Structure

Physi-Chem Properties

Molecular Weight:  527.72
Volume:  303.978
LogP:  5.721
LogD:  2.806
LogS:  -6.794
# Rotatable Bonds:  3
TPSA:  38.69
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.509
Synthetic Accessibility Score:  2.435
Fsp3:  0.077
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.872
MDCK Permeability:  1.6682255591149442e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.825
20% Bioavailability (F20%):  0.011
30% Bioavailability (F30%):  0.067

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.246
Plasma Protein Binding (PPB):  99.8322982788086%
Volume Distribution (VD):  3.633
Pgp-substrate:  5.8390913009643555%

ADMET: Metabolism

CYP1A2-inhibitor:  0.962
CYP1A2-substrate:  0.201
CYP2C19-inhibitor:  0.842
CYP2C19-substrate:  0.351
CYP2C9-inhibitor:  0.841
CYP2C9-substrate:  0.689
CYP2D6-inhibitor:  0.452
CYP2D6-substrate:  0.861
CYP3A4-inhibitor:  0.153
CYP3A4-substrate:  0.139

ADMET: Excretion

Clearance (CL):  0.895
Half-life (T1/2):  0.207

ADMET: Toxicity

hERG Blockers:  0.229
Human Hepatotoxicity (H-HT):  0.15
Drug-inuced Liver Injury (DILI):  0.521
AMES Toxicity:  0.011
Rat Oral Acute Toxicity:  0.885
Maximum Recommended Daily Dose:  0.921
Skin Sensitization:  0.873
Carcinogencity:  0.126
Eye Corrosion:  0.456
Eye Irritation:  0.946
Respiratory Toxicity:  0.836

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

  Natural Product: NPC170824

Natural Product ID:  NPC170824
Common Name*:   2,4-Dibromo-6-(2,4-Dibromo-6-Methoxyphenoxy)Phenol
IUPAC Name:   2,4-dibromo-6-(2,4-dibromo-6-methoxyphenoxy)phenol
Synonyms:  
Standard InCHIKey:  ZMXOEWVGOVDWHT-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C13H8Br4O3/c1-19-11-5-7(15)3-9(17)13(11)20-10-4-6(14)2-8(16)12(10)18/h2-5,18H,1H3
SMILES:  COc1cc(cc(c1Oc1cc(cc(c1O)Br)Br)Br)Br
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL186099
PubChem CID:   10554258
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0004155] Diphenylethers
          • [CHEMONTID:0001845] Bromodiphenyl ethers

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO32617 dysidea sp. Species Dysideidae Eukaryota n.a. n.a. n.a. PMID[11374954]
NPO24471 Dysidea dendyi Species Dysideidae Eukaryota n.a. Australian n.a. PMID[11434317]
NPO24471 Dysidea dendyi Species Dysideidae Eukaryota n.a. n.a. n.a. PMID[12193037]
NPO8481 Phyllospongia dendyi Species Thorectidae Eukaryota n.a. Palau n.a. PMID[15043436]
NPO32617 dysidea sp. Species Dysideidae Eukaryota n.a. n.a. n.a. PMID[15921404]
NPO32617 dysidea sp. Species Dysideidae Eukaryota n.a. n.a. n.a. PMID[1593283]
NPO32617 dysidea sp. Species Dysideidae Eukaryota n.a. n.a. n.a. PMID[18198840]
NPO32617 dysidea sp. Species Dysideidae Eukaryota n.a. at 1020 m depth from Chuuk Atoll, Federated States of Micronesia n.a. PMID[18824352]
NPO32617 dysidea sp. Species Dysideidae Eukaryota n.a. n.a. n.a. PMID[20230038]
NPO32617 dysidea sp. Species Dysideidae Eukaryota n.a. n.a. n.a. PMID[26551342]
NPO32617 dysidea sp. Species Dysideidae Eukaryota n.a. n.a. n.a. PMID[26863083]
NPO32617 dysidea sp. Species Dysideidae Eukaryota n.a. n.a. n.a. PMID[27336796]
NPO32617 dysidea sp. Species Dysideidae Eukaryota n.a. n.a. n.a. PMID[32243140]
NPO32617 dysidea sp. Species Dysideidae Eukaryota n.a. Indo-Pacific n.a. PMID[7494145]
NPO32617 dysidea sp. Species Dysideidae Eukaryota n.a. n.a. n.a. PMID[9748373]
NPO24471 Dysidea dendyi Species Dysideidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8481 Phyllospongia dendyi Species Thorectidae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1119 Individual Protein Arachidonate 12-lipoxygenase Homo sapiens IC50 = 12000.0 nM PMID[516848]
NPT35 Others n.a. CLogP = 6.42 n.a. PMID[516848]
NPT792 Individual Protein Arachidonate 15-lipoxygenase Homo sapiens IC50 = 10000.0 nM PMID[516848]
NPT2 Others Unspecified IC50 > 100000.0 nM PMID[516848]
NPT2 Others Unspecified IC50 = 4700.0 nM PMID[516851]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available 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 NPC170824 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
0.9739 High Similarity NPC88733
0.9739 High Similarity NPC173511
0.9735 High Similarity NPC104124
0.9649 High Similarity NPC44270
0.9649 High Similarity NPC86007
0.9573 High Similarity NPC197576
0.9573 High Similarity NPC68350
0.9573 High Similarity NPC81149
0.9573 High Similarity NPC230013
0.9573 High Similarity NPC131940
0.9565 High Similarity NPC41232
0.9565 High Similarity NPC63317
0.9483 High Similarity NPC47769
0.9483 High Similarity NPC196371
0.9483 High Similarity NPC299939
0.9483 High Similarity NPC153580
0.9483 High Similarity NPC226737
0.9402 High Similarity NPC40302
0.9402 High Similarity NPC137922
0.9381 High Similarity NPC221301
0.9322 High Similarity NPC159866
0.9322 High Similarity NPC175520
0.9322 High Similarity NPC25134
0.9322 High Similarity NPC295879
0.9322 High Similarity NPC64130
0.9322 High Similarity NPC97157
0.9298 High Similarity NPC162294
0.9237 High Similarity NPC474375
0.9224 High Similarity NPC191194
0.9217 High Similarity NPC264379
0.906 High Similarity NPC71186
0.9032 High Similarity NPC178301
0.8862 High Similarity NPC45728
0.88 High Similarity NPC222684
0.88 High Similarity NPC206183
0.8455 Intermediate Similarity NPC235166
0.84 Intermediate Similarity NPC163019
0.84 Intermediate Similarity NPC1744
0.8246 Intermediate Similarity NPC319933
0.8222 Intermediate Similarity NPC8577
0.7826 Intermediate Similarity NPC314803
0.7632 Intermediate Similarity NPC114325
0.7447 Intermediate Similarity NPC286337
0.7397 Intermediate Similarity NPC152947
0.7391 Intermediate Similarity NPC245386
0.7357 Intermediate Similarity NPC271942
0.7226 Intermediate Similarity NPC160081
0.7226 Intermediate Similarity NPC226493
0.7218 Intermediate Similarity NPC474169
0.7218 Intermediate Similarity NPC473572
0.7213 Intermediate Similarity NPC307875
0.7179 Intermediate Similarity NPC475466
0.7164 Intermediate Similarity NPC236265
0.7153 Intermediate Similarity NPC85049
0.7143 Intermediate Similarity NPC229213
0.7111 Intermediate Similarity NPC220311
0.7105 Intermediate Similarity NPC206876
0.7101 Intermediate Similarity NPC11449
0.7099 Intermediate Similarity NPC38483
0.7083 Intermediate Similarity NPC89341
0.7077 Intermediate Similarity NPC86947
0.7077 Intermediate Similarity NPC151617
0.7077 Intermediate Similarity NPC76915
0.7069 Intermediate Similarity NPC318429
0.7063 Intermediate Similarity NPC160932
0.7042 Intermediate Similarity NPC213471
0.7018 Intermediate Similarity NPC252149
0.7007 Intermediate Similarity NPC474147
0.7007 Intermediate Similarity NPC473708
0.7007 Intermediate Similarity NPC13004
0.7 Intermediate Similarity NPC303011
0.6993 Remote Similarity NPC474535
0.6984 Remote Similarity NPC36108
0.6984 Remote Similarity NPC7097
0.6984 Remote Similarity NPC246358
0.6984 Remote Similarity NPC233731
0.697 Remote Similarity NPC214289
0.696 Remote Similarity NPC124712
0.6948 Remote Similarity NPC475697
0.6947 Remote Similarity NPC293619
0.6947 Remote Similarity NPC9248
0.694 Remote Similarity NPC290451
0.694 Remote Similarity NPC127389
0.694 Remote Similarity NPC145780
0.6939 Remote Similarity NPC109346
0.6934 Remote Similarity NPC43706
0.6918 Remote Similarity NPC184632
0.6912 Remote Similarity NPC74478
0.6903 Remote Similarity NPC38980
0.6899 Remote Similarity NPC471488
0.6894 Remote Similarity NPC470626
0.6884 Remote Similarity NPC122359
0.6884 Remote Similarity NPC78061
0.6884 Remote Similarity NPC159987
0.688 Remote Similarity NPC232654
0.688 Remote Similarity NPC41594
0.6875 Remote Similarity NPC195873
0.6875 Remote Similarity NPC156356
0.6875 Remote Similarity NPC139617
0.6875 Remote Similarity NPC156840
0.6875 Remote Similarity NPC257124
0.6875 Remote Similarity NPC173746
0.6875 Remote Similarity NPC78918
0.6875 Remote Similarity NPC8547
0.6867 Remote Similarity NPC473608
0.6866 Remote Similarity NPC205850
0.6861 Remote Similarity NPC194519
0.685 Remote Similarity NPC54543
0.6849 Remote Similarity NPC250597
0.6842 Remote Similarity NPC310338
0.6842 Remote Similarity NPC319826
0.6842 Remote Similarity NPC125306
0.6842 Remote Similarity NPC281298
0.6831 Remote Similarity NPC303993
0.6812 Remote Similarity NPC58607
0.6812 Remote Similarity NPC304630
0.6812 Remote Similarity NPC17837
0.6812 Remote Similarity NPC191037
0.6812 Remote Similarity NPC178284
0.6797 Remote Similarity NPC473358
0.6791 Remote Similarity NPC232316
0.6791 Remote Similarity NPC247364
0.6791 Remote Similarity NPC61516
0.6791 Remote Similarity NPC165133
0.6791 Remote Similarity NPC242885
0.6791 Remote Similarity NPC95614
0.6791 Remote Similarity NPC227217
0.6791 Remote Similarity NPC232084
0.6791 Remote Similarity NPC10932
0.6791 Remote Similarity NPC117780
0.6791 Remote Similarity NPC56214
0.6788 Remote Similarity NPC137117
0.6788 Remote Similarity NPC293701
0.6788 Remote Similarity NPC114901
0.6788 Remote Similarity NPC48990
0.6769 Remote Similarity NPC33244
0.6765 Remote Similarity NPC105147
0.6765 Remote Similarity NPC228875
0.6765 Remote Similarity NPC126216
0.6763 Remote Similarity NPC216836
0.6763 Remote Similarity NPC319625
0.6763 Remote Similarity NPC111247
0.6763 Remote Similarity NPC163332
0.6763 Remote Similarity NPC183181
0.6763 Remote Similarity NPC292056
0.6763 Remote Similarity NPC147821
0.6763 Remote Similarity NPC41706
0.6763 Remote Similarity NPC210355
0.6763 Remote Similarity NPC118787
0.6759 Remote Similarity NPC168680
0.6752 Remote Similarity NPC157213
0.6744 Remote Similarity NPC55300
0.6741 Remote Similarity NPC224814
0.6741 Remote Similarity NPC269843
0.6741 Remote Similarity NPC207613
0.6741 Remote Similarity NPC205213
0.6741 Remote Similarity NPC14007
0.6741 Remote Similarity NPC189844
0.6741 Remote Similarity NPC109083
0.6741 Remote Similarity NPC60962
0.6739 Remote Similarity NPC142776
0.6739 Remote Similarity NPC87113
0.6735 Remote Similarity NPC474851
0.6735 Remote Similarity NPC474850
0.6728 Remote Similarity NPC469979
0.6728 Remote Similarity NPC226001
0.6718 Remote Similarity NPC94217
0.6716 Remote Similarity NPC117759
0.6715 Remote Similarity NPC317769
0.6715 Remote Similarity NPC31344
0.6715 Remote Similarity NPC105999
0.6715 Remote Similarity NPC84606
0.6715 Remote Similarity NPC192810
0.6714 Remote Similarity NPC226661
0.6713 Remote Similarity NPC163560
0.6692 Remote Similarity NPC165646
0.6691 Remote Similarity NPC113865
0.6691 Remote Similarity NPC54872
0.6691 Remote Similarity NPC312675
0.6691 Remote Similarity NPC184651
0.6691 Remote Similarity NPC262156
0.6691 Remote Similarity NPC470212
0.6691 Remote Similarity NPC134219
0.6691 Remote Similarity NPC343720
0.6691 Remote Similarity NPC38996
0.6691 Remote Similarity NPC160380
0.6691 Remote Similarity NPC473853
0.6691 Remote Similarity NPC324571
0.6687 Remote Similarity NPC110454
0.6687 Remote Similarity NPC126128
0.6687 Remote Similarity NPC473462
0.6687 Remote Similarity NPC298981
0.6687 Remote Similarity NPC207819
0.6667 Remote Similarity NPC228972
0.6667 Remote Similarity NPC195902
0.6667 Remote Similarity NPC221090
0.6667 Remote Similarity NPC2058
0.6667 Remote Similarity NPC5851
0.6667 Remote Similarity NPC213414
0.6667 Remote Similarity NPC45824

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC170824 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
0.7632 Intermediate Similarity NPD9296 Approved
0.7395 Intermediate Similarity NPD291 Approved
0.7069 Intermediate Similarity NPD9365 Approved
0.6875 Remote Similarity NPD228 Approved
0.685 Remote Similarity NPD556 Approved
0.6752 Remote Similarity NPD9295 Approved
0.6746 Remote Similarity NPD968 Approved
0.6741 Remote Similarity NPD915 Approved
0.6594 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6591 Remote Similarity NPD9299 Approved
0.6562 Remote Similarity NPD290 Approved
0.6457 Remote Similarity NPD9244 Approved
0.6457 Remote Similarity NPD9501 Approved
0.6434 Remote Similarity NPD9552 Approved
0.642 Remote Similarity NPD4010 Discontinued
0.6414 Remote Similarity NPD1558 Phase 1
0.6408 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6385 Remote Similarity NPD2684 Approved
0.6364 Remote Similarity NPD1529 Clinical (unspecified phase)
0.635 Remote Similarity NPD1798 Approved
0.635 Remote Similarity NPD1797 Approved
0.6319 Remote Similarity NPD3027 Phase 3
0.6301 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6301 Remote Similarity NPD1613 Approved
0.6269 Remote Similarity NPD5283 Phase 1
0.6204 Remote Similarity NPD1103 Approved
0.6204 Remote Similarity NPD1102 Approved
0.6204 Remote Similarity NPD1408 Clinical (unspecified phase)
0.6194 Remote Similarity NPD7843 Approved
0.6159 Remote Similarity NPD1548 Phase 1
0.6149 Remote Similarity NPD2296 Approved
0.6116 Remote Similarity NPD9094 Approved
0.6115 Remote Similarity NPD1357 Approved
0.6087 Remote Similarity NPD5536 Phase 2
0.6081 Remote Similarity NPD3620 Phase 2
0.6081 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6071 Remote Similarity NPD6516 Phase 2
0.6071 Remote Similarity NPD5846 Approved
0.6069 Remote Similarity NPD9494 Approved
0.6058 Remote Similarity NPD7157 Approved
0.6058 Remote Similarity NPD6671 Approved
0.6043 Remote Similarity NPD7533 Approved
0.6043 Remote Similarity NPD7534 Approved
0.6042 Remote Similarity NPD3827 Clinical (unspecified phase)
0.6014 Remote Similarity NPD6582 Phase 2
0.6014 Remote Similarity NPD6583 Phase 3
0.5986 Remote Similarity NPD1610 Phase 2
0.5986 Remote Similarity NPD1091 Approved
0.5973 Remote Similarity NPD4060 Phase 1
0.597 Remote Similarity NPD3022 Approved
0.597 Remote Similarity NPD3021 Approved
0.5959 Remote Similarity NPD2250 Discontinued
0.5956 Remote Similarity NPD821 Approved
0.5946 Remote Similarity NPD3145 Approved
0.5946 Remote Similarity NPD3144 Approved
0.5942 Remote Similarity NPD191 Approved
0.5918 Remote Similarity NPD3537 Clinical (unspecified phase)
0.5918 Remote Similarity NPD5752 Clinical (unspecified phase)
0.5915 Remote Similarity NPD155 Clinical (unspecified phase)
0.5906 Remote Similarity NPD2674 Phase 3
0.5903 Remote Similarity NPD2982 Phase 2
0.5903 Remote Similarity NPD2983 Phase 2
0.589 Remote Similarity NPD6584 Phase 3
0.5877 Remote Similarity NPD9087 Approved
0.5874 Remote Similarity NPD1535 Discovery
0.5854 Remote Similarity NPD4288 Approved
0.585 Remote Similarity NPD5266 Clinical (unspecified phase)
0.5839 Remote Similarity NPD6798 Discontinued
0.5839 Remote Similarity NPD5535 Approved
0.5839 Remote Similarity NPD769 Approved
0.5833 Remote Similarity NPD2981 Phase 2
0.5833 Remote Similarity NPD1481 Phase 2
0.5827 Remote Similarity NPD2933 Approved
0.5827 Remote Similarity NPD2934 Approved
0.5822 Remote Similarity NPD1318 Phase 2
0.5821 Remote Similarity NPD1358 Approved
0.5816 Remote Similarity NPD1894 Discontinued
0.5812 Remote Similarity NPD9088 Approved
0.5811 Remote Similarity NPD4908 Phase 1
0.5809 Remote Similarity NPD2671 Approved
0.5809 Remote Similarity NPD2673 Approved
0.58 Remote Similarity NPD3532 Approved
0.58 Remote Similarity NPD4062 Phase 3
0.58 Remote Similarity NPD3531 Approved
0.58 Remote Similarity NPD6233 Phase 2
0.58 Remote Similarity NPD3530 Approved
0.5786 Remote Similarity NPD1754 Clinical (unspecified phase)
0.5782 Remote Similarity NPD5647 Approved
0.5781 Remote Similarity NPD2859 Approved
0.5781 Remote Similarity NPD2860 Approved
0.5772 Remote Similarity NPD7095 Approved
0.5769 Remote Similarity NPD4162 Approved
0.5764 Remote Similarity NPD422 Phase 1
0.5762 Remote Similarity NPD5837 Clinical (unspecified phase)
0.5753 Remote Similarity NPD2922 Phase 1
0.5743 Remote Similarity NPD2861 Phase 2
0.5743 Remote Similarity NPD3018 Phase 2
0.5735 Remote Similarity NPD5451 Approved
0.5733 Remote Similarity NPD4907 Clinical (unspecified phase)
0.5732 Remote Similarity NPD6331 Phase 2
0.5732 Remote Similarity NPD1934 Approved
0.5724 Remote Similarity NPD1608 Approved
0.5724 Remote Similarity NPD6355 Discontinued
0.5724 Remote Similarity NPD1933 Approved
0.5724 Remote Similarity NPD2235 Phase 2
0.5724 Remote Similarity NPD447 Suspended
0.5724 Remote Similarity NPD2231 Phase 2
0.5714 Remote Similarity NPD1169 Approved
0.5714 Remote Similarity NPD1203 Approved
0.5714 Remote Similarity NPD2797 Approved
0.5714 Remote Similarity NPD2557 Approved
0.5714 Remote Similarity NPD9549 Phase 2
0.5706 Remote Similarity NPD6688 Approved
0.5706 Remote Similarity NPD6687 Approved
0.5704 Remote Similarity NPD9624 Approved
0.5704 Remote Similarity NPD1182 Approved
0.5704 Remote Similarity NPD5373 Approved
0.5704 Remote Similarity NPD5374 Approved
0.5697 Remote Similarity NPD2801 Approved
0.5695 Remote Similarity NPD1726 Clinical (unspecified phase)
0.5687 Remote Similarity NPD4123 Phase 3
0.5685 Remote Similarity NPD4749 Approved
0.5685 Remote Similarity NPD3600 Clinical (unspecified phase)
0.5683 Remote Similarity NPD1241 Discontinued
0.5674 Remote Similarity NPD3596 Phase 2
0.5672 Remote Similarity NPD9697 Approved
0.5669 Remote Similarity NPD3060 Approved
0.5667 Remote Similarity NPD4625 Phase 3
0.5667 Remote Similarity NPD9093 Approved
0.5664 Remote Similarity NPD5585 Approved
0.5658 Remote Similarity NPD3597 Clinical (unspecified phase)
0.5655 Remote Similarity NPD776 Approved
0.5655 Remote Similarity NPD3705 Approved
0.5652 Remote Similarity NPD2183 Approved
0.5652 Remote Similarity NPD2184 Approved
0.5649 Remote Similarity NPD3020 Approved
0.5649 Remote Similarity NPD4536 Approved
0.5649 Remote Similarity NPD4538 Approved
0.5649 Remote Similarity NPD4537 Clinical (unspecified phase)
0.5646 Remote Similarity NPD3225 Approved
0.5638 Remote Similarity NPD4993 Discontinued
0.5634 Remote Similarity NPD254 Approved
0.5633 Remote Similarity NPD4109 Clinical (unspecified phase)
0.5633 Remote Similarity NPD4110 Phase 3
0.563 Remote Similarity NPD3134 Approved
0.5629 Remote Similarity NPD3882 Suspended
0.5629 Remote Similarity NPD3056 Clinical (unspecified phase)
0.5625 Remote Similarity NPD2802 Phase 3
0.5625 Remote Similarity NPD1778 Approved
0.5625 Remote Similarity NPD2423 Clinical (unspecified phase)
0.5625 Remote Similarity NPD1511 Approved
0.5621 Remote Similarity NPD4340 Discontinued
0.562 Remote Similarity NPD9089 Approved
0.5613 Remote Similarity NPD6028 Clinical (unspecified phase)
0.5613 Remote Similarity NPD6029 Clinical (unspecified phase)
0.561 Remote Similarity NPD111 Approved
0.5608 Remote Similarity NPD1794 Approved
0.5608 Remote Similarity NPD1817 Approved
0.5608 Remote Similarity NPD987 Approved
0.5608 Remote Similarity NPD1818 Approved
0.5608 Remote Similarity NPD1820 Approved
0.5608 Remote Similarity NPD1819 Approved
0.5603 Remote Similarity NPD709 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data