Structure

Physi-Chem Properties

Molecular Weight:  808.42
Volume:  796.4
LogP:  2.267
LogD:  2.492
LogS:  -3.518
# Rotatable Bonds:  9
TPSA:  242.13
# H-Bond Aceptor:  15
# H-Bond Donor:  8
# Rings:  7
# Heavy Atoms:  15

MedChem Properties

QED Drug-Likeness Score:  0.125
Synthetic Accessibility Score:  6.164
Fsp3:  0.857
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:  -6.194
MDCK Permeability:  0.00012642198998946697
Pgp-inhibitor:  0.152
Pgp-substrate:  0.937
Human Intestinal Absorption (HIA):  0.957
20% Bioavailability (F20%):  0.013
30% Bioavailability (F30%):  0.991

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.031
Plasma Protein Binding (PPB):  71.74730682373047%
Volume Distribution (VD):  0.604
Pgp-substrate:  16.41689682006836%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.096
CYP2C19-inhibitor:  0.002
CYP2C19-substrate:  0.295
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.027
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.08
CYP3A4-inhibitor:  0.106
CYP3A4-substrate:  0.072

ADMET: Excretion

Clearance (CL):  0.876
Half-life (T1/2):  0.633

ADMET: Toxicity

hERG Blockers:  0.43
Human Hepatotoxicity (H-HT):  0.299
Drug-inuced Liver Injury (DILI):  0.03
AMES Toxicity:  0.071
Rat Oral Acute Toxicity:  0.191
Maximum Recommended Daily Dose:  0.051
Skin Sensitization:  0.093
Carcinogencity:  0.068
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.839

Download Data

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

  Natural Product: NPC470543

Natural Product ID:  NPC470543
Common Name*:   XYHAYMZPPJMGBL-DWLKFTGOSA-N
IUPAC Name:   n.a.
Synonyms:   (+)-Divaroside
Standard InCHIKey:  XYHAYMZPPJMGBL-DWLKFTGOSA-N
Standard InCHI:  InChI=1S/C42H64O15/c1-18(2)20-8-11-42(38(52)57-37-34(51)32(49)30(47)25(56-37)17-53-36-33(50)31(48)29(46)24(16-43)55-36)13-12-39(5)22(28(20)42)14-23-35-40(39,6)10-9-21(19(3)4)41(35,7)26(44)15-27(45)54-23/h20-26,28-37,43-44,46-51H,1,3,8-17H2,2,4-7H3/t20-,21-,22+,23+,24+,25+,26+,28+,29+,30+,31-,32-,33+,34+,35-,36+,37-,39+,40+,41+,42-/m0/s1
SMILES:  CC(=C)C1CCC2(C1C3CC4C5C(C3(CC2)C)(CCC(C5(C(CC(=O)O4)O)C)C(=C)C)C)C(=O)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2063165
PubChem CID:   21626428
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
NPO30633 Acanthopanax sessiliflorus n.a. n.a. n.a. Fruits n.a. n.a. PMID[22691179]
NPO30633 Acanthopanax sessiliflorus n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO30633 Acanthopanax sessiliflorus n.a. n.a. n.a. n.a. n.a. n.a. Database[TCM_Taiwan]

☑ 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
NPT393 Cell Line HCT-116 Homo sapiens IC50 < 10000.0 nM PMID[570207]
NPT83 Cell Line MCF7 Homo sapiens IC50 < 10000.0 nM PMID[570207]
NPT134 Cell Line SK-BR-3 Homo sapiens IC50 < 10000.0 nM PMID[570207]
NPT146 Cell Line SK-OV-3 Homo sapiens IC50 < 10000.0 nM PMID[570207]
NPT165 Cell Line HeLa Homo sapiens IC50 < 10000.0 nM PMID[570207]
NPT65 Cell Line HepG2 Homo sapiens IC50 < 10000.0 nM PMID[570207]
NPT373 Cell Line SK-MEL-5 Homo sapiens IC50 < 10000.0 nM PMID[570207]
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 50000.0 nM PMID[570207]

☑ 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 NPC470543 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
0.981 High Similarity NPC54395
0.9712 High Similarity NPC11035
0.9626 High Similarity NPC156651
0.9619 High Similarity NPC243572
0.9528 High Similarity NPC146563
0.9519 High Similarity NPC51947
0.9519 High Similarity NPC473844
0.9423 High Similarity NPC88744
0.9352 High Similarity NPC469820
0.9352 High Similarity NPC469823
0.9352 High Similarity NPC137414
0.934 High Similarity NPC91838
0.934 High Similarity NPC204392
0.934 High Similarity NPC275668
0.934 High Similarity NPC240734
0.934 High Similarity NPC272242
0.934 High Similarity NPC1876
0.9333 High Similarity NPC91583
0.9333 High Similarity NPC240125
0.9182 High Similarity NPC469822
0.9167 High Similarity NPC102619
0.9167 High Similarity NPC73986
0.9143 High Similarity NPC287269
0.9126 High Similarity NPC94919
0.9083 High Similarity NPC469821
0.9057 High Similarity NPC224414
0.8981 High Similarity NPC274833
0.8938 High Similarity NPC470478
0.8899 High Similarity NPC1046
0.8899 High Similarity NPC80843
0.8899 High Similarity NPC472719
0.8899 High Similarity NPC207845
0.8899 High Similarity NPC233003
0.8889 High Similarity NPC106760
0.8839 High Similarity NPC239293
0.8818 High Similarity NPC251309
0.8818 High Similarity NPC238935
0.8818 High Similarity NPC475208
0.8807 High Similarity NPC31839
0.8807 High Similarity NPC263827
0.8807 High Similarity NPC285410
0.8807 High Similarity NPC250481
0.8796 High Similarity NPC8431
0.8785 High Similarity NPC234160
0.8774 High Similarity NPC469827
0.8739 High Similarity NPC475486
0.8739 High Similarity NPC473882
0.8739 High Similarity NPC164389
0.8727 High Similarity NPC48249
0.8716 High Similarity NPC279554
0.8716 High Similarity NPC136877
0.8716 High Similarity NPC56713
0.8716 High Similarity NPC29069
0.8716 High Similarity NPC78046
0.8716 High Similarity NPC474589
0.8716 High Similarity NPC164194
0.8716 High Similarity NPC129340
0.8716 High Similarity NPC90856
0.8716 High Similarity NPC269095
0.8716 High Similarity NPC127056
0.8716 High Similarity NPC59804
0.8716 High Similarity NPC475296
0.8716 High Similarity NPC174679
0.8716 High Similarity NPC270667
0.8716 High Similarity NPC242611
0.8704 High Similarity NPC472988
0.8704 High Similarity NPC38217
0.8704 High Similarity NPC195708
0.8673 High Similarity NPC105800
0.8673 High Similarity NPC232237
0.8661 High Similarity NPC75287
0.8661 High Similarity NPC26626
0.8661 High Similarity NPC291903
0.8661 High Similarity NPC288205
0.8661 High Similarity NPC305267
0.8661 High Similarity NPC476992
0.8661 High Similarity NPC88945
0.8661 High Similarity NPC37134
0.8661 High Similarity NPC51465
0.8661 High Similarity NPC472718
0.8636 High Similarity NPC179434
0.8636 High Similarity NPC235841
0.8636 High Similarity NPC211798
0.8636 High Similarity NPC473481
0.8636 High Similarity NPC108748
0.8636 High Similarity NPC477073
0.8636 High Similarity NPC164419
0.8636 High Similarity NPC297208
0.8636 High Similarity NPC30397
0.8632 High Similarity NPC273962
0.8624 High Similarity NPC306746
0.8624 High Similarity NPC137917
0.8624 High Similarity NPC296761
0.8624 High Similarity NPC204407
0.8624 High Similarity NPC131903
0.8624 High Similarity NPC43976
0.8624 High Similarity NPC51925
0.8624 High Similarity NPC167383
0.8624 High Similarity NPC154085
0.8624 High Similarity NPC265655
0.8624 High Similarity NPC237503
0.8624 High Similarity NPC125361
0.8624 High Similarity NPC57362
0.8596 High Similarity NPC207738
0.8584 High Similarity NPC286457
0.8584 High Similarity NPC33012
0.8584 High Similarity NPC470876
0.8584 High Similarity NPC475119
0.8584 High Similarity NPC473452
0.8584 High Similarity NPC8524
0.8584 High Similarity NPC475209
0.8584 High Similarity NPC104137
0.8584 High Similarity NPC473824
0.8584 High Similarity NPC220160
0.8584 High Similarity NPC309223
0.8584 High Similarity NPC473304
0.8584 High Similarity NPC191827
0.8584 High Similarity NPC85154
0.8584 High Similarity NPC300419
0.8584 High Similarity NPC185466
0.8584 High Similarity NPC323359
0.8584 High Similarity NPC102505
0.8584 High Similarity NPC123522
0.8584 High Similarity NPC69811
0.8584 High Similarity NPC475514
0.8571 High Similarity NPC116024
0.8559 High Similarity NPC104400
0.8559 High Similarity NPC102439
0.8559 High Similarity NPC324875
0.8559 High Similarity NPC256798
0.8559 High Similarity NPC145625
0.8559 High Similarity NPC474265
0.8559 High Similarity NPC473383
0.8559 High Similarity NPC104071
0.8559 High Similarity NPC276093
0.8559 High Similarity NPC477253
0.8559 High Similarity NPC473373
0.8559 High Similarity NPC471383
0.8559 High Similarity NPC257468
0.8559 High Similarity NPC475504
0.8559 High Similarity NPC128925
0.8559 High Similarity NPC101744
0.8559 High Similarity NPC109079
0.8559 High Similarity NPC79718
0.8559 High Similarity NPC292677
0.8559 High Similarity NPC210420
0.8559 High Similarity NPC10320
0.8559 High Similarity NPC139044
0.8559 High Similarity NPC469946
0.8559 High Similarity NPC100383
0.8559 High Similarity NPC139894
0.8559 High Similarity NPC475516
0.8545 High Similarity NPC199457
0.8545 High Similarity NPC75747
0.8545 High Similarity NPC476885
0.8545 High Similarity NPC110139
0.8545 High Similarity NPC474786
0.8545 High Similarity NPC220984
0.8545 High Similarity NPC274507
0.8545 High Similarity NPC68419
0.8545 High Similarity NPC476882
0.8545 High Similarity NPC476884
0.8545 High Similarity NPC102914
0.8545 High Similarity NPC476887
0.8545 High Similarity NPC476881
0.8545 High Similarity NPC108709
0.8545 High Similarity NPC476886
0.8545 High Similarity NPC7870
0.8545 High Similarity NPC476880
0.8545 High Similarity NPC250956
0.8545 High Similarity NPC320383
0.8545 High Similarity NPC137104
0.8545 High Similarity NPC476883
0.8532 High Similarity NPC469826
0.8532 High Similarity NPC177246
0.8532 High Similarity NPC295389
0.8532 High Similarity NPC230888
0.8532 High Similarity NPC28198
0.8532 High Similarity NPC476123
0.8532 High Similarity NPC284807
0.8522 High Similarity NPC144644
0.8522 High Similarity NPC37860
0.8522 High Similarity NPC110385
0.8522 High Similarity NPC267694
0.8522 High Similarity NPC153673
0.8522 High Similarity NPC473645
0.8522 High Similarity NPC142151
0.8519 High Similarity NPC473199
0.8519 High Similarity NPC165405
0.8509 High Similarity NPC237191
0.8509 High Similarity NPC473459
0.8496 Intermediate Similarity NPC244127
0.8496 Intermediate Similarity NPC229752
0.8482 Intermediate Similarity NPC309714
0.8482 Intermediate Similarity NPC163183
0.8482 Intermediate Similarity NPC251263
0.8482 Intermediate Similarity NPC132668
0.8482 Intermediate Similarity NPC473343
0.8482 Intermediate Similarity NPC114287
0.8482 Intermediate Similarity NPC151543

  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 NPC470543 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
0.8818 High Similarity NPD8133 Approved
0.8261 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.8151 Intermediate Similarity NPD8328 Phase 3
0.8125 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7967 Intermediate Similarity NPD7319 Approved
0.7928 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7899 Intermediate Similarity NPD8377 Approved
0.7899 Intermediate Similarity NPD8294 Approved
0.7869 Intermediate Similarity NPD7507 Approved
0.7833 Intermediate Similarity NPD8296 Approved
0.7833 Intermediate Similarity NPD8378 Approved
0.7833 Intermediate Similarity NPD8033 Approved
0.7833 Intermediate Similarity NPD8335 Approved
0.7833 Intermediate Similarity NPD8380 Approved
0.7833 Intermediate Similarity NPD8379 Approved
0.7788 Intermediate Similarity NPD6412 Phase 2
0.7742 Intermediate Similarity NPD7736 Approved
0.7736 Intermediate Similarity NPD8034 Phase 2
0.7736 Intermediate Similarity NPD8035 Phase 2
0.7583 Intermediate Similarity NPD7328 Approved
0.7583 Intermediate Similarity NPD7327 Approved
0.7565 Intermediate Similarity NPD6686 Approved
0.7521 Intermediate Similarity NPD7516 Approved
0.752 Intermediate Similarity NPD8293 Discontinued
0.75 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD8171 Discontinued
0.7339 Intermediate Similarity NPD6370 Approved
0.7258 Intermediate Similarity NPD8517 Approved
0.7258 Intermediate Similarity NPD7503 Approved
0.7258 Intermediate Similarity NPD8515 Approved
0.7258 Intermediate Similarity NPD8513 Phase 3
0.7258 Intermediate Similarity NPD8516 Approved
0.7222 Intermediate Similarity NPD7492 Approved
0.7177 Intermediate Similarity NPD6059 Approved
0.7177 Intermediate Similarity NPD6319 Approved
0.7177 Intermediate Similarity NPD6054 Approved
0.7165 Intermediate Similarity NPD6616 Approved
0.7119 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7109 Intermediate Similarity NPD7078 Approved
0.7025 Intermediate Similarity NPD6882 Approved
0.7025 Intermediate Similarity NPD8297 Approved
0.7018 Intermediate Similarity NPD7638 Approved
0.6992 Remote Similarity NPD6940 Discontinued
0.699 Remote Similarity NPD6114 Approved
0.699 Remote Similarity NPD6118 Approved
0.699 Remote Similarity NPD6697 Approved
0.699 Remote Similarity NPD6115 Approved
0.6984 Remote Similarity NPD6015 Approved
0.6984 Remote Similarity NPD6016 Approved
0.6964 Remote Similarity NPD7748 Approved
0.6957 Remote Similarity NPD7639 Approved
0.6957 Remote Similarity NPD7640 Approved
0.6935 Remote Similarity NPD7115 Discovery
0.6935 Remote Similarity NPD6009 Approved
0.693 Remote Similarity NPD7902 Approved
0.6929 Remote Similarity NPD5988 Approved
0.6893 Remote Similarity NPD6116 Phase 1
0.6875 Remote Similarity NPD6399 Phase 3
0.6829 Remote Similarity NPD4632 Approved
0.6822 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6822 Remote Similarity NPD3669 Approved
0.6807 Remote Similarity NPD5739 Approved
0.6807 Remote Similarity NPD6402 Approved
0.6807 Remote Similarity NPD6675 Approved
0.6807 Remote Similarity NPD7128 Approved
0.6796 Remote Similarity NPD6117 Approved
0.6786 Remote Similarity NPD7515 Phase 2
0.6777 Remote Similarity NPD6372 Approved
0.6777 Remote Similarity NPD6373 Approved
0.6744 Remote Similarity NPD6067 Discontinued
0.6694 Remote Similarity NPD7320 Approved
0.6694 Remote Similarity NPD6881 Approved
0.6694 Remote Similarity NPD6899 Approved
0.6667 Remote Similarity NPD6033 Approved
0.6667 Remote Similarity NPD6649 Approved
0.6667 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6650 Approved
0.6667 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7900 Approved
0.6667 Remote Similarity NPD8130 Phase 1
0.6639 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6636 Remote Similarity NPD1779 Approved
0.6636 Remote Similarity NPD1780 Approved
0.6612 Remote Similarity NPD5697 Approved
0.6612 Remote Similarity NPD5701 Approved
0.6602 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6589 Remote Similarity NPD6921 Approved
0.6585 Remote Similarity NPD4634 Approved
0.6585 Remote Similarity NPD6883 Approved
0.6585 Remote Similarity NPD7102 Approved
0.6585 Remote Similarity NPD7290 Approved
0.6555 Remote Similarity NPD7632 Discontinued
0.6542 Remote Similarity NPD6928 Phase 2
0.6532 Remote Similarity NPD6617 Approved
0.6532 Remote Similarity NPD6847 Approved
0.6532 Remote Similarity NPD6869 Approved
0.6504 Remote Similarity NPD6013 Approved
0.6504 Remote Similarity NPD6014 Approved
0.6504 Remote Similarity NPD6012 Approved
0.6496 Remote Similarity NPD6084 Phase 2
0.6496 Remote Similarity NPD6083 Phase 2
0.6489 Remote Similarity NPD7604 Phase 2
0.6466 Remote Similarity NPD8074 Phase 3
0.6462 Remote Similarity NPD5983 Phase 2
0.646 Remote Similarity NPD5328 Approved
0.6455 Remote Similarity NPD4786 Approved
0.6452 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6441 Remote Similarity NPD4225 Approved
0.6423 Remote Similarity NPD6011 Approved
0.6418 Remote Similarity NPD8336 Approved
0.6418 Remote Similarity NPD8337 Approved
0.64 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6393 Remote Similarity NPD6008 Approved
0.6391 Remote Similarity NPD6336 Discontinued
0.6389 Remote Similarity NPD7525 Registered
0.6372 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6364 Remote Similarity NPD4788 Approved
0.6356 Remote Similarity NPD4755 Approved
0.635 Remote Similarity NPD8449 Approved
0.6348 Remote Similarity NPD6079 Approved
0.6348 Remote Similarity NPD6411 Approved
0.6348 Remote Similarity NPD7637 Suspended
0.6345 Remote Similarity NPD7625 Phase 1
0.6339 Remote Similarity NPD3618 Phase 1
0.6304 Remote Similarity NPD8450 Suspended
0.6293 Remote Similarity NPD4202 Approved
0.6286 Remote Similarity NPD1810 Approved
0.6286 Remote Similarity NPD1811 Approved
0.6279 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6273 Remote Similarity NPD3667 Approved
0.625 Remote Similarity NPD5286 Approved
0.625 Remote Similarity NPD4808 Clinical (unspecified phase)
0.625 Remote Similarity NPD4696 Approved
0.625 Remote Similarity NPD5285 Approved
0.625 Remote Similarity NPD4700 Approved
0.625 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6232 Remote Similarity NPD8338 Approved
0.6228 Remote Similarity NPD5737 Approved
0.6228 Remote Similarity NPD6672 Approved
0.6226 Remote Similarity NPD3703 Phase 2
0.622 Remote Similarity NPD6053 Discontinued
0.621 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6207 Remote Similarity NPD7983 Approved
0.6204 Remote Similarity NPD5956 Approved
0.6202 Remote Similarity NPD6274 Approved
0.6195 Remote Similarity NPD7334 Approved
0.6195 Remote Similarity NPD6409 Approved
0.6195 Remote Similarity NPD5330 Approved
0.6195 Remote Similarity NPD7146 Approved
0.6195 Remote Similarity NPD6684 Approved
0.6195 Remote Similarity NPD7521 Approved
0.6186 Remote Similarity NPD5695 Phase 3
0.6183 Remote Similarity NPD7100 Approved
0.6183 Remote Similarity NPD7101 Approved
0.6174 Remote Similarity NPD6101 Approved
0.6174 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6167 Remote Similarity NPD5696 Approved
0.6148 Remote Similarity NPD5225 Approved
0.6148 Remote Similarity NPD4633 Approved
0.6148 Remote Similarity NPD5226 Approved
0.6148 Remote Similarity NPD5224 Approved
0.6148 Remote Similarity NPD5211 Phase 2
0.6147 Remote Similarity NPD7645 Phase 2
0.6134 Remote Similarity NPD5222 Approved
0.6134 Remote Similarity NPD4697 Phase 3
0.6134 Remote Similarity NPD5221 Approved
0.6134 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6129 Remote Similarity NPD4767 Approved
0.6129 Remote Similarity NPD4768 Approved
0.6121 Remote Similarity NPD6698 Approved
0.6121 Remote Similarity NPD46 Approved
0.6107 Remote Similarity NPD6335 Approved
0.6098 Remote Similarity NPD5174 Approved
0.6098 Remote Similarity NPD5175 Approved
0.609 Remote Similarity NPD8269 Approved
0.609 Remote Similarity NPD8268 Approved
0.609 Remote Similarity NPD8267 Approved
0.609 Remote Similarity NPD8274 Clinical (unspecified phase)
0.609 Remote Similarity NPD8266 Approved
0.609 Remote Similarity NPD6909 Approved
0.609 Remote Similarity NPD6908 Approved
0.6087 Remote Similarity NPD6903 Approved
0.6083 Remote Similarity NPD5173 Approved
0.608 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6077 Remote Similarity NPD6868 Approved
0.6075 Remote Similarity NPD3702 Approved
0.6066 Remote Similarity NPD1700 Approved
0.6066 Remote Similarity NPD5223 Approved
0.6063 Remote Similarity NPD6371 Approved
0.6058 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6058 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6058 Remote Similarity NPD3700 Clinical (unspecified phase)
0.605 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6048 Remote Similarity NPD5141 Approved
0.6048 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6048 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6045 Remote Similarity NPD8080 Discontinued
0.6034 Remote Similarity NPD4753 Phase 2
0.6032 Remote Similarity NPD4729 Approved
0.6032 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