Structure

Physi-Chem Properties

Molecular Weight:  286.12
Volume:  302.181
LogP:  3.533
LogD:  3.443
LogS:  -4.583
# Rotatable Bonds:  6
TPSA:  55.76
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.828
Synthetic Accessibility Score:  1.89
Fsp3:  0.235
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
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:  -4.797
MDCK Permeability:  1.9309960407554172e-05
Pgp-inhibitor:  0.314
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.006
30% Bioavailability (F30%):  0.102

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.578
Plasma Protein Binding (PPB):  95.81202697753906%
Volume Distribution (VD):  0.513
Pgp-substrate:  1.8483275175094604%

ADMET: Metabolism

CYP1A2-inhibitor:  0.982
CYP1A2-substrate:  0.944
CYP2C19-inhibitor:  0.964
CYP2C19-substrate:  0.476
CYP2C9-inhibitor:  0.87
CYP2C9-substrate:  0.938
CYP2D6-inhibitor:  0.921
CYP2D6-substrate:  0.897
CYP3A4-inhibitor:  0.835
CYP3A4-substrate:  0.373

ADMET: Excretion

Clearance (CL):  10.444
Half-life (T1/2):  0.493

ADMET: Toxicity

hERG Blockers:  0.103
Human Hepatotoxicity (H-HT):  0.103
Drug-inuced Liver Injury (DILI):  0.544
AMES Toxicity:  0.223
Rat Oral Acute Toxicity:  0.109
Maximum Recommended Daily Dose:  0.385
Skin Sensitization:  0.699
Carcinogencity:  0.194
Eye Corrosion:  0.007
Eye Irritation:  0.919
Respiratory Toxicity:  0.625

Download Data

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

  Natural Product: NPC28753

Natural Product ID:  NPC28753
Common Name*:   2-Hydroxyl-4,6-Dimethoxyldihydrochalcone
IUPAC Name:   1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenylpropan-1-one
Synonyms:  
Standard InCHIKey:  JAJFQMZJIQDRSX-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C17H18O4/c1-20-13-10-15(19)17(16(11-13)21-2)14(18)9-8-12-6-4-3-5-7-12/h3-7,10-11,19H,8-9H2,1-2H3
SMILES:  COc1cc(c(C(=O)CCc2ccccc2)c(c1)OC)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL492166
PubChem CID:   270058
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0003467] Linear 1,3-diarylpropanoids
        • [CHEMONTID:0001630] Chalcones and dihydrochalcones
          • [CHEMONTID:0003473] 2'-Hydroxy-dihydrochalcones

*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
NPO8708 Vibrio cholerae Species Vibrionaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO12116 Anabasis brevifolia Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18174 Rinodina lepida Species Physciaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15901 Pentanema indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17722 Athroisma gracile Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
UNPD: Universal Natural Products Database [PMID: 23638153].
StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
MetaboLights: a metabolomics database [PMID: 27010336].
FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 0.0 % PMID[515749]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 59.0 % PMID[515749]
NPT22906 PROTEIN COMPLEX Urease subunit alpha/Urease subunit beta Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) IC50 = 1668000.0 nM PMID[515751]

☑ 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 NPC28753 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 NPC144051
1.0 High Similarity NPC18877
1.0 High Similarity NPC82225
1.0 High Similarity NPC20560
1.0 High Similarity NPC159623
1.0 High Similarity NPC204960
1.0 High Similarity NPC294593
0.9922 High Similarity NPC286336
0.9845 High Similarity NPC13575
0.9844 High Similarity NPC472365
0.9844 High Similarity NPC139813
0.9844 High Similarity NPC175098
0.9844 High Similarity NPC263670
0.9844 High Similarity NPC188646
0.9844 High Similarity NPC192304
0.9844 High Similarity NPC242294
0.9844 High Similarity NPC337373
0.9844 High Similarity NPC312318
0.9844 High Similarity NPC56031
0.9843 High Similarity NPC186097
0.9843 High Similarity NPC475009
0.9843 High Similarity NPC475008
0.9769 High Similarity NPC168105
0.9769 High Similarity NPC66349
0.9769 High Similarity NPC98115
0.9769 High Similarity NPC150399
0.9769 High Similarity NPC249606
0.9769 High Similarity NPC477242
0.9769 High Similarity NPC12165
0.9769 High Similarity NPC186838
0.9769 High Similarity NPC41461
0.9769 High Similarity NPC25287
0.9769 High Similarity NPC477243
0.9769 High Similarity NPC1486
0.9769 High Similarity NPC274109
0.9769 High Similarity NPC477244
0.9767 High Similarity NPC103842
0.9766 High Similarity NPC87231
0.9766 High Similarity NPC205468
0.9766 High Similarity NPC129132
0.9766 High Similarity NPC257756
0.9766 High Similarity NPC212631
0.9695 High Similarity NPC472419
0.9695 High Similarity NPC153979
0.9695 High Similarity NPC317119
0.9692 High Similarity NPC131039
0.9692 High Similarity NPC156092
0.9688 High Similarity NPC262359
0.9688 High Similarity NPC308037
0.9688 High Similarity NPC309717
0.9688 High Similarity NPC128348
0.9688 High Similarity NPC313618
0.9688 High Similarity NPC66384
0.9688 High Similarity NPC112192
0.9688 High Similarity NPC164236
0.9688 High Similarity NPC64359
0.9688 High Similarity NPC189106
0.9621 High Similarity NPC472368
0.9621 High Similarity NPC21350
0.9621 High Similarity NPC124269
0.9621 High Similarity NPC251681
0.9621 High Similarity NPC243528
0.9618 High Similarity NPC473391
0.9618 High Similarity NPC476333
0.9618 High Similarity NPC213603
0.9618 High Similarity NPC472367
0.9618 High Similarity NPC472364
0.9549 High Similarity NPC477956
0.9549 High Similarity NPC470211
0.9549 High Similarity NPC472366
0.9545 High Similarity NPC303644
0.9545 High Similarity NPC188879
0.9545 High Similarity NPC116632
0.9545 High Similarity NPC162680
0.9545 High Similarity NPC7013
0.9545 High Similarity NPC209560
0.9545 High Similarity NPC181124
0.9545 High Similarity NPC294409
0.9538 High Similarity NPC27643
0.9531 High Similarity NPC247779
0.9478 High Similarity NPC172250
0.9478 High Similarity NPC215311
0.9478 High Similarity NPC213659
0.9478 High Similarity NPC6407
0.9478 High Similarity NPC48624
0.9478 High Similarity NPC129853
0.9478 High Similarity NPC159275
0.9478 High Similarity NPC110228
0.9478 High Similarity NPC76445
0.9478 High Similarity NPC265178
0.9478 High Similarity NPC188243
0.9478 High Similarity NPC284550
0.9478 High Similarity NPC241100
0.9478 High Similarity NPC11056
0.9478 High Similarity NPC259166
0.9478 High Similarity NPC219917
0.9478 High Similarity NPC326109
0.9478 High Similarity NPC204985
0.9478 High Similarity NPC144118
0.9478 High Similarity NPC80962
0.9474 High Similarity NPC471620
0.9474 High Similarity NPC90665
0.9474 High Similarity NPC279668
0.9474 High Similarity NPC278323
0.9474 High Similarity NPC309154
0.9474 High Similarity NPC55162
0.9474 High Similarity NPC12175
0.947 High Similarity NPC473887
0.947 High Similarity NPC29353
0.947 High Similarity NPC127447
0.947 High Similarity NPC194281
0.947 High Similarity NPC13408
0.947 High Similarity NPC231772
0.947 High Similarity NPC240593
0.947 High Similarity NPC234133
0.947 High Similarity NPC124784
0.947 High Similarity NPC47815
0.9462 High Similarity NPC15834
0.9462 High Similarity NPC215875
0.9453 High Similarity NPC211120
0.9453 High Similarity NPC212379
0.9453 High Similarity NPC69235
0.9449 High Similarity NPC305518
0.9449 High Similarity NPC128428
0.9407 High Similarity NPC126534
0.9407 High Similarity NPC55832
0.9407 High Similarity NPC268204
0.9407 High Similarity NPC282300
0.9407 High Similarity NPC469404
0.9407 High Similarity NPC232021
0.9407 High Similarity NPC470087
0.9407 High Similarity NPC321980
0.9407 High Similarity NPC26238
0.9407 High Similarity NPC52789
0.9407 High Similarity NPC110969
0.9407 High Similarity NPC26051
0.9407 High Similarity NPC40118
0.9407 High Similarity NPC49108
0.9407 High Similarity NPC470089
0.9403 High Similarity NPC220062
0.9403 High Similarity NPC222342
0.9403 High Similarity NPC78913
0.9403 High Similarity NPC55018
0.9403 High Similarity NPC216978
0.9403 High Similarity NPC109232
0.9403 High Similarity NPC225153
0.9403 High Similarity NPC301217
0.9403 High Similarity NPC20709
0.9403 High Similarity NPC53181
0.9403 High Similarity NPC140890
0.9403 High Similarity NPC217186
0.9403 High Similarity NPC18260
0.9403 High Similarity NPC295384
0.9403 High Similarity NPC96565
0.9403 High Similarity NPC265871
0.9403 High Similarity NPC274784
0.9403 High Similarity NPC150648
0.9403 High Similarity NPC283429
0.9403 High Similarity NPC310135
0.9403 High Similarity NPC303633
0.9403 High Similarity NPC329203
0.9398 High Similarity NPC250266
0.9398 High Similarity NPC266597
0.9394 High Similarity NPC39426
0.9394 High Similarity NPC234560
0.9389 High Similarity NPC16197
0.938 High Similarity NPC84772
0.9375 High Similarity NPC80694
0.9375 High Similarity NPC475017
0.9375 High Similarity NPC186098
0.9338 High Similarity NPC228504
0.9338 High Similarity NPC324134
0.9338 High Similarity NPC182852
0.9338 High Similarity NPC167624
0.9338 High Similarity NPC10937
0.9338 High Similarity NPC220998
0.9338 High Similarity NPC40833
0.9338 High Similarity NPC37496
0.9338 High Similarity NPC64915
0.9338 High Similarity NPC227579
0.9338 High Similarity NPC11561
0.9338 High Similarity NPC265040
0.9338 High Similarity NPC76372
0.9338 High Similarity NPC1089
0.9338 High Similarity NPC161506
0.9338 High Similarity NPC107572
0.9338 High Similarity NPC78
0.9338 High Similarity NPC166482
0.9338 High Similarity NPC324436
0.9338 High Similarity NPC66515
0.9338 High Similarity NPC328164
0.9338 High Similarity NPC297600
0.9338 High Similarity NPC177354
0.9338 High Similarity NPC306829
0.9338 High Similarity NPC125855
0.9338 High Similarity NPC32739
0.9338 High Similarity NPC296917
0.9338 High Similarity NPC223500
0.9338 High Similarity NPC148757
0.9338 High Similarity NPC226636

  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 NPC28753 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
0.9688 High Similarity NPD1240 Approved
0.9538 High Similarity NPD1607 Approved
0.9394 High Similarity NPD1510 Phase 2
0.9254 High Similarity NPD1552 Clinical (unspecified phase)
0.9254 High Similarity NPD1550 Clinical (unspecified phase)
0.9203 High Similarity NPD4378 Clinical (unspecified phase)
0.9185 High Similarity NPD1549 Phase 2
0.8929 High Similarity NPD7410 Clinical (unspecified phase)
0.8897 High Similarity NPD2796 Approved
0.875 High Similarity NPD4380 Phase 2
0.8723 High Similarity NPD6799 Approved
0.8699 High Similarity NPD2393 Clinical (unspecified phase)
0.869 High Similarity NPD7411 Suspended
0.8676 High Similarity NPD6651 Approved
0.8639 High Similarity NPD8443 Clinical (unspecified phase)
0.8633 High Similarity NPD970 Clinical (unspecified phase)
0.863 High Similarity NPD1934 Approved
0.8592 High Similarity NPD1511 Approved
0.8571 High Similarity NPD2801 Approved
0.8523 High Similarity NPD7075 Discontinued
0.8519 High Similarity NPD6859 Clinical (unspecified phase)
0.8493 Intermediate Similarity NPD6599 Discontinued
0.8489 Intermediate Similarity NPD2935 Discontinued
0.8472 Intermediate Similarity NPD1512 Approved
0.8456 Intermediate Similarity NPD3882 Suspended
0.8446 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8446 Intermediate Similarity NPD7819 Suspended
0.84 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.838 Intermediate Similarity NPD3750 Approved
0.838 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8378 Intermediate Similarity NPD6801 Discontinued
0.8357 Intermediate Similarity NPD1551 Phase 2
0.831 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.831 Intermediate Similarity NPD2800 Approved
0.8261 Intermediate Similarity NPD943 Approved
0.8212 Intermediate Similarity NPD7768 Phase 2
0.8194 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8194 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8194 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8194 Intermediate Similarity NPD6166 Phase 2
0.8182 Intermediate Similarity NPD6232 Discontinued
0.8182 Intermediate Similarity NPD2654 Approved
0.8169 Intermediate Similarity NPD2344 Approved
0.8158 Intermediate Similarity NPD3749 Approved
0.8151 Intermediate Similarity NPD2532 Approved
0.8151 Intermediate Similarity NPD2533 Approved
0.8151 Intermediate Similarity NPD2534 Approved
0.8148 Intermediate Similarity NPD1203 Approved
0.8146 Intermediate Similarity NPD3817 Phase 2
0.8141 Intermediate Similarity NPD7473 Discontinued
0.8117 Intermediate Similarity NPD6959 Discontinued
0.8088 Intermediate Similarity NPD2798 Approved
0.806 Intermediate Similarity NPD3972 Approved
0.8056 Intermediate Similarity NPD1243 Approved
0.8041 Intermediate Similarity NPD5403 Approved
0.8038 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8028 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.8028 Intermediate Similarity NPD3748 Approved
0.8028 Intermediate Similarity NPD2799 Discontinued
0.7987 Intermediate Similarity NPD7074 Phase 3
0.7975 Intermediate Similarity NPD3818 Discontinued
0.7971 Intermediate Similarity NPD6832 Phase 2
0.7945 Intermediate Similarity NPD2309 Approved
0.7939 Intermediate Similarity NPD9493 Approved
0.7937 Intermediate Similarity NPD5953 Discontinued
0.7926 Intermediate Similarity NPD9717 Approved
0.7925 Intermediate Similarity NPD7286 Phase 2
0.7925 Intermediate Similarity NPD7054 Approved
0.7919 Intermediate Similarity NPD920 Approved
0.7905 Intermediate Similarity NPD5401 Approved
0.7891 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7877 Intermediate Similarity NPD4628 Phase 3
0.7875 Intermediate Similarity NPD7472 Approved
0.7857 Intermediate Similarity NPD3268 Approved
0.7857 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7852 Intermediate Similarity NPD422 Phase 1
0.7852 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7847 Intermediate Similarity NPD6100 Approved
0.7847 Intermediate Similarity NPD6099 Approved
0.7842 Intermediate Similarity NPD4908 Phase 1
0.784 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7838 Intermediate Similarity NPD7390 Discontinued
0.7826 Intermediate Similarity NPD6797 Phase 2
0.7821 Intermediate Similarity NPD5494 Approved
0.782 Intermediate Similarity NPD9545 Approved
0.782 Intermediate Similarity NPD1548 Phase 1
0.78 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7785 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD7033 Discontinued
0.7778 Intermediate Similarity NPD7251 Discontinued
0.7754 Intermediate Similarity NPD2797 Approved
0.773 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.773 Intermediate Similarity NPD2313 Discontinued
0.773 Intermediate Similarity NPD7808 Phase 3
0.7721 Intermediate Similarity NPD1610 Phase 2
0.7677 Intermediate Similarity NPD5402 Approved
0.7673 Intermediate Similarity NPD3926 Phase 2
0.7669 Intermediate Similarity NPD6559 Discontinued
0.7622 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7591 Intermediate Similarity NPD1201 Approved
0.7582 Intermediate Similarity NPD3226 Approved
0.7569 Intermediate Similarity NPD230 Phase 1
0.7554 Intermediate Similarity NPD3225 Approved
0.7554 Intermediate Similarity NPD1876 Approved
0.7536 Intermediate Similarity NPD1608 Approved
0.7535 Intermediate Similarity NPD3027 Phase 3
0.7534 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7534 Intermediate Similarity NPD4308 Phase 3
0.7532 Intermediate Similarity NPD919 Approved
0.7517 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1470 Approved
0.75 Intermediate Similarity NPD5710 Approved
0.75 Intermediate Similarity NPD3267 Approved
0.75 Intermediate Similarity NPD1164 Approved
0.75 Intermediate Similarity NPD5711 Approved
0.75 Intermediate Similarity NPD3266 Approved
0.7485 Intermediate Similarity NPD5844 Phase 1
0.7483 Intermediate Similarity NPD1296 Phase 2
0.7483 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD3764 Approved
0.7468 Intermediate Similarity NPD7458 Discontinued
0.7448 Intermediate Similarity NPD1933 Approved
0.7448 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7444 Intermediate Similarity NPD1241 Discontinued
0.7439 Intermediate Similarity NPD1729 Discontinued
0.7438 Intermediate Similarity NPD1247 Approved
0.7432 Intermediate Similarity NPD2346 Discontinued
0.7402 Intermediate Similarity NPD846 Approved
0.7402 Intermediate Similarity NPD940 Approved
0.74 Intermediate Similarity NPD7003 Approved
0.7394 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD3847 Discontinued
0.7389 Intermediate Similarity NPD1465 Phase 2
0.7384 Intermediate Similarity NPD4363 Phase 3
0.7384 Intermediate Similarity NPD4360 Phase 2
0.7372 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7365 Intermediate Similarity NPD5405 Approved
0.7365 Intermediate Similarity NPD5404 Approved
0.7365 Intermediate Similarity NPD5408 Approved
0.7365 Intermediate Similarity NPD5406 Approved
0.7361 Intermediate Similarity NPD6798 Discontinued
0.7361 Intermediate Similarity NPD411 Approved
0.7357 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD6104 Discontinued
0.7343 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD4288 Approved
0.7342 Intermediate Similarity NPD2296 Approved
0.7341 Intermediate Similarity NPD4361 Phase 2
0.7341 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD447 Suspended
0.7329 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD5124 Phase 1
0.7328 Intermediate Similarity NPD9266 Approved
0.7328 Intermediate Similarity NPD74 Approved
0.7324 Intermediate Similarity NPD1019 Discontinued
0.732 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7319 Intermediate Similarity NPD17 Approved
0.7299 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD4625 Phase 3
0.7286 Intermediate Similarity NPD1481 Phase 2
0.7273 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD9494 Approved
0.726 Intermediate Similarity NPD1613 Approved
0.726 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD4307 Phase 2
0.7252 Intermediate Similarity NPD9263 Approved
0.7252 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7252 Intermediate Similarity NPD9264 Approved
0.7252 Intermediate Similarity NPD9267 Approved
0.7246 Intermediate Similarity NPD1651 Approved
0.7237 Intermediate Similarity NPD2354 Approved
0.7234 Intermediate Similarity NPD4749 Approved
0.7214 Intermediate Similarity NPD1535 Discovery
0.7211 Intermediate Similarity NPD6355 Discontinued
0.7208 Intermediate Similarity NPD4662 Approved
0.7208 Intermediate Similarity NPD4661 Approved
0.72 Intermediate Similarity NPD1471 Phase 3
0.7195 Intermediate Similarity NPD2403 Approved
0.7183 Intermediate Similarity NPD1283 Approved
0.7174 Intermediate Similarity NPD1894 Discontinued
0.7168 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD3018 Phase 2
0.7151 Intermediate Similarity NPD4287 Approved
0.7143 Intermediate Similarity NPD3142 Approved
0.7143 Intermediate Similarity NPD3140 Approved
0.7124 Intermediate Similarity NPD3887 Approved
0.7117 Intermediate Similarity NPD7199 Phase 2
0.7113 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD37 Approved
0.7107 Intermediate Similarity NPD6280 Approved
0.7107 Intermediate Similarity NPD6279 Approved
0.7103 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD5536 Phase 2
0.7091 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD2355 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD2353 Approved
0.7083 Intermediate Similarity NPD6917 Clinical (unspecified phase)

  Bioactivity similarity: Similar Natural Products in NPASS

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

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

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