Structure

Physi-Chem Properties

Molecular Weight:  552.27
Volume:  568.476
LogP:  4.265
LogD:  3.784
LogS:  -4.713
# Rotatable Bonds:  8
TPSA:  108.5
# H-Bond Aceptor:  8
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  8

MedChem Properties

QED Drug-Likeness Score:  0.301
Synthetic Accessibility Score:  5.712
Fsp3:  0.625
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.991
MDCK Permeability:  3.636317342170514e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.007
20% Bioavailability (F20%):  0.073
30% Bioavailability (F30%):  0.978

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.391
Plasma Protein Binding (PPB):  82.72117614746094%
Volume Distribution (VD):  1.704
Pgp-substrate:  14.51163101196289%

ADMET: Metabolism

CYP1A2-inhibitor:  0.03
CYP1A2-substrate:  0.055
CYP2C19-inhibitor:  0.209
CYP2C19-substrate:  0.204
CYP2C9-inhibitor:  0.743
CYP2C9-substrate:  0.052
CYP2D6-inhibitor:  0.113
CYP2D6-substrate:  0.068
CYP3A4-inhibitor:  0.904
CYP3A4-substrate:  0.616

ADMET: Excretion

Clearance (CL):  4.802
Half-life (T1/2):  0.544

ADMET: Toxicity

hERG Blockers:  0.528
Human Hepatotoxicity (H-HT):  0.934
Drug-inuced Liver Injury (DILI):  0.874
AMES Toxicity:  0.06
Rat Oral Acute Toxicity:  0.599
Maximum Recommended Daily Dose:  0.624
Skin Sensitization:  0.854
Carcinogencity:  0.091
Eye Corrosion:  0.003
Eye Irritation:  0.012
Respiratory Toxicity:  0.289

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  Natural Product: NPC122504

Natural Product ID:  NPC122504
Common Name*:   Euphorbiasteroid
IUPAC Name:   n.a.
Synonyms:   Euphorbiasteroid
Standard InCHIKey:  SDGDWRYYHQOQOJ-XXMLZKCSSA-N
Standard InCHI:  InChI=1S/C32H40O8/c1-18-14-24-23(30(24,5)6)12-13-31(17-37-31)29(38-20(3)33)26-27(39-25(35)15-22-10-8-7-9-11-22)19(2)16-32(26,28(18)36)40-21(4)34/h7-11,14,19,23-24,26-27,29H,12-13,15-17H2,1-6H3/b18-14+/t19-,23-,24+,26+,27-,29-,31+,32+/m0/s1
SMILES:  O=C(O[C@H]1[C@@H](C)C[C@]2([C@H]1[C@H](OC(=O)C)[C@@]1(CC[C@H]3[C@@H](/C=C(/C2=O)C)C3(C)C)CO1)OC(=O)C)Cc1ccccc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1437184
PubChem CID:   15940183
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids

*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
NPO19369 Bacillus thuringiensis Species Bacillaceae Bacteria n.a. n.a. n.a. PMID[11087590]
NPO11884 Macaranga tanarius Species Euphorbiaceae Eukaryota n.a. leaf n.a. PMID[11421757]
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[11975480]
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[12542364]
NPO10036 Bruguiera cylindrica Species Rhizophoraceae Eukaryota Fruits n.a. n.a. PMID[15165157]
NPO10729 Lechevalieria aerocolonigenes Species Pseudonocardiaceae Bacteria n.a. n.a. n.a. PMID[15620255]
NPO11884 Macaranga tanarius Species Euphorbiaceae Eukaryota n.a. leaf n.a. PMID[15974621]
NPO11884 Macaranga tanarius Species Euphorbiaceae Eukaryota leaves Krachong waterfall area, Trang Province, Thailand 2001-APR PMID[15974621]
NPO3453 Elaeocarpus fuscoides Species Elaeocarpaceae Eukaryota leaves n.a. n.a. PMID[17451272]
NPO11884 Macaranga tanarius Species Euphorbiaceae Eukaryota n.a. leaf n.a. PMID[18844422]
NPO11884 Macaranga tanarius Species Euphorbiaceae Eukaryota leaves n.a. n.a. PMID[18844422]
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota epidermis of the sclerotia n.a. n.a. PMID[19746919]
NPO2462 Machilus robusta Species Lauraceae Eukaryota n.a. bark n.a. PMID[21627109]
NPO2462 Machilus robusta Species Lauraceae Eukaryota bark n.a. n.a. PMID[21627109]
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[27808511]
NPO11884 Macaranga tanarius Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[28972755]
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[30817151]
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[8984162]
NPO9866 Symphytum tuberosum Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4235 Thymus magnus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11884 Macaranga tanarius Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26385 Eupatorium rotundifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11884 Macaranga tanarius Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8543 Meconopsis horridula Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26385 Eupatorium rotundifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1209 Swartzia madagascariensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4235 Thymus magnus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9866 Symphytum tuberosum Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26385 Eupatorium rotundifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11884 Macaranga tanarius Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO10833 Heteromma simplicifolium n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO12330 Pseudophryne coriacea Species Myobatrachidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5508 Stevia purpurea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10479 Ophiocoma echinata Species Ophiocomidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15164 Jacobaea adonidifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4235 Thymus magnus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO477 Lepraria xanthina Species Stereocaulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26385 Eupatorium rotundifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO896 Streptomyces kanamyceticus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO11884 Macaranga tanarius Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5571 Jacobaea arnautorum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3280 Penicillium crustaceum Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7087 Oxera splendida Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4494 Ecbolium linneanum Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10729 Lechevalieria aerocolonigenes Species Pseudonocardiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO8283 Pseudophegopteris subaurita Species Thelypteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19369 Bacillus thuringiensis Species Bacillaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO10733 Plantago uniflora Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3940 Erioderma chilense Species Pannariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2462 Machilus robusta Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO305 Vitex pinnata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3453 Elaeocarpus fuscoides Species Elaeocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5344 Calodendrum capense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8543 Meconopsis horridula Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10959 Kalanchoe marmorata Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6330 Croton caudatus Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10036 Bruguiera cylindrica Species Rhizophoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1000 Thymus transcaucasicus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9866 Symphytum tuberosum Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1209 Swartzia madagascariensis 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
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 19952.6 nM PMID[558216]
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 15848.9 nM PMID[558216]
NPT199 Individual Protein DNA polymerase kappa Homo sapiens Potency n.a. 39810.7 nM PMID[558216]
NPT66 Individual Protein Acetylcholinesterase Electrophorus electricus Inhibition = -2.46 % PMID[558217]
NPT791 Individual Protein Cruzipain Trypanosoma cruzi Potency = 22387.2 nM PMID[558216]
NPT67 Individual Protein Cholinesterase Equus caballus Inhibition = -5.46 % PMID[558217]

☑ 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 NPC122504 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 NPC3450
0.9365 High Similarity NPC475452
0.9365 High Similarity NPC475671
0.9104 High Similarity NPC477094
0.9104 High Similarity NPC477096
0.9008 High Similarity NPC265459
0.9008 High Similarity NPC290833
0.9008 High Similarity NPC475262
0.9008 High Similarity NPC270364
0.8955 High Similarity NPC473654
0.8939 High Similarity NPC285221
0.8939 High Similarity NPC194769
0.8931 High Similarity NPC472250
0.8905 High Similarity NPC477095
0.8889 High Similarity NPC8990
0.8872 High Similarity NPC86772
0.8824 High Similarity NPC82467
0.8819 High Similarity NPC477369
0.8806 High Similarity NPC272523
0.8806 High Similarity NPC276652
0.8806 High Similarity NPC325805
0.8779 High Similarity NPC477360
0.8741 High Similarity NPC475660
0.8714 High Similarity NPC477097
0.8714 High Similarity NPC477101
0.8714 High Similarity NPC477099
0.8692 High Similarity NPC37968
0.8682 High Similarity NPC477357
0.8676 High Similarity NPC473497
0.8657 High Similarity NPC477358
0.8626 High Similarity NPC42234
0.8582 High Similarity NPC79699
0.8551 High Similarity NPC45307
0.854 High Similarity NPC474303
0.854 High Similarity NPC475413
0.8531 High Similarity NPC477098
0.8531 High Similarity NPC477100
0.8507 High Similarity NPC477359
0.8473 Intermediate Similarity NPC477370
0.8467 Intermediate Similarity NPC251294
0.8462 Intermediate Similarity NPC477366
0.8462 Intermediate Similarity NPC477363
0.8451 Intermediate Similarity NPC25484
0.8451 Intermediate Similarity NPC232583
0.845 Intermediate Similarity NPC477362
0.8397 Intermediate Similarity NPC477365
0.837 Intermediate Similarity NPC477368
0.8369 Intermediate Similarity NPC170668
0.8346 Intermediate Similarity NPC475508
0.831 Intermediate Similarity NPC205389
0.8309 Intermediate Similarity NPC472247
0.8309 Intermediate Similarity NPC232888
0.8309 Intermediate Similarity NPC477367
0.8296 Intermediate Similarity NPC477364
0.8286 Intermediate Similarity NPC153214
0.8273 Intermediate Similarity NPC187566
0.8235 Intermediate Similarity NPC153617
0.8222 Intermediate Similarity NPC233860
0.8209 Intermediate Similarity NPC272946
0.8194 Intermediate Similarity NPC125033
0.8162 Intermediate Similarity NPC472248
0.8102 Intermediate Similarity NPC28836
0.8102 Intermediate Similarity NPC324898
0.8102 Intermediate Similarity NPC134937
0.8102 Intermediate Similarity NPC298547
0.8088 Intermediate Similarity NPC239358
0.8043 Intermediate Similarity NPC200154
0.8043 Intermediate Similarity NPC279637
0.8043 Intermediate Similarity NPC149401
0.8014 Intermediate Similarity NPC242355
0.7986 Intermediate Similarity NPC202729
0.7971 Intermediate Similarity NPC4242
0.7971 Intermediate Similarity NPC471911
0.7971 Intermediate Similarity NPC311492
0.7956 Intermediate Similarity NPC233692
0.7929 Intermediate Similarity NPC327511
0.7929 Intermediate Similarity NPC205305
0.7929 Intermediate Similarity NPC184109
0.7929 Intermediate Similarity NPC27721
0.7917 Intermediate Similarity NPC471162
0.7902 Intermediate Similarity NPC131966
0.7902 Intermediate Similarity NPC191387
0.7872 Intermediate Similarity NPC121268
0.7872 Intermediate Similarity NPC53361
0.7872 Intermediate Similarity NPC473301
0.7832 Intermediate Similarity NPC475135
0.7832 Intermediate Similarity NPC472235
0.7832 Intermediate Similarity NPC472236
0.78 Intermediate Similarity NPC70344
0.7692 Intermediate Similarity NPC473440
0.7662 Intermediate Similarity NPC55744
0.7626 Intermediate Similarity NPC472418
0.76 Intermediate Similarity NPC469647
0.76 Intermediate Similarity NPC469648
0.76 Intermediate Similarity NPC138641
0.76 Intermediate Similarity NPC283875
0.76 Intermediate Similarity NPC22571
0.7591 Intermediate Similarity NPC473423
0.7586 Intermediate Similarity NPC63737
0.7586 Intermediate Similarity NPC140021
0.7551 Intermediate Similarity NPC134131
0.7551 Intermediate Similarity NPC25043
0.7551 Intermediate Similarity NPC471107
0.7551 Intermediate Similarity NPC471100
0.7534 Intermediate Similarity NPC95449
0.7533 Intermediate Similarity NPC472398
0.75 Intermediate Similarity NPC94425
0.75 Intermediate Similarity NPC471176
0.75 Intermediate Similarity NPC469456
0.7483 Intermediate Similarity NPC233581
0.7483 Intermediate Similarity NPC80895
0.7483 Intermediate Similarity NPC471912
0.7483 Intermediate Similarity NPC145649
0.7467 Intermediate Similarity NPC254558
0.7466 Intermediate Similarity NPC183540
0.746 Intermediate Similarity NPC470192
0.7451 Intermediate Similarity NPC11410
0.7442 Intermediate Similarity NPC477093
0.7442 Intermediate Similarity NPC475277
0.7442 Intermediate Similarity NPC473522
0.7432 Intermediate Similarity NPC301946
0.7432 Intermediate Similarity NPC277053
0.7417 Intermediate Similarity NPC51602
0.741 Intermediate Similarity NPC195224
0.7394 Intermediate Similarity NPC159811
0.7386 Intermediate Similarity NPC251139
0.7383 Intermediate Similarity NPC475552
0.7372 Intermediate Similarity NPC473881
0.7372 Intermediate Similarity NPC469742
0.7365 Intermediate Similarity NPC470231
0.7364 Intermediate Similarity NPC475495
0.7361 Intermediate Similarity NPC52523
0.7361 Intermediate Similarity NPC217673
0.7347 Intermediate Similarity NPC182869
0.7343 Intermediate Similarity NPC470143
0.7343 Intermediate Similarity NPC322503
0.7338 Intermediate Similarity NPC472706
0.7338 Intermediate Similarity NPC48992
0.7329 Intermediate Similarity NPC162613
0.7329 Intermediate Similarity NPC87934
0.7325 Intermediate Similarity NPC475536
0.7325 Intermediate Similarity NPC165234
0.7324 Intermediate Similarity NPC472394
0.7324 Intermediate Similarity NPC469499
0.7324 Intermediate Similarity NPC475569
0.7319 Intermediate Similarity NPC317163
0.7315 Intermediate Similarity NPC127857
0.7303 Intermediate Similarity NPC471103
0.7297 Intermediate Similarity NPC477894
0.7296 Intermediate Similarity NPC477491
0.7295 Intermediate Similarity NPC477354
0.7286 Intermediate Similarity NPC472707
0.7285 Intermediate Similarity NPC473403
0.7279 Intermediate Similarity NPC266374
0.7278 Intermediate Similarity NPC473641
0.7278 Intermediate Similarity NPC475464
0.7278 Intermediate Similarity NPC473797
0.7278 Intermediate Similarity NPC475437
0.7278 Intermediate Similarity NPC475300
0.7278 Intermediate Similarity NPC475505
0.7273 Intermediate Similarity NPC282239
0.7273 Intermediate Similarity NPC473611
0.7273 Intermediate Similarity NPC473670
0.7273 Intermediate Similarity NPC21410
0.7266 Intermediate Similarity NPC476599
0.726 Intermediate Similarity NPC9905
0.7259 Intermediate Similarity NPC472708
0.7246 Intermediate Similarity NPC472704
0.7237 Intermediate Similarity NPC7095
0.7237 Intermediate Similarity NPC112216
0.7234 Intermediate Similarity NPC225103
0.723 Intermediate Similarity NPC192658
0.723 Intermediate Similarity NPC472546
0.7226 Intermediate Similarity NPC106895
0.7226 Intermediate Similarity NPC217091
0.7218 Intermediate Similarity NPC475305
0.7206 Intermediate Similarity NPC473243
0.7205 Intermediate Similarity NPC40138
0.7203 Intermediate Similarity NPC238370
0.7203 Intermediate Similarity NPC209851
0.7194 Intermediate Similarity NPC284022
0.719 Intermediate Similarity NPC101043
0.719 Intermediate Similarity NPC306799
0.719 Intermediate Similarity NPC161955
0.7188 Intermediate Similarity NPC324769
0.7188 Intermediate Similarity NPC325732
0.7188 Intermediate Similarity NPC329705
0.7188 Intermediate Similarity NPC474111
0.7183 Intermediate Similarity NPC472388
0.7183 Intermediate Similarity NPC473443
0.7181 Intermediate Similarity NPC284957
0.7179 Intermediate Similarity NPC472393
0.7174 Intermediate Similarity NPC472703
0.7174 Intermediate Similarity NPC108286
0.7172 Intermediate Similarity NPC291638
0.7172 Intermediate Similarity NPC17877
0.7172 Intermediate Similarity NPC66761
0.7172 Intermediate Similarity NPC195647
0.7172 Intermediate Similarity NPC472577
0.7171 Intermediate Similarity NPC60509

  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 NPC122504 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
0.7518 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.746 Intermediate Similarity NPD6685 Approved
0.7315 Intermediate Similarity NPD7236 Approved
0.7287 Intermediate Similarity NPD2067 Discontinued
0.7252 Intermediate Similarity NPD6858 Approved
0.7252 Intermediate Similarity NPD7094 Approved
0.7222 Intermediate Similarity NPD5765 Approved
0.7203 Intermediate Similarity NPD7961 Discontinued
0.719 Intermediate Similarity NPD7239 Suspended
0.7176 Intermediate Similarity NPD6912 Phase 3
0.7117 Intermediate Similarity NPD7799 Discontinued
0.7092 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.6906 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6822 Remote Similarity NPD5738 Clinical (unspecified phase)
0.677 Remote Similarity NPD7057 Phase 3
0.677 Remote Similarity NPD7058 Phase 2
0.6765 Remote Similarity NPD690 Clinical (unspecified phase)
0.6765 Remote Similarity NPD2629 Approved
0.6719 Remote Similarity NPD7798 Approved
0.6716 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6692 Remote Similarity NPD6647 Phase 2
0.6642 Remote Similarity NPD4234 Approved
0.6642 Remote Similarity NPD4233 Approved
0.6642 Remote Similarity NPD4766 Approved
0.6589 Remote Similarity NPD2066 Phase 3
0.6567 Remote Similarity NPD2182 Approved
0.655 Remote Similarity NPD7685 Pre-registration
0.6544 Remote Similarity NPD8297 Approved
0.6535 Remote Similarity NPD1693 Approved
0.6484 Remote Similarity NPD1989 Approved
0.648 Remote Similarity NPD3672 Approved
0.648 Remote Similarity NPD3673 Approved
0.6471 Remote Similarity NPD7137 Phase 2
0.6463 Remote Similarity NPD7084 Phase 3
0.6457 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6457 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6453 Remote Similarity NPD8368 Discontinued
0.6449 Remote Similarity NPD2650 Approved
0.6449 Remote Similarity NPD2652 Approved
0.6439 Remote Similarity NPD1929 Approved
0.6439 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6439 Remote Similarity NPD1930 Approved
0.6437 Remote Similarity NPD8407 Phase 2
0.6424 Remote Similarity NPD4686 Approved
0.6424 Remote Similarity NPD4685 Phase 3
0.6424 Remote Similarity NPD4684 Phase 3
0.6405 Remote Similarity NPD7305 Phase 1
0.6395 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6395 Remote Similarity NPD6085 Phase 2
0.6378 Remote Similarity NPD1088 Approved
0.6371 Remote Similarity NPD1087 Approved
0.6369 Remote Similarity NPD6190 Approved
0.6357 Remote Similarity NPD4198 Discontinued
0.635 Remote Similarity NPD6649 Approved
0.635 Remote Similarity NPD4141 Clinical (unspecified phase)
0.635 Remote Similarity NPD6650 Approved
0.6345 Remote Similarity NPD6637 Approved
0.6343 Remote Similarity NPD6008 Approved
0.6343 Remote Similarity NPD5048 Discontinued
0.6338 Remote Similarity NPD6319 Approved
0.6338 Remote Similarity NPD7741 Discontinued
0.6338 Remote Similarity NPD7009 Phase 2
0.6323 Remote Similarity NPD6005 Phase 3
0.6323 Remote Similarity NPD6002 Phase 3
0.6323 Remote Similarity NPD6004 Phase 3
0.6323 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6323 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6319 Remote Similarity NPD7604 Phase 2
0.6307 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6306 Remote Similarity NPD2575 Approved
0.6306 Remote Similarity NPD4628 Phase 3
0.6291 Remote Similarity NPD2574 Discontinued
0.6291 Remote Similarity NPD3089 Approved
0.6291 Remote Similarity NPD2566 Approved
0.6291 Remote Similarity NPD4745 Approved
0.6291 Remote Similarity NPD2573 Approved
0.6291 Remote Similarity NPD3088 Approved
0.6291 Remote Similarity NPD3087 Approved
0.6291 Remote Similarity NPD2572 Clinical (unspecified phase)
0.6291 Remote Similarity NPD2571 Approved
0.6291 Remote Similarity NPD3614 Approved
0.6291 Remote Similarity NPD3615 Approved
0.6291 Remote Similarity NPD2570 Approved
0.6291 Remote Similarity NPD3616 Approved
0.6291 Remote Similarity NPD4746 Phase 3
0.6291 Remote Similarity NPD3090 Approved
0.6287 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6276 Remote Similarity NPD4806 Approved
0.6276 Remote Similarity NPD4807 Approved
0.6273 Remote Similarity NPD7606 Phase 3
0.6271 Remote Similarity NPD8434 Phase 2
0.6269 Remote Similarity NPD164 Approved
0.6268 Remote Similarity NPD7610 Discontinued
0.6267 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6264 Remote Similarity NPD6764 Approved
0.6264 Remote Similarity NPD6765 Approved
0.6258 Remote Similarity NPD6599 Discontinued
0.625 Remote Similarity NPD5305 Approved
0.625 Remote Similarity NPD6899 Approved
0.625 Remote Similarity NPD6881 Approved
0.625 Remote Similarity NPD3412 Clinical (unspecified phase)
0.625 Remote Similarity NPD5306 Approved
0.6242 Remote Similarity NPD3661 Approved
0.6242 Remote Similarity NPD3664 Approved
0.6242 Remote Similarity NPD3663 Approved
0.6242 Remote Similarity NPD3662 Phase 3
0.6232 Remote Similarity NPD8130 Phase 1
0.622 Remote Similarity NPD1090 Approved
0.622 Remote Similarity NPD1089 Approved
0.622 Remote Similarity NPD1086 Approved
0.6209 Remote Similarity NPD6355 Discontinued
0.6204 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6204 Remote Similarity NPD6372 Approved
0.6204 Remote Similarity NPD6373 Approved
0.6201 Remote Similarity NPD8435 Approved
0.62 Remote Similarity NPD2613 Approved
0.62 Remote Similarity NPD7055 Discontinued
0.6187 Remote Similarity NPD6882 Approved
0.6184 Remote Similarity NPD6663 Approved
0.6176 Remote Similarity NPD5697 Approved
0.6169 Remote Similarity NPD6653 Approved
0.6164 Remote Similarity NPD7492 Approved
0.6164 Remote Similarity NPD6287 Discontinued
0.6159 Remote Similarity NPD7102 Approved
0.6159 Remote Similarity NPD7290 Approved
0.6159 Remote Similarity NPD6883 Approved
0.6154 Remote Similarity NPD6065 Approved
0.6149 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6149 Remote Similarity NPD5667 Approved
0.6149 Remote Similarity NPD7736 Approved
0.6145 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6143 Remote Similarity NPD4632 Approved
0.6142 Remote Similarity NPD800 Approved
0.6136 Remote Similarity NPD9495 Approved
0.6133 Remote Similarity NPD5736 Approved
0.6131 Remote Similarity NPD7075 Discontinued
0.6127 Remote Similarity NPD6009 Approved
0.6124 Remote Similarity NPD6784 Approved
0.6124 Remote Similarity NPD6785 Approved
0.6122 Remote Similarity NPD6616 Approved
0.6119 Remote Similarity NPD1932 Approved
0.6118 Remote Similarity NPD8127 Discontinued
0.6115 Remote Similarity NPD6869 Approved
0.6115 Remote Similarity NPD6617 Approved
0.6115 Remote Similarity NPD6847 Approved
0.6115 Remote Similarity NPD5763 Approved
0.6115 Remote Similarity NPD5762 Approved
0.6111 Remote Similarity NPD8360 Approved
0.6111 Remote Similarity NPD6054 Approved
0.6111 Remote Similarity NPD8361 Approved
0.6103 Remote Similarity NPD6675 Approved
0.6103 Remote Similarity NPD7128 Approved
0.6103 Remote Similarity NPD5739 Approved
0.6103 Remote Similarity NPD6402 Approved
0.6096 Remote Similarity NPD4106 Approved
0.6096 Remote Similarity NPD4135 Approved
0.6096 Remote Similarity NPD4136 Approved
0.6092 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6087 Remote Similarity NPD2329 Discontinued
0.6087 Remote Similarity NPD6799 Approved
0.6087 Remote Similarity NPD7478 Approved
0.6087 Remote Similarity NPD6012 Approved
0.6087 Remote Similarity NPD6014 Approved
0.6087 Remote Similarity NPD6013 Approved
0.6081 Remote Similarity NPD7078 Approved
0.6071 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6069 Remote Similarity NPD5983 Phase 2
0.6067 Remote Similarity NPD5647 Approved
0.6062 Remote Similarity NPD3887 Approved
0.6058 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6048 Remote Similarity NPD5760 Phase 2
0.6048 Remote Similarity NPD5761 Phase 2
0.6047 Remote Similarity NPD5694 Approved
0.6047 Remote Similarity NPD6050 Approved
0.6045 Remote Similarity NPD7962 Phase 2
0.6043 Remote Similarity NPD3646 Clinical (unspecified phase)
0.6043 Remote Similarity NPD1317 Discontinued
0.6043 Remote Similarity NPD1756 Approved
0.6043 Remote Similarity NPD1752 Approved
0.6043 Remote Similarity NPD6371 Approved
0.6029 Remote Similarity NPD5909 Discontinued
0.6029 Remote Similarity NPD1237 Approved
0.6028 Remote Similarity NPD2607 Approved
0.6027 Remote Similarity NPD6370 Approved
0.6026 Remote Similarity NPD5204 Approved
0.6016 Remote Similarity NPD5346 Phase 2
0.6016 Remote Similarity NPD5347 Phase 2
0.6014 Remote Similarity NPD7320 Approved
0.6014 Remote Similarity NPD6011 Approved
0.6014 Remote Similarity NPD6336 Discontinued
0.6 Remote Similarity NPD8485 Approved
0.6 Remote Similarity NPD9545 Approved
0.6 Remote Similarity NPD8150 Discontinued
0.6 Remote Similarity NPD6362 Approved
0.5988 Remote Similarity NPD6801 Discontinued
0.5984 Remote Similarity NPD9490 Approved
0.5973 Remote Similarity NPD8293 Discontinued
0.5972 Remote Similarity NPD4574 Approved
0.5972 Remote Similarity NPD4576 Approved
0.597 Remote Similarity NPD1238 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