Structure

Physi-Chem Properties

Molecular Weight:  284.07
Volume:  282.482
LogP:  3.39
LogD:  2.609
LogS:  -3.743
# Rotatable Bonds:  2
TPSA:  79.9
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.756
Synthetic Accessibility Score:  2.061
Fsp3:  0.062
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  1
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.746
MDCK Permeability:  1.475593580835266e-05
Pgp-inhibitor:  0.282
Pgp-substrate:  0.015
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.002
30% Bioavailability (F30%):  0.807

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.017
Plasma Protein Binding (PPB):  97.44541931152344%
Volume Distribution (VD):  0.523
Pgp-substrate:  3.5445141792297363%

ADMET: Metabolism

CYP1A2-inhibitor:  0.953
CYP1A2-substrate:  0.779
CYP2C19-inhibitor:  0.873
CYP2C19-substrate:  0.061
CYP2C9-inhibitor:  0.647
CYP2C9-substrate:  0.933
CYP2D6-inhibitor:  0.745
CYP2D6-substrate:  0.885
CYP3A4-inhibitor:  0.82
CYP3A4-substrate:  0.189

ADMET: Excretion

Clearance (CL):  4.578
Half-life (T1/2):  0.722

ADMET: Toxicity

hERG Blockers:  0.024
Human Hepatotoxicity (H-HT):  0.128
Drug-inuced Liver Injury (DILI):  0.977
AMES Toxicity:  0.591
Rat Oral Acute Toxicity:  0.181
Maximum Recommended Daily Dose:  0.217
Skin Sensitization:  0.552
Carcinogencity:  0.275
Eye Corrosion:  0.004
Eye Irritation:  0.829
Respiratory Toxicity:  0.161

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

  Natural Product: NPC281207

Natural Product ID:  NPC281207
Common Name*:   3,7-Dihydroxy-4'-Methoxyflavone
IUPAC Name:   3,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one
Synonyms:  
Standard InCHIKey:  IYFVCSURXCCUSJ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C16H12O5/c1-20-11-5-2-9(3-6-11)16-15(19)14(18)12-7-4-10(17)8-13(12)21-16/h2-8,17,19H,1H3
SMILES:  COc1ccc(cc1)c1oc2cc(O)ccc2c(=O)c1O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2017116
PubChem CID:   12314892
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000334] Flavonoids
        • [CHEMONTID:0001615] Flavones
          • [CHEMONTID:0001136] Flavonols

*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
NPO33390 broussonetia kanzinoki Species Moraceae Eukaryota n.a. n.a. n.a. PMID[22450131]

☑ 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
NPT1120 Individual Protein Pancreatic triacylglycerol lipase Sus scrofa Inhibition = 21.8 % PMID[478047]
NPT1120 Individual Protein Pancreatic triacylglycerol lipase Sus scrofa IC50 > 100000.0 nM PMID[478047]

☑ 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 NPC281207 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 NPC269652
0.9926 High Similarity NPC136840
0.9925 High Similarity NPC152042
0.9925 High Similarity NPC143799
0.9925 High Similarity NPC241838
0.9852 High Similarity NPC103342
0.9852 High Similarity NPC230285
0.9852 High Similarity NPC146679
0.9852 High Similarity NPC103904
0.9852 High Similarity NPC59951
0.9852 High Similarity NPC184536
0.9779 High Similarity NPC90582
0.9779 High Similarity NPC262094
0.9776 High Similarity NPC299379
0.9776 High Similarity NPC266597
0.9776 High Similarity NPC250266
0.9704 High Similarity NPC276905
0.9701 High Similarity NPC216361
0.9701 High Similarity NPC281917
0.9701 High Similarity NPC116775
0.9701 High Similarity NPC194281
0.9701 High Similarity NPC47815
0.9701 High Similarity NPC127447
0.9701 High Similarity NPC187432
0.9701 High Similarity NPC29353
0.9701 High Similarity NPC234133
0.9701 High Similarity NPC256042
0.9701 High Similarity NPC473887
0.9701 High Similarity NPC124784
0.9701 High Similarity NPC231772
0.9638 High Similarity NPC470216
0.9568 High Similarity NPC273538
0.9568 High Similarity NPC216538
0.9565 High Similarity NPC200694
0.9565 High Similarity NPC473042
0.9559 High Similarity NPC280284
0.9559 High Similarity NPC188947
0.9559 High Similarity NPC99333
0.9556 High Similarity NPC13408
0.9552 High Similarity NPC248872
0.9552 High Similarity NPC172262
0.95 High Similarity NPC5820
0.95 High Similarity NPC178343
0.95 High Similarity NPC124729
0.95 High Similarity NPC306488
0.9496 High Similarity NPC212932
0.9496 High Similarity NPC9117
0.9496 High Similarity NPC190637
0.9496 High Similarity NPC158874
0.9496 High Similarity NPC293053
0.9496 High Similarity NPC24821
0.9493 High Similarity NPC110969
0.9489 High Similarity NPC18260
0.9489 High Similarity NPC78913
0.9485 High Similarity NPC275055
0.9485 High Similarity NPC290291
0.9485 High Similarity NPC188879
0.9485 High Similarity NPC228661
0.9478 High Similarity NPC50898
0.9478 High Similarity NPC78540
0.9478 High Similarity NPC274121
0.9478 High Similarity NPC213216
0.9478 High Similarity NPC57601
0.9429 High Similarity NPC326500
0.9424 High Similarity NPC11561
0.9424 High Similarity NPC226636
0.942 High Similarity NPC172986
0.942 High Similarity NPC270883
0.942 High Similarity NPC159275
0.942 High Similarity NPC241100
0.942 High Similarity NPC261227
0.9416 High Similarity NPC201395
0.9416 High Similarity NPC124269
0.9412 High Similarity NPC72452
0.9412 High Similarity NPC240593
0.9412 High Similarity NPC61546
0.9403 High Similarity NPC212631
0.9403 High Similarity NPC205468
0.9403 High Similarity NPC129132
0.9403 High Similarity NPC257756
0.9403 High Similarity NPC87231
0.9403 High Similarity NPC128216
0.9371 High Similarity NPC61258
0.9366 High Similarity NPC244407
0.9366 High Similarity NPC296869
0.9362 High Similarity NPC229190
0.9362 High Similarity NPC153758
0.9362 High Similarity NPC470458
0.9353 High Similarity NPC156590
0.9353 High Similarity NPC147688
0.9353 High Similarity NPC103362
0.9353 High Similarity NPC205006
0.9353 High Similarity NPC118840
0.9353 High Similarity NPC64908
0.9353 High Similarity NPC282300
0.9353 High Similarity NPC3188
0.9348 High Similarity NPC261234
0.9348 High Similarity NPC220062
0.9348 High Similarity NPC222342
0.9348 High Similarity NPC310135
0.9348 High Similarity NPC150648
0.9348 High Similarity NPC225153
0.9348 High Similarity NPC217186
0.9348 High Similarity NPC96565
0.9348 High Similarity NPC301217
0.9348 High Similarity NPC216978
0.9348 High Similarity NPC303633
0.9348 High Similarity NPC274784
0.9348 High Similarity NPC53181
0.9348 High Similarity NPC20709
0.9348 High Similarity NPC55018
0.9348 High Similarity NPC329203
0.9348 High Similarity NPC265871
0.9343 High Similarity NPC116632
0.9343 High Similarity NPC303644
0.9343 High Similarity NPC254841
0.9343 High Similarity NPC7013
0.9343 High Similarity NPC209560
0.9343 High Similarity NPC294409
0.9343 High Similarity NPC162680
0.9343 High Similarity NPC181124
0.9338 High Similarity NPC9985
0.9338 High Similarity NPC239495
0.9333 High Similarity NPC188646
0.9333 High Similarity NPC56031
0.9333 High Similarity NPC192304
0.9333 High Similarity NPC139813
0.9333 High Similarity NPC175098
0.9333 High Similarity NPC263670
0.9333 High Similarity NPC472365
0.9333 High Similarity NPC242294
0.9333 High Similarity NPC312318
0.9333 High Similarity NPC337373
0.9328 High Similarity NPC473584
0.9328 High Similarity NPC262359
0.9328 High Similarity NPC113006
0.9328 High Similarity NPC475589
0.9328 High Similarity NPC64359
0.9328 High Similarity NPC308037
0.9328 High Similarity NPC284424
0.9328 High Similarity NPC31872
0.9328 High Similarity NPC278556
0.9306 High Similarity NPC260895
0.9301 High Similarity NPC470461
0.9301 High Similarity NPC159103
0.9301 High Similarity NPC270465
0.9301 High Similarity NPC87125
0.9296 High Similarity NPC476182
0.9296 High Similarity NPC211466
0.9296 High Similarity NPC166757
0.9296 High Similarity NPC44721
0.9296 High Similarity NPC472918
0.9296 High Similarity NPC122828
0.9296 High Similarity NPC259632
0.9296 High Similarity NPC40086
0.9296 High Similarity NPC14001
0.9296 High Similarity NPC176869
0.9296 High Similarity NPC3779
0.9291 High Similarity NPC71210
0.9291 High Similarity NPC234629
0.9291 High Similarity NPC184649
0.9291 High Similarity NPC303185
0.9291 High Similarity NPC311741
0.9286 High Similarity NPC202981
0.9281 High Similarity NPC150522
0.9281 High Similarity NPC284550
0.9281 High Similarity NPC305355
0.9281 High Similarity NPC129853
0.9281 High Similarity NPC188243
0.9281 High Similarity NPC110228
0.9281 High Similarity NPC6407
0.9281 High Similarity NPC475680
0.9281 High Similarity NPC235239
0.9281 High Similarity NPC69769
0.9281 High Similarity NPC76445
0.9275 High Similarity NPC55162
0.9275 High Similarity NPC147686
0.9275 High Similarity NPC90665
0.9275 High Similarity NPC118813
0.9275 High Similarity NPC12175
0.9275 High Similarity NPC472460
0.9275 High Similarity NPC329225
0.9275 High Similarity NPC278323
0.9275 High Similarity NPC309154
0.9275 High Similarity NPC279668
0.927 High Similarity NPC121243
0.927 High Similarity NPC240147
0.9265 High Similarity NPC286336
0.9259 High Similarity NPC101294
0.9259 High Similarity NPC25937
0.9259 High Similarity NPC473655
0.9259 High Similarity NPC10971
0.9254 High Similarity NPC5515
0.9254 High Similarity NPC270369
0.9254 High Similarity NPC137264
0.9241 High Similarity NPC55205
0.9236 High Similarity NPC267117
0.9236 High Similarity NPC50728
0.9236 High Similarity NPC149127
0.9236 High Similarity NPC188871

  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 NPC281207 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
0.9568 High Similarity NPD4378 Clinical (unspecified phase)
0.9275 High Similarity NPD1549 Phase 2
0.9203 High Similarity NPD1552 Clinical (unspecified phase)
0.9203 High Similarity NPD1550 Clinical (unspecified phase)
0.9197 High Similarity NPD1510 Phase 2
0.9185 High Similarity NPD1240 Approved
0.9091 High Similarity NPD1512 Approved
0.9051 High Similarity NPD1607 Approved
0.9021 High Similarity NPD7410 Clinical (unspecified phase)
0.8993 High Similarity NPD2796 Approved
0.8951 High Similarity NPD6799 Approved
0.8951 High Similarity NPD1511 Approved
0.8792 High Similarity NPD2801 Approved
0.8742 High Similarity NPD7075 Discontinued
0.8725 High Similarity NPD6801 Discontinued
0.8725 High Similarity NPD1934 Approved
0.8716 High Similarity NPD4380 Phase 2
0.8675 High Similarity NPD3882 Suspended
0.8667 High Similarity NPD7096 Clinical (unspecified phase)
0.8667 High Similarity NPD2393 Clinical (unspecified phase)
0.8658 High Similarity NPD7411 Suspended
0.8618 High Similarity NPD4381 Clinical (unspecified phase)
0.8611 High Similarity NPD3750 Approved
0.8609 High Similarity NPD3817 Phase 2
0.8591 High Similarity NPD6599 Discontinued
0.8514 High Similarity NPD5403 Approved
0.8503 High Similarity NPD5401 Approved
0.8487 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8472 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8462 Intermediate Similarity NPD1551 Phase 2
0.8421 Intermediate Similarity NPD7819 Suspended
0.8408 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8408 Intermediate Similarity NPD6166 Phase 2
0.8408 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8365 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8357 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8288 Intermediate Similarity NPD2800 Approved
0.8288 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8264 Intermediate Similarity NPD3748 Approved
0.8261 Intermediate Similarity NPD1203 Approved
0.8261 Intermediate Similarity NPD6797 Phase 2
0.8258 Intermediate Similarity NPD3749 Approved
0.8247 Intermediate Similarity NPD5402 Approved
0.8231 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.821 Intermediate Similarity NPD7251 Discontinued
0.8194 Intermediate Similarity NPD7768 Phase 2
0.8187 Intermediate Similarity NPD3818 Discontinued
0.8176 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8163 Intermediate Similarity NPD1243 Approved
0.816 Intermediate Similarity NPD7808 Phase 3
0.8151 Intermediate Similarity NPD2344 Approved
0.8146 Intermediate Similarity NPD920 Approved
0.8137 Intermediate Similarity NPD7054 Approved
0.8101 Intermediate Similarity NPD6959 Discontinued
0.8099 Intermediate Similarity NPD2313 Discontinued
0.8086 Intermediate Similarity NPD7472 Approved
0.8082 Intermediate Similarity NPD2935 Discontinued
0.8074 Intermediate Similarity NPD1548 Phase 1
0.8049 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8043 Intermediate Similarity NPD9717 Approved
0.8013 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD6651 Approved
0.7975 Intermediate Similarity NPD7074 Phase 3
0.7971 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7971 Intermediate Similarity NPD422 Phase 1
0.7962 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7958 Intermediate Similarity NPD6832 Phase 2
0.7933 Intermediate Similarity NPD2309 Approved
0.7925 Intermediate Similarity NPD5494 Approved
0.7914 Intermediate Similarity NPD7286 Phase 2
0.7891 Intermediate Similarity NPD2799 Discontinued
0.7875 Intermediate Similarity NPD1247 Approved
0.7862 Intermediate Similarity NPD919 Approved
0.7862 Intermediate Similarity NPD943 Approved
0.7847 Intermediate Similarity NPD3268 Approved
0.7831 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD6232 Discontinued
0.7818 Intermediate Similarity NPD5953 Discontinued
0.7817 Intermediate Similarity NPD2798 Approved
0.7806 Intermediate Similarity NPD3226 Approved
0.7801 Intermediate Similarity NPD3225 Approved
0.7791 Intermediate Similarity NPD7473 Discontinued
0.7778 Intermediate Similarity NPD2533 Approved
0.7778 Intermediate Similarity NPD3926 Phase 2
0.7778 Intermediate Similarity NPD2534 Approved
0.7778 Intermediate Similarity NPD2532 Approved
0.7771 Intermediate Similarity NPD6559 Discontinued
0.777 Intermediate Similarity NPD4308 Phase 3
0.777 Intermediate Similarity NPD7033 Discontinued
0.777 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7748 Intermediate Similarity NPD4628 Phase 3
0.7746 Intermediate Similarity NPD2797 Approved
0.7718 Intermediate Similarity NPD6099 Approved
0.7718 Intermediate Similarity NPD6100 Approved
0.7714 Intermediate Similarity NPD1610 Phase 2
0.7711 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7708 Intermediate Similarity NPD4908 Phase 1
0.7687 Intermediate Similarity NPD1933 Approved
0.7687 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7682 Intermediate Similarity NPD2654 Approved
0.7681 Intermediate Similarity NPD9545 Approved
0.7667 Intermediate Similarity NPD2346 Discontinued
0.7664 Intermediate Similarity NPD9493 Approved
0.7651 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD3266 Approved
0.7622 Intermediate Similarity NPD3267 Approved
0.761 Intermediate Similarity NPD1465 Phase 2
0.7603 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD5844 Phase 1
0.7574 Intermediate Similarity NPD1241 Discontinued
0.7569 Intermediate Similarity NPD1019 Discontinued
0.7568 Intermediate Similarity NPD447 Suspended
0.7568 Intermediate Similarity NPD230 Phase 1
0.7562 Intermediate Similarity NPD4288 Approved
0.7535 Intermediate Similarity NPD3972 Approved
0.753 Intermediate Similarity NPD3751 Discontinued
0.7516 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4307 Phase 2
0.7486 Intermediate Similarity NPD4363 Phase 3
0.7486 Intermediate Similarity NPD4360 Phase 2
0.7484 Intermediate Similarity NPD7390 Discontinued
0.7483 Intermediate Similarity NPD1296 Phase 2
0.7483 Intermediate Similarity NPD411 Approved
0.7483 Intermediate Similarity NPD6798 Discontinued
0.7468 Intermediate Similarity NPD2354 Approved
0.7466 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7452 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD1471 Phase 3
0.7432 Intermediate Similarity NPD6233 Phase 2
0.7413 Intermediate Similarity NPD1481 Phase 2
0.7413 Intermediate Similarity NPD1608 Approved
0.7397 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD1613 Approved
0.7375 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7365 Intermediate Similarity NPD3764 Approved
0.7346 Intermediate Similarity NPD2296 Approved
0.7345 Intermediate Similarity NPD4361 Phase 2
0.7345 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7343 Intermediate Similarity NPD1535 Discovery
0.7337 Intermediate Similarity NPD1729 Discontinued
0.7333 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD5124 Phase 1
0.7329 Intermediate Similarity NPD6844 Discontinued
0.732 Intermediate Similarity NPD2353 Approved
0.732 Intermediate Similarity NPD2355 Clinical (unspecified phase)
0.7305 Intermediate Similarity NPD2403 Approved
0.7289 Intermediate Similarity NPD3787 Discontinued
0.7273 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD1470 Approved
0.7257 Intermediate Similarity NPD4287 Approved
0.7251 Intermediate Similarity NPD6104 Discontinued
0.7244 Intermediate Similarity NPD3887 Approved
0.723 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD1652 Phase 2
0.7222 Intermediate Similarity NPD1201 Approved
0.7219 Intermediate Similarity NPD6355 Discontinued
0.7215 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD17 Approved
0.7197 Intermediate Similarity NPD7440 Discontinued
0.7192 Intermediate Similarity NPD1876 Approved
0.7186 Intermediate Similarity NPD5711 Approved
0.7186 Intermediate Similarity NPD5710 Approved
0.7183 Intermediate Similarity NPD1894 Discontinued
0.7181 Intermediate Similarity NPD4625 Phase 3
0.717 Intermediate Similarity NPD5049 Phase 3
0.716 Intermediate Similarity NPD5890 Approved
0.716 Intermediate Similarity NPD5889 Approved
0.7152 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD3140 Approved
0.7152 Intermediate Similarity NPD6971 Discontinued
0.7152 Intermediate Similarity NPD3142 Approved
0.7143 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD1164 Approved
0.7143 Intermediate Similarity NPD7458 Discontinued
0.7143 Intermediate Similarity NPD8434 Phase 2
0.7135 Intermediate Similarity NPD7584 Approved
0.7134 Intermediate Similarity NPD6190 Approved
0.7123 Intermediate Similarity NPD4749 Approved
0.7118 Intermediate Similarity NPD5940 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD4661 Approved
0.7107 Intermediate Similarity NPD4662 Approved
0.7105 Intermediate Similarity NPD4340 Discontinued
0.7099 Intermediate Similarity NPD6585 Discontinued
0.7088 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD4062 Phase 3
0.7083 Intermediate Similarity NPD7229 Phase 3
0.708 Intermediate Similarity NPD74 Approved
0.708 Intermediate Similarity NPD9266 Approved
0.707 Intermediate Similarity NPD7003 Approved
0.7067 Intermediate Similarity NPD3027 Phase 3
0.7047 Intermediate Similarity NPD2861 Phase 2
0.7047 Intermediate Similarity NPD9494 Approved
0.7044 Intermediate Similarity NPD7213 Phase 3
0.7044 Intermediate Similarity NPD7212 Phase 2
0.7037 Intermediate Similarity NPD5808 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