Structure

Physi-Chem Properties

Molecular Weight:  728.43
Volume:  726.102
LogP:  2.449
LogD:  2.761
LogS:  -3.89
# Rotatable Bonds:  11
TPSA:  218.99
# H-Bond Aceptor:  13
# H-Bond Donor:  9
# Rings:  6
# Heavy Atoms:  13

MedChem Properties

QED Drug-Likeness Score:  0.133
Synthetic Accessibility Score:  5.914
Fsp3:  0.947
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:  -5.991
MDCK Permeability:  5.5007785704219714e-05
Pgp-inhibitor:  0.205
Pgp-substrate:  0.773
Human Intestinal Absorption (HIA):  0.881
20% Bioavailability (F20%):  0.898
30% Bioavailability (F30%):  0.991

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.059
Plasma Protein Binding (PPB):  63.976463317871094%
Volume Distribution (VD):  0.274
Pgp-substrate:  12.026023864746094%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.074
CYP2C19-inhibitor:  0.002
CYP2C19-substrate:  0.36
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.012
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.03
CYP3A4-inhibitor:  0.05
CYP3A4-substrate:  0.106

ADMET: Excretion

Clearance (CL):  1.012
Half-life (T1/2):  0.806

ADMET: Toxicity

hERG Blockers:  0.355
Human Hepatotoxicity (H-HT):  0.267
Drug-inuced Liver Injury (DILI):  0.023
AMES Toxicity:  0.099
Rat Oral Acute Toxicity:  0.079
Maximum Recommended Daily Dose:  0.567
Skin Sensitization:  0.883
Carcinogencity:  0.308
Eye Corrosion:  0.003
Eye Irritation:  0.01
Respiratory Toxicity:  0.973

Download Data

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

  Natural Product: NPC226642

Natural Product ID:  NPC226642
Common Name*:   (22S)-1Beta-[(Beta-D-Glucopyranosyl)Oxy]-3Beta,22-Dihydroxycholest-5-En-16Beta-Yl-Beta-D-Apiofuranoside
IUPAC Name:   (2R,3R,4S,5S,6R)-2-[[(1R,3R,8S,9S,10R,13S,14S,16S,17R)-16-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:  
Standard InCHIKey:  XSPBMOFJOKLELH-SVRHAVGBSA-N
Standard InCHI:  InChI=1S/C38H64O13/c1-18(2)6-9-25(42)19(3)29-26(49-35-33(46)38(47,16-40)17-48-35)14-24-22-8-7-20-12-21(41)13-28(37(20,5)23(22)10-11-36(24,29)4)51-34-32(45)31(44)30(43)27(15-39)50-34/h7,18-19,21-35,39-47H,6,8-17H2,1-5H3/t19-,21-,22-,23+,24+,25+,26+,27-,28-,29+,30-,31+,32-,33+,34+,35+,36+,37+,38-/m1/s1
SMILES:  OC[C@H]1O[C@@H](O[C@@H]2C[C@H](O)CC3=CC[C@@H]4[C@@H]([C@@]23C)CC[C@]2([C@H]4C[C@@H]([C@@H]2[C@@H]([C@H](CCC(C)C)O)C)O[C@@H]2OC[C@]([C@H]2O)(O)CO)C)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL448647
PubChem CID:   10628725
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 > 10.0 ug.mL-1 PMID[565031]

☑ 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 NPC226642 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
0.97 High Similarity NPC476539
0.97 High Similarity NPC476538
0.97 High Similarity NPC476540
0.97 High Similarity NPC476541
0.9604 High Similarity NPC477026
0.9604 High Similarity NPC477027
0.9604 High Similarity NPC475670
0.9604 High Similarity NPC70204
0.9604 High Similarity NPC306131
0.95 High Similarity NPC473923
0.95 High Similarity NPC26798
0.95 High Similarity NPC181845
0.95 High Similarity NPC473476
0.9417 High Similarity NPC475247
0.9417 High Similarity NPC294129
0.9417 High Similarity NPC197231
0.9417 High Similarity NPC13190
0.9412 High Similarity NPC40440
0.9412 High Similarity NPC42482
0.9406 High Similarity NPC230507
0.9406 High Similarity NPC305423
0.9406 High Similarity NPC161676
0.9406 High Similarity NPC470432
0.9406 High Similarity NPC283829
0.9406 High Similarity NPC113044
0.9406 High Similarity NPC14704
0.9327 High Similarity NPC19888
0.9327 High Similarity NPC112274
0.9314 High Similarity NPC98696
0.9307 High Similarity NPC474015
0.9307 High Similarity NPC242748
0.9307 High Similarity NPC474569
0.93 High Similarity NPC213190
0.93 High Similarity NPC475701
0.9238 High Similarity NPC51154
0.9231 High Similarity NPC124677
0.9231 High Similarity NPC477028
0.9231 High Similarity NPC477032
0.9223 High Similarity NPC171073
0.9223 High Similarity NPC218571
0.9223 High Similarity NPC309278
0.9223 High Similarity NPC208383
0.9223 High Similarity NPC248746
0.9223 High Similarity NPC475333
0.9223 High Similarity NPC300557
0.9223 High Similarity NPC22779
0.9223 High Similarity NPC475550
0.9223 High Similarity NPC224098
0.9223 High Similarity NPC84956
0.9223 High Similarity NPC232054
0.9223 High Similarity NPC244086
0.9223 High Similarity NPC470433
0.9223 High Similarity NPC194207
0.9223 High Similarity NPC249265
0.9223 High Similarity NPC477809
0.9223 High Similarity NPC73243
0.9223 High Similarity NPC102016
0.9223 High Similarity NPC46190
0.9223 High Similarity NPC476835
0.9223 High Similarity NPC6806
0.9223 High Similarity NPC150372
0.9223 High Similarity NPC95051
0.9216 High Similarity NPC473469
0.9208 High Similarity NPC470885
0.9208 High Similarity NPC474464
0.9208 High Similarity NPC187400
0.9208 High Similarity NPC221562
0.9208 High Similarity NPC475365
0.92 High Similarity NPC136816
0.9184 High Similarity NPC473890
0.9184 High Similarity NPC177818
0.9184 High Similarity NPC243728
0.9151 High Similarity NPC11548
0.9151 High Similarity NPC477810
0.9143 High Similarity NPC254255
0.9135 High Similarity NPC141433
0.9135 High Similarity NPC191439
0.9135 High Similarity NPC477811
0.9135 High Similarity NPC170974
0.9135 High Similarity NPC103627
0.9135 High Similarity NPC269297
0.9135 High Similarity NPC23808
0.9135 High Similarity NPC222202
0.9135 High Similarity NPC247037
0.9135 High Similarity NPC224314
0.9135 High Similarity NPC87998
0.9118 High Similarity NPC309448
0.91 High Similarity NPC4831
0.91 High Similarity NPC47566
0.91 High Similarity NPC472023
0.91 High Similarity NPC129372
0.91 High Similarity NPC160734
0.91 High Similarity NPC309425
0.91 High Similarity NPC88000
0.91 High Similarity NPC474022
0.9091 High Similarity NPC5358
0.9091 High Similarity NPC158088
0.9091 High Similarity NPC216260
0.9065 High Similarity NPC477029
0.9065 High Similarity NPC63609
0.9065 High Similarity NPC477030
0.9057 High Similarity NPC476693
0.9057 High Similarity NPC144068
0.9048 High Similarity NPC476547
0.9048 High Similarity NPC13193
0.9038 High Similarity NPC473328
0.9038 High Similarity NPC128133
0.9038 High Similarity NPC473318
0.9038 High Similarity NPC28844
0.9029 High Similarity NPC190395
0.9029 High Similarity NPC94272
0.9029 High Similarity NPC33053
0.902 High Similarity NPC93352
0.902 High Similarity NPC75608
0.902 High Similarity NPC471111
0.901 High Similarity NPC272015
0.9 High Similarity NPC282669
0.9 High Similarity NPC7341
0.9 High Similarity NPC473200
0.8981 High Similarity NPC477807
0.8972 High Similarity NPC167183
0.8972 High Similarity NPC32707
0.8962 High Similarity NPC42171
0.8962 High Similarity NPC31896
0.8962 High Similarity NPC210569
0.8962 High Similarity NPC263359
0.8962 High Similarity NPC32361
0.8962 High Similarity NPC473567
0.8962 High Similarity NPC216595
0.8962 High Similarity NPC244431
0.8962 High Similarity NPC231797
0.8952 High Similarity NPC65155
0.8942 High Similarity NPC295980
0.8942 High Similarity NPC220427
0.8942 High Similarity NPC7213
0.8932 High Similarity NPC472898
0.8932 High Similarity NPC472900
0.8932 High Similarity NPC472899
0.8922 High Similarity NPC211879
0.8922 High Similarity NPC8039
0.8922 High Similarity NPC120123
0.8922 High Similarity NPC473198
0.8922 High Similarity NPC131479
0.8922 High Similarity NPC31907
0.8922 High Similarity NPC472252
0.8922 High Similarity NPC16520
0.8922 High Similarity NPC286969
0.8922 High Similarity NPC157659
0.8922 High Similarity NPC155010
0.8922 High Similarity NPC473020
0.8922 High Similarity NPC245280
0.8922 High Similarity NPC189852
0.8922 High Similarity NPC114874
0.8911 High Similarity NPC267510
0.8911 High Similarity NPC176406
0.8911 High Similarity NPC470434
0.89 High Similarity NPC234287
0.89 High Similarity NPC309493
0.89 High Similarity NPC280825
0.89 High Similarity NPC275865
0.8899 High Similarity NPC160888
0.8899 High Similarity NPC475403
0.8889 High Similarity NPC148965
0.8889 High Similarity NPC207617
0.8889 High Similarity NPC477031
0.8879 High Similarity NPC79900
0.8868 High Similarity NPC114188
0.8868 High Similarity NPC208189
0.8868 High Similarity NPC65034
0.8857 High Similarity NPC250089
0.8857 High Similarity NPC14630
0.8857 High Similarity NPC157530
0.8857 High Similarity NPC302057
0.8835 High Similarity NPC475521
0.8835 High Similarity NPC31430
0.8835 High Similarity NPC273879
0.8835 High Similarity NPC312774
0.8835 High Similarity NPC85593
0.8835 High Similarity NPC165033
0.8824 High Similarity NPC159036
0.8824 High Similarity NPC22634
0.8824 High Similarity NPC312553
0.8824 High Similarity NPC288694
0.8818 High Similarity NPC476085
0.8818 High Similarity NPC229962
0.8818 High Similarity NPC473633
0.8818 High Similarity NPC195560
0.8812 High Similarity NPC324598
0.8812 High Similarity NPC469942
0.88 High Similarity NPC76486
0.8796 High Similarity NPC477808
0.8785 High Similarity NPC477050
0.8785 High Similarity NPC308140
0.8776 High Similarity NPC235126
0.8776 High Similarity NPC242419
0.8774 High Similarity NPC154856
0.8774 High Similarity NPC52241
0.8774 High Similarity NPC475317
0.875 High Similarity NPC160816
0.875 High Similarity NPC269627

  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 NPC226642 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
0.8393 Intermediate Similarity NPD7328 Approved
0.8393 Intermediate Similarity NPD7327 Approved
0.8333 Intermediate Similarity NPD8378 Approved
0.8333 Intermediate Similarity NPD8033 Approved
0.8333 Intermediate Similarity NPD8296 Approved
0.8333 Intermediate Similarity NPD8335 Approved
0.8333 Intermediate Similarity NPD8379 Approved
0.8333 Intermediate Similarity NPD8380 Approved
0.8319 Intermediate Similarity NPD7516 Approved
0.8246 Intermediate Similarity NPD8377 Approved
0.8246 Intermediate Similarity NPD8294 Approved
0.8148 Intermediate Similarity NPD6412 Phase 2
0.7864 Intermediate Similarity NPD8171 Discontinued
0.7863 Intermediate Similarity NPD7503 Approved
0.775 Intermediate Similarity NPD7507 Approved
0.7705 Intermediate Similarity NPD7319 Approved
0.7661 Intermediate Similarity NPD8449 Approved
0.7647 Intermediate Similarity NPD6370 Approved
0.7623 Intermediate Similarity NPD7736 Approved
0.76 Intermediate Similarity NPD8450 Suspended
0.7541 Intermediate Similarity NPD8293 Discontinued
0.7479 Intermediate Similarity NPD6059 Approved
0.7479 Intermediate Similarity NPD6054 Approved
0.7414 Intermediate Similarity NPD8133 Approved
0.7379 Intermediate Similarity NPD7524 Approved
0.7368 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD6015 Approved
0.7273 Intermediate Similarity NPD6016 Approved
0.7255 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7236 Intermediate Similarity NPD7492 Approved
0.7213 Intermediate Similarity NPD5988 Approved
0.72 Intermediate Similarity NPD6928 Phase 2
0.72 Intermediate Similarity NPD7525 Registered
0.7177 Intermediate Similarity NPD6616 Approved
0.7168 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7157 Intermediate Similarity NPD6695 Phase 3
0.7154 Intermediate Similarity NPD6067 Discontinued
0.7143 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD6686 Approved
0.712 Intermediate Similarity NPD7078 Approved
0.7083 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD7750 Discontinued
0.7041 Intermediate Similarity NPD7339 Approved
0.7041 Intermediate Similarity NPD6942 Approved
0.7034 Intermediate Similarity NPD8297 Approved
0.7034 Intermediate Similarity NPD6882 Approved
0.7016 Intermediate Similarity NPD8328 Phase 3
0.6942 Remote Similarity NPD6009 Approved
0.6929 Remote Similarity NPD6033 Approved
0.6911 Remote Similarity NPD6319 Approved
0.6863 Remote Similarity NPD6931 Approved
0.6863 Remote Similarity NPD6930 Phase 2
0.6838 Remote Similarity NPD7320 Approved
0.6833 Remote Similarity NPD4632 Approved
0.681 Remote Similarity NPD6008 Approved
0.681 Remote Similarity NPD7128 Approved
0.681 Remote Similarity NPD6402 Approved
0.681 Remote Similarity NPD6675 Approved
0.681 Remote Similarity NPD5739 Approved
0.68 Remote Similarity NPD6933 Approved
0.678 Remote Similarity NPD6372 Approved
0.678 Remote Similarity NPD6373 Approved
0.6768 Remote Similarity NPD4785 Approved
0.6768 Remote Similarity NPD4784 Approved
0.6765 Remote Similarity NPD7645 Phase 2
0.6765 Remote Similarity NPD6929 Approved
0.6735 Remote Similarity NPD4243 Approved
0.6733 Remote Similarity NPD6932 Approved
0.6727 Remote Similarity NPD6399 Phase 3
0.6726 Remote Similarity NPD7638 Approved
0.672 Remote Similarity NPD8517 Approved
0.672 Remote Similarity NPD8516 Approved
0.672 Remote Similarity NPD8513 Phase 3
0.672 Remote Similarity NPD8515 Approved
0.6695 Remote Similarity NPD6899 Approved
0.6695 Remote Similarity NPD6881 Approved
0.6667 Remote Similarity NPD7639 Approved
0.6667 Remote Similarity NPD6649 Approved
0.6667 Remote Similarity NPD6650 Approved
0.6667 Remote Similarity NPD7640 Approved
0.6667 Remote Similarity NPD8130 Phase 1
0.6637 Remote Similarity NPD4755 Approved
0.6637 Remote Similarity NPD6084 Phase 2
0.6637 Remote Similarity NPD6083 Phase 2
0.6636 Remote Similarity NPD7087 Discontinued
0.661 Remote Similarity NPD5701 Approved
0.661 Remote Similarity NPD5697 Approved
0.6609 Remote Similarity NPD4159 Approved
0.6604 Remote Similarity NPD4786 Approved
0.6602 Remote Similarity NPD6683 Phase 2
0.66 Remote Similarity NPD6926 Approved
0.66 Remote Similarity NPD6924 Approved
0.6583 Remote Similarity NPD4634 Approved
0.6583 Remote Similarity NPD6883 Approved
0.6583 Remote Similarity NPD7102 Approved
0.6583 Remote Similarity NPD7290 Approved
0.6577 Remote Similarity NPD4202 Approved
0.6571 Remote Similarity NPD7625 Phase 1
0.6569 Remote Similarity NPD5776 Phase 2
0.6569 Remote Similarity NPD6925 Approved
0.6565 Remote Similarity NPD5956 Approved
0.6542 Remote Similarity NPD6893 Approved
0.6538 Remote Similarity NPD4748 Discontinued
0.6538 Remote Similarity NPD7514 Phase 3
0.6532 Remote Similarity NPD7115 Discovery
0.6529 Remote Similarity NPD6869 Approved
0.6529 Remote Similarity NPD6617 Approved
0.6529 Remote Similarity NPD6847 Approved
0.6522 Remote Similarity NPD4696 Approved
0.6522 Remote Similarity NPD5286 Approved
0.6522 Remote Similarity NPD5285 Approved
0.6522 Remote Similarity NPD4700 Approved
0.6505 Remote Similarity NPD7145 Approved
0.65 Remote Similarity NPD6012 Approved
0.65 Remote Similarity NPD6013 Approved
0.65 Remote Similarity NPD6014 Approved
0.6484 Remote Similarity NPD7604 Phase 2
0.646 Remote Similarity NPD7991 Discontinued
0.6457 Remote Similarity NPD5983 Phase 2
0.6455 Remote Similarity NPD4753 Phase 2
0.6455 Remote Similarity NPD6051 Approved
0.6417 Remote Similarity NPD6011 Approved
0.6415 Remote Similarity NPD3667 Approved
0.641 Remote Similarity NPD5224 Approved
0.641 Remote Similarity NPD5226 Approved
0.641 Remote Similarity NPD4633 Approved
0.641 Remote Similarity NPD5225 Approved
0.641 Remote Similarity NPD5211 Phase 2
0.6396 Remote Similarity NPD3168 Discontinued
0.6393 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6393 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6387 Remote Similarity NPD4768 Approved
0.6387 Remote Similarity NPD4767 Approved
0.6385 Remote Similarity NPD6336 Discontinued
0.6381 Remote Similarity NPD7332 Phase 2
0.6373 Remote Similarity NPD4190 Phase 3
0.6373 Remote Similarity NPD5275 Approved
0.6364 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6356 Remote Similarity NPD5174 Approved
0.6356 Remote Similarity NPD5175 Approved
0.6341 Remote Similarity NPD6053 Discontinued
0.6339 Remote Similarity NPD8035 Phase 2
0.6339 Remote Similarity NPD7637 Suspended
0.6339 Remote Similarity NPD8034 Phase 2
0.6325 Remote Similarity NPD5223 Approved
0.6321 Remote Similarity NPD6898 Phase 1
0.6321 Remote Similarity NPD6902 Approved
0.6316 Remote Similarity NPD5695 Phase 3
0.6316 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6306 Remote Similarity NPD5328 Approved
0.6303 Remote Similarity NPD5141 Approved
0.6296 Remote Similarity NPD3133 Approved
0.6296 Remote Similarity NPD3666 Approved
0.6296 Remote Similarity NPD3665 Phase 1
0.6293 Remote Similarity NPD4225 Approved
0.6293 Remote Similarity NPD5696 Approved
0.6286 Remote Similarity NPD4195 Approved
0.6281 Remote Similarity NPD4729 Approved
0.6281 Remote Similarity NPD4730 Approved
0.6238 Remote Similarity NPD7152 Approved
0.6238 Remote Similarity NPD7150 Approved
0.6238 Remote Similarity NPD7151 Approved
0.6228 Remote Similarity NPD7748 Approved
0.6226 Remote Similarity NPD7509 Discontinued
0.6218 Remote Similarity NPD4754 Approved
0.6216 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6216 Remote Similarity NPD6903 Approved
0.6207 Remote Similarity NPD7902 Approved
0.62 Remote Similarity NPD6922 Approved
0.62 Remote Similarity NPD4267 Clinical (unspecified phase)
0.62 Remote Similarity NPD6923 Approved
0.6195 Remote Similarity NPD6079 Approved
0.619 Remote Similarity NPD6274 Approved
0.6186 Remote Similarity NPD5344 Discontinued
0.6182 Remote Similarity NPD3618 Phase 1
0.6182 Remote Similarity NPD7334 Approved
0.6182 Remote Similarity NPD7146 Approved
0.6182 Remote Similarity NPD6409 Approved
0.6182 Remote Similarity NPD5330 Approved
0.6182 Remote Similarity NPD6684 Approved
0.6182 Remote Similarity NPD7521 Approved
0.6179 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6179 Remote Similarity NPD5248 Approved
0.6179 Remote Similarity NPD5250 Approved
0.6179 Remote Similarity NPD5247 Approved
0.6179 Remote Similarity NPD5249 Phase 3
0.6179 Remote Similarity NPD5251 Approved
0.6174 Remote Similarity NPD4629 Approved
0.6174 Remote Similarity NPD5210 Approved
0.6172 Remote Similarity NPD7100 Approved
0.6172 Remote Similarity NPD7101 Approved
0.6148 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6148 Remote Similarity NPD5128 Approved
0.6139 Remote Similarity NPD7144 Approved
0.6139 Remote Similarity NPD7143 Approved
0.6134 Remote Similarity NPD7632 Discontinued
0.6117 Remote Similarity NPD1811 Approved
0.6117 Remote Similarity NPD1810 Approved
0.6111 Remote Similarity NPD4221 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