Structure

Physi-Chem Properties

Molecular Weight:  264.08
Volume:  273.641
LogP:  4.496
LogD:  3.838
LogS:  -6.925
# Rotatable Bonds:  0
TPSA:  43.35
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.351
Synthetic Accessibility Score:  2.56
Fsp3:  0.118
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.849
MDCK Permeability:  3.310264219180681e-05
Pgp-inhibitor:  0.004
Pgp-substrate:  0.256
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.004
30% Bioavailability (F30%):  0.086

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.024
Plasma Protein Binding (PPB):  95.72862243652344%
Volume Distribution (VD):  0.662
Pgp-substrate:  5.402517318725586%

ADMET: Metabolism

CYP1A2-inhibitor:  0.976
CYP1A2-substrate:  0.827
CYP2C19-inhibitor:  0.806
CYP2C19-substrate:  0.108
CYP2C9-inhibitor:  0.717
CYP2C9-substrate:  0.854
CYP2D6-inhibitor:  0.436
CYP2D6-substrate:  0.906
CYP3A4-inhibitor:  0.453
CYP3A4-substrate:  0.136

ADMET: Excretion

Clearance (CL):  5.896
Half-life (T1/2):  0.176

ADMET: Toxicity

hERG Blockers:  0.004
Human Hepatotoxicity (H-HT):  0.951
Drug-inuced Liver Injury (DILI):  0.983
AMES Toxicity:  0.159
Rat Oral Acute Toxicity:  0.768
Maximum Recommended Daily Dose:  0.824
Skin Sensitization:  0.613
Carcinogencity:  0.943
Eye Corrosion:  0.014
Eye Irritation:  0.646
Respiratory Toxicity:  0.707

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

  Natural Product: NPC24232

Natural Product ID:  NPC24232
Common Name*:   LGZUUBFLEYOEEX-UHFFFAOYSA-N
IUPAC Name:   n.a.
Synonyms:   Neo-Tanschinlactone; Neo-Tanshinlactone; Neo-Tashinlactone
Standard InCHIKey:  LGZUUBFLEYOEEX-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C17H12O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)20-17(18)14-10(2)8-19-16(13)14/h3-8H,1-2H3
SMILES:  Cc1cccc2c1ccc1c2oc(=O)c2c(C)coc12
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL364132
PubChem CID:   10264769
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0002382] Oxasteroids and derivatives
          • [CHEMONTID:0002549] Tanshinlactones and derivatives

*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
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. root n.a. PMID[11374966]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[16038550]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[17583950]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[18855446]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[20455578]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[21775156]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[23286284]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[24108414]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[27569393]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[29185738]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[30351923]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. root n.a. PMID[3655791]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota roots n.a. n.a. PMID[9834151]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO5743 Salvia miltiorrhiza Species Lamiaceae 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
NPT83 Cell Line MCF7 Homo sapiens ED50 = 0.6 ug ml-1 PMID[538520]
NPT323 Cell Line SW-620 Homo sapiens ED50 > 10.0 ug ml-1 PMID[538520]
NPT323 Cell Line SW-620 Homo sapiens Inhibition = 22.0 % PMID[538520]
NPT306 Cell Line PC-3 Homo sapiens ED50 = 10.0 ug ml-1 PMID[538520]
NPT91 Cell Line KB Homo sapiens ED50 > 10.0 ug ml-1 PMID[538520]
NPT91 Cell Line KB Homo sapiens Inhibition = 18.0 % PMID[538520]
NPT91 Cell Line KB Homo sapiens Inhibition = 9.0 % PMID[538520]
NPT83 Cell Line MCF7 Homo sapiens ED50 < 2.5 ug ml-1 PMID[538520]
NPT83 Cell Line MCF7 Homo sapiens Inhibition = 57.0 % PMID[538520]
NPT82 Cell Line MDA-MB-231 Homo sapiens ED50 > 20.0 ug ml-1 PMID[538520]
NPT82 Cell Line MDA-MB-231 Homo sapiens ED50 = 10.0 ug ml-1 PMID[538520]
NPT82 Cell Line MDA-MB-231 Homo sapiens Inhibition = 17.0 % PMID[538520]
NPT81 Cell Line A549 Homo sapiens ED50 > 20.0 ug ml-1 PMID[538520]
NPT81 Cell Line A549 Homo sapiens Inhibition = 10.0 % PMID[538520]
NPT133 Cell Line ZR-75-1 Homo sapiens ED50 = 0.3 ug ml-1 PMID[538520]
NPT134 Cell Line SK-BR-3 Homo sapiens ED50 = 0.2 ug ml-1 PMID[538520]
NPT762 Cell Line A-431 Homo sapiens ED50 > 10.0 ug ml-1 PMID[538520]
NPT762 Cell Line A-431 Homo sapiens Inhibition = 35.0 % PMID[538520]
NPT858 Cell Line LNCaP Homo sapiens ED50 > 10.0 ug ml-1 PMID[538520]
NPT858 Cell Line LNCaP Homo sapiens Inhibition = 36.0 % PMID[538520]
NPT83 Cell Line MCF7 Homo sapiens ED50 = 0.6 ug ml-1 PMID[538521]
NPT133 Cell Line ZR-75-1 Homo sapiens ED50 = 0.25 ug ml-1 PMID[538521]
NPT82 Cell Line MDA-MB-231 Homo sapiens ED50 = 10.0 ug ml-1 PMID[538521]
NPT402 Cell Line Hs-578T Homo sapiens ED50 = 16.0 ug ml-1 PMID[538521]
NPT134 Cell Line SK-BR-3 Homo sapiens ED50 = 0.18 ug ml-1 PMID[538521]
NPT762 Cell Line A-431 Homo sapiens ED50 > 10.0 ug ml-1 PMID[538521]
NPT323 Cell Line SW-620 Homo sapiens ED50 > 10.0 ug ml-1 PMID[538521]
NPT91 Cell Line KB Homo sapiens ED50 > 10.0 ug ml-1 PMID[538521]
NPT134 Cell Line SK-BR-3 Homo sapiens ED50 = 0.8 uM PMID[538522]
NPT133 Cell Line ZR-75-1 Homo sapiens ED50 = 1.1 uM PMID[538522]
NPT82 Cell Line MDA-MB-231 Homo sapiens ED50 = 37.9 uM PMID[538522]
NPT81 Cell Line A549 Homo sapiens ED50 = 54.2 uM PMID[538522]
NPT90 Cell Line DU-145 Homo sapiens ED50 = 58.3 uM PMID[538522]
NPT91 Cell Line KB Homo sapiens ED50 > 37.0 uM PMID[538522]
NPT134 Cell Line SK-BR-3 Homo sapiens ED50 = 0.95 uM PMID[538523]
NPT133 Cell Line ZR-75-1 Homo sapiens ED50 = 0.9 uM PMID[538523]
NPT82 Cell Line MDA-MB-231 Homo sapiens ED50 = 37.9 uM PMID[538523]
NPT81 Cell Line A549 Homo sapiens ED50 = 54.2 uM PMID[538523]
NPT90 Cell Line DU-145 Homo sapiens ED50 = 58.3 uM PMID[538523]
NPT91 Cell Line KB Homo sapiens ED50 > 37.9 uM PMID[538523]
NPT134 Cell Line SK-BR-3 Homo sapiens ED50 = 0.2 ug ml-1 PMID[538524]
NPT133 Cell Line ZR-75-1 Homo sapiens ED50 = 0.3 ug ml-1 PMID[538524]
NPT83 Cell Line MCF7 Homo sapiens ED50 = 0.6 ug ml-1 PMID[538524]
NPT82 Cell Line MDA-MB-231 Homo sapiens ED50 = 10.0 ug ml-1 PMID[538524]
NPT133 Cell Line ZR-75-1 Homo sapiens ED50 = 0.95 uM PMID[538525]
NPT134 Cell Line SK-BR-3 Homo sapiens ED50 = 0.95 uM PMID[538525]
NPT90 Cell Line DU-145 Homo sapiens ED50 > 30.0 uM PMID[538525]
NPT81 Cell Line A549 Homo sapiens ED50 > 30.0 uM PMID[538525]
NPT91 Cell Line KB Homo sapiens ED50 > 30.0 uM PMID[538525]
NPT82 Cell Line MDA-MB-231 Homo sapiens ED50 > 30.0 uM PMID[538525]
NPT144 Individual Protein Telomerase reverse transcriptase Homo sapiens Inhibition = 25.0 % PMID[538526]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 = 16.0 ug ml-1 PMID[538520]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 > 37.0 uM PMID[538522]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 > 75.8 uM PMID[538523]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 > 30.0 uM PMID[538525]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. GI = 9.65 uM PMID[538527]

☑ 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 NPC24232 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
0.9054 High Similarity NPC93241
0.9054 High Similarity NPC27798
0.8986 High Similarity NPC117674
0.8947 High Similarity NPC144010
0.8808 High Similarity NPC281398
0.8797 High Similarity NPC24761
0.8662 High Similarity NPC221992
0.8636 High Similarity NPC472298
0.8526 High Similarity NPC145830
0.8516 High Similarity NPC88445
0.85 High Similarity NPC115432
0.85 High Similarity NPC260296
0.8477 Intermediate Similarity NPC149780
0.8471 Intermediate Similarity NPC130015
0.8471 Intermediate Similarity NPC38361
0.8462 Intermediate Similarity NPC474660
0.8462 Intermediate Similarity NPC191104
0.8452 Intermediate Similarity NPC95526
0.8438 Intermediate Similarity NPC244750
0.8431 Intermediate Similarity NPC290038
0.8418 Intermediate Similarity NPC179170
0.84 Intermediate Similarity NPC233707
0.8387 Intermediate Similarity NPC74539
0.8387 Intermediate Similarity NPC304443
0.8387 Intermediate Similarity NPC198427
0.8377 Intermediate Similarity NPC246903
0.8375 Intermediate Similarity NPC164110
0.8375 Intermediate Similarity NPC246647
0.8375 Intermediate Similarity NPC212967
0.8375 Intermediate Similarity NPC96342
0.8365 Intermediate Similarity NPC233776
0.8354 Intermediate Similarity NPC298071
0.8344 Intermediate Similarity NPC473466
0.8344 Intermediate Similarity NPC135303
0.8344 Intermediate Similarity NPC472406
0.8344 Intermediate Similarity NPC148423
0.8344 Intermediate Similarity NPC155640
0.8333 Intermediate Similarity NPC266743
0.8333 Intermediate Similarity NPC306788
0.8333 Intermediate Similarity NPC472661
0.8323 Intermediate Similarity NPC211565
0.8323 Intermediate Similarity NPC473927
0.8323 Intermediate Similarity NPC471346
0.8323 Intermediate Similarity NPC472877
0.8322 Intermediate Similarity NPC217914
0.8313 Intermediate Similarity NPC160015
0.8313 Intermediate Similarity NPC247677
0.8313 Intermediate Similarity NPC180924
0.8303 Intermediate Similarity NPC320789
0.8303 Intermediate Similarity NPC472660
0.8302 Intermediate Similarity NPC42458
0.8302 Intermediate Similarity NPC290927
0.8302 Intermediate Similarity NPC158261
0.8291 Intermediate Similarity NPC39819
0.8288 Intermediate Similarity NPC57552
0.828 Intermediate Similarity NPC70764
0.8261 Intermediate Similarity NPC296957
0.8261 Intermediate Similarity NPC299094
0.8261 Intermediate Similarity NPC260902
0.8261 Intermediate Similarity NPC10051
0.8258 Intermediate Similarity NPC233763
0.8258 Intermediate Similarity NPC208584
0.8255 Intermediate Similarity NPC324117
0.825 Intermediate Similarity NPC148938
0.825 Intermediate Similarity NPC3898
0.8247 Intermediate Similarity NPC313036
0.8247 Intermediate Similarity NPC166858
0.8247 Intermediate Similarity NPC51146
0.8239 Intermediate Similarity NPC67654
0.8239 Intermediate Similarity NPC41326
0.8239 Intermediate Similarity NPC10429
0.8239 Intermediate Similarity NPC44606
0.8232 Intermediate Similarity NPC132054
0.8225 Intermediate Similarity NPC295914
0.8217 Intermediate Similarity NPC474107
0.8217 Intermediate Similarity NPC192069
0.8214 Intermediate Similarity NPC261471
0.821 Intermediate Similarity NPC476350
0.821 Intermediate Similarity NPC472299
0.821 Intermediate Similarity NPC476349
0.8205 Intermediate Similarity NPC308799
0.8205 Intermediate Similarity NPC60389
0.8204 Intermediate Similarity NPC120220
0.8193 Intermediate Similarity NPC473945
0.8187 Intermediate Similarity NPC235333
0.8187 Intermediate Similarity NPC213608
0.8187 Intermediate Similarity NPC1477
0.8187 Intermediate Similarity NPC41719
0.8187 Intermediate Similarity NPC88958
0.8182 Intermediate Similarity NPC279768
0.8182 Intermediate Similarity NPC136641
0.8176 Intermediate Similarity NPC472407
0.8176 Intermediate Similarity NPC115324
0.8176 Intermediate Similarity NPC156244
0.8155 Intermediate Similarity NPC475964
0.8155 Intermediate Similarity NPC472584
0.8153 Intermediate Similarity NPC61284
0.8153 Intermediate Similarity NPC113428
0.8148 Intermediate Similarity NPC269495
0.8148 Intermediate Similarity NPC67197
0.8148 Intermediate Similarity NPC268360
0.8148 Intermediate Similarity NPC270044
0.8148 Intermediate Similarity NPC123153
0.8141 Intermediate Similarity NPC62799
0.8141 Intermediate Similarity NPC49282
0.8137 Intermediate Similarity NPC250769
0.8137 Intermediate Similarity NPC213936
0.8137 Intermediate Similarity NPC295608
0.8137 Intermediate Similarity NPC297531
0.8137 Intermediate Similarity NPC278010
0.8133 Intermediate Similarity NPC472895
0.8133 Intermediate Similarity NPC209858
0.8125 Intermediate Similarity NPC263676
0.8125 Intermediate Similarity NPC281272
0.8125 Intermediate Similarity NPC207624
0.8125 Intermediate Similarity NPC5871
0.8113 Intermediate Similarity NPC470107
0.8113 Intermediate Similarity NPC13282
0.8113 Intermediate Similarity NPC119929
0.8107 Intermediate Similarity NPC72455
0.8098 Intermediate Similarity NPC477692
0.8095 Intermediate Similarity NPC78830
0.8095 Intermediate Similarity NPC218533
0.8092 Intermediate Similarity NPC476943
0.8089 Intermediate Similarity NPC190572
0.8086 Intermediate Similarity NPC13879
0.8086 Intermediate Similarity NPC146211
0.8084 Intermediate Similarity NPC86477
0.8077 Intermediate Similarity NPC189650
0.8077 Intermediate Similarity NPC470932
0.8077 Intermediate Similarity NPC17262
0.8075 Intermediate Similarity NPC131725
0.8075 Intermediate Similarity NPC122365
0.8067 Intermediate Similarity NPC470406
0.8065 Intermediate Similarity NPC24075
0.8065 Intermediate Similarity NPC69755
0.8065 Intermediate Similarity NPC254010
0.8063 Intermediate Similarity NPC170169
0.8063 Intermediate Similarity NPC23668
0.8063 Intermediate Similarity NPC58668
0.8063 Intermediate Similarity NPC106372
0.8063 Intermediate Similarity NPC116604
0.8063 Intermediate Similarity NPC193976
0.8061 Intermediate Similarity NPC193998
0.8061 Intermediate Similarity NPC108767
0.8052 Intermediate Similarity NPC262635
0.8049 Intermediate Similarity NPC49009
0.8049 Intermediate Similarity NPC169
0.8049 Intermediate Similarity NPC143050
0.8049 Intermediate Similarity NPC243509
0.8039 Intermediate Similarity NPC265181
0.8038 Intermediate Similarity NPC252208
0.8038 Intermediate Similarity NPC150215
0.8038 Intermediate Similarity NPC71055
0.8037 Intermediate Similarity NPC65504
0.8025 Intermediate Similarity NPC478166
0.8025 Intermediate Similarity NPC149618
0.8025 Intermediate Similarity NPC99199
0.8025 Intermediate Similarity NPC89625
0.8025 Intermediate Similarity NPC98926
0.8025 Intermediate Similarity NPC198490
0.8024 Intermediate Similarity NPC210460
0.8024 Intermediate Similarity NPC67450
0.8024 Intermediate Similarity NPC155264
0.8024 Intermediate Similarity NPC193881
0.8013 Intermediate Similarity NPC274876
0.8013 Intermediate Similarity NPC158871
0.8013 Intermediate Similarity NPC1249
0.8013 Intermediate Similarity NPC167663
0.8012 Intermediate Similarity NPC273483
0.8012 Intermediate Similarity NPC40356
0.8012 Intermediate Similarity NPC164384
0.8012 Intermediate Similarity NPC217447
0.8012 Intermediate Similarity NPC271681
0.8012 Intermediate Similarity NPC308156
0.8012 Intermediate Similarity NPC253872
0.8012 Intermediate Similarity NPC154683
0.8012 Intermediate Similarity NPC142308
0.8012 Intermediate Similarity NPC65846
0.8012 Intermediate Similarity NPC179464
0.8 Intermediate Similarity NPC78335
0.8 Intermediate Similarity NPC230713
0.8 Intermediate Similarity NPC167576
0.8 Intermediate Similarity NPC14822
0.8 Intermediate Similarity NPC37606
0.8 Intermediate Similarity NPC202595
0.8 Intermediate Similarity NPC155882
0.8 Intermediate Similarity NPC216092
0.8 Intermediate Similarity NPC304387
0.8 Intermediate Similarity NPC269117
0.8 Intermediate Similarity NPC295036
0.7989 Intermediate Similarity NPC472663
0.7989 Intermediate Similarity NPC472662
0.7988 Intermediate Similarity NPC190351
0.7988 Intermediate Similarity NPC131866
0.7988 Intermediate Similarity NPC33320
0.7988 Intermediate Similarity NPC40583
0.7987 Intermediate Similarity NPC219560
0.7976 Intermediate Similarity NPC234331
0.7975 Intermediate Similarity NPC300540

  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 NPC24232 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
0.8523 High Similarity NPD2343 Clinical (unspecified phase)
0.8523 High Similarity NPD2346 Discontinued
0.8387 Intermediate Similarity NPD920 Approved
0.8377 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.8247 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.8165 Intermediate Similarity NPD3226 Approved
0.8075 Intermediate Similarity NPD7819 Suspended
0.8052 Intermediate Similarity NPD1243 Approved
0.8039 Intermediate Similarity NPD1471 Phase 3
0.8039 Intermediate Similarity NPD2344 Approved
0.8037 Intermediate Similarity NPD3749 Approved
0.7988 Intermediate Similarity NPD919 Approved
0.7895 Intermediate Similarity NPD6559 Discontinued
0.7867 Intermediate Similarity NPD2313 Discontinued
0.7834 Intermediate Similarity NPD2309 Approved
0.7829 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7799 Intermediate Similarity NPD2533 Approved
0.7799 Intermediate Similarity NPD2534 Approved
0.7799 Intermediate Similarity NPD2532 Approved
0.7765 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7738 Intermediate Similarity NPD6232 Discontinued
0.7733 Intermediate Similarity NPD6832 Phase 2
0.7725 Intermediate Similarity NPD5494 Approved
0.7719 Intermediate Similarity NPD5844 Phase 1
0.7706 Intermediate Similarity NPD7473 Discontinued
0.7697 Intermediate Similarity NPD5616 Clinical (unspecified phase)
0.7679 Intermediate Similarity NPD1247 Approved
0.7679 Intermediate Similarity NPD6959 Discontinued
0.7633 Intermediate Similarity NPD6808 Phase 2
0.7628 Intermediate Similarity NPD2796 Approved
0.7622 Intermediate Similarity NPD7411 Suspended
0.7619 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7588 Intermediate Similarity NPD3926 Phase 2
0.7576 Intermediate Similarity NPD6280 Approved
0.7576 Intermediate Similarity NPD6279 Approved
0.7564 Intermediate Similarity NPD2799 Discontinued
0.756 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD4307 Phase 2
0.753 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD1551 Phase 2
0.7516 Intermediate Similarity NPD2935 Discontinued
0.7455 Intermediate Similarity NPD6599 Discontinued
0.7452 Intermediate Similarity NPD3748 Approved
0.7442 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7425 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD3266 Approved
0.7417 Intermediate Similarity NPD3267 Approved
0.7396 Intermediate Similarity NPD7075 Discontinued
0.7383 Intermediate Similarity NPD1281 Approved
0.7383 Intermediate Similarity NPD1611 Approved
0.7375 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD1933 Approved
0.7368 Intermediate Similarity NPD1019 Discontinued
0.7362 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7362 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD4308 Phase 3
0.7337 Intermediate Similarity NPD7768 Phase 2
0.7329 Intermediate Similarity NPD7003 Approved
0.7326 Intermediate Similarity NPD5711 Approved
0.7326 Intermediate Similarity NPD5710 Approved
0.7317 Intermediate Similarity NPD6273 Approved
0.7312 Intermediate Similarity NPD1549 Phase 2
0.7308 Intermediate Similarity NPD2979 Phase 3
0.7305 Intermediate Similarity NPD5889 Approved
0.7305 Intermediate Similarity NPD5890 Approved
0.7303 Intermediate Similarity NPD8313 Approved
0.7303 Intermediate Similarity NPD1203 Approved
0.7303 Intermediate Similarity NPD8312 Approved
0.7301 Intermediate Similarity NPD6799 Approved
0.729 Intermediate Similarity NPD411 Approved
0.7278 Intermediate Similarity NPD8434 Phase 2
0.7278 Intermediate Similarity NPD3817 Phase 2
0.7278 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD2296 Approved
0.7267 Intermediate Similarity NPD2800 Approved
0.7262 Intermediate Similarity NPD6801 Discontinued
0.7262 Intermediate Similarity NPD1934 Approved
0.7261 Intermediate Similarity NPD447 Suspended
0.7258 Intermediate Similarity NPD8285 Discontinued
0.7256 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD2798 Approved
0.725 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD1876 Approved
0.7237 Intermediate Similarity NPD1283 Approved
0.7233 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD7229 Phase 3
0.7222 Intermediate Similarity NPD3750 Approved
0.7219 Intermediate Similarity NPD9717 Approved
0.7219 Intermediate Similarity NPD3972 Approved
0.7215 Intermediate Similarity NPD1607 Approved
0.7213 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7198 Intermediate Similarity NPD4287 Approved
0.719 Intermediate Similarity NPD2797 Approved
0.7188 Intermediate Similarity NPD5408 Approved
0.7188 Intermediate Similarity NPD5406 Approved
0.7188 Intermediate Similarity NPD5404 Approved
0.7188 Intermediate Similarity NPD5405 Approved
0.7181 Intermediate Similarity NPD5691 Approved
0.7181 Intermediate Similarity NPD1651 Approved
0.7179 Intermediate Similarity NPD3268 Approved
0.7179 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD5402 Approved
0.7159 Intermediate Similarity NPD7177 Discontinued
0.7143 Intermediate Similarity NPD4380 Phase 2
0.7143 Intermediate Similarity NPD6585 Discontinued
0.7135 Intermediate Similarity NPD3882 Suspended
0.7135 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD8032 Phase 2
0.7133 Intermediate Similarity NPD17 Approved
0.7125 Intermediate Similarity NPD1510 Phase 2
0.7118 Intermediate Similarity NPD1465 Phase 2
0.7104 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD1240 Approved
0.7081 Intermediate Similarity NPD2438 Suspended
0.7066 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7062 Intermediate Similarity NPD3818 Discontinued
0.7048 Intermediate Similarity NPD5401 Approved
0.702 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD2801 Approved
0.7018 Intermediate Similarity NPD5760 Phase 2
0.7018 Intermediate Similarity NPD5761 Phase 2
0.7012 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD4628 Phase 3
0.7012 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.6994 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6993 Remote Similarity NPD1608 Approved
0.6988 Remote Similarity NPD7390 Discontinued
0.6988 Remote Similarity NPD1511 Approved
0.6982 Remote Similarity NPD7458 Discontinued
0.6975 Remote Similarity NPD6100 Approved
0.6975 Remote Similarity NPD2531 Phase 2
0.6975 Remote Similarity NPD6099 Approved
0.697 Remote Similarity NPD3295 Clinical (unspecified phase)
0.6968 Remote Similarity NPD1470 Approved
0.6966 Remote Similarity NPD3751 Discontinued
0.6964 Remote Similarity NPD5403 Approved
0.6949 Remote Similarity NPD6166 Phase 2
0.6949 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6949 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6944 Remote Similarity NPD5953 Discontinued
0.6937 Remote Similarity NPD4618 Approved
0.6937 Remote Similarity NPD4622 Approved
0.6908 Remote Similarity NPD4626 Approved
0.6905 Remote Similarity NPD1512 Approved
0.6902 Remote Similarity NPD8150 Discontinued
0.6899 Remote Similarity NPD4625 Phase 3
0.689 Remote Similarity NPD2897 Discontinued
0.6871 Remote Similarity NPD4476 Approved
0.6871 Remote Similarity NPD4477 Approved
0.686 Remote Similarity NPD6844 Discontinued
0.6855 Remote Similarity NPD3764 Approved
0.6855 Remote Similarity NPD7985 Registered
0.6855 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6853 Remote Similarity NPD7783 Phase 2
0.6853 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6852 Remote Similarity NPD5688 Approved
0.6852 Remote Similarity NPD5689 Approved
0.6845 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5585 Approved
0.6839 Remote Similarity NPD7435 Discontinued
0.6837 Remote Similarity NPD8151 Discontinued
0.6836 Remote Similarity NPD5668 Clinical (unspecified phase)
0.6833 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6833 Remote Similarity NPD7286 Phase 2
0.6821 Remote Similarity NPD7644 Approved
0.6818 Remote Similarity NPD710 Clinical (unspecified phase)
0.6818 Remote Similarity NPD1201 Approved
0.681 Remote Similarity NPD7033 Discontinued
0.6803 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6796 Remote Similarity NPD7074 Phase 3
0.6792 Remote Similarity NPD5952 Clinical (unspecified phase)
0.678 Remote Similarity NPD7199 Phase 2
0.6779 Remote Similarity NPD1241 Discontinued
0.6776 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6771 Remote Similarity NPD6782 Approved
0.6771 Remote Similarity NPD6777 Approved
0.6771 Remote Similarity NPD6776 Approved
0.6771 Remote Similarity NPD6779 Approved
0.6771 Remote Similarity NPD6778 Approved
0.6771 Remote Similarity NPD6781 Approved
0.6771 Remote Similarity NPD6780 Approved
0.6765 Remote Similarity NPD3869 Phase 3
0.6765 Remote Similarity NPD3873 Phase 3
0.6758 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6757 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6755 Remote Similarity NPD9493 Approved
0.6752 Remote Similarity NPD1164 Approved
0.6743 Remote Similarity NPD4947 Clinical (unspecified phase)
0.6742 Remote Similarity NPD3787 Discontinued
0.674 Remote Similarity NPD7054 Approved
0.6721 Remote Similarity NPD6765 Approved
0.6721 Remote Similarity NPD6764 Approved
0.6718 Remote Similarity NPD7871 Phase 2
0.6718 Remote Similarity NPD7870 Phase 2
0.6704 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6703 Remote Similarity NPD7472 Approved
0.6688 Remote Similarity NPD1778 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