Structure

Physi-Chem Properties

Molecular Weight:  918.52
Volume:  899.864
LogP:  3.483
LogD:  2.709
LogS:  -3.71
# Rotatable Bonds:  15
TPSA:  283.98
# H-Bond Aceptor:  18
# H-Bond Donor:  10
# Rings:  7
# Heavy Atoms:  18

MedChem Properties

QED Drug-Likeness Score:  0.103
Synthetic Accessibility Score:  6.435
Fsp3:  0.978
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:  -6.277
MDCK Permeability:  0.000291549222311005
Pgp-inhibitor:  0.005
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.901
20% Bioavailability (F20%):  0.203
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.015
Plasma Protein Binding (PPB):  49.39560317993164%
Volume Distribution (VD):  0.156
Pgp-substrate:  14.471955299377441%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.067
CYP2C19-inhibitor:  0.004
CYP2C19-substrate:  0.301
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.002
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.023
CYP3A4-inhibitor:  0.039
CYP3A4-substrate:  0.065

ADMET: Excretion

Clearance (CL):  0.939
Half-life (T1/2):  0.753

ADMET: Toxicity

hERG Blockers:  0.826
Human Hepatotoxicity (H-HT):  0.214
Drug-inuced Liver Injury (DILI):  0.064
AMES Toxicity:  0.115
Rat Oral Acute Toxicity:  0.073
Maximum Recommended Daily Dose:  0.066
Skin Sensitization:  0.925
Carcinogencity:  0.188
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.971

Download Data

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

  Natural Product: NPC475574

Natural Product ID:  NPC475574
Common Name*:   (22S)-16Beta-[(O-Beta-D-Apiofuranosyl-(1->4)-6-O-Acetyl-Beta-D-Glucopyranosyl)Oxy]-3Beta,22-Dihydroxy-5Alpha-Cholestan-16Beta-Yl Alpha-L-Rhamnopyranoside
IUPAC Name:   [(2R,3S,4R,5R,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-[[(1R,3R,5S,8S,9S,10S,13S,14S,16S,17R)-3-hydroxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]oxan-2-yl]methyl acetate
Synonyms:  
Standard InCHIKey:  UYLCZACRDJQKFV-TYGMPKPXSA-N
Standard InCHI:  InChI=1S/C46H78O18/c1-20(2)8-11-29(50)21(3)33-30(61-42-38(55)36(53)39(31(62-42)17-58-23(5)48)64-43-40(56)46(57,18-47)19-59-43)16-28-26-10-9-24-14-25(49)15-32(45(24,7)27(26)12-13-44(28,33)6)63-41-37(54)35(52)34(51)22(4)60-41/h20-22,24-43,47,49-57H,8-19H2,1-7H3/t21-,22+,24+,25-,26-,27+,28+,29+,30+,31-,32-,33+,34+,35-,36-,37-,38-,39-,40+,41+,42-,43+,44+,45+,46-/m1/s1
SMILES:  CC1C(C(C(C(O1)OC2CC(CC3C2(C4CCC5(C(C4CC3)CC(C5C(C)C(CCC(C)C)O)OC6C(C(C(C(O6)COC(=O)C)OC7C(C(CO7)(CO)O)O)O)O)C)C)O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL508474
PubChem CID:   11366537
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[500158]
NPT924 Cell Line HSC-2 Homo sapiens IC50 > 100.0 ug.mL-1 PMID[500158]

☑ 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 NPC475574 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
0.9579 High Similarity NPC472081
0.9579 High Similarity NPC476512
0.9579 High Similarity NPC108227
0.957 High Similarity NPC203434
0.957 High Similarity NPC238796
0.957 High Similarity NPC296936
0.957 High Similarity NPC237071
0.9479 High Similarity NPC310138
0.9479 High Similarity NPC470029
0.9479 High Similarity NPC134967
0.9479 High Similarity NPC114700
0.9468 High Similarity NPC470591
0.9468 High Similarity NPC477222
0.9468 High Similarity NPC477223
0.9381 High Similarity NPC97260
0.9381 High Similarity NPC476837
0.9381 High Similarity NPC139181
0.9362 High Similarity NPC139271
0.9362 High Similarity NPC304011
0.9355 High Similarity NPC473774
0.9355 High Similarity NPC24960
0.9355 High Similarity NPC45959
0.9355 High Similarity NPC252253
0.9263 High Similarity NPC210157
0.9255 High Similarity NPC94582
0.9255 High Similarity NPC57964
0.9247 High Similarity NPC88962
0.9247 High Similarity NPC149400
0.9247 High Similarity NPC311246
0.9247 High Similarity NPC167644
0.9247 High Similarity NPC144790
0.9175 High Similarity NPC476839
0.9175 High Similarity NPC476838
0.9158 High Similarity NPC476510
0.9158 High Similarity NPC142264
0.9158 High Similarity NPC121453
0.9149 High Similarity NPC291203
0.9149 High Similarity NPC179859
0.9149 High Similarity NPC291547
0.9149 High Similarity NPC113500
0.9149 High Similarity NPC174024
0.9149 High Similarity NPC475436
0.9149 High Similarity NPC3538
0.9149 High Similarity NPC253268
0.9149 High Similarity NPC312678
0.9149 High Similarity NPC473851
0.9149 High Similarity NPC217205
0.9149 High Similarity NPC131693
0.9149 High Similarity NPC477224
0.9149 High Similarity NPC309866
0.9149 High Similarity NPC305418
0.914 High Similarity NPC229801
0.914 High Similarity NPC204881
0.914 High Similarity NPC473830
0.914 High Similarity NPC307167
0.914 High Similarity NPC210759
0.9072 High Similarity NPC470030
0.9062 High Similarity NPC233649
0.9062 High Similarity NPC307534
0.9062 High Similarity NPC476112
0.9062 High Similarity NPC470028
0.9062 High Similarity NPC274200
0.9053 High Similarity NPC107188
0.9053 High Similarity NPC473610
0.9053 High Similarity NPC473727
0.9053 High Similarity NPC206003
0.9053 High Similarity NPC474399
0.9053 High Similarity NPC211354
0.9053 High Similarity NPC19400
0.9053 High Similarity NPC475351
0.9053 High Similarity NPC107962
0.9053 High Similarity NPC6295
0.9053 High Similarity NPC92196
0.9043 High Similarity NPC250393
0.9043 High Similarity NPC249204
0.9043 High Similarity NPC297348
0.9043 High Similarity NPC477451
0.9043 High Similarity NPC234352
0.9043 High Similarity NPC172838
0.9043 High Similarity NPC325828
0.9043 High Similarity NPC477547
0.9043 High Similarity NPC177834
0.9043 High Similarity NPC137004
0.9043 High Similarity NPC48339
0.9043 High Similarity NPC141769
0.9032 High Similarity NPC279329
0.9032 High Similarity NPC65550
0.9032 High Similarity NPC473542
0.8969 High Similarity NPC473638
0.8969 High Similarity NPC473518
0.8969 High Similarity NPC473616
0.8958 High Similarity NPC97700
0.8958 High Similarity NPC470864
0.8958 High Similarity NPC195297
0.8958 High Similarity NPC284104
0.8958 High Similarity NPC475625
0.8958 High Similarity NPC116756
0.8958 High Similarity NPC160426
0.8958 High Similarity NPC184617
0.8958 High Similarity NPC128572
0.8958 High Similarity NPC287483
0.8958 High Similarity NPC30856
0.8958 High Similarity NPC473601
0.8958 High Similarity NPC98018
0.8958 High Similarity NPC84111
0.8958 High Similarity NPC470863
0.8958 High Similarity NPC232037
0.8958 High Similarity NPC103616
0.8958 High Similarity NPC156377
0.8958 High Similarity NPC475643
0.8958 High Similarity NPC132080
0.8958 High Similarity NPC470866
0.8958 High Similarity NPC470865
0.8947 High Similarity NPC151214
0.8947 High Similarity NPC175
0.8947 High Similarity NPC222731
0.8947 High Similarity NPC471464
0.8947 High Similarity NPC294686
0.8947 High Similarity NPC191915
0.8947 High Similarity NPC264101
0.8936 High Similarity NPC36372
0.8936 High Similarity NPC293609
0.8936 High Similarity NPC149966
0.8936 High Similarity NPC5632
0.8925 High Similarity NPC82955
0.8925 High Similarity NPC131466
0.8866 High Similarity NPC470862
0.8866 High Similarity NPC232611
0.8866 High Similarity NPC115165
0.8866 High Similarity NPC303069
0.8866 High Similarity NPC470861
0.8866 High Similarity NPC83137
0.8866 High Similarity NPC51520
0.8866 High Similarity NPC475207
0.8854 High Similarity NPC473064
0.8854 High Similarity NPC473067
0.8854 High Similarity NPC473065
0.8842 High Similarity NPC473726
0.8842 High Similarity NPC277774
0.8817 High Similarity NPC281004
0.8788 High Similarity NPC477225
0.8776 High Similarity NPC292775
0.8776 High Similarity NPC291548
0.8776 High Similarity NPC471375
0.8776 High Similarity NPC209798
0.8776 High Similarity NPC471374
0.8763 High Similarity NPC252056
0.875 High Similarity NPC473503
0.8723 High Similarity NPC20822
0.8723 High Similarity NPC473472
0.8723 High Similarity NPC102725
0.871 High Similarity NPC140446
0.871 High Similarity NPC43912
0.8687 High Similarity NPC471427
0.8687 High Similarity NPC471426
0.8687 High Similarity NPC471428
0.8687 High Similarity NPC51579
0.866 High Similarity NPC477494
0.866 High Similarity NPC469710
0.866 High Similarity NPC21897
0.8646 High Similarity NPC256104
0.8646 High Similarity NPC211845
0.8646 High Similarity NPC182740
0.8646 High Similarity NPC122083
0.8632 High Similarity NPC223143
0.8602 High Similarity NPC215968
0.8602 High Similarity NPC477283
0.8602 High Similarity NPC155531
0.86 High Similarity NPC477172
0.8571 High Similarity NPC473287
0.8571 High Similarity NPC469824
0.8557 High Similarity NPC30687
0.8542 High Similarity NPC473637
0.8542 High Similarity NPC476668
0.8542 High Similarity NPC473066
0.8542 High Similarity NPC59006
0.8529 High Similarity NPC469827
0.8519 High Similarity NPC179429
0.8515 High Similarity NPC310031
0.8515 High Similarity NPC80191
0.8511 High Similarity NPC472396
0.85 High Similarity NPC20028
0.8495 Intermediate Similarity NPC290612
0.8491 Intermediate Similarity NPC477489
0.8469 Intermediate Similarity NPC215570
0.8462 Intermediate Similarity NPC475319
0.8462 Intermediate Similarity NPC202898
0.8462 Intermediate Similarity NPC469826
0.8462 Intermediate Similarity NPC472079
0.8462 Intermediate Similarity NPC92890
0.8454 Intermediate Similarity NPC476669
0.8454 Intermediate Similarity NPC224003
0.8454 Intermediate Similarity NPC470623
0.8454 Intermediate Similarity NPC171741
0.8454 Intermediate Similarity NPC18724
0.8454 Intermediate Similarity NPC323231
0.8447 Intermediate Similarity NPC215408
0.8404 Intermediate Similarity NPC471410
0.8404 Intermediate Similarity NPC471411
0.8381 Intermediate Similarity NPC473817

  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 NPC475574 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
0.9043 High Similarity NPD8171 Discontinued
0.8529 High Similarity NPD8170 Clinical (unspecified phase)
0.8053 Intermediate Similarity NPD8380 Approved
0.8053 Intermediate Similarity NPD8379 Approved
0.8053 Intermediate Similarity NPD8296 Approved
0.8053 Intermediate Similarity NPD8378 Approved
0.8053 Intermediate Similarity NPD8335 Approved
0.7965 Intermediate Similarity NPD8294 Approved
0.7965 Intermediate Similarity NPD8377 Approved
0.7957 Intermediate Similarity NPD6928 Phase 2
0.7909 Intermediate Similarity NPD8133 Approved
0.7895 Intermediate Similarity NPD8033 Approved
0.7788 Intermediate Similarity NPD7327 Approved
0.7788 Intermediate Similarity NPD7328 Approved
0.7719 Intermediate Similarity NPD7516 Approved
0.719 Intermediate Similarity NPD7507 Approved
0.7154 Intermediate Similarity NPD7319 Approved
0.7143 Intermediate Similarity NPD7503 Approved
0.708 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD7991 Discontinued
0.7 Intermediate Similarity NPD3669 Approved
0.7 Intermediate Similarity NPD3670 Clinical (unspecified phase)
0.6949 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6935 Remote Similarity NPD7736 Approved
0.6882 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6864 Remote Similarity NPD6940 Discontinued
0.6837 Remote Similarity NPD6697 Approved
0.6837 Remote Similarity NPD6118 Approved
0.6837 Remote Similarity NPD6114 Approved
0.6837 Remote Similarity NPD6115 Approved
0.6771 Remote Similarity NPD1810 Approved
0.6771 Remote Similarity NPD1811 Approved
0.6754 Remote Similarity NPD6412 Phase 2
0.6748 Remote Similarity NPD8328 Phase 3
0.6735 Remote Similarity NPD6116 Phase 1
0.672 Remote Similarity NPD8293 Discontinued
0.6633 Remote Similarity NPD6117 Approved
0.6632 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6532 Remote Similarity NPD6370 Approved
0.646 Remote Similarity NPD1700 Approved
0.6458 Remote Similarity NPD2254 Approved
0.6458 Remote Similarity NPD2687 Approved
0.6458 Remote Similarity NPD2686 Approved
0.6429 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7492 Approved
0.6412 Remote Similarity NPD8450 Suspended
0.6378 Remote Similarity NPD6616 Approved
0.6371 Remote Similarity NPD6054 Approved
0.6371 Remote Similarity NPD6059 Approved
0.6364 Remote Similarity NPD3702 Approved
0.6336 Remote Similarity NPD8449 Approved
0.6331 Remote Similarity NPD7625 Phase 1
0.633 Remote Similarity NPD8035 Phase 2
0.633 Remote Similarity NPD8034 Phase 2
0.6328 Remote Similarity NPD7078 Approved
0.6311 Remote Similarity NPD1779 Approved
0.6311 Remote Similarity NPD1780 Approved
0.6293 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6293 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6289 Remote Similarity NPD4787 Phase 1
0.6271 Remote Similarity NPD6686 Approved
0.6271 Remote Similarity NPD8174 Phase 2
0.6198 Remote Similarity NPD6882 Approved
0.6198 Remote Similarity NPD8297 Approved
0.619 Remote Similarity NPD6016 Approved
0.619 Remote Similarity NPD6015 Approved
0.617 Remote Similarity NPD371 Approved
0.6142 Remote Similarity NPD5988 Approved
0.614 Remote Similarity NPD7638 Approved
0.6134 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6129 Remote Similarity NPD6009 Approved
0.6111 Remote Similarity NPD6319 Approved
0.6094 Remote Similarity NPD6067 Discontinued
0.6087 Remote Similarity NPD7640 Approved
0.6087 Remote Similarity NPD7639 Approved
0.6075 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6063 Remote Similarity NPD8513 Phase 3
0.6063 Remote Similarity NPD8517 Approved
0.6063 Remote Similarity NPD8515 Approved
0.6063 Remote Similarity NPD8516 Approved
0.6061 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6061 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6061 Remote Similarity NPD5777 Approved
0.604 Remote Similarity NPD3703 Phase 2
0.6016 Remote Similarity NPD4632 Approved
0.6 Remote Similarity NPD7320 Approved
0.5983 Remote Similarity NPD7632 Discontinued
0.5966 Remote Similarity NPD7128 Approved
0.5966 Remote Similarity NPD6402 Approved
0.5966 Remote Similarity NPD6675 Approved
0.5966 Remote Similarity NPD5739 Approved
0.596 Remote Similarity NPD4245 Approved
0.596 Remote Similarity NPD4244 Approved
0.595 Remote Similarity NPD6373 Approved
0.595 Remote Similarity NPD4061 Clinical (unspecified phase)
0.595 Remote Similarity NPD6372 Approved
0.5917 Remote Similarity NPD7646 Clinical (unspecified phase)
0.5909 Remote Similarity NPD6033 Approved
0.5905 Remote Similarity NPD7525 Registered
0.5868 Remote Similarity NPD6899 Approved
0.5868 Remote Similarity NPD6881 Approved
0.5859 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5859 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5859 Remote Similarity NPD3698 Phase 2
0.5854 Remote Similarity NPD6649 Approved
0.5854 Remote Similarity NPD6650 Approved
0.5854 Remote Similarity NPD8130 Phase 1
0.5833 Remote Similarity NPD6008 Approved
0.5812 Remote Similarity NPD8418 Phase 2
0.5785 Remote Similarity NPD5701 Approved
0.5785 Remote Similarity NPD5697 Approved
0.5772 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5772 Remote Similarity NPD7102 Approved
0.5772 Remote Similarity NPD7290 Approved
0.5772 Remote Similarity NPD6883 Approved
0.5758 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5758 Remote Similarity NPD5360 Phase 3
0.5743 Remote Similarity NPD6081 Approved
0.5726 Remote Similarity NPD6617 Approved
0.5726 Remote Similarity NPD6869 Approved
0.5726 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5726 Remote Similarity NPD6847 Approved
0.5725 Remote Similarity NPD7604 Phase 2
0.5714 Remote Similarity NPD8082 Approved
0.5714 Remote Similarity NPD8085 Approved
0.5714 Remote Similarity NPD8138 Approved
0.5714 Remote Similarity NPD8084 Approved
0.5714 Remote Similarity NPD8139 Approved
0.5714 Remote Similarity NPD8086 Approved
0.5714 Remote Similarity NPD8083 Approved
0.5702 Remote Similarity NPD8393 Approved
0.5692 Remote Similarity NPD5983 Phase 2
0.5692 Remote Similarity NPD6921 Approved
0.5691 Remote Similarity NPD6012 Approved
0.5691 Remote Similarity NPD6013 Approved
0.5691 Remote Similarity NPD6014 Approved
0.5684 Remote Similarity NPD6123 Approved
0.5676 Remote Similarity NPD7524 Approved
0.5669 Remote Similarity NPD7754 Approved
0.5669 Remote Similarity NPD7755 Approved
0.5667 Remote Similarity NPD8276 Approved
0.5667 Remote Similarity NPD7986 Approved
0.5667 Remote Similarity NPD7912 Approved
0.5667 Remote Similarity NPD7987 Approved
0.5667 Remote Similarity NPD8275 Approved
0.5667 Remote Similarity NPD7911 Approved
0.5652 Remote Similarity NPD7748 Approved
0.5644 Remote Similarity NPD4789 Approved
0.5641 Remote Similarity NPD6083 Phase 2
0.5641 Remote Similarity NPD6084 Phase 2
0.5641 Remote Similarity NPD7902 Approved
0.5639 Remote Similarity NPD6336 Discontinued
0.5625 Remote Similarity NPD7115 Discovery
0.562 Remote Similarity NPD8081 Approved
0.561 Remote Similarity NPD6011 Approved
0.56 Remote Similarity NPD6401 Clinical (unspecified phase)

  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