Structure

Physi-Chem Properties

Molecular Weight:  870.62
Volume:  945.805
LogP:  12.436
LogD:  5.034
LogS:  -3.556
# Rotatable Bonds:  33
TPSA:  163.12
# H-Bond Aceptor:  10
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.017
Synthetic Accessibility Score:  5.654
Fsp3:  0.827
Lipinski Rule-of-5:  Rejected
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:  -5.118
MDCK Permeability:  6.519456292153336e-06
Pgp-inhibitor:  0.71
Pgp-substrate:  0.008
Human Intestinal Absorption (HIA):  0.034
20% Bioavailability (F20%):  1.0
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.578
Plasma Protein Binding (PPB):  99.18189239501953%
Volume Distribution (VD):  1.968
Pgp-substrate:  1.8049143552780151%

ADMET: Metabolism

CYP1A2-inhibitor:  0.029
CYP1A2-substrate:  0.12
CYP2C19-inhibitor:  0.146
CYP2C19-substrate:  0.061
CYP2C9-inhibitor:  0.077
CYP2C9-substrate:  0.817
CYP2D6-inhibitor:  0.674
CYP2D6-substrate:  0.007
CYP3A4-inhibitor:  0.641
CYP3A4-substrate:  0.012

ADMET: Excretion

Clearance (CL):  4.866
Half-life (T1/2):  0.003

ADMET: Toxicity

hERG Blockers:  0.93
Human Hepatotoxicity (H-HT):  0.858
Drug-inuced Liver Injury (DILI):  0.03
AMES Toxicity:  0.048
Rat Oral Acute Toxicity:  0.555
Maximum Recommended Daily Dose:  0.99
Skin Sensitization:  0.969
Carcinogencity:  0.108
Eye Corrosion:  0.005
Eye Irritation:  0.015
Respiratory Toxicity:  0.986

Download Data

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

  Natural Product: NPC473709

Natural Product ID:  NPC473709
Common Name*:   XKYBWGAZOUWJIJ-OHVMBVBISA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  XKYBWGAZOUWJIJ-OHVMBVBISA-N
Standard InCHI:  InChI=1S/C52H86O10/c1-7-9-11-13-15-17-19-21-23-25-27-29-31-33-42(53)60-37-50-47(62-50)44-46(61-43(54)34-32-30-28-26-24-22-20-18-16-14-12-10-8-2)49(57,38(3)4)36-40(6)51(44,58)41-35-39(5)45(55)52(41,59)48(50)56/h32,34-35,40-41,44,46-48,56-59H,3,7-31,33,36-37H2,1-2,4-6H3/b34-32+/t40-,41+,44-,46-,47+,48-,49+,50+,51+,52-/m1/s1
SMILES:  CCCCCCCCCCCCCCCC(=O)OC[C@]12O[C@H]1[C@H]1[C@@H](OC(=O)/C=C/CCCCCCCCCCCCC)[C@](O)(C[C@H]([C@@]1([C@H]1[C@@]([C@@H]2O)(O)C(=O)C(=C1)C)O)C)C(=C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL449811
PubChem CID:   44559848
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0003494] Rhamnofolane and daphnane 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
NPO32646 synaptolepis kirkii Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[11000015]
NPO33116 synaptolepis retusa Species Thymelaeaceae Eukaryota roots n.a. n.a. PMID[3210015]
NPO32646 synaptolepis kirkii Species Thymelaeaceae Eukaryota roots n.a. n.a. PMID[3210015]

☑ 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
NPT32 Organism Mus musculus Mus musculus Activity = 20.0 nmol PMID[469016]
NPT32 Organism Mus musculus Mus musculus Activity = 0.15 /nmol PMID[469016]

☑ 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 NPC473709 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 NPC473919
0.9912 High Similarity NPC473802
0.9828 High Similarity NPC471940
0.9741 High Similarity NPC471939
0.9339 High Similarity NPC475139
0.9339 High Similarity NPC180902
0.925 High Similarity NPC236999
0.9237 High Similarity NPC472399
0.9187 High Similarity NPC471136
0.9187 High Similarity NPC473548
0.9187 High Similarity NPC475500
0.9187 High Similarity NPC223356
0.9187 High Similarity NPC475154
0.9187 High Similarity NPC100017
0.9187 High Similarity NPC182266
0.9187 High Similarity NPC471137
0.9174 High Similarity NPC162495
0.9153 High Similarity NPC19464
0.9153 High Similarity NPC162009
0.9153 High Similarity NPC257017
0.9068 High Similarity NPC52839
0.9068 High Similarity NPC472401
0.904 High Similarity NPC68282
0.9024 High Similarity NPC473485
0.9024 High Similarity NPC474508
0.9008 High Similarity NPC168849
0.9008 High Similarity NPC475273
0.9 High Similarity NPC145238
0.8983 High Similarity NPC157252
0.8983 High Similarity NPC471128
0.8983 High Similarity NPC145182
0.8983 High Similarity NPC471126
0.8943 High Similarity NPC477189
0.8943 High Similarity NPC475314
0.8943 High Similarity NPC475606
0.8943 High Similarity NPC251564
0.8926 High Similarity NPC217901
0.8898 High Similarity NPC275696
0.8898 High Similarity NPC255081
0.8898 High Similarity NPC22628
0.8898 High Similarity NPC5989
0.8898 High Similarity NPC5991
0.8898 High Similarity NPC471108
0.8814 High Similarity NPC472758
0.8814 High Similarity NPC146280
0.8814 High Similarity NPC471125
0.8814 High Similarity NPC171905
0.8814 High Similarity NPC124676
0.8814 High Similarity NPC472397
0.879 High Similarity NPC473838
0.879 High Similarity NPC475389
0.8729 High Similarity NPC156252
0.8729 High Similarity NPC10721
0.8667 High Similarity NPC19336
0.8667 High Similarity NPC185876
0.8667 High Similarity NPC329080
0.8667 High Similarity NPC475885
0.8667 High Similarity NPC472759
0.8644 High Similarity NPC234858
0.8644 High Similarity NPC154363
0.8644 High Similarity NPC471127
0.8629 High Similarity NPC476091
0.8629 High Similarity NPC476078
0.8583 High Similarity NPC472667
0.8583 High Similarity NPC156745
0.8583 High Similarity NPC236918
0.8583 High Similarity NPC180640
0.8559 High Similarity NPC472400
0.8559 High Similarity NPC474872
0.85 High Similarity NPC472760
0.848 Intermediate Similarity NPC270109
0.8475 Intermediate Similarity NPC474937
0.8475 Intermediate Similarity NPC472757
0.8475 Intermediate Similarity NPC71889
0.8468 Intermediate Similarity NPC473635
0.8468 Intermediate Similarity NPC293112
0.8435 Intermediate Similarity NPC474716
0.843 Intermediate Similarity NPC470186
0.8417 Intermediate Similarity NPC153651
0.839 Intermediate Similarity NPC265499
0.839 Intermediate Similarity NPC475391
0.839 Intermediate Similarity NPC221511
0.839 Intermediate Similarity NPC89227
0.839 Intermediate Similarity NPC170212
0.839 Intermediate Similarity NPC17138
0.839 Intermediate Similarity NPC151216
0.839 Intermediate Similarity NPC471933
0.839 Intermediate Similarity NPC101825
0.839 Intermediate Similarity NPC215643
0.8387 Intermediate Similarity NPC172154
0.8387 Intermediate Similarity NPC81736
0.8361 Intermediate Similarity NPC143755
0.832 Intermediate Similarity NPC222307
0.8319 Intermediate Similarity NPC477126
0.8306 Intermediate Similarity NPC469352
0.8306 Intermediate Similarity NPC11895
0.8306 Intermediate Similarity NPC469789
0.8305 Intermediate Similarity NPC260786
0.8305 Intermediate Similarity NPC174471
0.8305 Intermediate Similarity NPC158523
0.8305 Intermediate Similarity NPC96739
0.8305 Intermediate Similarity NPC474871
0.8305 Intermediate Similarity NPC475937
0.8293 Intermediate Similarity NPC310511
0.8291 Intermediate Similarity NPC273433
0.8268 Intermediate Similarity NPC231529
0.8268 Intermediate Similarity NPC475371
0.8264 Intermediate Similarity NPC469684
0.8261 Intermediate Similarity NPC474741
0.8235 Intermediate Similarity NPC317687
0.8226 Intermediate Similarity NPC23786
0.8226 Intermediate Similarity NPC470265
0.8226 Intermediate Similarity NPC170538
0.822 Intermediate Similarity NPC153036
0.8211 Intermediate Similarity NPC472004
0.8211 Intermediate Similarity NPC475003
0.8205 Intermediate Similarity NPC29827
0.8197 Intermediate Similarity NPC251310
0.819 Intermediate Similarity NPC470975
0.819 Intermediate Similarity NPC103088
0.819 Intermediate Similarity NPC470979
0.8175 Intermediate Similarity NPC470973
0.8175 Intermediate Similarity NPC225049
0.8174 Intermediate Similarity NPC475871
0.8174 Intermediate Similarity NPC475945
0.816 Intermediate Similarity NPC67251
0.8154 Intermediate Similarity NPC476823
0.8151 Intermediate Similarity NPC317107
0.8145 Intermediate Similarity NPC4021
0.8145 Intermediate Similarity NPC67569
0.8145 Intermediate Similarity NPC159456
0.814 Intermediate Similarity NPC470185
0.8136 Intermediate Similarity NPC471934
0.8136 Intermediate Similarity NPC163004
0.813 Intermediate Similarity NPC473636
0.813 Intermediate Similarity NPC473839
0.813 Intermediate Similarity NPC77689
0.813 Intermediate Similarity NPC211093
0.8125 Intermediate Similarity NPC470880
0.8125 Intermediate Similarity NPC470851
0.812 Intermediate Similarity NPC469558
0.8115 Intermediate Similarity NPC296822
0.8115 Intermediate Similarity NPC476712
0.8115 Intermediate Similarity NPC471146
0.8115 Intermediate Similarity NPC476713
0.811 Intermediate Similarity NPC470882
0.811 Intermediate Similarity NPC473253
0.8099 Intermediate Similarity NPC73314
0.8095 Intermediate Similarity NPC24651
0.8095 Intermediate Similarity NPC8369
0.8095 Intermediate Similarity NPC470922
0.8095 Intermediate Similarity NPC476729
0.8087 Intermediate Similarity NPC474747
0.8083 Intermediate Similarity NPC473877
0.808 Intermediate Similarity NPC269642
0.808 Intermediate Similarity NPC222688
0.8077 Intermediate Similarity NPC469673
0.8067 Intermediate Similarity NPC5103
0.8065 Intermediate Similarity NPC142882
0.8065 Intermediate Similarity NPC154491
0.8065 Intermediate Similarity NPC251226
0.8065 Intermediate Similarity NPC4548
0.8065 Intermediate Similarity NPC268530
0.8062 Intermediate Similarity NPC476863
0.8062 Intermediate Similarity NPC220757
0.8062 Intermediate Similarity NPC476855
0.8062 Intermediate Similarity NPC196921
0.8062 Intermediate Similarity NPC476862
0.8062 Intermediate Similarity NPC471170
0.8049 Intermediate Similarity NPC284707
0.8049 Intermediate Similarity NPC186525
0.8049 Intermediate Similarity NPC257457
0.8049 Intermediate Similarity NPC311554
0.8047 Intermediate Similarity NPC470850
0.8047 Intermediate Similarity NPC476859
0.8033 Intermediate Similarity NPC474333
0.8033 Intermediate Similarity NPC477509
0.8033 Intermediate Similarity NPC270478
0.8033 Intermediate Similarity NPC476710
0.8033 Intermediate Similarity NPC179626
0.8033 Intermediate Similarity NPC470793
0.8033 Intermediate Similarity NPC476711
0.8017 Intermediate Similarity NPC477091
0.8017 Intermediate Similarity NPC469454
0.8017 Intermediate Similarity NPC469463
0.8017 Intermediate Similarity NPC469496
0.8016 Intermediate Similarity NPC91693
0.8016 Intermediate Similarity NPC265557
0.8016 Intermediate Similarity NPC105926
0.8016 Intermediate Similarity NPC18945
0.8015 Intermediate Similarity NPC471234
0.8 Intermediate Similarity NPC477046
0.8 Intermediate Similarity NPC470779
0.8 Intermediate Similarity NPC471855
0.8 Intermediate Similarity NPC287311
0.8 Intermediate Similarity NPC34963
0.8 Intermediate Similarity NPC476193
0.8 Intermediate Similarity NPC474742
0.8 Intermediate Similarity NPC102822
0.8 Intermediate Similarity NPC46570

  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 NPC473709 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
0.7966 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD6371 Approved
0.7845 Intermediate Similarity NPD5344 Discontinued
0.7823 Intermediate Similarity NPD7115 Discovery
0.775 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7638 Intermediate Similarity NPD6319 Approved
0.75 Intermediate Similarity NPD8297 Approved
0.7458 Intermediate Similarity NPD6648 Approved
0.7398 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7313 Intermediate Similarity NPD7319 Approved
0.7302 Intermediate Similarity NPD4632 Approved
0.728 Intermediate Similarity NPD6650 Approved
0.728 Intermediate Similarity NPD6649 Approved
0.7273 Intermediate Similarity NPD7492 Approved
0.7239 Intermediate Similarity NPD7736 Approved
0.7231 Intermediate Similarity NPD6054 Approved
0.7227 Intermediate Similarity NPD4225 Approved
0.7218 Intermediate Similarity NPD6616 Approved
0.7217 Intermediate Similarity NPD6698 Approved
0.7217 Intermediate Similarity NPD46 Approved
0.7177 Intermediate Similarity NPD6899 Approved
0.7177 Intermediate Similarity NPD6881 Approved
0.7176 Intermediate Similarity NPD6921 Approved
0.7176 Intermediate Similarity NPD8513 Phase 3
0.7176 Intermediate Similarity NPD8517 Approved
0.7176 Intermediate Similarity NPD8515 Approved
0.7176 Intermediate Similarity NPD8516 Approved
0.7164 Intermediate Similarity NPD7078 Approved
0.7155 Intermediate Similarity NPD7983 Approved
0.7143 Intermediate Similarity NPD8130 Phase 1
0.7121 Intermediate Similarity NPD6370 Approved
0.712 Intermediate Similarity NPD6372 Approved
0.712 Intermediate Similarity NPD6373 Approved
0.7119 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD5697 Approved
0.709 Intermediate Similarity NPD7507 Approved
0.7087 Intermediate Similarity NPD6882 Approved
0.7069 Intermediate Similarity NPD7838 Discovery
0.7068 Intermediate Similarity NPD8328 Phase 3
0.7068 Intermediate Similarity NPD7604 Phase 2
0.7063 Intermediate Similarity NPD7102 Approved
0.7063 Intermediate Similarity NPD7290 Approved
0.7063 Intermediate Similarity NPD4634 Approved
0.7063 Intermediate Similarity NPD6883 Approved
0.7045 Intermediate Similarity NPD6016 Approved
0.7045 Intermediate Similarity NPD6015 Approved
0.7037 Intermediate Similarity NPD8293 Discontinued
0.7016 Intermediate Similarity NPD7128 Approved
0.7016 Intermediate Similarity NPD5739 Approved
0.7016 Intermediate Similarity NPD6402 Approved
0.7016 Intermediate Similarity NPD6675 Approved
0.7008 Intermediate Similarity NPD6617 Approved
0.7008 Intermediate Similarity NPD6847 Approved
0.7008 Intermediate Similarity NPD6869 Approved
0.7 Intermediate Similarity NPD6009 Approved
0.6992 Remote Similarity NPD5988 Approved
0.6984 Remote Similarity NPD6012 Approved
0.6984 Remote Similarity NPD6013 Approved
0.6984 Remote Similarity NPD6014 Approved
0.697 Remote Similarity NPD6059 Approved
0.6953 Remote Similarity NPD6053 Discontinued
0.6917 Remote Similarity NPD5983 Phase 2
0.6912 Remote Similarity NPD8074 Phase 3
0.6911 Remote Similarity NPD5211 Phase 2
0.6905 Remote Similarity NPD6011 Approved
0.6905 Remote Similarity NPD7320 Approved
0.6905 Remote Similarity NPD6686 Approved
0.6894 Remote Similarity NPD7516 Approved
0.6885 Remote Similarity NPD7640 Approved
0.6885 Remote Similarity NPD7639 Approved
0.688 Remote Similarity NPD6008 Approved
0.6875 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6838 Remote Similarity NPD6336 Discontinued
0.6838 Remote Similarity NPD1695 Approved
0.6825 Remote Similarity NPD5701 Approved
0.6818 Remote Similarity NPD7328 Approved
0.6818 Remote Similarity NPD7327 Approved
0.6807 Remote Similarity NPD5778 Approved
0.6807 Remote Similarity NPD5779 Approved
0.6803 Remote Similarity NPD7638 Approved
0.68 Remote Similarity NPD5141 Approved
0.6748 Remote Similarity NPD5286 Approved
0.6748 Remote Similarity NPD5285 Approved
0.6748 Remote Similarity NPD4696 Approved
0.6742 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8296 Approved
0.6667 Remote Similarity NPD8380 Approved
0.6667 Remote Similarity NPD8335 Approved
0.6667 Remote Similarity NPD8379 Approved
0.6667 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8033 Approved
0.6667 Remote Similarity NPD8378 Approved
0.6642 Remote Similarity NPD7101 Approved
0.6642 Remote Similarity NPD7100 Approved
0.664 Remote Similarity NPD4633 Approved
0.664 Remote Similarity NPD5226 Approved
0.664 Remote Similarity NPD5225 Approved
0.664 Remote Similarity NPD5224 Approved
0.6639 Remote Similarity NPD5785 Approved
0.6615 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6612 Remote Similarity NPD5282 Discontinued
0.6597 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6596 Remote Similarity NPD7260 Phase 2
0.6593 Remote Similarity NPD8377 Approved
0.6593 Remote Similarity NPD8294 Approved
0.6587 Remote Similarity NPD5175 Approved
0.6587 Remote Similarity NPD5174 Approved
0.6585 Remote Similarity NPD4755 Approved
0.6569 Remote Similarity NPD7642 Approved
0.6567 Remote Similarity NPD6335 Approved
0.656 Remote Similarity NPD5223 Approved
0.656 Remote Similarity NPD1700 Approved
0.6544 Remote Similarity NPD7503 Approved
0.6541 Remote Similarity NPD6274 Approved
0.6515 Remote Similarity NPD8133 Approved
0.6512 Remote Similarity NPD4729 Approved
0.6512 Remote Similarity NPD4730 Approved
0.65 Remote Similarity NPD6033 Approved
0.6496 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6496 Remote Similarity NPD5363 Approved
0.6493 Remote Similarity NPD6317 Approved
0.648 Remote Similarity NPD4700 Approved
0.6475 Remote Similarity NPD8273 Phase 1
0.6462 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6452 Remote Similarity NPD6084 Phase 2
0.6452 Remote Similarity NPD6083 Phase 2
0.6449 Remote Similarity NPD7830 Approved
0.6449 Remote Similarity NPD7829 Approved
0.6444 Remote Similarity NPD6314 Approved
0.6444 Remote Similarity NPD6313 Approved
0.6441 Remote Similarity NPD5786 Approved
0.6423 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6412 Remote Similarity NPD5251 Approved
0.6412 Remote Similarity NPD5248 Approved
0.6412 Remote Similarity NPD5249 Phase 3
0.6412 Remote Similarity NPD5247 Approved
0.6412 Remote Similarity NPD5250 Approved
0.6378 Remote Similarity NPD7632 Discontinued
0.6371 Remote Similarity NPD7839 Suspended
0.6371 Remote Similarity NPD5222 Approved
0.6371 Remote Similarity NPD5221 Approved
0.6371 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6357 Remote Similarity NPD4768 Approved
0.6357 Remote Similarity NPD4767 Approved
0.632 Remote Similarity NPD5173 Approved
0.632 Remote Similarity NPD7902 Approved
0.6319 Remote Similarity NPD8338 Approved
0.6316 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6311 Remote Similarity NPD7637 Suspended
0.6311 Remote Similarity NPD6079 Approved
0.6308 Remote Similarity NPD6412 Phase 2
0.6304 Remote Similarity NPD6909 Approved
0.6304 Remote Similarity NPD6908 Approved
0.6301 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6296 Remote Similarity NPD6868 Approved
0.629 Remote Similarity NPD5695 Phase 3
0.6281 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6281 Remote Similarity NPD6101 Approved
0.627 Remote Similarity NPD5696 Approved
0.626 Remote Similarity NPD6399 Phase 3
0.626 Remote Similarity NPD5128 Approved
0.6241 Remote Similarity NPD5216 Approved
0.6241 Remote Similarity NPD5217 Approved
0.6241 Remote Similarity NPD5215 Approved
0.624 Remote Similarity NPD4697 Phase 3
0.6239 Remote Similarity NPD4269 Approved
0.6239 Remote Similarity NPD4270 Approved
0.6233 Remote Similarity NPD8415 Approved
0.6218 Remote Similarity NPD1694 Approved
0.621 Remote Similarity NPD7748 Approved
0.6207 Remote Similarity NPD6845 Suspended
0.6202 Remote Similarity NPD4754 Approved
0.6186 Remote Similarity NPD7154 Phase 3
0.6186 Remote Similarity NPD5362 Discontinued
0.6186 Remote Similarity NPD6110 Phase 1
0.6185 Remote Similarity NPD8434 Phase 2
0.6179 Remote Similarity NPD6411 Approved
0.6176 Remote Similarity NPD8368 Discontinued
0.6165 Remote Similarity NPD5169 Approved
0.6165 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6165 Remote Similarity NPD5135 Approved
0.6163 Remote Similarity NPD8407 Phase 2
0.616 Remote Similarity NPD5210 Approved
0.616 Remote Similarity NPD4629 Approved
0.6154 Remote Similarity NPD5369 Approved
0.6148 Remote Similarity NPD5328 Approved
0.6131 Remote Similarity NPD7799 Discontinued
0.6127 Remote Similarity NPD8451 Approved
0.6119 Remote Similarity NPD5127 Approved
0.6107 Remote Similarity NPD6333 Approved
0.6107 Remote Similarity NPD6334 Approved
0.6102 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6102 Remote Similarity NPD6435 Approved
0.6084 Remote Similarity NPD8448 Approved
0.6083 Remote Similarity NPD1696 Phase 3
0.608 Remote Similarity NPD7900 Approved
0.608 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6071 Remote Similarity NPD8444 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