Structure

Physi-Chem Properties

Molecular Weight:  592.25
Volume:  592.078
LogP:  2.175
LogD:  1.946
LogS:  -4.067
# Rotatable Bonds:  10
TPSA:  165.64
# H-Bond Aceptor:  12
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  12

MedChem Properties

QED Drug-Likeness Score:  0.261
Synthetic Accessibility Score:  5.69
Fsp3:  0.633
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:  -5.241
MDCK Permeability:  0.00010448064131196588
Pgp-inhibitor:  0.999
Pgp-substrate:  0.039
Human Intestinal Absorption (HIA):  0.949
20% Bioavailability (F20%):  0.91
30% Bioavailability (F30%):  0.899

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.049
Plasma Protein Binding (PPB):  64.0345687866211%
Volume Distribution (VD):  1.962
Pgp-substrate:  24.86659049987793%

ADMET: Metabolism

CYP1A2-inhibitor:  0.006
CYP1A2-substrate:  0.026
CYP2C19-inhibitor:  0.013
CYP2C19-substrate:  0.09
CYP2C9-inhibitor:  0.007
CYP2C9-substrate:  0.022
CYP2D6-inhibitor:  0.126
CYP2D6-substrate:  0.037
CYP3A4-inhibitor:  0.665
CYP3A4-substrate:  0.358

ADMET: Excretion

Clearance (CL):  2.854
Half-life (T1/2):  0.776

ADMET: Toxicity

hERG Blockers:  0.005
Human Hepatotoxicity (H-HT):  0.979
Drug-inuced Liver Injury (DILI):  0.961
AMES Toxicity:  0.036
Rat Oral Acute Toxicity:  0.918
Maximum Recommended Daily Dose:  0.027
Skin Sensitization:  0.053
Carcinogencity:  0.251
Eye Corrosion:  0.892
Eye Irritation:  0.209
Respiratory Toxicity:  0.951

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

  Natural Product: NPC105725

Natural Product ID:  NPC105725
Common Name*:   3Beta,5Alpha,7Beta,8Alpha,15Beta-Pentaacetoxyjatropha-6(17),11E-Dien-9,14-Dione
IUPAC Name:   [(1S,2S,3aR,5S,6E,10R,11S,13R,13aR)-3a,10,11,13-tetraacetyloxy-2,5,8,8-tetramethyl-12-methylidene-4,9-dioxo-1,2,3,5,10,11,13,13a-octahydrocyclopenta[12]annulen-1-yl] acetate
Synonyms:  
Standard InCHIKey:  UPTNFUQUSAAOHY-XCAXMEGUSA-N
Standard InCHI:  InChI=1S/C30H40O12/c1-14-11-12-29(9,10)28(37)26(41-20(7)34)25(40-19(6)33)16(3)24(39-18(5)32)22-23(38-17(4)31)15(2)13-30(22,27(14)36)42-21(8)35/h11-12,14-15,22-26H,3,13H2,1-2,4-10H3/b12-11+/t14-,15-,22+,23-,24-,25-,26+,30+/m0/s1
SMILES:  CC(=O)O[C@H]1C(=C)[C@H](OC(=O)C)[C@H]2[C@@H](OC(=O)C)[C@H](C[C@]2(OC(=O)C)C(=O)[C@H](/C=C/C(C(=O)[C@@H]1OC(=O)C)(C)C)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL473031
PubChem CID:   10940956
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0002877] Jatrophane and cyclojatrophane 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
NPO10244 Aglaia elliptifolia Species Meliaceae Eukaryota n.a. stem n.a. DOI[10.1016/0014-2999(92)90156-X]
NPO10244 Aglaia elliptifolia Species Meliaceae Eukaryota n.a. stem n.a. DOI[10.1039/C39820001150]
NPO10244 Aglaia elliptifolia Species Meliaceae Eukaryota n.a. root n.a. DOI[10.1039/C39820001150]
NPO10244 Aglaia elliptifolia Species Meliaceae Eukaryota Leaves n.a. n.a. PMID[11170675]
NPO9973 Euphorbia turczaninowii Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[11520228]
NPO2595 Aspergillus terreus Species Aspergillaceae Eukaryota n.a. from the rhizosphere of Opuntia versicolor of the Sonoran Desert n.a. PMID[14695798]
NPO2595 Aspergillus terreus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[16124769]
NPO2595 Aspergillus terreus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[18271552]
NPO2595 Aspergillus terreus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[22360613]
NPO2595 Aspergillus terreus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[24534845]
NPO2595 Aspergillus terreus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[25671343]
NPO2595 Aspergillus terreus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[2921224]
NPO2595 Aspergillus terreus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[30207465]
NPO2595 Aspergillus terreus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[32163285]
NPO2595 Aspergillus terreus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[32897070]
NPO2595 Aspergillus terreus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[8984154]
NPO10244 Aglaia elliptifolia Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[9214732]
NPO10244 Aglaia elliptifolia Species Meliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2595 Aspergillus terreus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7624 Callitris tasmanica Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2595 Aspergillus terreus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8236 Phakellia aruensis Species Bubaridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10244 Aglaia elliptifolia Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO68 Paracynoglossum imeretinum Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9973 Euphorbia turczaninowii Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5818 Cordyceps confragosa Species Cordycipitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9716 Encephalartos villosus Species Zamiaceae 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
NPT319 Cell Line B16 Mus musculus IC50 > 5.0 ug.mL-1 PMID[550571]
NPT32 Organism Mus musculus Mus musculus ID50 > 100.0 ug PMID[550571]

☑ 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 NPC105725 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
0.9789 High Similarity NPC49393
0.9681 High Similarity NPC470188
0.9583 High Similarity NPC78127
0.9583 High Similarity NPC471757
0.92 High Similarity NPC470192
0.9082 High Similarity NPC471767
0.9029 High Similarity NPC475495
0.899 High Similarity NPC250594
0.8942 High Similarity NPC475277
0.8942 High Similarity NPC477093
0.8942 High Similarity NPC473522
0.8611 High Similarity NPC475305
0.8532 High Similarity NPC475401
0.8455 Intermediate Similarity NPC477092
0.8365 Intermediate Similarity NPC291643
0.8265 Intermediate Similarity NPC221282
0.8252 Intermediate Similarity NPC472754
0.8241 Intermediate Similarity NPC471933
0.8182 Intermediate Similarity NPC477361
0.8182 Intermediate Similarity NPC202824
0.8155 Intermediate Similarity NPC472753
0.8119 Intermediate Similarity NPC477354
0.8095 Intermediate Similarity NPC472756
0.8037 Intermediate Similarity NPC117604
0.8019 Intermediate Similarity NPC16313
0.8019 Intermediate Similarity NPC475802
0.8019 Intermediate Similarity NPC9303
0.8 Intermediate Similarity NPC4620
0.8 Intermediate Similarity NPC472755
0.8 Intermediate Similarity NPC19239
0.8 Intermediate Similarity NPC474166
0.7982 Intermediate Similarity NPC287311
0.7981 Intermediate Similarity NPC47880
0.7963 Intermediate Similarity NPC471934
0.7944 Intermediate Similarity NPC324327
0.7944 Intermediate Similarity NPC72813
0.7944 Intermediate Similarity NPC326994
0.7944 Intermediate Similarity NPC194620
0.7944 Intermediate Similarity NPC474421
0.7925 Intermediate Similarity NPC169843
0.7925 Intermediate Similarity NPC220964
0.7925 Intermediate Similarity NPC475676
0.7921 Intermediate Similarity NPC281775
0.7905 Intermediate Similarity NPC118405
0.7905 Intermediate Similarity NPC474747
0.7905 Intermediate Similarity NPC149371
0.79 Intermediate Similarity NPC191339
0.79 Intermediate Similarity NPC286341
0.79 Intermediate Similarity NPC20713
0.789 Intermediate Similarity NPC477103
0.787 Intermediate Similarity NPC474664
0.787 Intermediate Similarity NPC14862
0.787 Intermediate Similarity NPC327286
0.787 Intermediate Similarity NPC55972
0.787 Intermediate Similarity NPC233379
0.787 Intermediate Similarity NPC169888
0.7864 Intermediate Similarity NPC87090
0.785 Intermediate Similarity NPC470975
0.785 Intermediate Similarity NPC470979
0.785 Intermediate Similarity NPC103088
0.783 Intermediate Similarity NPC475945
0.783 Intermediate Similarity NPC475871
0.781 Intermediate Similarity NPC264477
0.781 Intermediate Similarity NPC474742
0.781 Intermediate Similarity NPC477511
0.781 Intermediate Similarity NPC477950
0.781 Intermediate Similarity NPC477356
0.78 Intermediate Similarity NPC475748
0.7798 Intermediate Similarity NPC15218
0.7798 Intermediate Similarity NPC477102
0.7788 Intermediate Similarity NPC109556
0.7788 Intermediate Similarity NPC239273
0.7788 Intermediate Similarity NPC477355
0.7778 Intermediate Similarity NPC475510
0.7778 Intermediate Similarity NPC475587
0.7778 Intermediate Similarity NPC26617
0.7767 Intermediate Similarity NPC113433
0.7767 Intermediate Similarity NPC17585
0.7757 Intermediate Similarity NPC474741
0.7757 Intermediate Similarity NPC477510
0.7757 Intermediate Similarity NPC471143
0.7757 Intermediate Similarity NPC472748
0.7755 Intermediate Similarity NPC469676
0.7748 Intermediate Similarity NPC471570
0.7739 Intermediate Similarity NPC147635
0.7739 Intermediate Similarity NPC163693
0.7731 Intermediate Similarity NPC172823
0.7727 Intermediate Similarity NPC281624
0.7719 Intermediate Similarity NPC475130
0.7719 Intermediate Similarity NPC474286
0.7714 Intermediate Similarity NPC280963
0.7714 Intermediate Similarity NPC477512
0.7706 Intermediate Similarity NPC473595
0.7706 Intermediate Similarity NPC470269
0.7706 Intermediate Similarity NPC473939
0.7706 Intermediate Similarity NPC308191
0.77 Intermediate Similarity NPC283409
0.7699 Intermediate Similarity NPC277583
0.7692 Intermediate Similarity NPC471140
0.7692 Intermediate Similarity NPC47834
0.7692 Intermediate Similarity NPC42747
0.7685 Intermediate Similarity NPC472751
0.7685 Intermediate Similarity NPC179891
0.7685 Intermediate Similarity NPC472749
0.7672 Intermediate Similarity NPC471999
0.7672 Intermediate Similarity NPC472000
0.767 Intermediate Similarity NPC475900
0.767 Intermediate Similarity NPC163228
0.7667 Intermediate Similarity NPC13071
0.7664 Intermediate Similarity NPC472747
0.7664 Intermediate Similarity NPC472750
0.7664 Intermediate Similarity NPC475873
0.7664 Intermediate Similarity NPC474775
0.7652 Intermediate Similarity NPC5292
0.7647 Intermediate Similarity NPC476300
0.7642 Intermediate Similarity NPC171759
0.7636 Intermediate Similarity NPC475922
0.7627 Intermediate Similarity NPC144625
0.7624 Intermediate Similarity NPC329857
0.7624 Intermediate Similarity NPC469718
0.7619 Intermediate Similarity NPC54843
0.7619 Intermediate Similarity NPC471932
0.7615 Intermediate Similarity NPC204884
0.7615 Intermediate Similarity NPC474716
0.7615 Intermediate Similarity NPC473911
0.7607 Intermediate Similarity NPC107493
0.7607 Intermediate Similarity NPC192309
0.76 Intermediate Similarity NPC471149
0.7596 Intermediate Similarity NPC476275
0.7596 Intermediate Similarity NPC158416
0.7596 Intermediate Similarity NPC76862
0.7596 Intermediate Similarity NPC39859
0.7596 Intermediate Similarity NPC91771
0.7596 Intermediate Similarity NPC213078
0.7596 Intermediate Similarity NPC142529
0.7596 Intermediate Similarity NPC470883
0.7596 Intermediate Similarity NPC476009
0.7593 Intermediate Similarity NPC203659
0.7576 Intermediate Similarity NPC261253
0.7576 Intermediate Similarity NPC474045
0.7576 Intermediate Similarity NPC137253
0.757 Intermediate Similarity NPC225353
0.757 Intermediate Similarity NPC183571
0.7568 Intermediate Similarity NPC473594
0.7568 Intermediate Similarity NPC41551
0.7568 Intermediate Similarity NPC474586
0.7568 Intermediate Similarity NPC161816
0.7568 Intermediate Similarity NPC473975
0.7568 Intermediate Similarity NPC115257
0.7568 Intermediate Similarity NPC473843
0.7568 Intermediate Similarity NPC50223
0.7568 Intermediate Similarity NPC257240
0.7565 Intermediate Similarity NPC153440
0.7565 Intermediate Similarity NPC470420
0.7549 Intermediate Similarity NPC150978
0.7549 Intermediate Similarity NPC74103
0.7549 Intermediate Similarity NPC184463
0.7549 Intermediate Similarity NPC290651
0.7549 Intermediate Similarity NPC70595
0.7549 Intermediate Similarity NPC233437
0.7549 Intermediate Similarity NPC207641
0.7549 Intermediate Similarity NPC123177
0.7544 Intermediate Similarity NPC476710
0.7544 Intermediate Similarity NPC477509
0.7544 Intermediate Similarity NPC148458
0.7544 Intermediate Similarity NPC476711
0.7542 Intermediate Similarity NPC1538
0.7525 Intermediate Similarity NPC307411
0.7525 Intermediate Similarity NPC475971
0.7525 Intermediate Similarity NPC151770
0.7524 Intermediate Similarity NPC108475
0.7524 Intermediate Similarity NPC161493
0.7524 Intermediate Similarity NPC170143
0.7524 Intermediate Similarity NPC477949
0.7524 Intermediate Similarity NPC213947
0.7523 Intermediate Similarity NPC474101
0.7523 Intermediate Similarity NPC314244
0.7523 Intermediate Similarity NPC475571
0.7523 Intermediate Similarity NPC196528
0.7522 Intermediate Similarity NPC101965
0.7522 Intermediate Similarity NPC106395
0.7522 Intermediate Similarity NPC101400
0.7522 Intermediate Similarity NPC46269
0.7521 Intermediate Similarity NPC472001
0.7521 Intermediate Similarity NPC310511
0.7521 Intermediate Similarity NPC46570
0.7521 Intermediate Similarity NPC473228
0.7521 Intermediate Similarity NPC470829
0.7521 Intermediate Similarity NPC221414
0.75 Intermediate Similarity NPC470978
0.75 Intermediate Similarity NPC472667
0.75 Intermediate Similarity NPC69171
0.75 Intermediate Similarity NPC474947
0.75 Intermediate Similarity NPC474490
0.75 Intermediate Similarity NPC67584
0.75 Intermediate Similarity NPC231889
0.75 Intermediate Similarity NPC470974
0.75 Intermediate Similarity NPC36954
0.75 Intermediate Similarity NPC472003
0.75 Intermediate Similarity NPC110989

  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 NPC105725 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
0.7778 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD6371 Approved
0.7436 Intermediate Similarity NPD6319 Approved
0.7347 Intermediate Similarity NPD6435 Approved
0.7282 Intermediate Similarity NPD5785 Approved
0.7281 Intermediate Similarity NPD8297 Approved
0.7245 Intermediate Similarity NPD5369 Approved
0.7228 Intermediate Similarity NPD5786 Approved
0.7212 Intermediate Similarity NPD7983 Approved
0.7193 Intermediate Similarity NPD6649 Approved
0.7193 Intermediate Similarity NPD6650 Approved
0.719 Intermediate Similarity NPD7492 Approved
0.7184 Intermediate Similarity NPD1695 Approved
0.717 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD6373 Approved
0.7168 Intermediate Similarity NPD6372 Approved
0.7143 Intermediate Similarity NPD6054 Approved
0.7143 Intermediate Similarity NPD5368 Approved
0.7131 Intermediate Similarity NPD6616 Approved
0.7129 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD6881 Approved
0.708 Intermediate Similarity NPD6899 Approved
0.7075 Intermediate Similarity NPD5282 Discontinued
0.7073 Intermediate Similarity NPD7078 Approved
0.7054 Intermediate Similarity NPD6675 Approved
0.7054 Intermediate Similarity NPD6008 Approved
0.7054 Intermediate Similarity NPD7128 Approved
0.7054 Intermediate Similarity NPD6402 Approved
0.7054 Intermediate Similarity NPD5739 Approved
0.7048 Intermediate Similarity NPD5693 Phase 1
0.7025 Intermediate Similarity NPD6370 Approved
0.7016 Intermediate Similarity NPD7736 Approved
0.7 Intermediate Similarity NPD6059 Approved
0.7 Intermediate Similarity NPD4269 Approved
0.7 Intermediate Similarity NPD4270 Approved
0.6991 Remote Similarity NPD5697 Approved
0.6983 Remote Similarity NPD6053 Discontinued
0.6983 Remote Similarity NPD6882 Approved
0.6957 Remote Similarity NPD7102 Approved
0.6957 Remote Similarity NPD7290 Approved
0.6957 Remote Similarity NPD6883 Approved
0.6942 Remote Similarity NPD6016 Approved
0.6942 Remote Similarity NPD6015 Approved
0.6935 Remote Similarity NPD8293 Discontinued
0.693 Remote Similarity NPD5345 Clinical (unspecified phase)
0.693 Remote Similarity NPD7320 Approved
0.6923 Remote Similarity NPD4632 Approved
0.6897 Remote Similarity NPD8130 Phase 1
0.6897 Remote Similarity NPD6869 Approved
0.6897 Remote Similarity NPD6617 Approved
0.6897 Remote Similarity NPD6847 Approved
0.6893 Remote Similarity NPD6098 Approved
0.6891 Remote Similarity NPD6009 Approved
0.6885 Remote Similarity NPD5988 Approved
0.6881 Remote Similarity NPD6083 Phase 2
0.6881 Remote Similarity NPD6084 Phase 2
0.687 Remote Similarity NPD6014 Approved
0.687 Remote Similarity NPD6012 Approved
0.687 Remote Similarity NPD6013 Approved
0.6857 Remote Similarity NPD6673 Approved
0.6857 Remote Similarity NPD6080 Approved
0.6857 Remote Similarity NPD6904 Approved
0.6852 Remote Similarity NPD5695 Phase 3
0.6842 Remote Similarity NPD5701 Approved
0.6829 Remote Similarity NPD7604 Phase 2
0.6827 Remote Similarity NPD4251 Approved
0.6827 Remote Similarity NPD4250 Approved
0.6825 Remote Similarity NPD7319 Approved
0.6818 Remote Similarity NPD5696 Approved
0.6803 Remote Similarity NPD5983 Phase 2
0.68 Remote Similarity NPD4822 Approved
0.68 Remote Similarity NPD4252 Approved
0.68 Remote Similarity NPD4819 Approved
0.68 Remote Similarity NPD4820 Approved
0.68 Remote Similarity NPD5790 Clinical (unspecified phase)
0.68 Remote Similarity NPD4821 Approved
0.6796 Remote Similarity NPD5363 Approved
0.6792 Remote Similarity NPD6698 Approved
0.6792 Remote Similarity NPD46 Approved
0.6783 Remote Similarity NPD6011 Approved
0.6765 Remote Similarity NPD5362 Discontinued
0.6762 Remote Similarity NPD6672 Approved
0.6762 Remote Similarity NPD5737 Approved
0.6752 Remote Similarity NPD8413 Clinical (unspecified phase)
0.675 Remote Similarity NPD7115 Discovery
0.6731 Remote Similarity NPD4249 Approved
0.6729 Remote Similarity NPD6050 Approved
0.6729 Remote Similarity NPD5694 Approved
0.672 Remote Similarity NPD6336 Discontinued
0.672 Remote Similarity NPD7507 Approved
0.6667 Remote Similarity NPD4634 Approved
0.6667 Remote Similarity NPD6399 Phase 3
0.6667 Remote Similarity NPD5778 Approved
0.6667 Remote Similarity NPD5779 Approved
0.6636 Remote Similarity NPD5692 Phase 3
0.6635 Remote Similarity NPD6082 Clinical (unspecified phase)
0.661 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6602 Remote Similarity NPD7154 Phase 3
0.66 Remote Similarity NPD4268 Approved
0.66 Remote Similarity NPD4271 Approved
0.66 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6589 Remote Similarity NPD7260 Phase 2
0.6574 Remote Similarity NPD6411 Approved
0.6574 Remote Similarity NPD7637 Suspended
0.6571 Remote Similarity NPD6409 Approved
0.6571 Remote Similarity NPD7146 Approved
0.6571 Remote Similarity NPD5330 Approved
0.6571 Remote Similarity NPD6684 Approved
0.6571 Remote Similarity NPD7521 Approved
0.6571 Remote Similarity NPD7334 Approved
0.6532 Remote Similarity NPD8513 Phase 3
0.6532 Remote Similarity NPD8516 Approved
0.6532 Remote Similarity NPD8517 Approved
0.6532 Remote Similarity NPD8515 Approved
0.6522 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6522 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6505 Remote Similarity NPD5209 Approved
0.6504 Remote Similarity NPD7100 Approved
0.6504 Remote Similarity NPD7101 Approved
0.6496 Remote Similarity NPD6686 Approved
0.6491 Remote Similarity NPD5211 Phase 2
0.6484 Remote Similarity NPD6033 Approved
0.6481 Remote Similarity NPD7838 Discovery
0.646 Remote Similarity NPD5285 Approved
0.646 Remote Similarity NPD4696 Approved
0.646 Remote Similarity NPD5286 Approved
0.6449 Remote Similarity NPD6903 Approved
0.6449 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6429 Remote Similarity NPD8328 Phase 3
0.6429 Remote Similarity NPD4755 Approved
0.6423 Remote Similarity NPD6335 Approved
0.641 Remote Similarity NPD6412 Phase 2
0.6404 Remote Similarity NPD1700 Approved
0.64 Remote Similarity NPD6921 Approved
0.6396 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6393 Remote Similarity NPD6274 Approved
0.6389 Remote Similarity NPD6101 Approved
0.6389 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6389 Remote Similarity NPD6051 Approved
0.6379 Remote Similarity NPD5141 Approved
0.6372 Remote Similarity NPD7638 Approved
0.6348 Remote Similarity NPD5224 Approved
0.6348 Remote Similarity NPD5225 Approved
0.6348 Remote Similarity NPD5226 Approved
0.6348 Remote Similarity NPD4633 Approved
0.6341 Remote Similarity NPD6317 Approved
0.6341 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6339 Remote Similarity NPD7839 Suspended
0.633 Remote Similarity NPD5207 Approved
0.6321 Remote Similarity NPD1694 Approved
0.6316 Remote Similarity NPD7640 Approved
0.6316 Remote Similarity NPD4700 Approved
0.6316 Remote Similarity NPD7639 Approved
0.6293 Remote Similarity NPD5175 Approved
0.6293 Remote Similarity NPD5174 Approved
0.629 Remote Similarity NPD6313 Approved
0.629 Remote Similarity NPD6314 Approved
0.6286 Remote Similarity NPD5332 Approved
0.6286 Remote Similarity NPD5331 Approved
0.6279 Remote Similarity NPD8074 Phase 3
0.6273 Remote Similarity NPD5284 Approved
0.6273 Remote Similarity NPD5281 Approved
0.6271 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6271 Remote Similarity NPD6614 Approved
0.627 Remote Similarity NPD6909 Approved
0.627 Remote Similarity NPD8033 Approved
0.627 Remote Similarity NPD6908 Approved
0.6261 Remote Similarity NPD5223 Approved
0.626 Remote Similarity NPD5956 Approved
0.625 Remote Similarity NPD5210 Approved
0.625 Remote Similarity NPD4790 Discontinued
0.625 Remote Similarity NPD5654 Approved
0.625 Remote Similarity NPD4629 Approved
0.6239 Remote Similarity NPD4753 Phase 2
0.623 Remote Similarity NPD8133 Approved
0.6228 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6228 Remote Similarity NPD4225 Approved
0.6222 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6218 Remote Similarity NPD4730 Approved
0.6218 Remote Similarity NPD4729 Approved
0.619 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6186 Remote Similarity NPD4767 Approved
0.6186 Remote Similarity NPD4768 Approved
0.6165 Remote Similarity NPD6845 Suspended
0.616 Remote Similarity NPD7328 Approved
0.616 Remote Similarity NPD7327 Approved
0.6147 Remote Similarity NPD5208 Approved
0.6142 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6142 Remote Similarity NPD7503 Approved
0.614 Remote Similarity NPD5959 Approved
0.6139 Remote Similarity NPD8039 Approved
0.6116 Remote Similarity NPD5249 Phase 3
0.6116 Remote Similarity NPD5248 Approved
0.6116 Remote Similarity NPD5247 Approved
0.6116 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6116 Remote Similarity NPD5250 Approved
0.6116 Remote Similarity NPD5251 Approved
0.6111 Remote Similarity NPD7516 Approved
0.6077 Remote Similarity NPD8451 Approved
0.6075 Remote Similarity NPD7338 Clinical (unspecified phase)

  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