Structure

Physi-Chem Properties

Molecular Weight:  497.21
Volume:  451.44
LogP:  -2.922
LogD:  -2.52
LogS:  -0.172
# Rotatable Bonds:  7
TPSA:  253.02
# H-Bond Aceptor:  14
# H-Bond Donor:  12
# Rings:  3
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.146
Synthetic Accessibility Score:  5.242
Fsp3:  0.9
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:  -6.21
MDCK Permeability:  0.0002067978639388457
Pgp-inhibitor:  0.002
Pgp-substrate:  0.908
Human Intestinal Absorption (HIA):  0.999
20% Bioavailability (F20%):  0.977
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.236
Plasma Protein Binding (PPB):  22.210668563842773%
Volume Distribution (VD):  0.282
Pgp-substrate:  58.36141586303711%

ADMET: Metabolism

CYP1A2-inhibitor:  0.015
CYP1A2-substrate:  0.006
CYP2C19-inhibitor:  0.008
CYP2C19-substrate:  0.053
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.038
CYP2D6-inhibitor:  0.0
CYP2D6-substrate:  0.063
CYP3A4-inhibitor:  0.003
CYP3A4-substrate:  0.002

ADMET: Excretion

Clearance (CL):  0.957
Half-life (T1/2):  0.867

ADMET: Toxicity

hERG Blockers:  0.139
Human Hepatotoxicity (H-HT):  0.555
Drug-inuced Liver Injury (DILI):  0.946
AMES Toxicity:  0.107
Rat Oral Acute Toxicity:  0.003
Maximum Recommended Daily Dose:  0.004
Skin Sensitization:  0.172
Carcinogencity:  0.102
Eye Corrosion:  0.003
Eye Irritation:  0.016
Respiratory Toxicity:  0.725

Download Data

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

  Natural Product: NPC20035

Natural Product ID:  NPC20035
Common Name*:   Validamycin
IUPAC Name:   (2R,3R,4S,5S,6R)-2-[(1R,2R,3S,4S,6R)-2,3-dihydroxy-6-(hydroxymethyl)-4-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino]cyclohexyl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:   Validamycin
Standard InCHIKey:  JARYYMUOCXVXNK-CSLFJTBJSA-N
Standard InCHI:  InChI=1S/C20H35NO13/c22-3-6-1-8(12(26)15(29)11(6)25)21-9-2-7(4-23)19(17(31)13(9)27)34-20-18(32)16(30)14(28)10(5-24)33-20/h1,7-32H,2-5H2/t7-,8+,9+,10-,11-,12+,13+,14-,15+,16+,17-,18-,19-,20+/m1/s1
SMILES:  OC[C@H]1C[C@H](N[C@H]2C=C(CO)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O
Synthetic Gene Cluster:   BGC0000701;
ChEMBL Identifier:   CHEMBL1923413
PubChem CID:   443629
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates
          • [CHEMONTID:0002105] Glycosyl compounds
            • [CHEMONTID:0002207] O-glycosyl compounds

*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
NPO13391.10 Streptomyces hygroscopicus subsp. limoneus Varieties Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11456959]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[14563159]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[15844961]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16378365]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16453790]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16724461]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17632514]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19231864]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21486005]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21504214]
NPO13391.10 Streptomyces hygroscopicus subsp. limoneus Varieties Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22961651]
NPO13391.10 Streptomyces hygroscopicus subsp. limoneus Varieties Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[23028689]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24224794]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[3170341]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[3819734]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[5549382]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[TCMID]
NPO13391 Streptomyces hygroscopicus Species Streptomycetaceae Bacteria 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
NPT529 Organism Rhizoctonia solani Rhizoctonia solani GI = 80.96 % PMID[533023]
NPT724 Organism Corticium Corticium Efficacy = 100.0 % PMID[533024]
NPT724 Organism Corticium Corticium Efficacy = 75.0 % PMID[533024]
NPT529 Organism Rhizoctonia solani Rhizoctonia solani Activity = 70.0 % PMID[533025]
NPT529 Organism Rhizoctonia solani Rhizoctonia solani Activity = 100.0 % PMID[533025]
NPT529 Organism Rhizoctonia solani Rhizoctonia solani Efficacy = 93.68 % PMID[533026]
NPT1525 Organism Rhizoctonia solani AG-1 IA Rhizoctonia solani AG-1 IA GI = 5.7 % PMID[533027]
NPT1525 Organism Rhizoctonia solani AG-1 IA Rhizoctonia solani AG-1 IA GI = 17.0 % PMID[533027]
NPT1525 Organism Rhizoctonia solani AG-1 IA Rhizoctonia solani AG-1 IA GI = 22.6 % PMID[533027]
NPT1525 Organism Rhizoctonia solani AG-1 IA Rhizoctonia solani AG-1 IA GI = 34.0 % PMID[533027]
NPT1525 Organism Rhizoctonia solani AG-1 IA Rhizoctonia solani AG-1 IA GI = 45.2 % PMID[533027]
NPT529 Organism Rhizoctonia solani Rhizoctonia solani EC50 = 0.14 ug.mL-1 PMID[533028]
NPT529 Organism Rhizoctonia solani Rhizoctonia solani EC50 = 0.18 ug.mL-1 PMID[533028]
NPT529 Organism Rhizoctonia solani Rhizoctonia solani EC50 = 0.16 ug.mL-1 PMID[533028]
NPT529 Organism Rhizoctonia solani Rhizoctonia solani EC50 = 0.1 ug.mL-1 PMID[533028]
NPT529 Organism Rhizoctonia solani Rhizoctonia solani EC50 = 0.09 ug.mL-1 PMID[533028]
NPT529 Organism Rhizoctonia solani Rhizoctonia solani EC50 = 0.08 ug.mL-1 PMID[533028]
NPT529 Organism Rhizoctonia solani Rhizoctonia solani Inhibition = 75.0 % PMID[533029]
NPT610 Others Molecular identity unknown Inhibition = 47.0 % PMID[533029]
NPT1526 Organism Cercospora beticola Cercospora beticola Inhibition = 42.0 % PMID[533029]
NPT610 Others Molecular identity unknown Inhibition = 37.0 % PMID[533029]
NPT637 Organism Fusarium oxysporum Fusarium oxysporum Inhibition = 35.0 % PMID[533029]

☑ 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 NPC20035 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
0.875 High Similarity NPC313272
0.875 High Similarity NPC319537
0.822 Intermediate Similarity NPC314306
0.7965 Intermediate Similarity NPC315170
0.7705 Intermediate Similarity NPC241597
0.7226 Intermediate Similarity NPC297058
0.7 Intermediate Similarity NPC471628
0.7 Intermediate Similarity NPC56298
0.6992 Remote Similarity NPC296686
0.697 Remote Similarity NPC478138
0.6842 Remote Similarity NPC469943
0.6829 Remote Similarity NPC55336
0.6812 Remote Similarity NPC15249
0.6812 Remote Similarity NPC25455
0.68 Remote Similarity NPC315426
0.6763 Remote Similarity NPC122819
0.6721 Remote Similarity NPC315036
0.6714 Remote Similarity NPC147753
0.6714 Remote Similarity NPC150057
0.6528 Remote Similarity NPC287885
0.6518 Remote Similarity NPC314762
0.6454 Remote Similarity NPC475472
0.6452 Remote Similarity NPC64348
0.6449 Remote Similarity NPC471263
0.6423 Remote Similarity NPC240372
0.641 Remote Similarity NPC306838
0.6408 Remote Similarity NPC119794
0.6408 Remote Similarity NPC73829
0.6385 Remote Similarity NPC121479
0.6385 Remote Similarity NPC57436
0.6364 Remote Similarity NPC76999
0.6356 Remote Similarity NPC314408
0.6356 Remote Similarity NPC123746
0.6356 Remote Similarity NPC43850
0.6356 Remote Similarity NPC314007
0.6356 Remote Similarity NPC470282
0.6356 Remote Similarity NPC477060
0.6349 Remote Similarity NPC477198
0.6341 Remote Similarity NPC90583
0.6331 Remote Similarity NPC237286
0.6331 Remote Similarity NPC265275
0.6331 Remote Similarity NPC94881
0.6331 Remote Similarity NPC48886
0.6319 Remote Similarity NPC75318
0.6319 Remote Similarity NPC235772
0.6319 Remote Similarity NPC280941
0.6316 Remote Similarity NPC298005
0.6316 Remote Similarity NPC36463
0.6311 Remote Similarity NPC72817
0.6311 Remote Similarity NPC477927
0.6276 Remote Similarity NPC145899
0.6271 Remote Similarity NPC313552
0.6269 Remote Similarity NPC28280
0.6269 Remote Similarity NPC304646
0.6267 Remote Similarity NPC298067
0.6267 Remote Similarity NPC214821
0.6261 Remote Similarity NPC36927
0.6261 Remote Similarity NPC271772
0.6259 Remote Similarity NPC313333
0.6259 Remote Similarity NPC313342
0.6259 Remote Similarity NPC314451
0.6259 Remote Similarity NPC68327
0.6259 Remote Similarity NPC314512
0.625 Remote Similarity NPC470768
0.625 Remote Similarity NPC75608
0.625 Remote Similarity NPC477515
0.625 Remote Similarity NPC67917
0.625 Remote Similarity NPC176381
0.625 Remote Similarity NPC313802
0.625 Remote Similarity NPC314268
0.625 Remote Similarity NPC195969
0.6232 Remote Similarity NPC471262
0.6222 Remote Similarity NPC6531
0.6218 Remote Similarity NPC214376
0.621 Remote Similarity NPC475503
0.6207 Remote Similarity NPC165119
0.6202 Remote Similarity NPC475918
0.62 Remote Similarity NPC141669
0.6197 Remote Similarity NPC121601
0.619 Remote Similarity NPC255175
0.619 Remote Similarity NPC271207
0.619 Remote Similarity NPC243680
0.619 Remote Similarity NPC225978
0.619 Remote Similarity NPC206711
0.619 Remote Similarity NPC200788
0.6184 Remote Similarity NPC61717
0.6184 Remote Similarity NPC244380
0.6179 Remote Similarity NPC192066
0.6179 Remote Similarity NPC23454
0.6179 Remote Similarity NPC35269
0.6179 Remote Similarity NPC256570
0.6179 Remote Similarity NPC262312
0.6179 Remote Similarity NPC3568
0.6179 Remote Similarity NPC70323
0.6179 Remote Similarity NPC17290
0.6172 Remote Similarity NPC162354
0.6167 Remote Similarity NPC248312
0.6161 Remote Similarity NPC244539
0.616 Remote Similarity NPC475646
0.6154 Remote Similarity NPC472390
0.6154 Remote Similarity NPC201359
0.6149 Remote Similarity NPC180770
0.6149 Remote Similarity NPC302276
0.6148 Remote Similarity NPC30196
0.6148 Remote Similarity NPC302584
0.614 Remote Similarity NPC98750
0.6138 Remote Similarity NPC120420
0.6138 Remote Similarity NPC477072
0.6129 Remote Similarity NPC330590
0.6121 Remote Similarity NPC315969
0.6115 Remote Similarity NPC139857
0.6111 Remote Similarity NPC139585
0.6111 Remote Similarity NPC477928
0.6107 Remote Similarity NPC210729
0.6107 Remote Similarity NPC172365
0.6107 Remote Similarity NPC82931
0.6098 Remote Similarity NPC315334
0.6096 Remote Similarity NPC471256
0.6096 Remote Similarity NPC99864
0.609 Remote Similarity NPC29501
0.6087 Remote Similarity NPC70574
0.6084 Remote Similarity NPC471471
0.6084 Remote Similarity NPC164476
0.608 Remote Similarity NPC8098
0.608 Remote Similarity NPC45313
0.608 Remote Similarity NPC189629
0.608 Remote Similarity NPC197294
0.608 Remote Similarity NPC183449
0.6077 Remote Similarity NPC470763
0.6077 Remote Similarity NPC470767
0.6077 Remote Similarity NPC472899
0.6077 Remote Similarity NPC472898
0.6077 Remote Similarity NPC472900
0.6076 Remote Similarity NPC477398
0.6071 Remote Similarity NPC315783
0.6068 Remote Similarity NPC263058
0.6067 Remote Similarity NPC162910
0.6066 Remote Similarity NPC209047
0.6066 Remote Similarity NPC74672
0.6066 Remote Similarity NPC242503
0.6066 Remote Similarity NPC43074
0.6066 Remote Similarity NPC139782
0.6056 Remote Similarity NPC314282
0.605 Remote Similarity NPC73166
0.6048 Remote Similarity NPC178949
0.6048 Remote Similarity NPC305160
0.6048 Remote Similarity NPC96736
0.6047 Remote Similarity NPC221148
0.6047 Remote Similarity NPC473198
0.6047 Remote Similarity NPC473254
0.6047 Remote Similarity NPC473124
0.6047 Remote Similarity NPC473123
0.6045 Remote Similarity NPC1111
0.6045 Remote Similarity NPC261750
0.6031 Remote Similarity NPC476594
0.6028 Remote Similarity NPC75839
0.6026 Remote Similarity NPC475152
0.6026 Remote Similarity NPC475584
0.6026 Remote Similarity NPC475394
0.6016 Remote Similarity NPC473604
0.6016 Remote Similarity NPC470434
0.6016 Remote Similarity NPC61894
0.6016 Remote Similarity NPC15851
0.6016 Remote Similarity NPC182632
0.6016 Remote Similarity NPC282705
0.6016 Remote Similarity NPC473950
0.6016 Remote Similarity NPC475125
0.6016 Remote Similarity NPC473581
0.6016 Remote Similarity NPC186840
0.6016 Remote Similarity NPC111567
0.6016 Remote Similarity NPC309898
0.6016 Remote Similarity NPC263545
0.6016 Remote Similarity NPC475603
0.6 Remote Similarity NPC93352
0.6 Remote Similarity NPC477000
0.6 Remote Similarity NPC477001
0.6 Remote Similarity NPC203354
0.6 Remote Similarity NPC473127
0.6 Remote Similarity NPC110656
0.5987 Remote Similarity NPC475892
0.5987 Remote Similarity NPC298469
0.5987 Remote Similarity NPC193579
0.5987 Remote Similarity NPC475527
0.5984 Remote Similarity NPC312325
0.5971 Remote Similarity NPC314482
0.5969 Remote Similarity NPC201191
0.5969 Remote Similarity NPC214277
0.5965 Remote Similarity NPC313762
0.5957 Remote Similarity NPC314629
0.5957 Remote Similarity NPC471255
0.5949 Remote Similarity NPC113620
0.5949 Remote Similarity NPC100612
0.5949 Remote Similarity NPC174336
0.5949 Remote Similarity NPC475599
0.5949 Remote Similarity NPC187497
0.5948 Remote Similarity NPC83248
0.5948 Remote Similarity NPC100204
0.5948 Remote Similarity NPC318258
0.5946 Remote Similarity NPC472430
0.5938 Remote Similarity NPC469942

  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 NPC20035 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
0.822 Intermediate Similarity NPD6430 Approved
0.822 Intermediate Similarity NPD6429 Approved
0.7869 Intermediate Similarity NPD4832 Approved
0.7869 Intermediate Similarity NPD4830 Approved
0.7869 Intermediate Similarity NPD4831 Approved
0.7705 Intermediate Similarity NPD3731 Phase 3
0.75 Intermediate Similarity NPD6436 Phase 3
0.7 Intermediate Similarity NPD4835 Approved
0.7 Intermediate Similarity NPD4837 Approved
0.7 Intermediate Similarity NPD4836 Approved
0.7 Intermediate Similarity NPD4838 Approved
0.6833 Remote Similarity NPD4282 Approved
0.6763 Remote Similarity NPD8449 Approved
0.6754 Remote Similarity NPD394 Phase 3
0.6714 Remote Similarity NPD8450 Suspended
0.6587 Remote Similarity NPD5376 Approved
0.641 Remote Similarity NPD3200 Clinical (unspecified phase)
0.6385 Remote Similarity NPD35 Approved
0.6385 Remote Similarity NPD4833 Approved
0.6356 Remote Similarity NPD3208 Approved
0.6356 Remote Similarity NPD3207 Approved
0.6356 Remote Similarity NPD3209 Approved
0.6356 Remote Similarity NPD3202 Approved
0.6356 Remote Similarity NPD3203 Approved
0.6356 Remote Similarity NPD3201 Approved
0.6276 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6259 Remote Similarity NPD8342 Approved
0.6259 Remote Similarity NPD8340 Approved
0.6259 Remote Similarity NPD8341 Approved
0.6259 Remote Similarity NPD8299 Approved
0.625 Remote Similarity NPD5795 Approved
0.625 Remote Similarity NPD5798 Approved
0.625 Remote Similarity NPD5797 Approved
0.625 Remote Similarity NPD5794 Approved
0.625 Remote Similarity NPD5796 Clinical (unspecified phase)
0.625 Remote Similarity NPD2700 Approved
0.6218 Remote Similarity NPD2698 Approved
0.6202 Remote Similarity NPD5357 Phase 1
0.6154 Remote Similarity NPD8390 Approved
0.6154 Remote Similarity NPD8391 Approved
0.6154 Remote Similarity NPD8392 Approved
0.6143 Remote Similarity NPD577 Phase 3
0.6143 Remote Similarity NPD591 Approved
0.6129 Remote Similarity NPD5381 Approved
0.6129 Remote Similarity NPD5377 Approved
0.6129 Remote Similarity NPD5378 Approved
0.6103 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6099 Remote Similarity NPD8451 Approved
0.6096 Remote Similarity NPD8415 Approved
0.609 Remote Similarity NPD2690 Discontinued
0.6087 Remote Similarity NPD8347 Approved
0.6087 Remote Similarity NPD8345 Approved
0.6087 Remote Similarity NPD8346 Approved
0.6071 Remote Similarity NPD7829 Approved
0.6071 Remote Similarity NPD7830 Approved
0.6066 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6058 Remote Similarity NPD7641 Discontinued
0.6056 Remote Similarity NPD8448 Approved
0.6047 Remote Similarity NPD1449 Approved
0.6047 Remote Similarity NPD1450 Approved
0.6043 Remote Similarity NPD8444 Approved
0.6015 Remote Similarity NPD8087 Discontinued
0.5959 Remote Similarity NPD8338 Approved
0.5956 Remote Similarity NPD3204 Clinical (unspecified phase)
0.5929 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5887 Remote Similarity NPD4827 Approved
0.5887 Remote Similarity NPD4826 Approved
0.5887 Remote Similarity NPD4828 Approved
0.5845 Remote Similarity NPD7642 Approved
0.5822 Remote Similarity NPD6914 Discontinued
0.5802 Remote Similarity NPD1407 Approved
0.5789 Remote Similarity NPD8307 Discontinued
0.5789 Remote Similarity NPD8140 Approved
0.5778 Remote Similarity NPD6421 Discontinued
0.5775 Remote Similarity NPD8080 Discontinued
0.5682 Remote Similarity NPD8045 Clinical (unspecified phase)
0.568 Remote Similarity NPD3168 Discontinued
0.5664 Remote Similarity NPD7623 Phase 3
0.5664 Remote Similarity NPD7624 Clinical (unspecified phase)
0.5636 Remote Similarity NPD2977 Approved
0.5636 Remote Similarity NPD2978 Approved
0.5625 Remote Similarity NPD8389 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