Structure

Physi-Chem Properties

Molecular Weight:  532.23
Volume:  528.065
LogP:  3.455
LogD:  2.238
LogS:  -4.27
# Rotatable Bonds:  10
TPSA:  134.66
# H-Bond Aceptor:  10
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.43
Synthetic Accessibility Score:  5.82
Fsp3:  0.643
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:  -5.343
MDCK Permeability:  7.976187771419063e-05
Pgp-inhibitor:  0.998
Pgp-substrate:  0.03
Human Intestinal Absorption (HIA):  0.11
20% Bioavailability (F20%):  0.925
30% Bioavailability (F30%):  0.987

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.627
Plasma Protein Binding (PPB):  57.42548370361328%
Volume Distribution (VD):  1.758
Pgp-substrate:  22.88631820678711%

ADMET: Metabolism

CYP1A2-inhibitor:  0.027
CYP1A2-substrate:  0.024
CYP2C19-inhibitor:  0.013
CYP2C19-substrate:  0.094
CYP2C9-inhibitor:  0.059
CYP2C9-substrate:  0.046
CYP2D6-inhibitor:  0.136
CYP2D6-substrate:  0.08
CYP3A4-inhibitor:  0.313
CYP3A4-substrate:  0.327

ADMET: Excretion

Clearance (CL):  3.514
Half-life (T1/2):  0.807

ADMET: Toxicity

hERG Blockers:  0.207
Human Hepatotoxicity (H-HT):  0.873
Drug-inuced Liver Injury (DILI):  0.971
AMES Toxicity:  0.019
Rat Oral Acute Toxicity:  0.109
Maximum Recommended Daily Dose:  0.06
Skin Sensitization:  0.24
Carcinogencity:  0.281
Eye Corrosion:  0.004
Eye Irritation:  0.074
Respiratory Toxicity:  0.59

Download Data

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  Natural Product: NPC27377

Natural Product ID:  NPC27377
Common Name*:   Celahin C
IUPAC Name:   n.a.
Synonyms:   Celahin C
Standard InCHIKey:  SPZUYBGWJJYLAL-NHJLZMLCSA-N
Standard InCHI:  InChI=1S/C28H36O10/c1-15-12-21(35-17(3)30)23(32)27(14-34-16(2)29)22(37-25(33)19-10-8-7-9-11-19)13-20-24(36-18(4)31)28(15,27)38-26(20,5)6/h7-11,15,20-24,32H,12-14H2,1-6H3/t15-,20-,21+,22+,23+,24-,27-,28-/m1/s1
SMILES:  CC(=O)OC[C@@]12[C@@H](OC(=O)c3ccccc3)C[C@@H]3[C@H]([C@]2(OC3(C)C)[C@@H](C[C@@H]([C@@H]1O)OC(=O)C)C)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL507495
PubChem CID:   10007243
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids
          • [CHEMONTID:0002051] Agarofurans

*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
NPO24176 Streptomyces fradiae Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10757717]
NPO2353 Bituminaria bituminosa Species Fabaceae Eukaryota n.a. aerial part n.a. PMID[12943781]
NPO7484 Salacia chinensis Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[12951446]
NPO7484 Salacia chinensis Species Celastraceae Eukaryota stems Thailand n.a. PMID[14510595]
NPO14555 Porella swartziana Species Porellaceae Eukaryota n.a. Argentine n.a. PMID[14738381]
NPO14555 Porella swartziana Species Porellaceae Eukaryota n.a. n.a. n.a. PMID[14738381]
NPO22421 Microtropis japonica Species Celastraceae Eukaryota stem n.a. n.a. PMID[18471021]
NPO22421 Microtropis japonica Species Celastraceae Eukaryota n.a. stem n.a. PMID[18471021]
NPO22421 Microtropis japonica Species Celastraceae Eukaryota Stems n.a. n.a. PMID[19534471]
NPO12977 Solenopsis invicta Species Formicidae Eukaryota n.a. n.a. n.a. PMID[21905650]
NPO23289 Heracleum sphondylium Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[24697288]
NPO14826 Streptomyces mobaraensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[32998509]
NPO9420 Aspergillus arenarius Species Aspergillaceae Eukaryota sclerotia n.a. n.a. PMID[9599285]
NPO15510 Kummerowia striata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5728 Gerbera piloselloides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16847 Consolida ajacis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12416 Quercus mongolica Species Fagaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15961 Sida cordifolia Species Malvaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23289 Heracleum sphondylium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13719 Salacia prinoides Species Sertulariidae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12450 Cneorum pulverulentum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23289 Heracleum sphondylium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15961 Sida cordifolia Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12416 Quercus mongolica Species Fagaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16847 Consolida ajacis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14869 Ormosia panamensis Species Limoniidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15510 Kummerowia striata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5728 Gerbera piloselloides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13719 Salacia prinoides Species Sertulariidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5728 Gerbera piloselloides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12416 Quercus mongolica Species Fagaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16847 Consolida ajacis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5728 Gerbera piloselloides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2353 Bituminaria bituminosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11599 Elaeagnus commutata Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13710 Lyophyllum shimeji Species Lyophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16678 Flindersia brayleyana Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9420 Aspergillus arenarius Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3391 Jungermannia obovata Species Jungermanniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22421 Microtropis japonica Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14826 Streptomyces mobaraensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO12450 Cneorum pulverulentum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15272 Mascarenhasia arborescens Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15858 Phoebe formosana Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15510 Kummerowia striata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12680 Perityle vaseyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15015 Meconopsis napaulensis Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16428 Millettia conraui Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12416 Quercus mongolica Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5078 Turraeanthus mannii Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15961 Sida cordifolia Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12555 Aspergillus quadrilineatus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13375 Palafoxia rosea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15393 Eucalyptus flocktoniae Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24176 Streptomyces fradiae Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO23289 Heracleum sphondylium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24732 Cereus weberi Species Sagartiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26017 Dalbergia stipulacea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16847 Consolida ajacis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15138 Rheum webbianum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14218 Spodoptera littoralis Species 0ctuidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4267 Ceratocystis clavigera Species Ceratocystidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16516 Centaurea seridis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4935 Dinemasporium strigosum Species Chaetosphaeriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12977 Solenopsis invicta Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16758 Satureja cuneifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15755 Thymbra spicata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14555 Porella swartziana Species Porellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13548 Chrozophora obliqua Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5269 Coleus garckeanus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11194 Bombus hortorum Species Apidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8499 Osmerus mordax Species Osmeridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7484 Salacia chinensis Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5552 Solanum sisymbriifolium Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13719 Salacia prinoides Species Sertulariidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13859 Senecio flavus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11881 Adenopeltis colliguaya Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16175 Trichia floriformis Species Trichiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14034 Salvia coulteri Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9780 Merremia umbellata Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14869 Ormosia panamensis Species Limoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13230 Pedicularis condensata Species Orobanchaceae 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
NPT68 Individual Protein Aldose reductase Rattus norvegicus IC50 = 95000.0 nM PMID[457132]
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 31300.0 nM PMID[457133]

☑ 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 NPC27377 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
1.0 High Similarity NPC118080
1.0 High Similarity NPC291599
1.0 High Similarity NPC41481
1.0 High Similarity NPC472576
1.0 High Similarity NPC97947
1.0 High Similarity NPC87448
0.9924 High Similarity NPC275592
0.9924 High Similarity NPC90614
0.9924 High Similarity NPC171207
0.9924 High Similarity NPC100913
0.9924 High Similarity NPC97667
0.985 High Similarity NPC16912
0.9778 High Similarity NPC241951
0.9778 High Similarity NPC470152
0.9778 High Similarity NPC475759
0.9706 High Similarity NPC472568
0.9706 High Similarity NPC174982
0.9706 High Similarity NPC158663
0.9706 High Similarity NPC471104
0.9706 High Similarity NPC177940
0.9706 High Similarity NPC469349
0.9706 High Similarity NPC476973
0.9706 High Similarity NPC472575
0.9706 High Similarity NPC470159
0.9706 High Similarity NPC70403
0.9706 High Similarity NPC171525
0.9706 High Similarity NPC472571
0.9706 High Similarity NPC29704
0.9706 High Similarity NPC473088
0.9706 High Similarity NPC472572
0.9706 High Similarity NPC96903
0.9706 High Similarity NPC470157
0.9706 High Similarity NPC200471
0.9706 High Similarity NPC184817
0.9704 High Similarity NPC163087
0.9632 High Similarity NPC70716
0.9632 High Similarity NPC475122
0.9632 High Similarity NPC57628
0.9632 High Similarity NPC11685
0.9632 High Similarity NPC125106
0.9632 High Similarity NPC476974
0.9632 High Similarity NPC188865
0.9632 High Similarity NPC472573
0.9632 High Similarity NPC472569
0.9632 High Similarity NPC25768
0.9632 High Similarity NPC472570
0.9632 High Similarity NPC95265
0.9632 High Similarity NPC95810
0.9632 High Similarity NPC163719
0.9627 High Similarity NPC472547
0.9621 High Similarity NPC195647
0.9621 High Similarity NPC66761
0.9621 High Similarity NPC472577
0.9621 High Similarity NPC17877
0.9621 High Similarity NPC291638
0.9545 High Similarity NPC474608
0.9496 High Similarity NPC301556
0.9496 High Similarity NPC270590
0.9496 High Similarity NPC476975
0.9496 High Similarity NPC266265
0.9496 High Similarity NPC92293
0.9496 High Similarity NPC471101
0.9493 High Similarity NPC474935
0.9485 High Similarity NPC34012
0.9478 High Similarity NPC39549
0.9429 High Similarity NPC470245
0.9429 High Similarity NPC473214
0.9424 High Similarity NPC281717
0.942 High Similarity NPC472556
0.9403 High Similarity NPC472545
0.9403 High Similarity NPC472551
0.9362 High Similarity NPC470153
0.9362 High Similarity NPC471103
0.9357 High Similarity NPC473215
0.9348 High Similarity NPC38696
0.9338 High Similarity NPC473613
0.9338 High Similarity NPC4341
0.9338 High Similarity NPC147880
0.9338 High Similarity NPC43241
0.9338 High Similarity NPC473758
0.9338 High Similarity NPC473085
0.9338 High Similarity NPC473060
0.9338 High Similarity NPC473109
0.9338 High Similarity NPC473112
0.9338 High Similarity NPC48017
0.9338 High Similarity NPC200592
0.9338 High Similarity NPC476094
0.9338 High Similarity NPC473081
0.9338 High Similarity NPC211137
0.9338 High Similarity NPC184747
0.9333 High Similarity NPC183122
0.9333 High Similarity NPC283375
0.9275 High Similarity NPC91703
0.9275 High Similarity NPC477894
0.927 High Similarity NPC224491
0.9265 High Similarity NPC210591
0.9265 High Similarity NPC214550
0.9265 High Similarity NPC475652
0.9242 High Similarity NPC147561
0.9225 High Similarity NPC51602
0.9214 High Similarity NPC473602
0.9214 High Similarity NPC240115
0.9209 High Similarity NPC34943
0.9203 High Similarity NPC472546
0.9167 High Similarity NPC34066
0.9161 High Similarity NPC472548
0.9161 High Similarity NPC477905
0.9155 High Similarity NPC469448
0.9149 High Similarity NPC217918
0.9149 High Similarity NPC473760
0.9143 High Similarity NPC92867
0.9143 High Similarity NPC311825
0.9143 High Similarity NPC127857
0.9137 High Similarity NPC475429
0.9137 High Similarity NPC473673
0.9137 High Similarity NPC246480
0.9137 High Similarity NPC147217
0.9137 High Similarity NPC177340
0.9137 High Similarity NPC139067
0.9137 High Similarity NPC191082
0.9137 High Similarity NPC270498
0.9103 High Similarity NPC106895
0.9091 High Similarity NPC469415
0.9085 High Similarity NPC60509
0.9085 High Similarity NPC81698
0.9085 High Similarity NPC250046
0.9078 High Similarity NPC48599
0.9078 High Similarity NPC478263
0.9078 High Similarity NPC20255
0.9078 High Similarity NPC209592
0.9071 High Similarity NPC470231
0.9071 High Similarity NPC51314
0.9071 High Similarity NPC67777
0.9065 High Similarity NPC192658
0.9065 High Similarity NPC182869
0.9058 High Similarity NPC477904
0.9058 High Similarity NPC183270
0.9044 High Similarity NPC477896
0.9044 High Similarity NPC477893
0.9034 High Similarity NPC469730
0.9034 High Similarity NPC132599
0.9034 High Similarity NPC472549
0.9034 High Similarity NPC473670
0.9034 High Similarity NPC469422
0.9034 High Similarity NPC473632
0.9034 High Similarity NPC282239
0.9034 High Similarity NPC21410
0.9021 High Similarity NPC7095
0.9021 High Similarity NPC222102
0.9021 High Similarity NPC476173
0.9021 High Similarity NPC303429
0.9021 High Similarity NPC198455
0.9021 High Similarity NPC161239
0.9021 High Similarity NPC91730
0.9021 High Similarity NPC165260
0.9015 High Similarity NPC476972
0.9015 High Similarity NPC476971
0.9007 High Similarity NPC471107
0.9007 High Similarity NPC478264
0.9007 High Similarity NPC125882
0.9007 High Similarity NPC471100
0.8993 High Similarity NPC266374
0.8986 High Similarity NPC9905
0.898 High Similarity NPC469399
0.8978 High Similarity NPC472374
0.8978 High Similarity NPC472372
0.8971 High Similarity NPC48929
0.8966 High Similarity NPC469477
0.8966 High Similarity NPC133430
0.8958 High Similarity NPC197037
0.8944 High Similarity NPC312393
0.8939 High Similarity NPC470158
0.8939 High Similarity NPC476970
0.8939 High Similarity NPC475933
0.8921 High Similarity NPC87934
0.8921 High Similarity NPC162613
0.8912 High Similarity NPC472393
0.8904 High Similarity NPC469398
0.8904 High Similarity NPC473611
0.8904 High Similarity NPC26033
0.8904 High Similarity NPC228204
0.8889 High Similarity NPC31829
0.8889 High Similarity NPC112216
0.8881 High Similarity NPC327031
0.8881 High Similarity NPC132652
0.8851 High Similarity NPC471102
0.8844 High Similarity NPC217091
0.8836 High Similarity NPC472658
0.8836 High Similarity NPC472030
0.8836 High Similarity NPC1173
0.8836 High Similarity NPC304876
0.8836 High Similarity NPC242262
0.8836 High Similarity NPC11588
0.8836 High Similarity NPC219419
0.8836 High Similarity NPC249471
0.8836 High Similarity NPC472022
0.8836 High Similarity NPC257213
0.8836 High Similarity NPC473414
0.8836 High Similarity NPC472005
0.8836 High Similarity NPC229545

  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 NPC27377 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
0.8231 Intermediate Similarity NPD7236 Approved
0.8143 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.8079 Intermediate Similarity NPD7239 Suspended
0.8012 Intermediate Similarity NPD8470 Clinical (unspecified phase)
0.795 Intermediate Similarity NPD7799 Discontinued
0.7939 Intermediate Similarity NPD8407 Phase 2
0.7866 Intermediate Similarity NPD8368 Discontinued
0.7844 Intermediate Similarity NPD8434 Phase 2
0.7676 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD8361 Approved
0.7647 Intermediate Similarity NPD8360 Approved
0.7647 Intermediate Similarity NPD8435 Approved
0.763 Intermediate Similarity NPD2629 Approved
0.7616 Intermediate Similarity NPD4628 Phase 3
0.761 Intermediate Similarity NPD7058 Phase 2
0.761 Intermediate Similarity NPD7057 Phase 3
0.7574 Intermediate Similarity NPD4198 Discontinued
0.7536 Intermediate Similarity NPD7741 Discontinued
0.7531 Intermediate Similarity NPD8127 Discontinued
0.7529 Intermediate Similarity NPD8424 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD7008 Discontinued
0.7483 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7466 Intermediate Similarity NPD3764 Approved
0.7463 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD6190 Approved
0.7429 Intermediate Similarity NPD5126 Approved
0.7429 Intermediate Similarity NPD5125 Phase 3
0.7421 Intermediate Similarity NPD37 Approved
0.7391 Intermediate Similarity NPD4966 Approved
0.7391 Intermediate Similarity NPD4965 Approved
0.7391 Intermediate Similarity NPD4967 Phase 2
0.7386 Intermediate Similarity NPD8485 Approved
0.7386 Intermediate Similarity NPD8166 Discontinued
0.7372 Intermediate Similarity NPD5951 Approved
0.7372 Intermediate Similarity NPD6273 Approved
0.7365 Intermediate Similarity NPD5844 Phase 1
0.7326 Intermediate Similarity NPD8150 Discontinued
0.7301 Intermediate Similarity NPD6234 Discontinued
0.7297 Intermediate Similarity NPD7961 Discontinued
0.7263 Intermediate Similarity NPD8486 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD7274 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD7228 Approved
0.7185 Intermediate Similarity NPD6831 Clinical (unspecified phase)
0.7185 Intermediate Similarity NPD2182 Approved
0.7183 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD7819 Suspended
0.716 Intermediate Similarity NPD5761 Phase 2
0.716 Intermediate Similarity NPD5760 Phase 2
0.716 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7159 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7473 Discontinued
0.7134 Intermediate Similarity NPD7075 Discontinued
0.7133 Intermediate Similarity NPD7457 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD6591 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD7458 Discontinued
0.7089 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD4380 Phase 2
0.7081 Intermediate Similarity NPD6599 Discontinued
0.708 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD7702 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD6663 Approved
0.7066 Intermediate Similarity NPD6232 Discontinued
0.7063 Intermediate Similarity NPD7163 Clinical (unspecified phase)
0.7052 Intermediate Similarity NPD8313 Approved
0.7052 Intermediate Similarity NPD8312 Approved
0.7051 Intermediate Similarity NPD7003 Approved
0.7049 Intermediate Similarity NPD7497 Discontinued
0.7035 Intermediate Similarity NPD6559 Discontinued
0.7035 Intermediate Similarity NPD7240 Approved
0.7035 Intermediate Similarity NPD6764 Approved
0.7035 Intermediate Similarity NPD6765 Approved
0.7027 Intermediate Similarity NPD5736 Approved
0.7019 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD5402 Approved
0.7006 Intermediate Similarity NPD7199 Phase 2
0.7 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.6994 Remote Similarity NPD6801 Discontinued
0.6987 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6981 Remote Similarity NPD2532 Approved
0.6981 Remote Similarity NPD2533 Approved
0.6981 Remote Similarity NPD2534 Approved
0.6978 Remote Similarity NPD6858 Approved
0.6978 Remote Similarity NPD7094 Approved
0.6974 Remote Similarity NPD230 Phase 1
0.6974 Remote Similarity NPD6355 Discontinued
0.6972 Remote Similarity NPD7610 Discontinued
0.6968 Remote Similarity NPD7266 Discontinued
0.6966 Remote Similarity NPD6287 Discontinued
0.6951 Remote Similarity NPD8455 Phase 2
0.6949 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6946 Remote Similarity NPD5494 Approved
0.6936 Remote Similarity NPD7685 Pre-registration
0.6931 Remote Similarity NPD8462 Phase 1
0.6918 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6914 Remote Similarity NPD3226 Approved
0.6909 Remote Similarity NPD3817 Phase 2
0.6903 Remote Similarity NPD2935 Discontinued
0.6901 Remote Similarity NPD3818 Discontinued
0.6894 Remote Similarity NPD5403 Approved
0.6889 Remote Similarity NPD164 Approved
0.6875 Remote Similarity NPD6785 Approved
0.6875 Remote Similarity NPD6784 Approved
0.6875 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6875 Remote Similarity NPD5401 Approved
0.6867 Remote Similarity NPD7768 Phase 2
0.6859 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6859 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6859 Remote Similarity NPD6005 Phase 3
0.6859 Remote Similarity NPD6004 Phase 3
0.6859 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6859 Remote Similarity NPD5762 Approved
0.6859 Remote Similarity NPD2346 Discontinued
0.6859 Remote Similarity NPD6002 Phase 3
0.6859 Remote Similarity NPD5763 Approved
0.6848 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6842 Remote Similarity NPD6233 Phase 2
0.6842 Remote Similarity NPD1238 Approved
0.6835 Remote Similarity NPD3750 Approved
0.6835 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6835 Remote Similarity NPD4110 Phase 3
0.6832 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6829 Remote Similarity NPD7411 Suspended
0.6826 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6824 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6821 Remote Similarity NPD7095 Approved
0.6815 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6815 Remote Similarity NPD6647 Phase 2
0.6815 Remote Similarity NPD1930 Approved
0.6815 Remote Similarity NPD1929 Approved
0.6813 Remote Similarity NPD6799 Approved
0.6812 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6807 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6806 Remote Similarity NPD9545 Approved
0.6797 Remote Similarity NPD4140 Approved
0.6796 Remote Similarity NPD6534 Approved
0.6796 Remote Similarity NPD6535 Approved
0.6795 Remote Similarity NPD5404 Approved
0.6795 Remote Similarity NPD5406 Approved
0.6795 Remote Similarity NPD2438 Suspended
0.6795 Remote Similarity NPD5405 Approved
0.6795 Remote Similarity NPD5408 Approved
0.6788 Remote Similarity NPD6685 Approved
0.6788 Remote Similarity NPD8404 Phase 2
0.6788 Remote Similarity NPD1934 Approved
0.6786 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6784 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6784 Remote Similarity NPD6166 Phase 2
0.6784 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6782 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6776 Remote Similarity NPD7699 Phase 2
0.6776 Remote Similarity NPD6798 Discontinued
0.6776 Remote Similarity NPD7700 Phase 2
0.6774 Remote Similarity NPD7435 Discontinued
0.6774 Remote Similarity NPD7097 Phase 1
0.677 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6763 Remote Similarity NPD2067 Discontinued
0.6738 Remote Similarity NPD8320 Phase 1
0.6738 Remote Similarity NPD8319 Approved
0.6735 Remote Similarity NPD4806 Approved
0.6735 Remote Similarity NPD4807 Approved
0.6732 Remote Similarity NPD7715 Approved
0.6732 Remote Similarity NPD8032 Phase 2
0.6732 Remote Similarity NPD7714 Approved
0.6731 Remote Similarity NPD2799 Discontinued
0.6731 Remote Similarity NPD3748 Approved
0.6731 Remote Similarity NPD7305 Phase 1
0.6724 Remote Similarity NPD7074 Phase 3
0.6716 Remote Similarity NPD2066 Phase 3
0.6712 Remote Similarity NPD5306 Approved
0.6712 Remote Similarity NPD5305 Approved
0.6709 Remote Similarity NPD970 Clinical (unspecified phase)
0.669 Remote Similarity NPD6010 Discontinued
0.6688 Remote Similarity NPD6100 Approved
0.6688 Remote Similarity NPD6099 Approved
0.6667 Remote Similarity NPD7054 Approved
0.6667 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3882 Suspended
0.6667 Remote Similarity NPD7028 Phase 2
0.6667 Remote Similarity NPD3094 Phase 2
0.6667 Remote Similarity NPD2313 Discontinued
0.6667 Remote Similarity NPD7229 Phase 3
0.6667 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6647 Remote Similarity NPD1465 Phase 2
0.6647 Remote Similarity NPD2801 Approved
0.6645 Remote Similarity NPD5735 Approved
0.6645 Remote Similarity NPD6832 Phase 2
0.6643 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6642 Remote Similarity NPD1237 Approved
0.6642 Remote Similarity NPD5909 Discontinued
0.6631 Remote Similarity NPD6823 Phase 2
0.6629 Remote Similarity NPD7472 Approved
0.6627 Remote Similarity NPD3749 Approved
0.6625 Remote Similarity NPD2575 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