Structure

Physi-Chem Properties

Molecular Weight:  135.07
Volume:  147.609
LogP:  1.178
LogD:  1.091
LogS:  -1.591
# Rotatable Bonds:  2
TPSA:  29.1
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.623
Synthetic Accessibility Score:  1.113
Fsp3:  0.125
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.311
MDCK Permeability:  3.071964965783991e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.181
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.026
30% Bioavailability (F30%):  0.5

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.816
Plasma Protein Binding (PPB):  16.768634796142578%
Volume Distribution (VD):  1.126
Pgp-substrate:  66.60454559326172%

ADMET: Metabolism

CYP1A2-inhibitor:  0.834
CYP1A2-substrate:  0.689
CYP2C19-inhibitor:  0.203
CYP2C19-substrate:  0.817
CYP2C9-inhibitor:  0.034
CYP2C9-substrate:  0.262
CYP2D6-inhibitor:  0.017
CYP2D6-substrate:  0.518
CYP3A4-inhibitor:  0.012
CYP3A4-substrate:  0.41

ADMET: Excretion

Clearance (CL):  5.618
Half-life (T1/2):  0.845

ADMET: Toxicity

hERG Blockers:  0.037
Human Hepatotoxicity (H-HT):  0.262
Drug-inuced Liver Injury (DILI):  0.637
AMES Toxicity:  0.275
Rat Oral Acute Toxicity:  0.03
Maximum Recommended Daily Dose:  0.028
Skin Sensitization:  0.646
Carcinogencity:  0.359
Eye Corrosion:  0.063
Eye Irritation:  0.86
Respiratory Toxicity:  0.036

Download Data

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

  Natural Product: NPC307456

Natural Product ID:  NPC307456
Common Name*:   Acetanilide
IUPAC Name:   N-phenylacetamide
Synonyms:   Acetanilide; Antifebrin
Standard InCHIKey:  FZERHIULMFGESH-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C8H9NO/c1-7(10)9-8-5-3-2-4-6-8/h2-6H,1H3,(H,9,10)
SMILES:  CC(=Nc1ccccc1)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL269644
PubChem CID:   904
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives

*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
NPO5420 Temnopleurus toreumaticus Species Temnopleuridae 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
NPT1761 Cell Line Erythroleukemia cell line Concentration = 4.0 mM PMID[468458]
NPT1761 Cell Line Erythroleukemia cell line Cell growth = 75.0 % PMID[468458]
NPT1761 Cell Line Erythroleukemia cell line Cell growth = 65.0 % PMID[468458]
NPT1761 Cell Line Erythroleukemia cell line Benzidine positive cells = 71.0 % PMID[468458]
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 31622.8 nM PMID[468465]
NPT43 Individual Protein Tyrosinase Agaricus bisporus IC50 > 1000000.0 nM PMID[468473]
NPT43 Individual Protein Tyrosinase Agaricus bisporus KSV = 1.0 10'3/M PMID[468473]
NPT2739 Individual Protein Tyrosinase Mus musculus Inhibition = 105.0 % PMID[468473]
NPT2739 Individual Protein Tyrosinase Mus musculus Inhibition = 103.0 % PMID[468473]
NPT2739 Individual Protein Tyrosinase Mus musculus Inhibition = 102.0 % PMID[468473]
NPT2739 Individual Protein Tyrosinase Mus musculus Inhibition = 99.0 % PMID[468473]
NPT35 Others n.a. LogP = -1.76 n.a. PMID[468457]
NPT35 Others n.a. LogP = 1.13 n.a. PMID[468457]
NPT35 Others n.a. Log S = -1.33 n.a. PMID[468459]
NPT35 Others n.a. LogP = 1.16 n.a. PMID[468460]
NPT35 Others n.a. LogP = 1.16 n.a. PMID[468461]
NPT27 Others Unspecified Log Phep = -1.54 n.a. PMID[468461]
NPT35 Others n.a. Log PNalk = -1.7 n.a. PMID[468463]
NPT27 Others Unspecified log Ks = 2.2 n.a. PMID[468464]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency n.a. 60.1 nM PMID[468465]
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 96.78 % PMID[468466]
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 100.23 % PMID[468466]
NPT35 Others n.a. LogP = 0.88 n.a. PMID[468467]
NPT35 Others n.a. LogP = 1.16 n.a. PMID[468467]
NPT2 Others Unspecified log1/Ki = 1.89 n.a. PMID[468468]
NPT35 Others n.a. LogP = 1.16 n.a. PMID[468469]
NPT35 Others n.a. LogD = 1.16 n.a. PMID[468469]
NPT977 Tissue Colon Rattus norvegicus log%Abs = 1.56 n.a. PMID[468469]
NPT35 Others n.a. pKa = 6.5 n.a. PMID[468469]
NPT35 Others n.a. pKa = 5.0 n.a. PMID[468469]
NPT20625 TISSUE Small intestine Rattus norvegicus log%Abs = 1.62 n.a. PMID[468469]
NPT35 Others n.a. LogP = 1.16 n.a. PMID[468470]
NPT35 Others n.a. LogP = 1.14 n.a. PMID[468470]
NPT35 Others n.a. log K = -0.94 n.a. PMID[468471]
NPT35 Others n.a. Retention_time = 0.811 min PMID[468471]
NPT2 Others Unspecified AC50 n.a. 3162.3 nM PMID[468472]
NPT2 Others Unspecified Ac50 n.a. 3.162 uM PMID[468472]
NPT2 Others Unspecified Ac50 n.a. 39.81 uM PMID[468472]
NPT2 Others Unspecified AC50 n.a. 39810.7 nM PMID[468472]
NPT27 Others Unspecified Survival = 116.0 % PMID[468473]
NPT35 Others n.a. LogD = 1.2 n.a. PMID[468474]
NPT35 Others n.a. LogD = 0.7 n.a. PMID[468474]
NPT35 Others n.a. LogP = 1.0 n.a. PMID[468474]
NPT713 Individual Protein Bile salt export pump Homo sapiens IC50 > 1000000.0 nM PMID[468475]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition index = 0.25 n.a. PMID[468478]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 6.86 % PMID[468479]
NPT22586 SINGLE PROTEIN Nicotinate phosphoribosyltransferase Homo sapiens Ki = 1.0 nM PMID[468480]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = 23.77 % PMID[468481]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 0.1 % PMID[468482]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 20000.0 nM PMID[468483]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 19952.62 nM PMID[468483]
NPT2 Others Unspecified Potency n.a. 61441.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 2198.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 68938.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 1059.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 21984.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 29847 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 33491.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 2391.4 nM PubChem BioAssay data set

☑ 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 NPC307456 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.974 High Similarity NPC15839
0.8929 High Similarity NPC78154
0.8488 Intermediate Similarity NPC92689
0.8409 Intermediate Similarity NPC476483
0.8333 Intermediate Similarity NPC66775
0.7949 Intermediate Similarity NPC271732
0.7778 Intermediate Similarity NPC301874
0.7576 Intermediate Similarity NPC76327
0.7526 Intermediate Similarity NPC178681
0.7471 Intermediate Similarity NPC134825
0.7444 Intermediate Similarity NPC297532
0.7426 Intermediate Similarity NPC255721
0.7374 Intermediate Similarity NPC313810
0.7353 Intermediate Similarity NPC9336
0.7347 Intermediate Similarity NPC474430
0.7303 Intermediate Similarity NPC229477
0.7143 Intermediate Similarity NPC473031
0.7143 Intermediate Similarity NPC264782
0.7065 Intermediate Similarity NPC111233
0.7065 Intermediate Similarity NPC30445
0.7041 Intermediate Similarity NPC75496
0.6989 Remote Similarity NPC470877
0.697 Remote Similarity NPC326792
0.6957 Remote Similarity NPC262295
0.6916 Remote Similarity NPC205652
0.6916 Remote Similarity NPC470550
0.6915 Remote Similarity NPC471307
0.6915 Remote Similarity NPC209764
0.6915 Remote Similarity NPC159178
0.6915 Remote Similarity NPC78041
0.6915 Remote Similarity NPC141139
0.6915 Remote Similarity NPC121872
0.6915 Remote Similarity NPC74936
0.6809 Remote Similarity NPC173991
0.6809 Remote Similarity NPC107135
0.6809 Remote Similarity NPC315403
0.6809 Remote Similarity NPC176858
0.6774 Remote Similarity NPC43655
0.6737 Remote Similarity NPC191444
0.6731 Remote Similarity NPC37584
0.6701 Remote Similarity NPC471309
0.67 Remote Similarity NPC213774
0.6636 Remote Similarity NPC147957
0.6634 Remote Similarity NPC70201
0.6598 Remote Similarity NPC108800
0.6571 Remote Similarity NPC20322
0.6549 Remote Similarity NPC317564
0.6526 Remote Similarity NPC12429
0.6509 Remote Similarity NPC164802
0.6505 Remote Similarity NPC311660
0.6489 Remote Similarity NPC203076
0.6458 Remote Similarity NPC240134
0.6442 Remote Similarity NPC256838
0.6437 Remote Similarity NPC299134
0.6421 Remote Similarity NPC471638
0.6415 Remote Similarity NPC172170
0.6413 Remote Similarity NPC14326
0.641 Remote Similarity NPC205946
0.641 Remote Similarity NPC474926
0.6408 Remote Similarity NPC291610
0.6392 Remote Similarity NPC316108
0.6379 Remote Similarity NPC328683
0.6379 Remote Similarity NPC283130
0.6364 Remote Similarity NPC314141
0.6364 Remote Similarity NPC98976
0.6364 Remote Similarity NPC296163
0.6354 Remote Similarity NPC262393
0.6327 Remote Similarity NPC226438
0.6327 Remote Similarity NPC245259
0.6325 Remote Similarity NPC317758
0.6303 Remote Similarity NPC476950
0.63 Remote Similarity NPC161972
0.63 Remote Similarity NPC303045
0.6292 Remote Similarity NPC271642
0.6275 Remote Similarity NPC317642
0.6271 Remote Similarity NPC325013
0.6262 Remote Similarity NPC44836
0.625 Remote Similarity NPC150863
0.6238 Remote Similarity NPC25565
0.6226 Remote Similarity NPC313362
0.6224 Remote Similarity NPC476160
0.6222 Remote Similarity NPC98269
0.6222 Remote Similarity NPC325662
0.6216 Remote Similarity NPC187036
0.6216 Remote Similarity NPC57051
0.6214 Remote Similarity NPC323726
0.6211 Remote Similarity NPC3210
0.6204 Remote Similarity NPC302790
0.619 Remote Similarity NPC202613
0.619 Remote Similarity NPC471317
0.619 Remote Similarity NPC471310
0.6186 Remote Similarity NPC315632
0.6176 Remote Similarity NPC473501
0.6176 Remote Similarity NPC475439
0.6154 Remote Similarity NPC12857
0.614 Remote Similarity NPC148140
0.614 Remote Similarity NPC192209
0.6139 Remote Similarity NPC58674
0.6136 Remote Similarity NPC244738
0.6132 Remote Similarity NPC328877
0.6132 Remote Similarity NPC38262
0.6116 Remote Similarity NPC197680
0.6116 Remote Similarity NPC101372
0.6116 Remote Similarity NPC259098
0.6106 Remote Similarity NPC222982
0.6106 Remote Similarity NPC143156
0.6106 Remote Similarity NPC288232
0.6098 Remote Similarity NPC313466
0.6092 Remote Similarity NPC219246
0.6091 Remote Similarity NPC226914
0.6087 Remote Similarity NPC81561
0.6078 Remote Similarity NPC471319
0.6078 Remote Similarity NPC471320
0.6071 Remote Similarity NPC322735
0.6066 Remote Similarity NPC226662
0.6066 Remote Similarity NPC472245
0.6066 Remote Similarity NPC314431
0.6066 Remote Similarity NPC280807
0.6058 Remote Similarity NPC12730
0.6055 Remote Similarity NPC231655
0.6022 Remote Similarity NPC192623
0.6019 Remote Similarity NPC311242
0.6019 Remote Similarity NPC24060
0.6018 Remote Similarity NPC329190
0.6016 Remote Similarity NPC316746
0.6 Remote Similarity NPC31651
0.6 Remote Similarity NPC313449
0.6 Remote Similarity NPC470127
0.6 Remote Similarity NPC297584
0.6 Remote Similarity NPC184437
0.5984 Remote Similarity NPC278451
0.5981 Remote Similarity NPC275467
0.598 Remote Similarity NPC108339
0.5968 Remote Similarity NPC476687
0.5968 Remote Similarity NPC476689
0.5968 Remote Similarity NPC476685
0.5963 Remote Similarity NPC434
0.5963 Remote Similarity NPC79618
0.5948 Remote Similarity NPC264580
0.5946 Remote Similarity NPC329358
0.5932 Remote Similarity NPC215519
0.5918 Remote Similarity NPC198747
0.5905 Remote Similarity NPC316435
0.5902 Remote Similarity NPC478079
0.59 Remote Similarity NPC172128
0.5897 Remote Similarity NPC226143
0.5897 Remote Similarity NPC54102
0.5897 Remote Similarity NPC291962
0.5897 Remote Similarity NPC162689
0.5897 Remote Similarity NPC177684
0.5889 Remote Similarity NPC112609
0.5889 Remote Similarity NPC113000
0.5889 Remote Similarity NPC122327
0.5887 Remote Similarity NPC473987
0.5882 Remote Similarity NPC39818
0.5868 Remote Similarity NPC470343
0.5868 Remote Similarity NPC472244
0.5859 Remote Similarity NPC325441
0.5859 Remote Similarity NPC287358
0.5847 Remote Similarity NPC161956
0.5847 Remote Similarity NPC279385
0.5847 Remote Similarity NPC179605
0.5847 Remote Similarity NPC258531
0.5847 Remote Similarity NPC112373
0.5833 Remote Similarity NPC113326
0.5833 Remote Similarity NPC41174
0.5833 Remote Similarity NPC194390
0.5833 Remote Similarity NPC88267
0.5833 Remote Similarity NPC104070
0.5833 Remote Similarity NPC224610
0.5798 Remote Similarity NPC257490
0.5798 Remote Similarity NPC103292
0.5794 Remote Similarity NPC83987
0.5794 Remote Similarity NPC256893
0.5781 Remote Similarity NPC159589
0.5772 Remote Similarity NPC151779
0.5769 Remote Similarity NPC243162
0.5761 Remote Similarity NPC139658
0.5752 Remote Similarity NPC27802
0.5748 Remote Similarity NPC313352
0.5743 Remote Similarity NPC258627
0.5741 Remote Similarity NPC164859
0.5741 Remote Similarity NPC178902
0.5738 Remote Similarity NPC122718
0.5736 Remote Similarity NPC122553
0.5736 Remote Similarity NPC166667
0.5733 Remote Similarity NPC11150
0.573 Remote Similarity NPC229235
0.5728 Remote Similarity NPC469330
0.5727 Remote Similarity NPC327481
0.5727 Remote Similarity NPC473498
0.5726 Remote Similarity NPC471311
0.5726 Remote Similarity NPC471313
0.5725 Remote Similarity NPC314113
0.5725 Remote Similarity NPC316202
0.5714 Remote Similarity NPC53044
0.5714 Remote Similarity NPC472258
0.5714 Remote Similarity NPC207428
0.5703 Remote Similarity NPC300299
0.5701 Remote Similarity NPC469457

  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 NPC307456 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
0.8409 Intermediate Similarity NPD1394 Approved
0.8315 Intermediate Similarity NPD665 Phase 2
0.7766 Intermediate Similarity NPD9353 Approved
0.7684 Intermediate Similarity NPD190 Phase 1
0.7604 Intermediate Similarity NPD1417 Approved
0.7604 Intermediate Similarity NPD1419 Approved
0.7576 Intermediate Similarity NPD9507 Approved
0.7553 Intermediate Similarity NPD9352 Approved
0.7526 Intermediate Similarity NPD2244 Clinical (unspecified phase)
0.7426 Intermediate Similarity NPD1108 Approved
0.7426 Intermediate Similarity NPD1107 Approved
0.7374 Intermediate Similarity NPD563 Approved
0.7374 Intermediate Similarity NPD564 Approved
0.7245 Intermediate Similarity NPD9475 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD464 Approved
0.7234 Intermediate Similarity NPD462 Approved
0.7234 Intermediate Similarity NPD463 Approved
0.7228 Intermediate Similarity NPD2243 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD181 Approved
0.72 Intermediate Similarity NPD156 Phase 3
0.7157 Intermediate Similarity NPD2679 Approved
0.7157 Intermediate Similarity NPD2678 Approved
0.7157 Intermediate Similarity NPD7156 Discontinued
0.7143 Intermediate Similarity NPD453 Phase 1
0.7143 Intermediate Similarity NPD452 Phase 1
0.7143 Intermediate Similarity NPD456 Approved
0.7075 Intermediate Similarity NPD5631 Phase 3
0.7059 Intermediate Similarity NPD458 Approved
0.7009 Intermediate Similarity NPD224 Phase 2
0.7009 Intermediate Similarity NPD9342 Approved
0.697 Remote Similarity NPD479 Approved
0.6957 Remote Similarity NPD187 Approved
0.6947 Remote Similarity NPD6690 Approved
0.6939 Remote Similarity NPD9304 Approved
0.6931 Remote Similarity NPD1728 Clinical (unspecified phase)
0.69 Remote Similarity NPD708 Approved
0.6887 Remote Similarity NPD1762 Approved
0.6887 Remote Similarity NPD1764 Approved
0.6881 Remote Similarity NPD254 Approved
0.6875 Remote Similarity NPD1080 Approved
0.6822 Remote Similarity NPD3147 Approved
0.6822 Remote Similarity NPD2658 Approved
0.6822 Remote Similarity NPD3148 Approved
0.6822 Remote Similarity NPD3149 Approved
0.6822 Remote Similarity NPD2659 Approved
0.6822 Remote Similarity NPD23 Approved
0.6822 Remote Similarity NPD3150 Approved
0.6809 Remote Similarity NPD9108 Approved
0.6757 Remote Similarity NPD2212 Approved
0.6757 Remote Similarity NPD2210 Approved
0.6735 Remote Similarity NPD2507 Clinical (unspecified phase)
0.6731 Remote Similarity NPD6300 Approved
0.6731 Remote Similarity NPD1111 Phase 3
0.6731 Remote Similarity NPD1112 Phase 3
0.6731 Remote Similarity NPD6299 Approved
0.6727 Remote Similarity NPD457 Approved
0.6698 Remote Similarity NPD9376 Approved
0.6697 Remote Similarity NPD2622 Approved
0.6637 Remote Similarity NPD1079 Discontinued
0.6636 Remote Similarity NPD1344 Phase 2
0.6635 Remote Similarity NPD1064 Approved
0.6635 Remote Similarity NPD1065 Approved
0.6633 Remote Similarity NPD9188 Approved
0.6604 Remote Similarity NPD1539 Approved
0.6571 Remote Similarity NPD1054 Approved
0.6549 Remote Similarity NPD1525 Approved
0.6522 Remote Similarity NPD522 Approved
0.6514 Remote Similarity NPD1682 Approved
0.6514 Remote Similarity NPD1680 Approved
0.6514 Remote Similarity NPD1681 Approved
0.6509 Remote Similarity NPD1342 Approved
0.6509 Remote Similarity NPD477 Phase 1
0.65 Remote Similarity NPD716 Approved
0.6491 Remote Similarity NPD5770 Phase 3
0.6486 Remote Similarity NPD1596 Approved
0.6486 Remote Similarity NPD6660 Discontinued
0.6435 Remote Similarity NPD2131 Approved
0.6429 Remote Similarity NPD1812 Approved
0.6429 Remote Similarity NPD1814 Approved
0.6415 Remote Similarity NPD445 Discontinued
0.641 Remote Similarity NPD1036 Approved
0.641 Remote Similarity NPD1324 Clinical (unspecified phase)
0.641 Remote Similarity NPD1041 Discontinued
0.6408 Remote Similarity NPD4735 Approved
0.6408 Remote Similarity NPD4734 Approved
0.6379 Remote Similarity NPD478 Approved
0.6379 Remote Similarity NPD1498 Approved
0.6356 Remote Similarity NPD2113 Approved
0.6348 Remote Similarity NPD1236 Phase 3
0.6339 Remote Similarity NPD1171 Approved
0.633 Remote Similarity NPD308 Approved
0.633 Remote Similarity NPD3865 Approved
0.6321 Remote Similarity NPD990 Approved
0.6321 Remote Similarity NPD993 Approved
0.6316 Remote Similarity NPD492 Approved
0.6316 Remote Similarity NPD764 Phase 3
0.6316 Remote Similarity NPD759 Approved
0.6306 Remote Similarity NPD1813 Discontinued
0.6303 Remote Similarity NPD2146 Clinical (unspecified phase)
0.63 Remote Similarity NPD1081 Clinical (unspecified phase)
0.6283 Remote Similarity NPD313 Approved
0.6275 Remote Similarity NPD9270 Clinical (unspecified phase)
0.6262 Remote Similarity NPD1824 Discontinued
0.6261 Remote Similarity NPD2338 Clinical (unspecified phase)
0.625 Remote Similarity NPD4895 Clinical (unspecified phase)
0.625 Remote Similarity NPD1781 Discontinued
0.6239 Remote Similarity NPD7461 Approved
0.6238 Remote Similarity NPD2895 Discontinued
0.6228 Remote Similarity NPD18 Approved
0.6228 Remote Similarity NPD1216 Clinical (unspecified phase)
0.6228 Remote Similarity NPD922 Approved
0.6226 Remote Similarity NPD414 Discontinued
0.6222 Remote Similarity NPD603 Approved
0.6216 Remote Similarity NPD3387 Approved
0.6216 Remote Similarity NPD5179 Approved
0.6216 Remote Similarity NPD5180 Approved
0.6216 Remote Similarity NPD5181 Approved
0.6198 Remote Similarity NPD1271 Clinical (unspecified phase)
0.6198 Remote Similarity NPD4019 Clinical (unspecified phase)
0.6198 Remote Similarity NPD6359 Clinical (unspecified phase)
0.6168 Remote Similarity NPD3545 Approved
0.6168 Remote Similarity NPD3546 Approved
0.6168 Remote Similarity NPD261 Approved
0.6167 Remote Similarity NPD1516 Approved
0.6167 Remote Similarity NPD7904 Phase 2
0.6148 Remote Similarity NPD1619 Phase 3
0.6148 Remote Similarity NPD1001 Discontinued
0.6148 Remote Similarity NPD5782 Phase 3
0.614 Remote Similarity NPD2638 Clinical (unspecified phase)
0.6136 Remote Similarity NPD9728 Phase 1
0.6132 Remote Similarity NPD2795 Clinical (unspecified phase)
0.6129 Remote Similarity NPD472 Approved
0.6121 Remote Similarity NPD1299 Clinical (unspecified phase)
0.6116 Remote Similarity NPD973 Discontinued
0.6116 Remote Similarity NPD1584 Clinical (unspecified phase)
0.6111 Remote Similarity NPD4115 Approved
0.6111 Remote Similarity NPD278 Approved
0.6111 Remote Similarity NPD4114 Approved
0.6111 Remote Similarity NPD5253 Approved
0.6102 Remote Similarity NPD3622 Clinical (unspecified phase)
0.6102 Remote Similarity NPD3623 Clinical (unspecified phase)
0.6095 Remote Similarity NPD1540 Approved
0.6087 Remote Similarity NPD507 Approved
0.6087 Remote Similarity NPD9476 Approved
0.6087 Remote Similarity NPD5657 Phase 3
0.6087 Remote Similarity NPD508 Approved
0.6075 Remote Similarity NPD233 Clinical (unspecified phase)
0.6071 Remote Similarity NPD1175 Approved
0.6071 Remote Similarity NPD1656 Phase 2
0.6068 Remote Similarity NPD678 Discontinued
0.6068 Remote Similarity NPD3582 Approved
0.6055 Remote Similarity NPD476 Approved
0.6055 Remote Similarity NPD9099 Clinical (unspecified phase)
0.6055 Remote Similarity NPD9098 Phase 3
0.6053 Remote Similarity NPD2467 Approved
0.6053 Remote Similarity NPD6069 Approved
0.6053 Remote Similarity NPD6070 Approved
0.6053 Remote Similarity NPD733 Approved
0.6053 Remote Similarity NPD2463 Approved
0.6053 Remote Similarity NPD732 Approved
0.6053 Remote Similarity NPD2464 Approved
0.6048 Remote Similarity NPD1874 Clinical (unspecified phase)
0.6048 Remote Similarity NPD2112 Phase 2
0.6048 Remote Similarity NPD1316 Discontinued
0.6038 Remote Similarity NPD1542 Approved
0.6038 Remote Similarity NPD5103 Approved
0.6036 Remote Similarity NPD526 Approved
0.6034 Remote Similarity NPD1479 Clinical (unspecified phase)
0.6034 Remote Similarity NPD1056 Approved
0.6023 Remote Similarity NPD292 Approved
0.6023 Remote Similarity NPD294 Approved
0.6022 Remote Similarity NPD5371 Approved
0.6022 Remote Similarity NPD5372 Approved
0.6019 Remote Similarity NPD9070 Clinical (unspecified phase)
0.6018 Remote Similarity NPD286 Approved
0.6016 Remote Similarity NPD1500 Approved
0.6016 Remote Similarity NPD4857 Phase 1
0.6 Remote Similarity NPD2520 Approved
0.6 Remote Similarity NPD2522 Approved
0.6 Remote Similarity NPD7480 Approved
0.6 Remote Similarity NPD4760 Clinical (unspecified phase)
0.6 Remote Similarity NPD3080 Clinical (unspecified phase)
0.6 Remote Similarity NPD9247 Phase 3
0.6 Remote Similarity NPD756 Suspended
0.6 Remote Similarity NPD7633 Discontinued
0.6 Remote Similarity NPD7481 Approved
0.6 Remote Similarity NPD1393 Approved
0.6 Remote Similarity NPD4116 Approved
0.6 Remote Similarity NPD3034 Discontinued
0.6 Remote Similarity NPD1055 Approved
0.6 Remote Similarity NPD1057 Approved
0.5984 Remote Similarity NPD2036 Approved
0.5984 Remote Similarity NPD9701 Discontinued
0.5983 Remote Similarity NPD6892 Discontinued
0.5982 Remote Similarity NPD561 Approved
0.5982 Remote Similarity NPD734 Approved
0.5982 Remote Similarity NPD560 Approved
0.5981 Remote Similarity NPD3407 Phase 3
0.5968 Remote Similarity NPD2322 Discovery
0.5968 Remote Similarity NPD1502 Approved

  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