Structure

Physi-Chem Properties

Molecular Weight:  578.25
Volume:  589.289
LogP:  4.36
LogD:  3.374
LogS:  -4.55
# Rotatable Bonds:  9
TPSA:  128.59
# H-Bond Aceptor:  9
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.298
Synthetic Accessibility Score:  5.832
Fsp3:  0.485
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.055
MDCK Permeability:  3.0514524041791447e-05
Pgp-inhibitor:  0.999
Pgp-substrate:  0.639
Human Intestinal Absorption (HIA):  0.014
20% Bioavailability (F20%):  0.901
30% Bioavailability (F30%):  0.972

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.727
Plasma Protein Binding (PPB):  96.77364349365234%
Volume Distribution (VD):  1.586
Pgp-substrate:  5.745872974395752%

ADMET: Metabolism

CYP1A2-inhibitor:  0.171
CYP1A2-substrate:  0.057
CYP2C19-inhibitor:  0.085
CYP2C19-substrate:  0.098
CYP2C9-inhibitor:  0.91
CYP2C9-substrate:  0.449
CYP2D6-inhibitor:  0.247
CYP2D6-substrate:  0.092
CYP3A4-inhibitor:  0.844
CYP3A4-substrate:  0.594

ADMET: Excretion

Clearance (CL):  8.592
Half-life (T1/2):  0.459

ADMET: Toxicity

hERG Blockers:  0.324
Human Hepatotoxicity (H-HT):  0.631
Drug-inuced Liver Injury (DILI):  0.962
AMES Toxicity:  0.009
Rat Oral Acute Toxicity:  0.005
Maximum Recommended Daily Dose:  0.515
Skin Sensitization:  0.49
Carcinogencity:  0.132
Eye Corrosion:  0.004
Eye Irritation:  0.048
Respiratory Toxicity:  0.532

Download Data

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

  Natural Product: NPC469348

Natural Product ID:  NPC469348
Common Name*:   HUBNBJFMVUTHNC-KUYDPMQHSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  HUBNBJFMVUTHNC-KUYDPMQHSA-N
Standard InCHI:  InChI=1S/C45H72O17/c1-19-9-14-44(55-18-19)22(4)45(54)29(62-44)16-27-25-8-7-23-15-24(10-12-42(23,5)26(25)11-13-43(27,45)6)58-41-38(61-40-35(52)33(50)31(48)21(3)57-40)36(53)37(28(17-46)59-41)60-39-34(51)32(49)30(47)20(2)56-39/h15,19-22,24-41,46-54H,7-14,16-18H2,1-6H3/t19-,20+,21+,22-,24+,25-,26+,27+,28-,29+,30+,31+,32-,33-,34-,35-,36+,37-,38-,39+,40+,41-,42+,43+,44-,45-/m1/s1
SMILES:  CC1CCC2(C(C3(C(O2)CC4C3(CCC5C4CCC6=CC(CCC56C)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)O)C)OC1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1076251
PubChem CID:   46879595
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001013] Steroidal glycosides
          • [CHEMONTID:0002364] Steroidal saponins

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO12084 Dioscorea bulbifera Species Dioscoreaceae Eukaryota rhizomes n.a. n.a. PMID[19842682]
NPO12084 Dioscorea bulbifera Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12084 Dioscorea bulbifera Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12084 Dioscorea bulbifera Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12084 Dioscorea bulbifera Species Dioscoreaceae 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
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 = 4850.0 nM PMID[508000]
NPT181 Cell Line Bel-7402 Homo sapiens Activity = 92.6 % PMID[508000]

☑ 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 NPC469348 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 NPC469347
0.9528 High Similarity NPC42171
0.9434 High Similarity NPC477028
0.9434 High Similarity NPC477032
0.9434 High Similarity NPC124677
0.9358 High Similarity NPC20979
0.9352 High Similarity NPC11548
0.9273 High Similarity NPC10366
0.9266 High Similarity NPC477030
0.9266 High Similarity NPC477029
0.9252 High Similarity NPC13193
0.9245 High Similarity NPC42482
0.9245 High Similarity NPC171073
0.9245 High Similarity NPC150372
0.9245 High Similarity NPC218571
0.9245 High Similarity NPC40440
0.9245 High Similarity NPC475333
0.9245 High Similarity NPC208383
0.9245 High Similarity NPC248746
0.9245 High Similarity NPC84956
0.9245 High Similarity NPC244086
0.9245 High Similarity NPC300557
0.9245 High Similarity NPC470433
0.9245 High Similarity NPC22779
0.9245 High Similarity NPC475550
0.9245 High Similarity NPC224098
0.9245 High Similarity NPC73243
0.9245 High Similarity NPC102016
0.9245 High Similarity NPC249265
0.9245 High Similarity NPC194207
0.9245 High Similarity NPC477809
0.9245 High Similarity NPC95051
0.9245 High Similarity NPC46190
0.9245 High Similarity NPC232054
0.9245 High Similarity NPC309278
0.9245 High Similarity NPC6806
0.9182 High Similarity NPC476690
0.9182 High Similarity NPC100048
0.9174 High Similarity NPC32707
0.9174 High Similarity NPC167183
0.9167 High Similarity NPC254255
0.9167 High Similarity NPC112274
0.9159 High Similarity NPC141433
0.9159 High Similarity NPC477811
0.9159 High Similarity NPC23808
0.9159 High Similarity NPC222202
0.9159 High Similarity NPC269297
0.9159 High Similarity NPC224314
0.9159 High Similarity NPC87998
0.9151 High Similarity NPC98696
0.9091 High Similarity NPC477031
0.9083 High Similarity NPC79900
0.9083 High Similarity NPC51154
0.9074 High Similarity NPC475247
0.9074 High Similarity NPC294129
0.9074 High Similarity NPC197231
0.9074 High Similarity NPC13190
0.9074 High Similarity NPC476547
0.9065 High Similarity NPC250089
0.9065 High Similarity NPC157530
0.9065 High Similarity NPC14630
0.9057 High Similarity NPC230507
0.9057 High Similarity NPC94272
0.9057 High Similarity NPC14704
0.9057 High Similarity NPC113044
0.9057 High Similarity NPC283829
0.9057 High Similarity NPC470432
0.9057 High Similarity NPC305423
0.9057 High Similarity NPC161676
0.9018 High Similarity NPC229962
0.9018 High Similarity NPC195560
0.9 High Similarity NPC477810
0.8991 High Similarity NPC244431
0.8991 High Similarity NPC210569
0.8991 High Similarity NPC32361
0.8991 High Similarity NPC263359
0.8991 High Similarity NPC31896
0.8991 High Similarity NPC19888
0.8981 High Similarity NPC247037
0.8972 High Similarity NPC51172
0.8972 High Similarity NPC125324
0.8972 High Similarity NPC49032
0.8962 High Similarity NPC181845
0.8962 High Similarity NPC26798
0.8962 High Similarity NPC474569
0.8947 High Similarity NPC43842
0.8938 High Similarity NPC207243
0.8938 High Similarity NPC50689
0.8938 High Similarity NPC233391
0.8938 High Similarity NPC198325
0.8919 High Similarity NPC148965
0.8909 High Similarity NPC307642
0.8889 High Similarity NPC70204
0.8889 High Similarity NPC477026
0.8889 High Similarity NPC475670
0.8889 High Similarity NPC477027
0.8889 High Similarity NPC306131
0.8889 High Similarity NPC151134
0.887 High Similarity NPC202261
0.887 High Similarity NPC295133
0.887 High Similarity NPC257207
0.887 High Similarity NPC106589
0.885 High Similarity NPC476085
0.885 High Similarity NPC473633
0.8829 High Similarity NPC477808
0.8818 High Similarity NPC473567
0.8818 High Similarity NPC216595
0.8818 High Similarity NPC308140
0.8807 High Similarity NPC103627
0.8807 High Similarity NPC170974
0.8807 High Similarity NPC470867
0.8807 High Similarity NPC191439
0.8796 High Similarity NPC476538
0.8796 High Similarity NPC476539
0.8796 High Similarity NPC476540
0.8796 High Similarity NPC476541
0.8796 High Similarity NPC220427
0.8785 High Similarity NPC309448
0.8783 High Similarity NPC74259
0.8783 High Similarity NPC474423
0.8762 High Similarity NPC21568
0.8762 High Similarity NPC285231
0.8761 High Similarity NPC160888
0.8761 High Similarity NPC475403
0.875 High Similarity NPC63609
0.8739 High Similarity NPC476671
0.8739 High Similarity NPC476693
0.8739 High Similarity NPC476546
0.8727 High Similarity NPC470748
0.8716 High Similarity NPC476835
0.8716 High Similarity NPC302057
0.8716 High Similarity NPC473328
0.8716 High Similarity NPC473318
0.8716 High Similarity NPC28844
0.8707 High Similarity NPC117445
0.8707 High Similarity NPC208193
0.8707 High Similarity NPC308262
0.8704 High Similarity NPC54619
0.8704 High Similarity NPC63368
0.8704 High Similarity NPC190395
0.8704 High Similarity NPC33053
0.8704 High Similarity NPC14946
0.8704 High Similarity NPC208650
0.8704 High Similarity NPC226642
0.8696 High Similarity NPC475419
0.8696 High Similarity NPC475590
0.8696 High Similarity NPC474908
0.8696 High Similarity NPC120390
0.8692 High Similarity NPC93352
0.8673 High Similarity NPC477807
0.8661 High Similarity NPC208832
0.8649 High Similarity NPC476305
0.8649 High Similarity NPC231797
0.8636 High Similarity NPC65155
0.8624 High Similarity NPC246124
0.8624 High Similarity NPC159005
0.8624 High Similarity NPC6931
0.8624 High Similarity NPC180183
0.8611 High Similarity NPC69737
0.8611 High Similarity NPC473923
0.8611 High Similarity NPC473476
0.8611 High Similarity NPC269627
0.8611 High Similarity NPC208477
0.8611 High Similarity NPC127801
0.8611 High Similarity NPC242748
0.8611 High Similarity NPC208594
0.8611 High Similarity NPC160816
0.8611 High Similarity NPC194842
0.8611 High Similarity NPC152584
0.8609 High Similarity NPC72260
0.8584 High Similarity NPC146652
0.8559 High Similarity NPC208189
0.8559 High Similarity NPC472987
0.8559 High Similarity NPC65034
0.8559 High Similarity NPC473021
0.8559 High Similarity NPC157474
0.8559 High Similarity NPC110494
0.8545 High Similarity NPC128133
0.8534 High Similarity NPC314535
0.8534 High Similarity NPC173555
0.8532 High Similarity NPC231340
0.8532 High Similarity NPC181467
0.8532 High Similarity NPC281939
0.8522 High Similarity NPC470897
0.8522 High Similarity NPC236973
0.8522 High Similarity NPC32177
0.8522 High Similarity NPC292467
0.8522 High Similarity NPC55532
0.8522 High Similarity NPC469756
0.8522 High Similarity NPC30483
0.8519 High Similarity NPC221562
0.8519 High Similarity NPC470885
0.8519 High Similarity NPC187400
0.8505 High Similarity NPC272015
0.8491 Intermediate Similarity NPC469942
0.8482 Intermediate Similarity NPC472716
0.8462 Intermediate Similarity NPC193893
0.8462 Intermediate Similarity NPC264336
0.8455 Intermediate Similarity NPC295980
0.8448 Intermediate Similarity NPC475556

  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 NPC469348 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
0.8609 High Similarity NPD8377 Approved
0.8609 High Similarity NPD8294 Approved
0.8534 High Similarity NPD8335 Approved
0.8534 High Similarity NPD8296 Approved
0.8534 High Similarity NPD8380 Approved
0.8534 High Similarity NPD8378 Approved
0.8534 High Similarity NPD8379 Approved
0.8376 Intermediate Similarity NPD8033 Approved
0.812 Intermediate Similarity NPD7327 Approved
0.812 Intermediate Similarity NPD7328 Approved
0.8067 Intermediate Similarity NPD7503 Approved
0.8051 Intermediate Similarity NPD7516 Approved
0.7931 Intermediate Similarity NPD8133 Approved
0.7757 Intermediate Similarity NPD8171 Discontinued
0.7719 Intermediate Similarity NPD6412 Phase 2
0.7661 Intermediate Similarity NPD7507 Approved
0.7656 Intermediate Similarity NPD8450 Suspended
0.7578 Intermediate Similarity NPD8449 Approved
0.748 Intermediate Similarity NPD7319 Approved
0.735 Intermediate Similarity NPD6686 Approved
0.7143 Intermediate Similarity NPD6370 Approved
0.7132 Intermediate Similarity NPD7736 Approved
0.7094 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD8517 Approved
0.7063 Intermediate Similarity NPD8516 Approved
0.7063 Intermediate Similarity NPD8515 Approved
0.7054 Intermediate Similarity NPD8293 Discontinued
0.7025 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.6984 Remote Similarity NPD6054 Approved
0.6984 Remote Similarity NPD6059 Approved
0.6929 Remote Similarity NPD8513 Phase 3
0.686 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6822 Remote Similarity NPD8328 Phase 3
0.6818 Remote Similarity NPD7524 Approved
0.6797 Remote Similarity NPD6016 Approved
0.6797 Remote Similarity NPD6015 Approved
0.6769 Remote Similarity NPD7492 Approved
0.6761 Remote Similarity NPD7625 Phase 1
0.6744 Remote Similarity NPD5988 Approved
0.6718 Remote Similarity NPD6616 Approved
0.6697 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6696 Remote Similarity NPD6051 Approved
0.6692 Remote Similarity NPD6067 Discontinued
0.6667 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7078 Approved
0.6667 Remote Similarity NPD7638 Approved
0.6636 Remote Similarity NPD6928 Phase 2
0.6614 Remote Similarity NPD8295 Clinical (unspecified phase)
0.661 Remote Similarity NPD7640 Approved
0.661 Remote Similarity NPD7639 Approved
0.6606 Remote Similarity NPD6695 Phase 3
0.6518 Remote Similarity NPD7750 Discontinued
0.6493 Remote Similarity NPD6033 Approved
0.6481 Remote Similarity NPD7525 Registered
0.6462 Remote Similarity NPD6319 Approved
0.6429 Remote Similarity NPD6053 Discontinued
0.6429 Remote Similarity NPD8297 Approved
0.6429 Remote Similarity NPD6882 Approved
0.6415 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6397 Remote Similarity NPD5956 Approved
0.6357 Remote Similarity NPD7115 Discovery
0.6357 Remote Similarity NPD6009 Approved
0.6346 Remote Similarity NPD4243 Approved
0.633 Remote Similarity NPD6930 Phase 2
0.633 Remote Similarity NPD6931 Approved
0.6321 Remote Similarity NPD6942 Approved
0.6321 Remote Similarity NPD7339 Approved
0.6303 Remote Similarity NPD6083 Phase 2
0.6303 Remote Similarity NPD6084 Phase 2
0.6281 Remote Similarity NPD4159 Approved
0.6262 Remote Similarity NPD6933 Approved
0.625 Remote Similarity NPD4632 Approved
0.625 Remote Similarity NPD8029 Clinical (unspecified phase)
0.624 Remote Similarity NPD7320 Approved
0.6239 Remote Similarity NPD6929 Approved
0.6239 Remote Similarity NPD7645 Phase 2
0.6226 Remote Similarity NPD4784 Approved
0.6226 Remote Similarity NPD4785 Approved
0.621 Remote Similarity NPD6402 Approved
0.621 Remote Similarity NPD6675 Approved
0.621 Remote Similarity NPD5739 Approved
0.621 Remote Similarity NPD7128 Approved
0.619 Remote Similarity NPD6373 Approved
0.619 Remote Similarity NPD6372 Approved
0.619 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6182 Remote Similarity NPD7514 Phase 3
0.616 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6154 Remote Similarity NPD7087 Discontinued
0.6142 Remote Similarity NPD4634 Approved
0.6121 Remote Similarity NPD4753 Phase 2
0.6116 Remote Similarity NPD4225 Approved
0.6111 Remote Similarity NPD6899 Approved
0.6111 Remote Similarity NPD6881 Approved
0.6102 Remote Similarity NPD6399 Phase 3
0.6098 Remote Similarity NPD7632 Discontinued
0.6094 Remote Similarity NPD6650 Approved
0.6094 Remote Similarity NPD8130 Phase 1
0.6094 Remote Similarity NPD6649 Approved
0.608 Remote Similarity NPD6008 Approved
0.6075 Remote Similarity NPD6926 Approved
0.6075 Remote Similarity NPD6924 Approved
0.6058 Remote Similarity NPD8074 Phase 3
0.6055 Remote Similarity NPD6932 Approved
0.6055 Remote Similarity NPD5776 Phase 2
0.6055 Remote Similarity NPD6925 Approved
0.6053 Remote Similarity NPD6893 Approved
0.6036 Remote Similarity NPD7332 Phase 2
0.6033 Remote Similarity NPD4755 Approved
0.6032 Remote Similarity NPD5697 Approved
0.6032 Remote Similarity NPD5701 Approved
0.6019 Remote Similarity NPD4190 Phase 3
0.6019 Remote Similarity NPD5275 Approved
0.6017 Remote Similarity NPD7637 Suspended
0.6016 Remote Similarity NPD7290 Approved
0.6016 Remote Similarity NPD7102 Approved
0.6016 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6016 Remote Similarity NPD6883 Approved
0.6 Remote Similarity NPD7145 Approved
0.6 Remote Similarity NPD5695 Phase 3
0.6 Remote Similarity NPD7991 Discontinued
0.6 Remote Similarity NPD5125 Phase 3
0.6 Remote Similarity NPD5126 Approved
0.5984 Remote Similarity NPD5696 Approved
0.5982 Remote Similarity NPD6902 Approved
0.5969 Remote Similarity NPD6617 Approved
0.5969 Remote Similarity NPD6847 Approved
0.5969 Remote Similarity NPD6869 Approved
0.5968 Remote Similarity NPD5211 Phase 2
0.5966 Remote Similarity NPD4202 Approved
0.5965 Remote Similarity NPD4786 Approved
0.5965 Remote Similarity NPD3133 Approved
0.5965 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5965 Remote Similarity NPD3666 Approved
0.5965 Remote Similarity NPD3665 Phase 1
0.5956 Remote Similarity NPD7604 Phase 2
0.5952 Remote Similarity NPD6640 Phase 3
0.5946 Remote Similarity NPD6683 Phase 2
0.5946 Remote Similarity NPD4195 Approved
0.5938 Remote Similarity NPD6013 Approved
0.5938 Remote Similarity NPD6014 Approved
0.5938 Remote Similarity NPD6012 Approved
0.5935 Remote Similarity NPD5285 Approved
0.5935 Remote Similarity NPD4700 Approved
0.5935 Remote Similarity NPD5286 Approved
0.5935 Remote Similarity NPD4696 Approved
0.5932 Remote Similarity NPD7838 Discovery
0.5932 Remote Similarity NPD46 Approved
0.5932 Remote Similarity NPD6698 Approved
0.5926 Remote Similarity NPD5983 Phase 2
0.5915 Remote Similarity NPD7799 Discontinued
0.5913 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5899 Remote Similarity NPD8337 Approved
0.5899 Remote Similarity NPD8336 Approved
0.5897 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5897 Remote Similarity NPD6903 Approved
0.5893 Remote Similarity NPD4748 Discontinued
0.5891 Remote Similarity NPD6371 Approved
0.5887 Remote Similarity NPD5344 Discontinued
0.5882 Remote Similarity NPD5693 Phase 1
0.5873 Remote Similarity NPD5141 Approved
0.587 Remote Similarity NPD6336 Discontinued
0.5868 Remote Similarity NPD5210 Approved
0.5868 Remote Similarity NPD4629 Approved
0.5868 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5862 Remote Similarity NPD5330 Approved
0.5862 Remote Similarity NPD6684 Approved
0.5862 Remote Similarity NPD7334 Approved
0.5862 Remote Similarity NPD7146 Approved
0.5862 Remote Similarity NPD7521 Approved
0.5862 Remote Similarity NPD6409 Approved
0.5859 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5859 Remote Similarity NPD6011 Approved
0.5852 Remote Similarity NPD7741 Discontinued
0.5846 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5841 Remote Similarity NPD6898 Phase 1
0.584 Remote Similarity NPD5224 Approved
0.584 Remote Similarity NPD5225 Approved
0.584 Remote Similarity NPD4633 Approved
0.584 Remote Similarity NPD5226 Approved
0.5827 Remote Similarity NPD4768 Approved
0.5827 Remote Similarity NPD4767 Approved
0.5812 Remote Similarity NPD4250 Approved
0.5812 Remote Similarity NPD4251 Approved
0.5794 Remote Similarity NPD5175 Approved
0.5794 Remote Similarity NPD5174 Approved
0.5789 Remote Similarity NPD4223 Phase 3
0.5789 Remote Similarity NPD4221 Approved
0.5789 Remote Similarity NPD3667 Approved
0.5785 Remote Similarity NPD7748 Approved
0.5781 Remote Similarity NPD5954 Clinical (unspecified phase)
0.578 Remote Similarity NPD1811 Approved
0.578 Remote Similarity NPD1810 Approved
0.5778 Remote Similarity NPD4522 Approved
0.5776 Remote Similarity NPD5329 Approved
0.5772 Remote Similarity NPD7902 Approved
0.576 Remote Similarity NPD5223 Approved
0.5752 Remote Similarity NPD7509 Discontinued
0.575 Remote Similarity NPD8035 Phase 2
0.575 Remote Similarity NPD8034 Phase 2
0.5736 Remote Similarity NPD4730 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