Structure

Physi-Chem Properties

Molecular Weight:  328.17
Volume:  354.069
LogP:  4.746
LogD:  4.083
LogS:  -5.584
# Rotatable Bonds:  7
TPSA:  48.67
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.537
Synthetic Accessibility Score:  2.662
Fsp3:  0.35
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.684
MDCK Permeability:  1.7232381651410833e-05
Pgp-inhibitor:  0.333
Pgp-substrate:  0.006
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.006
30% Bioavailability (F30%):  0.172

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.022
Plasma Protein Binding (PPB):  92.45047760009766%
Volume Distribution (VD):  0.562
Pgp-substrate:  7.939935684204102%

ADMET: Metabolism

CYP1A2-inhibitor:  0.967
CYP1A2-substrate:  0.789
CYP2C19-inhibitor:  0.942
CYP2C19-substrate:  0.244
CYP2C9-inhibitor:  0.858
CYP2C9-substrate:  0.918
CYP2D6-inhibitor:  0.747
CYP2D6-substrate:  0.873
CYP3A4-inhibitor:  0.59
CYP3A4-substrate:  0.254

ADMET: Excretion

Clearance (CL):  12.268
Half-life (T1/2):  0.223

ADMET: Toxicity

hERG Blockers:  0.026
Human Hepatotoxicity (H-HT):  0.891
Drug-inuced Liver Injury (DILI):  0.846
AMES Toxicity:  0.027
Rat Oral Acute Toxicity:  0.005
Maximum Recommended Daily Dose:  0.029
Skin Sensitization:  0.69
Carcinogencity:  0.153
Eye Corrosion:  0.003
Eye Irritation:  0.056
Respiratory Toxicity:  0.091

Download Data

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

  Natural Product: NPC19242

Natural Product ID:  NPC19242
Common Name*:   Collinin
IUPAC Name:   7-[(2E)-3,7-dimethylocta-2,6-dienoxy]-8-methoxychromen-2-one
Synonyms:   Collinin
Standard InCHIKey:  MJWGWXGEAHRWOV-NTCAYCPXSA-N
Standard InCHI:  InChI=1S/C20H24O4/c1-14(2)6-5-7-15(3)12-13-23-17-10-8-16-9-11-18(21)24-19(16)20(17)22-4/h6,8-12H,5,7,13H2,1-4H3/b15-12+
SMILES:  CC(=CCC/C(=C/COc1ccc2ccc(=O)oc2c1OC)/C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL306908
PubChem CID:   5316012
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001283] Terpene lactones

*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
NPO8698 Zanthoxylum schinifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25306 Flindersia collina Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15018 Dioscorea collettii Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25400 Derris malaccensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27509 Dioscorea zingiberensis Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27509 Dioscorea zingiberensis Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8698 Zanthoxylum schinifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25306 Flindersia collina Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15018 Dioscorea collettii Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25400 Derris malaccensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25400 Derris malaccensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8698 Zanthoxylum schinifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO27509 Dioscorea zingiberensis Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15018 Dioscorea collettii Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8698 Zanthoxylum schinifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO27509 Dioscorea zingiberensis Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15018 Dioscorea collettii Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25400 Derris malaccensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25306 Flindersia collina Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15500 Aconitum volubile Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8698 Zanthoxylum schinifolium Species Rutaceae 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
NPT1495 Individual Protein Geranylgeranyl pyrophosphate synthetase Homo sapiens Inhibition = 15.5 % PMID[487940]
NPT367 Cell Line MDA-N Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 77446.18 nM PMID[487942]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT90 Cell Line DU-145 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 43351.09 nM PMID[487942]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 48083.93 nM PMID[487942]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 56493.7 nM PMID[487942]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 95940.06 nM PMID[487942]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 65162.84 nM PMID[487942]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 61517.69 nM PMID[487942]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 43551.19 nM PMID[487942]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 51760.68 nM PMID[487942]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT457 Cell Line BT-549 Homo sapiens GI50 n.a. 53333.49 nM PMID[487942]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 64863.44 nM PMID[487942]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 83946.0 nM PMID[487942]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 96827.79 nM PMID[487942]
NPT306 Cell Line PC-3 Homo sapiens GI50 n.a. 24210.29 nM PMID[487942]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT396 Cell Line T47D Homo sapiens GI50 n.a. 62517.27 nM PMID[487942]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 10000.0 nM PMID[487942]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 94188.96 nM PMID[487942]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT402 Cell Line Hs-578T Homo sapiens GI50 n.a. 90364.95 nM PMID[487942]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 94406.09 nM PMID[487942]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 100000.0 nM PMID[487942]
NPT540 Individual Protein Bile acid receptor FXR Homo sapiens FC = 0.86 n.a. PMID[487943]
NPT540 Individual Protein Bile acid receptor FXR Homo sapiens FC = 1.141 n.a. PMID[487943]
NPT540 Individual Protein Bile acid receptor FXR Homo sapiens FC = 1.591 n.a. PMID[487943]
NPT540 Individual Protein Bile acid receptor FXR Homo sapiens FC = 2.134 n.a. PMID[487943]
NPT540 Individual Protein Bile acid receptor FXR Homo sapiens FC = 3.051 n.a. PMID[487943]
NPT540 Individual Protein Bile acid receptor FXR Homo sapiens FC = 4.322 n.a. PMID[487943]
NPT540 Individual Protein Bile acid receptor FXR Homo sapiens FC = 6.491 n.a. PMID[487943]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 5900.0 nM PMID[487944]
NPT32 Organism Mus musculus Mus musculus Activity = 3.7 mg m-1 PMID[487939]
NPT32 Organism Mus musculus Mus musculus Reduction = 47.0 % PMID[487939]
NPT2 Others Unspecified Inhibition = 34.2 % PMID[487940]

☑ 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 NPC19242 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
0.9762 High Similarity NPC241341
0.9762 High Similarity NPC233018
0.9762 High Similarity NPC36437
0.9683 High Similarity NPC137669
0.9528 High Similarity NPC319969
0.9524 High Similarity NPC244799
0.9524 High Similarity NPC240722
0.9516 High Similarity NPC127604
0.9444 High Similarity NPC123127
0.9444 High Similarity NPC27239
0.944 High Similarity NPC194841
0.9389 High Similarity NPC43500
0.9389 High Similarity NPC164148
0.938 High Similarity NPC309953
0.9365 High Similarity NPC474623
0.9365 High Similarity NPC474651
0.935 High Similarity NPC288238
0.9248 High Similarity NPC300611
0.9237 High Similarity NPC286843
0.9231 High Similarity NPC92830
0.9225 High Similarity NPC5423
0.9225 High Similarity NPC123954
0.9219 High Similarity NPC476399
0.9187 High Similarity NPC235190
0.9187 High Similarity NPC163200
0.9187 High Similarity NPC180006
0.9167 High Similarity NPC20796
0.916 High Similarity NPC234865
0.9154 High Similarity NPC472522
0.912 High Similarity NPC108545
0.9111 High Similarity NPC138212
0.9106 High Similarity NPC222175
0.9098 High Similarity NPC13067
0.9098 High Similarity NPC270256
0.9091 High Similarity NPC167517
0.9084 High Similarity NPC474600
0.9077 High Similarity NPC245120
0.9062 High Similarity NPC474616
0.9062 High Similarity NPC210674
0.9055 High Similarity NPC101894
0.9024 High Similarity NPC281356
0.9024 High Similarity NPC298796
0.9023 High Similarity NPC148835
0.9023 High Similarity NPC139548
0.9023 High Similarity NPC76336
0.9023 High Similarity NPC95162
0.9023 High Similarity NPC20511
0.9023 High Similarity NPC52086
0.9015 High Similarity NPC311430
0.9015 High Similarity NPC240915
0.9015 High Similarity NPC224941
0.9 High Similarity NPC73738
0.8984 High Similarity NPC474670
0.8976 High Similarity NPC27352
0.8968 High Similarity NPC273772
0.8968 High Similarity NPC109675
0.8947 High Similarity NPC82271
0.8947 High Similarity NPC126682
0.8943 High Similarity NPC152306
0.8943 High Similarity NPC265547
0.8939 High Similarity NPC147030
0.8939 High Similarity NPC111635
0.8939 High Similarity NPC7163
0.8931 High Similarity NPC14248
0.8923 High Similarity NPC307042
0.8923 High Similarity NPC79184
0.8913 High Similarity NPC205361
0.8898 High Similarity NPC73413
0.8898 High Similarity NPC201667
0.8898 High Similarity NPC27671
0.8872 High Similarity NPC472521
0.8872 High Similarity NPC73071
0.8864 High Similarity NPC318400
0.8864 High Similarity NPC167111
0.8864 High Similarity NPC7526
0.8864 High Similarity NPC222036
0.8864 High Similarity NPC296624
0.8864 High Similarity NPC207002
0.8864 High Similarity NPC471910
0.8864 High Similarity NPC133956
0.8855 High Similarity NPC29734
0.8849 High Similarity NPC15577
0.8849 High Similarity NPC476347
0.8837 High Similarity NPC224774
0.8837 High Similarity NPC258567
0.8837 High Similarity NPC474821
0.8837 High Similarity NPC121740
0.8828 High Similarity NPC471828
0.8828 High Similarity NPC471827
0.8819 High Similarity NPC472518
0.881 High Similarity NPC310373
0.8797 High Similarity NPC74655
0.8797 High Similarity NPC18804
0.8797 High Similarity NPC319859
0.8797 High Similarity NPC84894
0.8797 High Similarity NPC164269
0.8797 High Similarity NPC260265
0.8797 High Similarity NPC127888
0.8797 High Similarity NPC55149
0.8797 High Similarity NPC307412
0.8797 High Similarity NPC287182
0.8797 High Similarity NPC198381
0.8797 High Similarity NPC267412
0.8797 High Similarity NPC195343
0.8797 High Similarity NPC47163
0.8797 High Similarity NPC166672
0.8797 High Similarity NPC100986
0.879 High Similarity NPC96705
0.8786 High Similarity NPC476348
0.8786 High Similarity NPC96294
0.8786 High Similarity NPC187398
0.878 High Similarity NPC128633
0.8779 High Similarity NPC113098
0.8769 High Similarity NPC469453
0.8769 High Similarity NPC109275
0.8769 High Similarity NPC472519
0.8768 High Similarity NPC471763
0.876 High Similarity NPC244364
0.876 High Similarity NPC474632
0.8741 High Similarity NPC474886
0.874 High Similarity NPC96286
0.874 High Similarity NPC261661
0.874 High Similarity NPC194626
0.874 High Similarity NPC248429
0.8731 High Similarity NPC86892
0.8731 High Similarity NPC469675
0.8731 High Similarity NPC281241
0.8731 High Similarity NPC472424
0.8731 High Similarity NPC471625
0.8731 High Similarity NPC471909
0.873 High Similarity NPC472596
0.873 High Similarity NPC267064
0.8723 High Similarity NPC176903
0.8723 High Similarity NPC30688
0.8722 High Similarity NPC469449
0.8722 High Similarity NPC26673
0.8714 High Similarity NPC52740
0.8712 High Similarity NPC267336
0.8712 High Similarity NPC272650
0.8705 High Similarity NPC476450
0.8702 High Similarity NPC48315
0.8702 High Similarity NPC168710
0.8696 High Similarity NPC34245
0.8696 High Similarity NPC256555
0.8696 High Similarity NPC110067
0.8696 High Similarity NPC91492
0.8696 High Similarity NPC7439
0.8686 High Similarity NPC472520
0.8686 High Similarity NPC279851
0.8672 High Similarity NPC279379
0.8672 High Similarity NPC315807
0.8667 High Similarity NPC160727
0.8667 High Similarity NPC55615
0.8667 High Similarity NPC38099
0.8667 High Similarity NPC283331
0.8667 High Similarity NPC149320
0.8667 High Similarity NPC177281
0.8667 High Similarity NPC476455
0.8667 High Similarity NPC128529
0.8667 High Similarity NPC26954
0.8667 High Similarity NPC471630
0.8667 High Similarity NPC283019
0.8662 High Similarity NPC120426
0.8662 High Similarity NPC205727
0.8662 High Similarity NPC21184
0.8662 High Similarity NPC294522
0.8662 High Similarity NPC114740
0.8661 High Similarity NPC144418
0.8657 High Similarity NPC309744
0.8652 High Similarity NPC93924
0.8647 High Similarity NPC137949
0.8643 High Similarity NPC287275
0.864 High Similarity NPC277460
0.8636 High Similarity NPC474617
0.8636 High Similarity NPC80170
0.8626 High Similarity NPC185066
0.8626 High Similarity NPC31707
0.8626 High Similarity NPC199204
0.8626 High Similarity NPC474636
0.8615 High Similarity NPC234109
0.8615 High Similarity NPC471826
0.8615 High Similarity NPC188327
0.8603 High Similarity NPC474530
0.8603 High Similarity NPC155963
0.8603 High Similarity NPC474521
0.8603 High Similarity NPC474540
0.8601 High Similarity NPC213197
0.8593 High Similarity NPC472525
0.8583 High Similarity NPC199023
0.8582 High Similarity NPC41844
0.8582 High Similarity NPC277021
0.8582 High Similarity NPC231149
0.8582 High Similarity NPC178129
0.8582 High Similarity NPC31849
0.8571 High Similarity NPC37858
0.8561 High Similarity NPC236419
0.8542 High Similarity NPC264875
0.8542 High Similarity NPC476352
0.8542 High Similarity NPC163598
0.8542 High Similarity NPC215060

  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 NPC19242 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
0.8462 Intermediate Similarity NPD1653 Approved
0.8372 Intermediate Similarity NPD422 Phase 1
0.8134 Intermediate Similarity NPD3018 Phase 2
0.8121 Intermediate Similarity NPD3817 Phase 2
0.8074 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.8049 Intermediate Similarity NPD1358 Approved
0.803 Intermediate Similarity NPD2981 Phase 2
0.8028 Intermediate Similarity NPD1652 Phase 2
0.7984 Intermediate Similarity NPD5536 Phase 2
0.797 Intermediate Similarity NPD2982 Phase 2
0.797 Intermediate Similarity NPD2983 Phase 2
0.7961 Intermediate Similarity NPD919 Approved
0.7956 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7945 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7914 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7914 Intermediate Similarity NPD5124 Phase 1
0.7886 Intermediate Similarity NPD9697 Approved
0.7883 Intermediate Similarity NPD3027 Phase 3
0.7842 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7842 Intermediate Similarity NPD1613 Approved
0.7826 Intermediate Similarity NPD1296 Phase 2
0.7823 Intermediate Similarity NPD3134 Approved
0.781 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7808 Intermediate Similarity NPD6799 Approved
0.7786 Intermediate Similarity NPD447 Suspended
0.777 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7746 Intermediate Similarity NPD3748 Approved
0.7744 Intermediate Similarity NPD3496 Discontinued
0.7737 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD5691 Approved
0.7712 Intermediate Similarity NPD3882 Suspended
0.7712 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7697 Intermediate Similarity NPD2801 Approved
0.7692 Intermediate Similarity NPD2796 Approved
0.7687 Intermediate Similarity NPD3705 Approved
0.7674 Intermediate Similarity NPD5283 Phase 1
0.7673 Intermediate Similarity NPD5844 Phase 1
0.766 Intermediate Similarity NPD1933 Approved
0.7652 Intermediate Similarity NPD1548 Phase 1
0.7632 Intermediate Similarity NPD1934 Approved
0.7597 Intermediate Similarity NPD5535 Approved
0.7593 Intermediate Similarity NPD7549 Discontinued
0.7584 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7574 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7569 Intermediate Similarity NPD3539 Phase 1
0.7564 Intermediate Similarity NPD5494 Approved
0.7554 Intermediate Similarity NPD4908 Phase 1
0.7554 Intermediate Similarity NPD6832 Phase 2
0.7537 Intermediate Similarity NPD1778 Approved
0.7535 Intermediate Similarity NPD230 Phase 1
0.7535 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD5353 Approved
0.7518 Intermediate Similarity NPD3225 Approved
0.7517 Intermediate Similarity NPD3540 Phase 1
0.7516 Intermediate Similarity NPD7199 Phase 2
0.75 Intermediate Similarity NPD6599 Discontinued
0.7483 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD3750 Approved
0.7468 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD7819 Suspended
0.7468 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7466 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7465 Intermediate Similarity NPD4060 Phase 1
0.745 Intermediate Similarity NPD5297 Approved
0.745 Intermediate Similarity NPD4357 Discontinued
0.745 Intermediate Similarity NPD1511 Approved
0.7448 Intermediate Similarity NPD1551 Phase 2
0.7447 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7426 Intermediate Similarity NPD1610 Phase 2
0.7421 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD5402 Approved
0.7417 Intermediate Similarity NPD920 Approved
0.7417 Intermediate Similarity NPD5403 Approved
0.7415 Intermediate Similarity NPD1243 Approved
0.7413 Intermediate Similarity NPD4340 Discontinued
0.7407 Intermediate Similarity NPD4626 Approved
0.7405 Intermediate Similarity NPD1247 Approved
0.7403 Intermediate Similarity NPD6801 Discontinued
0.74 Intermediate Similarity NPD5401 Approved
0.7391 Intermediate Similarity NPD3818 Discontinued
0.7383 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7361 Intermediate Similarity NPD2653 Approved
0.7355 Intermediate Similarity NPD1465 Phase 2
0.7351 Intermediate Similarity NPD1512 Approved
0.7346 Intermediate Similarity NPD7054 Approved
0.7338 Intermediate Similarity NPD3267 Approved
0.7338 Intermediate Similarity NPD3266 Approved
0.7338 Intermediate Similarity NPD2797 Approved
0.7333 Intermediate Similarity NPD5585 Approved
0.7333 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7325 Intermediate Similarity NPD7075 Discontinued
0.7319 Intermediate Similarity NPD4749 Approved
0.7315 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD3926 Phase 2
0.7312 Intermediate Similarity NPD5242 Approved
0.7301 Intermediate Similarity NPD7472 Approved
0.7299 Intermediate Similarity NPD1091 Approved
0.729 Intermediate Similarity NPD37 Approved
0.7287 Intermediate Similarity NPD2684 Approved
0.7286 Intermediate Similarity NPD1019 Discontinued
0.7285 Intermediate Similarity NPD3688 Clinical (unspecified phase)
0.7285 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7285 Intermediate Similarity NPD3146 Approved
0.7279 Intermediate Similarity NPD7266 Discontinued
0.7273 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD1241 Discontinued
0.7267 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD6166 Phase 2
0.7261 Intermediate Similarity NPD4965 Approved
0.7261 Intermediate Similarity NPD4967 Phase 2
0.7261 Intermediate Similarity NPD4966 Approved
0.7255 Intermediate Similarity NPD3686 Approved
0.7255 Intermediate Similarity NPD3687 Approved
0.7252 Intermediate Similarity NPD228 Approved
0.725 Intermediate Similarity NPD6232 Discontinued
0.7248 Intermediate Similarity NPD4110 Phase 3
0.7248 Intermediate Similarity NPD4628 Phase 3
0.7248 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD9717 Approved
0.7233 Intermediate Similarity NPD5677 Discontinued
0.7226 Intermediate Similarity NPD7411 Suspended
0.7226 Intermediate Similarity NPD5089 Approved
0.7226 Intermediate Similarity NPD6385 Approved
0.7226 Intermediate Similarity NPD5090 Approved
0.7226 Intermediate Similarity NPD6386 Approved
0.7222 Intermediate Similarity NPD4307 Phase 2
0.7209 Intermediate Similarity NPD290 Approved
0.7208 Intermediate Similarity NPD8158 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD6798 Discontinued
0.7203 Intermediate Similarity NPD3268 Approved
0.7203 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD7843 Approved
0.7195 Intermediate Similarity NPD7074 Phase 3
0.7188 Intermediate Similarity NPD8127 Discontinued
0.7183 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7181 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD1611 Approved
0.7172 Intermediate Similarity NPD6355 Discontinued
0.7171 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD6234 Discontinued
0.7169 Intermediate Similarity NPD7808 Phase 3
0.7164 Intermediate Similarity NPD7157 Approved
0.7162 Intermediate Similarity NPD5763 Approved
0.7162 Intermediate Similarity NPD5762 Approved
0.7161 Intermediate Similarity NPD4678 Approved
0.7161 Intermediate Similarity NPD4675 Approved
0.7153 Intermediate Similarity NPD17 Approved
0.7152 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD6797 Phase 2
0.7152 Intermediate Similarity NPD7768 Phase 2
0.7143 Intermediate Similarity NPD8651 Approved
0.7143 Intermediate Similarity NPD1510 Phase 2
0.7134 Intermediate Similarity NPD4585 Approved
0.7133 Intermediate Similarity NPD4625 Phase 3
0.7133 Intermediate Similarity NPD7095 Approved
0.7124 Intermediate Similarity NPD3647 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD7473 Discontinued
0.7114 Intermediate Similarity NPD1549 Phase 2
0.7108 Intermediate Similarity NPD7251 Discontinued
0.7107 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD7837 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7095 Intermediate Similarity NPD2935 Discontinued
0.7092 Intermediate Similarity NPD1203 Approved
0.7086 Intermediate Similarity NPD2219 Phase 1
0.7086 Intermediate Similarity NPD6190 Approved
0.7083 Intermediate Similarity NPD411 Approved
0.708 Intermediate Similarity NPD1357 Approved
0.7075 Intermediate Similarity NPD6111 Discontinued
0.7071 Intermediate Similarity NPD4359 Approved
0.7059 Intermediate Similarity NPD1408 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD4380 Phase 2
0.7047 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7047 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7047 Intermediate Similarity NPD1375 Discontinued
0.7042 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD7124 Phase 2
0.7034 Intermediate Similarity NPD6233 Phase 2
0.7034 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD7033 Discontinued
0.7027 Intermediate Similarity NPD4308 Phase 3
0.7027 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD2922 Phase 1
0.7007 Intermediate Similarity NPD7534 Approved
0.7007 Intermediate Similarity NPD7533 Approved
0.7 Intermediate Similarity NPD1608 Approved
0.7 Intermediate Similarity NPD6971 Discontinued
0.7 Intermediate Similarity NPD2424 Discontinued
0.6993 Remote Similarity NPD2237 Approved
0.6993 Remote Similarity NPD9494 Approved
0.6993 Remote Similarity NPD2861 Phase 2
0.6986 Remote Similarity NPD4140 Approved
0.6986 Remote Similarity NPD1240 Approved
0.698 Remote Similarity NPD6032 Approved
0.6971 Remote Similarity NPD6621 Clinical (unspecified phase)
0.6966 Remote Similarity NPD1048 Approved
0.6954 Remote Similarity NPD6674 Discontinued

  Bioactivity similarity: Similar Natural Products in NPASS

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

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

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