Structure

Physi-Chem Properties

Molecular Weight:  348.16
Volume:  356.99
LogP:  2.891
LogD:  3.072
LogS:  -4.224
# Rotatable Bonds:  8
TPSA:  77.38
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.713
Synthetic Accessibility Score:  2.194
Fsp3:  0.368
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  2
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.807
MDCK Permeability:  2.0819143173866905e-05
Pgp-inhibitor:  0.357
Pgp-substrate:  0.751
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.07
30% Bioavailability (F30%):  0.104

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.021
Plasma Protein Binding (PPB):  93.00580596923828%
Volume Distribution (VD):  0.547
Pgp-substrate:  6.538147449493408%

ADMET: Metabolism

CYP1A2-inhibitor:  0.772
CYP1A2-substrate:  0.967
CYP2C19-inhibitor:  0.567
CYP2C19-substrate:  0.859
CYP2C9-inhibitor:  0.236
CYP2C9-substrate:  0.835
CYP2D6-inhibitor:  0.408
CYP2D6-substrate:  0.937
CYP3A4-inhibitor:  0.39
CYP3A4-substrate:  0.549

ADMET: Excretion

Clearance (CL):  12.424
Half-life (T1/2):  0.863

ADMET: Toxicity

hERG Blockers:  0.055
Human Hepatotoxicity (H-HT):  0.091
Drug-inuced Liver Injury (DILI):  0.401
AMES Toxicity:  0.032
Rat Oral Acute Toxicity:  0.045
Maximum Recommended Daily Dose:  0.069
Skin Sensitization:  0.951
Carcinogencity:  0.052
Eye Corrosion:  0.004
Eye Irritation:  0.603
Respiratory Toxicity:  0.2

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

  Natural Product: NPC234488

Natural Product ID:  NPC234488
Common Name*:   Bussealin D
IUPAC Name:   3-methoxy-6-[3-(2,4,5-trimethoxyphenyl)propyl]benzene-1,2-diol
Synonyms:   Bussealin D
Standard InCHIKey:  JUBOCNOOUXAKKN-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C19H24O6/c1-22-14-9-8-12(18(20)19(14)21)6-5-7-13-10-16(24-3)17(25-4)11-15(13)23-2/h8-11,20-21H,5-7H2,1-4H3
SMILES:  COc1cc(OC)c(cc1CCCc1ccc(c(c1O)O)OC)OC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1631158
PubChem CID:   50900322
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0003467] Linear 1,3-diarylpropanoids
        • [CHEMONTID:0003496] Cinnamylphenols

*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
NPO11403 Bussea sakalava Species Fabaceae Eukaryota n.a. root n.a. PMID[20942441]
NPO11403 Bussea sakalava Species Fabaceae 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
NPT179 Cell Line A2780 Homo sapiens IC50 = 40000.0 nM PMID[483339]

☑ 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 NPC234488 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
1.0 High Similarity NPC299221
1.0 High Similarity NPC311680
1.0 High Similarity NPC51840
0.9919 High Similarity NPC10225
0.9919 High Similarity NPC58164
0.984 High Similarity NPC6451
0.9837 High Similarity NPC266691
0.976 High Similarity NPC12275
0.976 High Similarity NPC232275
0.976 High Similarity NPC45715
0.976 High Similarity NPC474356
0.9756 High Similarity NPC82679
0.9756 High Similarity NPC236791
0.9756 High Similarity NPC159968
0.9756 High Similarity NPC282000
0.9756 High Similarity NPC324112
0.9756 High Similarity NPC124452
0.9756 High Similarity NPC246620
0.9756 High Similarity NPC293054
0.9756 High Similarity NPC74817
0.9756 High Similarity NPC169474
0.968 High Similarity NPC192687
0.968 High Similarity NPC224157
0.9675 High Similarity NPC28730
0.9675 High Similarity NPC214406
0.9675 High Similarity NPC78974
0.9675 High Similarity NPC223136
0.9675 High Similarity NPC44748
0.9675 High Similarity NPC18924
0.9675 High Similarity NPC103823
0.96 High Similarity NPC190144
0.9593 High Similarity NPC299584
0.9593 High Similarity NPC221077
0.9593 High Similarity NPC233410
0.9593 High Similarity NPC475169
0.9593 High Similarity NPC265483
0.9593 High Similarity NPC17943
0.9593 High Similarity NPC193544
0.9593 High Similarity NPC208950
0.9593 High Similarity NPC105925
0.9593 High Similarity NPC60885
0.9593 High Similarity NPC82483
0.9593 High Similarity NPC251855
0.9593 High Similarity NPC57490
0.9593 High Similarity NPC298757
0.9593 High Similarity NPC203133
0.9593 High Similarity NPC116907
0.9593 High Similarity NPC117214
0.9593 High Similarity NPC234400
0.9593 High Similarity NPC472093
0.9535 High Similarity NPC472336
0.9535 High Similarity NPC472334
0.9524 High Similarity NPC126836
0.9524 High Similarity NPC214860
0.952 High Similarity NPC28765
0.952 High Similarity NPC154866
0.9516 High Similarity NPC112596
0.9512 High Similarity NPC183446
0.9462 High Similarity NPC326797
0.9462 High Similarity NPC272157
0.9462 High Similarity NPC90615
0.9462 High Similarity NPC73535
0.9462 High Similarity NPC474282
0.9462 High Similarity NPC176051
0.9462 High Similarity NPC25111
0.9462 High Similarity NPC103976
0.9462 High Similarity NPC102904
0.9462 High Similarity NPC276490
0.9462 High Similarity NPC107551
0.9462 High Similarity NPC6262
0.9462 High Similarity NPC201145
0.9457 High Similarity NPC472337
0.9444 High Similarity NPC170844
0.9444 High Similarity NPC45824
0.9444 High Similarity NPC212015
0.9444 High Similarity NPC476968
0.944 High Similarity NPC266555
0.944 High Similarity NPC252131
0.944 High Similarity NPC236760
0.944 High Similarity NPC127587
0.9431 High Similarity NPC136319
0.9431 High Similarity NPC228922
0.9431 High Similarity NPC197757
0.9431 High Similarity NPC233526
0.9431 High Similarity NPC282496
0.9431 High Similarity NPC121115
0.9431 High Similarity NPC95168
0.9389 High Similarity NPC212942
0.9389 High Similarity NPC245207
0.9389 High Similarity NPC29868
0.9389 High Similarity NPC319647
0.9389 High Similarity NPC79622
0.9389 High Similarity NPC25966
0.9389 High Similarity NPC127218
0.9385 High Similarity NPC300846
0.9385 High Similarity NPC114155
0.9385 High Similarity NPC476639
0.938 High Similarity NPC106215
0.9375 High Similarity NPC127624
0.9375 High Similarity NPC86655
0.9375 High Similarity NPC202762
0.9365 High Similarity NPC206615
0.9365 High Similarity NPC98631
0.9365 High Similarity NPC470213
0.9365 High Similarity NPC186843
0.936 High Similarity NPC223953
0.936 High Similarity NPC76451
0.935 High Similarity NPC135414
0.935 High Similarity NPC262253
0.935 High Similarity NPC41562
0.935 High Similarity NPC71579
0.935 High Similarity NPC473411
0.9318 High Similarity NPC295719
0.9318 High Similarity NPC165026
0.9318 High Similarity NPC73505
0.9318 High Similarity NPC34431
0.9318 High Similarity NPC284464
0.9318 High Similarity NPC254759
0.9318 High Similarity NPC160283
0.9308 High Similarity NPC94750
0.9308 High Similarity NPC256262
0.9308 High Similarity NPC281521
0.9308 High Similarity NPC112939
0.9308 High Similarity NPC470356
0.9308 High Similarity NPC111655
0.9308 High Similarity NPC134968
0.9308 High Similarity NPC112246
0.9308 High Similarity NPC201357
0.9308 High Similarity NPC474206
0.9308 High Similarity NPC195022
0.9308 High Similarity NPC121812
0.9308 High Similarity NPC255147
0.9308 High Similarity NPC283009
0.9308 High Similarity NPC261873
0.9302 High Similarity NPC32778
0.9302 High Similarity NPC475840
0.9302 High Similarity NPC229442
0.9302 High Similarity NPC168059
0.9297 High Similarity NPC474017
0.9286 High Similarity NPC210355
0.9286 High Similarity NPC242032
0.9286 High Similarity NPC216836
0.9268 High Similarity NPC75713
0.9268 High Similarity NPC285289
0.9248 High Similarity NPC471389
0.9242 High Similarity NPC292882
0.9242 High Similarity NPC6369
0.9242 High Similarity NPC30951
0.9237 High Similarity NPC162659
0.9237 High Similarity NPC265433
0.9237 High Similarity NPC248727
0.9237 High Similarity NPC270456
0.9237 High Similarity NPC143139
0.9237 High Similarity NPC205442
0.9237 High Similarity NPC306441
0.9237 High Similarity NPC16435
0.9237 High Similarity NPC227503
0.9237 High Similarity NPC474639
0.9237 High Similarity NPC230734
0.9237 High Similarity NPC173660
0.9237 High Similarity NPC202846
0.9231 High Similarity NPC289258
0.9231 High Similarity NPC317380
0.9231 High Similarity NPC555
0.9231 High Similarity NPC103967
0.9231 High Similarity NPC7515
0.9231 High Similarity NPC310854
0.9231 High Similarity NPC56764
0.9231 High Similarity NPC469659
0.9231 High Similarity NPC276026
0.9231 High Similarity NPC188378
0.9231 High Similarity NPC206737
0.9225 High Similarity NPC201587
0.9225 High Similarity NPC253105
0.9219 High Similarity NPC220935
0.92 High Similarity NPC206487
0.92 High Similarity NPC5796
0.9194 High Similarity NPC246967
0.9194 High Similarity NPC474864
0.9187 High Similarity NPC166759
0.9179 High Similarity NPC472335
0.9179 High Similarity NPC107161
0.9179 High Similarity NPC175838
0.9179 High Similarity NPC472332
0.9173 High Similarity NPC259519
0.9167 High Similarity NPC211549
0.916 High Similarity NPC69029
0.916 High Similarity NPC234333
0.916 High Similarity NPC61946
0.916 High Similarity NPC158142
0.916 High Similarity NPC55239
0.916 High Similarity NPC47398
0.916 High Similarity NPC214853
0.916 High Similarity NPC151224
0.916 High Similarity NPC200557
0.916 High Similarity NPC180602
0.916 High Similarity NPC240279
0.916 High Similarity NPC108198
0.916 High Similarity NPC294884
0.916 High Similarity NPC260898

  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 NPC234488 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
0.9444 High Similarity NPD3027 Phase 3
0.9062 High Similarity NPD1529 Clinical (unspecified phase)
0.8984 High Similarity NPD1530 Clinical (unspecified phase)
0.8931 High Similarity NPD1613 Approved
0.8931 High Similarity NPD1612 Clinical (unspecified phase)
0.855 High Similarity NPD3018 Phase 2
0.8385 Intermediate Similarity NPD2983 Phase 2
0.8385 Intermediate Similarity NPD2982 Phase 2
0.8374 Intermediate Similarity NPD228 Approved
0.8308 Intermediate Similarity NPD2981 Phase 2
0.8299 Intermediate Similarity NPD2801 Approved
0.824 Intermediate Similarity NPD5283 Phase 1
0.8209 Intermediate Similarity NPD4908 Phase 1
0.8108 Intermediate Similarity NPD1934 Approved
0.8106 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.8092 Intermediate Similarity NPD1610 Phase 2
0.8088 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8062 Intermediate Similarity NPD1548 Phase 1
0.8 Intermediate Similarity NPD2861 Phase 2
0.7959 Intermediate Similarity NPD1653 Approved
0.7933 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.792 Intermediate Similarity NPD3022 Approved
0.792 Intermediate Similarity NPD3021 Approved
0.7887 Intermediate Similarity NPD3540 Phase 1
0.7883 Intermediate Similarity NPD4625 Phase 3
0.7836 Intermediate Similarity NPD4749 Approved
0.7829 Intermediate Similarity NPD3882 Suspended
0.7829 Intermediate Similarity NPD6671 Approved
0.7817 Intermediate Similarity NPD3539 Phase 1
0.7808 Intermediate Similarity NPD1511 Approved
0.7727 Intermediate Similarity NPD6234 Discontinued
0.7714 Intermediate Similarity NPD1558 Phase 1
0.7712 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD6166 Phase 2
0.7707 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7704 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7703 Intermediate Similarity NPD1512 Approved
0.7671 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7664 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7642 Intermediate Similarity NPD940 Approved
0.7642 Intermediate Similarity NPD846 Approved
0.7632 Intermediate Similarity NPD37 Approved
0.7589 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7589 Intermediate Similarity NPD3620 Phase 2
0.7589 Intermediate Similarity NPD4060 Phase 1
0.7584 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.758 Intermediate Similarity NPD6232 Discontinued
0.7576 Intermediate Similarity NPD5536 Phase 2
0.7571 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7571 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7569 Intermediate Similarity NPD2935 Discontinued
0.7568 Intermediate Similarity NPD4357 Discontinued
0.7561 Intermediate Similarity NPD1242 Phase 1
0.7556 Intermediate Similarity NPD3705 Approved
0.7556 Intermediate Similarity NPD422 Phase 1
0.7548 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD3817 Phase 2
0.7516 Intermediate Similarity NPD7074 Phase 3
0.75 Intermediate Similarity NPD7124 Phase 2
0.75 Intermediate Similarity NPD4678 Approved
0.75 Intermediate Similarity NPD4750 Phase 3
0.75 Intermediate Similarity NPD4675 Approved
0.75 Intermediate Similarity NPD3818 Discontinued
0.7484 Intermediate Similarity NPD4965 Approved
0.7484 Intermediate Similarity NPD4966 Approved
0.7484 Intermediate Similarity NPD4967 Phase 2
0.7465 Intermediate Similarity NPD1240 Approved
0.7453 Intermediate Similarity NPD7054 Approved
0.7453 Intermediate Similarity NPD5844 Phase 1
0.7438 Intermediate Similarity NPD7473 Discontinued
0.7434 Intermediate Similarity NPD4005 Discontinued
0.7432 Intermediate Similarity NPD2219 Phase 1
0.7426 Intermediate Similarity NPD1091 Approved
0.7422 Intermediate Similarity NPD2684 Approved
0.7415 Intermediate Similarity NPD5177 Phase 3
0.7415 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7415 Intermediate Similarity NPD3060 Approved
0.7407 Intermediate Similarity NPD7472 Approved
0.7405 Intermediate Similarity NPD7199 Phase 2
0.7402 Intermediate Similarity NPD968 Approved
0.74 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7397 Intermediate Similarity NPD7266 Discontinued
0.7397 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD2674 Phase 3
0.7391 Intermediate Similarity NPD7228 Approved
0.7386 Intermediate Similarity NPD4380 Phase 2
0.7379 Intermediate Similarity NPD1510 Phase 2
0.7378 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7361 Intermediate Similarity NPD1607 Approved
0.7355 Intermediate Similarity NPD1465 Phase 2
0.7343 Intermediate Similarity NPD943 Approved
0.7342 Intermediate Similarity NPD5494 Approved
0.7333 Intermediate Similarity NPD1357 Approved
0.7333 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7328 Intermediate Similarity NPD7843 Approved
0.7325 Intermediate Similarity NPD4055 Discovery
0.7312 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD6111 Discontinued
0.7303 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD6674 Discontinued
0.7293 Intermediate Similarity NPD7157 Approved
0.7292 Intermediate Similarity NPD230 Phase 1
0.7285 Intermediate Similarity NPD7447 Phase 1
0.7273 Intermediate Similarity NPD7549 Discontinued
0.7266 Intermediate Similarity NPD2922 Phase 1
0.7266 Intermediate Similarity NPD8651 Approved
0.7266 Intermediate Similarity NPD6696 Suspended
0.7256 Intermediate Similarity NPD6797 Phase 2
0.7236 Intermediate Similarity NPD2859 Approved
0.7236 Intermediate Similarity NPD2860 Approved
0.7226 Intermediate Similarity NPD3496 Discontinued
0.7222 Intermediate Similarity NPD2238 Phase 2
0.7219 Intermediate Similarity NPD7212 Phase 2
0.7219 Intermediate Similarity NPD7213 Phase 3
0.7212 Intermediate Similarity NPD7251 Discontinued
0.7211 Intermediate Similarity NPD6099 Approved
0.7211 Intermediate Similarity NPD6100 Approved
0.7209 Intermediate Similarity NPD290 Approved
0.7208 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD5111 Phase 2
0.7203 Intermediate Similarity NPD5110 Phase 2
0.7203 Intermediate Similarity NPD5109 Approved
0.7203 Intermediate Similarity NPD3144 Approved
0.7203 Intermediate Similarity NPD3145 Approved
0.72 Intermediate Similarity NPD6190 Approved
0.72 Intermediate Similarity NPD3020 Approved
0.7197 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7192 Intermediate Similarity NPD4538 Approved
0.7192 Intermediate Similarity NPD4536 Approved
0.7192 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD8053 Approved
0.7186 Intermediate Similarity NPD8054 Approved
0.7181 Intermediate Similarity NPD4236 Phase 3
0.7181 Intermediate Similarity NPD1652 Phase 2
0.7181 Intermediate Similarity NPD4237 Approved
0.7171 Intermediate Similarity NPD4123 Phase 3
0.7169 Intermediate Similarity NPD7808 Phase 3
0.7163 Intermediate Similarity NPD6584 Phase 3
0.7162 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD2934 Approved
0.7154 Intermediate Similarity NPD9296 Approved
0.7154 Intermediate Similarity NPD2933 Approved
0.7153 Intermediate Similarity NPD4626 Approved
0.7153 Intermediate Similarity NPD6233 Phase 2
0.7152 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD289 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD2978 Approved
0.7134 Intermediate Similarity NPD2977 Approved
0.7133 Intermediate Similarity NPD7095 Approved
0.7133 Intermediate Similarity NPD3892 Phase 2
0.7133 Intermediate Similarity NPD3750 Approved
0.7122 Intermediate Similarity NPD2233 Approved
0.7122 Intermediate Similarity NPD2232 Approved
0.7122 Intermediate Similarity NPD2230 Approved
0.7115 Intermediate Similarity NPD5090 Approved
0.7115 Intermediate Similarity NPD5089 Approved
0.7114 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD1549 Phase 2
0.7113 Intermediate Similarity NPD9494 Approved
0.7107 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD7075 Discontinued
0.7105 Intermediate Similarity NPD6799 Approved
0.7099 Intermediate Similarity NPD5451 Approved
0.7089 Intermediate Similarity NPD5402 Approved
0.7086 Intermediate Similarity NPD2677 Approved
0.7083 Intermediate Similarity NPD6798 Discontinued
0.7068 Intermediate Similarity NPD7635 Approved
0.7063 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD5124 Phase 1
0.7055 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD6355 Discontinued
0.7047 Intermediate Similarity NPD1375 Discontinued
0.7044 Intermediate Similarity NPD6788 Approved
0.7029 Intermediate Similarity NPD6516 Phase 2
0.7029 Intermediate Similarity NPD5846 Approved
0.7027 Intermediate Similarity NPD5960 Phase 3
0.7027 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD5588 Approved
0.7025 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD4097 Suspended
0.6987 Remote Similarity NPD7261 Clinical (unspecified phase)
0.698 Remote Similarity NPD2796 Approved
0.6978 Remote Similarity NPD3847 Discontinued
0.6975 Remote Similarity NPD1247 Approved
0.6966 Remote Similarity NPD5718 Phase 2
0.696 Remote Similarity NPD844 Approved
0.6959 Remote Similarity NPD6896 Approved
0.6959 Remote Similarity NPD6895 Approved
0.6954 Remote Similarity NPD4162 Approved
0.695 Remote Similarity NPD6583 Phase 3
0.695 Remote Similarity NPD6582 Phase 2
0.6948 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6948 Remote Similarity NPD4160 Clinical (unspecified phase)
0.6948 Remote Similarity NPD1424 Approved
0.6944 Remote Similarity NPD596 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