Structure

Physi-Chem Properties

Molecular Weight:  598.31
Volume:  608.574
LogP:  4.965
LogD:  3.671
LogS:  -4.631
# Rotatable Bonds:  12
TPSA:  132.64
# H-Bond Aceptor:  9
# H-Bond Donor:  1
# Rings:  6
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.202
Synthetic Accessibility Score:  5.305
Fsp3:  0.765
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.209
MDCK Permeability:  4.4505984988063574e-05
Pgp-inhibitor:  0.946
Pgp-substrate:  0.012
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.898
30% Bioavailability (F30%):  0.987

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.152
Plasma Protein Binding (PPB):  92.25975799560547%
Volume Distribution (VD):  0.76
Pgp-substrate:  2.5820400714874268%

ADMET: Metabolism

CYP1A2-inhibitor:  0.021
CYP1A2-substrate:  0.086
CYP2C19-inhibitor:  0.02
CYP2C19-substrate:  0.065
CYP2C9-inhibitor:  0.295
CYP2C9-substrate:  0.452
CYP2D6-inhibitor:  0.039
CYP2D6-substrate:  0.134
CYP3A4-inhibitor:  0.349
CYP3A4-substrate:  0.17

ADMET: Excretion

Clearance (CL):  5.707
Half-life (T1/2):  0.758

ADMET: Toxicity

hERG Blockers:  0.446
Human Hepatotoxicity (H-HT):  0.936
Drug-inuced Liver Injury (DILI):  0.93
AMES Toxicity:  0.011
Rat Oral Acute Toxicity:  0.931
Maximum Recommended Daily Dose:  0.928
Skin Sensitization:  0.6
Carcinogencity:  0.217
Eye Corrosion:  0.005
Eye Irritation:  0.013
Respiratory Toxicity:  0.97

Download Data

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

  Natural Product: NPC6193

Natural Product ID:  NPC6193
Common Name*:   WNMNOTRKSZQFML-NDESRDLBSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  WNMNOTRKSZQFML-NDESRDLBSA-N
Standard InCHI:  InChI=1S/C34H46O9/c1-20(35)41-30-29(21-10-13-27(38)40-19-21)33(3)17-15-24-25(34(33)31(30)43-34)12-11-22-18-23(14-16-32(22,24)2)42-28(39)9-7-5-4-6-8-26(36)37/h10,13,19,22-25,29-31H,4-9,11-12,14-18H2,1-3H3,(H,36,37)/t22-,23+,24+,25-,29+,30-,31-,32+,33-,34-/m1/s1
SMILES:  CC(=O)O[C@@H]1[C@H](c2ccc(=O)oc2)[C@@]2(C)CC[C@H]3[C@@H](CC[C@@H]4C[C@H](CC[C@]34C)OC(=O)CCCCCCC(=O)O)[C@]32[C@@H]1O3
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2069019
PubChem CID:   70697081
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001125] Steroid lactones
          • [CHEMONTID:0001557] Bufanolides 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
NPO12012 Saururus cernuus Species Saururaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0040-4039(01)99818-1]
NPO19205 Buxus sempervirens Species Buxaceae Eukaryota roots n.a. n.a. PMID[10346940]
NPO12012 Saururus cernuus Species Saururaceae Eukaryota n.a. n.a. n.a. PMID[11421725]
NPO12012 Saururus cernuus Species Saururaceae Eukaryota n.a. n.a. n.a. PMID[15165135]
NPO3983 Piper futokadsura Species Piperaceae Eukaryota n.a. aerial part n.a. PMID[15635246]
NPO223 Rhaponticum carthamoides Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[15730237]
NPO664 Potentilla multifida Species Rosaceae Eukaryota n.a. n.a. n.a. PMID[17504571]
NPO9576 Bufo bufo Species Bufonidae Eukaryota n.a. n.a. n.a. PMID[21185919]
NPO11885 Dysoxylum lenticellatum Species Meliaceae Eukaryota n.a. twig n.a. PMID[21954912]
NPO11885 Dysoxylum lenticellatum Species Meliaceae Eukaryota twigs and leaves Yunnan Province, China 2008-OCT PMID[21954912]
NPO11885 Dysoxylum lenticellatum Species Meliaceae Eukaryota n.a. leaf n.a. PMID[21954912]
NPO10672 Vitex megapotamica Species Lamiaceae Eukaryota n.a. leaf n.a. PMID[22708620]
NPO19205 Buxus sempervirens Species Buxaceae Eukaryota n.a. n.a. n.a. PMID[26722868]
NPO18636 Cupressus macrocarpa Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[32223924]
NPO12012 Saururus cernuus Species Saururaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19205 Buxus sempervirens Species Buxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO223 Rhaponticum carthamoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19205 Buxus sempervirens Species Buxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10672 Vitex megapotamica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18636 Cupressus macrocarpa Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12012 Saururus cernuus Species Saururaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO223 Rhaponticum carthamoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19205 Buxus sempervirens Species Buxaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12012 Saururus cernuus Species Saururaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO223 Rhaponticum carthamoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9576 Bufo bufo Species Bufonidae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11515 Streptomyces plumbeus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO26231 Vicia villosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2917 Artemisia oranensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7543 Haplopappus venetus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12250 Strychnos fendleri Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3983 Piper futokadsura Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4797 Gavia immer Species Gaviidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10672 Vitex megapotamica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12952 Cabucala madagascariensis Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO223 Rhaponticum carthamoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10043 Phebalium ozothamnoides Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5177 Lecanora conizaeoides Species Lecanoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6887 Lytanthus salicinus n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO12735 Halimeda macroloba Species Halimedaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9576 Bufo bufo Species Bufonidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9398 Cortinarius rubellus Species Cortinariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2498 Kochia trichophylla Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19205 Buxus sempervirens Species Buxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12012 Saururus cernuus Species Saururaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6011 Pleurotus citrinopileatus Species Pleurotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21463 Aruncus dioicus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18636 Cupressus macrocarpa Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11885 Dysoxylum lenticellatum Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO664 Potentilla multifida Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7884 Centaurea amara Species Asteraceae 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
NPT2 Others Unspecified IC50 = 0.01 ug.mL-1 PMID[538234]
NPT2 Others Unspecified IC50 = 0.06 ug.mL-1 PMID[538234]

☑ 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 NPC6193 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
0.9478 High Similarity NPC312481
0.9298 High Similarity NPC157380
0.9217 High Similarity NPC16701
0.916 High Similarity NPC159499
0.9138 High Similarity NPC35171
0.9138 High Similarity NPC213761
0.9138 High Similarity NPC278681
0.913 High Similarity NPC185287
0.906 High Similarity NPC114939
0.906 High Similarity NPC112936
0.906 High Similarity NPC145074
0.906 High Similarity NPC41123
0.8938 High Similarity NPC16270
0.8707 High Similarity NPC171126
0.8684 High Similarity NPC75389
0.8629 High Similarity NPC221414
0.8621 High Similarity NPC44537
0.8609 High Similarity NPC103491
0.8596 High Similarity NPC275060
0.8525 High Similarity NPC55602
0.8509 High Similarity NPC79298
0.8509 High Similarity NPC43063
0.85 High Similarity NPC5292
0.85 High Similarity NPC305260
0.85 High Similarity NPC270850
0.8443 Intermediate Similarity NPC470265
0.8443 Intermediate Similarity NPC23786
0.8438 Intermediate Similarity NPC158350
0.843 Intermediate Similarity NPC79579
0.843 Intermediate Similarity NPC474370
0.8417 Intermediate Similarity NPC153440
0.8417 Intermediate Similarity NPC146786
0.8403 Intermediate Similarity NPC298278
0.839 Intermediate Similarity NPC241977
0.839 Intermediate Similarity NPC73050
0.8387 Intermediate Similarity NPC473635
0.8385 Intermediate Similarity NPC75616
0.8361 Intermediate Similarity NPC67569
0.8347 Intermediate Similarity NPC264954
0.8306 Intermediate Similarity NPC8374
0.8293 Intermediate Similarity NPC153700
0.8293 Intermediate Similarity NPC88326
0.8291 Intermediate Similarity NPC12795
0.8279 Intermediate Similarity NPC184555
0.8279 Intermediate Similarity NPC474585
0.8276 Intermediate Similarity NPC304276
0.8276 Intermediate Similarity NPC137462
0.8264 Intermediate Similarity NPC709
0.8264 Intermediate Similarity NPC50774
0.8261 Intermediate Similarity NPC295843
0.8261 Intermediate Similarity NPC266570
0.8261 Intermediate Similarity NPC189863
0.825 Intermediate Similarity NPC190286
0.8246 Intermediate Similarity NPC171014
0.8231 Intermediate Similarity NPC62172
0.8231 Intermediate Similarity NPC289700
0.8226 Intermediate Similarity NPC469789
0.8203 Intermediate Similarity NPC155529
0.8197 Intermediate Similarity NPC472667
0.8182 Intermediate Similarity NPC167606
0.8182 Intermediate Similarity NPC286528
0.8182 Intermediate Similarity NPC20302
0.8182 Intermediate Similarity NPC140055
0.8182 Intermediate Similarity NPC470492
0.8175 Intermediate Similarity NPC287423
0.8174 Intermediate Similarity NPC165969
0.8167 Intermediate Similarity NPC43213
0.816 Intermediate Similarity NPC233041
0.8151 Intermediate Similarity NPC470063
0.8151 Intermediate Similarity NPC247760
0.8145 Intermediate Similarity NPC107493
0.8145 Intermediate Similarity NPC170538
0.8136 Intermediate Similarity NPC472214
0.8136 Intermediate Similarity NPC472215
0.813 Intermediate Similarity NPC257610
0.812 Intermediate Similarity NPC473482
0.812 Intermediate Similarity NPC318363
0.812 Intermediate Similarity NPC475418
0.8115 Intermediate Similarity NPC473617
0.8115 Intermediate Similarity NPC473828
0.8095 Intermediate Similarity NPC293112
0.8092 Intermediate Similarity NPC127656
0.8087 Intermediate Similarity NPC180204
0.8083 Intermediate Similarity NPC154815
0.8083 Intermediate Similarity NPC122056
0.808 Intermediate Similarity NPC11895
0.808 Intermediate Similarity NPC204812
0.8077 Intermediate Similarity NPC248703
0.807 Intermediate Similarity NPC168319
0.807 Intermediate Similarity NPC194028
0.8067 Intermediate Similarity NPC470076
0.8067 Intermediate Similarity NPC183603
0.8065 Intermediate Similarity NPC310511
0.8065 Intermediate Similarity NPC46570
0.8062 Intermediate Similarity NPC231240
0.8051 Intermediate Similarity NPC472216
0.8051 Intermediate Similarity NPC284828
0.8051 Intermediate Similarity NPC173905
0.8051 Intermediate Similarity NPC5475
0.8051 Intermediate Similarity NPC475065
0.8049 Intermediate Similarity NPC475520
0.8049 Intermediate Similarity NPC475041
0.8049 Intermediate Similarity NPC473203
0.8047 Intermediate Similarity NPC231529
0.8047 Intermediate Similarity NPC471407
0.8033 Intermediate Similarity NPC183580
0.8033 Intermediate Similarity NPC312824
0.8033 Intermediate Similarity NPC470493
0.8017 Intermediate Similarity NPC305044
0.8017 Intermediate Similarity NPC265290
0.8017 Intermediate Similarity NPC216665
0.8016 Intermediate Similarity NPC32868
0.8016 Intermediate Similarity NPC3381
0.8016 Intermediate Similarity NPC241456
0.8016 Intermediate Similarity NPC8369
0.8016 Intermediate Similarity NPC469790
0.8016 Intermediate Similarity NPC81736
0.8016 Intermediate Similarity NPC172154
0.8 Intermediate Similarity NPC32577
0.8 Intermediate Similarity NPC155332
0.8 Intermediate Similarity NPC476163
0.8 Intermediate Similarity NPC241477
0.8 Intermediate Similarity NPC269642
0.8 Intermediate Similarity NPC316915
0.8 Intermediate Similarity NPC114540
0.7984 Intermediate Similarity NPC251226
0.7984 Intermediate Similarity NPC173347
0.7984 Intermediate Similarity NPC470312
0.7984 Intermediate Similarity NPC143755
0.7983 Intermediate Similarity NPC238850
0.7983 Intermediate Similarity NPC6206
0.7967 Intermediate Similarity NPC311554
0.7967 Intermediate Similarity NPC475372
0.7967 Intermediate Similarity NPC186525
0.7967 Intermediate Similarity NPC257457
0.7966 Intermediate Similarity NPC472825
0.7966 Intermediate Similarity NPC88701
0.7953 Intermediate Similarity NPC179261
0.7951 Intermediate Similarity NPC113425
0.7951 Intermediate Similarity NPC268213
0.7951 Intermediate Similarity NPC470075
0.7951 Intermediate Similarity NPC176840
0.7951 Intermediate Similarity NPC232564
0.7951 Intermediate Similarity NPC470793
0.7949 Intermediate Similarity NPC220217
0.7949 Intermediate Similarity NPC119855
0.7949 Intermediate Similarity NPC470980
0.7949 Intermediate Similarity NPC469874
0.7937 Intermediate Similarity NPC27363
0.7937 Intermediate Similarity NPC473979
0.7937 Intermediate Similarity NPC219804
0.7934 Intermediate Similarity NPC101400
0.7934 Intermediate Similarity NPC101965
0.7931 Intermediate Similarity NPC112009
0.7923 Intermediate Similarity NPC471855
0.792 Intermediate Similarity NPC233500
0.792 Intermediate Similarity NPC159456
0.792 Intermediate Similarity NPC470878
0.792 Intermediate Similarity NPC473256
0.792 Intermediate Similarity NPC4021
0.7917 Intermediate Similarity NPC474315
0.7907 Intermediate Similarity NPC470880
0.7907 Intermediate Similarity NPC473593
0.7907 Intermediate Similarity NPC476966
0.7903 Intermediate Similarity NPC473636
0.7903 Intermediate Similarity NPC219656
0.7903 Intermediate Similarity NPC29639
0.7903 Intermediate Similarity NPC312536
0.7903 Intermediate Similarity NPC211093
0.7903 Intermediate Similarity NPC44899
0.7903 Intermediate Similarity NPC473839
0.7903 Intermediate Similarity NPC61520
0.7903 Intermediate Similarity NPC304260
0.7903 Intermediate Similarity NPC77689
0.7903 Intermediate Similarity NPC5883
0.7899 Intermediate Similarity NPC10064
0.7899 Intermediate Similarity NPC170221
0.7895 Intermediate Similarity NPC98868
0.7891 Intermediate Similarity NPC298841
0.7891 Intermediate Similarity NPC329784
0.7891 Intermediate Similarity NPC42399
0.7891 Intermediate Similarity NPC240070
0.7881 Intermediate Similarity NPC329048
0.7881 Intermediate Similarity NPC330011
0.7881 Intermediate Similarity NPC471601
0.7874 Intermediate Similarity NPC470494
0.7869 Intermediate Similarity NPC67259
0.7869 Intermediate Similarity NPC475163
0.7869 Intermediate Similarity NPC147912
0.7863 Intermediate Similarity NPC142756
0.7857 Intermediate Similarity NPC115349
0.7857 Intermediate Similarity NPC196130
0.7851 Intermediate Similarity NPC236217
0.7851 Intermediate Similarity NPC100267
0.7851 Intermediate Similarity NPC313921
0.7851 Intermediate Similarity NPC475524
0.7851 Intermediate Similarity NPC98038
0.7851 Intermediate Similarity NPC191620
0.7845 Intermediate Similarity NPC22388
0.7845 Intermediate Similarity NPC475320

  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 NPC6193 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 NPD7115 Discovery
0.8065 Intermediate Similarity NPD7503 Approved
0.7851 Intermediate Similarity NPD8297 Approved
0.7812 Intermediate Similarity NPD7507 Approved
0.7778 Intermediate Similarity NPD8033 Approved
0.7739 Intermediate Similarity NPD7638 Approved
0.7672 Intermediate Similarity NPD7640 Approved
0.7672 Intermediate Similarity NPD7639 Approved
0.7634 Intermediate Similarity NPD7319 Approved
0.7561 Intermediate Similarity NPD6053 Discontinued
0.7559 Intermediate Similarity NPD8294 Approved
0.7559 Intermediate Similarity NPD6319 Approved
0.7559 Intermediate Similarity NPD8377 Approved
0.7557 Intermediate Similarity NPD7736 Approved
0.754 Intermediate Similarity NPD7327 Approved
0.754 Intermediate Similarity NPD7328 Approved
0.7521 Intermediate Similarity NPD6899 Approved
0.7521 Intermediate Similarity NPD6881 Approved
0.75 Intermediate Similarity NPD8335 Approved
0.75 Intermediate Similarity NPD8380 Approved
0.75 Intermediate Similarity NPD8379 Approved
0.75 Intermediate Similarity NPD8378 Approved
0.75 Intermediate Similarity NPD8296 Approved
0.748 Intermediate Similarity NPD8130 Phase 1
0.748 Intermediate Similarity NPD6649 Approved
0.748 Intermediate Similarity NPD7516 Approved
0.748 Intermediate Similarity NPD6650 Approved
0.7438 Intermediate Similarity NPD5697 Approved
0.7419 Intermediate Similarity NPD6882 Approved
0.7398 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7398 Intermediate Similarity NPD6883 Approved
0.7398 Intermediate Similarity NPD7102 Approved
0.7398 Intermediate Similarity NPD7290 Approved
0.736 Intermediate Similarity NPD4632 Approved
0.7355 Intermediate Similarity NPD6675 Approved
0.7355 Intermediate Similarity NPD6402 Approved
0.7355 Intermediate Similarity NPD7128 Approved
0.7355 Intermediate Similarity NPD5739 Approved
0.7355 Intermediate Similarity NPD6008 Approved
0.7339 Intermediate Similarity NPD6869 Approved
0.7339 Intermediate Similarity NPD6617 Approved
0.7339 Intermediate Similarity NPD6847 Approved
0.7328 Intermediate Similarity NPD7492 Approved
0.7317 Intermediate Similarity NPD6012 Approved
0.7317 Intermediate Similarity NPD6014 Approved
0.7317 Intermediate Similarity NPD6373 Approved
0.7317 Intermediate Similarity NPD6372 Approved
0.7317 Intermediate Similarity NPD6013 Approved
0.7317 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7287 Intermediate Similarity NPD6054 Approved
0.7273 Intermediate Similarity NPD6616 Approved
0.7252 Intermediate Similarity NPD7604 Phase 2
0.7236 Intermediate Similarity NPD6686 Approved
0.7236 Intermediate Similarity NPD7320 Approved
0.7236 Intermediate Similarity NPD6011 Approved
0.7222 Intermediate Similarity NPD8133 Approved
0.7218 Intermediate Similarity NPD7078 Approved
0.7188 Intermediate Similarity NPD6009 Approved
0.7176 Intermediate Similarity NPD6370 Approved
0.7154 Intermediate Similarity NPD5701 Approved
0.7154 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD7632 Discontinued
0.7107 Intermediate Similarity NPD5211 Phase 2
0.7099 Intermediate Similarity NPD6016 Approved
0.7099 Intermediate Similarity NPD5983 Phase 2
0.7099 Intermediate Similarity NPD6015 Approved
0.7094 Intermediate Similarity NPD7748 Approved
0.709 Intermediate Similarity NPD8293 Discontinued
0.7083 Intermediate Similarity NPD5285 Approved
0.7083 Intermediate Similarity NPD5286 Approved
0.7083 Intermediate Similarity NPD6648 Approved
0.7083 Intermediate Similarity NPD4696 Approved
0.7069 Intermediate Similarity NPD8034 Phase 2
0.7069 Intermediate Similarity NPD8035 Phase 2
0.7059 Intermediate Similarity NPD6084 Phase 2
0.7059 Intermediate Similarity NPD6083 Phase 2
0.7059 Intermediate Similarity NPD7902 Approved
0.7045 Intermediate Similarity NPD5988 Approved
0.7023 Intermediate Similarity NPD6059 Approved
0.7016 Intermediate Similarity NPD6412 Phase 2
0.7015 Intermediate Similarity NPD6336 Discontinued
0.7009 Intermediate Similarity NPD6399 Phase 3
0.7 Intermediate Similarity NPD4225 Approved
0.6992 Remote Similarity NPD5141 Approved
0.6984 Remote Similarity NPD4634 Approved
0.6983 Remote Similarity NPD7838 Discovery
0.6967 Remote Similarity NPD5225 Approved
0.6967 Remote Similarity NPD5224 Approved
0.6967 Remote Similarity NPD5226 Approved
0.6967 Remote Similarity NPD4633 Approved
0.6957 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6947 Remote Similarity NPD7100 Approved
0.6947 Remote Similarity NPD7101 Approved
0.6929 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6923 Remote Similarity NPD5284 Approved
0.6923 Remote Similarity NPD5281 Approved
0.6917 Remote Similarity NPD4755 Approved
0.6911 Remote Similarity NPD5175 Approved
0.6911 Remote Similarity NPD5174 Approved
0.6891 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6891 Remote Similarity NPD5695 Phase 3
0.6885 Remote Similarity NPD5223 Approved
0.6885 Remote Similarity NPD5344 Discontinued
0.6884 Remote Similarity NPD7260 Phase 2
0.688 Remote Similarity NPD7899 Clinical (unspecified phase)
0.687 Remote Similarity NPD6335 Approved
0.6864 Remote Similarity NPD4202 Approved
0.686 Remote Similarity NPD5696 Approved
0.685 Remote Similarity NPD6371 Approved
0.6846 Remote Similarity NPD6274 Approved
0.6842 Remote Similarity NPD8513 Phase 3
0.6838 Remote Similarity NPD46 Approved
0.6838 Remote Similarity NPD6698 Approved
0.6825 Remote Similarity NPD4729 Approved
0.6825 Remote Similarity NPD4730 Approved
0.6807 Remote Similarity NPD7900 Approved
0.6807 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6803 Remote Similarity NPD4700 Approved
0.6794 Remote Similarity NPD6317 Approved
0.6783 Remote Similarity NPD6684 Approved
0.6783 Remote Similarity NPD6409 Approved
0.6783 Remote Similarity NPD7334 Approved
0.6783 Remote Similarity NPD7146 Approved
0.6783 Remote Similarity NPD5330 Approved
0.6783 Remote Similarity NPD7521 Approved
0.678 Remote Similarity NPD5693 Phase 1
0.678 Remote Similarity NPD7515 Phase 2
0.678 Remote Similarity NPD6079 Approved
0.6742 Remote Similarity NPD6314 Approved
0.6742 Remote Similarity NPD6313 Approved
0.6719 Remote Similarity NPD5248 Approved
0.6719 Remote Similarity NPD5247 Approved
0.6719 Remote Similarity NPD5251 Approved
0.6719 Remote Similarity NPD5250 Approved
0.6719 Remote Similarity NPD5249 Phase 3
0.6716 Remote Similarity NPD8516 Approved
0.6716 Remote Similarity NPD8517 Approved
0.6716 Remote Similarity NPD8515 Approved
0.6711 Remote Similarity NPD7236 Approved
0.6696 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4768 Approved
0.6667 Remote Similarity NPD6903 Approved
0.6667 Remote Similarity NPD4767 Approved
0.6639 Remote Similarity NPD5694 Approved
0.6639 Remote Similarity NPD6050 Approved
0.6639 Remote Similarity NPD7637 Suspended
0.6618 Remote Similarity NPD8328 Phase 3
0.6612 Remote Similarity NPD4629 Approved
0.6612 Remote Similarity NPD5210 Approved
0.661 Remote Similarity NPD6080 Approved
0.661 Remote Similarity NPD6904 Approved
0.661 Remote Similarity NPD6051 Approved
0.661 Remote Similarity NPD4753 Phase 2
0.661 Remote Similarity NPD5328 Approved
0.661 Remote Similarity NPD6673 Approved
0.6601 Remote Similarity NPD7239 Suspended
0.6593 Remote Similarity NPD6909 Approved
0.6593 Remote Similarity NPD6908 Approved
0.6593 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6585 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6579 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6564 Remote Similarity NPD7799 Discontinued
0.6562 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6562 Remote Similarity NPD5128 Approved
0.6557 Remote Similarity NPD5221 Approved
0.6557 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6557 Remote Similarity NPD5222 Approved
0.6555 Remote Similarity NPD5207 Approved
0.6555 Remote Similarity NPD5785 Approved
0.6555 Remote Similarity NPD5692 Phase 3
0.6547 Remote Similarity NPD6033 Approved
0.6538 Remote Similarity NPD5216 Approved
0.6538 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6538 Remote Similarity NPD5215 Approved
0.6538 Remote Similarity NPD5217 Approved
0.6529 Remote Similarity NPD6001 Approved
0.6525 Remote Similarity NPD5737 Approved
0.6525 Remote Similarity NPD6672 Approved
0.6522 Remote Similarity NPD4788 Approved
0.6512 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6508 Remote Similarity NPD4754 Approved
0.6504 Remote Similarity NPD5173 Approved
0.6496 Remote Similarity NPD3618 Phase 1
0.6496 Remote Similarity NPD6067 Discontinued
0.6479 Remote Similarity NPD6845 Suspended
0.6471 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6466 Remote Similarity NPD3665 Phase 1
0.6466 Remote Similarity NPD3666 Approved
0.6466 Remote Similarity NPD3133 Approved
0.6466 Remote Similarity NPD4786 Approved
0.6466 Remote Similarity NPD6868 Approved
0.6462 Remote Similarity NPD5169 Approved
0.6462 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6462 Remote Similarity NPD5135 Approved
0.6441 Remote Similarity NPD3573 Approved
0.6441 Remote Similarity NPD4250 Approved
0.6441 Remote Similarity NPD4251 Approved
0.6435 Remote Similarity NPD4223 Phase 3
0.6435 Remote Similarity NPD4221 Approved
0.6418 Remote Similarity NPD8295 Clinical (unspecified phase)

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data