Structure

Physi-Chem Properties

Molecular Weight:  166.1
Volume:  182.631
LogP:  2.836
LogD:  2.942
LogS:  -2.623
# Rotatable Bonds:  3
TPSA:  29.46
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.746
Synthetic Accessibility Score:  1.6
Fsp3:  0.4
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  1
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.35
MDCK Permeability:  2.380906698817853e-05
Pgp-inhibitor:  0.003
Pgp-substrate:  0.385
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.446
30% Bioavailability (F30%):  0.215

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.446
Plasma Protein Binding (PPB):  91.8681411743164%
Volume Distribution (VD):  2.472
Pgp-substrate:  6.29891300201416%

ADMET: Metabolism

CYP1A2-inhibitor:  0.962
CYP1A2-substrate:  0.955
CYP2C19-inhibitor:  0.86
CYP2C19-substrate:  0.763
CYP2C9-inhibitor:  0.513
CYP2C9-substrate:  0.919
CYP2D6-inhibitor:  0.749
CYP2D6-substrate:  0.911
CYP3A4-inhibitor:  0.159
CYP3A4-substrate:  0.355

ADMET: Excretion

Clearance (CL):  13.131
Half-life (T1/2):  0.84

ADMET: Toxicity

hERG Blockers:  0.044
Human Hepatotoxicity (H-HT):  0.054
Drug-inuced Liver Injury (DILI):  0.099
AMES Toxicity:  0.051
Rat Oral Acute Toxicity:  0.093
Maximum Recommended Daily Dose:  0.048
Skin Sensitization:  0.797
Carcinogencity:  0.234
Eye Corrosion:  0.924
Eye Irritation:  0.986
Respiratory Toxicity:  0.464

Download Data

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

  Natural Product: NPC8547

Natural Product ID:  NPC8547
Common Name*:   2-Methoxy-4-Propylphenol
IUPAC Name:   2-methoxy-4-propylphenol
Synonyms:  
Standard InCHIKey:  PXIKRTCSSLJURC-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C10H14O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h5-7,11H,3-4H2,1-2H3
SMILES:  CCCc1ccc(c(c1)OC)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3186884
PubChem CID:   17739
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000134] Phenols
        • [CHEMONTID:0000190] Methoxyphenols

*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
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. root n.a. PMID[11374978]
NPO28679 Prunus mume Species Rosaceae Eukaryota flowers n.a. n.a. PMID[12193020]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[15679317]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota roots purchased from Kiu Shun Trading Ltd., Vancouver, Canada 2000 PMID[16643021]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. root n.a. PMID[17997069]
NPO28679 Prunus mume Species Rosaceae Eukaryota fruits n.a. n.a. PMID[24485782]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[25538068]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[27400088]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28679 Prunus mume Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28679 Prunus mume Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28679 Prunus mume Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28679 Prunus mume Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28679 Prunus mume Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11438 Angelica gigas Species Apiaceae 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
NPT163 Individual Protein Nuclear factor NF-kappa-B p105 subunit Homo sapiens Potency n.a. 8707.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 346.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 5494.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 5.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 6.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 7695.9 nM PubChem BioAssay data set

☑ 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 NPC8547 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 NPC173746
1.0 High Similarity NPC257124
1.0 High Similarity NPC156840
0.9806 High Similarity NPC246358
0.9806 High Similarity NPC36108
0.9806 High Similarity NPC233731
0.9806 High Similarity NPC7097
0.9619 High Similarity NPC78918
0.9619 High Similarity NPC195873
0.9619 High Similarity NPC139617
0.9537 High Similarity NPC221049
0.945 High Similarity NPC293619
0.945 High Similarity NPC164386
0.9364 High Similarity NPC255675
0.9364 High Similarity NPC470626
0.934 High Similarity NPC137685
0.932 High Similarity NPC292792
0.9279 High Similarity NPC24474
0.9279 High Similarity NPC20674
0.9279 High Similarity NPC320987
0.9279 High Similarity NPC310338
0.9279 High Similarity NPC281298
0.9279 High Similarity NPC311595
0.9279 High Similarity NPC299406
0.9279 High Similarity NPC181969
0.9238 High Similarity NPC227894
0.9196 High Similarity NPC117780
0.9196 High Similarity NPC227217
0.9196 High Similarity NPC95614
0.9196 High Similarity NPC177475
0.9196 High Similarity NPC165133
0.9196 High Similarity NPC148615
0.9196 High Similarity NPC56214
0.9196 High Similarity NPC232316
0.9196 High Similarity NPC35071
0.9196 High Similarity NPC242885
0.9126 High Similarity NPC310905
0.9126 High Similarity NPC12714
0.9115 High Similarity NPC207613
0.9099 High Similarity NPC259638
0.9099 High Similarity NPC86947
0.9099 High Similarity NPC39793
0.9035 High Similarity NPC54872
0.9035 High Similarity NPC194416
0.9035 High Similarity NPC324571
0.9035 High Similarity NPC177291
0.9035 High Similarity NPC473853
0.9035 High Similarity NPC262156
0.9035 High Similarity NPC160380
0.9035 High Similarity NPC476343
0.9035 High Similarity NPC201777
0.9035 High Similarity NPC470212
0.9035 High Similarity NPC38996
0.9035 High Similarity NPC343720
0.9035 High Similarity NPC113865
0.9035 High Similarity NPC312675
0.9035 High Similarity NPC184651
0.9035 High Similarity NPC470804
0.9018 High Similarity NPC70744
0.9018 High Similarity NPC137537
0.9018 High Similarity NPC272471
0.9018 High Similarity NPC164706
0.9018 High Similarity NPC107588
0.9009 High Similarity NPC193067
0.8957 High Similarity NPC114298
0.8957 High Similarity NPC209567
0.8957 High Similarity NPC41562
0.8957 High Similarity NPC85488
0.8938 High Similarity NPC135961
0.8899 High Similarity NPC55300
0.8879 High Similarity NPC317769
0.8879 High Similarity NPC257976
0.8879 High Similarity NPC242372
0.8879 High Similarity NPC164778
0.8879 High Similarity NPC228922
0.8879 High Similarity NPC4181
0.8879 High Similarity NPC13020
0.8879 High Similarity NPC31344
0.8879 High Similarity NPC280704
0.8879 High Similarity NPC140359
0.8879 High Similarity NPC471693
0.8879 High Similarity NPC197757
0.8879 High Similarity NPC163083
0.887 High Similarity NPC290451
0.887 High Similarity NPC49341
0.887 High Similarity NPC127389
0.886 High Similarity NPC232084
0.886 High Similarity NPC229401
0.886 High Similarity NPC202474
0.886 High Similarity NPC247364
0.886 High Similarity NPC2058
0.886 High Similarity NPC61516
0.886 High Similarity NPC10932
0.885 High Similarity NPC212743
0.8835 High Similarity NPC109955
0.8818 High Similarity NPC165646
0.8803 High Similarity NPC206487
0.8803 High Similarity NPC20443
0.8803 High Similarity NPC60517
0.8803 High Similarity NPC5796
0.8803 High Similarity NPC273686
0.8803 High Similarity NPC146886
0.8803 High Similarity NPC312404
0.8796 High Similarity NPC75440
0.8783 High Similarity NPC204466
0.8783 High Similarity NPC269843
0.8783 High Similarity NPC224814
0.8783 High Similarity NPC189844
0.8783 High Similarity NPC14007
0.8783 High Similarity NPC109083
0.8783 High Similarity NPC60962
0.8783 High Similarity NPC158949
0.8774 High Similarity NPC12987
0.8774 High Similarity NPC474603
0.8762 High Similarity NPC110764
0.8729 High Similarity NPC17943
0.8729 High Similarity NPC251855
0.8729 High Similarity NPC203133
0.8729 High Similarity NPC234400
0.8729 High Similarity NPC280767
0.8729 High Similarity NPC257589
0.8729 High Similarity NPC266705
0.8729 High Similarity NPC116907
0.8729 High Similarity NPC298757
0.8729 High Similarity NPC194519
0.8729 High Similarity NPC9067
0.8729 High Similarity NPC228771
0.8729 High Similarity NPC53305
0.8729 High Similarity NPC60885
0.8729 High Similarity NPC148627
0.8729 High Similarity NPC57490
0.8729 High Similarity NPC117214
0.8729 High Similarity NPC208950
0.8729 High Similarity NPC233410
0.8729 High Similarity NPC29008
0.8729 High Similarity NPC475169
0.8729 High Similarity NPC193544
0.8729 High Similarity NPC472093
0.8729 High Similarity NPC221077
0.8718 High Similarity NPC165375
0.8718 High Similarity NPC220598
0.8707 High Similarity NPC70752
0.8707 High Similarity NPC285289
0.8704 High Similarity NPC258171
0.8684 High Similarity NPC474214
0.8684 High Similarity NPC205502
0.8684 High Similarity NPC474040
0.8679 High Similarity NPC196479
0.8661 High Similarity NPC294941
0.8655 High Similarity NPC191037
0.8655 High Similarity NPC178284
0.8655 High Similarity NPC78974
0.8655 High Similarity NPC223136
0.8655 High Similarity NPC44748
0.8655 High Similarity NPC304630
0.8655 High Similarity NPC127937
0.8655 High Similarity NPC213552
0.8655 High Similarity NPC274356
0.8655 High Similarity NPC103823
0.8655 High Similarity NPC58607
0.8655 High Similarity NPC84076
0.8655 High Similarity NPC28730
0.8655 High Similarity NPC18924
0.8655 High Similarity NPC179777
0.8655 High Similarity NPC303680
0.8655 High Similarity NPC90128
0.8655 High Similarity NPC17837
0.8655 High Similarity NPC92207
0.8655 High Similarity NPC120225
0.8655 High Similarity NPC214406
0.8644 High Similarity NPC293701
0.8644 High Similarity NPC48990
0.8644 High Similarity NPC114901
0.8644 High Similarity NPC183446
0.8641 High Similarity NPC107522
0.8636 High Similarity NPC31279
0.8632 High Similarity NPC286573
0.8632 High Similarity NPC30462
0.8632 High Similarity NPC473411
0.8632 High Similarity NPC71579
0.8632 High Similarity NPC262253
0.8609 High Similarity NPC474320
0.8609 High Similarity NPC226629
0.8598 High Similarity NPC120719
0.8598 High Similarity NPC12278
0.8583 High Similarity NPC165045
0.8583 High Similarity NPC183181
0.8583 High Similarity NPC118787
0.8583 High Similarity NPC118533
0.8583 High Similarity NPC319625
0.8583 High Similarity NPC210355
0.8583 High Similarity NPC127587
0.8583 High Similarity NPC151167
0.8583 High Similarity NPC123228
0.8583 High Similarity NPC5428
0.8583 High Similarity NPC20404
0.8583 High Similarity NPC106511
0.8583 High Similarity NPC169474
0.8583 High Similarity NPC21563
0.8583 High Similarity NPC246620

  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 NPC8547 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
1.0 High Similarity NPD228 Approved
0.8571 High Similarity NPD5283 Phase 1
0.8559 High Similarity NPD4379 Clinical (unspecified phase)
0.8544 High Similarity NPD9296 Approved
0.8448 Intermediate Similarity NPD1357 Approved
0.8443 Intermediate Similarity NPD3027 Phase 3
0.8306 Intermediate Similarity NPD2674 Phase 3
0.8288 Intermediate Similarity NPD2684 Approved
0.8279 Intermediate Similarity NPD9494 Approved
0.8214 Intermediate Similarity NPD3022 Approved
0.8214 Intermediate Similarity NPD3021 Approved
0.8095 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.8095 Intermediate Similarity NPD3620 Phase 2
0.8095 Intermediate Similarity NPD1558 Phase 1
0.808 Intermediate Similarity NPD3145 Approved
0.808 Intermediate Similarity NPD3144 Approved
0.8065 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8036 Intermediate Similarity NPD290 Approved
0.8 Intermediate Similarity NPD7843 Approved
0.7984 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7966 Intermediate Similarity NPD5536 Phase 2
0.7953 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7953 Intermediate Similarity NPD1613 Approved
0.7949 Intermediate Similarity NPD7157 Approved
0.7845 Intermediate Similarity NPD9379 Approved
0.7845 Intermediate Similarity NPD9377 Approved
0.7797 Intermediate Similarity NPD6671 Approved
0.7788 Intermediate Similarity NPD968 Approved
0.7787 Intermediate Similarity NPD3705 Approved
0.7748 Intermediate Similarity NPD291 Approved
0.7692 Intermediate Similarity NPD821 Approved
0.7685 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.7685 Intermediate Similarity NPD2934 Approved
0.7685 Intermediate Similarity NPD2933 Approved
0.767 Intermediate Similarity NPD111 Approved
0.7661 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7661 Intermediate Similarity NPD2983 Phase 2
0.7661 Intermediate Similarity NPD2982 Phase 2
0.7623 Intermediate Similarity NPD4626 Approved
0.7615 Intermediate Similarity NPD2859 Approved
0.7615 Intermediate Similarity NPD844 Approved
0.7615 Intermediate Similarity NPD2860 Approved
0.7597 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7581 Intermediate Similarity NPD2981 Phase 2
0.7568 Intermediate Similarity NPD3020 Approved
0.7565 Intermediate Similarity NPD1358 Approved
0.7559 Intermediate Similarity NPD3018 Phase 2
0.7547 Intermediate Similarity NPD9295 Approved
0.7545 Intermediate Similarity NPD288 Approved
0.7538 Intermediate Similarity NPD4060 Phase 1
0.7521 Intermediate Similarity NPD9280 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD289 Clinical (unspecified phase)
0.7481 Intermediate Similarity NPD3060 Approved
0.748 Intermediate Similarity NPD6584 Phase 3
0.748 Intermediate Similarity NPD9384 Approved
0.748 Intermediate Similarity NPD9381 Approved
0.7459 Intermediate Similarity NPD1548 Phase 1
0.7436 Intermediate Similarity NPD5451 Approved
0.7407 Intermediate Similarity NPD9365 Approved
0.7388 Intermediate Similarity NPD2161 Phase 2
0.7385 Intermediate Similarity NPD5110 Phase 2
0.7385 Intermediate Similarity NPD5111 Phase 2
0.7385 Intermediate Similarity NPD5109 Approved
0.7385 Intermediate Similarity NPD5718 Phase 2
0.7381 Intermediate Similarity NPD9622 Approved
0.736 Intermediate Similarity NPD1610 Phase 2
0.7355 Intermediate Similarity NPD709 Approved
0.7345 Intermediate Similarity NPD1242 Phase 1
0.7339 Intermediate Similarity NPD2668 Approved
0.7339 Intermediate Similarity NPD2667 Approved
0.7339 Intermediate Similarity NPD6516 Phase 2
0.7339 Intermediate Similarity NPD5846 Approved
0.7328 Intermediate Similarity NPD3134 Approved
0.7328 Intermediate Similarity NPD554 Clinical (unspecified phase)
0.7323 Intermediate Similarity NPD2922 Phase 1
0.7323 Intermediate Similarity NPD1283 Approved
0.7308 Intermediate Similarity NPD7095 Approved
0.7308 Intermediate Similarity NPD2669 Clinical (unspecified phase)
0.7302 Intermediate Similarity NPD2232 Approved
0.7302 Intermediate Similarity NPD2233 Approved
0.7302 Intermediate Similarity NPD2230 Approved
0.7287 Intermediate Similarity NPD2861 Phase 2
0.7281 Intermediate Similarity NPD940 Approved
0.7281 Intermediate Similarity NPD846 Approved
0.728 Intermediate Similarity NPD3496 Discontinued
0.7279 Intermediate Similarity NPD7153 Discontinued
0.7273 Intermediate Similarity NPD9299 Approved
0.7266 Intermediate Similarity NPD987 Approved
0.7258 Intermediate Similarity NPD1651 Approved
0.7258 Intermediate Similarity NPD5691 Approved
0.7246 Intermediate Similarity NPD5241 Discontinued
0.7244 Intermediate Similarity NPD6582 Phase 2
0.7244 Intermediate Similarity NPD1669 Approved
0.7244 Intermediate Similarity NPD6583 Phase 3
0.7226 Intermediate Similarity NPD4237 Approved
0.7226 Intermediate Similarity NPD4236 Phase 3
0.7226 Intermediate Similarity NPD4162 Approved
0.7222 Intermediate Similarity NPD422 Phase 1
0.7218 Intermediate Similarity NPD447 Suspended
0.7214 Intermediate Similarity NPD1754 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD4624 Approved
0.7209 Intermediate Similarity NPD9620 Approved
0.7209 Intermediate Similarity NPD9621 Approved
0.7209 Intermediate Similarity NPD9619 Approved
0.7206 Intermediate Similarity NPD1375 Discontinued
0.72 Intermediate Similarity NPD1778 Approved
0.719 Intermediate Similarity NPD1241 Discontinued
0.7188 Intermediate Similarity NPD9634 Clinical (unspecified phase)
0.7177 Intermediate Similarity NPD1182 Approved
0.7174 Intermediate Similarity NPD4110 Phase 3
0.7174 Intermediate Similarity NPD6331 Phase 2
0.7174 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD2231 Phase 2
0.7165 Intermediate Similarity NPD2235 Phase 2
0.7143 Intermediate Similarity NPD1809 Phase 2
0.7143 Intermediate Similarity NPD556 Approved
0.7143 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD3847 Discontinued
0.7132 Intermediate Similarity NPD1817 Approved
0.7132 Intermediate Similarity NPD3055 Approved
0.7132 Intermediate Similarity NPD3053 Approved
0.7132 Intermediate Similarity NPD1820 Approved
0.7132 Intermediate Similarity NPD1818 Approved
0.7132 Intermediate Similarity NPD1819 Approved
0.7117 Intermediate Similarity NPD845 Approved
0.7111 Intermediate Similarity NPD6895 Approved
0.7111 Intermediate Similarity NPD6896 Approved
0.7109 Intermediate Similarity NPD3676 Clinical (unspecified phase)
0.7109 Intermediate Similarity NPD4749 Approved
0.7107 Intermediate Similarity NPD5535 Approved
0.7103 Intermediate Similarity NPD1934 Approved
0.7101 Intermediate Similarity NPD5177 Phase 3
0.7099 Intermediate Similarity NPD4908 Phase 1
0.709 Intermediate Similarity NPD5735 Approved
0.709 Intermediate Similarity NPD3657 Discovery
0.709 Intermediate Similarity NPD230 Phase 1
0.7087 Intermediate Similarity NPD1535 Discovery
0.7087 Intermediate Similarity NPD1091 Approved
0.7087 Intermediate Similarity NPD1281 Approved
0.708 Intermediate Similarity NPD7266 Discontinued
0.7077 Intermediate Similarity NPD257 Approved
0.7077 Intermediate Similarity NPD258 Approved
0.7068 Intermediate Similarity NPD259 Phase 1
0.7063 Intermediate Similarity NPD1653 Approved
0.7059 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD2977 Approved
0.7055 Intermediate Similarity NPD2801 Approved
0.7055 Intermediate Similarity NPD2978 Approved
0.7054 Intermediate Similarity NPD5311 Approved
0.7054 Intermediate Similarity NPD8651 Approved
0.7054 Intermediate Similarity NPD5310 Approved
0.704 Intermediate Similarity NPD1894 Discontinued
0.7037 Intermediate Similarity NPD2653 Approved
0.7037 Intermediate Similarity NPD6653 Approved
0.7034 Intermediate Similarity NPD1444 Approved
0.7034 Intermediate Similarity NPD1445 Approved
0.7031 Intermediate Similarity NPD1481 Phase 2
0.7031 Intermediate Similarity NPD1840 Phase 2
0.7031 Intermediate Similarity NPD1608 Approved
0.7021 Intermediate Similarity NPD1511 Approved
0.7015 Intermediate Similarity NPD825 Approved
0.7015 Intermediate Similarity NPD5837 Clinical (unspecified phase)
0.7015 Intermediate Similarity NPD826 Approved
0.7014 Intermediate Similarity NPD824 Approved
0.7009 Intermediate Similarity NPD9608 Approved
0.7009 Intermediate Similarity NPD9610 Approved
0.7 Intermediate Similarity NPD2219 Phase 1
0.6992 Remote Similarity NPD601 Approved
0.6992 Remote Similarity NPD6798 Discontinued
0.6992 Remote Similarity NPD597 Approved
0.6992 Remote Similarity NPD598 Approved
0.6992 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6985 Remote Similarity NPD6111 Discontinued
0.6977 Remote Similarity NPD5327 Phase 3
0.6977 Remote Similarity NPD3685 Discontinued
0.6972 Remote Similarity NPD4739 Approved
0.6972 Remote Similarity NPD4123 Phase 3
0.697 Remote Similarity NPD600 Approved
0.697 Remote Similarity NPD596 Approved
0.6967 Remote Similarity NPD1138 Approved
0.6963 Remote Similarity NPD6355 Discontinued
0.6963 Remote Similarity NPD555 Phase 2
0.6959 Remote Similarity NPD3882 Suspended
0.6957 Remote Similarity NPD3540 Phase 1
0.6957 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6953 Remote Similarity NPD3092 Approved
0.6953 Remote Similarity NPD776 Approved
0.6947 Remote Similarity NPD3690 Phase 2
0.6947 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6947 Remote Similarity NPD3691 Phase 2
0.6944 Remote Similarity NPD3687 Approved
0.6944 Remote Similarity NPD3686 Approved
0.694 Remote Similarity NPD1136 Approved
0.694 Remote Similarity NPD1132 Approved
0.694 Remote Similarity NPD1423 Approved
0.694 Remote Similarity NPD6233 Phase 2
0.694 Remote Similarity NPD1130 Approved
0.694 Remote Similarity NPD4062 Phase 3

  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