Structure

Physi-Chem Properties

Molecular Weight:  143.07
Volume:  162.218
LogP:  2.392
LogD:  2.479
LogS:  -2.733
# Rotatable Bonds:  0
TPSA:  26.02
# H-Bond Aceptor:  1
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.563
Synthetic Accessibility Score:  1.479
Fsp3:  0.0
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:  -4.415
MDCK Permeability:  2.995090289914515e-05
Pgp-inhibitor:  0.002
Pgp-substrate:  0.669
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.966
30% Bioavailability (F30%):  0.954

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.795
Plasma Protein Binding (PPB):  83.21424102783203%
Volume Distribution (VD):  2.702
Pgp-substrate:  14.482704162597656%

ADMET: Metabolism

CYP1A2-inhibitor:  0.984
CYP1A2-substrate:  0.843
CYP2C19-inhibitor:  0.785
CYP2C19-substrate:  0.567
CYP2C9-inhibitor:  0.344
CYP2C9-substrate:  0.478
CYP2D6-inhibitor:  0.561
CYP2D6-substrate:  0.914
CYP3A4-inhibitor:  0.169
CYP3A4-substrate:  0.184

ADMET: Excretion

Clearance (CL):  10.127
Half-life (T1/2):  0.31

ADMET: Toxicity

hERG Blockers:  0.069
Human Hepatotoxicity (H-HT):  0.07
Drug-inuced Liver Injury (DILI):  0.556
AMES Toxicity:  0.89
Rat Oral Acute Toxicity:  0.269
Maximum Recommended Daily Dose:  0.082
Skin Sensitization:  0.919
Carcinogencity:  0.839
Eye Corrosion:  0.391
Eye Irritation:  0.995
Respiratory Toxicity:  0.982

Download Data

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

  Natural Product: NPC108800

Natural Product ID:  NPC108800
Common Name*:   Naphthalen-1-Amine
IUPAC Name:   naphthalen-1-amine
Synonyms:   1-Naphthylamine; Naphthalen-1-ylamine
Standard InCHIKey:  RUFPHBVGCFYCNW-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C10H9N/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,11H2
SMILES:  Nc1cccc2c1cccc2
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL57394
PubChem CID:   8640
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000023] Naphthalenes

*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
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[12932131]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[20460582]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[25172746]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[8910532]
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]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Pericarp n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16501 Capsicum annuum Species Solanaceae 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]
NPO16501 Capsicum annuum Species Solanaceae 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
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 54941 nM PubChem BioAssay data set
NPT163 Individual Protein Nuclear factor NF-kappa-B p105 subunit Homo sapiens Potency n.a. 48966.2 nM PubChem BioAssay data set
NPT589 Individual Protein Serum albumin Bos taurus Log 1/C = 3.94 n.a. PMID[553479]
NPT347 Cell Line Lymphoblastoid cells Homo sapiens Potency = 39810.7 nM PMID[553480]
NPT347 Cell Line Lymphoblastoid cells Homo sapiens Potency = 50118.7 nM PMID[553480]
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 31622.8 nM PMID[553480]
NPT210 Individual Protein Thyroid stimulating hormone receptor Homo sapiens Potency = 39810.7 nM PMID[553480]
NPT347 Cell Line Lymphoblastoid cells Homo sapiens Potency = 79432.8 nM PMID[553480]
NPT151 Individual Protein 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens Potency = 10000.0 nM PMID[553480]
NPT347 Cell Line Lymphoblastoid cells Homo sapiens Potency = 25118.9 nM PMID[553480]
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens Potency = 31622.8 nM PMID[553480]
NPT155 Individual Protein Aryl hydrocarbon receptor Homo sapiens Potency n.a. 44668.4 nM PMID[553480]
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 37578.0 nM PMID[553480]
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 8412.7 nM PMID[553480]
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency n.a. 3981.1 nM PMID[553480]
NPT2653 Individual Protein Histone acetyltransferase KAT8 Homo sapiens IC50 = 181000.0 nM PMID[553484]
NPT2 Others Unspecified Potency n.a. 24688.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 68589.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 615 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 27472.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 27306 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 24541.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 22003.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 2187.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 9770 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 69008.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 22 nM PubChem BioAssay data set
NPT74 Individual Protein Proto-oncogene c-JUN Homo sapiens Potency n.a. 27535.7 nM PubChem BioAssay data set
NPT74 Individual Protein Proto-oncogene c-JUN Homo sapiens Potency n.a. 69581.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 12373.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 243.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 9828.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 43641.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 21822.4 nM PubChem BioAssay data set
NPT25145 UNKNOWN Polycyclic aromatic hydrocarbon binding protein Mus musculus Delta Gm = 14.4 n.a. PMID[553478]
NPT27 Others Unspecified Log k' w = 2.203 n.a. PMID[553479]
NPT35 Others n.a. LogP = 2.26 n.a. PMID[553479]
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 19952.6 nM PMID[553480]
NPT901 Individual Protein UDP-glucuronosyltransferase 1-1 Homo sapiens Activity = 0.0 pm/min/mg PMID[553481]
NPT699 Individual Protein UDP-glucuronosyltransferase 1-10 Homo sapiens Activity = 0.0 pm/min/mg PMID[553481]
NPT694 Individual Protein UDP-glucuronosyltransferase 1-3 Homo sapiens Activity = 12.0 pm/min/mg PMID[553481]
NPT902 Individual Protein UDP-glucuronosyltransferase 1A4 Homo sapiens Activity = 360.0 pm/min/mg PMID[553481]
NPT702 Individual Protein UDP-glucuronosyltransferase 1-6 Homo sapiens Activity = 10600.0 pm/min/mg PMID[553481]
NPT903 Individual Protein UDP-glucuronosyltransferase 1-7 Homo sapiens Activity = 0.0 pm/min/mg PMID[553481]
NPT703 Individual Protein UDP-glucuronosyltransferase 1-9 Homo sapiens Activity = 1800.0 pm/min/mg PMID[553481]
NPT696 Individual Protein UDP-glucuronosyltransferase 2A1 Homo sapiens Activity = 22.0 pm/min/mg PMID[553481]
NPT704 Individual Protein UDP-glucuronosyltransferase 2B15 Homo sapiens Activity = 0.0 pm/min/mg PMID[553481]

☑ 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 NPC108800 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
0.8989 High Similarity NPC176858
0.8889 High Similarity NPC191444
0.8687 High Similarity NPC79618
0.8542 High Similarity NPC323726
0.8317 Intermediate Similarity NPC434
0.8261 Intermediate Similarity NPC30445
0.8261 Intermediate Similarity NPC111233
0.8152 Intermediate Similarity NPC262295
0.7979 Intermediate Similarity NPC173991
0.7558 Intermediate Similarity NPC271732
0.7547 Intermediate Similarity NPC302790
0.7526 Intermediate Similarity NPC78154
0.7416 Intermediate Similarity NPC301874
0.7368 Intermediate Similarity NPC229477
0.734 Intermediate Similarity NPC119677
0.7253 Intermediate Similarity NPC98269
0.7253 Intermediate Similarity NPC325662
0.7167 Intermediate Similarity NPC328590
0.7155 Intermediate Similarity NPC475915
0.713 Intermediate Similarity NPC172170
0.7113 Intermediate Similarity NPC258046
0.7083 Intermediate Similarity NPC169016
0.7069 Intermediate Similarity NPC258787
0.7069 Intermediate Similarity NPC161052
0.7059 Intermediate Similarity NPC329430
0.6981 Remote Similarity NPC291610
0.6977 Remote Similarity NPC291066
0.6966 Remote Similarity NPC229235
0.6966 Remote Similarity NPC219246
0.6949 Remote Similarity NPC132146
0.6923 Remote Similarity NPC112609
0.6923 Remote Similarity NPC122327
0.6923 Remote Similarity NPC113000
0.6903 Remote Similarity NPC314141
0.6842 Remote Similarity NPC205652
0.6818 Remote Similarity NPC37584
0.681 Remote Similarity NPC313449
0.6804 Remote Similarity NPC134825
0.6804 Remote Similarity NPC104070
0.6765 Remote Similarity NPC470926
0.6759 Remote Similarity NPC178681
0.6754 Remote Similarity NPC187036
0.6744 Remote Similarity NPC71009
0.6739 Remote Similarity NPC66775
0.6702 Remote Similarity NPC290638
0.6696 Remote Similarity NPC470550
0.6694 Remote Similarity NPC192533
0.6667 Remote Similarity NPC276699
0.6667 Remote Similarity NPC268534
0.6667 Remote Similarity NPC250361
0.6667 Remote Similarity NPC213570
0.6667 Remote Similarity NPC113670
0.6667 Remote Similarity NPC239854
0.6667 Remote Similarity NPC139416
0.6667 Remote Similarity NPC246822
0.6638 Remote Similarity NPC288232
0.6632 Remote Similarity NPC12857
0.661 Remote Similarity NPC264580
0.6609 Remote Similarity NPC296163
0.6607 Remote Similarity NPC164802
0.6598 Remote Similarity NPC307456
0.6596 Remote Similarity NPC139658
0.6593 Remote Similarity NPC72670
0.6593 Remote Similarity NPC263385
0.6593 Remote Similarity NPC251490
0.6587 Remote Similarity NPC282398
0.6585 Remote Similarity NPC252794
0.6581 Remote Similarity NPC147957
0.6566 Remote Similarity NPC133162
0.6565 Remote Similarity NPC312092
0.656 Remote Similarity NPC473762
0.6555 Remote Similarity NPC54102
0.6555 Remote Similarity NPC162689
0.6545 Remote Similarity NPC38262
0.6532 Remote Similarity NPC145754
0.6525 Remote Similarity NPC148140
0.6525 Remote Similarity NPC192209
0.6522 Remote Similarity NPC158028
0.6522 Remote Similarity NPC87099
0.6522 Remote Similarity NPC1008
0.6522 Remote Similarity NPC280135
0.6522 Remote Similarity NPC135433
0.6522 Remote Similarity NPC226999
0.6522 Remote Similarity NPC193578
0.6522 Remote Similarity NPC39799
0.6508 Remote Similarity NPC473587
0.6505 Remote Similarity NPC92689
0.65 Remote Similarity NPC279385
0.65 Remote Similarity NPC179605
0.6496 Remote Similarity NPC317031
0.6489 Remote Similarity NPC98976
0.6476 Remote Similarity NPC322040
0.6475 Remote Similarity NPC41174
0.6471 Remote Similarity NPC81561
0.6465 Remote Similarity NPC15839
0.6457 Remote Similarity NPC475428
0.6452 Remote Similarity NPC1901
0.6446 Remote Similarity NPC103292
0.6444 Remote Similarity NPC267443
0.6441 Remote Similarity NPC313673
0.6437 Remote Similarity NPC246588
0.6437 Remote Similarity NPC310758
0.6437 Remote Similarity NPC238023
0.6421 Remote Similarity NPC271642
0.6408 Remote Similarity NPC315403
0.6406 Remote Similarity NPC475450
0.6406 Remote Similarity NPC179365
0.6395 Remote Similarity NPC36357
0.6395 Remote Similarity NPC114327
0.6391 Remote Similarity NPC473429
0.6383 Remote Similarity NPC299134
0.6383 Remote Similarity NPC96835
0.6383 Remote Similarity NPC258492
0.6373 Remote Similarity NPC43655
0.6373 Remote Similarity NPC60408
0.6364 Remote Similarity NPC22786
0.6364 Remote Similarity NPC66517
0.6364 Remote Similarity NPC317564
0.6357 Remote Similarity NPC473930
0.6357 Remote Similarity NPC313352
0.6356 Remote Similarity NPC222982
0.6349 Remote Similarity NPC209389
0.6328 Remote Similarity NPC22079
0.6316 Remote Similarity NPC307195
0.6311 Remote Similarity NPC215519
0.6311 Remote Similarity NPC257490
0.6304 Remote Similarity NPC473206
0.6304 Remote Similarity NPC200936
0.6292 Remote Similarity NPC21211
0.6277 Remote Similarity NPC244738
0.625 Remote Similarity NPC107135
0.625 Remote Similarity NPC240134
0.625 Remote Similarity NPC328877
0.6241 Remote Similarity NPC169433
0.624 Remote Similarity NPC122718
0.6232 Remote Similarity NPC477134
0.6222 Remote Similarity NPC155172
0.618 Remote Similarity NPC200745
0.6168 Remote Similarity NPC476483
0.6163 Remote Similarity NPC198841
0.6161 Remote Similarity NPC474430
0.6154 Remote Similarity NPC297532
0.6148 Remote Similarity NPC177684
0.6148 Remote Similarity NPC291962
0.6148 Remote Similarity NPC226143
0.6148 Remote Similarity NPC470090
0.6143 Remote Similarity NPC33421
0.6142 Remote Similarity NPC478079
0.6136 Remote Similarity NPC198988
0.6122 Remote Similarity NPC245896
0.6122 Remote Similarity NPC255345
0.6122 Remote Similarity NPC66270
0.6115 Remote Similarity NPC109787
0.6111 Remote Similarity NPC108339
0.6111 Remote Similarity NPC474926
0.6111 Remote Similarity NPC50266
0.6105 Remote Similarity NPC54269
0.6098 Remote Similarity NPC112373
0.6098 Remote Similarity NPC161956
0.6098 Remote Similarity NPC258531
0.6094 Remote Similarity NPC259098
0.6094 Remote Similarity NPC197680
0.6092 Remote Similarity NPC300345
0.6092 Remote Similarity NPC120441
0.6092 Remote Similarity NPC212114
0.6092 Remote Similarity NPC65873
0.609 Remote Similarity NPC325252
0.6087 Remote Similarity NPC6107
0.6082 Remote Similarity NPC110264
0.608 Remote Similarity NPC254698
0.6067 Remote Similarity NPC135924
0.6066 Remote Similarity NPC320656
0.6066 Remote Similarity NPC229353
0.6061 Remote Similarity NPC159661
0.6047 Remote Similarity NPC149436
0.6032 Remote Similarity NPC226794
0.6032 Remote Similarity NPC46358
0.6016 Remote Similarity NPC476140
0.6016 Remote Similarity NPC58827
0.6016 Remote Similarity NPC476950
0.6016 Remote Similarity NPC143603
0.6016 Remote Similarity NPC307437
0.6016 Remote Similarity NPC72473
0.6 Remote Similarity NPC39818
0.6 Remote Similarity NPC50063
0.6 Remote Similarity NPC29680
0.6 Remote Similarity NPC315216
0.5978 Remote Similarity NPC289915
0.5978 Remote Similarity NPC113837
0.5978 Remote Similarity NPC36440
0.5977 Remote Similarity NPC269586
0.597 Remote Similarity NPC29886
0.597 Remote Similarity NPC261195
0.597 Remote Similarity NPC96102
0.597 Remote Similarity NPC218268
0.5968 Remote Similarity NPC130931
0.5962 Remote Similarity NPC203076
0.5956 Remote Similarity NPC88097
0.5934 Remote Similarity NPC88566
0.5931 Remote Similarity NPC286427

  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 NPC108800 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
0.8173 Intermediate Similarity NPD2038 Approved
0.8173 Intermediate Similarity NPD2039 Approved
0.7358 Intermediate Similarity NPD993 Approved
0.7358 Intermediate Similarity NPD990 Approved
0.7339 Intermediate Similarity NPD2999 Approved
0.7339 Intermediate Similarity NPD3001 Approved
0.7308 Intermediate Similarity NPD4734 Approved
0.7308 Intermediate Similarity NPD4735 Approved
0.729 Intermediate Similarity NPD5253 Approved
0.7207 Intermediate Similarity NPD2913 Approved
0.7207 Intermediate Similarity NPD2914 Approved
0.7196 Intermediate Similarity NPD3546 Approved
0.7196 Intermediate Similarity NPD3545 Approved
0.7156 Intermediate Similarity NPD4116 Approved
0.7156 Intermediate Similarity NPD1539 Approved
0.713 Intermediate Similarity NPD4114 Approved
0.713 Intermediate Similarity NPD4115 Approved
0.7079 Intermediate Similarity NPD292 Approved
0.7079 Intermediate Similarity NPD294 Approved
0.699 Remote Similarity NPD2005 Discontinued
0.6923 Remote Similarity NPD9590 Approved
0.6923 Remote Similarity NPD9588 Approved
0.6923 Remote Similarity NPD80 Approved
0.6923 Remote Similarity NPD9594 Approved
0.6923 Remote Similarity NPD9591 Approved
0.6923 Remote Similarity NPD9592 Approved
0.6923 Remote Similarity NPD9593 Approved
0.6923 Remote Similarity NPD9589 Approved
0.686 Remote Similarity NPD3240 Phase 2
0.686 Remote Similarity NPD1950 Approved
0.686 Remote Similarity NPD1949 Approved
0.6847 Remote Similarity NPD1108 Approved
0.6847 Remote Similarity NPD1107 Approved
0.6842 Remote Similarity NPD5629 Discontinued
0.6842 Remote Similarity NPD1617 Discontinued
0.6837 Remote Similarity NPD9505 Clinical (unspecified phase)
0.6818 Remote Similarity NPD6299 Approved
0.6818 Remote Similarity NPD6300 Approved
0.681 Remote Similarity NPD7481 Approved
0.681 Remote Similarity NPD7480 Approved
0.6809 Remote Similarity NPD9563 Approved
0.6809 Remote Similarity NPD9564 Approved
0.6809 Remote Similarity NPD79 Approved
0.68 Remote Similarity NPD1874 Clinical (unspecified phase)
0.6792 Remote Similarity NPD1946 Clinical (unspecified phase)
0.6789 Remote Similarity NPD564 Approved
0.6789 Remote Similarity NPD563 Approved
0.6752 Remote Similarity NPD1216 Clinical (unspecified phase)
0.6735 Remote Similarity NPD2539 Approved
0.6735 Remote Similarity NPD2538 Approved
0.6735 Remote Similarity NPD9395 Approved
0.6731 Remote Similarity NPD5554 Approved
0.6729 Remote Similarity NPD1916 Discontinued
0.67 Remote Similarity NPD3426 Approved
0.67 Remote Similarity NPD3428 Approved
0.6699 Remote Similarity NPD4407 Approved
0.6699 Remote Similarity NPD4408 Approved
0.6699 Remote Similarity NPD4405 Approved
0.6697 Remote Similarity NPD4937 Approved
0.6697 Remote Similarity NPD4936 Approved
0.6696 Remote Similarity NPD7633 Discontinued
0.6696 Remote Similarity NPD5631 Phase 3
0.6695 Remote Similarity NPD2212 Approved
0.6695 Remote Similarity NPD1306 Clinical (unspecified phase)
0.6695 Remote Similarity NPD2210 Approved
0.6694 Remote Similarity NPD2938 Approved
0.6694 Remote Similarity NPD2940 Approved
0.6667 Remote Similarity NPD675 Discontinued
0.6639 Remote Similarity NPD2338 Clinical (unspecified phase)
0.6639 Remote Similarity NPD1525 Approved
0.6638 Remote Similarity NPD1723 Phase 2
0.6638 Remote Similarity NPD1720 Phase 2
0.6635 Remote Similarity NPD736 Approved
0.6635 Remote Similarity NPD735 Approved
0.6635 Remote Similarity NPD4545 Approved
0.6635 Remote Similarity NPD4542 Approved
0.6633 Remote Similarity NPD2001 Discontinued
0.6632 Remote Similarity NPD295 Approved
0.6632 Remote Similarity NPD296 Approved
0.6632 Remote Similarity NPD293 Approved
0.6607 Remote Similarity NPD1721 Clinical (unspecified phase)
0.6607 Remote Similarity NPD477 Phase 1
0.6604 Remote Similarity NPD716 Approved
0.6581 Remote Similarity NPD2467 Approved
0.6581 Remote Similarity NPD2463 Approved
0.6581 Remote Similarity NPD1596 Approved
0.6581 Remote Similarity NPD2464 Approved
0.6577 Remote Similarity NPD1065 Approved
0.6577 Remote Similarity NPD1064 Approved
0.6569 Remote Similarity NPD5656 Clinical (unspecified phase)
0.6566 Remote Similarity NPD3429 Approved
0.6566 Remote Similarity NPD3427 Approved
0.6562 Remote Similarity NPD590 Approved
0.6562 Remote Similarity NPD589 Approved
0.6559 Remote Similarity NPD505 Clinical (unspecified phase)
0.6545 Remote Similarity NPD2795 Clinical (unspecified phase)
0.6538 Remote Similarity NPD1626 Approved
0.6538 Remote Similarity NPD9361 Approved
0.6535 Remote Similarity NPD4145 Approved
0.6535 Remote Similarity NPD4146 Approved
0.6518 Remote Similarity NPD2243 Clinical (unspecified phase)
0.6514 Remote Similarity NPD1419 Approved
0.6514 Remote Similarity NPD1417 Approved
0.6509 Remote Similarity NPD2507 Clinical (unspecified phase)
0.6505 Remote Similarity NPD5915 Approved
0.6495 Remote Similarity NPD260 Discontinued
0.648 Remote Similarity NPD4895 Clinical (unspecified phase)
0.6476 Remote Similarity NPD8 Approved
0.6476 Remote Similarity NPD243 Approved
0.6476 Remote Similarity NPD462 Approved
0.6476 Remote Similarity NPD463 Approved
0.6476 Remote Similarity NPD464 Approved
0.6471 Remote Similarity NPD3345 Approved
0.6466 Remote Similarity NPD5181 Approved
0.6466 Remote Similarity NPD5180 Approved
0.6466 Remote Similarity NPD5179 Approved
0.6466 Remote Similarity NPD456 Approved
0.6465 Remote Similarity NPD4635 Approved
0.646 Remote Similarity NPD7156 Discontinued
0.6458 Remote Similarity NPD9397 Approved
0.6458 Remote Similarity NPD9393 Approved
0.6455 Remote Similarity NPD2244 Clinical (unspecified phase)
0.6452 Remote Similarity NPD6900 Discontinued
0.6449 Remote Similarity NPD5598 Approved
0.6449 Remote Similarity NPD5597 Approved
0.6442 Remote Similarity NPD4543 Discontinued
0.6435 Remote Similarity NPD1935 Phase 3
0.6429 Remote Similarity NPD4019 Clinical (unspecified phase)
0.6429 Remote Similarity NPD3035 Approved
0.6423 Remote Similarity NPD1640 Clinical (unspecified phase)
0.6417 Remote Similarity NPD3498 Approved
0.6417 Remote Similarity NPD3499 Approved
0.6417 Remote Similarity NPD1479 Clinical (unspecified phase)
0.6412 Remote Similarity NPD1262 Discovery
0.6408 Remote Similarity NPD9108 Approved
0.6404 Remote Similarity NPD3548 Approved
0.64 Remote Similarity NPD1560 Clinical (unspecified phase)
0.6387 Remote Similarity NPD299 Phase 3
0.6387 Remote Similarity NPD153 Clinical (unspecified phase)
0.6378 Remote Similarity NPD947 Approved
0.6373 Remote Similarity NPD2002 Discontinued
0.637 Remote Similarity NPD5254 Discontinued
0.6364 Remote Similarity NPD4170 Approved
0.6364 Remote Similarity NPD4701 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6892 Discontinued
0.6364 Remote Similarity NPD2340 Discontinued
0.6364 Remote Similarity NPD4169 Approved
0.6354 Remote Similarity NPD4144 Approved
0.6354 Remote Similarity NPD4147 Approved
0.6354 Remote Similarity NPD603 Approved
0.6343 Remote Similarity NPD1625 Approved
0.6333 Remote Similarity NPD5657 Phase 3
0.6327 Remote Similarity NPD5372 Approved
0.6327 Remote Similarity NPD3979 Approved
0.6327 Remote Similarity NPD3904 Approved
0.6327 Remote Similarity NPD5371 Approved
0.6327 Remote Similarity NPD3981 Approved
0.6327 Remote Similarity NPD3903 Approved
0.6325 Remote Similarity NPD1175 Approved
0.6325 Remote Similarity NPD1377 Approved
0.6325 Remote Similarity NPD1378 Approved
0.6321 Remote Similarity NPD2878 Approved
0.6321 Remote Similarity NPD3980 Approved
0.6321 Remote Similarity NPD3982 Approved
0.632 Remote Similarity NPD2840 Approved
0.632 Remote Similarity NPD1836 Discontinued
0.6316 Remote Similarity NPD476 Approved
0.6316 Remote Similarity NPD2010 Phase 3
0.6303 Remote Similarity NPD6660 Discontinued
0.63 Remote Similarity NPD831 Approved
0.63 Remote Similarity NPD830 Approved
0.63 Remote Similarity NPD263 Approved
0.63 Remote Similarity NPD262 Approved
0.6296 Remote Similarity NPD9489 Approved
0.6296 Remote Similarity NPD9488 Approved
0.6286 Remote Similarity NPD2997 Approved
0.6286 Remote Similarity NPD2998 Approved
0.6286 Remote Similarity NPD3000 Approved
0.6277 Remote Similarity NPD9728 Phase 1
0.6275 Remote Similarity NPD4409 Approved
0.6275 Remote Similarity NPD4406 Approved
0.6271 Remote Similarity NPD1813 Discontinued
0.6269 Remote Similarity NPD3943 Clinical (unspecified phase)
0.625 Remote Similarity NPD457 Approved
0.624 Remote Similarity NPD4985 Clinical (unspecified phase)
0.6238 Remote Similarity NPD5178 Approved
0.6238 Remote Similarity NPD785 Approved
0.6224 Remote Similarity NPD507 Approved
0.6224 Remote Similarity NPD508 Approved
0.6222 Remote Similarity NPD173 Clinical (unspecified phase)
0.622 Remote Similarity NPD7582 Discontinued
0.6212 Remote Similarity NPD6342 Discontinued
0.621 Remote Similarity NPD964 Approved
0.621 Remote Similarity NPD1498 Approved
0.6204 Remote Similarity NPD1524 Phase 1
0.6204 Remote Similarity NPD2895 Discontinued
0.6204 Remote Similarity NPD1738 Approved
0.6198 Remote Similarity NPD1668 Clinical (unspecified phase)
0.6194 Remote Similarity NPD5518 Clinical (unspecified phase)
0.619 Remote Similarity NPD3344 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