Natural Product: NPC326634

Natural Product ID:  NPC326634
Common Name:   1H-Indole-5,6-Diol
IUPAC Name:   1H-indole-5,6-diol
Synonyms:  
Molecular Formula:   C8H7NO2
Standard InCHIKey:  SGNZYJXNUURYCH-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C8H7NO2/c10-7-3-5-1-2-9-6(5)4-8(7)11/h1-4,9-11H
Canonical SMILES:  Oc1cc2[nH]ccc2cc1O
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
NPO20338 Mus musculus Species Muridae Eukaryota PMID[19425150]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT3150 Individual Protein Catechol O-methyltransferase Rattus norvegicus Ki = 3460000 nM 7069705
NPT2 Others Unspecified Inhibition > 84.4 % 24411196
NPT2 Others Unspecified Inhibition = 54.4 % 24411196

  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 NPC326634 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
0.9205 High Similarity NPC46580
0.9186 High Similarity NPC184964
0.9186 High Similarity NPC96890
0.9048 High Similarity NPC316981
0.8983 High Similarity NPC314002
0.8977 High Similarity NPC220765
0.8927 High Similarity NPC204717
0.8895 High Similarity NPC99666
0.8827 High Similarity NPC171171
0.8796 High Similarity NPC246518
0.8608 High Similarity NPC266931
0.8503 High Similarity NPC77555
0.8503 High Similarity NPC156704
0.8474 Intermediate Similarity NPC199277
0.8474 Intermediate Similarity NPC135887
0.8466 Intermediate Similarity NPC213308
0.8449 Intermediate Similarity NPC222018
0.8449 Intermediate Similarity NPC242209
0.8449 Intermediate Similarity NPC251090
0.8394 Intermediate Similarity NPC88008
0.8389 Intermediate Similarity NPC72980
0.8368 Intermediate Similarity NPC315491
0.8368 Intermediate Similarity NPC45459
0.8351 Intermediate Similarity NPC18348
0.8342 Intermediate Similarity NPC307963
0.8245 Intermediate Similarity NPC106937
0.8226 Intermediate Similarity NPC296527
0.8226 Intermediate Similarity NPC32771
0.8205 Intermediate Similarity NPC183777
0.8187 Intermediate Similarity NPC42979
0.8182 Intermediate Similarity NPC76748
0.8177 Intermediate Similarity NPC224764
0.8167 Intermediate Similarity NPC474409
0.8138 Intermediate Similarity NPC92111
0.8125 Intermediate Similarity NPC131718
0.8122 Intermediate Similarity NPC325297
0.8115 Intermediate Similarity NPC153042
0.8103 Intermediate Similarity NPC475070
0.8087 Intermediate Similarity NPC88363
0.8081 Intermediate Similarity NPC5145
0.8071 Intermediate Similarity NPC171787
0.8054 Intermediate Similarity NPC212535
0.8034 Intermediate Similarity NPC102423
0.8 Intermediate Similarity NPC324149
0.8 Intermediate Similarity NPC219087
0.798 Intermediate Similarity NPC264285
0.797 Intermediate Similarity NPC142901
0.7969 Intermediate Similarity NPC13880
0.7968 Intermediate Similarity NPC94943
0.7917 Intermediate Similarity NPC276517
0.7914 Intermediate Similarity NPC190007
0.79 Intermediate Similarity NPC11464
0.7887 Intermediate Similarity NPC192315
0.7885 Intermediate Similarity NPC214980
0.7871 Intermediate Similarity NPC477610
0.7865 Intermediate Similarity NPC230869
0.7857 Intermediate Similarity NPC232727
0.7854 Intermediate Similarity NPC193267
0.7854 Intermediate Similarity NPC213530
0.7846 Intermediate Similarity NPC476167
0.7822 Intermediate Similarity NPC128084
0.7806 Intermediate Similarity NPC176538
0.7806 Intermediate Similarity NPC121772
0.7806 Intermediate Similarity NPC249040
0.7795 Intermediate Similarity NPC306376
0.7772 Intermediate Similarity NPC313791
0.7767 Intermediate Similarity NPC74360
0.776 Intermediate Similarity NPC314940
0.776 Intermediate Similarity NPC473764
0.775 Intermediate Similarity NPC193777
0.7749 Intermediate Similarity NPC246700
0.7749 Intermediate Similarity NPC128751
0.774 Intermediate Similarity NPC16352
0.7739 Intermediate Similarity NPC470500
0.7739 Intermediate Similarity NPC285558
0.7732 Intermediate Similarity NPC131017
0.7725 Intermediate Similarity NPC84478
0.7716 Intermediate Similarity NPC315957
0.7708 Intermediate Similarity NPC469497
0.7708 Intermediate Similarity NPC106833
0.7703 Intermediate Similarity NPC211416
0.7688 Intermediate Similarity NPC476098
0.7688 Intermediate Similarity NPC53144
0.7674 Intermediate Similarity NPC295228
0.7673 Intermediate Similarity NPC80596
0.7672 Intermediate Similarity NPC176127
0.767 Intermediate Similarity NPC476041
0.767 Intermediate Similarity NPC304926
0.7653 Intermediate Similarity NPC70956
0.7653 Intermediate Similarity NPC243834
0.7644 Intermediate Similarity NPC276657
0.7638 Intermediate Similarity NPC211813
0.7633 Intermediate Similarity NPC173080
0.7633 Intermediate Similarity NPC477609
0.7624 Intermediate Similarity NPC279918
0.7622 Intermediate Similarity NPC252590
0.7621 Intermediate Similarity NPC170114
0.7608 Intermediate Similarity NPC60621
0.7604 Intermediate Similarity NPC11408
0.7592 Intermediate Similarity NPC188387
0.7592 Intermediate Similarity NPC163421
0.7582 Intermediate Similarity NPC282231
0.7574 Intermediate Similarity NPC270918
0.7573 Intermediate Similarity NPC470549
0.7571 Intermediate Similarity NPC280272
0.7561 Intermediate Similarity NPC112206
0.7561 Intermediate Similarity NPC48353
0.7561 Intermediate Similarity NPC202605
0.7552 Intermediate Similarity NPC315555
0.7549 Intermediate Similarity NPC167860
0.7549 Intermediate Similarity NPC123976
0.7538 Intermediate Similarity NPC234197
0.7537 Intermediate Similarity NPC476465
0.7536 Intermediate Similarity NPC130570
0.7534 Intermediate Similarity NPC217554
0.7524 Intermediate Similarity NPC162530
0.7524 Intermediate Similarity NPC469592
0.7524 Intermediate Similarity NPC471080
0.7512 Intermediate Similarity NPC200836
0.7512 Intermediate Similarity NPC223427
0.75 Intermediate Similarity NPC476116
0.75 Intermediate Similarity NPC329541
0.75 Intermediate Similarity NPC159856
0.7487 Intermediate Similarity NPC469358
0.7477 Intermediate Similarity NPC178858
0.7477 Intermediate Similarity NPC473183
0.7463 Intermediate Similarity NPC475085
0.7463 Intermediate Similarity NPC291535
0.7463 Intermediate Similarity NPC475112
0.7463 Intermediate Similarity NPC85273
0.746 Intermediate Similarity NPC111275
0.7459 Intermediate Similarity NPC160105
0.7459 Intermediate Similarity NPC49954
0.7459 Intermediate Similarity NPC474561
0.7459 Intermediate Similarity NPC54988
0.7452 Intermediate Similarity NPC8022
0.7452 Intermediate Similarity NPC470799
0.7452 Intermediate Similarity NPC477110
0.7446 Intermediate Similarity NPC40779
0.7446 Intermediate Similarity NPC311276
0.7444 Intermediate Similarity NPC25008
0.7444 Intermediate Similarity NPC73952
0.7444 Intermediate Similarity NPC469765
0.7444 Intermediate Similarity NPC259644
0.7444 Intermediate Similarity NPC469760
0.7444 Intermediate Similarity NPC469786
0.7444 Intermediate Similarity NPC469763
0.7441 Intermediate Similarity NPC310118
0.7438 Intermediate Similarity NPC477113
0.7436 Intermediate Similarity NPC83111
0.7432 Intermediate Similarity NPC284141
0.743 Intermediate Similarity NPC110151
0.743 Intermediate Similarity NPC6215
0.7427 Intermediate Similarity NPC208284
0.7426 Intermediate Similarity NPC134848
0.7426 Intermediate Similarity NPC162484
0.7423 Intermediate Similarity NPC278434
0.7419 Intermediate Similarity NPC63751
0.7419 Intermediate Similarity NPC78020
0.7418 Intermediate Similarity NPC245348
0.7418 Intermediate Similarity NPC469762
0.7403 Intermediate Similarity NPC70922
0.7403 Intermediate Similarity NPC211572
0.7403 Intermediate Similarity NPC80597
0.7403 Intermediate Similarity NPC75540
0.7403 Intermediate Similarity NPC212376
0.7396 Intermediate Similarity NPC48938
0.7395 Intermediate Similarity NPC477608
0.7395 Intermediate Similarity NPC477607
0.7394 Intermediate Similarity NPC314603
0.7391 Intermediate Similarity NPC294620
0.7387 Intermediate Similarity NPC90229
0.7387 Intermediate Similarity NPC474188
0.7385 Intermediate Similarity NPC473184
0.7383 Intermediate Similarity NPC319232
0.7383 Intermediate Similarity NPC24370
0.7381 Intermediate Similarity NPC469594
0.7379 Intermediate Similarity NPC309845
0.7376 Intermediate Similarity NPC470678
0.7373 Intermediate Similarity NPC207686
0.7366 Intermediate Similarity NPC477111
0.7366 Intermediate Similarity NPC475910
0.7363 Intermediate Similarity NPC469785
0.7363 Intermediate Similarity NPC141353
0.7358 Intermediate Similarity NPC473317
0.7353 Intermediate Similarity NPC476121
0.7353 Intermediate Similarity NPC476124
0.7344 Intermediate Similarity NPC71037
0.7333 Intermediate Similarity NPC24678
0.7333 Intermediate Similarity NPC105818
0.733 Intermediate Similarity NPC60553
0.7324 Intermediate Similarity NPC118121
0.7303 Intermediate Similarity NPC314372
0.7302 Intermediate Similarity NPC60006
0.7299 Intermediate Similarity NPC204446
0.7288 Intermediate Similarity NPC190296
0.7286 Intermediate Similarity NPC469928
0.7286 Intermediate Similarity NPC183407
0.7286 Intermediate Similarity NPC330009
0.7286 Intermediate Similarity NPC288349

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC326634 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
0.8541 High Similarity NPD5575 Clinical (unspecified phase)
0.8368 Intermediate Similarity NPD484 Approved
0.8342 Intermediate Similarity NPD1038 Approved
0.8245 Intermediate Similarity NPD802 Phase 2
0.8211 Intermediate Similarity NPD7948 Phase 1
0.815 Intermediate Similarity NPD5612 Discontinued
0.8053 Intermediate Similarity NPD1304 Clinical (unspecified phase)
0.802 Intermediate Similarity NPD1392 Approved
0.7889 Intermediate Similarity NPD5658 Approved
0.7872 Intermediate Similarity NPD6344 Clinical (unspecified phase)
0.7794 Intermediate Similarity NPD6803 Clinical (unspecified phase)
0.7716 Intermediate Similarity NPD1740 Approved
0.7716 Intermediate Similarity NPD1739 Approved
0.7665 Intermediate Similarity NPD1768 Approved
0.7562 Intermediate Similarity NPD4795 Phase 2
0.754 Intermediate Similarity NPD5065 Approved
0.754 Intermediate Similarity NPD9690 Approved
0.7537 Intermediate Similarity NPD2187 Approved
0.7537 Intermediate Similarity NPD2189 Approved
0.7527 Intermediate Similarity NPD9705 Discontinued
0.7527 Intermediate Similarity NPD112 Approved
0.7524 Intermediate Similarity NPD1322 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7558 Phase 2
0.7464 Intermediate Similarity NPD8405 Clinical (unspecified phase)
0.7462 Intermediate Similarity NPD3324 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD3003 Approved
0.7419 Intermediate Similarity NPD6494 Phase 2
0.7413 Intermediate Similarity NPD4511 Phase 1
0.7411 Intermediate Similarity NPD9695 Approved
0.7406 Intermediate Similarity NPD1954 Phase 1
0.7404 Intermediate Similarity NPD5903 Approved
0.7404 Intermediate Similarity NPD5902 Approved
0.7402 Intermediate Similarity NPD3930 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD3825 Phase 3
0.738 Intermediate Similarity NPD4184 Clinical (unspecified phase)
0.738 Intermediate Similarity NPD1325 Approved
0.738 Intermediate Similarity NPD1326 Approved
0.7353 Intermediate Similarity NPD3932 Clinical (unspecified phase)
0.7313 Intermediate Similarity NPD3814 Phase 1
0.7273 Intermediate Similarity NPD3921 Approved
0.7273 Intermediate Similarity NPD3923 Approved
0.7273 Intermediate Similarity NPD3922 Approved
0.7273 Intermediate Similarity NPD3924 Approved
0.7263 Intermediate Similarity NPD482 Approved
0.726 Intermediate Similarity NPD5067 Phase 2
0.726 Intermediate Similarity NPD5066 Phase 2
0.723 Intermediate Similarity NPD6242 Discontinued
0.7228 Intermediate Similarity NPD4118 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD2176 Approved
0.7228 Intermediate Similarity NPD2175 Phase 3
0.7228 Intermediate Similarity NPD2177 Approved
0.7225 Intermediate Similarity NPD3330 Phase 1
0.7225 Intermediate Similarity NPD749 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD7603 Discontinued
0.7206 Intermediate Similarity NPD3928 Approved
0.7206 Intermediate Similarity NPD3931 Approved
0.7202 Intermediate Similarity NPD8512 Phase 3
0.715 Intermediate Similarity NPD7453 Approved
0.715 Intermediate Similarity NPD7452 Approved
0.715 Intermediate Similarity NPD7222 Phase 2
0.7149 Intermediate Similarity NPD6963 Approved
0.7149 Intermediate Similarity NPD6964 Approved
0.7143 Intermediate Similarity NPD3816 Phase 1
0.7143 Intermediate Similarity NPD3815 Phase 1
0.7135 Intermediate Similarity NPD1592 Phase 3
0.7128 Intermediate Similarity NPD2092 Phase 2
0.7128 Intermediate Similarity NPD2094 Phase 2
0.7128 Intermediate Similarity NPD2095 Phase 2
0.7123 Intermediate Similarity NPD7112 Discontinued
0.7115 Intermediate Similarity NPD2916 Discontinued
0.7114 Intermediate Similarity NPD4418 Discontinued
0.7113 Intermediate Similarity NPD6595 Phase 3
0.7111 Intermediate Similarity NPD4875 Phase 3
0.7111 Intermediate Similarity NPD4876 Phase 3
0.711 Intermediate Similarity NPD4845 Discontinued
0.7104 Intermediate Similarity NPD5040 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD604 Clinical (unspecified phase)
0.7095 Intermediate Similarity NPD949 Phase 1
0.7092 Intermediate Similarity NPD2096 Phase 2
0.7092 Intermediate Similarity NPD2091 Phase 2
0.709 Intermediate Similarity NPD424 Approved
0.709 Intermediate Similarity NPD425 Approved
0.7074 Intermediate Similarity NPD5140 Approved
0.7074 Intermediate Similarity NPD5138 Approved
0.7059 Intermediate Similarity NPD8395 Approved
0.7059 Intermediate Similarity NPD8396 Approved
0.7054 Intermediate Similarity NPD7729 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD5901 Discontinued
0.7053 Intermediate Similarity NPD2781 Approved
0.7045 Intermediate Similarity NPD198 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD6975 Discontinued
0.7037 Intermediate Similarity NPD2780 Approved
0.7037 Intermediate Similarity NPD2782 Approved
0.7037 Intermediate Similarity NPD926 Approved
0.7037 Intermediate Similarity NPD925 Approved
0.7015 Intermediate Similarity NPD9689 Approved
0.7015 Intermediate Similarity NPD3404 Approved
0.7011 Intermediate Similarity NPD9706 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6244 Phase 3
0.7 Intermediate Similarity NPD5559 Phase 2
0.7 Intermediate Similarity NPD6243 Phase 3
0.6986 Remote Similarity NPD6290 Phase 2
0.6977 Remote Similarity NPD6985 Discontinued
0.6971 Remote Similarity NPD4035 Approved
0.6971 Remote Similarity NPD4039 Approved
0.6971 Remote Similarity NPD4037 Approved
0.6971 Remote Similarity NPD4034 Approved
0.6971 Remote Similarity NPD4033 Approved
0.6971 Remote Similarity NPD32 Approved
0.6971 Remote Similarity NPD4122 Approved
0.6971 Remote Similarity NPD31 Approved
0.6971 Remote Similarity NPD4036 Approved
0.6971 Remote Similarity NPD4038 Approved
0.6968 Remote Similarity NPD9398 Clinical (unspecified phase)
0.6965 Remote Similarity NPD459 Clinical (unspecified phase)
0.6963 Remote Similarity NPD5069 Clinical (unspecified phase)
0.6961 Remote Similarity NPD2952 Discontinued
0.695 Remote Similarity NPD8110 Clinical (unspecified phase)
0.6944 Remote Similarity NPD7194 Discontinued
0.6943 Remote Similarity NPD750 Phase 2
0.694 Remote Similarity NPD7859 Phase 2
0.6934 Remote Similarity NPD4131 Phase 3
0.6934 Remote Similarity NPD5939 Approved
0.6934 Remote Similarity NPD5936 Approved
0.693 Remote Similarity NPD7823 Clinical (unspecified phase)
0.6927 Remote Similarity NPD786 Approved
0.6923 Remote Similarity NPD5751 Clinical (unspecified phase)
0.6912 Remote Similarity NPD5930 Phase 3
0.69 Remote Similarity NPD8431 Approved
0.69 Remote Similarity NPD2383 Phase 1
0.69 Remote Similarity NPD6230 Discontinued
0.6898 Remote Similarity NPD3354 Phase 2
0.6894 Remote Similarity NPD8091 Phase 3
0.6884 Remote Similarity NPD6610 Clinical (unspecified phase)
0.6878 Remote Similarity NPD1622 Discontinued
0.6875 Remote Similarity NPD6872 Clinical (unspecified phase)
0.6875 Remote Similarity NPD4080 Discontinued
0.6872 Remote Similarity NPD5100 Phase 3
0.6872 Remote Similarity NPD5905 Phase 1
0.6869 Remote Similarity NPD2615 Phase 3
0.6869 Remote Similarity NPD2616 Phase 3
0.6869 Remote Similarity NPD5728 Clinical (unspecified phase)
0.6866 Remote Similarity NPD4021 Phase 2
0.6866 Remote Similarity NPD3763 Approved
0.6854 Remote Similarity NPD4502 Phase 2
0.6852 Remote Similarity NPD5164 Discontinued
0.6851 Remote Similarity NPD1722 Approved
0.685 Remote Similarity NPD706 Phase 1
0.6847 Remote Similarity NPD996 Phase 2
0.6847 Remote Similarity NPD994 Phase 2
0.6837 Remote Similarity NPD6203 Clinical (unspecified phase)
0.6837 Remote Similarity NPD2144 Approved
0.6835 Remote Similarity NPD5070 Clinical (unspecified phase)
0.6825 Remote Similarity NPD6838 Clinical (unspecified phase)
0.6824 Remote Similarity NPD6503 Clinical (unspecified phase)
0.6821 Remote Similarity NPD1923 Clinical (unspecified phase)
0.682 Remote Similarity NPD5632 Approved
0.6816 Remote Similarity NPD1900 Clinical (unspecified phase)
0.6816 Remote Similarity NPD4925 Approved
0.6814 Remote Similarity NPD4551 Phase 2
0.6812 Remote Similarity NPD9687 Approved
0.6812 Remote Similarity NPD9688 Approved
0.6808 Remote Similarity NPD3013 Phase 3
0.6808 Remote Similarity NPD3014 Clinical (unspecified phase)
0.6802 Remote Similarity NPD3920 Phase 2
0.6802 Remote Similarity NPD4079 Approved
0.6802 Remote Similarity NPD4076 Approved
0.6788 Remote Similarity NPD2844 Phase 3
0.6786 Remote Similarity NPD4995 Approved
0.6786 Remote Similarity NPD4996 Approved
0.6784 Remote Similarity NPD5522 Clinical (unspecified phase)
0.6777 Remote Similarity NPD4862 Clinical (unspecified phase)
0.6774 Remote Similarity NPD4462 Approved
0.6774 Remote Similarity NPD4463 Approved
0.6772 Remote Similarity NPD9382 Approved
0.6772 Remote Similarity NPD9383 Approved
0.6766 Remote Similarity NPD4926 Clinical (unspecified phase)
0.6765 Remote Similarity NPD6569 Phase 2
0.6761 Remote Similarity NPD2125 Clinical (unspecified phase)
0.6751 Remote Similarity NPD6159 Phase 2
0.6751 Remote Similarity NPD3505 Approved
0.6751 Remote Similarity NPD3506 Approved
0.6749 Remote Similarity NPD5117 Phase 2
0.6743 Remote Similarity NPD8109 Clinical (unspecified phase)
0.674 Remote Similarity NPD4454 Phase 2
0.6734 Remote Similarity NPD7414 Clinical (unspecified phase)
0.6734 Remote Similarity NPD3038 Discontinued
0.6733 Remote Similarity NPD6257 Clinical (unspecified phase)
0.6733 Remote Similarity NPD6141 Clinical (unspecified phase)
0.6731 Remote Similarity NPD7621 Clinical (unspecified phase)
0.673 Remote Similarity NPD5426 Phase 3
0.673 Remote Similarity NPD3397 Phase 2
0.6725 Remote Similarity NPD2921 Clinical (unspecified phase)
0.6718 Remote Similarity NPD5934 Clinical (unspecified phase)
0.6718 Remote Similarity NPD4083 Discontinued
0.6717 Remote Similarity NPD1503 Clinical (unspecified phase)
0.6717 Remote Similarity NPD1620 Clinical (unspecified phase)
0.6716 Remote Similarity NPD2762 Phase 2
0.6715 Remote Similarity NPD1229 Phase 2
0.6714 Remote Similarity NPD7947 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   114683
ChEMBL   CHEMBL92636
ZINC  

Physicochemical Properties

Molecular Weight:  149.05
ALogP:  -1.341
MLogP:  2.01
XLogP:  0.742
# Rotatable Bonds:  2
Polar Surface Area:  56.25
# H-Bond Aceptor:  1
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  11

Download Data

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Structure MOL file  
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Biological Activities  
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