Structure

Physi-Chem Properties

Molecular Weight:  262.17
Volume:  273.991
LogP:  0.786
LogD:  0.884
LogS:  -1.301
# Rotatable Bonds:  2
TPSA:  56.33
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.845
Synthetic Accessibility Score:  3.749
Fsp3:  0.667
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.888
MDCK Permeability:  8.319447260873858e-06
Pgp-inhibitor:  0.007
Pgp-substrate:  0.005
Human Intestinal Absorption (HIA):  0.052
20% Bioavailability (F20%):  0.055
30% Bioavailability (F30%):  0.009

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.399
Plasma Protein Binding (PPB):  17.340675354003906%
Volume Distribution (VD):  1.383
Pgp-substrate:  69.46371459960938%

ADMET: Metabolism

CYP1A2-inhibitor:  0.022
CYP1A2-substrate:  0.432
CYP2C19-inhibitor:  0.021
CYP2C19-substrate:  0.14
CYP2C9-inhibitor:  0.003
CYP2C9-substrate:  0.089
CYP2D6-inhibitor:  0.674
CYP2D6-substrate:  0.834
CYP3A4-inhibitor:  0.011
CYP3A4-substrate:  0.533

ADMET: Excretion

Clearance (CL):  7.885
Half-life (T1/2):  0.607

ADMET: Toxicity

hERG Blockers:  0.061
Human Hepatotoxicity (H-HT):  0.442
Drug-inuced Liver Injury (DILI):  0.107
AMES Toxicity:  0.094
Rat Oral Acute Toxicity:  0.58
Maximum Recommended Daily Dose:  0.902
Skin Sensitization:  0.126
Carcinogencity:  0.476
Eye Corrosion:  0.003
Eye Irritation:  0.035
Respiratory Toxicity:  0.818

Download Data

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

  Natural Product: NPC84508

Natural Product ID:  NPC84508
Common Name*:   6-[1-(Hydroxymethyl)-2,3,4,6,7,8,9,9A-Octahydro-1H-Quinolizin-3-Yl]-1H-Pyridin-2-One
IUPAC Name:   6-[1-(hydroxymethyl)-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-3-yl]-1H-pyridin-2-one
Synonyms:  
Standard InCHIKey:  JAUFYQKXSPWZRV-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C15H22N2O2/c18-10-12-8-11(13-4-3-6-15(19)16-13)9-17-7-2-1-5-14(12)17/h3-4,6,11-12,14,18H,1-2,5,7-10H2,(H,16,19)
SMILES:  C1CCN2CC(CC(CO)C2C1)c1cccc(n1)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1970238
PubChem CID:   323274
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000279] Alkaloids and derivatives
      • [CHEMONTID:0002719] Lupin alkaloids
        • [CHEMONTID:0002721] Lupinine-type alkaloids

*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
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[10654410]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. root n.a. PMID[10843587]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota Roots n.a. n.a. PMID[15568770]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. root n.a. PMID[16392664]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota roots Hualien Hsien, Taiwan 2003-JUL PMID[16933887]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. root n.a. PMID[16933887]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. root n.a. PMID[17951038]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[18175961]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[24295087]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[27575476]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota Roots n.a. n.a. PMID[30298740]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota Roots n.a. n.a. PMID[9868163]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. root n.a. Database[Article]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO19231 Sophora flavescens Species Fabaceae 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
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT367 Cell Line MDA-N Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT90 Cell Line DU-145 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT457 Cell Line BT-549 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 86896.04 nM PMID[571037]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT306 Cell Line PC-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT396 Cell Line T47D Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT402 Cell Line Hs-578T Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 100000.0 nM PMID[571037]

☑ 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 NPC84508 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
0.8497 Intermediate Similarity NPC161292
0.828 Intermediate Similarity NPC153769
0.8272 Intermediate Similarity NPC471178
0.8242 Intermediate Similarity NPC471294
0.8232 Intermediate Similarity NPC126481
0.8155 Intermediate Similarity NPC232340
0.8148 Intermediate Similarity NPC59779
0.8148 Intermediate Similarity NPC471177
0.8148 Intermediate Similarity NPC124542
0.8118 Intermediate Similarity NPC133306
0.8045 Intermediate Similarity NPC249040
0.8037 Intermediate Similarity NPC315214
0.8037 Intermediate Similarity NPC47298
0.8024 Intermediate Similarity NPC259545
0.8 Intermediate Similarity NPC60553
0.7988 Intermediate Similarity NPC32028
0.7988 Intermediate Similarity NPC159319
0.7898 Intermediate Similarity NPC471598
0.7879 Intermediate Similarity NPC97367
0.7821 Intermediate Similarity NPC245657
0.7756 Intermediate Similarity NPC280853
0.7722 Intermediate Similarity NPC470394
0.7722 Intermediate Similarity NPC470404
0.7722 Intermediate Similarity NPC470403
0.7719 Intermediate Similarity NPC150048
0.7719 Intermediate Similarity NPC203754
0.7707 Intermediate Similarity NPC285016
0.7692 Intermediate Similarity NPC471596
0.7684 Intermediate Similarity NPC183805
0.7665 Intermediate Similarity NPC473057
0.7625 Intermediate Similarity NPC470395
0.758 Intermediate Similarity NPC471594
0.7545 Intermediate Similarity NPC25899
0.7544 Intermediate Similarity NPC158129
0.754 Intermediate Similarity NPC472111
0.7529 Intermediate Similarity NPC317430
0.75 Intermediate Similarity NPC48192
0.75 Intermediate Similarity NPC472123
0.7486 Intermediate Similarity NPC478032
0.7471 Intermediate Similarity NPC283152
0.7471 Intermediate Similarity NPC108469
0.7471 Intermediate Similarity NPC326575
0.746 Intermediate Similarity NPC475910
0.7418 Intermediate Similarity NPC45850
0.7414 Intermediate Similarity NPC24594
0.7414 Intermediate Similarity NPC472122
0.7396 Intermediate Similarity NPC177404
0.7394 Intermediate Similarity NPC329708
0.7394 Intermediate Similarity NPC47059
0.7394 Intermediate Similarity NPC274291
0.7394 Intermediate Similarity NPC264166
0.7394 Intermediate Similarity NPC284348
0.7394 Intermediate Similarity NPC118832
0.7394 Intermediate Similarity NPC165349
0.7386 Intermediate Similarity NPC187827
0.7386 Intermediate Similarity NPC472105
0.736 Intermediate Similarity NPC320394
0.736 Intermediate Similarity NPC62069
0.7354 Intermediate Similarity NPC475841
0.7354 Intermediate Similarity NPC474145
0.733 Intermediate Similarity NPC469589
0.733 Intermediate Similarity NPC133261
0.7322 Intermediate Similarity NPC329541
0.7314 Intermediate Similarity NPC288943
0.7305 Intermediate Similarity NPC63562
0.7293 Intermediate Similarity NPC472289
0.7256 Intermediate Similarity NPC220523
0.7255 Intermediate Similarity NPC151489
0.7246 Intermediate Similarity NPC36168
0.7246 Intermediate Similarity NPC26872
0.7235 Intermediate Similarity NPC81229
0.7235 Intermediate Similarity NPC322976
0.7235 Intermediate Similarity NPC63338
0.7235 Intermediate Similarity NPC324203
0.7235 Intermediate Similarity NPC255229
0.7232 Intermediate Similarity NPC72980
0.7219 Intermediate Similarity NPC116573
0.7219 Intermediate Similarity NPC132680
0.7219 Intermediate Similarity NPC269919
0.7216 Intermediate Similarity NPC134586
0.7212 Intermediate Similarity NPC257142
0.7207 Intermediate Similarity NPC472110
0.7207 Intermediate Similarity NPC472109
0.7207 Intermediate Similarity NPC139291
0.7207 Intermediate Similarity NPC472108
0.7197 Intermediate Similarity NPC256893
0.7194 Intermediate Similarity NPC183407
0.7191 Intermediate Similarity NPC15840
0.7179 Intermediate Similarity NPC471080
0.7179 Intermediate Similarity NPC469592
0.7175 Intermediate Similarity NPC211997
0.7161 Intermediate Similarity NPC165370
0.7159 Intermediate Similarity NPC189812
0.7159 Intermediate Similarity NPC329688
0.7159 Intermediate Similarity NPC303225
0.7151 Intermediate Similarity NPC219963
0.7143 Intermediate Similarity NPC476686
0.7143 Intermediate Similarity NPC66083
0.7143 Intermediate Similarity NPC105758
0.7143 Intermediate Similarity NPC476688
0.7135 Intermediate Similarity NPC53344
0.7135 Intermediate Similarity NPC289786
0.7127 Intermediate Similarity NPC241025
0.7126 Intermediate Similarity NPC44161
0.7118 Intermediate Similarity NPC26850
0.7112 Intermediate Similarity NPC208751
0.7102 Intermediate Similarity NPC474409
0.7102 Intermediate Similarity NPC208060
0.7094 Intermediate Similarity NPC470126
0.7093 Intermediate Similarity NPC79911
0.7093 Intermediate Similarity NPC224632
0.709 Intermediate Similarity NPC329793
0.7088 Intermediate Similarity NPC314573
0.7088 Intermediate Similarity NPC194040
0.7086 Intermediate Similarity NPC473764
0.7086 Intermediate Similarity NPC314940
0.7069 Intermediate Similarity NPC98187
0.7065 Intermediate Similarity NPC469501
0.7065 Intermediate Similarity NPC469470
0.7065 Intermediate Similarity NPC3715
0.7062 Intermediate Similarity NPC476116
0.7059 Intermediate Similarity NPC253580
0.7056 Intermediate Similarity NPC144114
0.7052 Intermediate Similarity NPC476446
0.7052 Intermediate Similarity NPC263439
0.7052 Intermediate Similarity NPC469813
0.7052 Intermediate Similarity NPC78375
0.7051 Intermediate Similarity NPC212125
0.7051 Intermediate Similarity NPC278451
0.7049 Intermediate Similarity NPC46580
0.7035 Intermediate Similarity NPC120798
0.7035 Intermediate Similarity NPC469594
0.7033 Intermediate Similarity NPC42591
0.7031 Intermediate Similarity NPC475070
0.703 Intermediate Similarity NPC471323
0.7029 Intermediate Similarity NPC278874
0.7027 Intermediate Similarity NPC469390
0.7026 Intermediate Similarity NPC5145
0.702 Intermediate Similarity NPC330009
0.702 Intermediate Similarity NPC469928
0.702 Intermediate Similarity NPC477110
0.7017 Intermediate Similarity NPC19679
0.7 Intermediate Similarity NPC329747
0.6995 Remote Similarity NPC171171
0.6989 Remote Similarity NPC114335
0.6989 Remote Similarity NPC164664
0.6989 Remote Similarity NPC280964
0.6989 Remote Similarity NPC141915
0.6985 Remote Similarity NPC476041
0.6985 Remote Similarity NPC304926
0.6984 Remote Similarity NPC472284
0.698 Remote Similarity NPC280272
0.6979 Remote Similarity NPC200836
0.6979 Remote Similarity NPC53144
0.6978 Remote Similarity NPC207851
0.697 Remote Similarity NPC237740
0.6964 Remote Similarity NPC288445
0.6961 Remote Similarity NPC266551
0.6961 Remote Similarity NPC477891
0.6961 Remote Similarity NPC161887
0.6959 Remote Similarity NPC141353
0.6957 Remote Similarity NPC472323
0.6954 Remote Similarity NPC112206
0.6954 Remote Similarity NPC211187
0.6954 Remote Similarity NPC202605
0.6949 Remote Similarity NPC121658
0.6949 Remote Similarity NPC14651
0.6943 Remote Similarity NPC306397
0.694 Remote Similarity NPC314002
0.694 Remote Similarity NPC295158
0.6931 Remote Similarity NPC474188
0.6927 Remote Similarity NPC211813
0.6923 Remote Similarity NPC220765
0.6923 Remote Similarity NPC472104
0.6914 Remote Similarity NPC29702
0.6914 Remote Similarity NPC328029
0.6906 Remote Similarity NPC168486
0.6906 Remote Similarity NPC222592
0.6898 Remote Similarity NPC99666
0.6897 Remote Similarity NPC162748
0.6893 Remote Similarity NPC256828
0.6893 Remote Similarity NPC476518
0.6889 Remote Similarity NPC96890
0.6885 Remote Similarity NPC204717
0.6878 Remote Similarity NPC472193
0.6875 Remote Similarity NPC324611
0.6869 Remote Similarity NPC472098
0.6869 Remote Similarity NPC264176
0.6868 Remote Similarity NPC314394
0.6866 Remote Similarity NPC314270
0.6865 Remote Similarity NPC206186
0.6862 Remote Similarity NPC79293
0.6862 Remote Similarity NPC279401
0.6857 Remote Similarity NPC102423
0.6857 Remote Similarity NPC469541
0.6856 Remote Similarity NPC470500
0.6854 Remote Similarity NPC252590
0.6851 Remote Similarity NPC88363
0.6848 Remote Similarity NPC94943
0.6842 Remote Similarity NPC224928

  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 NPC84508 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
0.8037 Intermediate Similarity NPD1684 Approved
0.8037 Intermediate Similarity NPD1685 Approved
0.7931 Intermediate Similarity NPD2383 Phase 1
0.7833 Intermediate Similarity NPD7889 Clinical (unspecified phase)
0.7831 Intermediate Similarity NPD926 Approved
0.7831 Intermediate Similarity NPD925 Approved
0.7665 Intermediate Similarity NPD863 Approved
0.7665 Intermediate Similarity NPD861 Approved
0.7665 Intermediate Similarity NPD862 Approved
0.7644 Intermediate Similarity NPD4203 Approved
0.7644 Intermediate Similarity NPD4204 Approved
0.7636 Intermediate Similarity NPD4670 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD4669 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD4671 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD2882 Phase 1
0.76 Intermediate Similarity NPD5522 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD5255 Approved
0.7562 Intermediate Similarity NPD3813 Approved
0.7473 Intermediate Similarity NPD6861 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD5352 Clinical (unspecified phase)
0.743 Intermediate Similarity NPD1034 Phase 3
0.743 Intermediate Similarity NPD1033 Clinical (unspecified phase)
0.7416 Intermediate Similarity NPD6227 Discontinued
0.7394 Intermediate Similarity NPD31 Approved
0.7394 Intermediate Similarity NPD32 Approved
0.7394 Intermediate Similarity NPD4037 Approved
0.7394 Intermediate Similarity NPD6476 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD4039 Approved
0.7394 Intermediate Similarity NPD4036 Approved
0.7394 Intermediate Similarity NPD4122 Approved
0.7394 Intermediate Similarity NPD6158 Phase 2
0.7394 Intermediate Similarity NPD4035 Approved
0.7394 Intermediate Similarity NPD4034 Approved
0.7394 Intermediate Similarity NPD4038 Approved
0.7394 Intermediate Similarity NPD4033 Approved
0.7391 Intermediate Similarity NPD3717 Discontinued
0.7381 Intermediate Similarity NPD604 Clinical (unspecified phase)
0.7375 Intermediate Similarity NPD1649 Discontinued
0.7371 Intermediate Similarity NPD6159 Phase 2
0.7368 Intermediate Similarity NPD424 Approved
0.7368 Intermediate Similarity NPD425 Approved
0.7366 Intermediate Similarity NPD5497 Clinical (unspecified phase)
0.7363 Intermediate Similarity NPD6569 Phase 2
0.7326 Intermediate Similarity NPD6872 Clinical (unspecified phase)
0.7318 Intermediate Similarity NPD6344 Clinical (unspecified phase)
0.7314 Intermediate Similarity NPD2380 Approved
0.7314 Intermediate Similarity NPD2381 Approved
0.7314 Intermediate Similarity NPD2382 Approved
0.7312 Intermediate Similarity NPD2176 Approved
0.7312 Intermediate Similarity NPD2177 Approved
0.7312 Intermediate Similarity NPD2175 Phase 3
0.7284 Intermediate Similarity NPD3525 Discontinued
0.7273 Intermediate Similarity NPD5751 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD4396 Clinical (unspecified phase)
0.7253 Intermediate Similarity NPD8063 Discontinued
0.7253 Intermediate Similarity NPD5316 Approved
0.725 Intermediate Similarity NPD852 Discontinued
0.7241 Intermediate Similarity NPD1078 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD9398 Clinical (unspecified phase)
0.7232 Intermediate Similarity NPD1503 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD2781 Approved
0.7219 Intermediate Similarity NPD9383 Approved
0.7219 Intermediate Similarity NPD9382 Approved
0.7216 Intermediate Similarity NPD5100 Phase 3
0.7212 Intermediate Similarity NPD4702 Approved
0.7212 Intermediate Similarity NPD4703 Approved
0.7209 Intermediate Similarity NPD2780 Approved
0.7209 Intermediate Similarity NPD2782 Approved
0.7175 Intermediate Similarity NPD1032 Phase 2
0.7143 Intermediate Similarity NPD6307 Clinical (unspecified phase)
0.7127 Intermediate Similarity NPD3082 Discontinued
0.7126 Intermediate Similarity NPD5862 Discovery
0.7097 Intermediate Similarity NPD3810 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD9506 Approved
0.7072 Intermediate Similarity NPD5083 Clinical (unspecified phase)
0.7062 Intermediate Similarity NPD5065 Approved
0.7059 Intermediate Similarity NPD3477 Phase 2
0.7059 Intermediate Similarity NPD3478 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD9284 Approved
0.7048 Intermediate Similarity NPD7469 Discontinued
0.7047 Intermediate Similarity NPD7222 Phase 2
0.7035 Intermediate Similarity NPD8109 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD1352 Discontinued
0.7018 Intermediate Similarity NPD2582 Approved
0.7018 Intermediate Similarity NPD2581 Approved
0.7015 Intermediate Similarity NPD7726 Phase 1
0.7011 Intermediate Similarity NPD4021 Phase 2
0.701 Intermediate Similarity NPD2916 Discontinued
0.6995 Remote Similarity NPD5530 Phase 1
0.6995 Remote Similarity NPD4375 Approved
0.699 Remote Similarity NPD5939 Approved
0.699 Remote Similarity NPD5936 Approved
0.6989 Remote Similarity NPD1326 Approved
0.6989 Remote Similarity NPD7474 Suspended
0.6989 Remote Similarity NPD1325 Approved
0.6984 Remote Similarity NPD2727 Phase 2
0.6979 Remote Similarity NPD6991 Approved
0.6979 Remote Similarity NPD4044 Discontinued
0.6966 Remote Similarity NPD6492 Phase 2
0.6961 Remote Similarity NPD7414 Clinical (unspecified phase)
0.6959 Remote Similarity NPD6290 Phase 2
0.6954 Remote Similarity NPD444 Approved
0.6954 Remote Similarity NPD3330 Phase 1
0.6952 Remote Similarity NPD5575 Clinical (unspecified phase)
0.6949 Remote Similarity NPD5934 Clinical (unspecified phase)
0.6947 Remote Similarity NPD3814 Phase 1
0.6947 Remote Similarity NPD4118 Clinical (unspecified phase)
0.6944 Remote Similarity NPD3920 Phase 2
0.6943 Remote Similarity NPD9080 Approved
0.6935 Remote Similarity NPD7112 Discontinued
0.6931 Remote Similarity NPD4673 Phase 2
0.6931 Remote Similarity NPD7948 Phase 1
0.6927 Remote Similarity NPD6327 Phase 1
0.6923 Remote Similarity NPD5596 Phase 2
0.6915 Remote Similarity NPD3395 Approved
0.6915 Remote Similarity NPD3396 Approved
0.691 Remote Similarity NPD7418 Discontinued
0.691 Remote Similarity NPD3224 Phase 2
0.6909 Remote Similarity NPD5020 Approved
0.6907 Remote Similarity NPD3932 Clinical (unspecified phase)
0.6906 Remote Similarity NPD6452 Discontinued
0.6904 Remote Similarity NPD4502 Phase 2
0.6902 Remote Similarity NPD3315 Phase 3
0.6902 Remote Similarity NPD5256 Discontinued
0.6893 Remote Similarity NPD4724 Clinical (unspecified phase)
0.6885 Remote Similarity NPD4484 Phase 1
0.6882 Remote Similarity NPD9706 Clinical (unspecified phase)
0.6882 Remote Similarity NPD3321 Discontinued
0.6875 Remote Similarity NPD6592 Clinical (unspecified phase)
0.6872 Remote Similarity NPD9690 Approved
0.6872 Remote Similarity NPD7452 Approved
0.6872 Remote Similarity NPD7453 Approved
0.6868 Remote Similarity NPD3037 Phase 1
0.6868 Remote Similarity NPD8408 Discontinued
0.6865 Remote Similarity NPD8021 Approved
0.6865 Remote Similarity NPD8020 Approved
0.6862 Remote Similarity NPD4551 Phase 2
0.6854 Remote Similarity NPD2123 Phase 3
0.6851 Remote Similarity NPD1620 Clinical (unspecified phase)
0.6848 Remote Similarity NPD2762 Phase 2
0.6845 Remote Similarity NPD6326 Phase 2
0.6839 Remote Similarity NPD2511 Approved
0.6839 Remote Similarity NPD9705 Discontinued
0.6839 Remote Similarity NPD112 Approved
0.6837 Remote Similarity NPD7671 Approved
0.6837 Remote Similarity NPD7672 Approved
0.6829 Remote Similarity NPD203 Clinical (unspecified phase)
0.6828 Remote Similarity NPD6965 Clinical (unspecified phase)
0.6809 Remote Similarity NPD3922 Approved
0.6809 Remote Similarity NPD3923 Approved
0.6809 Remote Similarity NPD3921 Approved
0.6809 Remote Similarity NPD3924 Approved
0.6796 Remote Similarity NPD6642 Approved
0.6796 Remote Similarity NPD6641 Approved
0.6791 Remote Similarity NPD4081 Clinical (unspecified phase)
0.6791 Remote Similarity NPD6281 Approved
0.6786 Remote Similarity NPD3930 Clinical (unspecified phase)
0.6778 Remote Similarity NPD5322 Clinical (unspecified phase)
0.6776 Remote Similarity NPD7867 Phase 1
0.6776 Remote Similarity NPD3386 Phase 2
0.6772 Remote Similarity NPD4528 Approved
0.6772 Remote Similarity NPD4526 Approved
0.6772 Remote Similarity NPD4529 Approved
0.6771 Remote Similarity NPD1768 Approved
0.6769 Remote Similarity NPD3946 Clinical (unspecified phase)
0.6768 Remote Similarity NPD8321 Discontinued
0.6761 Remote Similarity NPD5138 Approved
0.6761 Remote Similarity NPD5140 Approved
0.6757 Remote Similarity NPD4889 Approved
0.6757 Remote Similarity NPD5555 Phase 1
0.6755 Remote Similarity NPD4699 Discontinued
0.6754 Remote Similarity NPD2952 Discontinued
0.6754 Remote Similarity NPD1229 Phase 2
0.6753 Remote Similarity NPD3928 Approved
0.6753 Remote Similarity NPD3931 Approved
0.6748 Remote Similarity NPD6246 Approved
0.6743 Remote Similarity NPD687 Clinical (unspecified phase)
0.674 Remote Similarity NPD6375 Clinical (unspecified phase)
0.6737 Remote Similarity NPD6590 Discontinued
0.6737 Remote Similarity NPD6491 Clinical (unspecified phase)
0.6736 Remote Similarity NPD6389 Clinical (unspecified phase)
0.6735 Remote Similarity NPD4901 Clinical (unspecified phase)
0.6735 Remote Similarity NPD3003 Approved
0.6727 Remote Similarity NPD9076 Clinical (unspecified phase)
0.6727 Remote Similarity NPD2323 Clinical (unspecified phase)
0.672 Remote Similarity NPD5317 Clinical (unspecified phase)
0.672 Remote Similarity NPD3404 Approved
0.6719 Remote Similarity NPD7777 Approved
0.6719 Remote Similarity NPD7778 Approved
0.6719 Remote Similarity NPD53 Approved
0.6716 Remote Similarity NPD4897 Phase 2
0.6715 Remote Similarity NPD7675 Phase 3
0.6715 Remote Similarity NPD7676 Clinical (unspecified phase)
0.6715 Remote Similarity NPD7674 Phase 3
0.6701 Remote Similarity NPD1197 Approved
0.6687 Remote Similarity NPD1095 Clinical (unspecified phase)
0.6686 Remote Similarity NPD6060 Clinical (unspecified phase)
0.6684 Remote Similarity NPD8396 Approved
0.6684 Remote Similarity NPD8395 Approved
0.6684 Remote Similarity NPD9695 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