Structure

Physi-Chem Properties

Molecular Weight:  1180.55
Volume:  1100.414
LogP:  -0.581
LogD:  0.146
LogS:  -2.602
# Rotatable Bonds:  13
TPSA:  411.05
# H-Bond Aceptor:  27
# H-Bond Donor:  14
# Rings:  11
# Heavy Atoms:  27

MedChem Properties

QED Drug-Likeness Score:  0.077
Synthetic Accessibility Score:  7.662
Fsp3:  0.982
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:  -6.427
MDCK Permeability:  0.0007658207905478776
Pgp-inhibitor:  0.0
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  1.0
20% Bioavailability (F20%):  0.135
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.249
Plasma Protein Binding (PPB):  38.288692474365234%
Volume Distribution (VD):  -0.28
Pgp-substrate:  20.606922149658203%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.069
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.054
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.0
CYP2D6-inhibitor:  0.0
CYP2D6-substrate:  0.036
CYP3A4-inhibitor:  0.007
CYP3A4-substrate:  0.001

ADMET: Excretion

Clearance (CL):  0.018
Half-life (T1/2):  0.781

ADMET: Toxicity

hERG Blockers:  0.825
Human Hepatotoxicity (H-HT):  0.156
Drug-inuced Liver Injury (DILI):  0.21
AMES Toxicity:  0.088
Rat Oral Acute Toxicity:  0.17
Maximum Recommended Daily Dose:  0.02
Skin Sensitization:  0.959
Carcinogencity:  0.092
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.98

Download Data

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

  Natural Product: NPC473817

Natural Product ID:  NPC473817
Common Name*:   VRHRSSKYXDMEDI-LCKXONNFSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  VRHRSSKYXDMEDI-LCKXONNFSA-N
Standard InCHI:  InChI=1S/C55H88O27/c1-20-7-10-55(73-17-20)21(2)34-29(82-55)12-26-24-6-5-22-11-23(8-9-53(22,3)25(24)13-33(61)54(26,34)4)74-50-42(69)39(66)44(32(16-58)77-50)78-52-47(46(38(65)31(15-57)76-52)80-49-41(68)36(63)28(60)19-72-49)81-51-43(70)45(37(64)30(14-56)75-51)79-48-40(67)35(62)27(59)18-71-48/h20-32,34-52,56-60,62-70H,5-19H2,1-4H3/t20?,21-,22-,23-,24+,25-,26-,27+,28+,29-,30+,31+,32+,34-,35-,36-,37+,38+,39+,40+,41+,42+,43+,44-,45-,46-,47+,48-,49-,50+,51-,52-,53-,54+,55+/m0/s1
SMILES:  CC1CCC2(C(C3C(O2)CC4C3(C(=O)CC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC2C(C(C(C(O2)CO)O)OC2C(C(C(CO2)O)O)O)O)O)O)C)C)C)OC1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL452631
PubChem CID:   44558941
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
NPO12929 Polianthes tuberosa Species Asparagaceae Eukaryota aerial parts n.a. n.a. PMID[11087596]
NPO12929 Polianthes tuberosa Species Asparagaceae Eukaryota underground parts n.a. n.a. PMID[12398537]
NPO12929 Polianthes tuberosa Species Asparagaceae Eukaryota fresh tubers n.a. n.a. PMID[14738376]
NPO12929 Polianthes tuberosa Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12929 Polianthes tuberosa Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12929 Polianthes tuberosa Species Asparagaceae 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
NPT116 Cell Line HL-60 Homo sapiens IC50 = 3.2 ug.mL-1 PMID[497146]

☑ 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 NPC473817 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 NPC92297
1.0 High Similarity NPC94086
1.0 High Similarity NPC220836
1.0 High Similarity NPC273002
1.0 High Similarity NPC233433
0.99 High Similarity NPC475319
0.99 High Similarity NPC202898
0.99 High Similarity NPC92890
0.97 High Similarity NPC215408
0.94 High Similarity NPC80191
0.94 High Similarity NPC310031
0.92 High Similarity NPC20028
0.8972 High Similarity NPC477492
0.8919 High Similarity NPC108072
0.89 High Similarity NPC98018
0.89 High Similarity NPC160426
0.89 High Similarity NPC128572
0.89 High Similarity NPC116756
0.89 High Similarity NPC103616
0.89 High Similarity NPC30856
0.89 High Similarity NPC470865
0.89 High Similarity NPC84111
0.89 High Similarity NPC132080
0.89 High Similarity NPC97700
0.89 High Similarity NPC475643
0.89 High Similarity NPC184617
0.89 High Similarity NPC475625
0.89 High Similarity NPC470863
0.89 High Similarity NPC470864
0.89 High Similarity NPC284104
0.89 High Similarity NPC232037
0.89 High Similarity NPC470866
0.89 High Similarity NPC287483
0.8879 High Similarity NPC469824
0.8818 High Similarity NPC179429
0.8812 High Similarity NPC470861
0.8812 High Similarity NPC307534
0.8812 High Similarity NPC476112
0.8812 High Similarity NPC51520
0.8812 High Similarity NPC303069
0.8812 High Similarity NPC470862
0.8812 High Similarity NPC232611
0.8812 High Similarity NPC115165
0.8812 High Similarity NPC83137
0.88 High Similarity NPC475351
0.88 High Similarity NPC19400
0.88 High Similarity NPC107962
0.88 High Similarity NPC107188
0.88 High Similarity NPC473727
0.88 High Similarity NPC206003
0.88 High Similarity NPC211354
0.88 High Similarity NPC6295
0.88 High Similarity NPC473610
0.875 High Similarity NPC107385
0.8738 High Similarity NPC477172
0.8725 High Similarity NPC291548
0.8725 High Similarity NPC473518
0.8713 High Similarity NPC195297
0.8713 High Similarity NPC473601
0.8704 High Similarity NPC473062
0.87 High Similarity NPC217205
0.87 High Similarity NPC291203
0.87 High Similarity NPC264101
0.87 High Similarity NPC471464
0.8692 High Similarity NPC236753
0.8692 High Similarity NPC228190
0.8679 High Similarity NPC471430
0.8667 High Similarity NPC470167
0.8641 High Similarity NPC41843
0.8627 High Similarity NPC274200
0.8624 High Similarity NPC477489
0.8611 High Similarity NPC66513
0.8611 High Similarity NPC470622
0.8609 High Similarity NPC473505
0.86 High Similarity NPC477547
0.86 High Similarity NPC250393
0.86 High Similarity NPC177834
0.86 High Similarity NPC249204
0.86 High Similarity NPC161035
0.86 High Similarity NPC48339
0.86 High Similarity NPC297348
0.86 High Similarity NPC234352
0.86 High Similarity NPC477451
0.86 High Similarity NPC141769
0.86 High Similarity NPC325828
0.8598 High Similarity NPC471626
0.8598 High Similarity NPC262567
0.8598 High Similarity NPC231566
0.8598 High Similarity NPC473688
0.8598 High Similarity NPC469826
0.8596 High Similarity NPC94072
0.8596 High Similarity NPC305771
0.8596 High Similarity NPC15918
0.8596 High Similarity NPC169816
0.8585 High Similarity NPC273189
0.8585 High Similarity NPC184805
0.8571 High Similarity NPC34562
0.8558 High Similarity NPC178853
0.8529 High Similarity NPC304011
0.8529 High Similarity NPC139271
0.8529 High Similarity NPC121453
0.8519 High Similarity NPC87393
0.8519 High Similarity NPC469825
0.8515 High Similarity NPC475436
0.8515 High Similarity NPC312678
0.8515 High Similarity NPC179859
0.8515 High Similarity NPC222731
0.8515 High Similarity NPC253268
0.8515 High Similarity NPC294686
0.8515 High Similarity NPC174024
0.8515 High Similarity NPC131693
0.8515 High Similarity NPC473851
0.8515 High Similarity NPC291547
0.8509 High Similarity NPC182900
0.8509 High Similarity NPC249553
0.8505 High Similarity NPC475630
0.8505 High Similarity NPC475234
0.8505 High Similarity NPC138219
0.8505 High Similarity NPC203974
0.8505 High Similarity NPC40716
0.8505 High Similarity NPC126753
0.8491 Intermediate Similarity NPC267637
0.8491 Intermediate Similarity NPC469827
0.8468 Intermediate Similarity NPC79193
0.8447 Intermediate Similarity NPC210157
0.8447 Intermediate Similarity NPC472273
0.8447 Intermediate Similarity NPC470591
0.844 Intermediate Similarity NPC471431
0.8431 Intermediate Similarity NPC474399
0.8426 Intermediate Similarity NPC472079
0.8416 Intermediate Similarity NPC172838
0.8416 Intermediate Similarity NPC137004
0.8416 Intermediate Similarity NPC88962
0.8416 Intermediate Similarity NPC149400
0.8416 Intermediate Similarity NPC144790
0.8411 Intermediate Similarity NPC158051
0.8411 Intermediate Similarity NPC158367
0.8411 Intermediate Similarity NPC119628
0.8381 Intermediate Similarity NPC475574
0.8362 Intermediate Similarity NPC228701
0.8349 Intermediate Similarity NPC22709
0.8333 Intermediate Similarity NPC161738
0.8333 Intermediate Similarity NPC252253
0.8333 Intermediate Similarity NPC473774
0.8333 Intermediate Similarity NPC305418
0.8333 Intermediate Similarity NPC24960
0.8333 Intermediate Similarity NPC45959
0.8305 Intermediate Similarity NPC292290
0.8302 Intermediate Similarity NPC80640
0.8302 Intermediate Similarity NPC470172
0.8288 Intermediate Similarity NPC157571
0.8276 Intermediate Similarity NPC131824
0.8269 Intermediate Similarity NPC477223
0.8269 Intermediate Similarity NPC477222
0.8257 Intermediate Similarity NPC207693
0.8252 Intermediate Similarity NPC215570
0.8252 Intermediate Similarity NPC305808
0.823 Intermediate Similarity NPC472718
0.8224 Intermediate Similarity NPC473406
0.822 Intermediate Similarity NPC104427
0.822 Intermediate Similarity NPC273962
0.8218 Intermediate Similarity NPC473542
0.8218 Intermediate Similarity NPC65550
0.8208 Intermediate Similarity NPC108227
0.8208 Intermediate Similarity NPC476512
0.8208 Intermediate Similarity NPC472081
0.8205 Intermediate Similarity NPC256983
0.8182 Intermediate Similarity NPC227879
0.8182 Intermediate Similarity NPC208333
0.8173 Intermediate Similarity NPC142264
0.8173 Intermediate Similarity NPC296936
0.8173 Intermediate Similarity NPC203434
0.8173 Intermediate Similarity NPC238796
0.8173 Intermediate Similarity NPC476728
0.8173 Intermediate Similarity NPC237071
0.8173 Intermediate Similarity NPC476510
0.8142 Intermediate Similarity NPC477465
0.8137 Intermediate Similarity NPC210759
0.8137 Intermediate Similarity NPC204881
0.8137 Intermediate Similarity NPC149966
0.8137 Intermediate Similarity NPC473830
0.8137 Intermediate Similarity NPC307167
0.8137 Intermediate Similarity NPC5632
0.8137 Intermediate Similarity NPC229801
0.8131 Intermediate Similarity NPC310138
0.8131 Intermediate Similarity NPC114700
0.8131 Intermediate Similarity NPC134967
0.8131 Intermediate Similarity NPC470029
0.8113 Intermediate Similarity NPC80417
0.8095 Intermediate Similarity NPC233649
0.8095 Intermediate Similarity NPC470028
0.8095 Intermediate Similarity NPC471241
0.8095 Intermediate Similarity NPC475207
0.8073 Intermediate Similarity NPC166079
0.8073 Intermediate Similarity NPC306776
0.8058 Intermediate Similarity NPC473726
0.8058 Intermediate Similarity NPC167644
0.8058 Intermediate Similarity NPC311246
0.8056 Intermediate Similarity NPC476837
0.8056 Intermediate Similarity NPC139181

  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 NPC473817 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
0.96 High Similarity NPD8170 Clinical (unspecified phase)
0.86 High Similarity NPD8171 Discontinued
0.7895 Intermediate Similarity NPD8133 Approved
0.74 Intermediate Similarity NPD6928 Phase 2
0.725 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7217 Intermediate Similarity NPD6412 Phase 2
0.72 Intermediate Similarity NPD7507 Approved
0.7177 Intermediate Similarity NPD8328 Phase 3
0.7087 Intermediate Similarity NPD7736 Approved
0.7073 Intermediate Similarity NPD8294 Approved
0.7073 Intermediate Similarity NPD8377 Approved
0.7031 Intermediate Similarity NPD7319 Approved
0.7016 Intermediate Similarity NPD8380 Approved
0.7016 Intermediate Similarity NPD8335 Approved
0.7016 Intermediate Similarity NPD8296 Approved
0.7016 Intermediate Similarity NPD8379 Approved
0.7016 Intermediate Similarity NPD8378 Approved
0.696 Remote Similarity NPD6370 Approved
0.6885 Remote Similarity NPD6940 Discontinued
0.688 Remote Similarity NPD8033 Approved
0.6875 Remote Similarity NPD8293 Discontinued
0.68 Remote Similarity NPD6059 Approved
0.68 Remote Similarity NPD6054 Approved
0.6733 Remote Similarity NPD3703 Phase 2
0.6699 Remote Similarity NPD6114 Approved
0.6699 Remote Similarity NPD6697 Approved
0.6699 Remote Similarity NPD6115 Approved
0.6699 Remote Similarity NPD6118 Approved
0.664 Remote Similarity NPD7328 Approved
0.664 Remote Similarity NPD7327 Approved
0.6637 Remote Similarity NPD7991 Discontinued
0.6614 Remote Similarity NPD6015 Approved
0.6614 Remote Similarity NPD6016 Approved
0.661 Remote Similarity NPD4056 Clinical (unspecified phase)
0.661 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6602 Remote Similarity NPD6116 Phase 1
0.66 Remote Similarity NPD4809 Clinical (unspecified phase)
0.66 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6589 Remote Similarity NPD7492 Approved
0.6587 Remote Similarity NPD7516 Approved
0.6562 Remote Similarity NPD5988 Approved
0.6538 Remote Similarity NPD6616 Approved
0.6505 Remote Similarity NPD6117 Approved
0.65 Remote Similarity NPD4244 Approved
0.65 Remote Similarity NPD4245 Approved
0.6496 Remote Similarity NPD1700 Approved
0.6489 Remote Similarity NPD7078 Approved
0.6484 Remote Similarity NPD8517 Approved
0.6484 Remote Similarity NPD8515 Approved
0.6484 Remote Similarity NPD8516 Approved
0.6471 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6408 Remote Similarity NPD3702 Approved
0.64 Remote Similarity NPD3698 Phase 2
0.64 Remote Similarity NPD3699 Clinical (unspecified phase)
0.64 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6389 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6389 Remote Similarity NPD3669 Approved
0.6385 Remote Similarity NPD6067 Discontinued
0.6372 Remote Similarity NPD8034 Phase 2
0.6372 Remote Similarity NPD8035 Phase 2
0.6371 Remote Similarity NPD8297 Approved
0.6371 Remote Similarity NPD6882 Approved
0.6357 Remote Similarity NPD8513 Phase 3
0.6355 Remote Similarity NPD1779 Approved
0.6355 Remote Similarity NPD1780 Approved
0.6324 Remote Similarity NPD8450 Suspended
0.6316 Remote Similarity NPD6033 Approved
0.6311 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6311 Remote Similarity NPD6686 Approved
0.6299 Remote Similarity NPD6009 Approved
0.6279 Remote Similarity NPD6319 Approved
0.6275 Remote Similarity NPD5777 Approved
0.626 Remote Similarity NPD6373 Approved
0.626 Remote Similarity NPD6372 Approved
0.625 Remote Similarity NPD8449 Approved
0.6231 Remote Similarity NPD7503 Approved
0.619 Remote Similarity NPD4632 Approved
0.6179 Remote Similarity NPD7320 Approved
0.6176 Remote Similarity NPD4789 Approved
0.6168 Remote Similarity NPD7329 Approved
0.6167 Remote Similarity NPD8086 Approved
0.6167 Remote Similarity NPD8082 Approved
0.6167 Remote Similarity NPD8139 Approved
0.6167 Remote Similarity NPD8085 Approved
0.6167 Remote Similarity NPD8138 Approved
0.6167 Remote Similarity NPD8084 Approved
0.6167 Remote Similarity NPD8083 Approved
0.616 Remote Similarity NPD6650 Approved
0.616 Remote Similarity NPD8413 Clinical (unspecified phase)
0.616 Remote Similarity NPD6649 Approved
0.6148 Remote Similarity NPD8393 Approved
0.6148 Remote Similarity NPD6402 Approved
0.6148 Remote Similarity NPD6008 Approved
0.6148 Remote Similarity NPD5739 Approved
0.6148 Remote Similarity NPD7128 Approved
0.6148 Remote Similarity NPD6675 Approved
0.6139 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6139 Remote Similarity NPD5360 Phase 3
0.6116 Remote Similarity NPD8276 Approved
0.6116 Remote Similarity NPD8275 Approved
0.6078 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6066 Remote Similarity NPD8081 Approved
0.6048 Remote Similarity NPD6881 Approved
0.6048 Remote Similarity NPD6899 Approved
0.6032 Remote Similarity NPD8130 Phase 1
0.6 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6 Remote Similarity NPD1811 Approved
0.6 Remote Similarity NPD1810 Approved
0.5982 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5968 Remote Similarity NPD5701 Approved
0.5968 Remote Similarity NPD5697 Approved
0.5966 Remote Similarity NPD4755 Approved
0.5962 Remote Similarity NPD6081 Approved
0.5952 Remote Similarity NPD7102 Approved
0.5952 Remote Similarity NPD6883 Approved
0.5952 Remote Similarity NPD7290 Approved
0.5952 Remote Similarity NPD4634 Approved
0.5926 Remote Similarity NPD3671 Phase 1
0.5926 Remote Similarity NPD4802 Phase 2
0.5926 Remote Similarity NPD4238 Approved
0.592 Remote Similarity NPD8174 Phase 2
0.5906 Remote Similarity NPD6617 Approved
0.5906 Remote Similarity NPD6847 Approved
0.5906 Remote Similarity NPD6869 Approved
0.5897 Remote Similarity NPD6399 Phase 3
0.5896 Remote Similarity NPD7604 Phase 2
0.5873 Remote Similarity NPD6013 Approved
0.5873 Remote Similarity NPD6012 Approved
0.5873 Remote Similarity NPD6014 Approved
0.5868 Remote Similarity NPD4700 Approved
0.5868 Remote Similarity NPD4696 Approved
0.5868 Remote Similarity NPD5286 Approved
0.5868 Remote Similarity NPD5285 Approved
0.5865 Remote Similarity NPD6921 Approved
0.5865 Remote Similarity NPD5983 Phase 2
0.5833 Remote Similarity NPD7902 Approved
0.581 Remote Similarity NPD4758 Discontinued
0.5809 Remote Similarity NPD6336 Discontinued
0.5804 Remote Similarity NPD4788 Approved
0.5794 Remote Similarity NPD6011 Approved
0.5785 Remote Similarity NPD7638 Approved
0.5784 Remote Similarity NPD4224 Phase 2
0.5781 Remote Similarity NPD6401 Clinical (unspecified phase)
0.578 Remote Similarity NPD5364 Discontinued
0.5776 Remote Similarity NPD5328 Approved
0.5772 Remote Similarity NPD5224 Approved
0.5772 Remote Similarity NPD5225 Approved
0.5772 Remote Similarity NPD5211 Phase 2
0.5772 Remote Similarity NPD4633 Approved
0.5772 Remote Similarity NPD5226 Approved
0.576 Remote Similarity NPD4768 Approved
0.576 Remote Similarity NPD4767 Approved
0.5755 Remote Similarity NPD3181 Approved
0.5755 Remote Similarity NPD5956 Approved
0.5738 Remote Similarity NPD7639 Approved
0.5738 Remote Similarity NPD8418 Phase 2
0.5738 Remote Similarity NPD7640 Approved
0.5726 Remote Similarity NPD5174 Approved
0.5726 Remote Similarity NPD5175 Approved
0.5714 Remote Similarity NPD4787 Phase 1
0.5714 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7748 Approved
0.5714 Remote Similarity NPD2686 Approved
0.5714 Remote Similarity NPD8307 Discontinued
0.5714 Remote Similarity NPD8140 Approved
0.5714 Remote Similarity NPD2687 Approved
0.5714 Remote Similarity NPD2254 Approved
0.5702 Remote Similarity NPD6083 Phase 2
0.5702 Remote Similarity NPD6084 Phase 2
0.5691 Remote Similarity NPD5223 Approved
0.5682 Remote Similarity NPD7115 Discovery
0.568 Remote Similarity NPD5141 Approved
0.5678 Remote Similarity NPD6079 Approved
0.5669 Remote Similarity NPD4730 Approved
0.5669 Remote Similarity NPD4729 Approved
0.5645 Remote Similarity NPD7632 Discontinued
0.5635 Remote Similarity NPD6920 Discontinued
0.563 Remote Similarity NPD8267 Approved
0.563 Remote Similarity NPD6291 Clinical (unspecified phase)
0.563 Remote Similarity NPD8269 Approved
0.563 Remote Similarity NPD4202 Approved
0.563 Remote Similarity NPD8266 Approved
0.563 Remote Similarity NPD8268 Approved
0.5625 Remote Similarity NPD8305 Approved
0.5625 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5625 Remote Similarity NPD8306 Approved
0.562 Remote Similarity NPD4697 Phase 3
0.5614 Remote Similarity NPD4786 Approved
0.5612 Remote Similarity NPD8336 Approved
0.5612 Remote Similarity NPD8337 Approved
0.5606 Remote Similarity NPD6274 Approved
0.56 Remote Similarity NPD6123 Approved
0.56 Remote Similarity NPD4754 Approved
0.56 Remote Similarity NPD7625 Phase 1

  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