Natural Product: NPC33402

Natural Product ID:  NPC33402
Common Name:   2-Chloro-6-[(2,5-Dihydroxybenzyloxy)Methyl]Benzene-1,4-Diol
IUPAC Name:   2-chloro-6-[(2,5-dihydroxyphenyl)methoxymethyl]benzene-1,4-diol
Synonyms:  
Molecular Formula:   C14H13ClO5
Standard InCHIKey:  UFCVCBAKLKAAMC-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C14H13ClO5/c15-12-5-11(17)4-9(14(12)19)7-20-6-8-3-10(16)1-2-13(8)18/h1-5,16-19H,6-7H2
Canonical SMILES:  Oc1ccc(c(c1)COCc1cc(O)cc(c1O)Cl)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
NPO28718 Penicillium terrestre Species Aspergillaceae Eukaryota PMID[18163588]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT116 Cell Line HL-60 Homo sapiens IC50 = 6100 nM 8946747
NPT81 Cell Line A549 Homo sapiens IC50 = 18300 nM 15332848
NPT112 Cell Line MOLT-4 Homo sapiens IC50 = 5800 nM 15332848
NPT2 Others Unspecified IC50 = 4300 nM 15332848
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 62300 nM 15332848

  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 NPC33402 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
0.9435 High Similarity NPC193334
0.9407 High Similarity NPC67791
0.8819 High Similarity NPC185313
0.881 High Similarity NPC26576
0.8547 High Similarity NPC169450
0.8065 Intermediate Similarity NPC301321
0.8051 Intermediate Similarity NPC130817
0.7934 Intermediate Similarity NPC146096
0.792 Intermediate Similarity NPC232165
0.7836 Intermediate Similarity NPC246991
0.7744 Intermediate Similarity NPC8058
0.7734 Intermediate Similarity NPC15350
0.7674 Intermediate Similarity NPC121866
0.7664 Intermediate Similarity NPC139335
0.7642 Intermediate Similarity NPC241549
0.7634 Intermediate Similarity NPC42644
0.7627 Intermediate Similarity NPC88420
0.7619 Intermediate Similarity NPC91452
0.7535 Intermediate Similarity NPC252901
0.75 Intermediate Similarity NPC244403
0.748 Intermediate Similarity NPC67250
0.7438 Intermediate Similarity NPC12221
0.7422 Intermediate Similarity NPC470837
0.7419 Intermediate Similarity NPC233320
0.7377 Intermediate Similarity NPC233827
0.736 Intermediate Similarity NPC187958
0.7355 Intermediate Similarity NPC130103
0.7328 Intermediate Similarity NPC283616
0.7308 Intermediate Similarity NPC154256
0.7308 Intermediate Similarity NPC290470
0.7308 Intermediate Similarity NPC203113
0.7293 Intermediate Similarity NPC100108
0.7293 Intermediate Similarity NPC277798
0.7288 Intermediate Similarity NPC29373
0.7279 Intermediate Similarity NPC33654
0.7266 Intermediate Similarity NPC30390
0.7266 Intermediate Similarity NPC228452
0.7266 Intermediate Similarity NPC474920
0.7259 Intermediate Similarity NPC261992
0.7258 Intermediate Similarity NPC292452
0.7244 Intermediate Similarity NPC43411
0.7236 Intermediate Similarity NPC168393
0.7231 Intermediate Similarity NPC808
0.7209 Intermediate Similarity NPC261343
0.72 Intermediate Similarity NPC54765
0.719 Intermediate Similarity NPC475078
0.719 Intermediate Similarity NPC152097
0.719 Intermediate Similarity NPC56379
0.7188 Intermediate Similarity NPC275627
0.7185 Intermediate Similarity NPC477151
0.7185 Intermediate Similarity NPC77789
0.7185 Intermediate Similarity NPC188997
0.7185 Intermediate Similarity NPC132518
0.7185 Intermediate Similarity NPC18128
0.7177 Intermediate Similarity NPC474603
0.7177 Intermediate Similarity NPC12987
0.7177 Intermediate Similarity NPC323810
0.7177 Intermediate Similarity NPC102216
0.7176 Intermediate Similarity NPC150624
0.7143 Intermediate Similarity NPC38181
0.7143 Intermediate Similarity NPC474352
0.7143 Intermediate Similarity NPC20230
0.7131 Intermediate Similarity NPC260775
0.7121 Intermediate Similarity NPC221549
0.7121 Intermediate Similarity NPC50521
0.7121 Intermediate Similarity NPC33270
0.7121 Intermediate Similarity NPC69261
0.7121 Intermediate Similarity NPC244816
0.7119 Intermediate Similarity NPC47950
0.7119 Intermediate Similarity NPC312304
0.7109 Intermediate Similarity NPC94045
0.7099 Intermediate Similarity NPC473718
0.709 Intermediate Similarity NPC328485
0.7087 Intermediate Similarity NPC95344
0.7087 Intermediate Similarity NPC75440
0.708 Intermediate Similarity NPC174729
0.7073 Intermediate Similarity NPC12931
0.7073 Intermediate Similarity NPC130756
0.7073 Intermediate Similarity NPC70677
0.7073 Intermediate Similarity NPC248396
0.7073 Intermediate Similarity NPC129373
0.7073 Intermediate Similarity NPC294741
0.7073 Intermediate Similarity NPC48730
0.7073 Intermediate Similarity NPC174911
0.7068 Intermediate Similarity NPC63010
0.7068 Intermediate Similarity NPC190514
0.7063 Intermediate Similarity NPC92623
0.7063 Intermediate Similarity NPC135464
0.7059 Intermediate Similarity NPC90577
0.7054 Intermediate Similarity NPC266932
0.7054 Intermediate Similarity NPC90520
0.7054 Intermediate Similarity NPC296920
0.705 Intermediate Similarity NPC216836
0.7049 Intermediate Similarity NPC156313
0.7049 Intermediate Similarity NPC291789
0.7042 Intermediate Similarity NPC76453
0.704 Intermediate Similarity NPC93831
0.7037 Intermediate Similarity NPC473875
0.7037 Intermediate Similarity NPC129176
0.7031 Intermediate Similarity NPC473524
0.7025 Intermediate Similarity NPC274678
0.7023 Intermediate Similarity NPC276737
0.7023 Intermediate Similarity NPC22610
0.7021 Intermediate Similarity NPC229231
0.7016 Intermediate Similarity NPC143659
0.7016 Intermediate Similarity NPC80800
0.7016 Intermediate Similarity NPC100340
0.7015 Intermediate Similarity NPC32152
0.7015 Intermediate Similarity NPC184302
0.7008 Intermediate Similarity NPC320439
0.7008 Intermediate Similarity NPC66834
0.7007 Intermediate Similarity NPC248786
0.7007 Intermediate Similarity NPC131379
0.7007 Intermediate Similarity NPC477152
0.7 Intermediate Similarity NPC280606
0.7 Intermediate Similarity NPC42911
0.7 Intermediate Similarity NPC302371
0.7 Intermediate Similarity NPC266691
0.7 Intermediate Similarity NPC98372
0.7 Intermediate Similarity NPC153795
0.7 Intermediate Similarity NPC63179
0.7 Intermediate Similarity NPC40377
0.7 Intermediate Similarity NPC26615
0.7 Intermediate Similarity NPC290353
0.7 Intermediate Similarity NPC148366
0.7 Intermediate Similarity NPC311293
0.6992 Remote Similarity NPC470759
0.6992 Remote Similarity NPC219070
0.6992 Remote Similarity NPC15860
0.6992 Remote Similarity NPC127894
0.6992 Remote Similarity NPC476266
0.6986 Remote Similarity NPC86087
0.6985 Remote Similarity NPC476165
0.6985 Remote Similarity NPC75713
0.6985 Remote Similarity NPC476633
0.6984 Remote Similarity NPC154899
0.6984 Remote Similarity NPC471350
0.6984 Remote Similarity NPC233396
0.6978 Remote Similarity NPC111723
0.6978 Remote Similarity NPC91204
0.6978 Remote Similarity NPC237517
0.6977 Remote Similarity NPC471535
0.697 Remote Similarity NPC53906
0.697 Remote Similarity NPC167934
0.6963 Remote Similarity NPC474131
0.6963 Remote Similarity NPC232295
0.696 Remote Similarity NPC235762
0.696 Remote Similarity NPC108497
0.696 Remote Similarity NPC471228
0.6953 Remote Similarity NPC174981
0.6953 Remote Similarity NPC206341
0.695 Remote Similarity NPC10225
0.695 Remote Similarity NPC45824
0.695 Remote Similarity NPC58164
0.6947 Remote Similarity NPC190212
0.6942 Remote Similarity NPC76938
0.6942 Remote Similarity NPC128062
0.694 Remote Similarity NPC275519
0.694 Remote Similarity NPC329980
0.694 Remote Similarity NPC74821
0.6935 Remote Similarity NPC248573
0.6935 Remote Similarity NPC161571
0.6935 Remote Similarity NPC275053
0.6934 Remote Similarity NPC204535
0.6934 Remote Similarity NPC302211
0.6934 Remote Similarity NPC325301
0.6934 Remote Similarity NPC46586
0.6934 Remote Similarity NPC27198
0.6934 Remote Similarity NPC151237
0.6929 Remote Similarity NPC32715
0.6929 Remote Similarity NPC155072
0.6929 Remote Similarity NPC39097
0.6929 Remote Similarity NPC39664
0.6929 Remote Similarity NPC470700
0.6929 Remote Similarity NPC302681
0.6929 Remote Similarity NPC66331
0.6929 Remote Similarity NPC50368
0.6929 Remote Similarity NPC98200
0.6929 Remote Similarity NPC118286
0.6929 Remote Similarity NPC109691
0.6929 Remote Similarity NPC257947
0.6923 Remote Similarity NPC66643
0.6923 Remote Similarity NPC161203
0.6923 Remote Similarity NPC255068
0.6923 Remote Similarity NPC273984
0.6923 Remote Similarity NPC54373
0.6918 Remote Similarity NPC475423
0.6917 Remote Similarity NPC141090
0.6917 Remote Similarity NPC114064
0.6917 Remote Similarity NPC473556
0.6917 Remote Similarity NPC174048
0.6917 Remote Similarity NPC163398
0.6917 Remote Similarity NPC69539
0.6917 Remote Similarity NPC301651
0.6917 Remote Similarity NPC231150
0.6912 Remote Similarity NPC102639
0.6912 Remote Similarity NPC470414
0.6912 Remote Similarity NPC96423
0.6912 Remote Similarity NPC475529
0.6911 Remote Similarity NPC474073

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC33402 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
0.7551 Intermediate Similarity NPD2370 Clinical (unspecified phase)
0.748 Intermediate Similarity NPD968 Approved
0.7422 Intermediate Similarity NPD1476 Clinical (unspecified phase)
0.7254 Intermediate Similarity NPD4978 Clinical (unspecified phase)
0.7185 Intermediate Similarity NPD1157 Approved
0.7174 Intermediate Similarity NPD454 Approved
0.7162 Intermediate Similarity NPD7040 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD7041 Phase 2
0.7113 Intermediate Similarity NPD1184 Approved
0.7099 Intermediate Similarity NPD6671 Approved
0.7073 Intermediate Similarity NPD289 Clinical (unspecified phase)
0.696 Remote Similarity NPD9500 Approved
0.694 Remote Similarity NPD1548 Phase 1
0.6935 Remote Similarity NPD1242 Phase 1
0.6929 Remote Similarity NPD2861 Phase 2
0.6897 Remote Similarity NPD4536 Approved
0.6897 Remote Similarity NPD4538 Approved
0.6897 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6861 Remote Similarity NPD1610 Phase 2
0.6855 Remote Similarity NPD3365 Discontinued
0.6849 Remote Similarity NPD5588 Approved
0.6849 Remote Similarity NPD5960 Phase 3
0.6842 Remote Similarity NPD1940 Clinical (unspecified phase)
0.6838 Remote Similarity NPD4589 Approved
0.6806 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6806 Remote Similarity NPD1613 Approved
0.6806 Remote Similarity NPD1555 Discontinued
0.6788 Remote Similarity NPD3496 Discontinued
0.6788 Remote Similarity NPD915 Approved
0.6761 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6748 Remote Similarity NPD844 Approved
0.6744 Remote Similarity NPD290 Approved
0.6742 Remote Similarity NPD7635 Approved
0.6694 Remote Similarity NPD288 Approved
0.669 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6689 Remote Similarity NPD1501 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2933 Approved
0.6667 Remote Similarity NPD1578 Phase 2
0.6667 Remote Similarity NPD2934 Approved
0.6643 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6643 Remote Similarity NPD4908 Phase 1
0.6641 Remote Similarity NPD5451 Approved
0.6623 Remote Similarity NPD4535 Phase 3
0.6619 Remote Similarity NPD1091 Approved
0.6615 Remote Similarity NPD9552 Approved
0.6613 Remote Similarity NPD2859 Approved
0.6613 Remote Similarity NPD2860 Approved
0.6603 Remote Similarity NPD6056 Approved
0.6603 Remote Similarity NPD6057 Approved
0.6597 Remote Similarity NPD3027 Phase 3
0.6594 Remote Similarity NPD6516 Phase 2
0.6594 Remote Similarity NPD5846 Approved
0.6587 Remote Similarity NPD3020 Approved
0.6577 Remote Similarity NPD2935 Discontinued
0.6552 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6548 Remote Similarity NPD3303 Discontinued
0.6544 Remote Similarity NPD694 Clinical (unspecified phase)
0.6541 Remote Similarity NPD228 Approved
0.6536 Remote Similarity NPD5058 Phase 3
0.6535 Remote Similarity NPD1616 Discontinued
0.6528 Remote Similarity NPD600 Approved
0.6528 Remote Similarity NPD596 Approved
0.6515 Remote Similarity NPD3021 Approved
0.6515 Remote Similarity NPD3022 Approved
0.6515 Remote Similarity NPD4750 Phase 3
0.6512 Remote Similarity NPD9501 Approved
0.6507 Remote Similarity NPD839 Approved
0.6507 Remote Similarity NPD840 Approved
0.65 Remote Similarity NPD1535 Discovery
0.65 Remote Similarity NPD1611 Approved
0.6489 Remote Similarity NPD2342 Discontinued
0.6484 Remote Similarity NPD940 Approved
0.6484 Remote Similarity NPD846 Approved
0.6483 Remote Similarity NPD4625 Phase 3
0.6471 Remote Similarity NPD709 Approved
0.6471 Remote Similarity NPD9073 Approved
0.6463 Remote Similarity NPD4060 Phase 1
0.6456 Remote Similarity NPD4972 Discontinued
0.6454 Remote Similarity NPD2231 Phase 2
0.6454 Remote Similarity NPD2235 Phase 2
0.6454 Remote Similarity NPD1481 Phase 2
0.6449 Remote Similarity NPD1182 Approved
0.6447 Remote Similarity NPD1416 Approved
0.6434 Remote Similarity NPD1203 Approved
0.6433 Remote Similarity NPD1972 Approved
0.6433 Remote Similarity NPD1973 Approved
0.6433 Remote Similarity NPD1969 Clinical (unspecified phase)
0.6423 Remote Similarity NPD9493 Approved
0.6408 Remote Similarity NPD4359 Approved
0.6408 Remote Similarity NPD4749 Approved
0.6398 Remote Similarity NPD2379 Clinical (unspecified phase)
0.6397 Remote Similarity NPD497 Approved
0.6393 Remote Similarity NPD9295 Approved
0.6393 Remote Similarity NPD9249 Phase 1
0.6389 Remote Similarity NPD6584 Phase 3
0.6382 Remote Similarity NPD4534 Discontinued
0.6382 Remote Similarity NPD5958 Discontinued
0.6378 Remote Similarity NPD9273 Approved
0.637 Remote Similarity NPD2372 Approved
0.6364 Remote Similarity NPD3225 Approved
0.6357 Remote Similarity NPD1778 Approved
0.6338 Remote Similarity NPD2233 Approved
0.6338 Remote Similarity NPD2232 Approved
0.6338 Remote Similarity NPD2230 Approved
0.6333 Remote Similarity NPD111 Approved
0.6327 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6324 Remote Similarity NPD498 Approved
0.6324 Remote Similarity NPD495 Approved
0.6324 Remote Similarity NPD496 Approved
0.6324 Remote Similarity NPD1398 Phase 1
0.6324 Remote Similarity NPD5283 Phase 1
0.6323 Remote Similarity NPD6815 Approved
0.632 Remote Similarity NPD845 Approved
0.6306 Remote Similarity NPD3364 Phase 3
0.6306 Remote Similarity NPD1159 Approved
0.6294 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6294 Remote Similarity NPD7959 Clinical (unspecified phase)
0.6286 Remote Similarity NPD5585 Approved
0.6279 Remote Similarity NPD3337 Discontinued
0.6276 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6275 Remote Similarity NPD2808 Discontinued
0.6275 Remote Similarity NPD2170 Clinical (unspecified phase)
0.627 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6268 Remote Similarity NPD422 Phase 1
0.6259 Remote Similarity NPD1024 Discontinued
0.6258 Remote Similarity NPD1835 Phase 1
0.6257 Remote Similarity NPD8014 Clinical (unspecified phase)
0.625 Remote Similarity NPD1551 Phase 2
0.625 Remote Similarity NPD1715 Phase 1
0.625 Remote Similarity NPD6696 Suspended
0.625 Remote Similarity NPD1714 Approved
0.6241 Remote Similarity NPD9532 Phase 3
0.624 Remote Similarity NPD9251 Approved
0.6233 Remote Similarity NPD3018 Phase 2
0.6232 Remote Similarity NPD191 Approved
0.6224 Remote Similarity NPD1840 Phase 2
0.6216 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6211 Remote Similarity NPD958 Approved
0.6209 Remote Similarity NPD2376 Approved
0.6209 Remote Similarity NPD2378 Approved
0.6209 Remote Similarity NPD2377 Approved
0.6209 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6207 Remote Similarity NPD2797 Approved
0.6204 Remote Similarity NPD2988 Approved
0.6204 Remote Similarity NPD2991 Approved
0.62 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6194 Remote Similarity NPD2684 Approved
0.6194 Remote Similarity NPD1718 Discontinued
0.6187 Remote Similarity NPD7340 Approved
0.6184 Remote Similarity NPD1510 Phase 2
0.6181 Remote Similarity NPD6583 Phase 3
0.6181 Remote Similarity NPD6582 Phase 2
0.6176 Remote Similarity NPD4873 Discontinued
0.6174 Remote Similarity NPD6233 Phase 2
0.6174 Remote Similarity NPD829 Discontinued
0.6174 Remote Similarity NPD6407 Approved
0.6174 Remote Similarity NPD6405 Approved
0.6173 Remote Similarity NPD4018 Clinical (unspecified phase)
0.617 Remote Similarity NPD6382 Discontinued
0.6164 Remote Similarity NPD558 Phase 2
0.6159 Remote Similarity NPD2989 Phase 2
0.6159 Remote Similarity NPD9618 Approved
0.6159 Remote Similarity NPD2986 Phase 2
0.6159 Remote Similarity NPD9614 Approved
0.6154 Remote Similarity NPD9088 Approved
0.6148 Remote Similarity NPD1792 Phase 2
0.6144 Remote Similarity NPD6032 Approved
0.6135 Remote Similarity NPD3465 Clinical (unspecified phase)
0.6133 Remote Similarity NPD2238 Phase 2
0.6131 Remote Similarity NPD821 Approved
0.6131 Remote Similarity NPD7843 Approved
0.6129 Remote Similarity NPD5177 Phase 3
0.6129 Remote Similarity NPD5698 Clinical (unspecified phase)
0.6127 Remote Similarity NPD4626 Approved
0.6125 Remote Similarity NPD957 Approved
0.6125 Remote Similarity NPD1653 Approved
0.6121 Remote Similarity NPD4064 Discontinued
0.6115 Remote Similarity NPD7157 Approved
0.6115 Remote Similarity NPD2557 Approved
0.6111 Remote Similarity NPD9717 Approved
0.6111 Remote Similarity NPD1608 Approved
0.6111 Remote Similarity NPD3274 Phase 2
0.6108 Remote Similarity NPD5623 Approved
0.6107 Remote Similarity NPD3268 Approved
0.6104 Remote Similarity NPD7266 Discontinued
0.6104 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6104 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6101 Remote Similarity NPD6090 Discontinued
0.6099 Remote Similarity NPD1894 Discontinued
0.6099 Remote Similarity NPD9545 Approved
0.6099 Remote Similarity NPD3091 Approved
0.6098 Remote Similarity NPD8438 Clinical (unspecified phase)
0.6096 Remote Similarity NPD3094 Phase 2
0.6094 Remote Similarity NPD1809 Phase 2
0.6093 Remote Similarity NPD447 Suspended
0.6093 Remote Similarity NPD230 Phase 1
0.609 Remote Similarity NPD9697 Approved
0.609 Remote Similarity NPD3892 Phase 2
0.6087 Remote Similarity NPD5894 Phase 2
0.6087 Remote Similarity NPD1162 Approved

Structure

External Identifiers

PubChem CID   24770502
ChEMBL   CHEMBL257555
ZINC  

Physicochemical Properties

Molecular Weight:  296.05
ALogP:  -1.2278
MLogP:  2.34
XLogP:  0.814
# Rotatable Bonds:  9
Polar Surface Area:  90.15
# H-Bond Aceptor:  1
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  20

Download Data

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