Structure

Physi-Chem Properties

Molecular Weight:  1184.53
Volume:  1121.59
LogP:  2.166
LogD:  1.379
LogS:  -4.123
# Rotatable Bonds:  16
TPSA:  359.34
# H-Bond Aceptor:  26
# H-Bond Donor:  8
# Rings:  10
# Heavy Atoms:  26

MedChem Properties

QED Drug-Likeness Score:  0.069
Synthetic Accessibility Score:  7.751
Fsp3:  0.86
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:  -6.104
MDCK Permeability:  0.0006677898345515132
Pgp-inhibitor:  0.013
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.987
20% Bioavailability (F20%):  0.0
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.064
Plasma Protein Binding (PPB):  35.277740478515625%
Volume Distribution (VD):  0.387
Pgp-substrate:  35.120906829833984%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.026
CYP2C19-inhibitor:  0.002
CYP2C19-substrate:  0.055
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.0
CYP2D6-inhibitor:  0.162
CYP2D6-substrate:  0.028
CYP3A4-inhibitor:  0.09
CYP3A4-substrate:  0.092

ADMET: Excretion

Clearance (CL):  0.366
Half-life (T1/2):  0.771

ADMET: Toxicity

hERG Blockers:  0.687
Human Hepatotoxicity (H-HT):  0.867
Drug-inuced Liver Injury (DILI):  0.953
AMES Toxicity:  0.099
Rat Oral Acute Toxicity:  0.143
Maximum Recommended Daily Dose:  0.341
Skin Sensitization:  0.137
Carcinogencity:  0.157
Eye Corrosion:  0.003
Eye Irritation:  0.005
Respiratory Toxicity:  0.987

Download Data

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

  Natural Product: NPC233391

Natural Product ID:  NPC233391
Common Name*:   Namonin B
IUPAC Name:   n.a.
Synonyms:   Namonin B
Standard InCHIKey:  HLTKYPSACBCPIM-WGIGCRCISA-N
Standard InCHI:  InChI=1S/C57H84O26/c1-21-18-72-57(50(69)44(21)80-52-43(68)41(66)39(64)23(3)73-52)22(2)38-35(83-57)17-33-31-12-11-29-15-30(62)16-37(56(29,10)32(31)13-14-55(33,38)9)79-53-48(46(34(63)19-70-53)81-51-42(67)40(65)36(20-71-51)75-25(5)58)82-54-49(78-28(8)61)47(77-27(7)60)45(24(4)74-54)76-26(6)59/h11,22-24,30-54,62-69H,1,12-20H2,2-10H3/t22-,23+,24-,30+,31+,32-,33-,34-,35-,36+,37+,38-,39-,40-,41-,42+,43+,44-,45-,46-,47+,48+,49+,50-,51-,52-,53-,54-,55-,56-,57-/m0/s1
SMILES:  C=C1CO[C@]2([C@@H](C)[C@H]3[C@H](C[C@H]4[C@@H]5CC=C6C[C@H](C[C@H]([C@]6(C)[C@H]5CC[C@]34C)O[C@H]3[C@@H]([C@H]([C@H](CO3)O)O[C@H]3[C@@H]([C@H]([C@@H](CO3)OC(=O)C)O)O)O[C@H]3[C@@H]([C@@H]([C@H]([C@H](C)O3)OC(=O)C)OC(=O)C)OC(=O)C)O)O2)[C@H]([C@H]1O[C@H]1[C@@H]([C@H]([C@H]([C@@H](C)O1)O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL502088
PubChem CID:   10260750
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001013] Steroidal glycosides
          • [CHEMONTID:0002364] Steroidal saponins

*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
NPO8452 Dracaena angustifolia Species Asparagaceae Eukaryota roots and rhizomes n.a. n.a. PMID[11575942]
NPO8452 Dracaena angustifolia Species Asparagaceae Eukaryota stems Xishuangbanna, Yunnan, China 2005-JUL PMID[20718450]
NPO8452 Dracaena angustifolia Species Asparagaceae 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
NPT453 Cell Line HT-1080 Homo sapiens IC50 = 300.0 nM PMID[452682]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 27700.0 nM PMID[452682]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 11800.0 nM PMID[452682]

☑ 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 NPC233391 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 NPC207243
1.0 High Similarity NPC198325
0.9909 High Similarity NPC229962
0.9909 High Similarity NPC195560
0.982 High Similarity NPC50689
0.9735 High Similarity NPC202261
0.9735 High Similarity NPC106589
0.973 High Similarity NPC476085
0.973 High Similarity NPC473633
0.9727 High Similarity NPC477807
0.9646 High Similarity NPC43842
0.964 High Similarity NPC160888
0.964 High Similarity NPC475403
0.9636 High Similarity NPC63609
0.9636 High Similarity NPC477030
0.9636 High Similarity NPC477029
0.9561 High Similarity NPC295133
0.9561 High Similarity NPC257207
0.9545 High Similarity NPC11548
0.9545 High Similarity NPC477808
0.9364 High Similarity NPC112274
0.9364 High Similarity NPC42171
0.9292 High Similarity NPC475357
0.9286 High Similarity NPC477031
0.9279 High Similarity NPC51154
0.9273 High Similarity NPC13190
0.9273 High Similarity NPC475247
0.9273 High Similarity NPC294129
0.9182 High Similarity NPC222202
0.9182 High Similarity NPC269297
0.9182 High Similarity NPC224314
0.9182 High Similarity NPC87998
0.9182 High Similarity NPC23808
0.9182 High Similarity NPC477811
0.913 High Similarity NPC473566
0.913 High Similarity NPC475358
0.9115 High Similarity NPC148965
0.9099 High Similarity NPC13193
0.9099 High Similarity NPC470748
0.9091 High Similarity NPC22779
0.9091 High Similarity NPC224098
0.9091 High Similarity NPC248746
0.9091 High Similarity NPC218571
0.9091 High Similarity NPC300557
0.9091 High Similarity NPC73243
0.9091 High Similarity NPC477027
0.9091 High Similarity NPC84956
0.9091 High Similarity NPC477809
0.9091 High Similarity NPC102016
0.9091 High Similarity NPC244086
0.9091 High Similarity NPC171073
0.9091 High Similarity NPC150372
0.9091 High Similarity NPC309278
0.9091 High Similarity NPC475670
0.9091 High Similarity NPC194207
0.9091 High Similarity NPC95051
0.9091 High Similarity NPC306131
0.9091 High Similarity NPC475333
0.9091 High Similarity NPC208383
0.9091 High Similarity NPC46190
0.9091 High Similarity NPC70204
0.9091 High Similarity NPC475550
0.9091 High Similarity NPC6806
0.9091 High Similarity NPC470433
0.9091 High Similarity NPC249265
0.9091 High Similarity NPC477026
0.9091 High Similarity NPC232054
0.906 High Similarity NPC208193
0.906 High Similarity NPC308262
0.906 High Similarity NPC117445
0.9035 High Similarity NPC20979
0.9027 High Similarity NPC477810
0.9018 High Similarity NPC244431
0.9018 High Similarity NPC32361
0.9018 High Similarity NPC263359
0.9018 High Similarity NPC210569
0.9018 High Similarity NPC31896
0.9 High Similarity NPC476539
0.9 High Similarity NPC476541
0.9 High Similarity NPC476540
0.9 High Similarity NPC295980
0.9 High Similarity NPC98696
0.9 High Similarity NPC476538
0.8974 High Similarity NPC74259
0.8974 High Similarity NPC474423
0.8947 High Similarity NPC146652
0.8938 High Similarity NPC469348
0.8938 High Similarity NPC79900
0.8938 High Similarity NPC469347
0.8938 High Similarity NPC144068
0.8929 High Similarity NPC114188
0.8929 High Similarity NPC476547
0.8929 High Similarity NPC477032
0.8929 High Similarity NPC124677
0.8929 High Similarity NPC477028
0.8909 High Similarity NPC230507
0.8909 High Similarity NPC14704
0.8909 High Similarity NPC113044
0.8909 High Similarity NPC161676
0.8909 High Similarity NPC470432
0.8909 High Similarity NPC94272
0.8909 High Similarity NPC283829
0.8909 High Similarity NPC305423
0.8898 High Similarity NPC256983
0.8889 High Similarity NPC120390
0.8889 High Similarity NPC475590
0.8889 High Similarity NPC314535
0.8889 High Similarity NPC474908
0.8889 High Similarity NPC475419
0.8889 High Similarity NPC173555
0.886 High Similarity NPC167183
0.886 High Similarity NPC32707
0.885 High Similarity NPC308140
0.8839 High Similarity NPC247037
0.8839 High Similarity NPC141433
0.8818 High Similarity NPC181845
0.8818 High Similarity NPC473923
0.8818 High Similarity NPC473476
0.8814 High Similarity NPC193893
0.8814 High Similarity NPC264336
0.8803 High Similarity NPC475556
0.8803 High Similarity NPC107607
0.8803 High Similarity NPC475629
0.8803 High Similarity NPC72260
0.8793 High Similarity NPC218093
0.8793 High Similarity NPC10366
0.8783 High Similarity NPC207637
0.8761 High Similarity NPC197231
0.875 High Similarity NPC250089
0.875 High Similarity NPC14630
0.875 High Similarity NPC157530
0.875 High Similarity NPC40440
0.875 High Similarity NPC42482
0.875 High Similarity NPC302057
0.8739 High Similarity NPC226642
0.8729 High Similarity NPC475219
0.8729 High Similarity NPC231518
0.8718 High Similarity NPC81222
0.8718 High Similarity NPC470897
0.8718 High Similarity NPC291820
0.8718 High Similarity NPC236973
0.8718 High Similarity NPC469756
0.8718 High Similarity NPC32177
0.8718 High Similarity NPC292467
0.8718 High Similarity NPC55532
0.8718 High Similarity NPC30483
0.8707 High Similarity NPC100048
0.8707 High Similarity NPC476690
0.8707 High Similarity NPC203862
0.8696 High Similarity NPC208832
0.8684 High Similarity NPC254255
0.8684 High Similarity NPC19888
0.8673 High Similarity NPC470867
0.8661 High Similarity NPC51172
0.8661 High Similarity NPC125324
0.8661 High Similarity NPC49032
0.8655 High Similarity NPC94072
0.8655 High Similarity NPC15918
0.8655 High Similarity NPC305771
0.8655 High Similarity NPC169816
0.8649 High Similarity NPC309448
0.8649 High Similarity NPC242748
0.8644 High Similarity NPC135369
0.8644 High Similarity NPC475136
0.8644 High Similarity NPC474466
0.8621 High Similarity NPC212660
0.8609 High Similarity NPC476671
0.8609 High Similarity NPC476546
0.8609 High Similarity NPC307642
0.8609 High Similarity NPC476693
0.8596 High Similarity NPC65167
0.8584 High Similarity NPC151134
0.8571 High Similarity NPC249553
0.8571 High Similarity NPC40749
0.8571 High Similarity NPC476543
0.8571 High Similarity NPC476545
0.8571 High Similarity NPC190395
0.8571 High Similarity NPC234160
0.8571 High Similarity NPC473469
0.8571 High Similarity NPC475182
0.8571 High Similarity NPC476544
0.8571 High Similarity NPC182900
0.8559 High Similarity NPC29639
0.8559 High Similarity NPC93352
0.8559 High Similarity NPC44899
0.8559 High Similarity NPC304260
0.8559 High Similarity NPC5883
0.8559 High Similarity NPC329905
0.8547 High Similarity NPC244402
0.8547 High Similarity NPC309034
0.8547 High Similarity NPC84987
0.8547 High Similarity NPC34390
0.8547 High Similarity NPC471351
0.8547 High Similarity NPC93883
0.8547 High Similarity NPC471355
0.8547 High Similarity NPC471354
0.8547 High Similarity NPC99728
0.8547 High Similarity NPC142066
0.8547 High Similarity NPC50305
0.8547 High Similarity NPC77319

  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 NPC233391 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
0.8889 High Similarity NPD8335 Approved
0.8889 High Similarity NPD8378 Approved
0.8889 High Similarity NPD8380 Approved
0.8889 High Similarity NPD8296 Approved
0.8889 High Similarity NPD8379 Approved
0.8803 High Similarity NPD8294 Approved
0.8803 High Similarity NPD8377 Approved
0.8729 High Similarity NPD8033 Approved
0.8475 Intermediate Similarity NPD7328 Approved
0.8475 Intermediate Similarity NPD7327 Approved
0.8403 Intermediate Similarity NPD7516 Approved
0.8136 Intermediate Similarity NPD8133 Approved
0.8115 Intermediate Similarity NPD7503 Approved
0.7857 Intermediate Similarity NPD7507 Approved
0.7812 Intermediate Similarity NPD7319 Approved
0.7627 Intermediate Similarity NPD6412 Phase 2
0.7576 Intermediate Similarity NPD8450 Suspended
0.75 Intermediate Similarity NPD8449 Approved
0.75 Intermediate Similarity NPD8171 Discontinued
0.7417 Intermediate Similarity NPD6686 Approved
0.7402 Intermediate Similarity NPD8516 Approved
0.7402 Intermediate Similarity NPD8515 Approved
0.7402 Intermediate Similarity NPD8517 Approved
0.7355 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7328 Intermediate Similarity NPD7736 Approved
0.7287 Intermediate Similarity NPD8328 Phase 3
0.7266 Intermediate Similarity NPD8513 Phase 3
0.7252 Intermediate Similarity NPD8293 Discontinued
0.7236 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7077 Intermediate Similarity NPD6370 Approved
0.7034 Intermediate Similarity NPD7638 Approved
0.6975 Remote Similarity NPD7639 Approved
0.6975 Remote Similarity NPD7640 Approved
0.697 Remote Similarity NPD7492 Approved
0.6944 Remote Similarity NPD7625 Phase 1
0.6923 Remote Similarity NPD6059 Approved
0.6923 Remote Similarity NPD6054 Approved
0.6917 Remote Similarity NPD6616 Approved
0.6866 Remote Similarity NPD7078 Approved
0.6772 Remote Similarity NPD6882 Approved
0.6772 Remote Similarity NPD8297 Approved
0.6767 Remote Similarity NPD6067 Discontinued
0.6742 Remote Similarity NPD6016 Approved
0.6742 Remote Similarity NPD6015 Approved
0.6692 Remote Similarity NPD7115 Discovery
0.6692 Remote Similarity NPD5988 Approved
0.6692 Remote Similarity NPD6009 Approved
0.6667 Remote Similarity NPD6319 Approved
0.6638 Remote Similarity NPD6051 Approved
0.6612 Remote Similarity NPD4225 Approved
0.661 Remote Similarity NPD6399 Phase 3
0.6609 Remote Similarity NPD7524 Approved
0.6589 Remote Similarity NPD4632 Approved
0.6587 Remote Similarity NPD7320 Approved
0.656 Remote Similarity NPD5739 Approved
0.656 Remote Similarity NPD6402 Approved
0.656 Remote Similarity NPD7128 Approved
0.656 Remote Similarity NPD6675 Approved
0.656 Remote Similarity NPD6008 Approved
0.6535 Remote Similarity NPD6373 Approved
0.6535 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6535 Remote Similarity NPD6372 Approved
0.6512 Remote Similarity NPD6053 Discontinued
0.6491 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6457 Remote Similarity NPD6881 Approved
0.6457 Remote Similarity NPD6899 Approved
0.6452 Remote Similarity NPD7632 Discontinued
0.6449 Remote Similarity NPD6033 Approved
0.6434 Remote Similarity NPD8130 Phase 1
0.6434 Remote Similarity NPD6650 Approved
0.6434 Remote Similarity NPD6649 Approved
0.6429 Remote Similarity NPD6928 Phase 2
0.6404 Remote Similarity NPD6695 Phase 3
0.6393 Remote Similarity NPD6083 Phase 2
0.6393 Remote Similarity NPD6084 Phase 2
0.6387 Remote Similarity NPD7637 Suspended
0.6378 Remote Similarity NPD5697 Approved
0.6378 Remote Similarity NPD5701 Approved
0.6377 Remote Similarity NPD8074 Phase 3
0.6371 Remote Similarity NPD5344 Discontinued
0.6364 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6357 Remote Similarity NPD7290 Approved
0.6357 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6357 Remote Similarity NPD6883 Approved
0.6357 Remote Similarity NPD7102 Approved
0.6341 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6328 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6325 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6325 Remote Similarity NPD7750 Discontinued
0.6308 Remote Similarity NPD6847 Approved
0.6308 Remote Similarity NPD6869 Approved
0.6308 Remote Similarity NPD6617 Approved
0.6283 Remote Similarity NPD7525 Registered
0.6281 Remote Similarity NPD7748 Approved
0.6279 Remote Similarity NPD6012 Approved
0.6279 Remote Similarity NPD6014 Approved
0.6279 Remote Similarity NPD6013 Approved
0.6277 Remote Similarity NPD7604 Phase 2
0.6273 Remote Similarity NPD6942 Approved
0.6273 Remote Similarity NPD7339 Approved
0.626 Remote Similarity NPD7902 Approved
0.625 Remote Similarity NPD8034 Phase 2
0.625 Remote Similarity NPD7899 Clinical (unspecified phase)
0.625 Remote Similarity NPD8035 Phase 2
0.625 Remote Similarity NPD5983 Phase 2
0.624 Remote Similarity NPD4159 Approved
0.6207 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6207 Remote Similarity NPD4786 Approved
0.6202 Remote Similarity NPD6011 Approved
0.6195 Remote Similarity NPD6929 Approved
0.6195 Remote Similarity NPD7645 Phase 2
0.6187 Remote Similarity NPD6336 Discontinued
0.6183 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6167 Remote Similarity NPD46 Approved
0.6167 Remote Similarity NPD6698 Approved
0.6167 Remote Similarity NPD7838 Discovery
0.614 Remote Similarity NPD6931 Approved
0.614 Remote Similarity NPD6930 Phase 2
0.6134 Remote Similarity NPD6903 Approved
0.6134 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6129 Remote Similarity NPD4755 Approved
0.6127 Remote Similarity NPD5956 Approved
0.6124 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6116 Remote Similarity NPD7515 Phase 2
0.6107 Remote Similarity NPD4634 Approved
0.6102 Remote Similarity NPD7146 Approved
0.6102 Remote Similarity NPD6409 Approved
0.6102 Remote Similarity NPD6684 Approved
0.6102 Remote Similarity NPD7334 Approved
0.6102 Remote Similarity NPD7521 Approved
0.6102 Remote Similarity NPD5330 Approved
0.6099 Remote Similarity NPD8336 Approved
0.6099 Remote Similarity NPD8337 Approved
0.6098 Remote Similarity NPD5695 Phase 3
0.6098 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6084 Remote Similarity NPD7799 Discontinued
0.608 Remote Similarity NPD5696 Approved
0.6066 Remote Similarity NPD4202 Approved
0.6063 Remote Similarity NPD5211 Phase 2
0.605 Remote Similarity NPD4251 Approved
0.605 Remote Similarity NPD4250 Approved
0.6034 Remote Similarity NPD3667 Approved
0.6032 Remote Similarity NPD5285 Approved
0.6032 Remote Similarity NPD5286 Approved
0.6032 Remote Similarity NPD4696 Approved
0.6032 Remote Similarity NPD6648 Approved
0.6032 Remote Similarity NPD4700 Approved
0.6018 Remote Similarity NPD5776 Phase 2
0.6018 Remote Similarity NPD6925 Approved
0.6017 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6017 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6016 Remote Similarity NPD7900 Approved
0.6016 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6 Remote Similarity NPD6274 Approved
0.5985 Remote Similarity NPD6371 Approved
0.5985 Remote Similarity NPD7101 Approved
0.5985 Remote Similarity NPD7100 Approved
0.5984 Remote Similarity NPD7087 Discontinued
0.5984 Remote Similarity NPD5693 Phase 1
0.5969 Remote Similarity NPD5141 Approved
0.5966 Remote Similarity NPD4249 Approved
0.5965 Remote Similarity NPD7145 Approved
0.595 Remote Similarity NPD5328 Approved
0.595 Remote Similarity NPD4753 Phase 2
0.5938 Remote Similarity NPD5226 Approved
0.5938 Remote Similarity NPD5224 Approved
0.5938 Remote Similarity NPD5225 Approved
0.5938 Remote Similarity NPD4633 Approved
0.5932 Remote Similarity NPD3665 Phase 1
0.5932 Remote Similarity NPD3666 Approved
0.5932 Remote Similarity NPD3133 Approved
0.5931 Remote Similarity NPD8338 Approved
0.5929 Remote Similarity NPD6933 Approved
0.5923 Remote Similarity NPD4767 Approved
0.5923 Remote Similarity NPD4768 Approved
0.5912 Remote Similarity NPD6335 Approved
0.5899 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5899 Remote Similarity NPD6909 Approved
0.5899 Remote Similarity NPD6921 Approved
0.5899 Remote Similarity NPD6908 Approved
0.5893 Remote Similarity NPD4785 Approved
0.5893 Remote Similarity NPD4784 Approved
0.5891 Remote Similarity NPD5174 Approved
0.5891 Remote Similarity NPD5175 Approved
0.5882 Remote Similarity NPD6893 Approved
0.5877 Remote Similarity NPD6932 Approved
0.5868 Remote Similarity NPD6672 Approved
0.5868 Remote Similarity NPD5737 Approved
0.5862 Remote Similarity NPD7514 Phase 3
0.5862 Remote Similarity NPD7260 Phase 2
0.5859 Remote Similarity NPD5223 Approved
0.5856 Remote Similarity NPD4243 Approved
0.5854 Remote Similarity NPD6079 Approved
0.584 Remote Similarity NPD7991 Discontinued
0.5839 Remote Similarity NPD6317 Approved
0.5833 Remote Similarity NPD4730 Approved
0.5833 Remote Similarity NPD4729 Approved
0.5833 Remote Similarity NPD3618 Phase 1

  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