Structure

Physi-Chem Properties

Molecular Weight:  709.46
Volume:  719.436
LogP:  2.81
LogD:  2.474
LogS:  -2.54
# Rotatable Bonds:  28
TPSA:  216.86
# H-Bond Aceptor:  14
# H-Bond Donor:  8
# Rings:  2
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.056
Synthetic Accessibility Score:  4.971
Fsp3:  0.971
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  2
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.614
MDCK Permeability:  1.1689327948261052e-05
Pgp-inhibitor:  0.893
Pgp-substrate:  0.428
Human Intestinal Absorption (HIA):  0.892
20% Bioavailability (F20%):  0.998
30% Bioavailability (F30%):  0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.014
Plasma Protein Binding (PPB):  91.79521942138672%
Volume Distribution (VD):  0.525
Pgp-substrate:  5.852788925170898%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.045
CYP2C19-inhibitor:  0.01
CYP2C19-substrate:  0.056
CYP2C9-inhibitor:  0.02
CYP2C9-substrate:  0.02
CYP2D6-inhibitor:  0.007
CYP2D6-substrate:  0.023
CYP3A4-inhibitor:  0.014
CYP3A4-substrate:  0.01

ADMET: Excretion

Clearance (CL):  0.974
Half-life (T1/2):  0.737

ADMET: Toxicity

hERG Blockers:  0.568
Human Hepatotoxicity (H-HT):  0.237
Drug-inuced Liver Injury (DILI):  0.048
AMES Toxicity:  0.465
Rat Oral Acute Toxicity:  0.001
Maximum Recommended Daily Dose:  0.002
Skin Sensitization:  0.948
Carcinogencity:  0.039
Eye Corrosion:  0.003
Eye Irritation:  0.009
Respiratory Toxicity:  0.011

Download Data

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

  Natural Product: NPC470284

Natural Product ID:  NPC470284
Common Name*:   N-[(2R,3R,4R,5S,6R)-4,5-Dihydroxy-6-(Hydroxymethyl)-2-[1-(18-Hydroxy-9-Methyloctadecoxy)-3-[(2S,3R,4S,5R)-3,4,5-Trihydroxyoxan-2-Yl]Oxypropan-2-Yl]Oxyoxan-3-Yl]Acetamide
IUPAC Name:   N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[1-(18-hydroxy-9-methyloctadecoxy)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypropan-2-yl]oxyoxan-3-yl]acetamide
Synonyms:  
Standard InCHIKey:  IMEMKWJYSUHMKF-CBFOILRLSA-N
Standard InCHI:  InChI=1S/C35H67NO13/c1-24(16-12-8-4-3-6-10-14-18-37)17-13-9-5-7-11-15-19-45-21-26(22-46-35-33(44)30(41)27(40)23-47-35)48-34-29(36-25(2)39)32(43)31(42)28(20-38)49-34/h24,26-35,37-38,40-44H,3-23H2,1-2H3,(H,36,39)/t24?,26?,27-,28-,29-,30+,31-,32-,33-,34-,35-/m1/s1
SMILES:  OCCCCCCCCCC(CCCCCCCCOCC(O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1N=C(O)C)O)O)CO[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1945933
PubChem CID:   57382001
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates
          • [CHEMONTID:0003305] Aminosaccharides
            • [CHEMONTID:0002276] N-acyl-alpha-hexosamines

*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
NPO31443 Trikentrion laeve Species Raspailiidae Eukaryota n.a. n.a. n.a. DOI[10.1016/0040-4039(94)85027-5]
NPO3231 Myrmekioderma dendyi Species Heteroxyidae Eukaryota n.a. n.a. n.a. PMID[22309916]
NPO31443 Trikentrion laeve Species Raspailiidae Eukaryota n.a. n.a. n.a. PMID[22309916]

☑ 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 = 61700.0 nM PMID[568646]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 54600.0 nM PMID[568646]

☑ 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 NPC470284 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
0.9425 High Similarity NPC470283
0.9048 High Similarity NPC476523
0.8953 High Similarity NPC470282
0.8554 High Similarity NPC316807
0.8352 Intermediate Similarity NPC208537
0.8352 Intermediate Similarity NPC270005
0.7812 Intermediate Similarity NPC189629
0.7805 Intermediate Similarity NPC223174
0.7805 Intermediate Similarity NPC327486
0.7805 Intermediate Similarity NPC327753
0.7778 Intermediate Similarity NPC477198
0.7755 Intermediate Similarity NPC225978
0.7755 Intermediate Similarity NPC255175
0.7755 Intermediate Similarity NPC271207
0.7755 Intermediate Similarity NPC206711
0.7727 Intermediate Similarity NPC471420
0.7561 Intermediate Similarity NPC477759
0.7561 Intermediate Similarity NPC477754
0.7561 Intermediate Similarity NPC477758
0.7561 Intermediate Similarity NPC477760
0.7561 Intermediate Similarity NPC477761
0.75 Intermediate Similarity NPC188453
0.75 Intermediate Similarity NPC42320
0.75 Intermediate Similarity NPC150557
0.7476 Intermediate Similarity NPC59589
0.7439 Intermediate Similarity NPC477751
0.7439 Intermediate Similarity NPC477756
0.7439 Intermediate Similarity NPC477752
0.7439 Intermediate Similarity NPC477764
0.7416 Intermediate Similarity NPC318258
0.7396 Intermediate Similarity NPC475603
0.7396 Intermediate Similarity NPC61894
0.7379 Intermediate Similarity NPC475918
0.7308 Intermediate Similarity NPC317534
0.7234 Intermediate Similarity NPC306838
0.7172 Intermediate Similarity NPC330590
0.7143 Intermediate Similarity NPC195165
0.7093 Intermediate Similarity NPC477200
0.7087 Intermediate Similarity NPC227622
0.7065 Intermediate Similarity NPC36927
0.7065 Intermediate Similarity NPC271772
0.7059 Intermediate Similarity NPC471628
0.7059 Intermediate Similarity NPC56298
0.7018 Intermediate Similarity NPC469943
0.6947 Remote Similarity NPC83839
0.6939 Remote Similarity NPC43074
0.6939 Remote Similarity NPC139782
0.6939 Remote Similarity NPC209047
0.6939 Remote Similarity NPC242503
0.6939 Remote Similarity NPC74672
0.6931 Remote Similarity NPC475503
0.6931 Remote Similarity NPC313821
0.6907 Remote Similarity NPC292345
0.69 Remote Similarity NPC192066
0.69 Remote Similarity NPC256570
0.69 Remote Similarity NPC3568
0.69 Remote Similarity NPC17290
0.6893 Remote Similarity NPC315036
0.6869 Remote Similarity NPC111567
0.6869 Remote Similarity NPC263545
0.6869 Remote Similarity NPC186840
0.6869 Remote Similarity NPC473604
0.6869 Remote Similarity NPC473950
0.6869 Remote Similarity NPC309898
0.6869 Remote Similarity NPC475125
0.6869 Remote Similarity NPC473581
0.6869 Remote Similarity NPC15851
0.6863 Remote Similarity NPC475646
0.6848 Remote Similarity NPC70574
0.6842 Remote Similarity NPC192025
0.6842 Remote Similarity NPC253975
0.6842 Remote Similarity NPC125253
0.6829 Remote Similarity NPC477750
0.6829 Remote Similarity NPC477755
0.6829 Remote Similarity NPC477763
0.6829 Remote Similarity NPC477762
0.6829 Remote Similarity NPC477753
0.6829 Remote Similarity NPC477757
0.6822 Remote Similarity NPC137453
0.6813 Remote Similarity NPC314772
0.6813 Remote Similarity NPC314968
0.6809 Remote Similarity NPC165119
0.6804 Remote Similarity NPC123746
0.6804 Remote Similarity NPC477060
0.6804 Remote Similarity NPC314408
0.6804 Remote Similarity NPC43850
0.6804 Remote Similarity NPC314007
0.6777 Remote Similarity NPC73829
0.6777 Remote Similarity NPC119794
0.6765 Remote Similarity NPC183449
0.6765 Remote Similarity NPC197294
0.6765 Remote Similarity NPC8098
0.6739 Remote Similarity NPC98750
0.6733 Remote Similarity NPC35269
0.6733 Remote Similarity NPC157353
0.6733 Remote Similarity NPC262312
0.6733 Remote Similarity NPC54961
0.6733 Remote Similarity NPC282088
0.6733 Remote Similarity NPC158445
0.6733 Remote Similarity NPC70323
0.6733 Remote Similarity NPC23454
0.6733 Remote Similarity NPC156782
0.6721 Remote Similarity NPC477072
0.6701 Remote Similarity NPC313552
0.67 Remote Similarity NPC182632
0.67 Remote Similarity NPC282705
0.6694 Remote Similarity NPC475472
0.6667 Remote Similarity NPC75318
0.6667 Remote Similarity NPC195969
0.6667 Remote Similarity NPC280941
0.6667 Remote Similarity NPC138273
0.6667 Remote Similarity NPC176381
0.6667 Remote Similarity NPC235772
0.6633 Remote Similarity NPC214376
0.6628 Remote Similarity NPC291650
0.6628 Remote Similarity NPC322801
0.6628 Remote Similarity NPC129100
0.6613 Remote Similarity NPC145899
0.6602 Remote Similarity NPC45313
0.6585 Remote Similarity NPC76999
0.6577 Remote Similarity NPC29501
0.6557 Remote Similarity NPC139585
0.6552 Remote Similarity NPC305261
0.6548 Remote Similarity NPC145627
0.6531 Remote Similarity NPC477728
0.6526 Remote Similarity NPC315969
0.6522 Remote Similarity NPC279575
0.6517 Remote Similarity NPC471879
0.6512 Remote Similarity NPC190418
0.6512 Remote Similarity NPC471760
0.6512 Remote Similarity NPC471761
0.6508 Remote Similarity NPC200788
0.6508 Remote Similarity NPC243680
0.65 Remote Similarity NPC477729
0.6495 Remote Similarity NPC227051
0.6491 Remote Similarity NPC313813
0.6489 Remote Similarity NPC100204
0.6489 Remote Similarity NPC83248
0.6484 Remote Similarity NPC166250
0.6484 Remote Similarity NPC86064
0.6484 Remote Similarity NPC308489
0.6471 Remote Similarity NPC315334
0.6463 Remote Similarity NPC472025
0.6458 Remote Similarity NPC263058
0.6457 Remote Similarity NPC265908
0.6457 Remote Similarity NPC180770
0.6457 Remote Similarity NPC302276
0.6406 Remote Similarity NPC82931
0.6406 Remote Similarity NPC210729
0.6406 Remote Similarity NPC172365
0.6392 Remote Similarity NPC155670
0.6392 Remote Similarity NPC95478
0.6392 Remote Similarity NPC145748
0.6392 Remote Similarity NPC320936
0.6383 Remote Similarity NPC272841
0.6374 Remote Similarity NPC43219
0.6373 Remote Similarity NPC328646
0.6357 Remote Similarity NPC162910
0.6341 Remote Similarity NPC148424
0.6339 Remote Similarity NPC57436
0.6339 Remote Similarity NPC121479
0.6322 Remote Similarity NPC474402
0.6321 Remote Similarity NPC474952
0.6316 Remote Similarity NPC170595
0.6308 Remote Similarity NPC475394
0.6308 Remote Similarity NPC475584
0.6308 Remote Similarity NPC475152
0.6306 Remote Similarity NPC475150
0.6296 Remote Similarity NPC314387
0.6292 Remote Similarity NPC67099
0.6264 Remote Similarity NPC474403
0.626 Remote Similarity NPC284625
0.626 Remote Similarity NPC193579
0.626 Remote Similarity NPC475892
0.626 Remote Similarity NPC69176
0.626 Remote Similarity NPC298469
0.626 Remote Similarity NPC141669
0.625 Remote Similarity NPC473578
0.6235 Remote Similarity NPC472026
0.6222 Remote Similarity NPC211428
0.6212 Remote Similarity NPC214821
0.6212 Remote Similarity NPC298067
0.6211 Remote Similarity NPC177343
0.6211 Remote Similarity NPC473984
0.6196 Remote Similarity NPC470659
0.6196 Remote Similarity NPC470660
0.618 Remote Similarity NPC179823
0.6174 Remote Similarity NPC28224
0.6162 Remote Similarity NPC477199
0.6154 Remote Similarity NPC53760
0.6154 Remote Similarity NPC52268
0.6146 Remote Similarity NPC22742
0.6146 Remote Similarity NPC85759
0.6146 Remote Similarity NPC477346
0.6146 Remote Similarity NPC146992
0.6146 Remote Similarity NPC294748
0.6146 Remote Similarity NPC477344
0.6146 Remote Similarity NPC158302
0.6126 Remote Similarity NPC201128
0.6122 Remote Similarity NPC477730

  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 NPC470284 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
0.7805 Intermediate Similarity NPD9445 Approved
0.7745 Intermediate Similarity NPD8174 Phase 2
0.7476 Intermediate Similarity NPD8307 Discontinued
0.734 Intermediate Similarity NPD4759 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD8140 Approved
0.7273 Intermediate Similarity NPD6428 Approved
0.7264 Intermediate Similarity NPD8087 Discontinued
0.7212 Intermediate Similarity NPD5376 Approved
0.7184 Intermediate Similarity NPD8276 Approved
0.7184 Intermediate Similarity NPD8275 Approved
0.7172 Intermediate Similarity NPD5381 Approved
0.7172 Intermediate Similarity NPD5377 Approved
0.7172 Intermediate Similarity NPD5378 Approved
0.717 Intermediate Similarity NPD8306 Approved
0.717 Intermediate Similarity NPD8305 Approved
0.7143 Intermediate Similarity NPD1446 Phase 3
0.7143 Intermediate Similarity NPD1447 Phase 3
0.7087 Intermediate Similarity NPD8083 Approved
0.7087 Intermediate Similarity NPD8085 Approved
0.7087 Intermediate Similarity NPD8084 Approved
0.7087 Intermediate Similarity NPD8139 Approved
0.7087 Intermediate Similarity NPD8138 Approved
0.7087 Intermediate Similarity NPD8082 Approved
0.7087 Intermediate Similarity NPD8086 Approved
0.7059 Intermediate Similarity NPD4836 Approved
0.7059 Intermediate Similarity NPD4838 Approved
0.7059 Intermediate Similarity NPD4837 Approved
0.7059 Intermediate Similarity NPD4835 Approved
0.7048 Intermediate Similarity NPD8393 Approved
0.7019 Intermediate Similarity NPD8045 Clinical (unspecified phase)
0.701 Intermediate Similarity NPD3716 Discontinued
0.7009 Intermediate Similarity NPD6941 Approved
0.6961 Remote Similarity NPD2255 Approved
0.6952 Remote Similarity NPD8081 Approved
0.6939 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6931 Remote Similarity NPD3190 Approved
0.6931 Remote Similarity NPD3189 Approved
0.6931 Remote Similarity NPD3191 Approved
0.6923 Remote Similarity NPD7139 Approved
0.6923 Remote Similarity NPD7140 Approved
0.6923 Remote Similarity NPD7141 Clinical (unspecified phase)
0.6907 Remote Similarity NPD618 Clinical (unspecified phase)
0.6875 Remote Similarity NPD3200 Clinical (unspecified phase)
0.6863 Remote Similarity NPD4282 Approved
0.6842 Remote Similarity NPD8345 Approved
0.6842 Remote Similarity NPD8346 Approved
0.6842 Remote Similarity NPD8347 Approved
0.6813 Remote Similarity NPD9435 Approved
0.6813 Remote Similarity NPD9434 Approved
0.6804 Remote Similarity NPD3202 Approved
0.6804 Remote Similarity NPD3201 Approved
0.6804 Remote Similarity NPD3209 Approved
0.6804 Remote Similarity NPD3208 Approved
0.6804 Remote Similarity NPD3203 Approved
0.6804 Remote Similarity NPD3207 Approved
0.6667 Remote Similarity NPD5794 Approved
0.6667 Remote Similarity NPD5795 Approved
0.6667 Remote Similarity NPD5798 Approved
0.6667 Remote Similarity NPD5797 Approved
0.6667 Remote Similarity NPD5796 Clinical (unspecified phase)
0.6633 Remote Similarity NPD2698 Approved
0.6629 Remote Similarity NPD3187 Discontinued
0.6628 Remote Similarity NPD9031 Approved
0.6628 Remote Similarity NPD9032 Approved
0.6628 Remote Similarity NPD9030 Approved
0.6628 Remote Similarity NPD9033 Approved
0.6449 Remote Similarity NPD8301 Approved
0.6449 Remote Similarity NPD8300 Approved
0.6374 Remote Similarity NPD67 Phase 2
0.6374 Remote Similarity NPD9034 Approved
0.6346 Remote Similarity NPD7844 Discontinued
0.6339 Remote Similarity NPD35 Approved
0.6339 Remote Similarity NPD4833 Approved
0.6296 Remote Similarity NPD3185 Approved
0.6296 Remote Similarity NPD3184 Approved
0.6296 Remote Similarity NPD3183 Approved
0.6296 Remote Similarity NPD3182 Approved
0.6293 Remote Similarity NPD8137 Clinical (unspecified phase)
0.625 Remote Similarity NPD8394 Approved
0.6239 Remote Similarity NPD1407 Approved
0.6182 Remote Similarity NPD2700 Approved
0.6167 Remote Similarity NPD6436 Phase 3
0.6162 Remote Similarity NPD361 Discontinued
0.6122 Remote Similarity NPD882 Phase 2
0.6122 Remote Similarity NPD883 Phase 2
0.6083 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6066 Remote Similarity NPD8340 Approved
0.6066 Remote Similarity NPD8342 Approved
0.6066 Remote Similarity NPD8299 Approved
0.6066 Remote Similarity NPD8341 Approved
0.6053 Remote Similarity NPD3188 Approved
0.6033 Remote Similarity NPD8080 Discontinued
0.6016 Remote Similarity NPD8451 Approved
0.6 Remote Similarity NPD2690 Discontinued
0.6 Remote Similarity NPD372 Clinical (unspecified phase)
0.5983 Remote Similarity NPD7915 Approved
0.5983 Remote Similarity NPD7916 Approved
0.5978 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5976 Remote Similarity NPD892 Phase 3
0.5976 Remote Similarity NPD891 Phase 3
0.5976 Remote Similarity NPD888 Phase 3
0.5976 Remote Similarity NPD890 Clinical (unspecified phase)
0.5976 Remote Similarity NPD893 Approved
0.5968 Remote Similarity NPD8448 Approved
0.596 Remote Similarity NPD7345 Approved
0.5952 Remote Similarity NPD8390 Approved
0.5952 Remote Similarity NPD8392 Approved
0.5952 Remote Similarity NPD8391 Approved
0.5948 Remote Similarity NPD6429 Approved
0.5948 Remote Similarity NPD6430 Approved
0.5926 Remote Similarity NPD881 Approved
0.5922 Remote Similarity NPD4264 Clinical (unspecified phase)
0.5913 Remote Similarity NPD6421 Discontinued
0.5897 Remote Similarity NPD3731 Phase 3
0.5895 Remote Similarity NPD2257 Approved
0.5876 Remote Similarity NPD7917 Clinical (unspecified phase)
0.5876 Remote Similarity NPD7918 Clinical (unspecified phase)
0.5862 Remote Similarity NPD6123 Approved
0.5854 Remote Similarity NPD2269 Approved
0.5854 Remote Similarity NPD7829 Approved
0.5854 Remote Similarity NPD7830 Approved
0.5849 Remote Similarity NPD8171 Discontinued
0.5847 Remote Similarity NPD3204 Clinical (unspecified phase)
0.5843 Remote Similarity NPD1457 Discontinued
0.5833 Remote Similarity NPD7641 Discontinued
0.5804 Remote Similarity NPD1450 Approved
0.5804 Remote Similarity NPD1449 Approved
0.5798 Remote Similarity NPD4832 Approved
0.5798 Remote Similarity NPD4830 Approved
0.5798 Remote Similarity NPD4831 Approved
0.5789 Remote Similarity NPD1811 Approved
0.5789 Remote Similarity NPD1810 Approved
0.5784 Remote Similarity NPD619 Phase 3
0.5772 Remote Similarity NPD4827 Approved
0.5772 Remote Similarity NPD4826 Approved
0.5772 Remote Similarity NPD4828 Approved
0.5745 Remote Similarity NPD6704 Discontinued
0.5732 Remote Similarity NPD904 Phase 3
0.5732 Remote Similarity NPD905 Approved
0.5714 Remote Similarity NPD5380 Approved
0.5702 Remote Similarity NPD5357 Phase 1
0.5691 Remote Similarity NPD8444 Approved
0.5682 Remote Similarity NPD393 Approved
0.568 Remote Similarity NPD591 Approved
0.568 Remote Similarity NPD577 Phase 3
0.5667 Remote Similarity NPD6940 Discontinued
0.5667 Remote Similarity NPD1831 Phase 3
0.5652 Remote Similarity NPD9443 Clinical (unspecified phase)
0.5615 Remote Similarity NPD8449 Approved
0.5612 Remote Similarity NPD3160 Suspended
0.56 Remote Similarity NPD7642 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