Structure

Physi-Chem Properties

Molecular Weight:  358.29
Volume:  413.582
LogP:  7.806
LogD:  4.255
LogS:  -6.957
# Rotatable Bonds:  13
TPSA:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.284
Synthetic Accessibility Score:  3.077
Fsp3:  0.708
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.848
MDCK Permeability:  1.4069393728277646e-05
Pgp-inhibitor:  0.175
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.002
20% Bioavailability (F20%):  0.861
30% Bioavailability (F30%):  0.991

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.239
Plasma Protein Binding (PPB):  98.43392944335938%
Volume Distribution (VD):  1.843
Pgp-substrate:  0.758722722530365%

ADMET: Metabolism

CYP1A2-inhibitor:  0.168
CYP1A2-substrate:  0.194
CYP2C19-inhibitor:  0.429
CYP2C19-substrate:  0.061
CYP2C9-inhibitor:  0.188
CYP2C9-substrate:  0.822
CYP2D6-inhibitor:  0.297
CYP2D6-substrate:  0.085
CYP3A4-inhibitor:  0.703
CYP3A4-substrate:  0.185

ADMET: Excretion

Clearance (CL):  5.653
Half-life (T1/2):  0.054

ADMET: Toxicity

hERG Blockers:  0.4
Human Hepatotoxicity (H-HT):  0.106
Drug-inuced Liver Injury (DILI):  0.49
AMES Toxicity:  0.008
Rat Oral Acute Toxicity:  0.017
Maximum Recommended Daily Dose:  0.03
Skin Sensitization:  0.97
Carcinogencity:  0.045
Eye Corrosion:  0.421
Eye Irritation:  0.922
Respiratory Toxicity:  0.776

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

  Natural Product: NPC84288

Natural Product ID:  NPC84288
Common Name*:   (3S,5R)-3,5-Dimethyl-5-(12-Phenyldodecyl)Oxolan-2-One
IUPAC Name:   (3S,5R)-3,5-dimethyl-5-(12-phenyldodecyl)oxolan-2-one
Synonyms:  
Standard InCHIKey:  FAIZHPBXQAJJPL-XUZZJYLKSA-N
Standard InCHI:  InChI=1S/C24H38O2/c1-21-20-24(2,26-23(21)25)19-15-10-8-6-4-3-5-7-9-12-16-22-17-13-11-14-18-22/h11,13-14,17-18,21H,3-10,12,15-16,19-20H2,1-2H3/t21-,24+/m0/s1
SMILES:  C[C@H]1C[C@@](OC1=O)(C)CCCCCCCCCCCCc1ccccc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL482593
PubChem CID:   10970396
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000050] Lactones
        • [CHEMONTID:0001245] Gamma butyrolactones

*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
NPO2117 Plakortis nigra Species Plakinidae Eukaryota n.a. Palauan n.a. PMID[12350142]
NPO2117 Plakortis nigra Species Plakinidae Eukaryota n.a. Indo-Pacific n.a. PMID[15387674]
NPO2117 Plakortis nigra Species Plakinidae 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
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 14500.0 nM PMID[448312]
NPT5211 Individual Protein Peroxisome proliferator-activated receptor alpha Mus musculus EC50 = 24000.0 nM PMID[448313]
NPT4633 Individual Protein Peroxisome proliferator-activated receptor delta Mus musculus EC50 = 22000.0 nM PMID[448313]
NPT5211 Individual Protein Peroxisome proliferator-activated receptor alpha Mus musculus EC50 = 20000.0 nM PMID[448314]
NPT4633 Individual Protein Peroxisome proliferator-activated receptor delta Mus musculus EC50 = 22000.0 nM PMID[448314]

☑ 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 NPC84288 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
0.8571 High Similarity NPC329705
0.8571 High Similarity NPC474111
0.8557 High Similarity NPC19136
0.8542 High Similarity NPC474112
0.8506 High Similarity NPC44830
0.8421 Intermediate Similarity NPC271475
0.8351 Intermediate Similarity NPC474820
0.8351 Intermediate Similarity NPC475978
0.8316 Intermediate Similarity NPC477767
0.8315 Intermediate Similarity NPC294134
0.8295 Intermediate Similarity NPC270507
0.8295 Intermediate Similarity NPC288903
0.8247 Intermediate Similarity NPC94487
0.8182 Intermediate Similarity NPC103387
0.8182 Intermediate Similarity NPC323103
0.8161 Intermediate Similarity NPC127343
0.8152 Intermediate Similarity NPC9822
0.8144 Intermediate Similarity NPC7435
0.8132 Intermediate Similarity NPC322387
0.8111 Intermediate Similarity NPC475710
0.8065 Intermediate Similarity NPC70940
0.8065 Intermediate Similarity NPC274455
0.8065 Intermediate Similarity NPC86670
0.7957 Intermediate Similarity NPC231591
0.7955 Intermediate Similarity NPC121800
0.7938 Intermediate Similarity NPC226041
0.7912 Intermediate Similarity NPC95965
0.7889 Intermediate Similarity NPC285773
0.7879 Intermediate Similarity NPC473325
0.7879 Intermediate Similarity NPC264728
0.7879 Intermediate Similarity NPC225079
0.7849 Intermediate Similarity NPC329064
0.7841 Intermediate Similarity NPC170484
0.7789 Intermediate Similarity NPC86987
0.7778 Intermediate Similarity NPC325497
0.7778 Intermediate Similarity NPC221825
0.7727 Intermediate Similarity NPC103488
0.7706 Intermediate Similarity NPC94425
0.7692 Intermediate Similarity NPC477770
0.7677 Intermediate Similarity NPC120393
0.767 Intermediate Similarity NPC244933
0.767 Intermediate Similarity NPC85560
0.7647 Intermediate Similarity NPC74458
0.764 Intermediate Similarity NPC272260
0.7614 Intermediate Similarity NPC9796
0.76 Intermediate Similarity NPC476042
0.7579 Intermediate Similarity NPC220893
0.7576 Intermediate Similarity NPC270654
0.7576 Intermediate Similarity NPC469890
0.7576 Intermediate Similarity NPC469892
0.7576 Intermediate Similarity NPC469891
0.7558 Intermediate Similarity NPC285679
0.7556 Intermediate Similarity NPC285716
0.7556 Intermediate Similarity NPC17408
0.7556 Intermediate Similarity NPC477703
0.7525 Intermediate Similarity NPC136810
0.7525 Intermediate Similarity NPC128248
0.7525 Intermediate Similarity NPC133809
0.7524 Intermediate Similarity NPC469636
0.7524 Intermediate Similarity NPC265407
0.7524 Intermediate Similarity NPC83628
0.75 Intermediate Similarity NPC30594
0.75 Intermediate Similarity NPC37622
0.75 Intermediate Similarity NPC145052
0.75 Intermediate Similarity NPC307651
0.7477 Intermediate Similarity NPC270699
0.7477 Intermediate Similarity NPC82899
0.7476 Intermediate Similarity NPC329282
0.7475 Intermediate Similarity NPC261947
0.7475 Intermediate Similarity NPC469893
0.7474 Intermediate Similarity NPC477693
0.7474 Intermediate Similarity NPC477704
0.7426 Intermediate Similarity NPC146351
0.7423 Intermediate Similarity NPC187725
0.7423 Intermediate Similarity NPC141607
0.7423 Intermediate Similarity NPC317645
0.7416 Intermediate Similarity NPC298023
0.7407 Intermediate Similarity NPC469547
0.7404 Intermediate Similarity NPC321670
0.7383 Intermediate Similarity NPC1082
0.7383 Intermediate Similarity NPC305912
0.7379 Intermediate Similarity NPC301943
0.7379 Intermediate Similarity NPC329556
0.7379 Intermediate Similarity NPC474365
0.7368 Intermediate Similarity NPC89377
0.7368 Intermediate Similarity NPC96625
0.7363 Intermediate Similarity NPC157055
0.7363 Intermediate Similarity NPC190567
0.7358 Intermediate Similarity NPC31274
0.7347 Intermediate Similarity NPC77273
0.7327 Intermediate Similarity NPC78701
0.7327 Intermediate Similarity NPC35448
0.7327 Intermediate Similarity NPC179411
0.7327 Intermediate Similarity NPC225060
0.7308 Intermediate Similarity NPC269644
0.7292 Intermediate Similarity NPC304760
0.729 Intermediate Similarity NPC214067
0.729 Intermediate Similarity NPC196246
0.729 Intermediate Similarity NPC251854
0.729 Intermediate Similarity NPC93084
0.7282 Intermediate Similarity NPC45613
0.7273 Intermediate Similarity NPC23453
0.7264 Intermediate Similarity NPC21929
0.7253 Intermediate Similarity NPC151405
0.7253 Intermediate Similarity NPC300205
0.7253 Intermediate Similarity NPC139901
0.7248 Intermediate Similarity NPC128368
0.7248 Intermediate Similarity NPC477476
0.7248 Intermediate Similarity NPC477475
0.7245 Intermediate Similarity NPC110704
0.7245 Intermediate Similarity NPC476484
0.7238 Intermediate Similarity NPC474307
0.7232 Intermediate Similarity NPC45794
0.7232 Intermediate Similarity NPC325295
0.7232 Intermediate Similarity NPC76308
0.7228 Intermediate Similarity NPC249912
0.7228 Intermediate Similarity NPC276775
0.7228 Intermediate Similarity NPC92754
0.7228 Intermediate Similarity NPC103048
0.7222 Intermediate Similarity NPC95126
0.7222 Intermediate Similarity NPC475002
0.7212 Intermediate Similarity NPC89886
0.7212 Intermediate Similarity NPC160382
0.7212 Intermediate Similarity NPC247976
0.7207 Intermediate Similarity NPC9274
0.7204 Intermediate Similarity NPC230068
0.72 Intermediate Similarity NPC172925
0.72 Intermediate Similarity NPC130398
0.72 Intermediate Similarity NPC206764
0.7196 Intermediate Similarity NPC469511
0.7196 Intermediate Similarity NPC281604
0.7196 Intermediate Similarity NPC10251
0.7196 Intermediate Similarity NPC17417
0.7191 Intermediate Similarity NPC189371
0.7188 Intermediate Similarity NPC69057
0.7184 Intermediate Similarity NPC158623
0.7174 Intermediate Similarity NPC164086
0.7172 Intermediate Similarity NPC1682
0.7172 Intermediate Similarity NPC188844
0.7172 Intermediate Similarity NPC323164
0.717 Intermediate Similarity NPC25385
0.717 Intermediate Similarity NPC475905
0.717 Intermediate Similarity NPC94751
0.717 Intermediate Similarity NPC477251
0.717 Intermediate Similarity NPC142326
0.717 Intermediate Similarity NPC193640
0.717 Intermediate Similarity NPC51174
0.717 Intermediate Similarity NPC37914
0.7159 Intermediate Similarity NPC271437
0.7158 Intermediate Similarity NPC58616
0.7158 Intermediate Similarity NPC53299
0.7157 Intermediate Similarity NPC322598
0.7157 Intermediate Similarity NPC317280
0.7157 Intermediate Similarity NPC329387
0.7156 Intermediate Similarity NPC474689
0.7156 Intermediate Similarity NPC280789
0.7155 Intermediate Similarity NPC469927
0.7155 Intermediate Similarity NPC108286
0.7143 Intermediate Similarity NPC213156
0.7143 Intermediate Similarity NPC76455
0.7143 Intermediate Similarity NPC190298
0.7143 Intermediate Similarity NPC110420
0.7143 Intermediate Similarity NPC240108
0.7143 Intermediate Similarity NPC285470
0.7143 Intermediate Similarity NPC67585
0.7143 Intermediate Similarity NPC36342
0.7143 Intermediate Similarity NPC303967
0.7143 Intermediate Similarity NPC137847
0.7143 Intermediate Similarity NPC2785
0.7129 Intermediate Similarity NPC12695
0.7117 Intermediate Similarity NPC221275
0.7117 Intermediate Similarity NPC217111
0.7115 Intermediate Similarity NPC25458
0.7115 Intermediate Similarity NPC304873
0.7111 Intermediate Similarity NPC175393
0.7105 Intermediate Similarity NPC202015
0.7103 Intermediate Similarity NPC156648
0.7103 Intermediate Similarity NPC56493
0.7097 Intermediate Similarity NPC303245
0.7097 Intermediate Similarity NPC145053
0.7094 Intermediate Similarity NPC8990
0.7094 Intermediate Similarity NPC477362
0.7094 Intermediate Similarity NPC236981
0.7087 Intermediate Similarity NPC54647
0.7087 Intermediate Similarity NPC217621
0.7083 Intermediate Similarity NPC318107
0.708 Intermediate Similarity NPC152812
0.708 Intermediate Similarity NPC61651
0.7079 Intermediate Similarity NPC208075
0.7075 Intermediate Similarity NPC209632
0.7071 Intermediate Similarity NPC284475
0.7059 Intermediate Similarity NPC48992
0.7054 Intermediate Similarity NPC149691
0.7053 Intermediate Similarity NPC267704
0.7053 Intermediate Similarity NPC95429
0.7045 Intermediate Similarity NPC155429
0.7041 Intermediate Similarity NPC298115
0.7041 Intermediate Similarity NPC173443
0.7037 Intermediate Similarity NPC474364
0.7037 Intermediate Similarity NPC475006

  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 NPC84288 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
0.8667 High Similarity NPD3672 Approved
0.8667 High Similarity NPD3673 Approved
0.8556 High Similarity NPD5346 Phase 2
0.8556 High Similarity NPD5347 Phase 2
0.8353 Intermediate Similarity NPD225 Approved
0.8353 Intermediate Similarity NPD227 Approved
0.8333 Intermediate Similarity NPD4793 Discontinued
0.8333 Intermediate Similarity NPD1087 Approved
0.8191 Intermediate Similarity NPD5122 Clinical (unspecified phase)
0.8152 Intermediate Similarity NPD800 Approved
0.8105 Intermediate Similarity NPD1693 Approved
0.8068 Intermediate Similarity NPD226 Approved
0.8065 Intermediate Similarity NPD1090 Approved
0.8065 Intermediate Similarity NPD1089 Approved
0.8065 Intermediate Similarity NPD1086 Approved
0.8046 Intermediate Similarity NPD9490 Approved
0.8021 Intermediate Similarity NPD1989 Approved
0.7895 Intermediate Similarity NPD1088 Approved
0.7889 Intermediate Similarity NPD9491 Approved
0.7822 Intermediate Similarity NPD5909 Discontinued
0.7778 Intermediate Similarity NPD2066 Phase 3
0.7778 Intermediate Similarity NPD7798 Approved
0.7723 Intermediate Similarity NPD6647 Phase 2
0.7714 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.767 Intermediate Similarity NPD6685 Approved
0.7629 Intermediate Similarity NPD1563 Approved
0.7619 Intermediate Similarity NPD2067 Discontinued
0.757 Intermediate Similarity NPD7094 Approved
0.757 Intermediate Similarity NPD6858 Approved
0.7545 Intermediate Similarity NPD6065 Approved
0.75 Intermediate Similarity NPD2650 Approved
0.75 Intermediate Similarity NPD2652 Approved
0.7423 Intermediate Similarity NPD1239 Approved
0.74 Intermediate Similarity NPD1564 Approved
0.74 Intermediate Similarity NPD1565 Approved
0.74 Intermediate Similarity NPD1566 Phase 3
0.7379 Intermediate Similarity NPD1930 Approved
0.7379 Intermediate Similarity NPD1929 Approved
0.7379 Intermediate Similarity NPD5765 Approved
0.7379 Intermediate Similarity NPD1931 Clinical (unspecified phase)
0.73 Intermediate Similarity NPD5206 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD4233 Approved
0.729 Intermediate Similarity NPD4234 Approved
0.7282 Intermediate Similarity NPD1932 Approved
0.7255 Intermediate Similarity NPD3097 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD5738 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD688 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD2182 Approved
0.7196 Intermediate Similarity NPD2329 Discontinued
0.7172 Intermediate Similarity NPD7631 Approved
0.7157 Intermediate Similarity NPD253 Approved
0.7157 Intermediate Similarity NPD5926 Approved
0.7156 Intermediate Similarity NPD6912 Phase 3
0.713 Intermediate Similarity NPD1317 Discontinued
0.713 Intermediate Similarity NPD5278 Discontinued
0.7117 Intermediate Similarity NPD2629 Approved
0.7117 Intermediate Similarity NPD4766 Approved
0.7083 Intermediate Similarity NPD9257 Approved
0.7083 Intermediate Similarity NPD9259 Approved
0.7075 Intermediate Similarity NPD5048 Discontinued
0.7071 Intermediate Similarity NPD7609 Phase 3
0.7037 Intermediate Similarity NPD6831 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD3598 Phase 3
0.6991 Remote Similarity NPD4574 Approved
0.6991 Remote Similarity NPD4576 Approved
0.699 Remote Similarity NPD9495 Approved
0.6989 Remote Similarity NPD1507 Clinical (unspecified phase)
0.6981 Remote Similarity NPD164 Approved
0.6979 Remote Similarity NPD5734 Clinical (unspecified phase)
0.6972 Remote Similarity NPD5240 Approved
0.6972 Remote Similarity NPD3646 Clinical (unspecified phase)
0.6972 Remote Similarity NPD1756 Approved
0.6972 Remote Similarity NPD1752 Approved
0.6972 Remote Similarity NPD5237 Approved
0.6972 Remote Similarity NPD5236 Approved
0.6972 Remote Similarity NPD5235 Approved
0.6972 Remote Similarity NPD5239 Approved
0.6964 Remote Similarity NPD690 Clinical (unspecified phase)
0.6937 Remote Similarity NPD2607 Approved
0.6937 Remote Similarity NPD1279 Clinical (unspecified phase)
0.6931 Remote Similarity NPD1202 Approved
0.6931 Remote Similarity NPD1066 Discontinued
0.693 Remote Similarity NPD2116 Approved
0.693 Remote Similarity NPD2115 Approved
0.693 Remote Similarity NPD2117 Pre-registration
0.6923 Remote Similarity NPD2611 Approved
0.6923 Remote Similarity NPD4806 Approved
0.6923 Remote Similarity NPD2608 Approved
0.6923 Remote Similarity NPD4807 Approved
0.6923 Remote Similarity NPD3132 Approved
0.6923 Remote Similarity NPD2610 Approved
0.6923 Remote Similarity NPD4215 Approved
0.6923 Remote Similarity NPD3131 Approved
0.6923 Remote Similarity NPD4218 Approved
0.6923 Remote Similarity NPD1238 Approved
0.6923 Remote Similarity NPD4217 Approved
0.6923 Remote Similarity NPD2609 Approved
0.6923 Remote Similarity NPD4216 Approved
0.6923 Remote Similarity NPD2612 Approved
0.6915 Remote Similarity NPD942 Approved
0.6909 Remote Similarity NPD3644 Approved
0.6909 Remote Similarity NPD3642 Approved
0.6909 Remote Similarity NPD3643 Approved
0.6909 Remote Similarity NPD2201 Approved
0.6897 Remote Similarity NPD5305 Approved
0.6897 Remote Similarity NPD5306 Approved
0.6893 Remote Similarity NPD9566 Approved
0.687 Remote Similarity NPD2994 Approved
0.6864 Remote Similarity NPD6637 Approved
0.6857 Remote Similarity NPD3135 Clinical (unspecified phase)
0.6852 Remote Similarity NPD467 Phase 1
0.6838 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6814 Remote Similarity NPD1246 Approved
0.681 Remote Similarity NPD5981 Approved
0.681 Remote Similarity NPD3031 Approved
0.681 Remote Similarity NPD4102 Approved
0.681 Remote Similarity NPD4105 Approved
0.681 Remote Similarity NPD3032 Approved
0.681 Remote Similarity NPD3030 Approved
0.68 Remote Similarity NPD9258 Approved
0.68 Remote Similarity NPD9256 Approved
0.6771 Remote Similarity NPD3971 Phase 1
0.6757 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6731 Remote Similarity NPD3495 Discontinued
0.6726 Remote Similarity NPD1373 Approved
0.6726 Remote Similarity NPD6010 Discontinued
0.6726 Remote Similarity NPD1371 Approved
0.6726 Remote Similarity NPD1374 Approved
0.6726 Remote Similarity NPD1370 Approved
0.6726 Remote Similarity NPD1280 Clinical (unspecified phase)
0.6721 Remote Similarity NPD3662 Phase 3
0.6721 Remote Similarity NPD3663 Approved
0.6721 Remote Similarity NPD3661 Approved
0.6721 Remote Similarity NPD3664 Approved
0.672 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6697 Remote Similarity NPD5704 Approved
0.6697 Remote Similarity NPD5705 Approved
0.6697 Remote Similarity NPD5706 Approved
0.6696 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6695 Remote Similarity NPD2946 Phase 2
0.6695 Remote Similarity NPD4106 Approved
0.6695 Remote Similarity NPD4135 Approved
0.6695 Remote Similarity NPD4136 Approved
0.6667 Remote Similarity NPD1282 Approved
0.6667 Remote Similarity NPD650 Approved
0.6667 Remote Similarity NPD1508 Approved
0.664 Remote Similarity NPD7961 Discontinued
0.6639 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6639 Remote Similarity NPD6085 Phase 2
0.6638 Remote Similarity NPD7610 Discontinued
0.6636 Remote Similarity NPD2196 Discontinued
0.663 Remote Similarity NPD9716 Approved
0.6609 Remote Similarity NPD3317 Approved
0.6604 Remote Similarity NPD1067 Discontinued
0.6585 Remote Similarity NPD5204 Approved
0.6581 Remote Similarity NPD2617 Discontinued
0.6538 Remote Similarity NPD6048 Clinical (unspecified phase)
0.6538 Remote Similarity NPD4094 Approved
0.6538 Remote Similarity NPD9260 Approved
0.6538 Remote Similarity NPD6049 Phase 2
0.6532 Remote Similarity NPD2613 Approved
0.6525 Remote Similarity NPD1245 Approved
0.6522 Remote Similarity NPD747 Discontinued
0.6522 Remote Similarity NPD1711 Phase 2
0.6522 Remote Similarity NPD5951 Approved
0.6509 Remote Similarity NPD466 Approved
0.6504 Remote Similarity NPD6007 Clinical (unspecified phase)
0.65 Remote Similarity NPD7436 Approved
0.65 Remote Similarity NPD3603 Phase 3
0.65 Remote Similarity NPD7437 Approved
0.65 Remote Similarity NPD6287 Discontinued
0.65 Remote Similarity NPD506 Clinical (unspecified phase)
0.6496 Remote Similarity NPD2347 Approved
0.6476 Remote Similarity NPD1843 Approved
0.6475 Remote Similarity NPD5667 Approved
0.6471 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6471 Remote Similarity NPD17 Approved
0.6466 Remote Similarity NPD1348 Approved
0.6466 Remote Similarity NPD4198 Discontinued
0.646 Remote Similarity NPD189 Phase 3
0.646 Remote Similarity NPD188 Approved
0.6441 Remote Similarity NPD4479 Discontinued
0.6441 Remote Similarity NPD7009 Phase 2
0.6436 Remote Similarity NPD1101 Approved
0.6436 Remote Similarity NPD531 Approved
0.6429 Remote Similarity NPD4619 Approved
0.6429 Remote Similarity NPD4621 Approved
0.6429 Remote Similarity NPD476 Approved
0.6423 Remote Similarity NPD2797 Approved
0.6423 Remote Similarity NPD2160 Approved
0.6423 Remote Similarity NPD2627 Approved
0.6423 Remote Similarity NPD2626 Approved
0.6423 Remote Similarity NPD2159 Approved
0.6423 Remote Similarity NPD2625 Approved
0.6423 Remote Similarity NPD2628 Approved
0.6415 Remote Similarity NPD4657 Approved
0.6415 Remote Similarity NPD4655 Approved
0.641 Remote Similarity NPD3797 Approved
0.6396 Remote Similarity NPD3134 Approved
0.6381 Remote Similarity NPD4814 Discontinued

  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