Structure

Physi-Chem Properties

Molecular Weight:  438.06
Volume:  405.187
LogP:  3.482
LogD:  2.37
LogS:  -6.161
# Rotatable Bonds:  4
TPSA:  159.8
# H-Bond Aceptor:  10
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.179
Synthetic Accessibility Score:  3.151
Fsp3:  0.091
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  1
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.32
MDCK Permeability:  2.6440915462444536e-05
Pgp-inhibitor:  0.328
Pgp-substrate:  0.111
Human Intestinal Absorption (HIA):  0.589
20% Bioavailability (F20%):  0.015
30% Bioavailability (F30%):  0.68

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.006
Plasma Protein Binding (PPB):  84.40340423583984%
Volume Distribution (VD):  0.646
Pgp-substrate:  22.633026123046875%

ADMET: Metabolism

CYP1A2-inhibitor:  0.917
CYP1A2-substrate:  0.128
CYP2C19-inhibitor:  0.074
CYP2C19-substrate:  0.047
CYP2C9-inhibitor:  0.649
CYP2C9-substrate:  0.538
CYP2D6-inhibitor:  0.009
CYP2D6-substrate:  0.174
CYP3A4-inhibitor:  0.095
CYP3A4-substrate:  0.069

ADMET: Excretion

Clearance (CL):  5.533
Half-life (T1/2):  0.921

ADMET: Toxicity

hERG Blockers:  0.0
Human Hepatotoxicity (H-HT):  0.023
Drug-inuced Liver Injury (DILI):  0.984
AMES Toxicity:  0.408
Rat Oral Acute Toxicity:  0.97
Maximum Recommended Daily Dose:  0.954
Skin Sensitization:  0.883
Carcinogencity:  0.111
Eye Corrosion:  0.003
Eye Irritation:  0.907
Respiratory Toxicity:  0.054

Download Data

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

  Natural Product: NPC71260

Natural Product ID:  NPC71260
Common Name*:   Polyozellin
IUPAC Name:   n.a.
Synonyms:   Polyozellin
Standard InCHIKey:  CCNILPFRYYKQOP-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C22H14O10/c1-7(23)29-19-17-9-3-11(25)13(27)5-15(9)32-22(17)20(30-8(2)24)18-10-4-12(26)14(28)6-16(10)31-21(18)19/h3-6,25-28H,1-2H3
SMILES:  CC(=O)Oc1c2c3cc(c(cc3oc2c(c2c3cc(c(cc3oc12)O)O)OC(=O)C)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL458248
PubChem CID:   382514
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000301] Benzofurans
        • [CHEMONTID:0000015] Dibenzofurans

*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
NPO7806 Polyozellus multiplex Species Thelephoraceae Eukaryota n.a. n.a. n.a. PMID[24601669]
NPO7806 Polyozellus multiplex Species Thelephoraceae 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
NPT6363 Individual Protein Elastase 1 Homo sapiens IC50 = 2720.0 nM PMID[492075]
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 20941.12 nM PMID[492076]
NPT367 Cell Line MDA-N Homo sapiens GI50 n.a. 23604.78 nM PMID[492076]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 20844.91 nM PMID[492076]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 2393.32 nM PMID[492076]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 21037.78 nM PMID[492076]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 3076.1 nM PMID[492076]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 23014.42 nM PMID[492076]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 18620.87 nM PMID[492076]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 17060.82 nM PMID[492076]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 19054.61 nM PMID[492076]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 2636.33 nM PMID[492076]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 10000.0 nM PMID[492076]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 16106.46 nM PMID[492076]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 35318.32 nM PMID[492076]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 1559.55 nM PMID[492076]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 20230.19 nM PMID[492076]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 25468.3 nM PMID[492076]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 23659.2 nM PMID[492076]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 18923.44 nM PMID[492076]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 4395.42 nM PMID[492076]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 23173.95 nM PMID[492076]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 10256.52 nM PMID[492076]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 20323.57 nM PMID[492076]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 23442.29 nM PMID[492076]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 58479.01 nM PMID[492076]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 10000.0 nM PMID[492076]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 19815.27 nM PMID[492076]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 24490.63 nM PMID[492076]
NPT457 Cell Line BT-549 Homo sapiens GI50 n.a. 17139.57 nM PMID[492076]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 20511.62 nM PMID[492076]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 34994.52 nM PMID[492076]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 16943.38 nM PMID[492076]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 15776.11 nM PMID[492076]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 18706.82 nM PMID[492076]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 25176.77 nM PMID[492076]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 20701.41 nM PMID[492076]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 20558.91 nM PMID[492076]
NPT306 Cell Line PC-3 Homo sapiens GI50 n.a. 19769.7 nM PMID[492076]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 18620.87 nM PMID[492076]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 20844.91 nM PMID[492076]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 16595.87 nM PMID[492076]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 n.a. 1819.7 nM PMID[492076]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 29174.27 nM PMID[492076]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 18238.96 nM PMID[492076]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 16672.47 nM PMID[492076]
NPT402 Cell Line Hs-578T Homo sapiens GI50 n.a. 12189.9 nM PMID[492076]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 25234.81 nM PMID[492076]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 19408.86 nM PMID[492076]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 2570.4 nM PMID[492076]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 19230.92 nM PMID[492076]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 26424.09 nM PMID[492076]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 21134.89 nM PMID[492076]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 15381.55 nM PMID[492076]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 18071.74 nM PMID[492076]
NPT1478 Individual Protein Vascular endothelial growth factor receptor 2 Homo sapiens IC50 = 66000.0 nM PMID[492077]
NPT737 Cell Line HUVEC Homo sapiens IC50 = 10200.0 nM PMID[492077]
NPT83 Cell Line MCF7 Homo sapiens IC50 = 35100.0 nM PMID[492078]
NPT116 Cell Line HL-60 Homo sapiens IC50 = 1100.0 nM PMID[492078]
NPT1591 Individual Protein Prolyl endopeptidase Homo sapiens IC50 = 2720.0 nM PMID[492078]
NPT26101 SINGLE PROTEIN Prolyl oligopeptidase family protein Flavobacterium psychrophilum (strain JIP02/86 / ATCC 49511) IC50 = 1200.0 nM PMID[492078]

☑ 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 NPC71260 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
0.9586 High Similarity NPC24258
0.9586 High Similarity NPC471841
0.9529 High Similarity NPC98546
0.9477 High Similarity NPC471842
0.9467 High Similarity NPC117450
0.9415 High Similarity NPC297807
0.9306 High Similarity NPC47883
0.9181 High Similarity NPC230619
0.9181 High Similarity NPC54098
0.9148 High Similarity NPC226725
0.9128 High Similarity NPC216842
0.9128 High Similarity NPC476640
0.9128 High Similarity NPC82217
0.9118 High Similarity NPC470704
0.9101 High Similarity NPC295436
0.9096 High Similarity NPC248315
0.9091 High Similarity NPC154527
0.9075 High Similarity NPC287243
0.9023 High Similarity NPC49667
0.9023 High Similarity NPC8127
0.9012 High Similarity NPC476641
0.8977 High Similarity NPC475996
0.8953 High Similarity NPC202470
0.8944 High Similarity NPC60848
0.8908 High Similarity NPC65885
0.8895 High Similarity NPC86477
0.8889 High Similarity NPC45449
0.8882 High Similarity NPC238995
0.883 High Similarity NPC1706
0.883 High Similarity NPC263092
0.883 High Similarity NPC59295
0.883 High Similarity NPC39305
0.883 High Similarity NPC1755
0.88 High Similarity NPC37606
0.88 High Similarity NPC149846
0.8793 High Similarity NPC78830
0.8793 High Similarity NPC28042
0.8793 High Similarity NPC218533
0.8779 High Similarity NPC29411
0.8779 High Similarity NPC36320
0.8757 High Similarity NPC77179
0.8757 High Similarity NPC23553
0.875 High Similarity NPC289244
0.8743 High Similarity NPC158226
0.8736 High Similarity NPC280493
0.8736 High Similarity NPC163130
0.8736 High Similarity NPC165979
0.8715 High Similarity NPC240508
0.8713 High Similarity NPC188486
0.8706 High Similarity NPC196879
0.8693 High Similarity NPC30550
0.8693 High Similarity NPC473834
0.8693 High Similarity NPC277510
0.8693 High Similarity NPC261471
0.8686 High Similarity NPC72696
0.8678 High Similarity NPC95715
0.8663 High Similarity NPC84515
0.8663 High Similarity NPC272722
0.8663 High Similarity NPC312056
0.8652 High Similarity NPC221820
0.8644 High Similarity NPC245975
0.8636 High Similarity NPC174700
0.8636 High Similarity NPC247964
0.8629 High Similarity NPC247136
0.8629 High Similarity NPC99613
0.8629 High Similarity NPC49487
0.8621 High Similarity NPC29160
0.8613 High Similarity NPC133065
0.8611 High Similarity NPC228209
0.8611 High Similarity NPC246153
0.8603 High Similarity NPC476273
0.8596 High Similarity NPC16935
0.8596 High Similarity NPC164384
0.8588 High Similarity NPC472461
0.8588 High Similarity NPC45131
0.8588 High Similarity NPC233956
0.858 High Similarity NPC281835
0.858 High Similarity NPC109827
0.858 High Similarity NPC124470
0.8571 High Similarity NPC234331
0.8571 High Similarity NPC50394
0.8563 High Similarity NPC8070
0.8563 High Similarity NPC39306
0.8547 High Similarity NPC207467
0.8547 High Similarity NPC130955
0.8531 High Similarity NPC28589
0.8531 High Similarity NPC248593
0.8523 High Similarity NPC476279
0.8521 High Similarity NPC125300
0.8508 High Similarity NPC8927
0.8508 High Similarity NPC182693
0.8506 High Similarity NPC89131
0.85 High Similarity NPC473785
0.8497 Intermediate Similarity NPC231758
0.8488 Intermediate Similarity NPC195832
0.8488 Intermediate Similarity NPC193842
0.848 Intermediate Similarity NPC268161
0.847 Intermediate Similarity NPC240808
0.847 Intermediate Similarity NPC174486
0.8466 Intermediate Similarity NPC247973
0.8462 Intermediate Similarity NPC476170
0.8457 Intermediate Similarity NPC187923
0.8457 Intermediate Similarity NPC291110
0.8457 Intermediate Similarity NPC37183
0.8453 Intermediate Similarity NPC97523
0.8453 Intermediate Similarity NPC265795
0.8448 Intermediate Similarity NPC93739
0.8444 Intermediate Similarity NPC246877
0.8439 Intermediate Similarity NPC300680
0.8436 Intermediate Similarity NPC227906
0.8436 Intermediate Similarity NPC236327
0.8436 Intermediate Similarity NPC290304
0.8436 Intermediate Similarity NPC53917
0.843 Intermediate Similarity NPC78302
0.843 Intermediate Similarity NPC305663
0.843 Intermediate Similarity NPC176665
0.843 Intermediate Similarity NPC235215
0.843 Intermediate Similarity NPC163524
0.843 Intermediate Similarity NPC7973
0.843 Intermediate Similarity NPC472438
0.843 Intermediate Similarity NPC29841
0.843 Intermediate Similarity NPC287979
0.8427 Intermediate Similarity NPC476370
0.8418 Intermediate Similarity NPC211309
0.8415 Intermediate Similarity NPC304322
0.8409 Intermediate Similarity NPC277480
0.84 Intermediate Similarity NPC284007
0.84 Intermediate Similarity NPC110257
0.84 Intermediate Similarity NPC300984
0.84 Intermediate Similarity NPC67959
0.8391 Intermediate Similarity NPC303565
0.8389 Intermediate Similarity NPC107244
0.8382 Intermediate Similarity NPC7846
0.8382 Intermediate Similarity NPC115798
0.8382 Intermediate Similarity NPC204854
0.8382 Intermediate Similarity NPC191459
0.8382 Intermediate Similarity NPC130894
0.8382 Intermediate Similarity NPC152166
0.8382 Intermediate Similarity NPC25495
0.8382 Intermediate Similarity NPC300943
0.8382 Intermediate Similarity NPC261004
0.8382 Intermediate Similarity NPC18772
0.8382 Intermediate Similarity NPC288669
0.8382 Intermediate Similarity NPC4481
0.8382 Intermediate Similarity NPC9609
0.8382 Intermediate Similarity NPC19687
0.8382 Intermediate Similarity NPC22472
0.8382 Intermediate Similarity NPC105242
0.8382 Intermediate Similarity NPC18607
0.8382 Intermediate Similarity NPC176300
0.8382 Intermediate Similarity NPC253634
0.8382 Intermediate Similarity NPC143828
0.838 Intermediate Similarity NPC476374
0.838 Intermediate Similarity NPC310794
0.8372 Intermediate Similarity NPC474520
0.8372 Intermediate Similarity NPC98661
0.8372 Intermediate Similarity NPC245546
0.8372 Intermediate Similarity NPC200388
0.8372 Intermediate Similarity NPC43243
0.8372 Intermediate Similarity NPC100916
0.8372 Intermediate Similarity NPC266960
0.8372 Intermediate Similarity NPC247017
0.8372 Intermediate Similarity NPC55619
0.837 Intermediate Similarity NPC47905
0.837 Intermediate Similarity NPC73929
0.837 Intermediate Similarity NPC139683
0.8362 Intermediate Similarity NPC76482
0.8362 Intermediate Similarity NPC241820
0.8353 Intermediate Similarity NPC171010
0.8352 Intermediate Similarity NPC267153
0.8343 Intermediate Similarity NPC471745
0.8343 Intermediate Similarity NPC294965
0.8343 Intermediate Similarity NPC108767
0.8333 Intermediate Similarity NPC84571
0.8333 Intermediate Similarity NPC139350
0.8333 Intermediate Similarity NPC246478
0.8333 Intermediate Similarity NPC471744
0.8333 Intermediate Similarity NPC224165
0.8324 Intermediate Similarity NPC189179
0.8324 Intermediate Similarity NPC185526
0.8324 Intermediate Similarity NPC224137
0.8324 Intermediate Similarity NPC93376
0.8324 Intermediate Similarity NPC227192
0.8324 Intermediate Similarity NPC203891
0.8324 Intermediate Similarity NPC101830
0.8324 Intermediate Similarity NPC475964
0.8324 Intermediate Similarity NPC110070
0.8324 Intermediate Similarity NPC75215
0.8314 Intermediate Similarity NPC201451
0.8314 Intermediate Similarity NPC44079
0.8314 Intermediate Similarity NPC208197
0.8314 Intermediate Similarity NPC214138
0.8314 Intermediate Similarity NPC80489
0.8314 Intermediate Similarity NPC26227
0.8306 Intermediate Similarity NPC475656
0.8306 Intermediate Similarity NPC475148
0.8305 Intermediate Similarity NPC272560
0.8304 Intermediate Similarity NPC304954
0.8304 Intermediate Similarity NPC39007
0.8304 Intermediate Similarity NPC289968

  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 NPC71260 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
0.8266 Intermediate Similarity NPD3882 Suspended
0.8239 Intermediate Similarity NPD6232 Discontinued
0.8202 Intermediate Similarity NPD7473 Discontinued
0.815 Intermediate Similarity NPD2801 Approved
0.815 Intermediate Similarity NPD1465 Phase 2
0.8114 Intermediate Similarity NPD3749 Approved
0.8103 Intermediate Similarity NPD3817 Phase 2
0.8079 Intermediate Similarity NPD1247 Approved
0.8057 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8045 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8045 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8045 Intermediate Similarity NPD6166 Phase 2
0.8033 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8011 Intermediate Similarity NPD5844 Phase 1
0.7989 Intermediate Similarity NPD1934 Approved
0.7989 Intermediate Similarity NPD3926 Phase 2
0.7966 Intermediate Similarity NPD919 Approved
0.7956 Intermediate Similarity NPD3818 Discontinued
0.7953 Intermediate Similarity NPD1512 Approved
0.7923 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7836 Intermediate Similarity NPD1511 Approved
0.7816 Intermediate Similarity NPD3226 Approved
0.7809 Intermediate Similarity NPD7075 Discontinued
0.7784 Intermediate Similarity NPD6559 Discontinued
0.7778 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7771 Intermediate Similarity NPD6599 Discontinued
0.774 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD5494 Approved
0.7697 Intermediate Similarity NPD5402 Approved
0.7684 Intermediate Similarity NPD6801 Discontinued
0.768 Intermediate Similarity NPD6959 Discontinued
0.765 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.764 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7634 Intermediate Similarity NPD6797 Phase 2
0.763 Intermediate Similarity NPD6799 Approved
0.7627 Intermediate Similarity NPD7411 Suspended
0.7596 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7594 Intermediate Similarity NPD7251 Discontinued
0.7581 Intermediate Similarity NPD7074 Phase 3
0.7569 Intermediate Similarity NPD6234 Discontinued
0.7553 Intermediate Similarity NPD7808 Phase 3
0.7527 Intermediate Similarity NPD7054 Approved
0.7526 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7513 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD920 Approved
0.75 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1243 Approved
0.7487 Intermediate Similarity NPD8434 Phase 2
0.7487 Intermediate Similarity NPD7472 Approved
0.7486 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD2344 Approved
0.7444 Intermediate Similarity NPD7819 Suspended
0.7403 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD7199 Phase 2
0.7386 Intermediate Similarity NPD2534 Approved
0.7386 Intermediate Similarity NPD2533 Approved
0.7386 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD2532 Approved
0.7363 Intermediate Similarity NPD7768 Phase 2
0.7363 Intermediate Similarity NPD4966 Approved
0.7363 Intermediate Similarity NPD4965 Approved
0.7363 Intermediate Similarity NPD4967 Phase 2
0.7322 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7314 Intermediate Similarity NPD2309 Approved
0.7303 Intermediate Similarity NPD5403 Approved
0.7299 Intermediate Similarity NPD2800 Approved
0.7294 Intermediate Similarity NPD447 Suspended
0.7288 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD5401 Approved
0.7287 Intermediate Similarity NPD3751 Discontinued
0.7287 Intermediate Similarity NPD7228 Approved
0.7278 Intermediate Similarity NPD4380 Phase 2
0.7257 Intermediate Similarity NPD3750 Approved
0.7251 Intermediate Similarity NPD1607 Approved
0.7249 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD1549 Phase 2
0.7241 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD943 Approved
0.7232 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7231 Intermediate Similarity NPD4287 Approved
0.7216 Intermediate Similarity NPD6190 Approved
0.72 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7198 Intermediate Similarity NPD37 Approved
0.7193 Intermediate Similarity NPD230 Phase 1
0.7189 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD1471 Phase 3
0.7184 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7175 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD1510 Phase 2
0.7168 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7435 Discontinued
0.7135 Intermediate Similarity NPD7390 Discontinued
0.7135 Intermediate Similarity NPD1240 Approved
0.7126 Intermediate Similarity NPD1551 Phase 2
0.7126 Intermediate Similarity NPD2935 Discontinued
0.7086 Intermediate Similarity NPD2346 Discontinued
0.7069 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7062 Intermediate Similarity NPD4628 Phase 3
0.7062 Intermediate Similarity NPD8313 Approved
0.7062 Intermediate Similarity NPD8312 Approved
0.7053 Intermediate Similarity NPD8151 Discontinued
0.7029 Intermediate Similarity NPD2796 Approved
0.7016 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD2403 Approved
0.6995 Remote Similarity NPD6777 Approved
0.6995 Remote Similarity NPD6779 Approved
0.6995 Remote Similarity NPD6778 Approved
0.6995 Remote Similarity NPD6782 Approved
0.6995 Remote Similarity NPD6780 Approved
0.6995 Remote Similarity NPD6781 Approved
0.6995 Remote Similarity NPD6776 Approved
0.6984 Remote Similarity NPD3787 Discontinued
0.6978 Remote Similarity NPD1653 Approved
0.6971 Remote Similarity NPD3748 Approved
0.6966 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6954 Remote Similarity NPD8150 Discontinued
0.6941 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6938 Remote Similarity NPD7874 Approved
0.6938 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6931 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6912 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6907 Remote Similarity NPD5953 Discontinued
0.6906 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6906 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6905 Remote Similarity NPD7783 Phase 2
0.6905 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6901 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6895 Remote Similarity NPD5711 Approved
0.6895 Remote Similarity NPD5710 Approved
0.6893 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6875 Remote Similarity NPD2799 Discontinued
0.6872 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6872 Remote Similarity NPD7240 Approved
0.686 Remote Similarity NPD7870 Phase 2
0.686 Remote Similarity NPD7871 Phase 2
0.6845 Remote Similarity NPD2296 Approved
0.6836 Remote Similarity NPD5405 Approved
0.6836 Remote Similarity NPD6100 Approved
0.6836 Remote Similarity NPD5404 Approved
0.6836 Remote Similarity NPD5406 Approved
0.6836 Remote Similarity NPD5408 Approved
0.6836 Remote Similarity NPD6099 Approved
0.6824 Remote Similarity NPD1203 Approved
0.6821 Remote Similarity NPD2313 Discontinued
0.6821 Remote Similarity NPD3268 Approved
0.6821 Remote Similarity NPD3764 Approved
0.6812 Remote Similarity NPD7696 Phase 3
0.6812 Remote Similarity NPD7698 Approved
0.6812 Remote Similarity NPD7697 Approved
0.6806 Remote Similarity NPD7229 Phase 3
0.6806 Remote Similarity NPD6808 Phase 2
0.6804 Remote Similarity NPD7286 Phase 2
0.68 Remote Similarity NPD1933 Approved
0.6786 Remote Similarity NPD7685 Pre-registration
0.6782 Remote Similarity NPD6233 Phase 2
0.678 Remote Similarity NPD4308 Phase 3
0.6768 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6762 Remote Similarity NPD7701 Phase 2
0.6753 Remote Similarity NPD2163 Approved
0.6749 Remote Similarity NPD6534 Approved
0.6749 Remote Similarity NPD6535 Approved
0.6746 Remote Similarity NPD9269 Phase 2
0.6743 Remote Similarity NPD1613 Approved
0.6743 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6724 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6724 Remote Similarity NPD411 Approved
0.6724 Remote Similarity NPD6798 Discontinued
0.6697 Remote Similarity NPD7907 Approved
0.6697 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6684 Remote Similarity NPD5242 Approved
0.6667 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8127 Discontinued
0.6667 Remote Similarity NPD7801 Approved
0.6667 Remote Similarity NPD7549 Discontinued
0.6651 Remote Similarity NPD7680 Approved
0.665 Remote Similarity NPD7699 Phase 2
0.665 Remote Similarity NPD7700 Phase 2
0.6648 Remote Similarity NPD2354 Approved
0.6647 Remote Similarity NPD9717 Approved
0.6628 Remote Similarity NPD3266 Approved
0.6628 Remote Similarity NPD3267 Approved
0.6619 Remote Similarity NPD8320 Phase 1
0.6619 Remote Similarity NPD8319 Approved
0.6618 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6616 Remote Similarity NPD7039 Approved
0.6616 Remote Similarity NPD7038 Approved
0.661 Remote Similarity NPD1899 Clinical (unspecified phase)
0.661 Remote Similarity NPD6355 Discontinued
0.6609 Remote Similarity NPD6832 Phase 2
0.6583 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6582 Remote Similarity NPD7177 Discontinued
0.6578 Remote Similarity NPD7458 Discontinued
0.6573 Remote Similarity NPD6651 Approved
0.6571 Remote Similarity NPD3027 Phase 3
0.6571 Remote Similarity NPD7095 Approved
0.6561 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6554 Remote Similarity NPD4307 Phase 2
0.6552 Remote Similarity NPD9494 Approved
0.655 Remote Similarity NPD1608 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