Structure

Physi-Chem Properties

Molecular Weight:  282.09
Volume:  290.988
LogP:  4.092
LogD:  2.943
LogS:  -4.249
# Rotatable Bonds:  2
TPSA:  59.67
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.781
Synthetic Accessibility Score:  2.146
Fsp3:  0.118
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:  -4.811
MDCK Permeability:  1.739582876325585e-05
Pgp-inhibitor:  0.841
Pgp-substrate:  0.91
Human Intestinal Absorption (HIA):  0.007
20% Bioavailability (F20%):  0.007
30% Bioavailability (F30%):  0.871

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.05
Plasma Protein Binding (PPB):  97.1690444946289%
Volume Distribution (VD):  0.482
Pgp-substrate:  3.0834407806396484%

ADMET: Metabolism

CYP1A2-inhibitor:  0.943
CYP1A2-substrate:  0.947
CYP2C19-inhibitor:  0.836
CYP2C19-substrate:  0.19
CYP2C9-inhibitor:  0.813
CYP2C9-substrate:  0.872
CYP2D6-inhibitor:  0.324
CYP2D6-substrate:  0.836
CYP3A4-inhibitor:  0.433
CYP3A4-substrate:  0.217

ADMET: Excretion

Clearance (CL):  3.81
Half-life (T1/2):  0.278

ADMET: Toxicity

hERG Blockers:  0.037
Human Hepatotoxicity (H-HT):  0.11
Drug-inuced Liver Injury (DILI):  0.826
AMES Toxicity:  0.545
Rat Oral Acute Toxicity:  0.133
Maximum Recommended Daily Dose:  0.244
Skin Sensitization:  0.849
Carcinogencity:  0.295
Eye Corrosion:  0.004
Eye Irritation:  0.895
Respiratory Toxicity:  0.494

Download Data

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

  Natural Product: NPC18260

Natural Product ID:  NPC18260
Common Name*:   5-Hydroxy-7-Methoxy-6-Methyl-2-Phenylchromen-4-One
IUPAC Name:   5-hydroxy-7-methoxy-6-methyl-2-phenylchromen-4-one
Synonyms:  
Standard InCHIKey:  QXJMWAGIFVRLTO-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C17H14O4/c1-10-13(20-2)9-15-16(17(10)19)12(18)8-14(21-15)11-6-4-3-5-7-11/h3-9,19H,1-2H3
SMILES:  COc1cc2oc(cc(=O)c2c(c1C)O)c1ccccc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL76553
PubChem CID:   369599
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000334] Flavonoids
        • [CHEMONTID:0002585] O-methylated flavonoids
          • [CHEMONTID:0002592] 7-O-methylated flavonoids

*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
NPO13608 Plumbago zeylanica Species Plumbaginaceae Eukaryota n.a. root n.a. PMID[16078700]
NPO13608 Plumbago zeylanica Species Plumbaginaceae Eukaryota n.a. n.a. n.a. PMID[23848163]
NPO13608 Plumbago zeylanica Species Plumbaginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16315 Xylopia columbiana Species Annonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16020 Corydalis taliensis Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10985 Scutellaria discolor Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO269.1 Leptospermum polygalifolium ssp. polygalifolium n.a. Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16315 Xylopia columbiana Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10985 Scutellaria discolor Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16020 Corydalis taliensis Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13608 Plumbago zeylanica Species Plumbaginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2791 Macfadyena cynanchoides Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12279 Roldana sessilifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9713 Philotheca myoporoides Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4831 Meridiastra calcar Species Asterinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15197 Amberboa ramosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16020 Corydalis taliensis Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14451 Rabdosia macrocalyx Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5233 Acer pycnanthum Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16315 Xylopia columbiana Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10985 Scutellaria discolor Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14132 Pseudonocardia compacta Species Pseudonocardiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO14643 Eriocephalus scariosus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13608 Plumbago zeylanica Species Plumbaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16468 Brya ebenus 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
NPT111 Cell Line K562 Homo sapiens Relative daunomycin accumulation = 0.3 n.a. PMID[497354]
NPT517 Cell Line Panel NCI-60 (60 carcinoma cell lines) Homo sapiens GI50 > 100000.0 nM PMID[497355]
NPT139 Cell Line HT-29 Homo sapiens Activity = 92.2 n.a. PMID[497356]
NPT139 Cell Line HT-29 Homo sapiens Activity = 83.8 n.a. PMID[497356]
NPT1422 Individual Protein ATP-binding cassette sub-family G member 2 Homo sapiens IC50 = 3000.0 nM PMID[497357]
NPT1422 Individual Protein ATP-binding cassette sub-family G member 2 Homo sapiens IC50 = 2800.0 nM PMID[497357]
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 27415.74 nM PMID[497359]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT572 Cell Line DMS-273 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT573 Cell Line M19-MEL Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT575 Cell Line KM-20L2 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT731 Cell Line LXFL 529 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT576 Cell Line DMS-114 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT577 Cell Line RXF 631 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT578 Cell Line SNB-78 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT579 Cell Line DLD-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 100000.0 nM PMID[497359]
NPT27 Others Unspecified Delta Fmax = 57.3 % PMID[497354]
NPT27 Others Unspecified Kd = 1300.0 nM PMID[497354]
NPT27 Others Unspecified Hydrophobicity index = 0.842 n.a. PMID[497354]
NPT35 Others n.a. LogP = 6.18 n.a. PMID[497354]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Kd = 1288.25 nM PMID[497358]

☑ 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 NPC18260 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 NPC78913
0.9925 High Similarity NPC201395
0.9925 High Similarity NPC159275
0.9925 High Similarity NPC241100
0.9852 High Similarity NPC282300
0.9852 High Similarity NPC110969
0.9851 High Similarity NPC301217
0.9851 High Similarity NPC303633
0.9851 High Similarity NPC55018
0.9851 High Similarity NPC217186
0.9851 High Similarity NPC96565
0.9851 High Similarity NPC53181
0.9851 High Similarity NPC220062
0.9851 High Similarity NPC216978
0.9779 High Similarity NPC226636
0.9779 High Similarity NPC11561
0.9778 High Similarity NPC150522
0.9778 High Similarity NPC172986
0.9778 High Similarity NPC261227
0.9778 High Similarity NPC270883
0.9774 High Similarity NPC127447
0.9774 High Similarity NPC47815
0.9774 High Similarity NPC473887
0.9774 High Similarity NPC231772
0.9774 High Similarity NPC234133
0.9774 High Similarity NPC194281
0.9774 High Similarity NPC124784
0.9774 High Similarity NPC29353
0.9706 High Similarity NPC156590
0.9706 High Similarity NPC213322
0.9706 High Similarity NPC4743
0.9706 High Similarity NPC103362
0.9706 High Similarity NPC312391
0.9706 High Similarity NPC205006
0.9706 High Similarity NPC118840
0.9706 High Similarity NPC324386
0.9706 High Similarity NPC64908
0.9706 High Similarity NPC147688
0.9706 High Similarity NPC3188
0.9701 High Similarity NPC266597
0.9701 High Similarity NPC250266
0.9638 High Similarity NPC273538
0.9638 High Similarity NPC234629
0.9638 High Similarity NPC319752
0.9638 High Similarity NPC216538
0.9638 High Similarity NPC311741
0.9635 High Similarity NPC182852
0.9635 High Similarity NPC32739
0.9635 High Similarity NPC296917
0.9635 High Similarity NPC66515
0.9635 High Similarity NPC78
0.9635 High Similarity NPC166482
0.9635 High Similarity NPC148757
0.9635 High Similarity NPC324134
0.9635 High Similarity NPC78803
0.9635 High Similarity NPC473042
0.9635 High Similarity NPC107572
0.9635 High Similarity NPC59739
0.9635 High Similarity NPC125855
0.9635 High Similarity NPC76372
0.9635 High Similarity NPC62840
0.9635 High Similarity NPC37496
0.9635 High Similarity NPC166934
0.9635 High Similarity NPC306829
0.9635 High Similarity NPC194432
0.9635 High Similarity NPC10937
0.9635 High Similarity NPC220998
0.9635 High Similarity NPC177354
0.9635 High Similarity NPC324436
0.9635 High Similarity NPC76338
0.9635 High Similarity NPC299080
0.9635 High Similarity NPC167624
0.9635 High Similarity NPC228504
0.9635 High Similarity NPC214236
0.9635 High Similarity NPC217083
0.9635 High Similarity NPC227579
0.9635 High Similarity NPC1089
0.9635 High Similarity NPC200694
0.9635 High Similarity NPC40833
0.9635 High Similarity NPC161506
0.9635 High Similarity NPC265040
0.9635 High Similarity NPC328164
0.9635 High Similarity NPC64915
0.9635 High Similarity NPC293852
0.9635 High Similarity NPC223500
0.9632 High Similarity NPC305355
0.9632 High Similarity NPC235239
0.9632 High Similarity NPC69769
0.9632 High Similarity NPC475680
0.9627 High Similarity NPC13408
0.9627 High Similarity NPC174999
0.9624 High Similarity NPC125920
0.9568 High Similarity NPC124729
0.9568 High Similarity NPC83357
0.9568 High Similarity NPC5820
0.9568 High Similarity NPC20488
0.9568 High Similarity NPC214774
0.9568 High Similarity NPC301276
0.9568 High Similarity NPC142405
0.9568 High Similarity NPC176229
0.9568 High Similarity NPC178343
0.9568 High Similarity NPC476088
0.9568 High Similarity NPC312973
0.9568 High Similarity NPC88964
0.9568 High Similarity NPC267375
0.9568 High Similarity NPC475052
0.9568 High Similarity NPC306488
0.9568 High Similarity NPC246948
0.9568 High Similarity NPC111786
0.9568 High Similarity NPC67805
0.9568 High Similarity NPC474161
0.9568 High Similarity NPC470647
0.9568 High Similarity NPC195621
0.9568 High Similarity NPC54577
0.9565 High Similarity NPC143896
0.9565 High Similarity NPC9117
0.9565 High Similarity NPC91560
0.9565 High Similarity NPC278249
0.9565 High Similarity NPC221432
0.9565 High Similarity NPC478086
0.9565 High Similarity NPC316816
0.9565 High Similarity NPC310130
0.9565 High Similarity NPC223812
0.9565 High Similarity NPC190637
0.9565 High Similarity NPC75049
0.9565 High Similarity NPC185276
0.9565 High Similarity NPC149026
0.9565 High Similarity NPC214166
0.9565 High Similarity NPC107177
0.9565 High Similarity NPC166138
0.9565 High Similarity NPC18585
0.9565 High Similarity NPC158874
0.9565 High Similarity NPC169591
0.9565 High Similarity NPC293053
0.9565 High Similarity NPC175504
0.9565 High Similarity NPC219915
0.9565 High Similarity NPC68104
0.9565 High Similarity NPC77794
0.9565 High Similarity NPC81697
0.9565 High Similarity NPC39329
0.9565 High Similarity NPC212932
0.9565 High Similarity NPC125894
0.9565 High Similarity NPC106985
0.9565 High Similarity NPC38219
0.9565 High Similarity NPC24821
0.9565 High Similarity NPC257097
0.9565 High Similarity NPC85162
0.9565 High Similarity NPC150408
0.9565 High Similarity NPC11700
0.9565 High Similarity NPC164980
0.9562 High Similarity NPC110038
0.9562 High Similarity NPC279650
0.9562 High Similarity NPC258630
0.9562 High Similarity NPC96408
0.9562 High Similarity NPC156190
0.9562 High Similarity NPC14871
0.9562 High Similarity NPC248372
0.9562 High Similarity NPC17170
0.9562 High Similarity NPC166689
0.9559 High Similarity NPC23257
0.9559 High Similarity NPC20709
0.9559 High Similarity NPC295384
0.9559 High Similarity NPC225153
0.9559 High Similarity NPC222342
0.9559 High Similarity NPC265871
0.9559 High Similarity NPC152042
0.9559 High Similarity NPC329203
0.9559 High Similarity NPC143799
0.9559 High Similarity NPC274784
0.9559 High Similarity NPC150648
0.9559 High Similarity NPC310135
0.9559 High Similarity NPC241838
0.9556 High Similarity NPC228661
0.9552 High Similarity NPC60667
0.9552 High Similarity NPC13575
0.9549 High Similarity NPC274121
0.9549 High Similarity NPC78540
0.9549 High Similarity NPC50898
0.9549 High Similarity NPC213216
0.9549 High Similarity NPC108113
0.9549 High Similarity NPC93756
0.95 High Similarity NPC23728
0.95 High Similarity NPC79469
0.95 High Similarity NPC296998
0.95 High Similarity NPC110303
0.95 High Similarity NPC237635
0.95 High Similarity NPC24673
0.95 High Similarity NPC104406
0.95 High Similarity NPC97716
0.95 High Similarity NPC201731
0.95 High Similarity NPC283234
0.95 High Similarity NPC473077
0.9496 High Similarity NPC236766
0.9496 High Similarity NPC473015
0.9496 High Similarity NPC235217
0.9496 High Similarity NPC131568
0.9496 High Similarity NPC326500
0.9496 High Similarity NPC473013
0.9496 High Similarity NPC209040
0.9496 High Similarity NPC271288

  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 NPC18260 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
0.9638 High Similarity NPD4378 Clinical (unspecified phase)
0.9412 High Similarity NPD1550 Clinical (unspecified phase)
0.9412 High Similarity NPD1552 Clinical (unspecified phase)
0.9357 High Similarity NPD7410 Clinical (unspecified phase)
0.9343 High Similarity NPD1549 Phase 2
0.9265 High Similarity NPD1510 Phase 2
0.9254 High Similarity NPD1240 Approved
0.9118 High Similarity NPD1607 Approved
0.9058 High Similarity NPD2796 Approved
0.898 High Similarity NPD2393 Clinical (unspecified phase)
0.8973 High Similarity NPD7411 Suspended
0.8919 High Similarity NPD8443 Clinical (unspecified phase)
0.8904 High Similarity NPD4380 Phase 2
0.8881 High Similarity NPD1511 Approved
0.88 High Similarity NPD7075 Discontinued
0.8784 High Similarity NPD6801 Discontinued
0.8784 High Similarity NPD1934 Approved
0.8759 High Similarity NPD1512 Approved
0.8725 High Similarity NPD7819 Suspended
0.8725 High Similarity NPD7096 Clinical (unspecified phase)
0.8725 High Similarity NPD2801 Approved
0.8671 High Similarity NPD3750 Approved
0.8621 High Similarity NPD6799 Approved
0.8601 High Similarity NPD7421 Clinical (unspecified phase)
0.8601 High Similarity NPD2800 Approved
0.8553 High Similarity NPD4381 Clinical (unspecified phase)
0.8531 High Similarity NPD970 Clinical (unspecified phase)
0.8487 Intermediate Similarity NPD7768 Phase 2
0.8472 Intermediate Similarity NPD1243 Approved
0.8462 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.844 Intermediate Similarity NPD6651 Approved
0.8418 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8417 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.84 Intermediate Similarity NPD6599 Discontinued
0.8392 Intermediate Similarity NPD1551 Phase 2
0.8387 Intermediate Similarity NPD6959 Discontinued
0.8366 Intermediate Similarity NPD3882 Suspended
0.8322 Intermediate Similarity NPD3748 Approved
0.8322 Intermediate Similarity NPD920 Approved
0.8312 Intermediate Similarity NPD3749 Approved
0.8301 Intermediate Similarity NPD3817 Phase 2
0.8299 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.8286 Intermediate Similarity NPD2313 Discontinued
0.8264 Intermediate Similarity NPD2935 Discontinued
0.8228 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8228 Intermediate Similarity NPD6166 Phase 2
0.8228 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.821 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.8207 Intermediate Similarity NPD2344 Approved
0.82 Intermediate Similarity NPD5403 Approved
0.8194 Intermediate Similarity NPD2799 Discontinued
0.8188 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.8188 Intermediate Similarity NPD1203 Approved
0.8188 Intermediate Similarity NPD5401 Approved
0.8163 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8134 Intermediate Similarity NPD1548 Phase 1
0.8125 Intermediate Similarity NPD3818 Discontinued
0.8101 Intermediate Similarity NPD6232 Discontinued
0.8089 Intermediate Similarity NPD5494 Approved
0.8086 Intermediate Similarity NPD5953 Discontinued
0.8075 Intermediate Similarity NPD7286 Phase 2
0.8075 Intermediate Similarity NPD7054 Approved
0.8069 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.8067 Intermediate Similarity NPD2532 Approved
0.8067 Intermediate Similarity NPD2534 Approved
0.8067 Intermediate Similarity NPD2533 Approved
0.8063 Intermediate Similarity NPD7473 Discontinued
0.8029 Intermediate Similarity NPD422 Phase 1
0.8029 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.8028 Intermediate Similarity NPD3268 Approved
0.8028 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8025 Intermediate Similarity NPD7074 Phase 3
0.8025 Intermediate Similarity NPD7472 Approved
0.7987 Intermediate Similarity NPD2309 Approved
0.7975 Intermediate Similarity NPD6797 Phase 2
0.7974 Intermediate Similarity NPD3226 Approved
0.7971 Intermediate Similarity NPD9717 Approved
0.7945 Intermediate Similarity NPD7033 Discontinued
0.7929 Intermediate Similarity NPD2797 Approved
0.7927 Intermediate Similarity NPD6559 Discontinued
0.7927 Intermediate Similarity NPD7251 Discontinued
0.7917 Intermediate Similarity NPD943 Approved
0.7911 Intermediate Similarity NPD919 Approved
0.7899 Intermediate Similarity NPD1610 Phase 2
0.7898 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7891 Intermediate Similarity NPD6100 Approved
0.7891 Intermediate Similarity NPD6099 Approved
0.7887 Intermediate Similarity NPD6832 Phase 2
0.7887 Intermediate Similarity NPD4908 Phase 1
0.7879 Intermediate Similarity NPD7808 Phase 3
0.7872 Intermediate Similarity NPD2798 Approved
0.7857 Intermediate Similarity NPD3225 Approved
0.7838 Intermediate Similarity NPD2346 Discontinued
0.7834 Intermediate Similarity NPD5402 Approved
0.7823 Intermediate Similarity NPD4308 Phase 3
0.7812 Intermediate Similarity NPD1247 Approved
0.7801 Intermediate Similarity NPD3266 Approved
0.7801 Intermediate Similarity NPD3267 Approved
0.78 Intermediate Similarity NPD4628 Phase 3
0.7771 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7763 Intermediate Similarity NPD7390 Discontinued
0.7744 Intermediate Similarity NPD5844 Phase 1
0.774 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.774 Intermediate Similarity NPD5124 Phase 1
0.7733 Intermediate Similarity NPD4363 Phase 3
0.7733 Intermediate Similarity NPD4360 Phase 2
0.7733 Intermediate Similarity NPD2654 Approved
0.7688 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD4361 Phase 2
0.7682 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7655 Intermediate Similarity NPD1296 Phase 2
0.7644 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7643 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD1933 Approved
0.761 Intermediate Similarity NPD4288 Approved
0.7609 Intermediate Similarity NPD9545 Approved
0.7607 Intermediate Similarity NPD3926 Phase 2
0.7591 Intermediate Similarity NPD9493 Approved
0.759 Intermediate Similarity NPD1729 Discontinued
0.7589 Intermediate Similarity NPD1608 Approved
0.7589 Intermediate Similarity NPD3972 Approved
0.7586 Intermediate Similarity NPD4625 Phase 3
0.7551 Intermediate Similarity NPD4307 Phase 2
0.7547 Intermediate Similarity NPD1465 Phase 2
0.7518 Intermediate Similarity NPD1201 Approved
0.7517 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1241 Discontinued
0.75 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7448 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.744 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD5710 Approved
0.7439 Intermediate Similarity NPD5711 Approved
0.7432 Intermediate Similarity NPD1613 Approved
0.7432 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7431 Intermediate Similarity NPD1164 Approved
0.7431 Intermediate Similarity NPD1470 Approved
0.7421 Intermediate Similarity NPD5890 Approved
0.7421 Intermediate Similarity NPD5889 Approved
0.7415 Intermediate Similarity NPD3764 Approved
0.7415 Intermediate Similarity NPD411 Approved
0.7415 Intermediate Similarity NPD6798 Discontinued
0.7405 Intermediate Similarity NPD7458 Discontinued
0.7391 Intermediate Similarity NPD2296 Approved
0.7383 Intermediate Similarity NPD447 Suspended
0.7383 Intermediate Similarity NPD230 Phase 1
0.7379 Intermediate Similarity NPD1019 Discontinued
0.7376 Intermediate Similarity NPD17 Approved
0.7372 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD1471 Phase 3
0.7368 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD6585 Discontinued
0.7343 Intermediate Similarity NPD1481 Phase 2
0.7338 Intermediate Similarity NPD7003 Approved
0.7333 Intermediate Similarity NPD7229 Phase 3
0.7318 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD5405 Approved
0.7303 Intermediate Similarity NPD5404 Approved
0.7303 Intermediate Similarity NPD5406 Approved
0.7303 Intermediate Similarity NPD5408 Approved
0.7299 Intermediate Similarity NPD4287 Approved
0.7296 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD6104 Discontinued
0.7292 Intermediate Similarity NPD4749 Approved
0.729 Intermediate Similarity NPD2354 Approved
0.7279 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD1535 Discovery
0.7268 Intermediate Similarity NPD7584 Approved
0.7246 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD1876 Approved
0.7237 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD1894 Discontinued
0.7216 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD5049 Phase 3
0.7197 Intermediate Similarity NPD7213 Phase 3
0.7197 Intermediate Similarity NPD7212 Phase 2
0.719 Intermediate Similarity NPD4476 Approved
0.719 Intermediate Similarity NPD4477 Approved
0.7183 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7181 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7169 Intermediate Similarity NPD7199 Phase 2
0.7161 Intermediate Similarity NPD1652 Phase 2
0.716 Intermediate Similarity NPD6844 Discontinued
0.716 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD3751 Discontinued
0.716 Intermediate Similarity NPD5940 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD6355 Discontinued
0.7152 Intermediate Similarity NPD4662 Approved
0.7152 Intermediate Similarity NPD4661 Approved
0.7152 Intermediate Similarity NPD7447 Phase 1
0.7143 Intermediate Similarity NPD2403 Approved
0.7143 Intermediate Similarity NPD2353 Approved
0.7143 Intermediate Similarity NPD2355 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD6233 Phase 2
0.7123 Intermediate Similarity NPD1283 Approved
0.7114 Intermediate Similarity NPD3027 Phase 3
0.711 Intermediate Similarity NPD8313 Approved
0.711 Intermediate Similarity NPD8312 Approved
0.7097 Intermediate Similarity NPD2424 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