Structure

Physi-Chem Properties

Molecular Weight:  300.17
Volume:  318.779
LogP:  2.227
LogD:  1.425
LogS:  -3.295
# Rotatable Bonds:  0
TPSA:  51.21
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.645
Synthetic Accessibility Score:  4.257
Fsp3:  0.737
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.78
MDCK Permeability:  1.5036818695080001e-05
Pgp-inhibitor:  0.646
Pgp-substrate:  0.276
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.83
30% Bioavailability (F30%):  0.143

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.669
Plasma Protein Binding (PPB):  52.11153030395508%
Volume Distribution (VD):  0.464
Pgp-substrate:  33.97543716430664%

ADMET: Metabolism

CYP1A2-inhibitor:  0.016
CYP1A2-substrate:  0.562
CYP2C19-inhibitor:  0.09
CYP2C19-substrate:  0.816
CYP2C9-inhibitor:  0.037
CYP2C9-substrate:  0.165
CYP2D6-inhibitor:  0.005
CYP2D6-substrate:  0.28
CYP3A4-inhibitor:  0.633
CYP3A4-substrate:  0.497

ADMET: Excretion

Clearance (CL):  11.012
Half-life (T1/2):  0.897

ADMET: Toxicity

hERG Blockers:  0.012
Human Hepatotoxicity (H-HT):  0.063
Drug-inuced Liver Injury (DILI):  0.127
AMES Toxicity:  0.053
Rat Oral Acute Toxicity:  0.796
Maximum Recommended Daily Dose:  0.422
Skin Sensitization:  0.159
Carcinogencity:  0.721
Eye Corrosion:  0.728
Eye Irritation:  0.466
Respiratory Toxicity:  0.919

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  Natural Product: NPC260040

Natural Product ID:  NPC260040
Common Name*:   Adrenoterone
IUPAC Name:   (8S,9S,10R,13S,14S)-10,13-dimethyl-1,2,6,7,8,9,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,11,17-trione
Synonyms:   adrenoterone
Standard InCHIKey:  RZRPTBIGEANTGU-IRIMSJTPSA-N
Standard InCHI:  InChI=1S/C19H24O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-14,17H,3-8,10H2,1-2H3/t13-,14-,17+,18-,19-/m0/s1
SMILES:  O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2C(=O)C[C@]2([C@H]1CCC2=O)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL485683
PubChem CID:   223997
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0003568] Androstane steroids
          • [CHEMONTID:0001467] Androgens 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
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. DOI[10.1172/JCI16309]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. DOI[10.1371/journal.pone.0115359]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[10557354]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[11034610]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[11419736]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[11530998]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[1175644]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[12391014]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[12812989]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[12840027]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[12878451]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[15084647]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[1521032]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[15230696]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[15314235]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[16112079]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[16770722]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[1687010]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[17116739]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[17190852]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[17875433]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[18311922]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[18544912]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[18799520]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[19425150]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[19961175]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[20506249]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[20601097]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. faeces n.a. PMID[20708442]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. bile n.a. PMID[20708442]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. urine n.a. PMID[20708442]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[20876113]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[21798258]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[2268561]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[22711758]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23315938]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23717534]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23752203]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23810710]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23811455]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23868375]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23919613]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[24101735]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[24399466]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[24494566]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[24558969]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[24816727]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[25114169]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[25181601]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[25293588]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[25644343]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[26236990]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[27471436]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[3179836]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[347637]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[4696527]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[5432584]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[6121420]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[6780563]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[8600370]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[8987136]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[9192820]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[9800648]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO20338 Mus musculus Species Muridae 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
NPT56 Individual Protein Beta-lactamase AmpC Escherichia coli K-12 Potency = 22387.2 nM PMID[491618]
NPT59 Individual Protein DNA polymerase beta Homo sapiens Potency = 4466.8 nM PMID[491618]
NPT135 Individual Protein Chromobox protein homolog 1 Homo sapiens Potency n.a. 100000.0 nM PMID[491619]
NPT10 Individual Protein Geminin Homo sapiens Potency n.a. 5173.5 nM PMID[491618]
NPT101 Individual Protein Glucagon-like peptide 1 receptor Homo sapiens Potency n.a. 12589.3 nM PMID[491619]
NPT444 Individual Protein Ubiquitin carboxyl-terminal hydrolase 1 Homo sapiens Potency n.a. 89125.1 nM PMID[491619]
NPT105 Individual Protein Muscleblind-like protein 1 Homo sapiens Potency n.a. 891.3 nM PMID[491618]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 1.85 n.a. PMID[491617]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 1.68 n.a. PMID[491617]
NPT2 Others Unspecified Ratio = 1.1 n.a. PMID[491617]
NPT35 Others n.a. LogP = 3.75 n.a. PMID[491617]
NPT93 Individual Protein Survival motor neuron protein Homo sapiens Potency = 1258.9 nM PMID[491618]
NPT920 Individual Protein Alpha-synuclein Homo sapiens Potency n.a. 5623.4 nM PMID[491619]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition index = 0.3653 n.a. PMID[491620]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 0.15 % PMID[491621]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = 10.66 % PMID[491622]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 0.05 % PMID[491623]
NPT35 Others n.a. Peff = 6.05 10'-6 cm/s PMID[491624]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 20000.0 nM PMID[491625]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 19952.62 nM PMID[491625]

☑ 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 NPC260040 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
0.9846 High Similarity NPC139397
0.9697 High Similarity NPC251929
0.9697 High Similarity NPC307176
0.9697 High Similarity NPC265782
0.9697 High Similarity NPC2634
0.9552 High Similarity NPC54123
0.9412 High Similarity NPC303613
0.9412 High Similarity NPC474228
0.9403 High Similarity NPC35734
0.9403 High Similarity NPC159577
0.9403 High Similarity NPC282593
0.9275 High Similarity NPC309852
0.9265 High Similarity NPC115023
0.913 High Similarity NPC251705
0.9104 High Similarity NPC20610
0.9091 High Similarity NPC323005
0.9014 High Similarity NPC69408
0.9 High Similarity NPC255021
0.8986 High Similarity NPC305501
0.8986 High Similarity NPC234707
0.8971 High Similarity NPC182815
0.8873 High Similarity NPC473171
0.8873 High Similarity NPC293803
0.8857 High Similarity NPC470045
0.8857 High Similarity NPC470044
0.8841 High Similarity NPC40574
0.8824 High Similarity NPC188292
0.8824 High Similarity NPC260474
0.8788 High Similarity NPC469662
0.8788 High Similarity NPC212210
0.8732 High Similarity NPC474797
0.8732 High Similarity NPC329866
0.8732 High Similarity NPC474796
0.8714 High Similarity NPC470078
0.8714 High Similarity NPC190035
0.8676 High Similarity NPC475523
0.8636 High Similarity NPC202118
0.8636 High Similarity NPC197238
0.8615 High Similarity NPC127582
0.8611 High Similarity NPC255650
0.8571 High Similarity NPC214770
0.8571 High Similarity NPC477856
0.8551 High Similarity NPC310992
0.8551 High Similarity NPC87141
0.8533 High Similarity NPC474509
0.8529 High Similarity NPC92327
0.8507 High Similarity NPC475124
0.8507 High Similarity NPC285371
0.8493 Intermediate Similarity NPC469796
0.8493 Intermediate Similarity NPC469793
0.8485 Intermediate Similarity NPC213152
0.8462 Intermediate Similarity NPC472304
0.8462 Intermediate Similarity NPC276764
0.8462 Intermediate Similarity NPC259261
0.8451 Intermediate Similarity NPC181204
0.8451 Intermediate Similarity NPC5701
0.8451 Intermediate Similarity NPC223187
0.8429 Intermediate Similarity NPC256846
0.8429 Intermediate Similarity NPC286814
0.8406 Intermediate Similarity NPC176107
0.84 Intermediate Similarity NPC170793
0.84 Intermediate Similarity NPC90965
0.8382 Intermediate Similarity NPC251118
0.8358 Intermediate Similarity NPC165695
0.8312 Intermediate Similarity NPC320514
0.8312 Intermediate Similarity NPC193347
0.8312 Intermediate Similarity NPC472239
0.8308 Intermediate Similarity NPC94991
0.8308 Intermediate Similarity NPC27610
0.8308 Intermediate Similarity NPC266295
0.8308 Intermediate Similarity NPC56905
0.8286 Intermediate Similarity NPC142754
0.8286 Intermediate Similarity NPC82477
0.8286 Intermediate Similarity NPC39157
0.8286 Intermediate Similarity NPC296697
0.8286 Intermediate Similarity NPC155198
0.8267 Intermediate Similarity NPC470052
0.8267 Intermediate Similarity NPC115515
0.8267 Intermediate Similarity NPC82635
0.8267 Intermediate Similarity NPC469996
0.8235 Intermediate Similarity NPC473902
0.8219 Intermediate Similarity NPC219232
0.8219 Intermediate Similarity NPC128346
0.8219 Intermediate Similarity NPC211641
0.8209 Intermediate Similarity NPC60565
0.8194 Intermediate Similarity NPC225467
0.8194 Intermediate Similarity NPC474562
0.8169 Intermediate Similarity NPC477857
0.8143 Intermediate Similarity NPC4370
0.8143 Intermediate Similarity NPC290350
0.8143 Intermediate Similarity NPC220210
0.8143 Intermediate Similarity NPC20181
0.8133 Intermediate Similarity NPC472300
0.8133 Intermediate Similarity NPC91665
0.8101 Intermediate Similarity NPC227064
0.8101 Intermediate Similarity NPC237712
0.8101 Intermediate Similarity NPC144258
0.8101 Intermediate Similarity NPC161423
0.8101 Intermediate Similarity NPC329043
0.8101 Intermediate Similarity NPC58841
0.8101 Intermediate Similarity NPC321187
0.8101 Intermediate Similarity NPC85774
0.8101 Intermediate Similarity NPC214043
0.8088 Intermediate Similarity NPC288253
0.8088 Intermediate Similarity NPC472306
0.8088 Intermediate Similarity NPC32285
0.8082 Intermediate Similarity NPC56747
0.8082 Intermediate Similarity NPC474488
0.8082 Intermediate Similarity NPC180015
0.8082 Intermediate Similarity NPC130016
0.8082 Intermediate Similarity NPC109576
0.8077 Intermediate Similarity NPC472867
0.8077 Intermediate Similarity NPC142253
0.8077 Intermediate Similarity NPC3511
0.806 Intermediate Similarity NPC25853
0.8052 Intermediate Similarity NPC472478
0.8026 Intermediate Similarity NPC228911
0.8 Intermediate Similarity NPC323765
0.8 Intermediate Similarity NPC168824
0.8 Intermediate Similarity NPC469948
0.8 Intermediate Similarity NPC474463
0.8 Intermediate Similarity NPC39462
0.8 Intermediate Similarity NPC176171
0.8 Intermediate Similarity NPC189917
0.8 Intermediate Similarity NPC1254
0.8 Intermediate Similarity NPC11711
0.8 Intermediate Similarity NPC43300
0.8 Intermediate Similarity NPC96812
0.8 Intermediate Similarity NPC107704
0.8 Intermediate Similarity NPC29447
0.7975 Intermediate Similarity NPC41539
0.7971 Intermediate Similarity NPC6697
0.7949 Intermediate Similarity NPC147066
0.7949 Intermediate Similarity NPC477372
0.7945 Intermediate Similarity NPC133253
0.7945 Intermediate Similarity NPC304983
0.7922 Intermediate Similarity NPC215843
0.7901 Intermediate Similarity NPC474732
0.7901 Intermediate Similarity NPC145879
0.7901 Intermediate Similarity NPC31564
0.7901 Intermediate Similarity NPC474733
0.7901 Intermediate Similarity NPC195640
0.7901 Intermediate Similarity NPC327115
0.7901 Intermediate Similarity NPC474778
0.7895 Intermediate Similarity NPC470557
0.7895 Intermediate Similarity NPC165711
0.7879 Intermediate Similarity NPC49575
0.7879 Intermediate Similarity NPC55004
0.7879 Intermediate Similarity NPC230823
0.7879 Intermediate Similarity NPC115385
0.7879 Intermediate Similarity NPC267626
0.7875 Intermediate Similarity NPC178025
0.7875 Intermediate Similarity NPC181743
0.7875 Intermediate Similarity NPC473246
0.7875 Intermediate Similarity NPC16287
0.7875 Intermediate Similarity NPC87552
0.7867 Intermediate Similarity NPC469803
0.7867 Intermediate Similarity NPC65650
0.7867 Intermediate Similarity NPC476346
0.7857 Intermediate Similarity NPC470329
0.7848 Intermediate Similarity NPC469799
0.7848 Intermediate Similarity NPC469805
0.7848 Intermediate Similarity NPC469804
0.7848 Intermediate Similarity NPC321289
0.7848 Intermediate Similarity NPC327969
0.7848 Intermediate Similarity NPC151519
0.7848 Intermediate Similarity NPC100297
0.7848 Intermediate Similarity NPC328351
0.7848 Intermediate Similarity NPC469806
0.7821 Intermediate Similarity NPC469798
0.7821 Intermediate Similarity NPC2482
0.7821 Intermediate Similarity NPC469797
0.7821 Intermediate Similarity NPC476809
0.7808 Intermediate Similarity NPC246722
0.7808 Intermediate Similarity NPC151045
0.7805 Intermediate Similarity NPC93778
0.7805 Intermediate Similarity NPC136948
0.7805 Intermediate Similarity NPC58063
0.7805 Intermediate Similarity NPC475740
0.7792 Intermediate Similarity NPC189485
0.7778 Intermediate Similarity NPC8571
0.7778 Intermediate Similarity NPC472931
0.7778 Intermediate Similarity NPC60350
0.7778 Intermediate Similarity NPC470574
0.7778 Intermediate Similarity NPC472940
0.7763 Intermediate Similarity NPC180886
0.7761 Intermediate Similarity NPC308108
0.7761 Intermediate Similarity NPC30215
0.7761 Intermediate Similarity NPC311852
0.7761 Intermediate Similarity NPC170799
0.7761 Intermediate Similarity NPC60772
0.775 Intermediate Similarity NPC168188
0.775 Intermediate Similarity NPC470015
0.775 Intermediate Similarity NPC279639
0.775 Intermediate Similarity NPC474790
0.775 Intermediate Similarity NPC470047
0.775 Intermediate Similarity NPC3856
0.775 Intermediate Similarity NPC474976
0.775 Intermediate Similarity NPC470046
0.7733 Intermediate Similarity NPC159497

  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 NPC260040 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
0.9846 High Similarity NPD4137 Phase 3
0.9697 High Similarity NPD4691 Approved
0.9697 High Similarity NPD4747 Approved
0.9275 High Similarity NPD4058 Approved
0.9104 High Similarity NPD3621 Clinical (unspecified phase)
0.9 High Similarity NPD5733 Approved
0.9 High Similarity NPD4687 Approved
0.8986 High Similarity NPD5276 Approved
0.8312 Intermediate Similarity NPD4221 Approved
0.8312 Intermediate Similarity NPD4223 Phase 3
0.8101 Intermediate Similarity NPD3666 Approved
0.8101 Intermediate Similarity NPD3133 Approved
0.8101 Intermediate Similarity NPD4197 Approved
0.8101 Intermediate Similarity NPD3665 Phase 1
0.8026 Intermediate Similarity NPD3617 Approved
0.8 Intermediate Similarity NPD5329 Approved
0.7975 Intermediate Similarity NPD3527 Clinical (unspecified phase)
0.7901 Intermediate Similarity NPD6409 Approved
0.7901 Intermediate Similarity NPD5330 Approved
0.7901 Intermediate Similarity NPD5205 Approved
0.7901 Intermediate Similarity NPD7146 Approved
0.7901 Intermediate Similarity NPD4688 Approved
0.7901 Intermediate Similarity NPD4690 Approved
0.7901 Intermediate Similarity NPD4689 Approved
0.7901 Intermediate Similarity NPD6684 Approved
0.7901 Intermediate Similarity NPD7334 Approved
0.7901 Intermediate Similarity NPD4138 Approved
0.7901 Intermediate Similarity NPD7521 Approved
0.7901 Intermediate Similarity NPD4693 Phase 3
0.7901 Intermediate Similarity NPD3618 Phase 1
0.7848 Intermediate Similarity NPD3667 Approved
0.7761 Intermediate Similarity NPD287 Approved
0.7711 Intermediate Similarity NPD6903 Approved
0.7711 Intermediate Similarity NPD6672 Approved
0.7711 Intermediate Similarity NPD5737 Approved
0.7711 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD5208 Approved
0.7683 Intermediate Similarity NPD5280 Approved
0.7683 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7683 Intermediate Similarity NPD4694 Approved
0.7683 Intermediate Similarity NPD5690 Phase 2
0.7654 Intermediate Similarity NPD4786 Approved
0.7654 Intermediate Similarity NPD3668 Phase 3
0.7619 Intermediate Similarity NPD6080 Approved
0.7619 Intermediate Similarity NPD4753 Phase 2
0.7619 Intermediate Similarity NPD6673 Approved
0.7619 Intermediate Similarity NPD5328 Approved
0.7619 Intermediate Similarity NPD6904 Approved
0.7595 Intermediate Similarity NPD4695 Discontinued
0.75 Intermediate Similarity NPD8028 Phase 2
0.747 Intermediate Similarity NPD5279 Phase 3
0.747 Intermediate Similarity NPD4519 Discontinued
0.747 Intermediate Similarity NPD4623 Approved
0.747 Intermediate Similarity NPD6098 Approved
0.7468 Intermediate Similarity NPD4195 Approved
0.7442 Intermediate Similarity NPD5693 Phase 1
0.7442 Intermediate Similarity NPD6079 Approved
0.7356 Intermediate Similarity NPD4202 Approved
0.7326 Intermediate Similarity NPD5207 Approved
0.7326 Intermediate Similarity NPD5692 Phase 3
0.7303 Intermediate Similarity NPD4697 Phase 3
0.7273 Intermediate Similarity NPD6001 Approved
0.7241 Intermediate Similarity NPD5694 Approved
0.7241 Intermediate Similarity NPD5281 Approved
0.7241 Intermediate Similarity NPD6050 Approved
0.7241 Intermediate Similarity NPD5284 Approved
0.7191 Intermediate Similarity NPD4629 Approved
0.7191 Intermediate Similarity NPD5210 Approved
0.7191 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD3573 Approved
0.7159 Intermediate Similarity NPD6399 Phase 3
0.7126 Intermediate Similarity NPD4096 Approved
0.7111 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD5221 Approved
0.7111 Intermediate Similarity NPD5222 Approved
0.7073 Intermediate Similarity NPD4139 Approved
0.7073 Intermediate Similarity NPD4692 Approved
0.7033 Intermediate Similarity NPD5173 Approved
0.7033 Intermediate Similarity NPD6083 Phase 2
0.7033 Intermediate Similarity NPD4755 Approved
0.7033 Intermediate Similarity NPD6084 Phase 2
0.7 Intermediate Similarity NPD5695 Phase 3
0.6966 Remote Similarity NPD5133 Approved
0.6957 Remote Similarity NPD5696 Approved
0.6905 Remote Similarity NPD4788 Approved
0.6897 Remote Similarity NPD4518 Approved
0.6889 Remote Similarity NPD7900 Approved
0.6889 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6882 Remote Similarity NPD4700 Approved
0.6882 Remote Similarity NPD4696 Approved
0.6882 Remote Similarity NPD5286 Approved
0.6882 Remote Similarity NPD5285 Approved
0.6854 Remote Similarity NPD7515 Phase 2
0.6818 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6813 Remote Similarity NPD5654 Approved
0.6809 Remote Similarity NPD5223 Approved
0.6795 Remote Similarity NPD4243 Approved
0.6786 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6737 Remote Similarity NPD5226 Approved
0.6737 Remote Similarity NPD5224 Approved
0.6737 Remote Similarity NPD5211 Phase 2
0.6737 Remote Similarity NPD4633 Approved
0.6737 Remote Similarity NPD5225 Approved
0.6737 Remote Similarity NPD5091 Approved
0.6703 Remote Similarity NPD7748 Approved
0.6667 Remote Similarity NPD5175 Approved
0.6667 Remote Similarity NPD5959 Approved
0.6667 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7902 Approved
0.6667 Remote Similarity NPD4754 Approved
0.6667 Remote Similarity NPD5174 Approved
0.6667 Remote Similarity NPD6052 Approved
0.6625 Remote Similarity NPD4784 Approved
0.6625 Remote Similarity NPD4785 Approved
0.6598 Remote Similarity NPD5141 Approved
0.6579 Remote Similarity NPD7331 Phase 2
0.6543 Remote Similarity NPD6942 Approved
0.6543 Remote Similarity NPD7339 Approved
0.6543 Remote Similarity NPD4190 Phase 3
0.6543 Remote Similarity NPD5275 Approved
0.6531 Remote Similarity NPD6402 Approved
0.6531 Remote Similarity NPD6675 Approved
0.6531 Remote Similarity NPD6008 Approved
0.6531 Remote Similarity NPD4768 Approved
0.6531 Remote Similarity NPD5739 Approved
0.6531 Remote Similarity NPD7128 Approved
0.6531 Remote Similarity NPD4767 Approved
0.65 Remote Similarity NPD6372 Approved
0.65 Remote Similarity NPD6373 Approved
0.6489 Remote Similarity NPD3495 Discontinued
0.6465 Remote Similarity NPD5697 Approved
0.6465 Remote Similarity NPD5701 Approved
0.6465 Remote Similarity NPD6614 Approved
0.6465 Remote Similarity NPD6412 Phase 2
0.64 Remote Similarity NPD5168 Approved
0.64 Remote Similarity NPD4729 Approved
0.64 Remote Similarity NPD6011 Approved
0.64 Remote Similarity NPD4730 Approved
0.64 Remote Similarity NPD6881 Approved
0.64 Remote Similarity NPD6899 Approved
0.64 Remote Similarity NPD7320 Approved
0.64 Remote Similarity NPD5128 Approved
0.6383 Remote Similarity NPD7732 Phase 3
0.6383 Remote Similarity NPD7614 Phase 1
0.6373 Remote Similarity NPD6650 Approved
0.6373 Remote Similarity NPD6649 Approved
0.6364 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6364 Remote Similarity NPD1694 Approved
0.6354 Remote Similarity NPD6404 Discontinued
0.6344 Remote Similarity NPD5769 Clinical (unspecified phase)
0.6337 Remote Similarity NPD6012 Approved
0.6337 Remote Similarity NPD6013 Approved
0.6337 Remote Similarity NPD6014 Approved
0.6275 Remote Similarity NPD5250 Approved
0.6275 Remote Similarity NPD5169 Approved
0.6275 Remote Similarity NPD7290 Approved
0.6275 Remote Similarity NPD5251 Approved
0.6275 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6275 Remote Similarity NPD5248 Approved
0.6275 Remote Similarity NPD5249 Phase 3
0.6275 Remote Similarity NPD7102 Approved
0.6275 Remote Similarity NPD4634 Approved
0.6275 Remote Similarity NPD5247 Approved
0.6275 Remote Similarity NPD5135 Approved
0.6275 Remote Similarity NPD6883 Approved
0.625 Remote Similarity NPD6939 Phase 2
0.625 Remote Similarity NPD6938 Clinical (unspecified phase)
0.625 Remote Similarity NPD7638 Approved
0.6237 Remote Similarity NPD7631 Approved
0.6234 Remote Similarity NPD7341 Phase 2
0.6234 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6214 Remote Similarity NPD5216 Approved
0.6214 Remote Similarity NPD6847 Approved
0.6214 Remote Similarity NPD6869 Approved
0.6214 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6214 Remote Similarity NPD5215 Approved
0.6214 Remote Similarity NPD6617 Approved
0.6214 Remote Similarity NPD5217 Approved
0.6214 Remote Similarity NPD5127 Approved
0.6214 Remote Similarity NPD8130 Phase 1
0.6203 Remote Similarity NPD5360 Phase 3
0.6203 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6186 Remote Similarity NPD7639 Approved
0.6186 Remote Similarity NPD7640 Approved
0.6163 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6163 Remote Similarity NPD7525 Registered
0.6154 Remote Similarity NPD8297 Approved
0.6154 Remote Similarity NPD4224 Phase 2
0.6154 Remote Similarity NPD6882 Approved
0.6129 Remote Similarity NPD8035 Phase 2
0.6129 Remote Similarity NPD8034 Phase 2
0.6129 Remote Similarity NPD7609 Phase 3
0.6125 Remote Similarity NPD6923 Approved
0.6125 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6125 Remote Similarity NPD6922 Approved
0.6125 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6125 Remote Similarity NPD3698 Phase 2
0.6118 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6095 Remote Similarity NPD6858 Approved
0.6095 Remote Similarity NPD4632 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