Structure

Physi-Chem Properties

Molecular Weight:  578.31
Volume:  573.386
LogP:  1.978
LogD:  1.836
LogS:  -3.537
# Rotatable Bonds:  6
TPSA:  148.05
# H-Bond Aceptor:  10
# H-Bond Donor:  4
# Rings:  6
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.293
Synthetic Accessibility Score:  5.536
Fsp3:  0.839
Lipinski Rule-of-5:  Accepted
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:  -6.009
MDCK Permeability:  3.179545819875784e-05
Pgp-inhibitor:  0.028
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.884
20% Bioavailability (F20%):  0.968
30% Bioavailability (F30%):  0.992

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.482
Plasma Protein Binding (PPB):  65.76018524169922%
Volume Distribution (VD):  0.817
Pgp-substrate:  21.555065155029297%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.977
CYP2C19-inhibitor:  0.004
CYP2C19-substrate:  0.16
CYP2C9-inhibitor:  0.009
CYP2C9-substrate:  0.016
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.061
CYP3A4-inhibitor:  0.719
CYP3A4-substrate:  0.405

ADMET: Excretion

Clearance (CL):  6.566
Half-life (T1/2):  0.179

ADMET: Toxicity

hERG Blockers:  0.451
Human Hepatotoxicity (H-HT):  0.37
Drug-inuced Liver Injury (DILI):  0.027
AMES Toxicity:  0.052
Rat Oral Acute Toxicity:  0.699
Maximum Recommended Daily Dose:  0.946
Skin Sensitization:  0.642
Carcinogencity:  0.855
Eye Corrosion:  0.003
Eye Irritation:  0.011
Respiratory Toxicity:  0.983

Download Data

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

  Natural Product: NPC6108

Natural Product ID:  NPC6108
Common Name*:   Strebloside
IUPAC Name:   (3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-3-[(2R,3R,4S,5S,6R)-5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
Synonyms:   strebloside
Standard InCHIKey:  BGGIZHKHJBQRTI-HJKWRMQUSA-N
Standard InCHI:  InChI=1S/C31H46O10/c1-17-24(34)25(37-3)26(38-4)27(40-17)41-19-5-10-29(16-32)21-6-9-28(2)20(18-13-23(33)39-15-18)8-12-31(28,36)22(21)7-11-30(29,35)14-19/h13,16-17,19-22,24-27,34-36H,5-12,14-15H2,1-4H3/t17-,19+,20-,21+,22-,24+,25+,26-,27+,28-,29+,30+,31+/m1/s1
SMILES:  CO[C@H]1[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)O[C@@H]([C@@H]([C@@H]1OC)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL449686
PubChem CID:   21123718
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
NPO28043 Streblus asper Species Moraceae Eukaryota Roots n.a. n.a. PMID[23434030]
NPO28043 Streblus asper Species Moraceae Eukaryota n.a. n.a. n.a. PMID[4093781]
NPO28043 Streblus asper Species Moraceae 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
NPT91 Cell Line KB Homo sapiens ED50 = 0.035 ug ml-1 PMID[551638]
NPT377 Cell Line OVCAR-3 Homo sapiens IC50 = 44.0 nM PMID[551639]
NPT400 Cell Line MDA-MB-435 Homo sapiens IC50 = 90.0 nM PMID[551639]
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 134.0 nM PMID[551639]
NPT927 Cell Line PBMC Homo sapiens IC50 > 20000.0 nM PMID[551639]
NPT2410 Cell Line NCI-H1299 Homo sapiens IC50 = 110.0 nM PMID[551639]
NPT2085 Cell Line Kasumi 1 IC50 = 86.0 nM PMID[551639]
NPT139 Cell Line HT-29 Homo sapiens IC50 = 170.0 nM PMID[551639]
NPT1649 Cell Line MV4-11 Homo sapiens IC50 = 90.0 nM PMID[551639]
NPT377 Cell Line OVCAR-3 Homo sapiens IC50 = 134.1 nM PMID[551640]
NPT139 Cell Line HT-29 Homo sapiens IC50 = 101.0 nM PMID[551640]
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 643.0 nM PMID[551640]
NPT400 Cell Line MDA-MB-435 Homo sapiens IC50 = 78.7 nM PMID[551640]
NPT1992 Cell Line KURAMOCHI Homo sapiens IC50 = 3437.0 nM PMID[551640]
NPT456 Cell Line OVCAR-4 Homo sapiens IC50 = 457.3 nM PMID[551640]
NPT382 Cell Line OVCAR-5 Homo sapiens IC50 = 541.2 nM PMID[551640]
NPT381 Cell Line OVCAR-8 Homo sapiens IC50 = 91.1 nM PMID[551640]
NPT2410 Cell Line NCI-H1299 Homo sapiens IC50 = 290.0 nM PMID[551641]
NPT377 Cell Line OVCAR-3 Homo sapiens IC50 = 130.0 nM PMID[551641]
NPT139 Cell Line HT-29 Homo sapiens IC50 = 170.0 nM PMID[551641]
NPT2 Others Unspecified IC50 = 10000.0 nM PMID[551639]
NPT2 Others Unspecified IC50 > 20000.0 nM PMID[551639]
NPT2 Others Unspecified IC50 = 560.6 nM PMID[551640]
NPT2 Others Unspecified IC50 = 50.9 nM PMID[551640]
NPT2 Others Unspecified IC50 > 50000.0 nM PMID[551640]
NPT2 Others Unspecified Inhibition = 29.0 % PMID[551640]
NPT2 Others Unspecified IC50 = 159.7 nM PMID[551641]
NPT2 Others Unspecified IC50 = 79.0 nM PMID[551641]

☑ 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 NPC6108 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 NPC471358
1.0 High Similarity NPC17896
1.0 High Similarity NPC251866
1.0 High Similarity NPC86159
1.0 High Similarity NPC10823
1.0 High Similarity NPC469753
1.0 High Similarity NPC469752
1.0 High Similarity NPC469755
1.0 High Similarity NPC471360
1.0 High Similarity NPC70542
1.0 High Similarity NPC89514
1.0 High Similarity NPC180079
1.0 High Similarity NPC471361
1.0 High Similarity NPC284406
1.0 High Similarity NPC219085
1.0 High Similarity NPC471359
1.0 High Similarity NPC197707
1.0 High Similarity NPC471352
1.0 High Similarity NPC469751
1.0 High Similarity NPC9499
1.0 High Similarity NPC469754
0.9831 High Similarity NPC179412
0.9831 High Similarity NPC146456
0.9831 High Similarity NPC117702
0.9831 High Similarity NPC469757
0.9831 High Similarity NPC471357
0.9831 High Similarity NPC471356
0.9752 High Similarity NPC116075
0.9752 High Similarity NPC247190
0.9752 High Similarity NPC32793
0.9752 High Similarity NPC146857
0.9752 High Similarity NPC469749
0.9746 High Similarity NPC469750
0.9746 High Similarity NPC250556
0.9672 High Similarity NPC329636
0.9593 High Similarity NPC194716
0.9576 High Similarity NPC27363
0.9516 High Similarity NPC329675
0.9516 High Similarity NPC59288
0.9508 High Similarity NPC93416
0.9504 High Similarity NPC276838
0.9504 High Similarity NPC125077
0.9504 High Similarity NPC329986
0.9504 High Similarity NPC140092
0.9504 High Similarity NPC232785
0.9504 High Similarity NPC188234
0.9426 High Similarity NPC253456
0.9426 High Similarity NPC159338
0.9426 High Similarity NPC16569
0.9421 High Similarity NPC311534
0.935 High Similarity NPC19124
0.935 High Similarity NPC42670
0.9344 High Similarity NPC91
0.9339 High Similarity NPC329784
0.9339 High Similarity NPC240070
0.9274 High Similarity NPC477709
0.9274 High Similarity NPC476221
0.9274 High Similarity NPC225385
0.9274 High Similarity NPC104585
0.9274 High Similarity NPC157817
0.9274 High Similarity NPC88668
0.9274 High Similarity NPC298783
0.9206 High Similarity NPC62172
0.9206 High Similarity NPC289700
0.9127 High Similarity NPC171619
0.912 High Similarity NPC142756
0.9068 High Similarity NPC244402
0.9068 High Similarity NPC471353
0.9068 High Similarity NPC196429
0.9068 High Similarity NPC309034
0.9068 High Similarity NPC34390
0.9068 High Similarity NPC474418
0.9068 High Similarity NPC471355
0.9068 High Similarity NPC77319
0.9068 High Similarity NPC142066
0.9068 High Similarity NPC87250
0.9068 High Similarity NPC84987
0.9068 High Similarity NPC471351
0.9068 High Similarity NPC99728
0.9068 High Similarity NPC27507
0.9068 High Similarity NPC471354
0.9068 High Similarity NPC50305
0.9068 High Similarity NPC158344
0.9068 High Similarity NPC157376
0.9068 High Similarity NPC473852
0.9068 High Similarity NPC243196
0.9062 High Similarity NPC75616
0.9 High Similarity NPC470312
0.8992 High Similarity NPC83287
0.8983 High Similarity NPC193382
0.8983 High Similarity NPC199428
0.8983 High Similarity NPC5311
0.8983 High Similarity NPC310341
0.8983 High Similarity NPC72772
0.8983 High Similarity NPC469794
0.8983 High Similarity NPC99620
0.896 High Similarity NPC173347
0.8908 High Similarity NPC152615
0.8908 High Similarity NPC93883
0.8898 High Similarity NPC84949
0.8898 High Similarity NPC69576
0.8898 High Similarity NPC31354
0.8898 High Similarity NPC471633
0.8843 High Similarity NPC475556
0.8843 High Similarity NPC475136
0.8843 High Similarity NPC475629
0.8843 High Similarity NPC474466
0.877 High Similarity NPC173555
0.877 High Similarity NPC314535
0.876 High Similarity NPC29639
0.876 High Similarity NPC32177
0.876 High Similarity NPC30483
0.876 High Similarity NPC44899
0.876 High Similarity NPC329905
0.876 High Similarity NPC469756
0.876 High Similarity NPC470897
0.876 High Similarity NPC292467
0.876 High Similarity NPC5883
0.876 High Similarity NPC55532
0.876 High Similarity NPC304260
0.876 High Similarity NPC236973
0.875 High Similarity NPC474483
0.875 High Similarity NPC290693
0.875 High Similarity NPC203862
0.874 High Similarity NPC155529
0.873 High Similarity NPC231529
0.8699 High Similarity NPC264336
0.8689 High Similarity NPC472004
0.8689 High Similarity NPC281840
0.8689 High Similarity NPC72260
0.8667 High Similarity NPC196931
0.864 High Similarity NPC47113
0.864 High Similarity NPC174367
0.8629 High Similarity NPC117445
0.8629 High Similarity NPC208193
0.8629 High Similarity NPC308262
0.8618 High Similarity NPC475590
0.8618 High Similarity NPC475219
0.8618 High Similarity NPC120390
0.8618 High Similarity NPC475419
0.8618 High Similarity NPC474908
0.8618 High Similarity NPC40749
0.8618 High Similarity NPC231518
0.8605 High Similarity NPC248703
0.8594 High Similarity NPC471855
0.8583 High Similarity NPC477580
0.8571 High Similarity NPC287423
0.8571 High Similarity NPC42399
0.8571 High Similarity NPC298841
0.856 High Similarity NPC318135
0.8548 High Similarity NPC28532
0.8548 High Similarity NPC474423
0.8548 High Similarity NPC193893
0.8548 High Similarity NPC74259
0.8548 High Similarity NPC115349
0.8538 High Similarity NPC158350
0.8537 High Similarity NPC476127
0.8537 High Similarity NPC476150
0.8525 High Similarity NPC239293
0.8525 High Similarity NPC218093
0.8512 High Similarity NPC138372
0.8512 High Similarity NPC471816
0.8512 High Similarity NPC106228
0.8504 High Similarity NPC473620
0.8504 High Similarity NPC245094
0.85 High Similarity NPC102619
0.848 Intermediate Similarity NPC41129
0.848 Intermediate Similarity NPC55602
0.8475 Intermediate Similarity NPC475030
0.8475 Intermediate Similarity NPC476759
0.8473 Intermediate Similarity NPC127656
0.8455 Intermediate Similarity NPC19028
0.8455 Intermediate Similarity NPC477071
0.8455 Intermediate Similarity NPC291820
0.8455 Intermediate Similarity NPC81222
0.8455 Intermediate Similarity NPC9674
0.8438 Intermediate Similarity NPC476966
0.8438 Intermediate Similarity NPC471407
0.843 Intermediate Similarity NPC178289
0.843 Intermediate Similarity NPC472274
0.8403 Intermediate Similarity NPC476766
0.84 Intermediate Similarity NPC269642
0.8387 Intermediate Similarity NPC107607
0.8374 Intermediate Similarity NPC45475
0.8359 Intermediate Similarity NPC114306
0.8359 Intermediate Similarity NPC477490
0.8347 Intermediate Similarity NPC260665
0.8346 Intermediate Similarity NPC290746
0.8346 Intermediate Similarity NPC79250
0.8333 Intermediate Similarity NPC471251
0.8333 Intermediate Similarity NPC272242
0.8333 Intermediate Similarity NPC472768
0.8333 Intermediate Similarity NPC473979
0.8321 Intermediate Similarity NPC471234
0.832 Intermediate Similarity NPC170084
0.832 Intermediate Similarity NPC202051
0.832 Intermediate Similarity NPC476204
0.8319 Intermediate Similarity NPC471250
0.8308 Intermediate Similarity NPC477195
0.8308 Intermediate Similarity NPC231240

  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 NPC6108 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
1.0 High Similarity NPD7319 Approved
0.9746 High Similarity NPD7507 Approved
0.8992 High Similarity NPD7328 Approved
0.8992 High Similarity NPD7327 Approved
0.8917 High Similarity NPD7516 Approved
0.877 High Similarity NPD8380 Approved
0.877 High Similarity NPD8379 Approved
0.877 High Similarity NPD8378 Approved
0.877 High Similarity NPD8335 Approved
0.877 High Similarity NPD8296 Approved
0.8689 High Similarity NPD8294 Approved
0.8689 High Similarity NPD8377 Approved
0.8618 High Similarity NPD8033 Approved
0.8359 Intermediate Similarity NPD7736 Approved
0.8235 Intermediate Similarity NPD6686 Approved
0.814 Intermediate Similarity NPD8293 Discontinued
0.811 Intermediate Similarity NPD6370 Approved
0.8049 Intermediate Similarity NPD8133 Approved
0.8031 Intermediate Similarity NPD7503 Approved
0.8 Intermediate Similarity NPD6412 Phase 2
0.7984 Intermediate Similarity NPD7492 Approved
0.7953 Intermediate Similarity NPD6054 Approved
0.7953 Intermediate Similarity NPD6059 Approved
0.7923 Intermediate Similarity NPD6616 Approved
0.7907 Intermediate Similarity NPD8328 Phase 3
0.7863 Intermediate Similarity NPD7078 Approved
0.7812 Intermediate Similarity NPD6319 Approved
0.7752 Intermediate Similarity NPD6015 Approved
0.7752 Intermediate Similarity NPD6016 Approved
0.7712 Intermediate Similarity NPD7638 Approved
0.7692 Intermediate Similarity NPD5988 Approved
0.768 Intermediate Similarity NPD6882 Approved
0.7647 Intermediate Similarity NPD7640 Approved
0.7647 Intermediate Similarity NPD7639 Approved
0.7578 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD7115 Discovery
0.7578 Intermediate Similarity NPD6009 Approved
0.754 Intermediate Similarity NPD8297 Approved
0.75 Intermediate Similarity NPD7320 Approved
0.7481 Intermediate Similarity NPD8515 Approved
0.7481 Intermediate Similarity NPD8513 Phase 3
0.7481 Intermediate Similarity NPD8516 Approved
0.7481 Intermediate Similarity NPD8517 Approved
0.748 Intermediate Similarity NPD4632 Approved
0.748 Intermediate Similarity NPD6402 Approved
0.748 Intermediate Similarity NPD5739 Approved
0.748 Intermediate Similarity NPD7128 Approved
0.748 Intermediate Similarity NPD6675 Approved
0.744 Intermediate Similarity NPD6372 Approved
0.744 Intermediate Similarity NPD6373 Approved
0.744 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD6033 Approved
0.736 Intermediate Similarity NPD6899 Approved
0.736 Intermediate Similarity NPD6881 Approved
0.736 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7323 Intermediate Similarity NPD6650 Approved
0.7323 Intermediate Similarity NPD6649 Approved
0.7302 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.728 Intermediate Similarity NPD5697 Approved
0.728 Intermediate Similarity NPD5701 Approved
0.7266 Intermediate Similarity NPD6053 Discontinued
0.7258 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD7290 Approved
0.7244 Intermediate Similarity NPD7102 Approved
0.7244 Intermediate Similarity NPD4634 Approved
0.7244 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD6883 Approved
0.72 Intermediate Similarity NPD6008 Approved
0.7188 Intermediate Similarity NPD6617 Approved
0.7188 Intermediate Similarity NPD6847 Approved
0.7188 Intermediate Similarity NPD8130 Phase 1
0.7188 Intermediate Similarity NPD6869 Approved
0.7165 Intermediate Similarity NPD6013 Approved
0.7165 Intermediate Similarity NPD6012 Approved
0.7165 Intermediate Similarity NPD6014 Approved
0.7143 Intermediate Similarity NPD7625 Phase 1
0.7111 Intermediate Similarity NPD6067 Discontinued
0.7111 Intermediate Similarity NPD7604 Phase 2
0.7097 Intermediate Similarity NPD7632 Discontinued
0.709 Intermediate Similarity NPD5983 Phase 2
0.7087 Intermediate Similarity NPD6011 Approved
0.7054 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD4755 Approved
0.7008 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD6336 Discontinued
0.6992 Remote Similarity NPD4225 Approved
0.696 Remote Similarity NPD5211 Phase 2
0.6935 Remote Similarity NPD5286 Approved
0.6935 Remote Similarity NPD4700 Approved
0.6935 Remote Similarity NPD5285 Approved
0.6935 Remote Similarity NPD4696 Approved
0.6911 Remote Similarity NPD6083 Phase 2
0.6911 Remote Similarity NPD6084 Phase 2
0.6875 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6871 Remote Similarity NPD7799 Discontinued
0.685 Remote Similarity NPD5141 Approved
0.6846 Remote Similarity NPD6371 Approved
0.6842 Remote Similarity NPD6274 Approved
0.6838 Remote Similarity NPD6921 Approved
0.6835 Remote Similarity NPD8074 Phase 3
0.6825 Remote Similarity NPD5225 Approved
0.6825 Remote Similarity NPD5224 Approved
0.6825 Remote Similarity NPD4633 Approved
0.6825 Remote Similarity NPD5226 Approved
0.6815 Remote Similarity NPD7101 Approved
0.6815 Remote Similarity NPD7100 Approved
0.6797 Remote Similarity NPD4768 Approved
0.6797 Remote Similarity NPD4767 Approved
0.6772 Remote Similarity NPD5174 Approved
0.6772 Remote Similarity NPD5175 Approved
0.675 Remote Similarity NPD5328 Approved
0.6746 Remote Similarity NPD5223 Approved
0.6741 Remote Similarity NPD6335 Approved
0.6721 Remote Similarity NPD4202 Approved
0.6715 Remote Similarity NPD6909 Approved
0.6715 Remote Similarity NPD6908 Approved
0.6694 Remote Similarity NPD46 Approved
0.6694 Remote Similarity NPD4697 Phase 3
0.6694 Remote Similarity NPD6698 Approved
0.6692 Remote Similarity NPD4730 Approved
0.6692 Remote Similarity NPD4729 Approved
0.669 Remote Similarity NPD5956 Approved
0.6667 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6317 Approved
0.6667 Remote Similarity NPD7748 Approved
0.6641 Remote Similarity NPD4754 Approved
0.664 Remote Similarity NPD7902 Approved
0.6639 Remote Similarity NPD7515 Phase 2
0.6639 Remote Similarity NPD8035 Phase 2
0.6639 Remote Similarity NPD6079 Approved
0.6639 Remote Similarity NPD8034 Phase 2
0.6618 Remote Similarity NPD6314 Approved
0.6618 Remote Similarity NPD6313 Approved
0.6613 Remote Similarity NPD5695 Phase 3
0.6613 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6597 Remote Similarity NPD8338 Approved
0.6594 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6591 Remote Similarity NPD5251 Approved
0.6591 Remote Similarity NPD5248 Approved
0.6591 Remote Similarity NPD5247 Approved
0.6591 Remote Similarity NPD5249 Phase 3
0.6591 Remote Similarity NPD5250 Approved
0.6587 Remote Similarity NPD5696 Approved
0.6585 Remote Similarity NPD8171 Discontinued
0.6585 Remote Similarity NPD6399 Phase 3
0.6565 Remote Similarity NPD5128 Approved
0.6555 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6549 Remote Similarity NPD8336 Approved
0.6549 Remote Similarity NPD8337 Approved
0.6529 Remote Similarity NPD6903 Approved
0.6525 Remote Similarity NPD8451 Approved
0.6504 Remote Similarity NPD7637 Suspended
0.6504 Remote Similarity NPD5693 Phase 1
0.65 Remote Similarity NPD7334 Approved
0.65 Remote Similarity NPD7521 Approved
0.65 Remote Similarity NPD6409 Approved
0.65 Remote Similarity NPD7642 Approved
0.65 Remote Similarity NPD6684 Approved
0.65 Remote Similarity NPD5330 Approved
0.65 Remote Similarity NPD7146 Approved
0.6486 Remote Similarity NPD6334 Approved
0.6486 Remote Similarity NPD6333 Approved
0.6484 Remote Similarity NPD5344 Discontinued
0.6479 Remote Similarity NPD8448 Approved
0.6475 Remote Similarity NPD4753 Phase 2
0.6458 Remote Similarity NPD8390 Approved
0.6458 Remote Similarity NPD8391 Approved
0.6458 Remote Similarity NPD8392 Approved
0.6429 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5221 Approved
0.6429 Remote Similarity NPD5222 Approved
0.6418 Remote Similarity NPD5216 Approved
0.6418 Remote Similarity NPD5215 Approved
0.6418 Remote Similarity NPD5217 Approved
0.6414 Remote Similarity NPD7260 Phase 2
0.64 Remote Similarity NPD7901 Clinical (unspecified phase)
0.64 Remote Similarity NPD7900 Approved
0.6383 Remote Similarity NPD7829 Approved
0.6383 Remote Similarity NPD7830 Approved
0.6378 Remote Similarity NPD5173 Approved
0.6371 Remote Similarity NPD7983 Approved
0.6371 Remote Similarity NPD6411 Approved
0.6364 Remote Similarity NPD3618 Phase 1
0.635 Remote Similarity NPD6868 Approved
0.6343 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6343 Remote Similarity NPD5169 Approved
0.6343 Remote Similarity NPD5135 Approved
0.6341 Remote Similarity NPD6904 Approved
0.6341 Remote Similarity NPD6080 Approved
0.6341 Remote Similarity NPD6051 Approved
0.6341 Remote Similarity NPD6673 Approved
0.6338 Remote Similarity NPD8341 Approved
0.6338 Remote Similarity NPD8340 Approved
0.6338 Remote Similarity NPD8342 Approved
0.6338 Remote Similarity NPD8299 Approved
0.6333 Remote Similarity NPD3666 Approved
0.6333 Remote Similarity NPD3665 Phase 1
0.6333 Remote Similarity NPD3133 Approved
0.6328 Remote Similarity NPD8029 Clinical (unspecified phase)

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data