Structure

Physi-Chem Properties

Molecular Weight:  1062.52
Volume:  1016.466
LogP:  1.573
LogD:  0.673
LogS:  -2.999
# Rotatable Bonds:  17
TPSA:  359.97
# H-Bond Aceptor:  23
# H-Bond Donor:  12
# Rings:  8
# Heavy Atoms:  23

MedChem Properties

QED Drug-Likeness Score:  0.058
Synthetic Accessibility Score:  6.737
Fsp3:  0.922
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:  -6.209
MDCK Permeability:  0.0003649801074061543
Pgp-inhibitor:  0.603
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.997
20% Bioavailability (F20%):  0.028
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.17
Plasma Protein Binding (PPB):  62.45294189453125%
Volume Distribution (VD):  0.034
Pgp-substrate:  15.906417846679688%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.078
CYP2C19-inhibitor:  0.002
CYP2C19-substrate:  0.054
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.001
CYP2D6-inhibitor:  0.012
CYP2D6-substrate:  0.031
CYP3A4-inhibitor:  0.022
CYP3A4-substrate:  0.007

ADMET: Excretion

Clearance (CL):  0.523
Half-life (T1/2):  0.856

ADMET: Toxicity

hERG Blockers:  0.32
Human Hepatotoxicity (H-HT):  0.167
Drug-inuced Liver Injury (DILI):  0.032
AMES Toxicity:  0.086
Rat Oral Acute Toxicity:  0.093
Maximum Recommended Daily Dose:  0.015
Skin Sensitization:  0.48
Carcinogencity:  0.172
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.926

Download Data

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

  Natural Product: NPC160084

Natural Product ID:  NPC160084
Common Name*:   3Beta-[(O-Beta-D-Glucopyranosyl-(1->6)-Beta-D-Glucopyranosyl)Oxy)]-17Alpha-Hydroxy-16Beta-[(O-Beta-Dxylopyranosyl-(1->3)-2-O-Acetyl-Alpha-L-Arabinopyranosyl)Oxy]-Cholest-5-En-22-One
IUPAC Name:   [(2S,3R,4S,5S)-5-hydroxy-2-[[(3S,8R,9S,10R,13S,14S,16S,17S)-17-hydroxy-10,13-dimethyl-17-[(2S)-6-methyl-3-oxoheptan-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl] acetate
Synonyms:  
Standard InCHIKey:  GFFVWOXSIXOPIH-WHYFRHAMSA-N
Standard InCHI:  InChI=1S/C51H82O23/c1-21(2)7-10-29(54)22(3)51(65)34(73-48-44(69-23(4)53)43(31(56)19-67-48)74-46-40(62)35(57)30(55)18-66-46)16-28-26-9-8-24-15-25(11-13-49(24,5)27(26)12-14-50(28,51)6)70-47-42(64)39(61)37(59)33(72-47)20-68-45-41(63)38(60)36(58)32(17-52)71-45/h8,21-22,25-28,30-48,52,55-65H,7,9-20H2,1-6H3/t22-,25+,26-,27+,28+,30-,31+,32-,33-,34+,35+,36-,37-,38+,39+,40-,41-,42-,43+,44-,45-,46+,47-,48+,49+,50+,51-/m1/s1
SMILES:  OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](O[C@H]3CC[C@]4(C(=CC[C@@H]5[C@@H]4CC[C@]4([C@H]5C[C@@H]([C@]4(O)[C@@H](C(=O)CCC(C)C)C)O[C@@H]4OC[C@@H]([C@@H]([C@H]4OC(=O)C)O[C@@H]4OC[C@H]([C@@H]([C@H]4O)O)O)O)C)C3)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL491417
PubChem CID:   11115785
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001013] Steroidal glycosides

*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
NPO29813 Ornithogalum thyrsoides Species Hyacinthaceae Eukaryota bulbs n.a. n.a. PMID[12398536]
NPO29813 Ornithogalum thyrsoides Species Hyacinthaceae Eukaryota n.a. bulb n.a. PMID[12398536]
NPO29813 Ornithogalum thyrsoides Species Hyacinthaceae Eukaryota bulbs n.a. n.a. PMID[15497941]

☑ 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 > 10.0 ug.mL-1 PMID[503227]

☑ 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 NPC160084 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
0.9912 High Similarity NPC473474
0.9912 High Similarity NPC156789
0.9735 High Similarity NPC475187
0.9649 High Similarity NPC475182
0.9558 High Similarity NPC475632
0.9558 High Similarity NPC86020
0.9402 High Similarity NPC248202
0.9211 High Similarity NPC279638
0.9153 High Similarity NPC256983
0.9145 High Similarity NPC249553
0.9145 High Similarity NPC182900
0.9123 High Similarity NPC473882
0.9068 High Similarity NPC169816
0.9068 High Similarity NPC94072
0.9068 High Similarity NPC15918
0.9068 High Similarity NPC305771
0.9043 High Similarity NPC477031
0.9027 High Similarity NPC470748
0.8983 High Similarity NPC476543
0.8983 High Similarity NPC476545
0.8983 High Similarity NPC476544
0.8974 High Similarity NPC161738
0.8947 High Similarity NPC474265
0.8947 High Similarity NPC210420
0.8943 High Similarity NPC473805
0.8943 High Similarity NPC473519
0.8898 High Similarity NPC471406
0.8871 High Similarity NPC102015
0.8833 High Similarity NPC476542
0.8814 High Similarity NPC207738
0.8803 High Similarity NPC473824
0.8803 High Similarity NPC475119
0.8803 High Similarity NPC68175
0.8793 High Similarity NPC474557
0.8793 High Similarity NPC477808
0.878 High Similarity NPC477235
0.8772 High Similarity NPC154856
0.8772 High Similarity NPC114961
0.8772 High Similarity NPC27551
0.8772 High Similarity NPC52241
0.8772 High Similarity NPC475317
0.8761 High Similarity NPC295980
0.8761 High Similarity NPC295389
0.876 High Similarity NPC476674
0.876 High Similarity NPC473505
0.876 High Similarity NPC130229
0.8739 High Similarity NPC142151
0.8739 High Similarity NPC473645
0.8739 High Similarity NPC37860
0.8739 High Similarity NPC129393
0.8739 High Similarity NPC110385
0.8739 High Similarity NPC267694
0.8739 High Similarity NPC153673
0.8739 High Similarity NPC144644
0.8729 High Similarity NPC232237
0.8729 High Similarity NPC105800
0.8729 High Similarity NPC36831
0.8718 High Similarity NPC291903
0.8718 High Similarity NPC58448
0.8718 High Similarity NPC63609
0.8718 High Similarity NPC161674
0.8718 High Similarity NPC288205
0.8718 High Similarity NPC160415
0.8718 High Similarity NPC471384
0.8718 High Similarity NPC51465
0.8718 High Similarity NPC26626
0.8718 High Similarity NPC75287
0.8718 High Similarity NPC37134
0.8718 High Similarity NPC305267
0.8718 High Similarity NPC476992
0.8707 High Similarity NPC73455
0.8707 High Similarity NPC200944
0.8707 High Similarity NPC477074
0.8707 High Similarity NPC251309
0.8696 High Similarity NPC477028
0.8696 High Similarity NPC124677
0.8696 High Similarity NPC477032
0.8689 High Similarity NPC47113
0.8689 High Similarity NPC174367
0.8689 High Similarity NPC469947
0.8689 High Similarity NPC476673
0.8689 High Similarity NPC181066
0.8673 High Similarity NPC94272
0.8667 High Similarity NPC293031
0.8667 High Similarity NPC275225
0.8667 High Similarity NPC68767
0.8667 High Similarity NPC51099
0.8661 High Similarity NPC477236
0.8655 High Similarity NPC190939
0.8655 High Similarity NPC25663
0.8655 High Similarity NPC51564
0.8655 High Similarity NPC135849
0.8655 High Similarity NPC197003
0.8655 High Similarity NPC471577
0.8651 High Similarity NPC478069
0.8644 High Similarity NPC477807
0.8644 High Similarity NPC148417
0.8644 High Similarity NPC104137
0.8644 High Similarity NPC156651
0.8644 High Similarity NPC309223
0.8644 High Similarity NPC102505
0.8644 High Similarity NPC286457
0.8644 High Similarity NPC473452
0.8644 High Similarity NPC8524
0.8644 High Similarity NPC123522
0.8644 High Similarity NPC475209
0.8644 High Similarity NPC300419
0.8644 High Similarity NPC136768
0.8644 High Similarity NPC110633
0.8644 High Similarity NPC475514
0.8644 High Similarity NPC471580
0.8644 High Similarity NPC220160
0.8644 High Similarity NPC470876
0.8644 High Similarity NPC191827
0.8644 High Similarity NPC85154
0.8644 High Similarity NPC69811
0.8644 High Similarity NPC33012
0.8632 High Similarity NPC475486
0.8632 High Similarity NPC165439
0.8632 High Similarity NPC164389
0.8621 High Similarity NPC233003
0.8621 High Similarity NPC130427
0.8595 High Similarity NPC475431
0.8584 High Similarity NPC474569
0.8583 High Similarity NPC308459
0.8583 High Similarity NPC268184
0.8583 High Similarity NPC473566
0.8583 High Similarity NPC475358
0.8583 High Similarity NPC476991
0.8571 High Similarity NPC475357
0.8571 High Similarity NPC470514
0.8571 High Similarity NPC473459
0.8571 High Similarity NPC475487
0.8571 High Similarity NPC470513
0.8571 High Similarity NPC475899
0.8571 High Similarity NPC237191
0.856 High Similarity NPC241008
0.856 High Similarity NPC173347
0.8559 High Similarity NPC146652
0.8547 High Similarity NPC133818
0.8547 High Similarity NPC251263
0.8547 High Similarity NPC309714
0.8547 High Similarity NPC46665
0.8547 High Similarity NPC114287
0.8547 High Similarity NPC475467
0.8547 High Similarity NPC138334
0.8547 High Similarity NPC146563
0.8547 High Similarity NPC258885
0.8547 High Similarity NPC260665
0.8547 High Similarity NPC151543
0.8547 High Similarity NPC114304
0.8547 High Similarity NPC174720
0.8547 High Similarity NPC219180
0.8547 High Similarity NPC192600
0.8547 High Similarity NPC475287
0.8547 High Similarity NPC473826
0.8547 High Similarity NPC323341
0.8547 High Similarity NPC166422
0.8547 High Similarity NPC47063
0.8547 High Similarity NPC189884
0.8547 High Similarity NPC124296
0.8547 High Similarity NPC204458
0.8547 High Similarity NPC241909
0.8547 High Similarity NPC155410
0.8547 High Similarity NPC295823
0.8547 High Similarity NPC477944
0.8537 High Similarity NPC104427
0.8534 High Similarity NPC114188
0.8534 High Similarity NPC285410
0.8534 High Similarity NPC263827
0.8534 High Similarity NPC250481
0.8534 High Similarity NPC13193
0.8534 High Similarity NPC477073
0.8527 High Similarity NPC79250
0.8527 High Similarity NPC290746
0.8522 High Similarity NPC244086
0.8522 High Similarity NPC248746
0.8522 High Similarity NPC249265
0.8522 High Similarity NPC208383
0.8522 High Similarity NPC118225
0.8522 High Similarity NPC477809
0.8522 High Similarity NPC470433
0.8522 High Similarity NPC475550
0.8522 High Similarity NPC46190
0.8522 High Similarity NPC232054
0.8522 High Similarity NPC6806
0.8522 High Similarity NPC95051
0.8522 High Similarity NPC42482
0.8522 High Similarity NPC22779
0.8522 High Similarity NPC73243
0.8522 High Similarity NPC224098
0.8522 High Similarity NPC40440
0.8522 High Similarity NPC309278
0.8522 High Similarity NPC218571
0.8522 High Similarity NPC300557
0.8522 High Similarity NPC171073
0.8522 High Similarity NPC194207
0.8522 High Similarity NPC84956
0.8522 High Similarity NPC102016
0.8522 High Similarity NPC475333

  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 NPC160084 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
0.839 Intermediate Similarity NPD8133 Approved
0.8348 Intermediate Similarity NPD6412 Phase 2
0.8226 Intermediate Similarity NPD8328 Phase 3
0.811 Intermediate Similarity NPD7736 Approved
0.8051 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.8033 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.8031 Intermediate Similarity NPD8293 Discontinued
0.7984 Intermediate Similarity NPD8294 Approved
0.7984 Intermediate Similarity NPD8377 Approved
0.792 Intermediate Similarity NPD8296 Approved
0.792 Intermediate Similarity NPD8380 Approved
0.792 Intermediate Similarity NPD8335 Approved
0.792 Intermediate Similarity NPD8379 Approved
0.792 Intermediate Similarity NPD8033 Approved
0.792 Intermediate Similarity NPD8378 Approved
0.7907 Intermediate Similarity NPD7319 Approved
0.7857 Intermediate Similarity NPD6370 Approved
0.7812 Intermediate Similarity NPD7507 Approved
0.7778 Intermediate Similarity NPD8516 Approved
0.7778 Intermediate Similarity NPD8515 Approved
0.7778 Intermediate Similarity NPD8517 Approved
0.7734 Intermediate Similarity NPD7492 Approved
0.7698 Intermediate Similarity NPD6059 Approved
0.7698 Intermediate Similarity NPD6054 Approved
0.7698 Intermediate Similarity NPD6319 Approved
0.7674 Intermediate Similarity NPD6616 Approved
0.7638 Intermediate Similarity NPD8513 Phase 3
0.7615 Intermediate Similarity NPD7078 Approved
0.7563 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.754 Intermediate Similarity NPD7327 Approved
0.754 Intermediate Similarity NPD7328 Approved
0.7521 Intermediate Similarity NPD6686 Approved
0.75 Intermediate Similarity NPD7503 Approved
0.75 Intermediate Similarity NPD6016 Approved
0.75 Intermediate Similarity NPD6015 Approved
0.748 Intermediate Similarity NPD7516 Approved
0.7456 Intermediate Similarity NPD6399 Phase 3
0.7442 Intermediate Similarity NPD5988 Approved
0.7419 Intermediate Similarity NPD8297 Approved
0.7419 Intermediate Similarity NPD6882 Approved
0.7339 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7323 Intermediate Similarity NPD6009 Approved
0.7323 Intermediate Similarity NPD7115 Discovery
0.7317 Intermediate Similarity NPD6373 Approved
0.7317 Intermediate Similarity NPD6372 Approved
0.7222 Intermediate Similarity NPD4632 Approved
0.7213 Intermediate Similarity NPD5739 Approved
0.7213 Intermediate Similarity NPD6675 Approved
0.7213 Intermediate Similarity NPD7128 Approved
0.7213 Intermediate Similarity NPD6402 Approved
0.7203 Intermediate Similarity NPD6084 Phase 2
0.7203 Intermediate Similarity NPD6083 Phase 2
0.72 Intermediate Similarity NPD6650 Approved
0.72 Intermediate Similarity NPD6649 Approved
0.7164 Intermediate Similarity NPD6033 Approved
0.7153 Intermediate Similarity NPD8450 Suspended
0.7121 Intermediate Similarity NPD6067 Discontinued
0.712 Intermediate Similarity NPD4634 Approved
0.7097 Intermediate Similarity NPD6899 Approved
0.7097 Intermediate Similarity NPD7320 Approved
0.7097 Intermediate Similarity NPD6881 Approved
0.708 Intermediate Similarity NPD8449 Approved
0.7073 Intermediate Similarity NPD6008 Approved
0.7063 Intermediate Similarity NPD8130 Phase 1
0.7016 Intermediate Similarity NPD5701 Approved
0.7016 Intermediate Similarity NPD5697 Approved
0.7009 Intermediate Similarity NPD8171 Discontinued
0.7 Intermediate Similarity NPD5696 Approved
0.6984 Remote Similarity NPD7290 Approved
0.6984 Remote Similarity NPD6883 Approved
0.6984 Remote Similarity NPD7102 Approved
0.6934 Remote Similarity NPD5956 Approved
0.6929 Remote Similarity NPD6869 Approved
0.6929 Remote Similarity NPD6847 Approved
0.6929 Remote Similarity NPD6617 Approved
0.6917 Remote Similarity NPD7902 Approved
0.6905 Remote Similarity NPD6012 Approved
0.6905 Remote Similarity NPD6013 Approved
0.6905 Remote Similarity NPD6014 Approved
0.6903 Remote Similarity NPD4786 Approved
0.6891 Remote Similarity NPD5695 Phase 3
0.6866 Remote Similarity NPD7604 Phase 2
0.6842 Remote Similarity NPD5983 Phase 2
0.6825 Remote Similarity NPD6011 Approved
0.6825 Remote Similarity NPD5345 Clinical (unspecified phase)
0.681 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6807 Remote Similarity NPD7748 Approved
0.6797 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6788 Remote Similarity NPD8336 Approved
0.6788 Remote Similarity NPD8337 Approved
0.6783 Remote Similarity NPD6684 Approved
0.6783 Remote Similarity NPD6409 Approved
0.6783 Remote Similarity NPD7334 Approved
0.6783 Remote Similarity NPD5330 Approved
0.6783 Remote Similarity NPD7521 Approved
0.6783 Remote Similarity NPD7146 Approved
0.678 Remote Similarity NPD8035 Phase 2
0.678 Remote Similarity NPD8034 Phase 2
0.6777 Remote Similarity NPD4755 Approved
0.6765 Remote Similarity NPD6336 Discontinued
0.6752 Remote Similarity NPD4753 Phase 2
0.6726 Remote Similarity NPD3667 Approved
0.6723 Remote Similarity NPD4202 Approved
0.6721 Remote Similarity NPD7638 Approved
0.6719 Remote Similarity NPD6371 Approved
0.6715 Remote Similarity NPD8074 Phase 3
0.6667 Remote Similarity NPD7639 Approved
0.6667 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4700 Approved
0.6667 Remote Similarity NPD5286 Approved
0.6667 Remote Similarity NPD4696 Approved
0.6667 Remote Similarity NPD5285 Approved
0.6667 Remote Similarity NPD7900 Approved
0.6667 Remote Similarity NPD7640 Approved
0.6667 Remote Similarity NPD6903 Approved
0.6639 Remote Similarity NPD7515 Phase 2
0.6639 Remote Similarity NPD5284 Approved
0.6639 Remote Similarity NPD5281 Approved
0.6638 Remote Similarity NPD6098 Approved
0.6615 Remote Similarity NPD6053 Discontinued
0.6614 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6612 Remote Similarity NPD4629 Approved
0.6612 Remote Similarity NPD5210 Approved
0.6612 Remote Similarity NPD6356 Clinical (unspecified phase)
0.661 Remote Similarity NPD6080 Approved
0.661 Remote Similarity NPD6673 Approved
0.661 Remote Similarity NPD6904 Approved
0.6609 Remote Similarity NPD3665 Phase 1
0.6609 Remote Similarity NPD3133 Approved
0.6609 Remote Similarity NPD3666 Approved
0.6591 Remote Similarity NPD6274 Approved
0.6567 Remote Similarity NPD7101 Approved
0.6567 Remote Similarity NPD7100 Approved
0.6567 Remote Similarity NPD4522 Approved
0.656 Remote Similarity NPD5226 Approved
0.656 Remote Similarity NPD4633 Approved
0.656 Remote Similarity NPD5225 Approved
0.656 Remote Similarity NPD5211 Phase 2
0.656 Remote Similarity NPD5224 Approved
0.6535 Remote Similarity NPD4767 Approved
0.6535 Remote Similarity NPD4768 Approved
0.6525 Remote Similarity NPD5737 Approved
0.6525 Remote Similarity NPD6672 Approved
0.6512 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6508 Remote Similarity NPD5175 Approved
0.6508 Remote Similarity NPD5174 Approved
0.65 Remote Similarity NPD7637 Suspended
0.65 Remote Similarity NPD6411 Approved
0.6496 Remote Similarity NPD3618 Phase 1
0.6493 Remote Similarity NPD6335 Approved
0.6491 Remote Similarity NPD5369 Approved
0.648 Remote Similarity NPD5223 Approved
0.6471 Remote Similarity NPD5328 Approved
0.6471 Remote Similarity NPD6909 Approved
0.6471 Remote Similarity NPD6908 Approved
0.6462 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6457 Remote Similarity NPD5141 Approved
0.6452 Remote Similarity NPD4225 Approved
0.6435 Remote Similarity NPD4223 Phase 3
0.6435 Remote Similarity NPD4221 Approved
0.6434 Remote Similarity NPD4729 Approved
0.6434 Remote Similarity NPD4730 Approved
0.6418 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6418 Remote Similarity NPD6317 Approved
0.641 Remote Similarity NPD7520 Clinical (unspecified phase)
0.641 Remote Similarity NPD5329 Approved
0.6387 Remote Similarity NPD5208 Approved
0.6378 Remote Similarity NPD4754 Approved
0.637 Remote Similarity NPD6314 Approved
0.637 Remote Similarity NPD6313 Approved
0.6364 Remote Similarity NPD6079 Approved
0.6364 Remote Similarity NPD5693 Phase 1
0.6364 Remote Similarity NPD7799 Discontinued
0.6364 Remote Similarity NPD7983 Approved
0.6364 Remote Similarity NPD8338 Approved
0.6364 Remote Similarity NPD6050 Approved
0.6358 Remote Similarity NPD7625 Phase 1
0.6357 Remote Similarity NPD8448 Approved
0.6356 Remote Similarity NPD3574 Clinical (unspecified phase)
0.635 Remote Similarity NPD6921 Approved
0.635 Remote Similarity NPD6291 Clinical (unspecified phase)
0.635 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6338 Remote Similarity NPD8392 Approved
0.6338 Remote Similarity NPD8391 Approved
0.6338 Remote Similarity NPD8390 Approved
0.6336 Remote Similarity NPD5249 Phase 3
0.6336 Remote Similarity NPD5247 Approved
0.6336 Remote Similarity NPD5251 Approved
0.6336 Remote Similarity NPD5250 Approved
0.6336 Remote Similarity NPD5248 Approved
0.6333 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6333 Remote Similarity NPD6101 Approved
0.6331 Remote Similarity NPD8299 Approved
0.6331 Remote Similarity NPD8341 Approved
0.6331 Remote Similarity NPD8340 Approved
0.6331 Remote Similarity NPD8342 Approved
0.6325 Remote Similarity NPD4197 Approved
0.6325 Remote Similarity NPD3668 Phase 3
0.632 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6308 Remote Similarity NPD5128 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