Structure

Physi-Chem Properties

Molecular Weight:  698.35
Volume:  671.811
LogP:  1.191
LogD:  1.507
LogS:  -2.933
# Rotatable Bonds:  7
TPSA:  232.13
# H-Bond Aceptor:  14
# H-Bond Donor:  9
# Rings:  7
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.174
Synthetic Accessibility Score:  5.649
Fsp3:  0.886
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:  -6.47
MDCK Permeability:  4.118521246709861e-05
Pgp-inhibitor:  0.011
Pgp-substrate:  0.932
Human Intestinal Absorption (HIA):  0.995
20% Bioavailability (F20%):  0.993
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.07
Plasma Protein Binding (PPB):  90.65373992919922%
Volume Distribution (VD):  0.228
Pgp-substrate:  9.851481437683105%

ADMET: Metabolism

CYP1A2-inhibitor:  0.004
CYP1A2-substrate:  0.167
CYP2C19-inhibitor:  0.004
CYP2C19-substrate:  0.136
CYP2C9-inhibitor:  0.003
CYP2C9-substrate:  0.032
CYP2D6-inhibitor:  0.01
CYP2D6-substrate:  0.105
CYP3A4-inhibitor:  0.032
CYP3A4-substrate:  0.034

ADMET: Excretion

Clearance (CL):  0.656
Half-life (T1/2):  0.778

ADMET: Toxicity

hERG Blockers:  0.326
Human Hepatotoxicity (H-HT):  0.186
Drug-inuced Liver Injury (DILI):  0.018
AMES Toxicity:  0.085
Rat Oral Acute Toxicity:  0.294
Maximum Recommended Daily Dose:  0.898
Skin Sensitization:  0.941
Carcinogencity:  0.18
Eye Corrosion:  0.003
Eye Irritation:  0.01
Respiratory Toxicity:  0.958

Download Data

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

  Natural Product: NPC30483

Natural Product ID:  NPC30483
Common Name*:   Digitoxigenin Gentiobioside
IUPAC Name:   3-[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
Synonyms:   Digitoxigenin Gentiobioside
Standard InCHIKey:  COIUWGNHAYDCDZ-NCZJMCBLSA-N
Standard InCHI:  InChI=1S/C35H54O14/c1-33-8-5-18(47-32-30(43)28(41)26(39)23(49-32)15-46-31-29(42)27(40)25(38)22(13-36)48-31)12-17(33)3-4-21-20(33)6-9-34(2)19(7-10-35(21,34)44)16-11-24(37)45-14-16/h11,17-23,25-32,36,38-44H,3-10,12-15H2,1-2H3/t17-,18+,19-,20+,21-,22-,23-,25-,26-,27+,28+,29-,30-,31-,32-,33+,34-,35+/m1/s1
SMILES:  OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](O[C@H]3CC[C@]4([C@@H](C3)CC[C@@H]3[C@@H]4CC[C@]4([C@]3(O)CC[C@@H]4C3=CC(=O)OC3)C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL499216
PubChem CID:   11479526
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001125] Steroid lactones
          • [CHEMONTID:0001555] Cardenolides and derivatives
            • [CHEMONTID:0001559] Cardenolide glycosides and derivatives

*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
NPO32958 Streptocaulon juventas Species Apocynaceae Eukaryota n.a. Vietnamese n.a. PMID[14640513]
NPO32958 Streptocaulon juventas Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[31120251]

☑ 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 = 1600.0 nM PMID[468897]

☑ 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 NPC30483 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 NPC292467
1.0 High Similarity NPC236973
1.0 High Similarity NPC469756
1.0 High Similarity NPC55532
1.0 High Similarity NPC32177
1.0 High Similarity NPC470897
0.9909 High Similarity NPC475629
0.9909 High Similarity NPC475556
0.9909 High Similarity NPC72260
0.982 High Similarity NPC314535
0.982 High Similarity NPC231518
0.982 High Similarity NPC474908
0.982 High Similarity NPC40749
0.982 High Similarity NPC173555
0.982 High Similarity NPC120390
0.982 High Similarity NPC475219
0.982 High Similarity NPC475590
0.982 High Similarity NPC475419
0.9818 High Similarity NPC329905
0.9817 High Similarity NPC93883
0.9732 High Similarity NPC74259
0.9732 High Similarity NPC264336
0.9732 High Similarity NPC193893
0.9732 High Similarity NPC474423
0.973 High Similarity NPC474466
0.973 High Similarity NPC475136
0.9725 High Similarity NPC193382
0.9725 High Similarity NPC99620
0.9725 High Similarity NPC5311
0.9725 High Similarity NPC310341
0.9725 High Similarity NPC199428
0.9646 High Similarity NPC208193
0.9646 High Similarity NPC117445
0.9646 High Similarity NPC308262
0.964 High Similarity NPC5883
0.964 High Similarity NPC304260
0.964 High Similarity NPC44899
0.964 High Similarity NPC29639
0.9636 High Similarity NPC87250
0.9636 High Similarity NPC471353
0.9636 High Similarity NPC243196
0.9636 High Similarity NPC157376
0.9636 High Similarity NPC99728
0.9636 High Similarity NPC158344
0.9636 High Similarity NPC50305
0.9636 High Similarity NPC471355
0.9636 High Similarity NPC473852
0.9636 High Similarity NPC84987
0.9636 High Similarity NPC77319
0.9636 High Similarity NPC471354
0.9636 High Similarity NPC142066
0.9636 High Similarity NPC244402
0.9636 High Similarity NPC27507
0.9636 High Similarity NPC471351
0.9636 High Similarity NPC309034
0.9636 High Similarity NPC34390
0.9636 High Similarity NPC196429
0.9636 High Similarity NPC474418
0.9636 High Similarity NPC152615
0.9633 High Similarity NPC69576
0.9633 High Similarity NPC471633
0.9633 High Similarity NPC84949
0.9633 High Similarity NPC31354
0.9554 High Similarity NPC107607
0.955 High Similarity NPC83287
0.955 High Similarity NPC218093
0.9464 High Similarity NPC81222
0.9464 High Similarity NPC291820
0.9459 High Similarity NPC203862
0.9459 High Similarity NPC290693
0.9397 High Similarity NPC329784
0.9397 High Similarity NPC240070
0.9237 High Similarity NPC329986
0.9237 High Similarity NPC276838
0.9237 High Similarity NPC188234
0.9237 High Similarity NPC140092
0.9237 High Similarity NPC232785
0.9237 High Similarity NPC125077
0.9217 High Similarity NPC115349
0.9211 High Similarity NPC135369
0.9138 High Similarity NPC27363
0.9083 High Similarity NPC38217
0.9083 High Similarity NPC472988
0.9043 High Similarity NPC470312
0.9009 High Similarity NPC114188
0.9008 High Similarity NPC477709
0.9008 High Similarity NPC476221
0.9008 High Similarity NPC32793
0.9008 High Similarity NPC116075
0.9008 High Similarity NPC469749
0.9008 High Similarity NPC146857
0.9008 High Similarity NPC247190
0.9 High Similarity NPC154085
0.9 High Similarity NPC253456
0.9 High Similarity NPC159338
0.9 High Similarity NPC43976
0.9 High Similarity NPC51925
0.9 High Similarity NPC16569
0.9 High Similarity NPC125361
0.9 High Similarity NPC475030
0.9 High Similarity NPC296761
0.8991 High Similarity NPC234160
0.8983 High Similarity NPC469750
0.8983 High Similarity NPC250556
0.8957 High Similarity NPC153085
0.8957 High Similarity NPC268326
0.8947 High Similarity NPC476690
0.8947 High Similarity NPC100048
0.8947 High Similarity NPC20979
0.8934 High Similarity NPC329636
0.8926 High Similarity NPC19124
0.8926 High Similarity NPC42670
0.8926 High Similarity NPC93416
0.8917 High Similarity NPC91
0.8908 High Similarity NPC179412
0.8908 High Similarity NPC146456
0.8908 High Similarity NPC471357
0.8908 High Similarity NPC117702
0.8908 High Similarity NPC469757
0.8908 High Similarity NPC471356
0.8899 High Similarity NPC473199
0.887 High Similarity NPC10366
0.887 High Similarity NPC160888
0.887 High Similarity NPC475403
0.8862 High Similarity NPC194716
0.886 High Similarity NPC207637
0.8852 High Similarity NPC104585
0.8852 High Similarity NPC142756
0.8852 High Similarity NPC225385
0.8852 High Similarity NPC157817
0.8852 High Similarity NPC298783
0.885 High Similarity NPC144068
0.8839 High Similarity NPC65167
0.8839 High Similarity NPC472987
0.8839 High Similarity NPC473021
0.8829 High Similarity NPC157530
0.8829 High Similarity NPC14630
0.8829 High Similarity NPC250089
0.8824 High Similarity NPC179261
0.8818 High Similarity NPC231340
0.8793 High Similarity NPC229962
0.8793 High Similarity NPC473633
0.8793 High Similarity NPC476085
0.8793 High Similarity NPC195560
0.879 High Similarity NPC329675
0.879 High Similarity NPC59288
0.876 High Similarity NPC469755
0.876 High Similarity NPC471352
0.876 High Similarity NPC197707
0.876 High Similarity NPC10823
0.876 High Similarity NPC471361
0.876 High Similarity NPC251866
0.876 High Similarity NPC89514
0.876 High Similarity NPC180079
0.876 High Similarity NPC70542
0.876 High Similarity NPC17896
0.876 High Similarity NPC9499
0.876 High Similarity NPC284406
0.876 High Similarity NPC469754
0.876 High Similarity NPC471360
0.876 High Similarity NPC471359
0.876 High Similarity NPC86159
0.876 High Similarity NPC219085
0.876 High Similarity NPC6108
0.876 High Similarity NPC469751
0.876 High Similarity NPC471358
0.876 High Similarity NPC469752
0.876 High Similarity NPC469753
0.8739 High Similarity NPC295980
0.8729 High Similarity NPC43842
0.8718 High Similarity NPC233391
0.8718 High Similarity NPC207243
0.8718 High Similarity NPC198325
0.8718 High Similarity NPC50689
0.8716 High Similarity NPC155010
0.8716 High Similarity NPC31907
0.8716 High Similarity NPC8039
0.8716 High Similarity NPC472252
0.8716 High Similarity NPC16520
0.8716 High Similarity NPC473020
0.8716 High Similarity NPC131479
0.8716 High Similarity NPC114874
0.8716 High Similarity NPC472821
0.8716 High Similarity NPC120123
0.8716 High Similarity NPC157659
0.8716 High Similarity NPC211879
0.8716 High Similarity NPC245280
0.8716 High Similarity NPC286969
0.8716 High Similarity NPC189852
0.8707 High Similarity NPC472080
0.8696 High Similarity NPC212660
0.8696 High Similarity NPC146652
0.8684 High Similarity NPC44298
0.8684 High Similarity NPC40133
0.8684 High Similarity NPC49413
0.8684 High Similarity NPC473128
0.8684 High Similarity NPC290608
0.8678 High Similarity NPC311534
0.8673 High Similarity NPC13190
0.8661 High Similarity NPC472901

  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 NPC30483 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
0.9909 High Similarity NPD8377 Approved
0.9909 High Similarity NPD8294 Approved
0.982 High Similarity NPD8296 Approved
0.982 High Similarity NPD8378 Approved
0.982 High Similarity NPD8033 Approved
0.982 High Similarity NPD8379 Approved
0.982 High Similarity NPD8335 Approved
0.982 High Similarity NPD8380 Approved
0.955 High Similarity NPD7327 Approved
0.955 High Similarity NPD7328 Approved
0.9464 High Similarity NPD7516 Approved
0.8983 High Similarity NPD7507 Approved
0.8803 High Similarity NPD7503 Approved
0.876 High Similarity NPD7319 Approved
0.8362 Intermediate Similarity NPD8133 Approved
0.8087 Intermediate Similarity NPD6686 Approved
0.7868 Intermediate Similarity NPD7625 Phase 1
0.7857 Intermediate Similarity NPD7638 Approved
0.7845 Intermediate Similarity NPD6412 Phase 2
0.7795 Intermediate Similarity NPD7736 Approved
0.7788 Intermediate Similarity NPD7639 Approved
0.7788 Intermediate Similarity NPD7640 Approved
0.7619 Intermediate Similarity NPD8328 Phase 3
0.7578 Intermediate Similarity NPD8293 Discontinued
0.7568 Intermediate Similarity NPD8171 Discontinued
0.7417 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7402 Intermediate Similarity NPD6370 Approved
0.7287 Intermediate Similarity NPD7492 Approved
0.728 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD6054 Approved
0.7244 Intermediate Similarity NPD6059 Approved
0.7236 Intermediate Similarity NPD6882 Approved
0.7236 Intermediate Similarity NPD8297 Approved
0.7231 Intermediate Similarity NPD6616 Approved
0.7227 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD7632 Discontinued
0.7188 Intermediate Similarity NPD8513 Phase 3
0.7188 Intermediate Similarity NPD8517 Approved
0.7188 Intermediate Similarity NPD8516 Approved
0.7188 Intermediate Similarity NPD8515 Approved
0.7176 Intermediate Similarity NPD7078 Approved
0.7143 Intermediate Similarity NPD7115 Discovery
0.7143 Intermediate Similarity NPD6009 Approved
0.7131 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7109 Intermediate Similarity NPD6319 Approved
0.7054 Intermediate Similarity NPD6015 Approved
0.7054 Intermediate Similarity NPD6016 Approved
0.7049 Intermediate Similarity NPD7320 Approved
0.704 Intermediate Similarity NPD4632 Approved
0.7025 Intermediate Similarity NPD5739 Approved
0.7025 Intermediate Similarity NPD6402 Approved
0.7025 Intermediate Similarity NPD7128 Approved
0.7025 Intermediate Similarity NPD6675 Approved
0.7 Intermediate Similarity NPD5988 Approved
0.6992 Remote Similarity NPD6372 Approved
0.6992 Remote Similarity NPD6373 Approved
0.6949 Remote Similarity NPD4225 Approved
0.6947 Remote Similarity NPD6067 Discontinued
0.6935 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6912 Remote Similarity NPD8449 Approved
0.6911 Remote Similarity NPD6881 Approved
0.6911 Remote Similarity NPD6899 Approved
0.688 Remote Similarity NPD6650 Approved
0.688 Remote Similarity NPD8130 Phase 1
0.688 Remote Similarity NPD6649 Approved
0.688 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6861 Remote Similarity NPD8450 Suspended
0.6842 Remote Similarity NPD6051 Approved
0.6833 Remote Similarity NPD5344 Discontinued
0.6829 Remote Similarity NPD5701 Approved
0.6829 Remote Similarity NPD5697 Approved
0.6825 Remote Similarity NPD6053 Discontinued
0.6807 Remote Similarity NPD8029 Clinical (unspecified phase)
0.68 Remote Similarity NPD7290 Approved
0.68 Remote Similarity NPD7102 Approved
0.68 Remote Similarity NPD6883 Approved
0.6789 Remote Similarity NPD7525 Registered
0.6752 Remote Similarity NPD7748 Approved
0.6748 Remote Similarity NPD6008 Approved
0.6746 Remote Similarity NPD6617 Approved
0.6746 Remote Similarity NPD6847 Approved
0.6746 Remote Similarity NPD6869 Approved
0.6741 Remote Similarity NPD6033 Approved
0.6723 Remote Similarity NPD7902 Approved
0.6723 Remote Similarity NPD6083 Phase 2
0.6723 Remote Similarity NPD6084 Phase 2
0.672 Remote Similarity NPD6014 Approved
0.672 Remote Similarity NPD6013 Approved
0.672 Remote Similarity NPD6012 Approved
0.6694 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6692 Remote Similarity NPD7604 Phase 2
0.6667 Remote Similarity NPD5983 Phase 2
0.664 Remote Similarity NPD6011 Approved
0.6636 Remote Similarity NPD6928 Phase 2
0.6614 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6593 Remote Similarity NPD6336 Discontinued
0.6583 Remote Similarity NPD4755 Approved
0.6581 Remote Similarity NPD8034 Phase 2
0.6581 Remote Similarity NPD8035 Phase 2
0.6581 Remote Similarity NPD7515 Phase 2
0.656 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6549 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6535 Remote Similarity NPD4634 Approved
0.6525 Remote Similarity NPD4202 Approved
0.6522 Remote Similarity NPD7524 Approved
0.6508 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6504 Remote Similarity NPD5211 Phase 2
0.6496 Remote Similarity NPD7838 Discovery
0.6496 Remote Similarity NPD6698 Approved
0.6496 Remote Similarity NPD46 Approved
0.6475 Remote Similarity NPD6648 Approved
0.6475 Remote Similarity NPD5286 Approved
0.6475 Remote Similarity NPD4696 Approved
0.6475 Remote Similarity NPD5285 Approved
0.6475 Remote Similarity NPD4700 Approved
0.6471 Remote Similarity NPD7900 Approved
0.6471 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6466 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6423 Remote Similarity NPD8074 Phase 3
0.642 Remote Similarity NPD7799 Discontinued
0.6417 Remote Similarity NPD5695 Phase 3
0.6417 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6412 Remote Similarity NPD6274 Approved
0.6406 Remote Similarity NPD6371 Approved
0.6404 Remote Similarity NPD7338 Clinical (unspecified phase)
0.64 Remote Similarity NPD5141 Approved
0.6396 Remote Similarity NPD7645 Phase 2
0.6393 Remote Similarity NPD5696 Approved
0.6391 Remote Similarity NPD7101 Approved
0.6391 Remote Similarity NPD7100 Approved
0.6387 Remote Similarity NPD6399 Phase 3
0.6379 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6371 Remote Similarity NPD4633 Approved
0.6371 Remote Similarity NPD5225 Approved
0.6371 Remote Similarity NPD5224 Approved
0.6371 Remote Similarity NPD5226 Approved
0.6349 Remote Similarity NPD4768 Approved
0.6349 Remote Similarity NPD4767 Approved
0.6348 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6325 Remote Similarity NPD6903 Approved
0.632 Remote Similarity NPD5174 Approved
0.632 Remote Similarity NPD5175 Approved
0.6316 Remote Similarity NPD6335 Approved
0.6316 Remote Similarity NPD6695 Phase 3
0.6303 Remote Similarity NPD5693 Phase 1
0.6303 Remote Similarity NPD7637 Suspended
0.6296 Remote Similarity NPD6909 Approved
0.6296 Remote Similarity NPD6908 Approved
0.6293 Remote Similarity NPD7146 Approved
0.6293 Remote Similarity NPD6409 Approved
0.6293 Remote Similarity NPD7334 Approved
0.6293 Remote Similarity NPD5330 Approved
0.6293 Remote Similarity NPD7521 Approved
0.6293 Remote Similarity NPD6684 Approved
0.629 Remote Similarity NPD4159 Approved
0.629 Remote Similarity NPD5223 Approved
0.6286 Remote Similarity NPD5956 Approved
0.6271 Remote Similarity NPD4753 Phase 2
0.6271 Remote Similarity NPD5328 Approved
0.6259 Remote Similarity NPD8337 Approved
0.6259 Remote Similarity NPD8336 Approved
0.625 Remote Similarity NPD4730 Approved
0.625 Remote Similarity NPD4729 Approved
0.6241 Remote Similarity NPD6317 Approved
0.6239 Remote Similarity NPD7750 Discontinued
0.6207 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6194 Remote Similarity NPD6314 Approved
0.6194 Remote Similarity NPD6313 Approved
0.619 Remote Similarity NPD4754 Approved
0.6176 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6167 Remote Similarity NPD6079 Approved
0.6154 Remote Similarity NPD5248 Approved
0.6154 Remote Similarity NPD5247 Approved
0.6154 Remote Similarity NPD5249 Phase 3
0.6154 Remote Similarity NPD3618 Phase 1
0.6154 Remote Similarity NPD5250 Approved
0.6154 Remote Similarity NPD5251 Approved
0.6134 Remote Similarity NPD6673 Approved
0.6134 Remote Similarity NPD6080 Approved
0.6134 Remote Similarity NPD6904 Approved
0.6126 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6124 Remote Similarity NPD5128 Approved
0.6121 Remote Similarity NPD3665 Phase 1
0.6121 Remote Similarity NPD3133 Approved
0.6121 Remote Similarity NPD3666 Approved
0.6106 Remote Similarity NPD4195 Approved
0.6087 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6084 Remote Similarity NPD8338 Approved
0.6066 Remote Similarity NPD6001 Approved
0.6058 Remote Similarity NPD6921 Approved
0.6053 Remote Similarity NPD6931 Approved
0.6053 Remote Similarity NPD6930 Phase 2
0.605 Remote Similarity NPD5737 Approved
0.605 Remote Similarity NPD6672 Approved
0.6045 Remote Similarity NPD6940 Discontinued
0.6036 Remote Similarity NPD6942 Approved
0.6036 Remote Similarity NPD7339 Approved
0.6034 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6034 Remote Similarity NPD3669 Approved
0.6033 Remote Similarity NPD5281 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