Structure

Physi-Chem Properties

Molecular Weight:  942.52
Volume:  917.343
LogP:  1.529
LogD:  1.971
LogS:  -4.231
# Rotatable Bonds:  9
TPSA:  287.14
# H-Bond Aceptor:  18
# H-Bond Donor:  11
# Rings:  9
# Heavy Atoms:  18

MedChem Properties

QED Drug-Likeness Score:  0.104
Synthetic Accessibility Score:  7.699
Fsp3:  0.958
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:  -6.397
MDCK Permeability:  7.199892570497468e-05
Pgp-inhibitor:  0.289
Pgp-substrate:  0.819
Human Intestinal Absorption (HIA):  0.988
20% Bioavailability (F20%):  0.491
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.073
Plasma Protein Binding (PPB):  54.397117614746094%
Volume Distribution (VD):  0.219
Pgp-substrate:  11.32021713256836%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.866
CYP2C19-inhibitor:  0.0
CYP2C19-substrate:  0.28
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.002
CYP2D6-inhibitor:  0.0
CYP2D6-substrate:  0.046
CYP3A4-inhibitor:  0.226
CYP3A4-substrate:  0.031

ADMET: Excretion

Clearance (CL):  0.573
Half-life (T1/2):  0.848

ADMET: Toxicity

hERG Blockers:  0.24
Human Hepatotoxicity (H-HT):  0.282
Drug-inuced Liver Injury (DILI):  0.004
AMES Toxicity:  0.071
Rat Oral Acute Toxicity:  0.121
Maximum Recommended Daily Dose:  0.046
Skin Sensitization:  0.047
Carcinogencity:  0.022
Eye Corrosion:  0.003
Eye Irritation:  0.006
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: NPC110494

Natural Product ID:  NPC110494
Common Name*:   Buddlejasaponin Iv
IUPAC Name:   n.a.
Synonyms:   Buddlejasaponin IV
Standard InCHIKey:  IRJDRINEGANBIK-ARKKLDSOSA-N
Standard InCHI:  InChI=1S/C48H78O18/c1-22-30(53)37(65-39-35(58)33(56)31(54)23(18-49)62-39)38(66-40-36(59)34(57)32(55)24(19-50)63-40)41(61-22)64-29-10-11-43(4)25(44(29,5)20-51)8-12-45(6)26(43)9-13-48-27-16-42(2,3)14-15-47(27,21-60-48)28(52)17-46(45,48)7/h9,13,22-41,49-59H,8,10-12,14-21H2,1-7H3/t22-,23-,24-,25-,26-,27-,28+,29+,30+,31-,32-,33+,34+,35-,36-,37+,38-,39+,40+,41+,43+,44+,45-,46+,47-,48+/m1/s1
SMILES:  OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@@H]([C@@H]2O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3C=C[C@]34[C@@]2(C)C[C@@H]([C@@]2([C@H]4CC(C)(C)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL510087
PubChem CID:   153940
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0002049] Terpene glycosides
          • [CHEMONTID:0001580] Triterpene glycosides
            • [CHEMONTID:0002358] Triterpene 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
NPO11577 Buddleja officinalis Species Scrophulariaceae Eukaryota flowers bought from a drugstore in Beijing n.a. PMID[10514305]
NPO11577 Buddleja officinalis Species Scrophulariaceae Eukaryota flower buds n.a. n.a. PMID[14738377]
NPO33140 physospermum verticillatum Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[19467877]
NPO11577 Buddleja officinalis Species Scrophulariaceae Eukaryota flowers n.a. n.a. PMID[21524582]
NPO29401 Bupleurum chinense Species Apiaceae Eukaryota roots n.a. n.a. PMID[26259802]
NPO33074 heteromorpha trifoliata Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[7760072]
NPO29401 Bupleurum chinense Species Apiaceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO11577 Buddleja officinalis Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1484 Bupleurum scorzonerifolium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29401 Bupleurum chinense Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3107 Bupleurum falcatum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3107 Bupleurum falcatum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11577 Buddleja officinalis Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1484 Bupleurum scorzonerifolium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29401 Bupleurum chinense Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3107 Bupleurum falcatum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1484 Bupleurum scorzonerifolium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29401 Bupleurum chinense Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11577 Buddleja officinalis Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29401 Bupleurum chinense Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11577 Buddleja officinalis Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO3107 Bupleurum falcatum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1484 Bupleurum scorzonerifolium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1484 Bupleurum scorzonerifolium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11577 Buddleja officinalis Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29401 Bupleurum chinense Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3107 Bupleurum falcatum Species Apiaceae 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
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 4200.0 nM PMID[503799]
NPT492 Cell Line Caco-2 Homo sapiens IC50 = 40700.0 nM PMID[503799]
NPT2287 Cell Line COR-L23 Homo sapiens IC50 = 400.0 nM PMID[503799]
NPT81 Cell Line A549 Homo sapiens IC50 = 38300.0 nM PMID[503799]
NPT858 Cell Line LNCaP Homo sapiens IC50 > 50000.0 nM PMID[503799]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 50000.0 nM PMID[503799]
NPT2282 Cell Line C32 Homo sapiens IC50 = 26900.0 nM PMID[503799]
NPT1083 Cell Line A-375 Homo sapiens IC50 = 14600.0 nM PMID[503799]
NPT369 Cell Line ACHN Homo sapiens IC50 = 7900.0 nM PMID[503799]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 10600.0 nM PMID[503799]
NPT32 Organism Mus musculus Mus musculus Inhibition = 89.0 % PMID[503798]
NPT32 Organism Mus musculus Mus musculus Inhibition = 23.0 % PMID[503798]
NPT32 Organism Mus musculus Mus musculus Inhibition = 59.0 % PMID[503798]
NPT32 Organism Mus musculus Mus musculus Inhibition = 48.0 % PMID[503798]
NPT32 Organism Mus musculus Mus musculus Activity = 14.0 % PMID[503798]
NPT27 Others Unspecified IC50 > 50000.0 nM PMID[503799]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 50000.0 nM PMID[503799]

☑ 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 NPC110494 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 NPC157474
0.9903 High Similarity NPC476305
0.9804 High Similarity NPC221110
0.9804 High Similarity NPC180459
0.9804 High Similarity NPC285253
0.9804 High Similarity NPC195116
0.9706 High Similarity NPC38376
0.9706 High Similarity NPC80210
0.9434 High Similarity NPC44298
0.9434 High Similarity NPC40133
0.9434 High Similarity NPC290608
0.9434 High Similarity NPC49413
0.9434 High Similarity NPC473128
0.9417 High Similarity NPC281939
0.934 High Similarity NPC473125
0.9223 High Similarity NPC473127
0.9223 High Similarity NPC203354
0.9223 High Similarity NPC110656
0.9126 High Similarity NPC473123
0.9126 High Similarity NPC473124
0.9029 High Similarity NPC30289
0.9029 High Similarity NPC256133
0.9029 High Similarity NPC213674
0.9029 High Similarity NPC76497
0.8942 High Similarity NPC123796
0.8942 High Similarity NPC162354
0.8932 High Similarity NPC117714
0.8932 High Similarity NPC263756
0.8889 High Similarity NPC472715
0.8879 High Similarity NPC473318
0.8879 High Similarity NPC14630
0.8879 High Similarity NPC250089
0.8879 High Similarity NPC28844
0.8879 High Similarity NPC157530
0.8879 High Similarity NPC473328
0.8857 High Similarity NPC230948
0.8857 High Similarity NPC471435
0.8857 High Similarity NPC473734
0.8857 High Similarity NPC148603
0.8857 High Similarity NPC471434
0.8829 High Similarity NPC476690
0.8829 High Similarity NPC100048
0.8829 High Similarity NPC20979
0.8807 High Similarity NPC472716
0.8796 High Similarity NPC170974
0.8796 High Similarity NPC472717
0.8796 High Similarity NPC65155
0.8796 High Similarity NPC191439
0.8796 High Similarity NPC103627
0.8785 High Similarity NPC472896
0.8785 High Similarity NPC220427
0.8785 High Similarity NPC472897
0.8774 High Similarity NPC208594
0.8774 High Similarity NPC152584
0.8774 High Similarity NPC269627
0.8774 High Similarity NPC160816
0.8774 High Similarity NPC138057
0.8774 High Similarity NPC194842
0.8774 High Similarity NPC208477
0.8774 High Similarity NPC69737
0.8774 High Similarity NPC173859
0.8774 High Similarity NPC470512
0.8774 High Similarity NPC127801
0.8761 High Similarity NPC473130
0.875 High Similarity NPC10366
0.8716 High Similarity NPC473021
0.8716 High Similarity NPC472987
0.8692 High Similarity NPC208650
0.8692 High Similarity NPC14946
0.8692 High Similarity NPC190395
0.8692 High Similarity NPC257964
0.8692 High Similarity NPC78034
0.8692 High Similarity NPC231340
0.8692 High Similarity NPC33053
0.8692 High Similarity NPC63368
0.8692 High Similarity NPC181467
0.8673 High Similarity NPC470914
0.8636 High Similarity NPC231797
0.8611 High Similarity NPC6931
0.8611 High Similarity NPC126147
0.8611 High Similarity NPC180183
0.8611 High Similarity NPC235824
0.8611 High Similarity NPC246124
0.8611 High Similarity NPC159005
0.8598 High Similarity NPC309448
0.8596 High Similarity NPC135369
0.8585 High Similarity NPC120123
0.8585 High Similarity NPC157659
0.8585 High Similarity NPC155010
0.8585 High Similarity NPC189852
0.8585 High Similarity NPC211879
0.8585 High Similarity NPC114874
0.8585 High Similarity NPC16520
0.8585 High Similarity NPC473020
0.8585 High Similarity NPC131479
0.8585 High Similarity NPC8039
0.8585 High Similarity NPC31907
0.8585 High Similarity NPC472252
0.8585 High Similarity NPC245280
0.8585 High Similarity NPC286969
0.8584 High Similarity NPC470515
0.8584 High Similarity NPC471548
0.8559 High Similarity NPC469347
0.8559 High Similarity NPC469348
0.8559 High Similarity NPC45606
0.8559 High Similarity NPC220838
0.8545 High Similarity NPC65034
0.8545 High Similarity NPC208189
0.8532 High Similarity NPC472901
0.8532 High Similarity NPC302057
0.8509 High Similarity NPC470517
0.8509 High Similarity NPC470911
0.8509 High Similarity NPC470915
0.8505 High Similarity NPC109792
0.8505 High Similarity NPC470885
0.8505 High Similarity NPC221562
0.8505 High Similarity NPC165033
0.8505 High Similarity NPC57065
0.8505 High Similarity NPC273879
0.8505 High Similarity NPC93352
0.8505 High Similarity NPC54521
0.8505 High Similarity NPC187400
0.8505 High Similarity NPC173583
0.8496 Intermediate Similarity NPC473405
0.8491 Intermediate Similarity NPC159036
0.8491 Intermediate Similarity NPC312553
0.8491 Intermediate Similarity NPC288694
0.8482 Intermediate Similarity NPC11548
0.8476 Intermediate Similarity NPC64348
0.8476 Intermediate Similarity NPC473790
0.8468 Intermediate Similarity NPC473567
0.8468 Intermediate Similarity NPC216595
0.8468 Intermediate Similarity NPC42171
0.8468 Intermediate Similarity NPC112274
0.8468 Intermediate Similarity NPC475354
0.8462 Intermediate Similarity NPC240372
0.8426 Intermediate Similarity NPC472898
0.8426 Intermediate Similarity NPC472900
0.8426 Intermediate Similarity NPC472899
0.8421 Intermediate Similarity NPC475899
0.8417 Intermediate Similarity NPC222951
0.8417 Intermediate Similarity NPC43589
0.8417 Intermediate Similarity NPC311178
0.8417 Intermediate Similarity NPC300655
0.8411 Intermediate Similarity NPC213190
0.8411 Intermediate Similarity NPC99627
0.8411 Intermediate Similarity NPC473129
0.8411 Intermediate Similarity NPC16573
0.8407 Intermediate Similarity NPC477030
0.8407 Intermediate Similarity NPC477029
0.8407 Intermediate Similarity NPC146652
0.8396 Intermediate Similarity NPC4831
0.8396 Intermediate Similarity NPC285231
0.8396 Intermediate Similarity NPC129372
0.8396 Intermediate Similarity NPC160734
0.8396 Intermediate Similarity NPC472023
0.8396 Intermediate Similarity NPC21568
0.8396 Intermediate Similarity NPC309425
0.8396 Intermediate Similarity NPC47566
0.8396 Intermediate Similarity NPC88000
0.8393 Intermediate Similarity NPC51154
0.8393 Intermediate Similarity NPC476671
0.8393 Intermediate Similarity NPC476693
0.8393 Intermediate Similarity NPC307642
0.839 Intermediate Similarity NPC297950
0.8378 Intermediate Similarity NPC197231
0.8378 Intermediate Similarity NPC13190
0.8378 Intermediate Similarity NPC65167
0.8365 Intermediate Similarity NPC90583
0.8362 Intermediate Similarity NPC475419
0.8362 Intermediate Similarity NPC474908
0.8362 Intermediate Similarity NPC120390
0.8362 Intermediate Similarity NPC475590
0.835 Intermediate Similarity NPC305160
0.8348 Intermediate Similarity NPC477464
0.8347 Intermediate Similarity NPC475444
0.8347 Intermediate Similarity NPC196874
0.8347 Intermediate Similarity NPC473679
0.8347 Intermediate Similarity NPC233223
0.8347 Intermediate Similarity NPC322904
0.8347 Intermediate Similarity NPC319719
0.8347 Intermediate Similarity NPC183816
0.8347 Intermediate Similarity NPC475177
0.8347 Intermediate Similarity NPC324933
0.8333 Intermediate Similarity NPC471547
0.8333 Intermediate Similarity NPC289361
0.8333 Intermediate Similarity NPC476361
0.8333 Intermediate Similarity NPC475365
0.8333 Intermediate Similarity NPC75608
0.8333 Intermediate Similarity NPC476360
0.8319 Intermediate Similarity NPC477810
0.8318 Intermediate Similarity NPC37207
0.8318 Intermediate Similarity NPC136816
0.8318 Intermediate Similarity NPC272015
0.8304 Intermediate Similarity NPC109079
0.8304 Intermediate Similarity NPC10320
0.8304 Intermediate Similarity NPC475312
0.8304 Intermediate Similarity NPC101744
0.8304 Intermediate Similarity NPC471383
0.8304 Intermediate Similarity NPC104400

  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 NPC110494 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
0.8276 Intermediate Similarity NPD8377 Approved
0.8276 Intermediate Similarity NPD8294 Approved
0.8205 Intermediate Similarity NPD8380 Approved
0.8205 Intermediate Similarity NPD8379 Approved
0.8205 Intermediate Similarity NPD8296 Approved
0.8205 Intermediate Similarity NPD8335 Approved
0.8205 Intermediate Similarity NPD8378 Approved
0.8051 Intermediate Similarity NPD8033 Approved
0.7949 Intermediate Similarity NPD7327 Approved
0.7949 Intermediate Similarity NPD7328 Approved
0.7913 Intermediate Similarity NPD8133 Approved
0.7881 Intermediate Similarity NPD7516 Approved
0.775 Intermediate Similarity NPD7503 Approved
0.748 Intermediate Similarity NPD8328 Phase 3
0.7459 Intermediate Similarity NPD8513 Phase 3
0.7459 Intermediate Similarity NPD8517 Approved
0.7459 Intermediate Similarity NPD8516 Approved
0.7459 Intermediate Similarity NPD8515 Approved
0.7407 Intermediate Similarity NPD8171 Discontinued
0.736 Intermediate Similarity NPD7507 Approved
0.7328 Intermediate Similarity NPD6686 Approved
0.7273 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7265 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD7319 Approved
0.7094 Intermediate Similarity NPD6412 Phase 2
0.7 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.699 Remote Similarity NPD7645 Phase 2
0.6846 Remote Similarity NPD7736 Approved
0.6842 Remote Similarity NPD8450 Suspended
0.6783 Remote Similarity NPD7638 Approved
0.678 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6767 Remote Similarity NPD8449 Approved
0.6724 Remote Similarity NPD7639 Approved
0.6724 Remote Similarity NPD7640 Approved
0.6719 Remote Similarity NPD6370 Approved
0.6694 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6612 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6604 Remote Similarity NPD7525 Registered
0.6562 Remote Similarity NPD6054 Approved
0.6525 Remote Similarity NPD5344 Discontinued
0.6515 Remote Similarity NPD8074 Phase 3
0.6515 Remote Similarity NPD8293 Discontinued
0.6504 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6503 Remote Similarity NPD7625 Phase 1
0.6496 Remote Similarity NPD4225 Approved
0.6457 Remote Similarity NPD7115 Discovery
0.6435 Remote Similarity NPD7748 Approved
0.6434 Remote Similarity NPD6059 Approved
0.641 Remote Similarity NPD7902 Approved
0.6385 Remote Similarity NPD6016 Approved
0.6385 Remote Similarity NPD6015 Approved
0.6364 Remote Similarity NPD7492 Approved
0.6356 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6339 Remote Similarity NPD7524 Approved
0.6336 Remote Similarity NPD5988 Approved
0.6316 Remote Similarity NPD6616 Approved
0.6296 Remote Similarity NPD6928 Phase 2
0.6288 Remote Similarity NPD6067 Discontinued
0.627 Remote Similarity NPD6882 Approved
0.627 Remote Similarity NPD8297 Approved
0.6269 Remote Similarity NPD7078 Approved
0.6261 Remote Similarity NPD7515 Phase 2
0.626 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6216 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6202 Remote Similarity NPD6009 Approved
0.6198 Remote Similarity NPD7632 Discontinued
0.619 Remote Similarity NPD1810 Approved
0.619 Remote Similarity NPD1811 Approved
0.6183 Remote Similarity NPD6319 Approved
0.6167 Remote Similarity NPD6648 Approved
0.6154 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6154 Remote Similarity NPD7900 Approved
0.6136 Remote Similarity NPD6921 Approved
0.6126 Remote Similarity NPD6695 Phase 3
0.6116 Remote Similarity NPD4159 Approved
0.6094 Remote Similarity NPD4632 Approved
0.609 Remote Similarity NPD5125 Phase 3
0.609 Remote Similarity NPD5126 Approved
0.6053 Remote Similarity NPD7750 Discontinued
0.6053 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6034 Remote Similarity NPD7838 Discovery
0.6034 Remote Similarity NPD3168 Discontinued
0.5985 Remote Similarity NPD6033 Approved
0.5983 Remote Similarity NPD8035 Phase 2
0.5983 Remote Similarity NPD8034 Phase 2
0.5981 Remote Similarity NPD7339 Approved
0.5981 Remote Similarity NPD6942 Approved
0.5952 Remote Similarity NPD6881 Approved
0.5952 Remote Similarity NPD6899 Approved
0.5948 Remote Similarity NPD6051 Approved
0.5938 Remote Similarity NPD6649 Approved
0.5938 Remote Similarity NPD8130 Phase 1
0.5938 Remote Similarity NPD6650 Approved
0.5929 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5926 Remote Similarity NPD3701 Clinical (unspecified phase)
0.592 Remote Similarity NPD7128 Approved
0.592 Remote Similarity NPD6402 Approved
0.592 Remote Similarity NPD5739 Approved
0.592 Remote Similarity NPD6675 Approved
0.5912 Remote Similarity NPD8448 Approved
0.5906 Remote Similarity NPD6372 Approved
0.5906 Remote Similarity NPD6373 Approved
0.5905 Remote Similarity NPD2687 Approved
0.5905 Remote Similarity NPD2686 Approved
0.5905 Remote Similarity NPD2254 Approved
0.5899 Remote Similarity NPD8392 Approved
0.5899 Remote Similarity NPD8390 Approved
0.5899 Remote Similarity NPD8391 Approved
0.5897 Remote Similarity NPD6698 Approved
0.5897 Remote Similarity NPD46 Approved
0.5891 Remote Similarity NPD6430 Approved
0.5891 Remote Similarity NPD6429 Approved
0.5873 Remote Similarity NPD5697 Approved
0.5859 Remote Similarity NPD6883 Approved
0.5859 Remote Similarity NPD7102 Approved
0.5859 Remote Similarity NPD7290 Approved
0.5859 Remote Similarity NPD4634 Approved
0.5856 Remote Similarity NPD6930 Phase 2
0.5856 Remote Similarity NPD7332 Phase 2
0.5856 Remote Similarity NPD7514 Phase 3
0.5856 Remote Similarity NPD6931 Approved
0.5841 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5841 Remote Similarity NPD3669 Approved
0.5839 Remote Similarity NPD8451 Approved
0.5833 Remote Similarity NPD8264 Approved
0.5827 Remote Similarity NPD7320 Approved
0.5814 Remote Similarity NPD6869 Approved
0.5814 Remote Similarity NPD6617 Approved
0.5814 Remote Similarity NPD6847 Approved
0.581 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5809 Remote Similarity NPD7604 Phase 2
0.5806 Remote Similarity NPD5211 Phase 2
0.5798 Remote Similarity NPD6399 Phase 3
0.5781 Remote Similarity NPD6014 Approved
0.5781 Remote Similarity NPD6013 Approved
0.5781 Remote Similarity NPD6012 Approved
0.578 Remote Similarity NPD6933 Approved
0.5778 Remote Similarity NPD5983 Phase 2
0.5772 Remote Similarity NPD5285 Approved
0.5772 Remote Similarity NPD5286 Approved
0.5772 Remote Similarity NPD4696 Approved
0.5772 Remote Similarity NPD6674 Discontinued
0.5766 Remote Similarity NPD6929 Approved
0.5763 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5755 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5748 Remote Similarity NPD5701 Approved
0.5739 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5738 Remote Similarity NPD4755 Approved
0.5727 Remote Similarity NPD6932 Approved
0.5725 Remote Similarity NPD6336 Discontinued
0.5714 Remote Similarity NPD5141 Approved
0.5714 Remote Similarity NPD7087 Discontinued
0.5714 Remote Similarity NPD6079 Approved
0.5714 Remote Similarity NPD7637 Suspended
0.5704 Remote Similarity NPD7741 Discontinued
0.5703 Remote Similarity NPD6011 Approved
0.5702 Remote Similarity NPD7991 Discontinued
0.5697 Remote Similarity NPD7799 Discontinued
0.5693 Remote Similarity NPD7829 Approved
0.5693 Remote Similarity NPD7830 Approved
0.569 Remote Similarity NPD3618 Phase 1
0.568 Remote Similarity NPD5225 Approved
0.568 Remote Similarity NPD5224 Approved
0.568 Remote Similarity NPD5226 Approved
0.568 Remote Similarity NPD4633 Approved
0.5678 Remote Similarity NPD5328 Approved
0.5676 Remote Similarity NPD7145 Approved
0.5674 Remote Similarity NPD5956 Approved
0.5669 Remote Similarity NPD5357 Phase 1
0.5669 Remote Similarity NPD6008 Approved
0.5669 Remote Similarity NPD6640 Phase 3
0.5667 Remote Similarity NPD4202 Approved
0.5664 Remote Similarity NPD6902 Approved
0.5663 Remote Similarity NPD8470 Clinical (unspecified phase)
0.5662 Remote Similarity NPD8444 Approved
0.5652 Remote Similarity NPD8341 Approved
0.5652 Remote Similarity NPD4786 Approved
0.5652 Remote Similarity NPD8299 Approved
0.5652 Remote Similarity NPD8340 Approved
0.5652 Remote Similarity NPD8342 Approved
0.5649 Remote Similarity NPD6053 Discontinued
0.5645 Remote Similarity NPD4700 Approved
0.5635 Remote Similarity NPD5175 Approved
0.5635 Remote Similarity NPD5174 Approved
0.5625 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5614 Remote Similarity NPD3667 Approved
0.561 Remote Similarity NPD6084 Phase 2
0.561 Remote Similarity NPD6083 Phase 2
0.5603 Remote Similarity NPD6893 Approved
0.56 Remote Similarity NPD5223 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