Structure

Physi-Chem Properties

Molecular Weight:  107.07
Volume:  124.159
LogP:  1.824
LogD:  1.817
LogS:  -1.483
# Rotatable Bonds:  1
TPSA:  12.03
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.576
Synthetic Accessibility Score:  1.31
Fsp3:  0.143
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:  -4.358
MDCK Permeability:  5.162007437320426e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.005
Human Intestinal Absorption (HIA):  0.007
20% Bioavailability (F20%):  0.074
30% Bioavailability (F30%):  0.002

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.836
Plasma Protein Binding (PPB):  73.22505950927734%
Volume Distribution (VD):  2.378
Pgp-substrate:  23.152708053588867%

ADMET: Metabolism

CYP1A2-inhibitor:  0.958
CYP1A2-substrate:  0.773
CYP2C19-inhibitor:  0.471
CYP2C19-substrate:  0.697
CYP2C9-inhibitor:  0.112
CYP2C9-substrate:  0.45
CYP2D6-inhibitor:  0.03
CYP2D6-substrate:  0.828
CYP3A4-inhibitor:  0.047
CYP3A4-substrate:  0.19

ADMET: Excretion

Clearance (CL):  9.397
Half-life (T1/2):  0.822

ADMET: Toxicity

hERG Blockers:  0.023
Human Hepatotoxicity (H-HT):  0.125
Drug-inuced Liver Injury (DILI):  0.046
AMES Toxicity:  0.511
Rat Oral Acute Toxicity:  0.195
Maximum Recommended Daily Dose:  0.034
Skin Sensitization:  0.849
Carcinogencity:  0.442
Eye Corrosion:  0.728
Eye Irritation:  0.994
Respiratory Toxicity:  0.964

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

  Natural Product: NPC134825

Natural Product ID:  NPC134825
Common Name*:   N-Methylaniline
IUPAC Name:   N-methylaniline
Synonyms:   Methyl-Phenyl-Amine; N-Methylaniline
Standard InCHIKey:  AFBPFSWMIHJQDM-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C7H9N/c1-8-7-5-3-2-4-6-7/h2-6,8H,1H3
SMILES:  CNc1ccccc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL170781
PubChem CID:   7515
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004707] Organic nitrogen compounds
      • [CHEMONTID:0000278] Organonitrogen compounds
        • [CHEMONTID:0002449] Amines
          • [CHEMONTID:0003899] Aralkylamines
            • [CHEMONTID:0003924] Phenylalkylamines

*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
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. DOI[10.1016/0045-6535(91)90110-Y]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2004.07.004]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2005.08.001]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. retail stores, supermarkets and market stalls in Forssa and in the Helsinki area 2003–2005 DOI[10.1016/j.jfca.2006.05.007]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. 1996-Sep PMID[10352947]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. fruit n.a. PMID[10606547]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[12932131]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[15877880]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. Northeastern Regional Plant Introduction Station at Geneva 1966, 1967, and 1968 crop seasons PMID[18460139]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[20460582]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[21800857]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. root n.a. PMID[21800857]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. exocarp n.a. PMID[21800857]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24014097]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24128451]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[25172746]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[2831703]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[6821187]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[8910532]
NPO163 Daucus carota Species Apiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Resin, Exudate, Sap n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Pericarp n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Roots n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10082 Citrus unshiu Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10082 Citrus unshiu Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10082 Citrus unshiu Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO10082 Citrus unshiu Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10082 Citrus unshiu Species Rutaceae 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
NPO16501 NPC134825 Raw Fruit 1.31 1.31 1.31 mg/100g Database [DUKE]
NPO7576 NPC134825 Raw Leaf 0.03 0.03 0.03 mg/100g Database [DUKE]
NPO163 NPC134825 Raw Root 0.08 0.08 0.08 mg/100g Database [DUKE]

☑ 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
NPT210 Individual Protein Thyroid stimulating hormone receptor Homo sapiens Potency = 7943.3 nM PMID[514287]
NPT444 Individual Protein Ubiquitin carboxyl-terminal hydrolase 1 Homo sapiens Potency n.a. 35481.3 nM PMID[514288]
NPT446 Individual Protein Rap guanine nucleotide exchange factor 3 Homo sapiens Potency n.a. 70794.6 nM PMID[514288]
NPT2 Others Unspecified Potency n.a. 43625.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 10958.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 68519.9 nM PubChem BioAssay data set
NPT35 Others n.a. LogP > 19.0 n.a. PMID[514284]
NPT35 Others n.a. Log PNalk = 1.11 n.a. PMID[514285]
NPT27 Others Unspecified log Ks = 2.12 n.a. PMID[514286]
NPT2 Others Unspecified Potency = 1158.2 nM PMID[514288]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency n.a. 18526.0 nM PMID[514288]

☑ 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 NPC134825 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
0.8795 High Similarity NPC229477
0.8442 Intermediate Similarity NPC271732
0.825 Intermediate Similarity NPC301874
0.7755 Intermediate Similarity NPC313362
0.7732 Intermediate Similarity NPC474430
0.7683 Intermediate Similarity NPC66775
0.75 Intermediate Similarity NPC317642
0.7471 Intermediate Similarity NPC307456
0.7363 Intermediate Similarity NPC262295
0.7347 Intermediate Similarity NPC326792
0.7326 Intermediate Similarity NPC12857
0.7303 Intermediate Similarity NPC15839
0.73 Intermediate Similarity NPC328877
0.7283 Intermediate Similarity NPC111233
0.7283 Intermediate Similarity NPC30445
0.7283 Intermediate Similarity NPC297532
0.7273 Intermediate Similarity NPC291610
0.7204 Intermediate Similarity NPC173991
0.7128 Intermediate Similarity NPC92689
0.7087 Intermediate Similarity NPC434
0.7087 Intermediate Similarity NPC79618
0.7071 Intermediate Similarity NPC75496
0.7021 Intermediate Similarity NPC176858
0.7021 Intermediate Similarity NPC315403
0.7019 Intermediate Similarity NPC302790
0.6989 Remote Similarity NPC43655
0.6972 Remote Similarity NPC125416
0.6947 Remote Similarity NPC191444
0.6923 Remote Similarity NPC20322
0.6897 Remote Similarity NPC139658
0.6852 Remote Similarity NPC314141
0.6848 Remote Similarity NPC169016
0.6842 Remote Similarity NPC240134
0.6842 Remote Similarity NPC107135
0.6818 Remote Similarity NPC98269
0.6818 Remote Similarity NPC325662
0.6804 Remote Similarity NPC108800
0.6782 Remote Similarity NPC98976
0.6771 Remote Similarity NPC78154
0.6733 Remote Similarity NPC213774
0.6706 Remote Similarity NPC219246
0.6705 Remote Similarity NPC271642
0.6702 Remote Similarity NPC258046
0.6667 Remote Similarity NPC475915
0.6667 Remote Similarity NPC313673
0.6607 Remote Similarity NPC313449
0.6545 Remote Similarity NPC57051
0.6545 Remote Similarity NPC187036
0.6545 Remote Similarity NPC296163
0.6525 Remote Similarity NPC252794
0.6477 Remote Similarity NPC122327
0.6477 Remote Similarity NPC113000
0.6477 Remote Similarity NPC112609
0.6471 Remote Similarity NPC145754
0.6435 Remote Similarity NPC179605
0.6435 Remote Similarity NPC279385
0.6429 Remote Similarity NPC288232
0.64 Remote Similarity NPC476483
0.64 Remote Similarity NPC469330
0.6389 Remote Similarity NPC231655
0.6379 Remote Similarity NPC103292
0.6337 Remote Similarity NPC329430
0.6322 Remote Similarity NPC229235
0.6316 Remote Similarity NPC192209
0.6316 Remote Similarity NPC31651
0.6271 Remote Similarity NPC41174
0.6264 Remote Similarity NPC290638
0.626 Remote Similarity NPC476685
0.626 Remote Similarity NPC476687
0.626 Remote Similarity NPC476689
0.6239 Remote Similarity NPC164802
0.6222 Remote Similarity NPC276699
0.6211 Remote Similarity NPC104070
0.6211 Remote Similarity NPC119677
0.6207 Remote Similarity NPC177684
0.6207 Remote Similarity NPC291962
0.6207 Remote Similarity NPC226143
0.6198 Remote Similarity NPC469949
0.619 Remote Similarity NPC70201
0.6186 Remote Similarity NPC268534
0.616 Remote Similarity NPC316104
0.616 Remote Similarity NPC162417
0.616 Remote Similarity NPC253476
0.6154 Remote Similarity NPC112373
0.6154 Remote Similarity NPC161956
0.6154 Remote Similarity NPC258531
0.6147 Remote Similarity NPC172170
0.6132 Remote Similarity NPC83987
0.6117 Remote Similarity NPC471319
0.6117 Remote Similarity NPC471320
0.6111 Remote Similarity NPC173295
0.6102 Remote Similarity NPC257490
0.6083 Remote Similarity NPC192533
0.6075 Remote Similarity NPC311660
0.6071 Remote Similarity NPC27802
0.6034 Remote Similarity NPC148140
0.6033 Remote Similarity NPC27740
0.6019 Remote Similarity NPC108339
0.6019 Remote Similarity NPC38262
0.6019 Remote Similarity NPC256838
0.6016 Remote Similarity NPC29886
0.6016 Remote Similarity NPC325252
0.6016 Remote Similarity NPC261195
0.6016 Remote Similarity NPC321053
0.6 Remote Similarity NPC254698
0.6 Remote Similarity NPC143156
0.6 Remote Similarity NPC22079
0.6 Remote Similarity NPC37584
0.5984 Remote Similarity NPC322433
0.5984 Remote Similarity NPC146373
0.5984 Remote Similarity NPC166424
0.5984 Remote Similarity NPC245244
0.5983 Remote Similarity NPC81561
0.5983 Remote Similarity NPC228515
0.5982 Remote Similarity NPC226914
0.5969 Remote Similarity NPC84911
0.5968 Remote Similarity NPC472245
0.5963 Remote Similarity NPC313810
0.5952 Remote Similarity NPC82295
0.5946 Remote Similarity NPC76540
0.5943 Remote Similarity NPC316435
0.5938 Remote Similarity NPC198988
0.5935 Remote Similarity NPC250361
0.5934 Remote Similarity NPC299134
0.592 Remote Similarity NPC473587
0.5909 Remote Similarity NPC24060
0.5902 Remote Similarity NPC472244
0.5902 Remote Similarity NPC470343
0.5891 Remote Similarity NPC96102
0.5891 Remote Similarity NPC218268
0.5887 Remote Similarity NPC209389
0.5887 Remote Similarity NPC328590
0.5882 Remote Similarity NPC470926
0.5882 Remote Similarity NPC316582
0.5878 Remote Similarity NPC2823
0.5878 Remote Similarity NPC73767
0.5878 Remote Similarity NPC110126
0.5873 Remote Similarity NPC475428
0.5873 Remote Similarity NPC282398
0.5856 Remote Similarity NPC76327
0.5854 Remote Similarity NPC250476
0.5846 Remote Similarity NPC125746
0.5846 Remote Similarity NPC105127
0.584 Remote Similarity NPC473762
0.5833 Remote Similarity NPC469768
0.5833 Remote Similarity NPC215519
0.5833 Remote Similarity NPC472241
0.5833 Remote Similarity NPC469779
0.5833 Remote Similarity NPC469761
0.5833 Remote Similarity NPC469780
0.5833 Remote Similarity NPC469784
0.5833 Remote Similarity NPC469767
0.5833 Remote Similarity NPC469783
0.5827 Remote Similarity NPC179365
0.5827 Remote Similarity NPC475450
0.5816 Remote Similarity NPC133162
0.5812 Remote Similarity NPC84268
0.5806 Remote Similarity NPC35599
0.5806 Remote Similarity NPC476950
0.5798 Remote Similarity NPC54102
0.5798 Remote Similarity NPC162689
0.5794 Remote Similarity NPC323726
0.5789 Remote Similarity NPC469766
0.5785 Remote Similarity NPC39818
0.578 Remote Similarity NPC178681
0.5769 Remote Similarity NPC322040
0.5769 Remote Similarity NPC287358
0.576 Remote Similarity NPC150863
0.5758 Remote Similarity NPC43477
0.5752 Remote Similarity NPC255721
0.5746 Remote Similarity NPC190296
0.5746 Remote Similarity NPC320863
0.5746 Remote Similarity NPC311330
0.5726 Remote Similarity NPC218710
0.5726 Remote Similarity NPC222982
0.5714 Remote Similarity NPC194562
0.5714 Remote Similarity NPC280807
0.5714 Remote Similarity NPC264580
0.5714 Remote Similarity NPC279081
0.5714 Remote Similarity NPC2949
0.5714 Remote Similarity NPC59084
0.5714 Remote Similarity NPC89490
0.5714 Remote Similarity NPC473417
0.5714 Remote Similarity NPC314431
0.5714 Remote Similarity NPC115611
0.5714 Remote Similarity NPC9856
0.5704 Remote Similarity NPC472242
0.5702 Remote Similarity NPC9336
0.5691 Remote Similarity NPC46358
0.5672 Remote Similarity NPC473868
0.5672 Remote Similarity NPC63157
0.567 Remote Similarity NPC231986
0.5669 Remote Similarity NPC475105
0.5669 Remote Similarity NPC329896
0.5669 Remote Similarity NPC231382
0.5669 Remote Similarity NPC314098
0.5669 Remote Similarity NPC475090
0.5667 Remote Similarity NPC91958
0.5664 Remote Similarity NPC77294
0.5662 Remote Similarity NPC314372

  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 NPC134825 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
0.7755 Intermediate Similarity NPD233 Clinical (unspecified phase)
0.7476 Intermediate Similarity NPD2999 Approved
0.7476 Intermediate Similarity NPD3001 Approved
0.7404 Intermediate Similarity NPD561 Approved
0.7404 Intermediate Similarity NPD560 Approved
0.7347 Intermediate Similarity NPD479 Approved
0.7273 Intermediate Similarity NPD708 Approved
0.7273 Intermediate Similarity NPD4735 Approved
0.7273 Intermediate Similarity NPD4734 Approved
0.717 Intermediate Similarity NPD1311 Approved
0.7157 Intermediate Similarity NPD990 Approved
0.7157 Intermediate Similarity NPD993 Approved
0.7143 Intermediate Similarity NPD9270 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD1728 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD458 Approved
0.7083 Intermediate Similarity NPD462 Approved
0.7083 Intermediate Similarity NPD464 Approved
0.7083 Intermediate Similarity NPD463 Approved
0.7064 Intermediate Similarity NPD299 Phase 3
0.7021 Intermediate Similarity NPD9108 Approved
0.7 Intermediate Similarity NPD541 Approved
0.699 Remote Similarity NPD261 Approved
0.699 Remote Similarity NPD3546 Approved
0.699 Remote Similarity NPD1064 Approved
0.699 Remote Similarity NPD1065 Approved
0.699 Remote Similarity NPD3545 Approved
0.6981 Remote Similarity NPD526 Approved
0.6972 Remote Similarity NPD1312 Approved
0.6972 Remote Similarity NPD5244 Approved
0.6972 Remote Similarity NPD2464 Approved
0.6972 Remote Similarity NPD2467 Approved
0.6972 Remote Similarity NPD2463 Approved
0.6972 Remote Similarity NPD5245 Approved
0.6972 Remote Similarity NPD5243 Approved
0.6952 Remote Similarity NPD1108 Approved
0.6952 Remote Similarity NPD1107 Approved
0.6944 Remote Similarity NPD1813 Discontinued
0.6932 Remote Similarity NPD296 Approved
0.6932 Remote Similarity NPD295 Approved
0.6932 Remote Similarity NPD293 Approved
0.6923 Remote Similarity NPD4114 Approved
0.6923 Remote Similarity NPD4115 Approved
0.6923 Remote Similarity NPD278 Approved
0.6923 Remote Similarity NPD1824 Discontinued
0.6923 Remote Similarity NPD1054 Approved
0.6923 Remote Similarity NPD6300 Approved
0.6923 Remote Similarity NPD6299 Approved
0.6923 Remote Similarity NPD5253 Approved
0.6881 Remote Similarity NPD202 Clinical (unspecified phase)
0.6857 Remote Similarity NPD1342 Approved
0.6854 Remote Similarity NPD590 Approved
0.6854 Remote Similarity NPD589 Approved
0.6792 Remote Similarity NPD2522 Approved
0.6792 Remote Similarity NPD7633 Discontinued
0.6792 Remote Similarity NPD4116 Approved
0.6792 Remote Similarity NPD2520 Approved
0.6762 Remote Similarity NPD1111 Phase 3
0.6762 Remote Similarity NPD1112 Phase 3
0.6731 Remote Similarity NPD156 Phase 3
0.6729 Remote Similarity NPD9376 Approved
0.6727 Remote Similarity NPD1720 Phase 2
0.6727 Remote Similarity NPD1723 Phase 2
0.67 Remote Similarity NPD9352 Approved
0.6696 Remote Similarity NPD9392 Approved
0.6696 Remote Similarity NPD9396 Approved
0.6667 Remote Similarity NPD308 Approved
0.6667 Remote Similarity NPD2039 Approved
0.6667 Remote Similarity NPD3036 Approved
0.6667 Remote Similarity NPD3566 Approved
0.6667 Remote Similarity NPD9720 Approved
0.6667 Remote Similarity NPD2038 Approved
0.6667 Remote Similarity NPD3010 Approved
0.6667 Remote Similarity NPD9188 Approved
0.6667 Remote Similarity NPD9719 Approved
0.6667 Remote Similarity NPD3009 Approved
0.6667 Remote Similarity NPD2521 Approved
0.6667 Remote Similarity NPD3565 Approved
0.6667 Remote Similarity NPD2519 Approved
0.6667 Remote Similarity NPD2518 Approved
0.6637 Remote Similarity NPD1306 Clinical (unspecified phase)
0.6636 Remote Similarity NPD1539 Approved
0.6629 Remote Similarity NPD603 Approved
0.6607 Remote Similarity NPD153 Clinical (unspecified phase)
0.6607 Remote Similarity NPD7481 Approved
0.6607 Remote Similarity NPD7480 Approved
0.6596 Remote Similarity NPD9505 Clinical (unspecified phase)
0.6569 Remote Similarity NPD9353 Approved
0.6559 Remote Similarity NPD831 Approved
0.6559 Remote Similarity NPD830 Approved
0.6552 Remote Similarity NPD5787 Discontinued
0.6552 Remote Similarity NPD2964 Clinical (unspecified phase)
0.6549 Remote Similarity NPD922 Approved
0.6549 Remote Similarity NPD726 Discontinued
0.6545 Remote Similarity NPD5181 Approved
0.6545 Remote Similarity NPD5180 Approved
0.6545 Remote Similarity NPD2914 Approved
0.6545 Remote Similarity NPD2913 Approved
0.6545 Remote Similarity NPD2587 Approved
0.6545 Remote Similarity NPD5179 Approved
0.6542 Remote Similarity NPD1721 Clinical (unspecified phase)
0.6535 Remote Similarity NPD716 Approved
0.6525 Remote Similarity NPD572 Clinical (unspecified phase)
0.6525 Remote Similarity NPD9499 Clinical (unspecified phase)
0.6522 Remote Similarity NPD4811 Discontinued
0.6518 Remote Similarity NPD1171 Approved
0.65 Remote Similarity NPD5554 Approved
0.6496 Remote Similarity NPD2940 Approved
0.6496 Remote Similarity NPD2938 Approved
0.6495 Remote Similarity NPD9 Approved
0.6495 Remote Similarity NPD297 Approved
0.6489 Remote Similarity NPD785 Approved
0.6486 Remote Similarity NPD4085 Approved
0.6484 Remote Similarity NPD508 Approved
0.6484 Remote Similarity NPD507 Approved
0.6481 Remote Similarity NPD3548 Approved
0.6477 Remote Similarity NPD9592 Approved
0.6477 Remote Similarity NPD9590 Approved
0.6477 Remote Similarity NPD9588 Approved
0.6477 Remote Similarity NPD80 Approved
0.6477 Remote Similarity NPD9591 Approved
0.6477 Remote Similarity NPD9589 Approved
0.6477 Remote Similarity NPD9594 Approved
0.6477 Remote Similarity NPD9593 Approved
0.6471 Remote Similarity NPD9304 Approved
0.6466 Remote Similarity NPD9528 Approved
0.6466 Remote Similarity NPD9527 Approved
0.6441 Remote Similarity NPD8128 Discontinued
0.6436 Remote Similarity NPD2005 Discontinued
0.6429 Remote Similarity NPD2924 Approved
0.6429 Remote Similarity NPD2925 Approved
0.6422 Remote Similarity NPD909 Clinical (unspecified phase)
0.6417 Remote Similarity NPD3011 Approved
0.6417 Remote Similarity NPD2036 Approved
0.6417 Remote Similarity NPD3012 Approved
0.6417 Remote Similarity NPD3008 Approved
0.6415 Remote Similarity NPD563 Approved
0.6415 Remote Similarity NPD564 Approved
0.6413 Remote Similarity NPD5372 Approved
0.6413 Remote Similarity NPD5371 Approved
0.64 Remote Similarity NPD736 Approved
0.64 Remote Similarity NPD735 Approved
0.64 Remote Similarity NPD1394 Approved
0.6389 Remote Similarity NPD9099 Clinical (unspecified phase)
0.6389 Remote Similarity NPD9098 Phase 3
0.6387 Remote Similarity NPD1949 Approved
0.6387 Remote Similarity NPD1950 Approved
0.6379 Remote Similarity NPD1124 Approved
0.6379 Remote Similarity NPD1123 Approved
0.6372 Remote Similarity NPD3483 Approved
0.6372 Remote Similarity NPD6070 Approved
0.6372 Remote Similarity NPD3484 Approved
0.6372 Remote Similarity NPD269 Clinical (unspecified phase)
0.6372 Remote Similarity NPD6069 Approved
0.6364 Remote Similarity NPD3865 Approved
0.6364 Remote Similarity NPD7160 Approved
0.6364 Remote Similarity NPD4019 Clinical (unspecified phase)
0.6348 Remote Similarity NPD764 Phase 3
0.6339 Remote Similarity NPD5629 Discontinued
0.6337 Remote Similarity NPD665 Phase 2
0.6327 Remote Similarity NPD9349 Approved
0.6327 Remote Similarity NPD9348 Approved
0.6327 Remote Similarity NPD9351 Phase 3
0.6327 Remote Similarity NPD9350 Approved
0.6321 Remote Similarity NPD2795 Clinical (unspecified phase)
0.6316 Remote Similarity NPD1055 Approved
0.6316 Remote Similarity NPD1057 Approved
0.6316 Remote Similarity NPD9395 Approved
0.6316 Remote Similarity NPD2539 Approved
0.6316 Remote Similarity NPD313 Approved
0.6316 Remote Similarity NPD2538 Approved
0.6316 Remote Similarity NPD3005 Phase 3
0.6306 Remote Similarity NPD734 Approved
0.6303 Remote Similarity NPD2143 Discontinued
0.6296 Remote Similarity NPD2243 Clinical (unspecified phase)
0.6289 Remote Similarity NPD783 Approved
0.6289 Remote Similarity NPD782 Approved
0.6289 Remote Similarity NPD780 Approved
0.6289 Remote Similarity NPD781 Approved
0.6261 Remote Similarity NPD1668 Clinical (unspecified phase)
0.6261 Remote Similarity NPD9700 Clinical (unspecified phase)
0.625 Remote Similarity NPD292 Approved
0.625 Remote Similarity NPD3387 Approved
0.625 Remote Similarity NPD6900 Discontinued
0.625 Remote Similarity NPD294 Approved
0.625 Remote Similarity NPD1946 Clinical (unspecified phase)
0.6239 Remote Similarity NPD1517 Clinical (unspecified phase)
0.6239 Remote Similarity NPD477 Phase 1
0.623 Remote Similarity NPD3424 Clinical (unspecified phase)
0.623 Remote Similarity NPD8263 Discontinued
0.6218 Remote Similarity NPD1640 Clinical (unspecified phase)
0.6207 Remote Similarity NPD1056 Approved
0.6207 Remote Similarity NPD3498 Approved
0.6207 Remote Similarity NPD492 Approved
0.6207 Remote Similarity NPD3499 Approved
0.6198 Remote Similarity NPD6712 Approved
0.6198 Remote Similarity NPD6713 Approved
0.619 Remote Similarity NPD190 Phase 1
0.6186 Remote Similarity NPD9598 Discontinued
0.6179 Remote Similarity NPD5782 Phase 3
0.6174 Remote Similarity NPD2638 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