Structure

Physi-Chem Properties

Molecular Weight:  276.16
Volume:  274.953
LogP:  0.931
LogD:  -0.28
LogS:  -0.923
# Rotatable Bonds:  7
TPSA:  96.22
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  1
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.598
Synthetic Accessibility Score:  3.882
Fsp3:  0.923
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.789
MDCK Permeability:  0.00011421014642110094
Pgp-inhibitor:  0.026
Pgp-substrate:  0.727
Human Intestinal Absorption (HIA):  0.019
20% Bioavailability (F20%):  0.003
30% Bioavailability (F30%):  0.067

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.181
Plasma Protein Binding (PPB):  39.52758026123047%
Volume Distribution (VD):  0.651
Pgp-substrate:  38.905941009521484%

ADMET: Metabolism

CYP1A2-inhibitor:  0.012
CYP1A2-substrate:  0.089
CYP2C19-inhibitor:  0.024
CYP2C19-substrate:  0.251
CYP2C9-inhibitor:  0.003
CYP2C9-substrate:  0.941
CYP2D6-inhibitor:  0.019
CYP2D6-substrate:  0.145
CYP3A4-inhibitor:  0.007
CYP3A4-substrate:  0.035

ADMET: Excretion

Clearance (CL):  3.335
Half-life (T1/2):  0.87

ADMET: Toxicity

hERG Blockers:  0.015
Human Hepatotoxicity (H-HT):  0.468
Drug-inuced Liver Injury (DILI):  0.424
AMES Toxicity:  0.359
Rat Oral Acute Toxicity:  0.048
Maximum Recommended Daily Dose:  0.018
Skin Sensitization:  0.732
Carcinogencity:  0.261
Eye Corrosion:  0.011
Eye Irritation:  0.54
Respiratory Toxicity:  0.074

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

  Natural Product: NPC325773

Natural Product ID:  NPC325773
Common Name*:   Daumone
IUPAC Name:   (6R)-6-[(2R,3R,5R,6S)-3,5-dihydroxy-6-methyloxan-2-yl]oxyheptanoic acid
Synonyms:   Daumone
Standard InCHIKey:  KBTQMAFDKPKMEJ-UYNYGYNWSA-N
Standard InCHI:  InChI=1S/C13H24O6/c1-8(5-3-4-6-12(16)17)18-13-11(15)7-10(14)9(2)19-13/h8-11,13-15H,3-7H2,1-2H3,(H,16,17)/t8-,9+,10-,11-,13-/m1/s1
SMILES:  CC1C(CC(C(O1)OC(C)CCCCC(=O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL541475
PubChem CID:   11471380
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates
          • [CHEMONTID:0000215] Sugar acids and derivatives

*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
NPO13691 Caenorhabditis elegans Species Rhabditidae Eukaryota n.a. n.a. n.a. PMID[15690045]
NPO13691 Caenorhabditis elegans Species Rhabditidae Eukaryota n.a. n.a. n.a. PMID[16529801]
NPO13691 Caenorhabditis elegans Species Rhabditidae Eukaryota n.a. n.a. n.a. PMID[17558398]
NPO13691 Caenorhabditis elegans Species Rhabditidae Eukaryota n.a. n.a. n.a. PMID[18650807]
NPO13691 Caenorhabditis elegans Species Rhabditidae Eukaryota n.a. n.a. n.a. PMID[18791072]
NPO13691 Caenorhabditis elegans Species Rhabditidae Eukaryota n.a. n.a. n.a. PMID[19346493]
NPO13691 Caenorhabditis elegans Species Rhabditidae Eukaryota n.a. n.a. n.a. PMID[19549143]
NPO13691 Caenorhabditis elegans Species Rhabditidae Eukaryota n.a. n.a. n.a. PMID[22235948]
NPO13691 Caenorhabditis elegans Species Rhabditidae Eukaryota n.a. n.a. n.a. PMID[22239548]
NPO13691 Caenorhabditis elegans Species Rhabditidae Eukaryota n.a. n.a. n.a. PMID[222395484]
NPO30729 Pristionchus pacificus Species Neodiplogasteridae Eukaryota n.a. n.a. n.a. PMID[23161728]
NPO13691 Caenorhabditis elegans Species Rhabditidae Eukaryota n.a. n.a. n.a. PMID[23163760]
NPO17034 Panagrellus redivivus Species Panagrolaimidae Eukaryota n.a. n.a. n.a. PMID[23213209]
NPO13691 Caenorhabditis elegans Species Rhabditidae Eukaryota n.a. n.a. n.a. PMID[23475189]
NPO13691 Caenorhabditis elegans Species Rhabditidae Eukaryota n.a. n.a. n.a. PMID[23894595]
NPO13691 Caenorhabditis elegans Species Rhabditidae Eukaryota n.a. n.a. n.a. PMID[24411940]
NPO13691 Caenorhabditis elegans Species Rhabditidae Eukaryota n.a. n.a. n.a. PMID[24453122]
NPO13691 Caenorhabditis elegans Species Rhabditidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17034 Panagrellus redivivus Species Panagrolaimidae 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
NPT81 Cell Line A549 Homo sapiens IC50 = 0.03 ug.mL-1 PMID[572940]
NPT146 Cell Line SK-OV-3 Homo sapiens IC50 = 0.02 ug.mL-1 PMID[572940]
NPT147 Cell Line SK-MEL-2 Homo sapiens IC50 = 0.07 ug.mL-1 PMID[572940]
NPT574 Cell Line XF498 Homo sapiens IC50 = 0.09 ug.mL-1 PMID[572940]
NPT148 Cell Line HCT-15 Homo sapiens IC50 = 0.05 ug.mL-1 PMID[572940]
NPT81 Cell Line A549 Homo sapiens IC50 = 20.0 nM PMID[572943]
NPT530 Organism Caenorhabditis elegans Caenorhabditis elegans EC50 = 18000.0 nM PMID[572941]
NPT530 Organism Caenorhabditis elegans Caenorhabditis elegans EC50 = 88000.0 nM PMID[572941]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 70.0 % PMID[572942]
NPT32 Organism Mus musculus Mus musculus ILS = 50.0 % PMID[572943]

☑ 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 NPC325773 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
0.9355 High Similarity NPC206601
0.9062 High Similarity NPC241265
0.9062 High Similarity NPC285003
0.8906 High Similarity NPC50228
0.8906 High Similarity NPC97736
0.8788 High Similarity NPC185419
0.8788 High Similarity NPC184550
0.8769 High Similarity NPC211428
0.873 High Similarity NPC76881
0.873 High Similarity NPC12040
0.8667 High Similarity NPC322855
0.8667 High Similarity NPC320032
0.8657 High Similarity NPC291228
0.8657 High Similarity NPC206823
0.8657 High Similarity NPC163812
0.8657 High Similarity NPC308096
0.8382 Intermediate Similarity NPC39266
0.8382 Intermediate Similarity NPC169085
0.8382 Intermediate Similarity NPC225748
0.8382 Intermediate Similarity NPC9763
0.8333 Intermediate Similarity NPC250619
0.8286 Intermediate Similarity NPC477350
0.8182 Intermediate Similarity NPC32148
0.8169 Intermediate Similarity NPC476782
0.8169 Intermediate Similarity NPC476783
0.8169 Intermediate Similarity NPC216883
0.8169 Intermediate Similarity NPC476781
0.8154 Intermediate Similarity NPC190418
0.8154 Intermediate Similarity NPC471761
0.8154 Intermediate Similarity NPC471760
0.8125 Intermediate Similarity NPC268243
0.8103 Intermediate Similarity NPC233726
0.8103 Intermediate Similarity NPC124963
0.8103 Intermediate Similarity NPC23134
0.8056 Intermediate Similarity NPC477325
0.8056 Intermediate Similarity NPC477323
0.8056 Intermediate Similarity NPC146380
0.8056 Intermediate Similarity NPC109887
0.8056 Intermediate Similarity NPC477320
0.8056 Intermediate Similarity NPC281563
0.8056 Intermediate Similarity NPC113745
0.8056 Intermediate Similarity NPC477329
0.8056 Intermediate Similarity NPC475425
0.8056 Intermediate Similarity NPC477330
0.8056 Intermediate Similarity NPC477326
0.8056 Intermediate Similarity NPC477328
0.8033 Intermediate Similarity NPC148424
0.7945 Intermediate Similarity NPC22742
0.7945 Intermediate Similarity NPC85759
0.7945 Intermediate Similarity NPC477346
0.7945 Intermediate Similarity NPC477344
0.7945 Intermediate Similarity NPC294748
0.7945 Intermediate Similarity NPC158302
0.7945 Intermediate Similarity NPC146992
0.7838 Intermediate Similarity NPC267592
0.7797 Intermediate Similarity NPC326533
0.7794 Intermediate Similarity NPC67099
0.7759 Intermediate Similarity NPC157193
0.7759 Intermediate Similarity NPC299781
0.7759 Intermediate Similarity NPC282143
0.7759 Intermediate Similarity NPC42503
0.7733 Intermediate Similarity NPC290012
0.7733 Intermediate Similarity NPC477317
0.7733 Intermediate Similarity NPC186992
0.7733 Intermediate Similarity NPC472205
0.7733 Intermediate Similarity NPC472202
0.7733 Intermediate Similarity NPC307400
0.7733 Intermediate Similarity NPC472200
0.7733 Intermediate Similarity NPC472201
0.7733 Intermediate Similarity NPC236649
0.7733 Intermediate Similarity NPC115013
0.7733 Intermediate Similarity NPC477347
0.7733 Intermediate Similarity NPC119583
0.7733 Intermediate Similarity NPC472203
0.7733 Intermediate Similarity NPC183888
0.7733 Intermediate Similarity NPC27289
0.7733 Intermediate Similarity NPC477318
0.7733 Intermediate Similarity NPC475270
0.7733 Intermediate Similarity NPC224953
0.7733 Intermediate Similarity NPC143421
0.7733 Intermediate Similarity NPC475667
0.7733 Intermediate Similarity NPC297768
0.7733 Intermediate Similarity NPC21693
0.7733 Intermediate Similarity NPC259294
0.7733 Intermediate Similarity NPC169345
0.7733 Intermediate Similarity NPC238056
0.7733 Intermediate Similarity NPC44782
0.7733 Intermediate Similarity NPC269318
0.7733 Intermediate Similarity NPC477319
0.7733 Intermediate Similarity NPC126685
0.7733 Intermediate Similarity NPC476087
0.7733 Intermediate Similarity NPC475327
0.7733 Intermediate Similarity NPC472204
0.7733 Intermediate Similarity NPC477331
0.7733 Intermediate Similarity NPC123204
0.7733 Intermediate Similarity NPC173328
0.7733 Intermediate Similarity NPC89843
0.7733 Intermediate Similarity NPC184915
0.7705 Intermediate Similarity NPC469937
0.7705 Intermediate Similarity NPC53463
0.7705 Intermediate Similarity NPC303727
0.7705 Intermediate Similarity NPC23155
0.7705 Intermediate Similarity NPC320588
0.7619 Intermediate Similarity NPC472025
0.7586 Intermediate Similarity NPC14144
0.7576 Intermediate Similarity NPC258690
0.7576 Intermediate Similarity NPC317651
0.7571 Intermediate Similarity NPC52268
0.7571 Intermediate Similarity NPC53760
0.7541 Intermediate Similarity NPC157514
0.7541 Intermediate Similarity NPC242073
0.7541 Intermediate Similarity NPC130683
0.7541 Intermediate Similarity NPC145112
0.7541 Intermediate Similarity NPC67660
0.7541 Intermediate Similarity NPC89145
0.7541 Intermediate Similarity NPC269166
0.7541 Intermediate Similarity NPC58629
0.7541 Intermediate Similarity NPC107914
0.7541 Intermediate Similarity NPC323361
0.7541 Intermediate Similarity NPC165198
0.7541 Intermediate Similarity NPC246558
0.7538 Intermediate Similarity NPC477762
0.7538 Intermediate Similarity NPC477755
0.7538 Intermediate Similarity NPC477757
0.7538 Intermediate Similarity NPC477750
0.7538 Intermediate Similarity NPC477763
0.7538 Intermediate Similarity NPC477753
0.7532 Intermediate Similarity NPC470313
0.7532 Intermediate Similarity NPC477332
0.7532 Intermediate Similarity NPC473500
0.7532 Intermediate Similarity NPC472352
0.7532 Intermediate Similarity NPC38295
0.7532 Intermediate Similarity NPC156089
0.7532 Intermediate Similarity NPC60849
0.7436 Intermediate Similarity NPC288471
0.7432 Intermediate Similarity NPC110813
0.7414 Intermediate Similarity NPC321087
0.7414 Intermediate Similarity NPC277475
0.7344 Intermediate Similarity NPC219040
0.7342 Intermediate Similarity NPC83839
0.7333 Intermediate Similarity NPC133377
0.7333 Intermediate Similarity NPC323574
0.7273 Intermediate Similarity NPC472026
0.725 Intermediate Similarity NPC470657
0.7241 Intermediate Similarity NPC285364
0.7241 Intermediate Similarity NPC289758
0.7241 Intermediate Similarity NPC165846
0.7241 Intermediate Similarity NPC176017
0.7241 Intermediate Similarity NPC199857
0.7241 Intermediate Similarity NPC69445
0.7241 Intermediate Similarity NPC92246
0.7241 Intermediate Similarity NPC73906
0.7241 Intermediate Similarity NPC21209
0.7241 Intermediate Similarity NPC255377
0.72 Intermediate Similarity NPC70996
0.7167 Intermediate Similarity NPC82512
0.716 Intermediate Similarity NPC31349
0.7121 Intermediate Similarity NPC470363
0.7121 Intermediate Similarity NPC143326
0.7083 Intermediate Similarity NPC321873
0.7077 Intermediate Similarity NPC220922
0.7073 Intermediate Similarity NPC470009
0.7015 Intermediate Similarity NPC155457
0.7 Intermediate Similarity NPC477756
0.7 Intermediate Similarity NPC125253
0.7 Intermediate Similarity NPC192025
0.7 Intermediate Similarity NPC253975
0.7 Intermediate Similarity NPC477751
0.7 Intermediate Similarity NPC477752
0.7 Intermediate Similarity NPC477764
0.697 Remote Similarity NPC317023
0.697 Remote Similarity NPC290179
0.697 Remote Similarity NPC34877
0.6901 Remote Similarity NPC477760
0.6901 Remote Similarity NPC477754
0.6901 Remote Similarity NPC477758
0.6901 Remote Similarity NPC477759
0.6901 Remote Similarity NPC477761
0.6897 Remote Similarity NPC320240
0.6897 Remote Similarity NPC70756
0.6885 Remote Similarity NPC26253
0.6875 Remote Similarity NPC474266
0.6842 Remote Similarity NPC326661
0.6833 Remote Similarity NPC230789
0.6833 Remote Similarity NPC252918
0.6824 Remote Similarity NPC477349
0.6812 Remote Similarity NPC277570
0.6774 Remote Similarity NPC55678
0.6753 Remote Similarity NPC83108
0.6753 Remote Similarity NPC214030
0.6753 Remote Similarity NPC474003
0.675 Remote Similarity NPC475849
0.6747 Remote Similarity NPC51662
0.6747 Remote Similarity NPC314364
0.6744 Remote Similarity NPC320089
0.6724 Remote Similarity NPC298699
0.6724 Remote Similarity NPC134252
0.6724 Remote Similarity NPC213159
0.6724 Remote Similarity NPC86191
0.6724 Remote Similarity NPC317182

  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 NPC325773 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
0.8182 Intermediate Similarity NPD897 Approved
0.8182 Intermediate Similarity NPD896 Approved
0.8182 Intermediate Similarity NPD898 Approved
0.7797 Intermediate Similarity NPD905 Approved
0.7797 Intermediate Similarity NPD904 Phase 3
0.7705 Intermediate Similarity NPD3728 Approved
0.7705 Intermediate Similarity NPD3730 Approved
0.7576 Intermediate Similarity NPD8961 Approved
0.7541 Intermediate Similarity NPD887 Approved
0.7541 Intermediate Similarity NPD891 Phase 3
0.7541 Intermediate Similarity NPD895 Approved
0.7541 Intermediate Similarity NPD888 Phase 3
0.7541 Intermediate Similarity NPD889 Approved
0.7541 Intermediate Similarity NPD894 Approved
0.7541 Intermediate Similarity NPD890 Clinical (unspecified phase)
0.7541 Intermediate Similarity NPD892 Phase 3
0.7541 Intermediate Similarity NPD893 Approved
0.746 Intermediate Similarity NPD2267 Suspended
0.7377 Intermediate Similarity NPD2269 Approved
0.7241 Intermediate Similarity NPD9000 Phase 3
0.7241 Intermediate Similarity NPD8993 Phase 1
0.7241 Intermediate Similarity NPD8999 Phase 3
0.7241 Intermediate Similarity NPD8997 Approved
0.7241 Intermediate Similarity NPD8998 Phase 2
0.7237 Intermediate Similarity NPD7329 Approved
0.7123 Intermediate Similarity NPD3181 Approved
0.7077 Intermediate Similarity NPD8959 Approved
0.7 Intermediate Similarity NPD8966 Approved
0.7 Intermediate Similarity NPD6125 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD8965 Approved
0.6765 Remote Similarity NPD6123 Approved
0.6724 Remote Similarity NPD8788 Approved
0.6667 Remote Similarity NPD73 Approved
0.6571 Remote Similarity NPD847 Phase 1
0.6462 Remote Similarity NPD9035 Clinical (unspecified phase)
0.6462 Remote Similarity NPD9036 Phase 3
0.6406 Remote Similarity NPD1399 Approved
0.6406 Remote Similarity NPD1400 Approved
0.64 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7346 Approved
0.6333 Remote Similarity NPD9006 Approved
0.6324 Remote Similarity NPD369 Approved
0.6308 Remote Similarity NPD9010 Approved
0.6308 Remote Similarity NPD9008 Approved
0.6308 Remote Similarity NPD72 Approved
0.6308 Remote Similarity NPD9009 Approved
0.6308 Remote Similarity NPD65 Approved
0.6308 Remote Similarity NPD66 Approved
0.6308 Remote Similarity NPD64 Approved
0.6308 Remote Similarity NPD9011 Approved
0.6308 Remote Similarity NPD9007 Approved
0.6308 Remote Similarity NPD8960 Approved
0.6279 Remote Similarity NPD618 Clinical (unspecified phase)
0.625 Remote Similarity NPD1457 Discontinued
0.623 Remote Similarity NPD2699 Approved
0.622 Remote Similarity NPD1780 Approved
0.622 Remote Similarity NPD1779 Approved
0.618 Remote Similarity NPD1447 Phase 3
0.618 Remote Similarity NPD1446 Phase 3
0.617 Remote Similarity NPD8138 Approved
0.617 Remote Similarity NPD8139 Approved
0.617 Remote Similarity NPD8083 Approved
0.617 Remote Similarity NPD8086 Approved
0.617 Remote Similarity NPD8082 Approved
0.617 Remote Similarity NPD8085 Approved
0.617 Remote Similarity NPD8084 Approved
0.6119 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6105 Remote Similarity NPD8276 Approved
0.6105 Remote Similarity NPD8275 Approved
0.6076 Remote Similarity NPD11 Approved
0.6076 Remote Similarity NPD376 Approved
0.6071 Remote Similarity NPD3669 Approved
0.6071 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6042 Remote Similarity NPD8081 Approved
0.6027 Remote Similarity NPD7909 Approved
0.5979 Remote Similarity NPD8393 Approved
0.5968 Remote Similarity NPD9218 Clinical (unspecified phase)
0.5968 Remote Similarity NPD9219 Approved
0.5955 Remote Similarity NPD46 Approved
0.5955 Remote Similarity NPD6698 Approved
0.5952 Remote Similarity NPD883 Phase 2
0.5952 Remote Similarity NPD882 Phase 2
0.5932 Remote Similarity NPD9448 Phase 2
0.5932 Remote Similarity NPD633 Phase 3
0.5932 Remote Similarity NPD9655 Approved
0.5918 Remote Similarity NPD8140 Approved
0.5918 Remote Similarity NPD8307 Discontinued
0.5873 Remote Similarity NPD8994 Approved
0.5859 Remote Similarity NPD6686 Approved
0.5854 Remote Similarity NPD4238 Approved
0.5854 Remote Similarity NPD4802 Phase 2
0.5851 Remote Similarity NPD2255 Approved
0.5843 Remote Similarity NPD3716 Discontinued
0.5806 Remote Similarity NPD6428 Approved
0.58 Remote Similarity NPD8305 Approved
0.58 Remote Similarity NPD6941 Approved
0.58 Remote Similarity NPD8306 Approved
0.58 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5797 Remote Similarity NPD885 Approved
0.5797 Remote Similarity NPD884 Clinical (unspecified phase)
0.575 Remote Similarity NPD1811 Approved
0.575 Remote Similarity NPD1810 Approved
0.5745 Remote Similarity NPD881 Approved
0.5743 Remote Similarity NPD8087 Discontinued
0.5738 Remote Similarity NPD2270 Approved
0.5714 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5714 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5692 Remote Similarity NPD9003 Clinical (unspecified phase)
0.5692 Remote Similarity NPD9004 Approved
0.5692 Remote Similarity NPD2266 Phase 2
0.5692 Remote Similarity NPD9005 Phase 3
0.5679 Remote Similarity NPD2257 Approved
0.5672 Remote Similarity NPD9002 Approved
0.5672 Remote Similarity NPD9001 Clinical (unspecified phase)
0.567 Remote Similarity NPD7140 Approved
0.567 Remote Similarity NPD7141 Clinical (unspecified phase)
0.567 Remote Similarity NPD7139 Approved
0.5645 Remote Similarity NPD8958 Phase 2
0.5645 Remote Similarity NPD8957 Approved
0.5641 Remote Similarity NPD9445 Approved
0.56 Remote Similarity NPD3197 Phase 1
0.56 Remote Similarity NPD6412 Phase 2

  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