phase 3
0.7364 Intermediate Similarity NPD2922 Phase 1
0.7287 Intermediate Similarity NPD1669 Approved
0.7287 Intermediate Similarity NPD3676 Clinical (unspecified phase)
0.7252 Intermediate Similarity NPD6584 Phase 3
0.7244 Intermediate Similarity NPD2668 Approved
0.7244 Intermediate Similarity NPD2667 Approved
0.7222 Intermediate Similarity NPD5303 Approved
0.7222 Intermediate Similarity NPD5304 Approved
0.7209 Intermediate Similarity NPD2562 Approved
0.7209 Intermediate Similarity NPD2561 Approved
0.7203 Intermediate Similarity NPD9608 Approved
0.7203 Intermediate Similarity NPD9610 Approved
0.719 Intermediate Similarity NPD1792 Phase 2
0.7176 Intermediate Similarity NPD3055 Approved
0.7176 Intermediate Similarity NPD3053 Approved
0.7165 Intermediate Similarity NPD4093 Discontinued
0.7154 Intermediate Similarity NPD3685 Discontinued
0.7154 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD4659 Approved
0.7154 Intermediate Similarity NPD821 Approved
0.7131 Intermediate Similarity NPD9280 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD2684 Approved
0.7105 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD5311 Approved
0.7099 Intermediate Similarity NPD5310 Approved
0.7094 Intermediate Similarity NPD1242 Phase 1
0.7094 Intermediate Similarity NPD3028 Approved
0.7087 Intermediate Similarity NPD1759 Phase 1
0.7083 Intermediate Similarity NPD1445 Approved
0.7083 Intermediate Similarity NPD1444 Approved
0.7073 Intermediate Similarity NPD228 Approved
0.7069 Intermediate Similarity NPD9273 Approved
0.7063 Intermediate Similarity NPD3596 Phase 2
0.7054 Intermediate Similarity NPD3847 Discontinued
0.7049 Intermediate Similarity NPD9380 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD4104 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD4103 Phase 2
0.7037 Intermediate Similarity NPD1048 Approved
0.7016 Intermediate Similarity NPD9377 Approved
0.7016 Intermediate Similarity NPD7843 Approved
0.7016 Intermediate Similarity NPD9379 Approved
0.7014 Intermediate Similarity NPD4123 Phase 3
0.7014 Intermediate Similarity NPD3985 Discontinued
0.7008 Intermediate Similarity NPD16 Approved
0.7008 Intermediate Similarity NPD856 Approved
0.7008 Intermediate Similarity NPD1758 Phase 1
0.6972 Remote Similarity NPD5481 Discontinued
0.6963 Remote Similarity NPD3136 Phase 2
0.696 Remote Similarity NPD5283 Phase 1
0.6953 Remote Similarity NPD6581 Approved
0.6953 Remote Similarity NPD6580 Approved
0.6947 Remote Similarity NPD2232 Approved
0.6947 Remote Similarity NPD2233 Approved
0.6947 Remote Similarity NPD2230 Approved
0.6942 Remote Similarity NPD968 Approved
0.6934 Remote Similarity NPD1558 Phase 1
0.6934 Remote Similarity NPD3062 Approved
0.6934 Remote Similarity NPD3061 Approved
0.6934 Remote Similarity NPD3059 Approved
0.6917 Remote Similarity NPD3827 Clinical (unspecified phase)
0.6906 Remote Similarity NPD3553 Approved
0.6906 Remote Similarity NPD3554 Approved
0.6906 Remote Similarity NPD3552 Approved
0.6906 Remote Similarity NPD3555 Approved
0.6901 Remote Similarity NPD3060 Approved
0.6899 Remote Similarity NPD6830 Clinical (unspecified phase)
0.6891 Remote Similarity NPD940 Approved
0.6891 Remote Similarity NPD846 Approved
0.6875 Remote Similarity NPD318 Approved
0.6875 Remote Similarity NPD317 Approved
0.687 Remote Similarity NPD5350 Clinical (unspecified phase)
0.687 Remote Similarity NPD5351 Clinical (unspecified phase)
0.6861 Remote Similarity NPD5729 Clinical (unspecified phase)
0.6861 Remote Similarity NPD7477 Discontinued
0.6861 Remote Similarity NPD6405 Approved
0.6861 Remote Similarity NPD6407 Approved
0.6861 Remote Similarity NPD1423 Approved
0.6857 Remote Similarity NPD4108 Discontinued
0.6857 Remote Similarity NPD6866 Clinical (unspecified phase)
0.6857 Remote Similarity NPD6867 Clinical (unspecified phase)
0.6853 Remote Similarity NPD6331 Phase 2
0.685 Remote Similarity NPD709 Approved
0.685 Remote Similarity NPD7157 Approved
0.685 Remote Similarity NPD2557 Approved
0.6846 Remote Similarity NPD1751 Approved
0.6838 Remote Similarity NPD2372 Approved
0.6838 Remote Similarity NPD3027 Phase 3
0.6838 Remote Similarity NPD3179 Approved
0.6838 Remote Similarity NPD3180 Approved
0.6838 Remote Similarity NPD5163 Phase 2
0.6835 Remote Similarity NPD5314 Approved
0.6835 Remote Similarity NPD3054 Approved
0.6835 Remote Similarity NPD3052 Approved
0.6828 Remote Similarity NPD2752 Clinical (unspecified phase)
0.6828 Remote Similarity NPD4357 Discontinued
0.6822 Remote Similarity NPD2226 Clinical (unspecified phase)
0.6812 Remote Similarity NPD6346 Approved
0.6809 Remote Similarity NPD7450 Phase 2
0.6797 Remote Similarity NPD7325 Clinical (unspecified phase)
0.6794 Remote Similarity NPD3143 Discontinued
0.6791 Remote Similarity NPD1818 Approved
0.6791 Remote Similarity NPD1817 Approved
0.6791 Remote Similarity NPD1819 Approved
0.6791 Remote Similarity NPD1820 Approved
0.6788 Remote Similarity NPD5109 Approved
0.6788 Remote Similarity NPD5111 Phase 2
0.6788 Remote Similarity NPD2028 Clinical (unspecified phase)
0.6788 Remote Similarity NPD5110 Phase 2
0.6781 Remote Similarity NPD3536 Discontinued
0.6779 Remote Similarity NPD4678 Approved
0.6779 Remote Similarity NPD4675 Approved
0.6774 Remote Similarity NPD5451 Approved
0.6767 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6765 Remote Similarity NPD5752 Clinical (unspecified phase)
0.6761 Remote Similarity NPD3656 Approved
0.6752 Remote Similarity NPD1809 Phase 2
0.6752 Remote Similarity NPD844 Approved
0.6748 Remote Similarity NPD1358 Approved
0.6748 Remote Similarity NPD290 Approved
0.6744 Remote Similarity NPD5536 Phase 2
0.6739 Remote Similarity NPD3058 Clinical (unspecified phase)
0.6736 Remote Similarity NPD6658 Clinical (unspecified phase)
0.6733 Remote Similarity NPD6072 Discontinued
0.6724 Remote Similarity NPD845 Approved
0.6718 Remote Similarity NPD9381 Approved
0.6718 Remote Similarity NPD6516 Phase 2
0.6718 Remote Similarity NPD5846 Approved
0.6718 Remote Similarity NPD2423 Clinical (unspecified phase)
0.6718 Remote Similarity NPD9384 Approved
0.6716 Remote Similarity NPD9634 Clinical (unspecified phase)
0.6716 Remote Similarity NPD7258 Clinical (unspecified phase)
0.6715 Remote Similarity NPD3164 Approved
0.6715 Remote Similarity NPD3167 Approved
0.6715 Remote Similarity NPD3165 Approved
0.6715 Remote Similarity NPD3166 Approved
0.6714 Remote Similarity NPD2568 Approved
0.6713 Remote Similarity NPD7596 Clinical (unspecified phase)
0.6692 Remote Similarity NPD2231 Phase 2
0.6692 Remote Similarity NPD3070 Discontinued
0.6692 Remote Similarity NPD2235 Phase 2
0.6691 Remote Similarity NPD1555 Discontinued
0.6691 Remote Similarity NPD3597 Clinical (unspecified phase)
0.6691 Remote Similarity NPD5266 Clinical (unspecified phase)
0.6691 Remote Similarity NPD4060 Phase 1
0.669 Remote Similarity NPD2161 Phase 2
0.669 Remote Similarity NPD2219 Phase 1
0.6667 Remote Similarity NPD1981 Approved
0.6667 Remote Similarity NPD1983 Approved
0.6667 Remote Similarity NPD1232 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1671 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4162 Approved
0.6667 Remote Similarity NPD5718 Phase 2
0.6667 Remote Similarity NPD3056 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1980 Approved
0.6644 Remote Similarity NPD4003 Phase 3
0.6642 Remote Similarity NPD4129 Approved
0.6642 Remote Similarity NPD2428 Approved
0.6642 Remote Similarity NPD6539 Approved
0.6642 Remote Similarity NPD2429 Approved
0.6642 Remote Similarity NPD6543 Approved
0.6642 Remote Similarity NPD6540 Phase 3
0.6642 Remote Similarity NPD9622 Approved
0.6642 Remote Similarity NPD6542 Approved
0.6641 Remote Similarity NPD3443 Approved
0.6641 Remote Similarity NPD1791 Approved
0.6641 Remote Similarity NPD9618 Approved
0.6641 Remote Similarity NPD9614 Approved
0.6641 Remote Similarity NPD3049 Approved
0.6641 Remote Similarity NPD1793 Approved
0.6641 Remote Similarity NPD3445 Approved
0.6641 Remote Similarity NPD6382 Discontinued
0.6641 Remote Similarity NPD2594 Approved
0.6641 Remote Similarity NPD3444 Approved
0.6641 Remote Similarity NPD2595 Approved
0.6641 Remote Similarity NPD4235 Clinical (unspecified phase)
0.6641 Remote Similarity NPD475 Phase 2
0.6623 Remote Similarity NPD3778 Approved
0.6622 Remote Similarity NPD5261 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11243862
ChEMBL   CHEMBL457598
ZINC  

Physicochemical Properties

Molecular Weight:  311.12
ALogP:  -1.6413
MLogP:  2.89
XLogP:  3.612
# Rotatable Bonds:  9
Polar Surface Area:  82.28
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  23

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Biological Activities  
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