Structure

Physi-Chem Properties

Molecular Weight:  742.17
Volume:  698.367
LogP:  2.366
LogD:  1.678
LogS:  -5.001
# Rotatable Bonds:  18
TPSA:  232.77
# H-Bond Aceptor:  18
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  18

MedChem Properties

QED Drug-Likeness Score:  0.156
Synthetic Accessibility Score:  4.477
Fsp3:  0.371
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.055
MDCK Permeability:  9.562821651343256e-05
Pgp-inhibitor:  0.999
Pgp-substrate:  0.013
Human Intestinal Absorption (HIA):  0.72
20% Bioavailability (F20%):  0.059
30% Bioavailability (F30%):  0.921

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.188
Plasma Protein Binding (PPB):  70.23201751708984%
Volume Distribution (VD):  0.581
Pgp-substrate:  20.46088409423828%

ADMET: Metabolism

CYP1A2-inhibitor:  0.043
CYP1A2-substrate:  0.005
CYP2C19-inhibitor:  0.033
CYP2C19-substrate:  0.052
CYP2C9-inhibitor:  0.276
CYP2C9-substrate:  0.101
CYP2D6-inhibitor:  0.884
CYP2D6-substrate:  0.071
CYP3A4-inhibitor:  0.315
CYP3A4-substrate:  0.149

ADMET: Excretion

Clearance (CL):  0.982
Half-life (T1/2):  0.872

ADMET: Toxicity

hERG Blockers:  0.003
Human Hepatotoxicity (H-HT):  0.987
Drug-inuced Liver Injury (DILI):  0.982
AMES Toxicity:  0.308
Rat Oral Acute Toxicity:  0.4
Maximum Recommended Daily Dose:  0.163
Skin Sensitization:  0.885
Carcinogencity:  0.043
Eye Corrosion:  0.003
Eye Irritation:  0.031
Respiratory Toxicity:  0.02

Download Data

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

  Natural Product: NPC117478

Natural Product ID:  NPC117478
Common Name*:   Astragalin Heptaacetate
IUPAC Name:   [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[5,7-diacetyloxy-2-(4-acetyloxyphenyl)-4-oxochromen-3-yl]oxyoxan-2-yl]methyl acetate
Synonyms:   Astragalin Heptaacetate
Standard InCHIKey:  XNIDEUYQVRRKJJ-FZPNTLRJSA-N
Standard InCHI:  InChI=1S/C35H34O18/c1-15(36)44-14-27-31(48-19(5)40)33(49-20(6)41)34(50-21(7)42)35(52-27)53-32-29(43)28-25(47-18(4)39)12-24(46-17(3)38)13-26(28)51-30(32)22-8-10-23(11-9-22)45-16(2)37/h8-13,27,31,33-35H,14H2,1-7H3/t27-,31-,33+,34-,35+/m1/s1
SMILES:  CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)Oc1c(=O)c2c(cc(cc2oc1c1ccc(cc1)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1774168
PubChem CID:   12900986
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000334] Flavonoids
        • [CHEMONTID:0001111] Flavonoid glycosides
          • [CHEMONTID:0001583] Flavonoid O-glycosides
            • [CHEMONTID:0003531] Flavonoid-3-O-glycosides

*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
NPO31221 Delphinium staphisagria Species Ranunculaceae Eukaryota n.a. aerial part n.a. PMID[10978212]
NPO31221 Delphinium staphisagria Species Ranunculaceae Eukaryota n.a. aerial part n.a. PMID[21466157]
NPO31221 Delphinium staphisagria Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]

☑ 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
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 164000.0 nM PMID[493036]
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 = 800.0 nM PMID[493036]
NPT2 Others Unspecified Ratio IC50 = 205.0 n.a. PMID[493036]
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi Inhibition = 91.0 % PMID[493036]
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi Activity = 95.0 % PMID[493036]
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi Activity = 23.0 % PMID[493036]

☑ 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 NPC117478 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
0.9868 High Similarity NPC321478
0.9803 High Similarity NPC473516
0.9551 High Similarity NPC475214
0.943 High Similarity NPC476180
0.9416 High Similarity NPC104677
0.9371 High Similarity NPC475434
0.9359 High Similarity NPC414831
0.9304 High Similarity NPC64425
0.9295 High Similarity NPC48093
0.9295 High Similarity NPC129217
0.9295 High Similarity NPC216496
0.9295 High Similarity NPC224530
0.9295 High Similarity NPC159579
0.9295 High Similarity NPC85707
0.9295 High Similarity NPC259957
0.925 High Similarity NPC175429
0.925 High Similarity NPC277532
0.925 High Similarity NPC138990
0.925 High Similarity NPC92815
0.925 High Similarity NPC209550
0.9236 High Similarity NPC27942
0.9236 High Similarity NPC244875
0.9193 High Similarity NPC474522
0.9182 High Similarity NPC186816
0.9182 High Similarity NPC256188
0.9182 High Similarity NPC203145
0.9182 High Similarity NPC11432
0.9182 High Similarity NPC32641
0.9182 High Similarity NPC221342
0.9182 High Similarity NPC476470
0.9182 High Similarity NPC142142
0.9182 High Similarity NPC12013
0.9182 High Similarity NPC189564
0.9182 High Similarity NPC477613
0.9177 High Similarity NPC121703
0.9172 High Similarity NPC282169
0.9167 High Similarity NPC320283
0.9167 High Similarity NPC472459
0.9167 High Similarity NPC41121
0.9167 High Similarity NPC111929
0.913 High Similarity NPC164704
0.913 High Similarity NPC470712
0.9119 High Similarity NPC292929
0.9119 High Similarity NPC287889
0.9119 High Similarity NPC72016
0.9119 High Similarity NPC289667
0.9119 High Similarity NPC135358
0.9119 High Similarity NPC76831
0.9114 High Similarity NPC240306
0.9114 High Similarity NPC298171
0.9103 High Similarity NPC197304
0.9103 High Similarity NPC133671
0.9103 High Similarity NPC77672
0.9103 High Similarity NPC182634
0.9103 High Similarity NPC54802
0.9103 High Similarity NPC78263
0.9103 High Similarity NPC135391
0.9103 High Similarity NPC108831
0.9074 High Similarity NPC217822
0.9074 High Similarity NPC470714
0.9074 High Similarity NPC11847
0.9074 High Similarity NPC470715
0.9074 High Similarity NPC470716
0.9074 High Similarity NPC101399
0.9074 High Similarity NPC221288
0.9068 High Similarity NPC477165
0.9062 High Similarity NPC298666
0.9062 High Similarity NPC262222
0.9062 High Similarity NPC68592
0.9051 High Similarity NPC297987
0.9051 High Similarity NPC173582
0.9051 High Similarity NPC276377
0.9051 High Similarity NPC215710
0.9051 High Similarity NPC170052
0.9051 High Similarity NPC116458
0.9051 High Similarity NPC476215
0.9051 High Similarity NPC249281
0.9051 High Similarity NPC181465
0.9051 High Similarity NPC246943
0.9051 High Similarity NPC139320
0.9051 High Similarity NPC253788
0.9051 High Similarity NPC265885
0.9051 High Similarity NPC135846
0.9051 High Similarity NPC473438
0.9051 High Similarity NPC163242
0.9051 High Similarity NPC64305
0.9051 High Similarity NPC101636
0.9045 High Similarity NPC43761
0.9038 High Similarity NPC307938
0.9038 High Similarity NPC295613
0.9038 High Similarity NPC473657
0.9038 High Similarity NPC203500
0.9038 High Similarity NPC323593
0.9024 High Similarity NPC473862
0.9024 High Similarity NPC231787
0.9012 High Similarity NPC188815
0.9012 High Similarity NPC218161
0.9012 High Similarity NPC469344
0.9012 High Similarity NPC280642
0.9012 High Similarity NPC96605
0.9 High Similarity NPC205824
0.9 High Similarity NPC19240
0.9 High Similarity NPC85751
0.9 High Similarity NPC129264
0.9 High Similarity NPC139060
0.8994 High Similarity NPC475382
0.8994 High Similarity NPC150164
0.8993 High Similarity NPC474037
0.8987 High Similarity NPC136761
0.8987 High Similarity NPC153342
0.8987 High Similarity NPC471079
0.8987 High Similarity NPC304741
0.8987 High Similarity NPC187379
0.8987 High Similarity NPC470405
0.8974 High Similarity NPC27408
0.8974 High Similarity NPC95090
0.8951 High Similarity NPC5319
0.8938 High Similarity NPC80068
0.8938 High Similarity NPC66087
0.8938 High Similarity NPC311850
0.8938 High Similarity NPC278419
0.8938 High Similarity NPC179198
0.8938 High Similarity NPC473644
0.8931 High Similarity NPC470125
0.8924 High Similarity NPC473634
0.8924 High Similarity NPC22062
0.8924 High Similarity NPC138811
0.8917 High Similarity NPC45165
0.8917 High Similarity NPC127406
0.891 High Similarity NPC39360
0.891 High Similarity NPC210003
0.891 High Similarity NPC143851
0.891 High Similarity NPC83283
0.891 High Similarity NPC29763
0.8909 High Similarity NPC89127
0.8909 High Similarity NPC471669
0.8896 High Similarity NPC244776
0.8896 High Similarity NPC116864
0.8896 High Similarity NPC164299
0.8875 High Similarity NPC131745
0.8868 High Similarity NPC473623
0.8868 High Similarity NPC477164
0.8861 High Similarity NPC43638
0.8861 High Similarity NPC6985
0.8861 High Similarity NPC129827
0.8861 High Similarity NPC60966
0.8861 High Similarity NPC473512
0.8861 High Similarity NPC44931
0.8861 High Similarity NPC65003
0.8861 High Similarity NPC288084
0.8855 High Similarity NPC173837
0.8854 High Similarity NPC473241
0.8854 High Similarity NPC471746
0.8841 High Similarity NPC153755
0.8841 High Similarity NPC175107
0.8841 High Similarity NPC190003
0.8827 High Similarity NPC473278
0.8827 High Similarity NPC89809
0.8827 High Similarity NPC260504
0.882 High Similarity NPC183672
0.8812 High Similarity NPC270675
0.8812 High Similarity NPC477628
0.8812 High Similarity NPC472994
0.8812 High Similarity NPC477629
0.8812 High Similarity NPC210961
0.8812 High Similarity NPC195685
0.881 High Similarity NPC241781
0.881 High Similarity NPC156785
0.881 High Similarity NPC162394
0.8805 High Similarity NPC73511
0.8797 High Similarity NPC206378
0.8795 High Similarity NPC122467
0.8795 High Similarity NPC14187
0.8795 High Similarity NPC202908
0.8795 High Similarity NPC292019
0.8795 High Similarity NPC48984
0.879 High Similarity NPC106625
0.8788 High Similarity NPC4390
0.8782 High Similarity NPC295650
0.8782 High Similarity NPC474388
0.8782 High Similarity NPC472535
0.8782 High Similarity NPC474170
0.878 High Similarity NPC155763
0.878 High Similarity NPC235260
0.878 High Similarity NPC20505
0.878 High Similarity NPC76047
0.8774 High Similarity NPC477941
0.8773 High Similarity NPC52550
0.8773 High Similarity NPC84362
0.8773 High Similarity NPC173637
0.8773 High Similarity NPC223424
0.8773 High Similarity NPC317489
0.8773 High Similarity NPC127546
0.8758 High Similarity NPC259834
0.8757 High Similarity NPC25946
0.8757 High Similarity NPC470717
0.8757 High Similarity NPC470720
0.8757 High Similarity NPC21359
0.8757 High Similarity NPC460984
0.8757 High Similarity NPC275977

  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 NPC117478 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
0.8951 High Similarity NPD7804 Clinical (unspecified phase)
0.8848 High Similarity NPD7808 Phase 3
0.8788 High Similarity NPD7251 Discontinued
0.8742 High Similarity NPD4381 Clinical (unspecified phase)
0.8727 High Similarity NPD6797 Phase 2
0.8693 High Similarity NPD6799 Approved
0.8671 High Similarity NPD7096 Clinical (unspecified phase)
0.8625 High Similarity NPD7075 Discontinued
0.8623 High Similarity NPD4338 Clinical (unspecified phase)
0.8616 High Similarity NPD3817 Phase 2
0.8608 High Similarity NPD6801 Discontinued
0.8554 High Similarity NPD7472 Approved
0.8526 High Similarity NPD5403 Approved
0.8516 High Similarity NPD5401 Approved
0.8494 Intermediate Similarity NPD7054 Approved
0.8365 Intermediate Similarity NPD6599 Discontinued
0.8355 Intermediate Similarity NPD2796 Approved
0.8333 Intermediate Similarity NPD7074 Phase 3
0.8272 Intermediate Similarity NPD5402 Approved
0.821 Intermediate Similarity NPD7819 Suspended
0.8199 Intermediate Similarity NPD7411 Suspended
0.8165 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8137 Intermediate Similarity NPD4380 Phase 2
0.8107 Intermediate Similarity NPD3818 Discontinued
0.8095 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.8065 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8065 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8049 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8013 Intermediate Similarity NPD1549 Phase 2
0.8 Intermediate Similarity NPD6832 Phase 2
0.7988 Intermediate Similarity NPD6166 Phase 2
0.7988 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7988 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7927 Intermediate Similarity NPD1934 Approved
0.7921 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7919 Intermediate Similarity NPD6559 Discontinued
0.7904 Intermediate Similarity NPD919 Approved
0.7895 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7879 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7857 Intermediate Similarity NPD5494 Approved
0.7857 Intermediate Similarity NPD1933 Approved
0.784 Intermediate Similarity NPD920 Approved
0.784 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7821 Intermediate Similarity NPD3748 Approved
0.7784 Intermediate Similarity NPD3882 Suspended
0.7784 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD1512 Approved
0.7778 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7771 Intermediate Similarity NPD8455 Phase 2
0.7771 Intermediate Similarity NPD2801 Approved
0.7759 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7736 Intermediate Similarity NPD1243 Approved
0.7716 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD1510 Phase 2
0.7702 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7679 Intermediate Similarity NPD7768 Phase 2
0.7654 Intermediate Similarity NPD1511 Approved
0.765 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7627 Intermediate Similarity NPD8313 Approved
0.7627 Intermediate Similarity NPD8312 Approved
0.7578 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD3750 Approved
0.7564 Intermediate Similarity NPD1240 Approved
0.7558 Intermediate Similarity NPD3787 Discontinued
0.7543 Intermediate Similarity NPD5844 Phase 1
0.7529 Intermediate Similarity NPD3749 Approved
0.7516 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1247 Approved
0.75 Intermediate Similarity NPD6959 Discontinued
0.7486 Intermediate Similarity NPD3751 Discontinued
0.7468 Intermediate Similarity NPD1607 Approved
0.7453 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD1551 Phase 2
0.7436 Intermediate Similarity NPD6798 Discontinued
0.7429 Intermediate Similarity NPD7473 Discontinued
0.7423 Intermediate Similarity NPD3887 Approved
0.7417 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD3926 Phase 2
0.7407 Intermediate Similarity NPD7435 Discontinued
0.7405 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7389 Intermediate Similarity NPD6233 Phase 2
0.7382 Intermediate Similarity NPD7584 Approved
0.7365 Intermediate Similarity NPD1653 Approved
0.7362 Intermediate Similarity NPD4628 Phase 3
0.7356 Intermediate Similarity NPD6232 Discontinued
0.7338 Intermediate Similarity NPD3267 Approved
0.7338 Intermediate Similarity NPD3266 Approved
0.7321 Intermediate Similarity NPD7458 Discontinued
0.7318 Intermediate Similarity NPD7685 Pre-registration
0.7306 Intermediate Similarity NPD8151 Discontinued
0.7301 Intermediate Similarity NPD1652 Phase 2
0.7299 Intermediate Similarity NPD7199 Phase 2
0.7296 Intermediate Similarity NPD6355 Discontinued
0.7292 Intermediate Similarity NPD7583 Approved
0.729 Intermediate Similarity NPD1019 Discontinued
0.7268 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7268 Intermediate Similarity NPD7874 Approved
0.7267 Intermediate Similarity NPD7033 Discontinued
0.7254 Intermediate Similarity NPD7585 Approved
0.7253 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD1465 Phase 2
0.7247 Intermediate Similarity NPD7286 Phase 2
0.7231 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7231 Intermediate Similarity NPD7783 Phase 2
0.7228 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD1203 Approved
0.7225 Intermediate Similarity NPD7698 Approved
0.7225 Intermediate Similarity NPD7696 Phase 3
0.7225 Intermediate Similarity NPD7697 Approved
0.7215 Intermediate Similarity NPD2313 Discontinued
0.7215 Intermediate Similarity NPD1296 Phase 2
0.7215 Intermediate Similarity NPD3268 Approved
0.7213 Intermediate Similarity NPD8434 Phase 2
0.7188 Intermediate Similarity NPD7870 Phase 2
0.7188 Intermediate Similarity NPD7871 Phase 2
0.7188 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD5124 Phase 1
0.7179 Intermediate Similarity NPD2798 Approved
0.7178 Intermediate Similarity NPD2355 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD2353 Approved
0.7167 Intermediate Similarity NPD5953 Discontinued
0.7161 Intermediate Similarity NPD3225 Approved
0.716 Intermediate Similarity NPD2799 Discontinued
0.7158 Intermediate Similarity NPD6781 Approved
0.7158 Intermediate Similarity NPD6782 Approved
0.7158 Intermediate Similarity NPD6780 Approved
0.7158 Intermediate Similarity NPD6777 Approved
0.7158 Intermediate Similarity NPD6778 Approved
0.7158 Intermediate Similarity NPD6779 Approved
0.7158 Intermediate Similarity NPD6776 Approved
0.7143 Intermediate Similarity NPD9717 Approved
0.7135 Intermediate Similarity NPD5889 Approved
0.7135 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD5890 Approved
0.7126 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD4307 Phase 2
0.7118 Intermediate Similarity NPD8158 Clinical (unspecified phase)
0.7118 Intermediate Similarity NPD3226 Approved
0.7117 Intermediate Similarity NPD2935 Discontinued
0.7115 Intermediate Similarity NPD2797 Approved
0.7099 Intermediate Similarity NPD7097 Phase 1
0.7098 Intermediate Similarity NPD8319 Approved
0.7098 Intermediate Similarity NPD8320 Phase 1
0.7095 Intermediate Similarity NPD7228 Approved
0.7093 Intermediate Similarity NPD37 Approved
0.7091 Intermediate Similarity NPD2654 Approved
0.7083 Intermediate Similarity NPD2532 Approved
0.7083 Intermediate Similarity NPD2534 Approved
0.7083 Intermediate Similarity NPD2533 Approved
0.7079 Intermediate Similarity NPD2403 Approved
0.7078 Intermediate Similarity NPD422 Phase 1
0.7077 Intermediate Similarity NPD7701 Phase 2
0.7069 Intermediate Similarity NPD4965 Approved
0.7069 Intermediate Similarity NPD4966 Approved
0.7069 Intermediate Similarity NPD4967 Phase 2
0.7063 Intermediate Similarity NPD4062 Phase 3
0.7037 Intermediate Similarity NPD6651 Approved
0.7033 Intermediate Similarity NPD7240 Approved
0.7016 Intermediate Similarity NPD8285 Discontinued
0.7011 Intermediate Similarity NPD5353 Approved
0.7006 Intermediate Similarity NPD2354 Approved
0.7 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.6989 Remote Similarity NPD6234 Discontinued
0.6989 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6988 Remote Similarity NPD2800 Approved
0.6982 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6981 Remote Similarity NPD1008 Clinical (unspecified phase)
0.6977 Remote Similarity NPD6585 Discontinued
0.6975 Remote Similarity NPD4340 Discontinued
0.6975 Remote Similarity NPD447 Suspended
0.697 Remote Similarity NPD7266 Discontinued
0.697 Remote Similarity NPD2346 Discontinued
0.697 Remote Similarity NPD7801 Approved
0.6968 Remote Similarity NPD1091 Approved
0.6963 Remote Similarity NPD7700 Phase 2
0.6963 Remote Similarity NPD7699 Phase 2
0.6951 Remote Similarity NPD4308 Phase 3
0.6935 Remote Similarity NPD8150 Discontinued
0.6928 Remote Similarity NPD2897 Discontinued
0.6914 Remote Similarity NPD4288 Approved
0.6912 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6905 Remote Similarity NPD6190 Approved
0.6902 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6897 Remote Similarity NPD6844 Discontinued
0.6895 Remote Similarity NPD4363 Phase 3
0.6895 Remote Similarity NPD4360 Phase 2
0.6895 Remote Similarity NPD6535 Approved
0.6895 Remote Similarity NPD6534 Approved
0.6875 Remote Similarity NPD4908 Phase 1
0.6845 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5049 Phase 3
0.6839 Remote Similarity NPD6385 Approved
0.6839 Remote Similarity NPD6386 Approved
0.6839 Remote Similarity NPD17 Approved
0.6833 Remote Similarity NPD5242 Approved
0.6821 Remote Similarity NPD1241 Discontinued
0.6821 Remote Similarity NPD6823 Phase 2
0.6821 Remote Similarity NPD5006 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