Structure

Physi-Chem Properties

Molecular Weight:  864.19
Volume:  812.079
LogP:  3.79
LogD:  1.621
LogS:  -4.22
# Rotatable Bonds:  4
TPSA:  320.14
# H-Bond Aceptor:  18
# H-Bond Donor:  14
# Rings:  10
# Heavy Atoms:  18

MedChem Properties

QED Drug-Likeness Score:  0.11
Synthetic Accessibility Score:  6.3
Fsp3:  0.2
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  1
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -7.084
MDCK Permeability:  3.7338174934120616e-06
Pgp-inhibitor:  0.378
Pgp-substrate:  0.006
Human Intestinal Absorption (HIA):  0.949
20% Bioavailability (F20%):  0.392
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.0
Plasma Protein Binding (PPB):  84.78678131103516%
Volume Distribution (VD):  0.166
Pgp-substrate:  15.234282493591309%

ADMET: Metabolism

CYP1A2-inhibitor:  0.006
CYP1A2-substrate:  0.09
CYP2C19-inhibitor:  0.01
CYP2C19-substrate:  0.037
CYP2C9-inhibitor:  0.371
CYP2C9-substrate:  0.974
CYP2D6-inhibitor:  0.0
CYP2D6-substrate:  0.144
CYP3A4-inhibitor:  0.035
CYP3A4-substrate:  0.524

ADMET: Excretion

Clearance (CL):  9.967
Half-life (T1/2):  0.357

ADMET: Toxicity

hERG Blockers:  0.017
Human Hepatotoxicity (H-HT):  0.198
Drug-inuced Liver Injury (DILI):  0.964
AMES Toxicity:  0.177
Rat Oral Acute Toxicity:  0.785
Maximum Recommended Daily Dose:  0.935
Skin Sensitization:  0.966
Carcinogencity:  0.087
Eye Corrosion:  0.003
Eye Irritation:  0.93
Respiratory Toxicity:  0.014

Download Data

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

  Natural Product: NPC73517

Natural Product ID:  NPC73517
Common Name*:   Aescultitannin B
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  BYSRPHRKESMCPO-XDJXAWJCSA-N
Standard InCHI:  InChI=1S/C45H36O18/c46-18-10-27(54)33-31(11-18)62-45(17-3-6-22(49)26(53)9-17)44(59)38(33)36-32(63-45)14-29(56)35-37(39(58)41(61-43(35)36)16-2-5-21(48)25(52)8-16)34-28(55)13-23(50)19-12-30(57)40(60-42(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,30,37-41,44,46-59H,12H2/t30-,37+,38-,39-,40-,41+,44-,45+/m1/s1
SMILES:  Oc1cc(O)c2c(c1)O[C@@]1([C@@H]([C@H]2c2c(O1)cc(c1c2O[C@@H](c2ccc(c(c2)O)O)[C@@H]([C@H]1c1c(O)cc(c2c1O[C@@H]([C@@H](C2)O)c1ccc(c(c1)O)O)O)O)O)O)c1ccc(c(c1)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1213875
PubChem CID:   10010849
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000334] Flavonoids
        • [CHEMONTID:0001586] Biflavonoids and polyflavonoids

*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
NPO1524 Rosa rugosa Species Rosaceae Eukaryota Flowers n.a. n.a. DOI[10.1016/j.foodcont.2014.02.001]
NPO9305 Iotrochota purpurea Species Iotrochotidae Eukaryota n.a. n.a. n.a. PMID[10924179]
NPO8035 Tylophora tanakae Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[12350151]
NPO10900 Cinnamomum subavenium Species Lauraceae Eukaryota stems Wulai Hsiang, Taipei County, Taiwan 2005-MAY PMID[17253858]
NPO2298 Streptomyces platensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19581087]
NPO2298 Streptomyces platensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[20299229]
NPO4138 Betula platyphylla Species Betulaceae Eukaryota bark n.a. n.a. PMID[20363129]
NPO1524 Rosa rugosa Species Rosaceae Eukaryota Flowers n.a. n.a. PMID[20467822]
NPO32726 machilus philippinensis Species Lauraceae Eukaryota leaves n.a. n.a. PMID[20568785]
NPO2298 Streptomyces platensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21214253]
NPO10684 Parameria laevigata Species Apocynaceae Eukaryota n.a. bark n.a. PMID[21875098]
NPO10900 Cinnamomum subavenium Species Lauraceae Eukaryota Leaves n.a. n.a. PMID[23025417]
NPO9305 Iotrochota purpurea Species Iotrochotidae Eukaryota n.a. n.a. n.a. PMID[23131412]
NPO1524 Rosa rugosa Species Rosaceae Eukaryota flower buds n.a. n.a. PMID[24063567]
NPO1524 Rosa rugosa Species Rosaceae Eukaryota Roots n.a. n.a. PMID[24461297]
NPO10900 Cinnamomum subavenium Species Lauraceae Eukaryota stem bark Laifeng, Hubei Province, China 2012-JUL PMID[26087384]
NPO11699 Ecballium elaterium Species Cucurbitaceae Eukaryota Fruit juice n.a. n.a. PMID[3404148]
NPO11699 Ecballium elaterium Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1524 Rosa rugosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4138 Betula platyphylla Species Betulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10684 Parameria laevigata Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4138 Betula platyphylla Species Betulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1524 Rosa rugosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10684 Parameria laevigata Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11699 Ecballium elaterium Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1524 Rosa rugosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4138 Betula platyphylla Species Betulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4138 Betula platyphylla Species Betulaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1524 Rosa rugosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1524 Rosa rugosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12544 Dioscorea olfersiana Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8035 Tylophora tanakae Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12308 Metridium senile Species Metridiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9305 Iotrochota purpurea Species Iotrochotidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6253 Conus pulicarius Species Conidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9509 Charpentiera obovata Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5823 Helichrysum auriceps Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5384 Ligustrum obtusifolium Species Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10684 Parameria laevigata Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15252 Clathria prolifera Species Microcionidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11256 Pseudowintera colorata Species Winteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9922 Myelobia smerintha Species Crambidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3378 Alstonia undulifolia Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12888 Echinus microtuberculatus Species Echinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10737 Asteriscus aquaticus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7709 Spiracantha cornifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12669 Cassine papillosa Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9672 Lotus ucrainicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2298 Streptomyces platensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO10900 Cinnamomum subavenium Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20291 Phyllanthus oligospermus Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5008 Hubertia tomentosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11553 Phebalium dentatum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8477 Myristica cagayanensis Species Myristicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2608 Solanum andigena Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO761 Fagus fusca Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10393 Ophidiaster ophidianus Species Ophidiasteridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12436 Quercus imbricaria Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3736 Scrophularia koelzii Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4493 Polygonum flaccidum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11811 Capparis ovata Species Capparaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11699 Ecballium elaterium Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12188 Datisca glomerata Species Datiscaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1182 Croton montevidensis Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4138 Betula platyphylla Species Betulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7045 Viviparus japonicus Species Viviparidae 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
NPT462 Individual Protein Sucrase-isomaltase Rattus norvegicus IC50 = 400000.0 nM PMID[470519]
NPT462 Individual Protein Sucrase-isomaltase Rattus norvegicus Inhibition = 66.75 % PMID[470519]
NPT2 Others Unspecified IC50 = 3500.0 nM PMID[470518]

☑ 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 NPC73517 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 NPC4809
1.0 High Similarity NPC147743
0.9933 High Similarity NPC106601
0.9933 High Similarity NPC159526
0.9933 High Similarity NPC471404
0.9933 High Similarity NPC205613
0.9933 High Similarity NPC212614
0.9933 High Similarity NPC86630
0.9933 High Similarity NPC151474
0.9801 High Similarity NPC185231
0.9732 High Similarity NPC224161
0.9667 High Similarity NPC46335
0.9664 High Similarity NPC279406
0.9664 High Similarity NPC272552
0.9664 High Similarity NPC134911
0.9664 High Similarity NPC46283
0.9664 High Similarity NPC322899
0.9664 High Similarity NPC44192
0.9664 High Similarity NPC469944
0.9664 High Similarity NPC226809
0.9664 High Similarity NPC226108
0.947 High Similarity NPC20050
0.947 High Similarity NPC306267
0.9467 High Similarity NPC471403
0.9359 High Similarity NPC12326
0.9338 High Similarity NPC259707
0.9329 High Similarity NPC204770
0.9329 High Similarity NPC262911
0.9329 High Similarity NPC294558
0.9329 High Similarity NPC58190
0.9329 High Similarity NPC170103
0.9329 High Similarity NPC70409
0.9329 High Similarity NPC82917
0.9329 High Similarity NPC263940
0.9329 High Similarity NPC108811
0.9329 High Similarity NPC236202
0.9329 High Similarity NPC202742
0.9329 High Similarity NPC18185
0.9272 High Similarity NPC477612
0.9262 High Similarity NPC155564
0.9262 High Similarity NPC248053
0.9262 High Similarity NPC102280
0.9262 High Similarity NPC96576
0.9231 High Similarity NPC1253
0.9231 High Similarity NPC100936
0.9211 High Similarity NPC473621
0.9205 High Similarity NPC211561
0.915 High Similarity NPC59692
0.9139 High Similarity NPC280945
0.9139 High Similarity NPC227516
0.9139 High Similarity NPC20757
0.9 High Similarity NPC28440
0.9 High Similarity NPC171932
0.8947 High Similarity NPC473480
0.8947 High Similarity NPC15538
0.8944 High Similarity NPC9309
0.8926 High Similarity NPC100482
0.8926 High Similarity NPC277331
0.8926 High Similarity NPC178054
0.891 High Similarity NPC157333
0.8903 High Similarity NPC233467
0.8889 High Similarity NPC281549
0.8874 High Similarity NPC469313
0.8874 High Similarity NPC138227
0.8874 High Similarity NPC168579
0.8874 High Similarity NPC76176
0.8874 High Similarity NPC475492
0.8839 High Similarity NPC329343
0.8839 High Similarity NPC324517
0.8839 High Similarity NPC321972
0.8831 High Similarity NPC321657
0.8831 High Similarity NPC318373
0.8808 High Similarity NPC37793
0.8774 High Similarity NPC472710
0.8774 High Similarity NPC472709
0.8758 High Similarity NPC95652
0.8758 High Similarity NPC150714
0.8758 High Similarity NPC260397
0.8758 High Similarity NPC125755
0.8757 High Similarity NPC318119
0.875 High Similarity NPC225445
0.8734 High Similarity NPC202104
0.8733 High Similarity NPC262189
0.871 High Similarity NPC473266
0.871 High Similarity NPC476969
0.871 High Similarity NPC470826
0.871 High Similarity NPC470098
0.8698 High Similarity NPC321916
0.8696 High Similarity NPC48880
0.8693 High Similarity NPC161700
0.8693 High Similarity NPC475096
0.8693 High Similarity NPC181615
0.8693 High Similarity NPC277867
0.8688 High Similarity NPC470828
0.8684 High Similarity NPC116922
0.8662 High Similarity NPC21902
0.8654 High Similarity NPC260781
0.8654 High Similarity NPC182368
0.8654 High Similarity NPC218041
0.8654 High Similarity NPC469706
0.8654 High Similarity NPC145979
0.8654 High Similarity NPC9933
0.8654 High Similarity NPC185955
0.8654 High Similarity NPC225815
0.8654 High Similarity NPC214326
0.8654 High Similarity NPC469707
0.8645 High Similarity NPC270751
0.8636 High Similarity NPC190714
0.8636 High Similarity NPC99515
0.8627 High Similarity NPC304894
0.8627 High Similarity NPC473108
0.8627 High Similarity NPC15659
0.8625 High Similarity NPC470827
0.8625 High Similarity NPC125495
0.8609 High Similarity NPC266197
0.8609 High Similarity NPC291101
0.8609 High Similarity NPC22317
0.8608 High Similarity NPC78809
0.86 High Similarity NPC470308
0.86 High Similarity NPC470307
0.86 High Similarity NPC474390
0.8598 High Similarity NPC59516
0.859 High Similarity NPC470208
0.859 High Similarity NPC295573
0.8581 High Similarity NPC224674
0.8581 High Similarity NPC39657
0.8581 High Similarity NPC15956
0.8581 High Similarity NPC114505
0.8581 High Similarity NPC153182
0.8581 High Similarity NPC320671
0.8581 High Similarity NPC327412
0.8581 High Similarity NPC174251
0.8581 High Similarity NPC213074
0.8581 High Similarity NPC31325
0.8581 High Similarity NPC320970
0.8581 High Similarity NPC193473
0.8581 High Similarity NPC275284
0.8581 High Similarity NPC227902
0.8581 High Similarity NPC262297
0.8581 High Similarity NPC328567
0.8571 High Similarity NPC166456
0.8571 High Similarity NPC98083
0.8571 High Similarity NPC7543
0.8571 High Similarity NPC94220
0.8571 High Similarity NPC24339
0.8563 High Similarity NPC98583
0.8562 High Similarity NPC173203
0.8562 High Similarity NPC278961
0.8562 High Similarity NPC473044
0.8562 High Similarity NPC163508
0.8562 High Similarity NPC113680
0.8553 High Similarity NPC8712
0.8553 High Similarity NPC257095
0.8553 High Similarity NPC273932
0.8553 High Similarity NPC469661
0.8553 High Similarity NPC89686
0.8544 High Similarity NPC325860
0.8544 High Similarity NPC476391
0.8544 High Similarity NPC157783
0.8543 High Similarity NPC70682
0.8543 High Similarity NPC260741
0.8533 High Similarity NPC470802
0.8533 High Similarity NPC471522
0.8526 High Similarity NPC175976
0.8526 High Similarity NPC329836
0.8526 High Similarity NPC226153
0.8526 High Similarity NPC473876
0.8526 High Similarity NPC304048
0.8516 High Similarity NPC14468
0.8516 High Similarity NPC324492
0.8516 High Similarity NPC274454
0.8516 High Similarity NPC215678
0.8516 High Similarity NPC317053
0.8506 High Similarity NPC25292
0.8506 High Similarity NPC177597
0.8506 High Similarity NPC473045
0.8503 High Similarity NPC65333
0.8503 High Similarity NPC100251
0.8497 Intermediate Similarity NPC2613
0.8497 Intermediate Similarity NPC472714
0.8497 Intermediate Similarity NPC189115
0.8497 Intermediate Similarity NPC59841
0.8497 Intermediate Similarity NPC5262
0.8497 Intermediate Similarity NPC475084
0.8497 Intermediate Similarity NPC469559
0.8497 Intermediate Similarity NPC204347
0.8497 Intermediate Similarity NPC475891
0.8491 Intermediate Similarity NPC200645
0.8491 Intermediate Similarity NPC106669
0.8491 Intermediate Similarity NPC475227
0.8487 Intermediate Similarity NPC61783
0.8487 Intermediate Similarity NPC106944
0.8487 Intermediate Similarity NPC20520
0.8481 Intermediate Similarity NPC2745
0.8481 Intermediate Similarity NPC302915
0.848 Intermediate Similarity NPC132111
0.8477 Intermediate Similarity NPC211549
0.8471 Intermediate Similarity NPC55158
0.8471 Intermediate Similarity NPC95392
0.8471 Intermediate Similarity NPC55715

  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 NPC73517 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
0.8389 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8389 Intermediate Similarity NPD1613 Approved
0.821 Intermediate Similarity NPD8455 Phase 2
0.8133 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8121 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8054 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8012 Intermediate Similarity NPD7074 Phase 3
0.8 Intermediate Similarity NPD7228 Approved
0.8 Intermediate Similarity NPD4908 Phase 1
0.7965 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7962 Intermediate Similarity NPD6674 Discontinued
0.7947 Intermediate Similarity NPD3027 Phase 3
0.7907 Intermediate Similarity NPD7472 Approved
0.7849 Intermediate Similarity NPD7054 Approved
0.7829 Intermediate Similarity NPD8312 Approved
0.7829 Intermediate Similarity NPD8313 Approved
0.7816 Intermediate Similarity NPD7251 Discontinued
0.7791 Intermediate Similarity NPD1653 Approved
0.7784 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD6166 Phase 2
0.7771 Intermediate Similarity NPD7808 Phase 3
0.7759 Intermediate Similarity NPD6797 Phase 2
0.7692 Intermediate Similarity NPD6234 Discontinued
0.7651 Intermediate Similarity NPD1610 Phase 2
0.7644 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7614 Intermediate Similarity NPD7240 Approved
0.761 Intermediate Similarity NPD7266 Discontinued
0.7605 Intermediate Similarity NPD37 Approved
0.7602 Intermediate Similarity NPD7199 Phase 2
0.7574 Intermediate Similarity NPD4966 Approved
0.7574 Intermediate Similarity NPD4967 Phase 2
0.7574 Intermediate Similarity NPD4965 Approved
0.756 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7486 Intermediate Similarity NPD3818 Discontinued
0.7468 Intermediate Similarity NPD2861 Phase 2
0.7443 Intermediate Similarity NPD5844 Phase 1
0.7436 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7427 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7418 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD1091 Approved
0.7414 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7412 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7399 Intermediate Similarity NPD6959 Discontinued
0.7396 Intermediate Similarity NPD1934 Approved
0.7389 Intermediate Similarity NPD8053 Approved
0.7389 Intermediate Similarity NPD8054 Approved
0.7374 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD4625 Phase 3
0.7356 Intermediate Similarity NPD3787 Discontinued
0.7318 Intermediate Similarity NPD6559 Discontinued
0.7316 Intermediate Similarity NPD7680 Approved
0.7312 Intermediate Similarity NPD7097 Phase 1
0.7301 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD4380 Phase 2
0.7267 Intermediate Similarity NPD1548 Phase 1
0.7267 Intermediate Similarity NPD7768 Phase 2
0.7253 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD4060 Phase 1
0.7225 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD4749 Approved
0.7196 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD5124 Phase 1
0.7186 Intermediate Similarity NPD7447 Phase 1
0.7175 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7169 Intermediate Similarity NPD5058 Phase 3
0.7161 Intermediate Similarity NPD8651 Approved
0.7151 Intermediate Similarity NPD1465 Phase 2
0.7143 Intermediate Similarity NPD5494 Approved
0.7135 Intermediate Similarity NPD7473 Discontinued
0.7128 Intermediate Similarity NPD8151 Discontinued
0.7126 Intermediate Similarity NPD7212 Phase 2
0.7126 Intermediate Similarity NPD7075 Discontinued
0.7126 Intermediate Similarity NPD7213 Phase 3
0.7095 Intermediate Similarity NPD3751 Discontinued
0.7088 Intermediate Similarity NPD7549 Discontinued
0.7083 Intermediate Similarity NPD4160 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7062 Intermediate Similarity NPD6232 Discontinued
0.7059 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7056 Intermediate Similarity NPD8156 Discontinued
0.7052 Intermediate Similarity NPD2801 Approved
0.7052 Intermediate Similarity NPD7819 Suspended
0.7025 Intermediate Similarity NPD3018 Phase 2
0.7024 Intermediate Similarity NPD1511 Approved
0.7019 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD3620 Phase 2
0.7006 Intermediate Similarity NPD8127 Discontinued
0.7 Intermediate Similarity NPD8099 Discontinued
0.7 Intermediate Similarity NPD8252 Approved
0.7 Intermediate Similarity NPD8251 Approved
0.6994 Remote Similarity NPD4536 Approved
0.6994 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6994 Remote Similarity NPD4538 Approved
0.697 Remote Similarity NPD7783 Phase 2
0.697 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6962 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6954 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6951 Remote Similarity NPD5588 Approved
0.6951 Remote Similarity NPD5960 Phase 3
0.6941 Remote Similarity NPD1512 Approved
0.694 Remote Similarity NPD7685 Pre-registration
0.6936 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6936 Remote Similarity NPD7411 Suspended
0.6914 Remote Similarity NPD3817 Phase 2
0.6898 Remote Similarity NPD7906 Approved
0.6894 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6886 Remote Similarity NPD1652 Phase 2
0.6879 Remote Similarity NPD2982 Phase 2
0.6879 Remote Similarity NPD2983 Phase 2
0.6875 Remote Similarity NPD3882 Suspended
0.6872 Remote Similarity NPD7229 Phase 3
0.6871 Remote Similarity NPD5735 Approved
0.6867 Remote Similarity NPD5762 Approved
0.6867 Remote Similarity NPD5763 Approved
0.6867 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6867 Remote Similarity NPD7843 Approved
0.6859 Remote Similarity NPD3705 Approved
0.6845 Remote Similarity NPD7466 Approved
0.6845 Remote Similarity NPD4663 Approved
0.6845 Remote Similarity NPD8166 Discontinued
0.6845 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6842 Remote Similarity NPD7157 Approved
0.6828 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6824 Remote Similarity NPD7040 Clinical (unspecified phase)
0.6824 Remote Similarity NPD7041 Phase 2
0.6824 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6821 Remote Similarity NPD5283 Phase 1
0.6821 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6821 Remote Similarity NPD7458 Discontinued
0.6818 Remote Similarity NPD5402 Approved
0.6815 Remote Similarity NPD2981 Phase 2
0.6811 Remote Similarity NPD8453 Clinical (unspecified phase)
0.6807 Remote Similarity NPD6099 Approved
0.6807 Remote Similarity NPD6100 Approved
0.6805 Remote Similarity NPD6190 Approved
0.6802 Remote Similarity NPD6980 Clinical (unspecified phase)
0.68 Remote Similarity NPD6801 Discontinued
0.679 Remote Similarity NPD6798 Discontinued
0.6788 Remote Similarity NPD7119 Phase 2
0.6784 Remote Similarity NPD7446 Clinical (unspecified phase)
0.6784 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6784 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6774 Remote Similarity NPD7310 Approved
0.6774 Remote Similarity NPD4577 Approved
0.6774 Remote Similarity NPD4578 Approved
0.6774 Remote Similarity NPD7311 Approved
0.6774 Remote Similarity NPD7313 Approved
0.6774 Remote Similarity NPD7312 Approved
0.6772 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6768 Remote Similarity NPD6355 Discontinued
0.6766 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6766 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6751 Remote Similarity NPD7871 Phase 2
0.6751 Remote Similarity NPD7870 Phase 2
0.6747 Remote Similarity NPD6028 Clinical (unspecified phase)
0.6747 Remote Similarity NPD6029 Clinical (unspecified phase)
0.6746 Remote Similarity NPD3750 Approved
0.6746 Remote Similarity NPD3892 Phase 2
0.6738 Remote Similarity NPD7309 Approved
0.6732 Remote Similarity NPD6671 Approved
0.6731 Remote Similarity NPD5846 Approved
0.6731 Remote Similarity NPD5126 Approved
0.6731 Remote Similarity NPD6516 Phase 2
0.6731 Remote Similarity NPD5125 Phase 3
0.6728 Remote Similarity NPD7095 Approved
0.6726 Remote Similarity NPD1549 Phase 2
0.6724 Remote Similarity NPD8158 Clinical (unspecified phase)
0.6723 Remote Similarity NPD6374 Clinical (unspecified phase)
0.672 Remote Similarity NPD6842 Approved
0.672 Remote Similarity NPD6841 Approved
0.672 Remote Similarity NPD6843 Phase 3
0.6705 Remote Similarity NPD7945 Clinical (unspecified phase)
0.6705 Remote Similarity NPD5403 Approved
0.6703 Remote Similarity NPD2489 Approved
0.6703 Remote Similarity NPD27 Approved
0.6701 Remote Similarity NPD7697 Approved
0.6701 Remote Similarity NPD7698 Approved
0.6701 Remote Similarity NPD7696 Phase 3
0.6689 Remote Similarity NPD228 Approved
0.6686 Remote Similarity NPD5177 Phase 3
0.6685 Remote Similarity NPD3051 Approved
0.6667 Remote Similarity NPD1357 Approved
0.6667 Remote Similarity NPD3021 Approved
0.6667 Remote Similarity NPD3022 Approved
0.665 Remote Similarity NPD7701 Phase 2
0.665 Remote Similarity NPD6823 Phase 2
0.6648 Remote Similarity NPD2970 Approved
0.6648 Remote Similarity NPD2969 Approved
0.6647 Remote Similarity NPD6331 Phase 2
0.6647 Remote Similarity NPD4108 Discontinued
0.6646 Remote Similarity NPD6233 Phase 2
0.6646 Remote Similarity NPD6584 Phase 3
0.6646 Remote Similarity NPD422 Phase 1
0.6633 Remote Similarity NPD6777 Approved
0.6633 Remote Similarity NPD6778 Approved
0.6633 Remote Similarity NPD6779 Approved
0.6633 Remote Similarity NPD6780 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