Structure

Physi-Chem Properties

Molecular Weight:  368.13
Volume:  375.116
LogP:  5.046
LogD:  3.245
LogS:  -3.402
# Rotatable Bonds:  4
TPSA:  100.13
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.6
Synthetic Accessibility Score:  2.818
Fsp3:  0.19
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
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:  -4.893
MDCK Permeability:  1.1573079063964542e-05
Pgp-inhibitor:  0.032
Pgp-substrate:  0.753
Human Intestinal Absorption (HIA):  0.054
20% Bioavailability (F20%):  0.904
30% Bioavailability (F30%):  0.991

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.003
Plasma Protein Binding (PPB):  91.81510162353516%
Volume Distribution (VD):  0.753
Pgp-substrate:  8.824406623840332%

ADMET: Metabolism

CYP1A2-inhibitor:  0.942
CYP1A2-substrate:  0.658
CYP2C19-inhibitor:  0.9
CYP2C19-substrate:  0.058
CYP2C9-inhibitor:  0.852
CYP2C9-substrate:  0.935
CYP2D6-inhibitor:  0.797
CYP2D6-substrate:  0.571
CYP3A4-inhibitor:  0.546
CYP3A4-substrate:  0.115

ADMET: Excretion

Clearance (CL):  8.221
Half-life (T1/2):  0.634

ADMET: Toxicity

hERG Blockers:  0.012
Human Hepatotoxicity (H-HT):  0.637
Drug-inuced Liver Injury (DILI):  0.951
AMES Toxicity:  0.469
Rat Oral Acute Toxicity:  0.105
Maximum Recommended Daily Dose:  0.401
Skin Sensitization:  0.804
Carcinogencity:  0.117
Eye Corrosion:  0.003
Eye Irritation:  0.58
Respiratory Toxicity:  0.369

Download Data

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

  Natural Product: NPC241100

Natural Product ID:  NPC241100
Common Name*:   Artocarpetin A
IUPAC Name:   2-(2,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-8-(3-methylbut-2-enyl)chromen-4-one
Synonyms:  
Standard InCHIKey:  RZVNDYZVNDJBPR-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C21H20O6/c1-11(2)4-6-14-18(26-3)9-16(24)20-17(25)10-19(27-21(14)20)13-7-5-12(22)8-15(13)23/h4-5,7-10,22-24H,6H2,1-3H3
SMILES:  COc1cc(O)c2c(c1CC=C(C)C)oc(cc2=O)c1ccc(cc1O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL463111
PubChem CID:   390520
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000334] Flavonoids
        • [CHEMONTID:0001615] Flavones
          • [CHEMONTID:0003504] 8-prenylated flavones

*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
NPO17767 Artocarpus heterophyllus Species Moraceae Eukaryota n.a. root n.a. DOI[10.1016/0031-9422(95)00135-T]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. root n.a. PMID[11395279]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota whole plants Shawnee National Forest, Harrisburg, IL, US n.a. PMID[11678652]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota whole plants n.a. n.a. PMID[11678652]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. PMID[12419367]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota leaves Kaohsiung, Taiwan 2006-SEP PMID[18986201]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota Fruits n.a. n.a. PMID[19296617]
NPO17767 Artocarpus heterophyllus Species Moraceae Eukaryota Wood n.a. n.a. PMID[23113717]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. formosan n.a. PMID[8864236]
NPO17767 Artocarpus heterophyllus Species Moraceae Eukaryota n.a. formosan n.a. PMID[8864236]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. PMID[9358644]
NPO17767 Artocarpus heterophyllus Species Moraceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO17767 Artocarpus heterophyllus Species Moraceae Eukaryota Latex Exudate n.a. n.a. Database[FooDB]
NPO17767 Artocarpus heterophyllus Species Moraceae Eukaryota n.a. n.a. Database[FooDB]
NPO17767 Artocarpus heterophyllus Species Moraceae Eukaryota n.a. n.a. Database[FooDB]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17767 Artocarpus heterophyllus Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17767 Artocarpus heterophyllus Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17767 Artocarpus heterophyllus Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]

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

  NP Quantity Composition/Concentration

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

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

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 16443.72 nM PMID[508128]
NPT367 Cell Line MDA-N Homo sapiens GI50 n.a. 19319.68 nM PMID[508128]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 17579.24 nM PMID[508128]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 16255.49 nM PMID[508128]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 17906.06 nM PMID[508128]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 10423.17 nM PMID[508128]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 19633.6 nM PMID[508128]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 18113.4 nM PMID[508128]
NPT90 Cell Line DU-145 Homo sapiens GI50 n.a. 30199.52 nM PMID[508128]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 18323.14 nM PMID[508128]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 16330.52 nM PMID[508128]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 22080.05 nM PMID[508128]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 16982.44 nM PMID[508128]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 8933.05 nM PMID[508128]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 26977.39 nM PMID[508128]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 17100.15 nM PMID[508128]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 16865.53 nM PMID[508128]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 100000.0 nM PMID[508128]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 18323.14 nM PMID[508128]
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 n.a. 22130.95 nM PMID[508128]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 4497.8 nM PMID[508128]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 27669.42 nM PMID[508128]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 24322.04 nM PMID[508128]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 15958.79 nM PMID[508128]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 6123.5 nM PMID[508128]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 13803.84 nM PMID[508128]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 19453.6 nM PMID[508128]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 20323.57 nM PMID[508128]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 13091.82 nM PMID[508128]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 11939.88 nM PMID[508128]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 17179.08 nM PMID[508128]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 14223.29 nM PMID[508128]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 20749.14 nM PMID[508128]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 18113.4 nM PMID[508128]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 11614.49 nM PMID[508128]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 17418.07 nM PMID[508128]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 26121.61 nM PMID[508128]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 20276.83 nM PMID[508128]
NPT306 Cell Line PC-3 Homo sapiens GI50 n.a. 12912.19 nM PMID[508128]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 14288.94 nM PMID[508128]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 19952.62 nM PMID[508128]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 n.a. 18749.95 nM PMID[508128]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 17139.57 nM PMID[508128]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 20323.57 nM PMID[508128]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 12912.19 nM PMID[508128]
NPT402 Cell Line Hs-578T Homo sapiens GI50 n.a. 28444.61 nM PMID[508128]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 26607.25 nM PMID[508128]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 28379.19 nM PMID[508128]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 15417.0 nM PMID[508128]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 12161.86 nM PMID[508128]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 4345.1 nM PMID[508128]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 29107.17 nM PMID[508128]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 9246.98 nM PMID[508128]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 6295.06 nM PMID[508128]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 80.4 % PMID[508127]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 59.8 % PMID[508127]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 61.8 % PMID[508127]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 46.8 % PMID[508127]

☑ 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 NPC241100 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 NPC159275
0.9926 High Similarity NPC282300
0.9926 High Similarity NPC110969
0.9925 High Similarity NPC220062
0.9925 High Similarity NPC78913
0.9925 High Similarity NPC216978
0.9925 High Similarity NPC55018
0.9925 High Similarity NPC301217
0.9925 High Similarity NPC18260
0.9925 High Similarity NPC303633
0.9925 High Similarity NPC96565
0.9925 High Similarity NPC53181
0.9925 High Similarity NPC217186
0.9853 High Similarity NPC11561
0.9853 High Similarity NPC226636
0.9852 High Similarity NPC150522
0.9852 High Similarity NPC172986
0.9852 High Similarity NPC261227
0.9852 High Similarity NPC270883
0.9851 High Similarity NPC201395
0.9779 High Similarity NPC118840
0.9779 High Similarity NPC64908
0.9779 High Similarity NPC147688
0.9779 High Similarity NPC103362
0.9779 High Similarity NPC205006
0.9779 High Similarity NPC156590
0.971 High Similarity NPC216538
0.971 High Similarity NPC234629
0.971 High Similarity NPC319752
0.971 High Similarity NPC311741
0.971 High Similarity NPC273538
0.9708 High Similarity NPC217083
0.9708 High Similarity NPC62840
0.9708 High Similarity NPC200694
0.9708 High Similarity NPC306829
0.9708 High Similarity NPC265040
0.9708 High Similarity NPC78803
0.9708 High Similarity NPC10937
0.9708 High Similarity NPC324436
0.9708 High Similarity NPC125855
0.9708 High Similarity NPC167624
0.9708 High Similarity NPC76372
0.9708 High Similarity NPC78
0.9708 High Similarity NPC66515
0.9708 High Similarity NPC166482
0.9708 High Similarity NPC37496
0.9708 High Similarity NPC227579
0.9708 High Similarity NPC214236
0.9708 High Similarity NPC64915
0.9708 High Similarity NPC223500
0.9708 High Similarity NPC328164
0.9708 High Similarity NPC40833
0.9708 High Similarity NPC324134
0.9708 High Similarity NPC1089
0.9708 High Similarity NPC299080
0.9708 High Similarity NPC161506
0.9708 High Similarity NPC59739
0.9708 High Similarity NPC296917
0.9708 High Similarity NPC220998
0.9708 High Similarity NPC194432
0.9708 High Similarity NPC182852
0.9708 High Similarity NPC166934
0.9708 High Similarity NPC177354
0.9708 High Similarity NPC32739
0.9708 High Similarity NPC293852
0.9708 High Similarity NPC148757
0.9708 High Similarity NPC76338
0.9708 High Similarity NPC228504
0.9708 High Similarity NPC107572
0.9706 High Similarity NPC235239
0.9706 High Similarity NPC475680
0.9706 High Similarity NPC305355
0.9706 High Similarity NPC69769
0.9701 High Similarity NPC234133
0.9701 High Similarity NPC194281
0.9701 High Similarity NPC174999
0.9701 High Similarity NPC13408
0.9701 High Similarity NPC47815
0.9701 High Similarity NPC127447
0.9701 High Similarity NPC29353
0.9701 High Similarity NPC473887
0.9701 High Similarity NPC124784
0.9701 High Similarity NPC231772
0.964 High Similarity NPC124729
0.964 High Similarity NPC111786
0.964 High Similarity NPC470647
0.964 High Similarity NPC142405
0.964 High Similarity NPC474161
0.964 High Similarity NPC246948
0.964 High Similarity NPC476088
0.964 High Similarity NPC83357
0.964 High Similarity NPC178343
0.964 High Similarity NPC67805
0.964 High Similarity NPC54577
0.964 High Similarity NPC301276
0.964 High Similarity NPC312973
0.964 High Similarity NPC20488
0.964 High Similarity NPC214774
0.964 High Similarity NPC195621
0.964 High Similarity NPC5820
0.964 High Similarity NPC267375
0.964 High Similarity NPC88964
0.964 High Similarity NPC475052
0.964 High Similarity NPC176229
0.964 High Similarity NPC306488
0.9638 High Similarity NPC316816
0.9638 High Similarity NPC38219
0.9638 High Similarity NPC11700
0.9638 High Similarity NPC478086
0.9638 High Similarity NPC293053
0.9638 High Similarity NPC214166
0.9638 High Similarity NPC77794
0.9638 High Similarity NPC149026
0.9638 High Similarity NPC81697
0.9638 High Similarity NPC91560
0.9638 High Similarity NPC278249
0.9638 High Similarity NPC68104
0.9638 High Similarity NPC257097
0.9638 High Similarity NPC175504
0.9638 High Similarity NPC85162
0.9638 High Similarity NPC18585
0.9638 High Similarity NPC223812
0.9638 High Similarity NPC125894
0.9638 High Similarity NPC158874
0.9638 High Similarity NPC39329
0.9638 High Similarity NPC107177
0.9638 High Similarity NPC221432
0.9638 High Similarity NPC150408
0.9638 High Similarity NPC143896
0.9638 High Similarity NPC169591
0.9638 High Similarity NPC166138
0.9638 High Similarity NPC310130
0.9638 High Similarity NPC75049
0.9638 High Similarity NPC9117
0.9638 High Similarity NPC106985
0.9638 High Similarity NPC219915
0.9638 High Similarity NPC185276
0.9638 High Similarity NPC190637
0.9638 High Similarity NPC164980
0.9638 High Similarity NPC212932
0.9638 High Similarity NPC24821
0.9635 High Similarity NPC96408
0.9635 High Similarity NPC279650
0.9635 High Similarity NPC17170
0.9635 High Similarity NPC3188
0.9635 High Similarity NPC156190
0.9635 High Similarity NPC213322
0.9635 High Similarity NPC324386
0.9635 High Similarity NPC166689
0.9635 High Similarity NPC110038
0.9635 High Similarity NPC4743
0.9635 High Similarity NPC248372
0.9635 High Similarity NPC14871
0.9635 High Similarity NPC258630
0.9635 High Similarity NPC312391
0.9632 High Similarity NPC23257
0.963 High Similarity NPC266597
0.963 High Similarity NPC250266
0.9627 High Similarity NPC13575
0.9571 High Similarity NPC473077
0.9571 High Similarity NPC104406
0.9571 High Similarity NPC79469
0.9571 High Similarity NPC237635
0.9571 High Similarity NPC23728
0.9571 High Similarity NPC283234
0.9571 High Similarity NPC24673
0.9571 High Similarity NPC201731
0.9571 High Similarity NPC110303
0.9571 High Similarity NPC296998
0.9571 High Similarity NPC97716
0.9568 High Similarity NPC473015
0.9568 High Similarity NPC131579
0.9568 High Similarity NPC236766
0.9568 High Similarity NPC473014
0.9568 High Similarity NPC469953
0.9568 High Similarity NPC224714
0.9568 High Similarity NPC197252
0.9568 High Similarity NPC235217
0.9568 High Similarity NPC209040
0.9568 High Similarity NPC271288
0.9568 High Similarity NPC131568
0.9568 High Similarity NPC326500
0.9568 High Similarity NPC473013
0.9565 High Similarity NPC36181
0.9565 High Similarity NPC144499
0.9565 High Similarity NPC266725
0.9565 High Similarity NPC473042
0.9562 High Similarity NPC129853
0.9562 High Similarity NPC471587
0.9562 High Similarity NPC284550
0.9562 High Similarity NPC219917
0.9562 High Similarity NPC213659
0.9562 High Similarity NPC144118
0.9562 High Similarity NPC80962
0.9562 High Similarity NPC110228
0.9562 High Similarity NPC76445
0.9562 High Similarity NPC259166
0.9562 High Similarity NPC215311
0.9562 High Similarity NPC204985
0.9562 High Similarity NPC172250

  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 NPC241100 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
0.971 High Similarity NPD4378 Clinical (unspecified phase)
0.9429 High Similarity NPD7410 Clinical (unspecified phase)
0.9343 High Similarity NPD1552 Clinical (unspecified phase)
0.9343 High Similarity NPD1550 Clinical (unspecified phase)
0.9275 High Similarity NPD1549 Phase 2
0.9197 High Similarity NPD1510 Phase 2
0.9185 High Similarity NPD1240 Approved
0.913 High Similarity NPD2796 Approved
0.9051 High Similarity NPD1607 Approved
0.9048 High Similarity NPD2393 Clinical (unspecified phase)
0.9041 High Similarity NPD7411 Suspended
0.8986 High Similarity NPD8443 Clinical (unspecified phase)
0.8973 High Similarity NPD4380 Phase 2
0.8867 High Similarity NPD7075 Discontinued
0.8851 High Similarity NPD6801 Discontinued
0.8819 High Similarity NPD1511 Approved
0.8792 High Similarity NPD7819 Suspended
0.8792 High Similarity NPD2801 Approved
0.8792 High Similarity NPD7096 Clinical (unspecified phase)
0.8725 High Similarity NPD1934 Approved
0.8699 High Similarity NPD1512 Approved
0.869 High Similarity NPD6799 Approved
0.8671 High Similarity NPD7421 Clinical (unspecified phase)
0.8618 High Similarity NPD4381 Clinical (unspecified phase)
0.8611 High Similarity NPD3750 Approved
0.8553 High Similarity NPD7768 Phase 2
0.8542 High Similarity NPD2800 Approved
0.8526 High Similarity NPD7852 Clinical (unspecified phase)
0.8511 High Similarity NPD6651 Approved
0.8489 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8481 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8472 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8467 Intermediate Similarity NPD6599 Discontinued
0.8452 Intermediate Similarity NPD6959 Discontinued
0.8431 Intermediate Similarity NPD3882 Suspended
0.8414 Intermediate Similarity NPD1243 Approved
0.8366 Intermediate Similarity NPD3817 Phase 2
0.8333 Intermediate Similarity NPD1551 Phase 2
0.8333 Intermediate Similarity NPD2935 Discontinued
0.8291 Intermediate Similarity NPD6166 Phase 2
0.8291 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8291 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8272 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.8267 Intermediate Similarity NPD920 Approved
0.8267 Intermediate Similarity NPD5403 Approved
0.8264 Intermediate Similarity NPD3748 Approved
0.8264 Intermediate Similarity NPD2799 Discontinued
0.8258 Intermediate Similarity NPD3749 Approved
0.8243 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.8227 Intermediate Similarity NPD2313 Discontinued
0.8187 Intermediate Similarity NPD3818 Discontinued
0.8165 Intermediate Similarity NPD6232 Discontinued
0.8153 Intermediate Similarity NPD5494 Approved
0.8151 Intermediate Similarity NPD2344 Approved
0.8148 Intermediate Similarity NPD5953 Discontinued
0.8137 Intermediate Similarity NPD7054 Approved
0.8137 Intermediate Similarity NPD7286 Phase 2
0.8133 Intermediate Similarity NPD2534 Approved
0.8133 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.8133 Intermediate Similarity NPD2533 Approved
0.8133 Intermediate Similarity NPD5401 Approved
0.8133 Intermediate Similarity NPD2532 Approved
0.8129 Intermediate Similarity NPD1203 Approved
0.8125 Intermediate Similarity NPD7473 Discontinued
0.8108 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8099 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8099 Intermediate Similarity NPD3268 Approved
0.8086 Intermediate Similarity NPD7472 Approved
0.8086 Intermediate Similarity NPD7074 Phase 3
0.8074 Intermediate Similarity NPD1548 Phase 1
0.8037 Intermediate Similarity NPD6797 Phase 2
0.8014 Intermediate Similarity NPD7033 Discontinued
0.8014 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD2797 Approved
0.7988 Intermediate Similarity NPD6559 Discontinued
0.7988 Intermediate Similarity NPD7251 Discontinued
0.7971 Intermediate Similarity NPD422 Phase 1
0.7971 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7962 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7959 Intermediate Similarity NPD6100 Approved
0.7959 Intermediate Similarity NPD6099 Approved
0.7958 Intermediate Similarity NPD6832 Phase 2
0.7958 Intermediate Similarity NPD4908 Phase 1
0.7943 Intermediate Similarity NPD2798 Approved
0.7939 Intermediate Similarity NPD7808 Phase 3
0.7933 Intermediate Similarity NPD2309 Approved
0.7922 Intermediate Similarity NPD3226 Approved
0.7914 Intermediate Similarity NPD9717 Approved
0.7898 Intermediate Similarity NPD5402 Approved
0.7867 Intermediate Similarity NPD4628 Phase 3
0.7862 Intermediate Similarity NPD943 Approved
0.7862 Intermediate Similarity NPD919 Approved
0.7842 Intermediate Similarity NPD1610 Phase 2
0.7831 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7829 Intermediate Similarity NPD7390 Discontinued
0.7808 Intermediate Similarity NPD5124 Phase 1
0.7808 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD5844 Phase 1
0.7801 Intermediate Similarity NPD3225 Approved
0.78 Intermediate Similarity NPD2654 Approved
0.7791 Intermediate Similarity NPD4363 Phase 3
0.7791 Intermediate Similarity NPD4360 Phase 2
0.7785 Intermediate Similarity NPD2346 Discontinued
0.777 Intermediate Similarity NPD4308 Phase 3
0.7764 Intermediate Similarity NPD1247 Approved
0.7748 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7746 Intermediate Similarity NPD3266 Approved
0.7746 Intermediate Similarity NPD3267 Approved
0.7746 Intermediate Similarity NPD4361 Phase 2
0.7746 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7701 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7669 Intermediate Similarity NPD3926 Phase 2
0.766 Intermediate Similarity NPD3972 Approved
0.7655 Intermediate Similarity NPD4625 Phase 3
0.7651 Intermediate Similarity NPD1729 Discontinued
0.7603 Intermediate Similarity NPD1296 Phase 2
0.7568 Intermediate Similarity NPD1933 Approved
0.7564 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7562 Intermediate Similarity NPD4288 Approved
0.7554 Intermediate Similarity NPD9545 Approved
0.7536 Intermediate Similarity NPD9493 Approved
0.7535 Intermediate Similarity NPD1608 Approved
0.75 Intermediate Similarity NPD1465 Phase 2
0.75 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5711 Approved
0.75 Intermediate Similarity NPD4307 Phase 2
0.75 Intermediate Similarity NPD5710 Approved
0.7484 Intermediate Similarity NPD5890 Approved
0.7484 Intermediate Similarity NPD5889 Approved
0.7483 Intermediate Similarity NPD6798 Discontinued
0.7468 Intermediate Similarity NPD7458 Discontinued
0.7466 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7465 Intermediate Similarity NPD1201 Approved
0.745 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7445 Intermediate Similarity NPD1241 Discontinued
0.7436 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7421 Intermediate Similarity NPD6585 Discontinued
0.7403 Intermediate Similarity NPD7003 Approved
0.7397 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD7229 Phase 3
0.7383 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD1613 Approved
0.7379 Intermediate Similarity NPD1470 Approved
0.7379 Intermediate Similarity NPD1164 Approved
0.7374 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD5408 Approved
0.7368 Intermediate Similarity NPD5404 Approved
0.7368 Intermediate Similarity NPD5405 Approved
0.7368 Intermediate Similarity NPD5406 Approved
0.7365 Intermediate Similarity NPD3764 Approved
0.7365 Intermediate Similarity NPD411 Approved
0.7361 Intermediate Similarity NPD4749 Approved
0.7358 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD6104 Discontinued
0.7346 Intermediate Similarity NPD2296 Approved
0.7333 Intermediate Similarity NPD447 Suspended
0.7333 Intermediate Similarity NPD230 Phase 1
0.7329 Intermediate Similarity NPD1019 Discontinued
0.7324 Intermediate Similarity NPD17 Approved
0.7322 Intermediate Similarity NPD7584 Approved
0.732 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD1471 Phase 3
0.7305 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD1481 Phase 2
0.7278 Intermediate Similarity NPD5049 Phase 3
0.7273 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD7213 Phase 3
0.7261 Intermediate Similarity NPD7212 Phase 2
0.7257 Intermediate Similarity NPD4287 Approved
0.7255 Intermediate Similarity NPD4476 Approved
0.7255 Intermediate Similarity NPD4477 Approved
0.7254 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD2354 Approved
0.723 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD7199 Phase 2
0.7226 Intermediate Similarity NPD1652 Phase 2
0.7222 Intermediate Similarity NPD6844 Discontinued
0.7222 Intermediate Similarity NPD1535 Discovery
0.7219 Intermediate Similarity NPD6355 Discontinued
0.7219 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD5940 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD4662 Approved
0.7215 Intermediate Similarity NPD4661 Approved
0.7215 Intermediate Similarity NPD7447 Phase 1
0.7202 Intermediate Similarity NPD2403 Approved
0.72 Intermediate Similarity NPD6233 Phase 2
0.7192 Intermediate Similarity NPD1876 Approved
0.719 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7183 Intermediate Similarity NPD1894 Discontinued
0.7181 Intermediate Similarity NPD3027 Phase 3
0.7168 Intermediate Similarity NPD8312 Approved
0.7168 Intermediate Similarity NPD8313 Approved
0.7162 Intermediate Similarity NPD2861 Phase 2
0.7161 Intermediate Similarity NPD2424 Discontinued
0.7152 Intermediate Similarity NPD4060 Phase 1
0.7152 Intermediate Similarity NPD3140 Approved
0.7152 Intermediate Similarity NPD6971 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