Structure

Physi-Chem Properties

Molecular Weight:  712.37
Volume:  689.107
LogP:  1.574
LogD:  0.888
LogS:  -3.022
# Rotatable Bonds:  7
TPSA:  221.13
# H-Bond Aceptor:  14
# H-Bond Donor:  8
# Rings:  7
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.185
Synthetic Accessibility Score:  5.819
Fsp3:  0.889
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:  -6.461
MDCK Permeability:  5.176997365197167e-05
Pgp-inhibitor:  0.034
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.948
20% Bioavailability (F20%):  0.994
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.155
Plasma Protein Binding (PPB):  80.93125915527344%
Volume Distribution (VD):  0.259
Pgp-substrate:  13.118010520935059%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.953
CYP2C19-inhibitor:  0.002
CYP2C19-substrate:  0.199
CYP2C9-inhibitor:  0.004
CYP2C9-substrate:  0.013
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.073
CYP3A4-inhibitor:  0.135
CYP3A4-substrate:  0.096

ADMET: Excretion

Clearance (CL):  0.808
Half-life (T1/2):  0.72

ADMET: Toxicity

hERG Blockers:  0.294
Human Hepatotoxicity (H-HT):  0.264
Drug-inuced Liver Injury (DILI):  0.019
AMES Toxicity:  0.071
Rat Oral Acute Toxicity:  0.584
Maximum Recommended Daily Dose:  0.931
Skin Sensitization:  0.435
Carcinogencity:  0.076
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.968

Download Data

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

  Natural Product: NPC475629

Natural Product ID:  NPC475629
Common Name*:   Periplogenin 3-O-(4-O-Beta-Glucopyranosyl-Beta-Digitalopyranoside)
IUPAC Name:   3-[(3S,5S,8R,9S,10R,13R,14S,17R)-5,14-dihydroxy-3-[(2R,3R,4R,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
Synonyms:  
Standard InCHIKey:  WLJHFSPFCOGHJP-RKCBZHQGSA-N
Standard InCHI:  InChI=1S/C36H56O14/c1-17-29(50-31-27(41)26(40)25(39)23(15-37)49-31)30(45-4)28(42)32(47-17)48-19-5-9-33(2)21-6-10-34(3)20(18-13-24(38)46-16-18)8-12-36(34,44)22(21)7-11-35(33,43)14-19/h13,17,19-23,25-32,37,39-44H,5-12,14-16H2,1-4H3/t17-,19+,20-,21+,22-,23-,25-,26+,27-,28-,29-,30-,31+,32+,33-,34-,35+,36+/m1/s1
SMILES:  CO[C@@H]1[C@@H](O)[C@H](O[C@H]2CC[C@]3([C@](C2)(O)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)O[C@@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL509682
PubChem CID:   44566916
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 = 670.0 nM PMID[475081]

☑ 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 NPC475629 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 NPC475556
0.991 High Similarity NPC314535
0.991 High Similarity NPC173555
0.9909 High Similarity NPC292467
0.9909 High Similarity NPC32177
0.9909 High Similarity NPC470897
0.9909 High Similarity NPC236973
0.9909 High Similarity NPC55532
0.9909 High Similarity NPC469756
0.9909 High Similarity NPC30483
0.9821 High Similarity NPC264336
0.982 High Similarity NPC475136
0.982 High Similarity NPC72260
0.982 High Similarity NPC474466
0.9735 High Similarity NPC208193
0.9735 High Similarity NPC308262
0.9735 High Similarity NPC117445
0.9732 High Similarity NPC231518
0.9732 High Similarity NPC475590
0.9732 High Similarity NPC474908
0.9732 High Similarity NPC475219
0.9732 High Similarity NPC40749
0.9732 High Similarity NPC120390
0.9732 High Similarity NPC475419
0.973 High Similarity NPC329905
0.9727 High Similarity NPC471351
0.9727 High Similarity NPC309034
0.9727 High Similarity NPC99728
0.9727 High Similarity NPC84987
0.9727 High Similarity NPC27507
0.9727 High Similarity NPC196429
0.9727 High Similarity NPC471354
0.9727 High Similarity NPC244402
0.9727 High Similarity NPC34390
0.9727 High Similarity NPC474418
0.9727 High Similarity NPC158344
0.9727 High Similarity NPC157376
0.9727 High Similarity NPC87250
0.9727 High Similarity NPC50305
0.9727 High Similarity NPC471353
0.9727 High Similarity NPC473852
0.9727 High Similarity NPC77319
0.9727 High Similarity NPC243196
0.9727 High Similarity NPC93883
0.9727 High Similarity NPC142066
0.9727 High Similarity NPC471355
0.9646 High Similarity NPC74259
0.9646 High Similarity NPC193893
0.9646 High Similarity NPC474423
0.964 High Similarity NPC83287
0.9636 High Similarity NPC5311
0.9636 High Similarity NPC193382
0.9636 High Similarity NPC99620
0.9636 High Similarity NPC199428
0.9636 High Similarity NPC310341
0.9554 High Similarity NPC44899
0.9554 High Similarity NPC304260
0.9554 High Similarity NPC5883
0.9554 High Similarity NPC29639
0.955 High Similarity NPC152615
0.9545 High Similarity NPC69576
0.9545 High Similarity NPC31354
0.9545 High Similarity NPC471633
0.9545 High Similarity NPC84949
0.9469 High Similarity NPC107607
0.9464 High Similarity NPC218093
0.9381 High Similarity NPC291820
0.9381 High Similarity NPC81222
0.9375 High Similarity NPC290693
0.9375 High Similarity NPC203862
0.9316 High Similarity NPC329784
0.9316 High Similarity NPC240070
0.916 High Similarity NPC140092
0.916 High Similarity NPC232785
0.916 High Similarity NPC329986
0.916 High Similarity NPC125077
0.916 High Similarity NPC188234
0.916 High Similarity NPC276838
0.9138 High Similarity NPC115349
0.913 High Similarity NPC135369
0.9091 High Similarity NPC469749
0.9091 High Similarity NPC475030
0.9091 High Similarity NPC247190
0.9091 High Similarity NPC116075
0.9091 High Similarity NPC146857
0.9091 High Similarity NPC32793
0.906 High Similarity NPC27363
0.9016 High Similarity NPC329636
0.9008 High Similarity NPC93416
0.9 High Similarity NPC38217
0.9 High Similarity NPC472988
0.8992 High Similarity NPC471357
0.8992 High Similarity NPC469757
0.8992 High Similarity NPC146456
0.8992 High Similarity NPC471356
0.8992 High Similarity NPC117702
0.8992 High Similarity NPC179412
0.8966 High Similarity NPC470312
0.8957 High Similarity NPC475403
0.8957 High Similarity NPC160888
0.8947 High Similarity NPC207637
0.8943 High Similarity NPC194716
0.8934 High Similarity NPC477709
0.8934 High Similarity NPC476221
0.8929 High Similarity NPC114188
0.8926 High Similarity NPC253456
0.8926 High Similarity NPC16569
0.8926 High Similarity NPC159338
0.8919 High Similarity NPC125361
0.8919 High Similarity NPC43976
0.8919 High Similarity NPC51925
0.8919 High Similarity NPC296761
0.8919 High Similarity NPC154085
0.8909 High Similarity NPC234160
0.8908 High Similarity NPC469750
0.8908 High Similarity NPC250556
0.8879 High Similarity NPC229962
0.8879 High Similarity NPC195560
0.8879 High Similarity NPC473633
0.8879 High Similarity NPC268326
0.8879 High Similarity NPC153085
0.8879 High Similarity NPC476085
0.8871 High Similarity NPC329675
0.8871 High Similarity NPC59288
0.887 High Similarity NPC20979
0.887 High Similarity NPC476690
0.887 High Similarity NPC100048
0.8852 High Similarity NPC42670
0.8852 High Similarity NPC19124
0.8843 High Similarity NPC471360
0.8843 High Similarity NPC180079
0.8843 High Similarity NPC471358
0.8843 High Similarity NPC86159
0.8843 High Similarity NPC469754
0.8843 High Similarity NPC284406
0.8843 High Similarity NPC469751
0.8843 High Similarity NPC10823
0.8843 High Similarity NPC91
0.8843 High Similarity NPC471359
0.8843 High Similarity NPC9499
0.8843 High Similarity NPC197707
0.8843 High Similarity NPC251866
0.8843 High Similarity NPC6108
0.8843 High Similarity NPC70542
0.8843 High Similarity NPC219085
0.8843 High Similarity NPC469753
0.8843 High Similarity NPC17896
0.8843 High Similarity NPC471352
0.8843 High Similarity NPC89514
0.8843 High Similarity NPC469752
0.8843 High Similarity NPC471361
0.8843 High Similarity NPC469755
0.8818 High Similarity NPC473199
0.8814 High Similarity NPC43842
0.8803 High Similarity NPC50689
0.8803 High Similarity NPC198325
0.8803 High Similarity NPC233391
0.8803 High Similarity NPC207243
0.8793 High Similarity NPC10366
0.878 High Similarity NPC225385
0.878 High Similarity NPC298783
0.878 High Similarity NPC157817
0.878 High Similarity NPC104585
0.878 High Similarity NPC142756
0.8772 High Similarity NPC144068
0.8761 High Similarity NPC65167
0.8761 High Similarity NPC13190
0.8761 High Similarity NPC472987
0.8761 High Similarity NPC473021
0.875 High Similarity NPC250089
0.875 High Similarity NPC14630
0.875 High Similarity NPC157530
0.875 High Similarity NPC179261
0.8739 High Similarity NPC231340
0.8739 High Similarity NPC295133
0.8739 High Similarity NPC473469
0.8739 High Similarity NPC106589
0.8739 High Similarity NPC257207
0.8739 High Similarity NPC202261
0.8684 High Similarity NPC112274
0.8684 High Similarity NPC473567
0.8684 High Similarity NPC216595
0.8684 High Similarity NPC475354
0.8673 High Similarity NPC191439
0.8673 High Similarity NPC170974
0.8673 High Similarity NPC103627
0.8661 High Similarity NPC295980
0.8655 High Similarity NPC471082
0.8636 High Similarity NPC120123
0.8636 High Similarity NPC97487
0.8636 High Similarity NPC131479
0.8636 High Similarity NPC155010
0.8636 High Similarity NPC196471
0.8636 High Similarity NPC31907
0.8636 High Similarity NPC187302
0.8636 High Similarity NPC472252
0.8636 High Similarity NPC157659
0.8636 High Similarity NPC8039
0.8636 High Similarity NPC211879
0.8636 High Similarity NPC245280

  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 NPC475629 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
0.991 High Similarity NPD8379 Approved
0.991 High Similarity NPD8296 Approved
0.991 High Similarity NPD8335 Approved
0.991 High Similarity NPD8380 Approved
0.991 High Similarity NPD8378 Approved
0.982 High Similarity NPD8377 Approved
0.982 High Similarity NPD8294 Approved
0.9732 High Similarity NPD8033 Approved
0.964 High Similarity NPD7327 Approved
0.964 High Similarity NPD7328 Approved
0.9554 High Similarity NPD7516 Approved
0.8908 High Similarity NPD7507 Approved
0.8843 High Similarity NPD7319 Approved
0.8729 High Similarity NPD7503 Approved
0.8291 Intermediate Similarity NPD8133 Approved
0.8017 Intermediate Similarity NPD6686 Approved
0.781 Intermediate Similarity NPD7625 Phase 1
0.7788 Intermediate Similarity NPD7638 Approved
0.7778 Intermediate Similarity NPD6412 Phase 2
0.7734 Intermediate Similarity NPD7736 Approved
0.7719 Intermediate Similarity NPD7639 Approved
0.7719 Intermediate Similarity NPD7640 Approved
0.7559 Intermediate Similarity NPD8328 Phase 3
0.7519 Intermediate Similarity NPD8293 Discontinued
0.75 Intermediate Similarity NPD8171 Discontinued
0.7355 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7344 Intermediate Similarity NPD6370 Approved
0.7231 Intermediate Similarity NPD7492 Approved
0.7222 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7213 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD6054 Approved
0.7188 Intermediate Similarity NPD6059 Approved
0.7177 Intermediate Similarity NPD8297 Approved
0.7177 Intermediate Similarity NPD6882 Approved
0.7176 Intermediate Similarity NPD6616 Approved
0.7167 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7632 Discontinued
0.7132 Intermediate Similarity NPD8516 Approved
0.7132 Intermediate Similarity NPD8517 Approved
0.7132 Intermediate Similarity NPD8513 Phase 3
0.7132 Intermediate Similarity NPD8515 Approved
0.7121 Intermediate Similarity NPD7078 Approved
0.7087 Intermediate Similarity NPD6009 Approved
0.7087 Intermediate Similarity NPD7115 Discovery
0.7054 Intermediate Similarity NPD6319 Approved
0.7016 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6015 Approved
0.7 Intermediate Similarity NPD6016 Approved
0.6992 Remote Similarity NPD7320 Approved
0.6984 Remote Similarity NPD4632 Approved
0.6967 Remote Similarity NPD5739 Approved
0.6967 Remote Similarity NPD6675 Approved
0.6967 Remote Similarity NPD6402 Approved
0.6967 Remote Similarity NPD7128 Approved
0.6947 Remote Similarity NPD5988 Approved
0.6935 Remote Similarity NPD6373 Approved
0.6935 Remote Similarity NPD6372 Approved
0.6917 Remote Similarity NPD5344 Discontinued
0.6894 Remote Similarity NPD6067 Discontinued
0.6891 Remote Similarity NPD4225 Approved
0.6861 Remote Similarity NPD8449 Approved
0.6855 Remote Similarity NPD6899 Approved
0.6855 Remote Similarity NPD6881 Approved
0.6825 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6825 Remote Similarity NPD6650 Approved
0.6825 Remote Similarity NPD6649 Approved
0.6825 Remote Similarity NPD8130 Phase 1
0.6812 Remote Similarity NPD8450 Suspended
0.6783 Remote Similarity NPD6051 Approved
0.6774 Remote Similarity NPD5701 Approved
0.6774 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6774 Remote Similarity NPD5697 Approved
0.6772 Remote Similarity NPD6053 Discontinued
0.675 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6746 Remote Similarity NPD6883 Approved
0.6746 Remote Similarity NPD7102 Approved
0.6746 Remote Similarity NPD7290 Approved
0.6727 Remote Similarity NPD7525 Registered
0.6695 Remote Similarity NPD7748 Approved
0.6694 Remote Similarity NPD6008 Approved
0.6693 Remote Similarity NPD6847 Approved
0.6693 Remote Similarity NPD6617 Approved
0.6693 Remote Similarity NPD6869 Approved
0.6691 Remote Similarity NPD6033 Approved
0.6667 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD6014 Approved
0.6667 Remote Similarity NPD6013 Approved
0.6667 Remote Similarity NPD6012 Approved
0.6667 Remote Similarity NPD7902 Approved
0.6642 Remote Similarity NPD7604 Phase 2
0.6617 Remote Similarity NPD5983 Phase 2
0.6609 Remote Similarity NPD7524 Approved
0.6587 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6587 Remote Similarity NPD6011 Approved
0.6577 Remote Similarity NPD6928 Phase 2
0.6562 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6557 Remote Similarity NPD6648 Approved
0.6544 Remote Similarity NPD6336 Discontinued
0.6529 Remote Similarity NPD4755 Approved
0.6525 Remote Similarity NPD7515 Phase 2
0.6525 Remote Similarity NPD8034 Phase 2
0.6525 Remote Similarity NPD8035 Phase 2
0.6508 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6491 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6491 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6484 Remote Similarity NPD4634 Approved
0.6471 Remote Similarity NPD4202 Approved
0.6452 Remote Similarity NPD5211 Phase 2
0.6441 Remote Similarity NPD46 Approved
0.6441 Remote Similarity NPD7838 Discovery
0.6441 Remote Similarity NPD6698 Approved
0.6423 Remote Similarity NPD4700 Approved
0.6423 Remote Similarity NPD5286 Approved
0.6423 Remote Similarity NPD4696 Approved
0.6423 Remote Similarity NPD5285 Approved
0.6417 Remote Similarity NPD7900 Approved
0.6417 Remote Similarity NPD7901 Clinical (unspecified phase)
0.641 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6404 Remote Similarity NPD6695 Phase 3
0.6387 Remote Similarity NPD7637 Suspended
0.638 Remote Similarity NPD7799 Discontinued
0.6377 Remote Similarity NPD8074 Phase 3
0.6371 Remote Similarity NPD4159 Approved
0.6364 Remote Similarity NPD6274 Approved
0.6364 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5695 Phase 3
0.6357 Remote Similarity NPD6371 Approved
0.6349 Remote Similarity NPD5141 Approved
0.6343 Remote Similarity NPD7101 Approved
0.6343 Remote Similarity NPD7100 Approved
0.6341 Remote Similarity NPD5696 Approved
0.6339 Remote Similarity NPD7645 Phase 2
0.6333 Remote Similarity NPD6399 Phase 3
0.6325 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6325 Remote Similarity NPD7750 Discontinued
0.632 Remote Similarity NPD5226 Approved
0.632 Remote Similarity NPD4633 Approved
0.632 Remote Similarity NPD5224 Approved
0.632 Remote Similarity NPD5225 Approved
0.6299 Remote Similarity NPD4767 Approved
0.6299 Remote Similarity NPD4768 Approved
0.6293 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6271 Remote Similarity NPD6903 Approved
0.627 Remote Similarity NPD5174 Approved
0.627 Remote Similarity NPD5175 Approved
0.6269 Remote Similarity NPD6335 Approved
0.625 Remote Similarity NPD6909 Approved
0.625 Remote Similarity NPD6908 Approved
0.625 Remote Similarity NPD5693 Phase 1
0.6241 Remote Similarity NPD5956 Approved
0.624 Remote Similarity NPD5223 Approved
0.6239 Remote Similarity NPD6684 Approved
0.6239 Remote Similarity NPD7334 Approved
0.6239 Remote Similarity NPD7521 Approved
0.6239 Remote Similarity NPD7146 Approved
0.6239 Remote Similarity NPD6409 Approved
0.6239 Remote Similarity NPD5330 Approved
0.6218 Remote Similarity NPD5328 Approved
0.6218 Remote Similarity NPD4753 Phase 2
0.6214 Remote Similarity NPD8337 Approved
0.6214 Remote Similarity NPD8336 Approved
0.6202 Remote Similarity NPD4730 Approved
0.6202 Remote Similarity NPD4729 Approved
0.6194 Remote Similarity NPD6317 Approved
0.6154 Remote Similarity NPD8338 Approved
0.6154 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6148 Remote Similarity NPD6313 Approved
0.6148 Remote Similarity NPD6314 Approved
0.6142 Remote Similarity NPD4754 Approved
0.614 Remote Similarity NPD6931 Approved
0.614 Remote Similarity NPD6930 Phase 2
0.6131 Remote Similarity NPD6921 Approved
0.6131 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6116 Remote Similarity NPD6079 Approved
0.6107 Remote Similarity NPD5247 Approved
0.6107 Remote Similarity NPD5248 Approved
0.6107 Remote Similarity NPD5250 Approved
0.6107 Remote Similarity NPD5251 Approved
0.6107 Remote Similarity NPD5249 Phase 3
0.6102 Remote Similarity NPD3618 Phase 1
0.6083 Remote Similarity NPD6080 Approved
0.6083 Remote Similarity NPD6904 Approved
0.6083 Remote Similarity NPD6673 Approved
0.6077 Remote Similarity NPD5128 Approved
0.6071 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6068 Remote Similarity NPD3665 Phase 1
0.6068 Remote Similarity NPD3666 Approved
0.6068 Remote Similarity NPD3133 Approved
0.6053 Remote Similarity NPD6929 Approved
0.6053 Remote Similarity NPD4195 Approved
0.6034 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6016 Remote Similarity NPD6001 Approved
0.6 Remote Similarity NPD5737 Approved
0.6 Remote Similarity NPD6672 Approved
0.6 Remote Similarity NPD6940 Discontinued
0.6 Remote Similarity NPD7514 Phase 3
0.5984 Remote Similarity NPD5284 Approved
0.5984 Remote Similarity NPD5281 Approved
0.5984 Remote Similarity NPD7087 Discontinued

  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