Structure

Physi-Chem Properties

Molecular Weight:  570.25
Volume:  568.76
LogP:  3.752
LogD:  2.737
LogS:  -4.593
# Rotatable Bonds:  8
TPSA:  135.41
# H-Bond Aceptor:  10
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.376
Synthetic Accessibility Score:  6.025
Fsp3:  0.645
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.965
MDCK Permeability:  0.0001062910960172303
Pgp-inhibitor:  1.0
Pgp-substrate:  0.004
Human Intestinal Absorption (HIA):  0.035
20% Bioavailability (F20%):  0.198
30% Bioavailability (F30%):  0.991

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.821
Plasma Protein Binding (PPB):  73.30941009521484%
Volume Distribution (VD):  0.942
Pgp-substrate:  17.474191665649414%

ADMET: Metabolism

CYP1A2-inhibitor:  0.018
CYP1A2-substrate:  0.055
CYP2C19-inhibitor:  0.252
CYP2C19-substrate:  0.07
CYP2C9-inhibitor:  0.712
CYP2C9-substrate:  0.019
CYP2D6-inhibitor:  0.032
CYP2D6-substrate:  0.052
CYP3A4-inhibitor:  0.75
CYP3A4-substrate:  0.582

ADMET: Excretion

Clearance (CL):  7.103
Half-life (T1/2):  0.477

ADMET: Toxicity

hERG Blockers:  0.502
Human Hepatotoxicity (H-HT):  0.534
Drug-inuced Liver Injury (DILI):  0.817
AMES Toxicity:  0.376
Rat Oral Acute Toxicity:  0.983
Maximum Recommended Daily Dose:  0.945
Skin Sensitization:  0.239
Carcinogencity:  0.463
Eye Corrosion:  0.022
Eye Irritation:  0.028
Respiratory Toxicity:  0.983

Download Data

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

  Natural Product: NPC469330

Natural Product ID:  NPC469330
Common Name*:   1400W
IUPAC Name:   N'-[[3-(aminomethyl)phenyl]methyl]ethanimidamide
Synonyms:  
Standard InCHIKey:  RODUKNYOEVZQPR-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C10H15N3/c1-8(12)13-7-10-4-2-3-9(5-10)6-11/h2-5H,6-7,11H2,1H3,(H2,12,13)
SMILES:  NCc1cccc(c1)CNC(=N)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL107251
PubChem CID:   1433
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0000185] Phenylmethylamines

*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
NPO9646 Crotalaria pallida Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[12662101]
NPO9646 Crotalaria pallida Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[15013012]
NPO7006 Garcinia subelliptica Species Clusiaceae Eukaryota n.a. n.a. n.a. PMID[15568764]
NPO7006 Garcinia subelliptica Species Clusiaceae Eukaryota pericarp n.a. n.a. PMID[16038565]
NPO7006 Garcinia subelliptica Species Clusiaceae Eukaryota n.a. n.a. n.a. PMID[18166016]
NPO7006 Garcinia subelliptica Species Clusiaceae Eukaryota n.a. n.a. n.a. PMID[20232858]
NPO7006 Garcinia subelliptica Species Clusiaceae Eukaryota n.a. xylem n.a. Database[Article]
NPO9646 Crotalaria pallida Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7006 Garcinia subelliptica Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7006 Garcinia subelliptica Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9646 Crotalaria pallida Species Fabaceae 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
NPT2735 Cell Line RAW Mus musculus IC50 = 5200.0 nM PMID[455017]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 3780.0 nM PMID[455018]
NPT113 Cell Line RAW264.7 Mus musculus Activity = 82.0 % PMID[455018]
NPT113 Cell Line RAW264.7 Mus musculus Activity = 11.6 ng/ml PMID[455019]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 300.0 nM PMID[455019]
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 10000.0 nM PMID[455019]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 1500.0 nM PMID[455020]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 2300.0 nM PMID[455021]
NPT848 Cell Line N9 Homo sapiens IC50 = 3600.0 nM PMID[455021]
NPT3517 Individual Protein Nitric oxide synthase, inducible Homo sapiens IC50 = 330.0 nM PMID[455022]
NPT3974 Individual Protein Nitric-oxide synthase, endothelial Homo sapiens IC50 = 1100000.0 nM PMID[455022]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 2900.0 nM PMID[455023]
NPT848 Cell Line N9 Homo sapiens IC50 = 6300.0 nM PMID[455023]
NPT3569 Individual Protein Nitric-oxide synthase, brain Homo sapiens Ki = 7300.0 nM PMID[455024]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 3100.0 nM PMID[455025]
NPT3974 Individual Protein Nitric-oxide synthase, endothelial Homo sapiens Activity = 105.0 % PMID[455026]
NPT4415 Individual Protein Nitric-oxide synthase, endothelial Bos taurus Activity = 107.0 % PMID[455026]
NPT270 Individual Protein Nitric oxide synthase, inducible Mus musculus Activity = 3.0 % PMID[455026]
NPT3517 Individual Protein Nitric oxide synthase, inducible Homo sapiens Activity = 5.0 % PMID[455026]
NPT269 Individual Protein Nitric-oxide synthase, brain Rattus norvegicus Activity = 43.0 % PMID[455026]
NPT3569 Individual Protein Nitric-oxide synthase, brain Homo sapiens Activity = 73.0 % PMID[455026]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 2700.0 nM PMID[455027]
NPT4415 Individual Protein Nitric-oxide synthase, endothelial Bos taurus IC50 = 1100000.0 nM PMID[455029]
NPT269 Individual Protein Nitric-oxide synthase, brain Rattus norvegicus IC50 = 7300.0 nM PMID[455029]
NPT270 Individual Protein Nitric oxide synthase, inducible Mus musculus IC50 = 330.0 nM PMID[455029]
NPT163 Individual Protein Nuclear factor NF-kappa-B p105 subunit Homo sapiens Potency = 316.2 nM PMID[455030]
NPT150 Individual Protein Anthrax lethal factor Bacillus anthracis Potency = 31622.8 nM PMID[455031]
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens Potency = 10000.0 nM PMID[455030]
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens AC50 = 10000.0 nM PMID[455030]
NPT1886 Cell Line J774 Mus musculus Inhibition = 99.0 % PMID[455032]
NPT199 Individual Protein DNA polymerase kappa Homo sapiens Potency n.a. 29934.9 nM PMID[455033]
NPT270 Individual Protein Nitric oxide synthase, inducible Mus musculus Inhibition > 70.0 % PMID[455038]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 47470.0 nM PMID[455039]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 200.0 nM PMID[455039]
NPT270 Individual Protein Nitric oxide synthase, inducible Mus musculus IC50 = 100.0 nM PMID[455040]
NPT4415 Individual Protein Nitric-oxide synthase, endothelial Bos taurus IC50 = 350000.0 nM PMID[455040]
NPT269 Individual Protein Nitric-oxide synthase, brain Rattus norvegicus IC50 = 7800.0 nM PMID[455041]
NPT76 Cell Line C6 Rattus norvegicus Activity = 83.2 % PMID[455041]
NPT76 Cell Line C6 Rattus norvegicus Activity = 70.6 % PMID[455041]
NPT76 Cell Line C6 Rattus norvegicus Activity = 55.17 % PMID[455041]
NPT76 Cell Line C6 Rattus norvegicus Activity = 68.94 % PMID[455041]
NPT76 Cell Line C6 Rattus norvegicus Activity = 35.66 % PMID[455041]
NPT76 Cell Line C6 Rattus norvegicus Activity = 64.61 % PMID[455041]
NPT4415 Individual Protein Nitric-oxide synthase, endothelial Bos taurus IC50 = 384000.0 nM PMID[455041]
NPT270 Individual Protein Nitric oxide synthase, inducible Mus musculus IC50 = 101.0 nM PMID[455041]
NPT3517 Individual Protein Nitric oxide synthase, inducible Homo sapiens IC50 = 80.0 nM PMID[455048]
NPT3569 Individual Protein Nitric-oxide synthase, brain Homo sapiens IC50 = 7800.0 nM PMID[455048]
NPT3974 Individual Protein Nitric-oxide synthase, endothelial Homo sapiens IC50 = 304000.0 nM PMID[455048]
NPT2 Others Unspecified Selectivity = 25.0 n.a. PMID[455015]
NPT2 Others Unspecified Selectivity = 5000.0 n.a. PMID[455015]
NPT32 Organism Mus musculus Mus musculus IC50 = 6100.0 nM PMID[455016]
NPT32 Organism Mus musculus Mus musculus IC50 = 2200.0 nM PMID[455016]
NPT2 Others Unspecified Selectivity ratio = 5000.0 n.a. PMID[455018]
NPT2 Others Unspecified Selectivity ratio = 200.0 n.a. PMID[455018]
NPT2 Others Unspecified Ratio IC50 = 3300.0 n.a. PMID[455022]
NPT2 Others Unspecified Ratio IC50 = 150.0 n.a. PMID[455029]
NPT2 Others Unspecified IC50 = 3333000.0 nM PMID[455029]
NPT2 Others Unspecified Ratio IC50 = 0.004 n.a. PMID[455029]
NPT95 Individual Protein Muscarinic acetylcholine receptor M1 Rattus norvegicus Potency = 2511.9 nM PMID[455030]
NPT2 Others Unspecified Potency n.a. 707.9 nM PMID[455034]
NPT2 Others Unspecified Potency n.a. 707.9 nM PMID[455030]
NPT2 Others Unspecified Potency n.a. 707.9 nM PMID[455035]
NPT2 Others Unspecified Potency n.a. 707.9 nM PMID[455036]
NPT2 Others Unspecified Potency n.a. 707.9 nM PMID[455031]
NPT2 Others Unspecified Potency n.a. 707.9 nM PMID[455037]
NPT2 Others Unspecified Ratio IC50 = 3500.0 n.a. PMID[455040]
NPT2 Others Unspecified Ratio IC50 = 77.0 n.a. PMID[455041]
NPT2 Others Unspecified Inhibition <= 67.36 % PMID[455041]
NPT2 Others Unspecified Inhibition = 69.18 % PMID[455041]
NPT2 Others Unspecified Ratio IC50 = 3802.0 n.a. PMID[455041]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 6.52 % PMID[455042]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = 28.13 % PMID[455044]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = 16.02 % PMID[455045]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = -0.16 % PMID[455046]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = -0.01 % PMID[455047]
NPT22974 SELECTIVITY GROUP Nitric oxide sythases; iNOS & nNOS Homo sapiens Ratio IC50 = 72.0 n.a. PMID[455048]
NPT2 Others Unspecified Ratio IC50 = 3800.0 n.a. PMID[455048]

☑ 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 NPC469330 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
0.8276 Intermediate Similarity NPC12857
0.8125 Intermediate Similarity NPC7067
0.7959 Intermediate Similarity NPC471320
0.7959 Intermediate Similarity NPC471319
0.7938 Intermediate Similarity NPC322040
0.7935 Intermediate Similarity NPC169016
0.7857 Intermediate Similarity NPC108339
0.7841 Intermediate Similarity NPC139658
0.7766 Intermediate Similarity NPC258046
0.7727 Intermediate Similarity NPC98976
0.764 Intermediate Similarity NPC271642
0.7556 Intermediate Similarity NPC98269
0.7556 Intermediate Similarity NPC325662
0.7471 Intermediate Similarity NPC219246
0.7333 Intermediate Similarity NPC276699
0.7327 Intermediate Similarity NPC329430
0.7273 Intermediate Similarity NPC229235
0.7263 Intermediate Similarity NPC119677
0.7263 Intermediate Similarity NPC104070
0.7222 Intermediate Similarity NPC113000
0.7222 Intermediate Similarity NPC122327
0.7222 Intermediate Similarity NPC112609
0.7174 Intermediate Similarity NPC290638
0.7033 Intermediate Similarity NPC299134
0.7 Intermediate Similarity NPC164802
0.6863 Remote Similarity NPC470926
0.6842 Remote Similarity NPC314141
0.6837 Remote Similarity NPC133162
0.68 Remote Similarity NPC473031
0.6739 Remote Similarity NPC244738
0.6733 Remote Similarity NPC111233
0.6701 Remote Similarity NPC231986
0.6667 Remote Similarity NPC470877
0.6636 Remote Similarity NPC469974
0.6606 Remote Similarity NPC239854
0.6602 Remote Similarity NPC121872
0.6602 Remote Similarity NPC471307
0.6602 Remote Similarity NPC209764
0.6602 Remote Similarity NPC78041
0.6602 Remote Similarity NPC74936
0.6602 Remote Similarity NPC141139
0.6602 Remote Similarity NPC159178
0.6549 Remote Similarity NPC77294
0.6525 Remote Similarity NPC313673
0.6486 Remote Similarity NPC275467
0.6471 Remote Similarity NPC60408
0.6441 Remote Similarity NPC288232
0.6437 Remote Similarity NPC147062
0.6429 Remote Similarity NPC474695
0.6415 Remote Similarity NPC471309
0.6408 Remote Similarity NPC30445
0.6404 Remote Similarity NPC302790
0.64 Remote Similarity NPC474088
0.64 Remote Similarity NPC134825
0.6396 Remote Similarity NPC474430
0.6364 Remote Similarity NPC150196
0.6357 Remote Similarity NPC101165
0.6322 Remote Similarity NPC64270
0.6311 Remote Similarity NPC262295
0.6311 Remote Similarity NPC326232
0.6311 Remote Similarity NPC471638
0.6306 Remote Similarity NPC291610
0.6286 Remote Similarity NPC191444
0.6286 Remote Similarity NPC78154
0.625 Remote Similarity NPC12429
0.6226 Remote Similarity NPC245259
0.6214 Remote Similarity NPC203076
0.6198 Remote Similarity NPC313449
0.619 Remote Similarity NPC173991
0.619 Remote Similarity NPC176858
0.6168 Remote Similarity NPC473661
0.6167 Remote Similarity NPC101139
0.6161 Remote Similarity NPC327226
0.616 Remote Similarity NPC283130
0.616 Remote Similarity NPC328683
0.6154 Remote Similarity NPC305602
0.6154 Remote Similarity NPC17497
0.6154 Remote Similarity NPC32312
0.6148 Remote Similarity NPC320656
0.6139 Remote Similarity NPC14326
0.6132 Remote Similarity NPC316108
0.6092 Remote Similarity NPC269586
0.6087 Remote Similarity NPC473498
0.6087 Remote Similarity NPC327481
0.6075 Remote Similarity NPC226438
0.6055 Remote Similarity NPC303045
0.6055 Remote Similarity NPC161972
0.6053 Remote Similarity NPC147000
0.6053 Remote Similarity NPC304761
0.6053 Remote Similarity NPC150254
0.6053 Remote Similarity NPC226778
0.6044 Remote Similarity NPC45756
0.6023 Remote Similarity NPC212114
0.6023 Remote Similarity NPC120441
0.6023 Remote Similarity NPC300345
0.6023 Remote Similarity NPC65873
0.6022 Remote Similarity NPC6107
0.602 Remote Similarity NPC110264
0.6018 Remote Similarity NPC329375
0.6016 Remote Similarity NPC477937
0.6016 Remote Similarity NPC166424
0.6016 Remote Similarity NPC146373
0.6016 Remote Similarity NPC245244
0.6016 Remote Similarity NPC252794
0.6 Remote Similarity NPC143516
0.6 Remote Similarity NPC273830
0.6 Remote Similarity NPC248705
0.6 Remote Similarity NPC210849
0.6 Remote Similarity NPC25565
0.6 Remote Similarity NPC67043
0.6 Remote Similarity NPC125746
0.6 Remote Similarity NPC54368
0.6 Remote Similarity NPC296163
0.6 Remote Similarity NPC317400
0.6 Remote Similarity NPC187036
0.6 Remote Similarity NPC475915
0.6 Remote Similarity NPC471321
0.6 Remote Similarity NPC471306
0.6 Remote Similarity NPC135924
0.5985 Remote Similarity NPC471322
0.5977 Remote Similarity NPC149436
0.5977 Remote Similarity NPC277704
0.5969 Remote Similarity NPC145754
0.5966 Remote Similarity NPC275410
0.5965 Remote Similarity NPC202613
0.5965 Remote Similarity NPC471317
0.5965 Remote Similarity NPC164859
0.5965 Remote Similarity NPC471310
0.5963 Remote Similarity NPC246757
0.5963 Remote Similarity NPC291070
0.5962 Remote Similarity NPC229477
0.5962 Remote Similarity NPC3210
0.5955 Remote Similarity NPC8235
0.5948 Remote Similarity NPC130898
0.5948 Remote Similarity NPC474973
0.5948 Remote Similarity NPC474804
0.5946 Remote Similarity NPC475439
0.5946 Remote Similarity NPC473501
0.5946 Remote Similarity NPC472258
0.5941 Remote Similarity NPC192623
0.5941 Remote Similarity NPC475289
0.5941 Remote Similarity NPC475573
0.5938 Remote Similarity NPC125144
0.5938 Remote Similarity NPC27740
0.5938 Remote Similarity NPC121708
0.5935 Remote Similarity NPC192209
0.5934 Remote Similarity NPC29680
0.5932 Remote Similarity NPC24777
0.5929 Remote Similarity NPC204141
0.5929 Remote Similarity NPC474582
0.5914 Remote Similarity NPC289915
0.5914 Remote Similarity NPC113837
0.5912 Remote Similarity NPC2823
0.5909 Remote Similarity NPC58674
0.5909 Remote Similarity NPC198841
0.5909 Remote Similarity NPC476689
0.5909 Remote Similarity NPC476687
0.5909 Remote Similarity NPC476685
0.5897 Remote Similarity NPC434
0.5897 Remote Similarity NPC79618
0.5895 Remote Similarity NPC139416
0.5895 Remote Similarity NPC213570
0.5895 Remote Similarity NPC246822
0.5893 Remote Similarity NPC317642
0.5889 Remote Similarity NPC169110
0.5878 Remote Similarity NPC89490
0.5878 Remote Similarity NPC226662
0.5873 Remote Similarity NPC71684
0.5872 Remote Similarity NPC108800
0.587 Remote Similarity NPC50266
0.587 Remote Similarity NPC88566
0.5862 Remote Similarity NPC476198
0.5854 Remote Similarity NPC125416
0.5833 Remote Similarity NPC126458
0.5833 Remote Similarity NPC172128
0.5833 Remote Similarity NPC329896
0.5833 Remote Similarity NPC475090
0.5833 Remote Similarity NPC475105
0.5824 Remote Similarity NPC310758
0.5824 Remote Similarity NPC238023
0.5824 Remote Similarity NPC246588
0.5818 Remote Similarity NPC474974
0.5812 Remote Similarity NPC45033
0.5812 Remote Similarity NPC471447
0.5809 Remote Similarity NPC325252
0.5806 Remote Similarity NPC155172
0.5806 Remote Similarity NPC198023
0.5804 Remote Similarity NPC311242
0.5789 Remote Similarity NPC22079
0.5789 Remote Similarity NPC207428
0.5785 Remote Similarity NPC474584
0.5778 Remote Similarity NPC314835
0.5778 Remote Similarity NPC114327
0.5778 Remote Similarity NPC36357
0.5775 Remote Similarity NPC143872
0.5773 Remote Similarity NPC39799
0.5773 Remote Similarity NPC1008
0.5773 Remote Similarity NPC158028
0.5773 Remote Similarity NPC193578
0.5773 Remote Similarity NPC226999

  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 NPC469330 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
0.8478 Intermediate Similarity NPD9351 Phase 3
0.8478 Intermediate Similarity NPD9348 Approved
0.8478 Intermediate Similarity NPD9 Approved
0.8478 Intermediate Similarity NPD9349 Approved
0.8478 Intermediate Similarity NPD297 Approved
0.8478 Intermediate Similarity NPD9350 Approved
0.8152 Intermediate Similarity NPD304 Approved
0.8152 Intermediate Similarity NPD305 Approved
0.8125 Intermediate Similarity NPD197 Approved
0.8125 Intermediate Similarity NPD199 Approved
0.7938 Intermediate Similarity NPD243 Approved
0.7938 Intermediate Similarity NPD8 Approved
0.7864 Intermediate Similarity NPD1268 Approved
0.7864 Intermediate Similarity NPD1269 Approved
0.7843 Intermediate Similarity NPD1396 Approved
0.7767 Intermediate Similarity NPD1026 Approved
0.7767 Intermediate Similarity NPD1028 Approved
0.7753 Intermediate Similarity NPD603 Approved
0.7714 Intermediate Similarity NPD2207 Approved
0.7714 Intermediate Similarity NPD2206 Approved
0.7684 Intermediate Similarity NPD783 Approved
0.7684 Intermediate Similarity NPD782 Approved
0.7684 Intermediate Similarity NPD781 Approved
0.7684 Intermediate Similarity NPD780 Approved
0.7667 Intermediate Similarity NPD293 Approved
0.7667 Intermediate Similarity NPD295 Approved
0.7667 Intermediate Similarity NPD296 Approved
0.766 Intermediate Similarity NPD9505 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD590 Approved
0.7582 Intermediate Similarity NPD508 Approved
0.7582 Intermediate Similarity NPD589 Approved
0.7582 Intermediate Similarity NPD507 Approved
0.7553 Intermediate Similarity NPD785 Approved
0.7551 Intermediate Similarity NPD7160 Approved
0.7545 Intermediate Similarity NPD1813 Discontinued
0.75 Intermediate Similarity NPD5372 Approved
0.75 Intermediate Similarity NPD5371 Approved
0.75 Intermediate Similarity NPD5554 Approved
0.7447 Intermediate Similarity NPD830 Approved
0.7447 Intermediate Similarity NPD831 Approved
0.7426 Intermediate Similarity NPD2005 Discontinued
0.7264 Intermediate Similarity NPD4937 Approved
0.7264 Intermediate Similarity NPD4936 Approved
0.7257 Intermediate Similarity NPD2467 Approved
0.7257 Intermediate Similarity NPD2464 Approved
0.7257 Intermediate Similarity NPD2463 Approved
0.7228 Intermediate Similarity NPD735 Approved
0.7228 Intermediate Similarity NPD736 Approved
0.7222 Intermediate Similarity NPD80 Approved
0.7222 Intermediate Similarity NPD9592 Approved
0.7222 Intermediate Similarity NPD9591 Approved
0.7222 Intermediate Similarity NPD9589 Approved
0.7222 Intermediate Similarity NPD9590 Approved
0.7222 Intermediate Similarity NPD9594 Approved
0.7222 Intermediate Similarity NPD9588 Approved
0.7222 Intermediate Similarity NPD9593 Approved
0.7212 Intermediate Similarity NPD1946 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD9395 Approved
0.7188 Intermediate Similarity NPD2539 Approved
0.7188 Intermediate Similarity NPD2538 Approved
0.7172 Intermediate Similarity NPD771 Phase 3
0.7143 Intermediate Similarity NPD2143 Discontinued
0.7143 Intermediate Similarity NPD4146 Approved
0.7143 Intermediate Similarity NPD4145 Approved
0.7143 Intermediate Similarity NPD2665 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD4407 Approved
0.7129 Intermediate Similarity NPD4408 Approved
0.7129 Intermediate Similarity NPD4405 Approved
0.71 Intermediate Similarity NPD5915 Approved
0.7087 Intermediate Similarity NPD2507 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD2483 Discontinued
0.7064 Intermediate Similarity NPD2243 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD4545 Approved
0.7059 Intermediate Similarity NPD4542 Approved
0.7037 Intermediate Similarity NPD564 Approved
0.7037 Intermediate Similarity NPD563 Approved
0.703 Intermediate Similarity NPD3000 Approved
0.703 Intermediate Similarity NPD4543 Discontinued
0.703 Intermediate Similarity NPD2998 Approved
0.703 Intermediate Similarity NPD2997 Approved
0.7019 Intermediate Similarity NPD528 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD294 Approved
0.7 Intermediate Similarity NPD5656 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD477 Phase 1
0.7 Intermediate Similarity NPD292 Approved
0.6981 Remote Similarity NPD1916 Discontinued
0.697 Remote Similarity NPD3426 Approved
0.697 Remote Similarity NPD3428 Approved
0.697 Remote Similarity NPD2002 Discontinued
0.6937 Remote Similarity NPD1108 Approved
0.6937 Remote Similarity NPD1107 Approved
0.6923 Remote Similarity NPD1738 Approved
0.6916 Remote Similarity NPD1417 Approved
0.6916 Remote Similarity NPD538 Clinical (unspecified phase)
0.6916 Remote Similarity NPD1419 Approved
0.6915 Remote Similarity NPD9397 Approved
0.6915 Remote Similarity NPD79 Approved
0.6915 Remote Similarity NPD9393 Approved
0.6915 Remote Similarity NPD9563 Approved
0.6915 Remote Similarity NPD9564 Approved
0.69 Remote Similarity NPD587 Approved
0.69 Remote Similarity NPD588 Approved
0.6891 Remote Similarity NPD4323 Clinical (unspecified phase)
0.6887 Remote Similarity NPD787 Suspended
0.6881 Remote Similarity NPD414 Discontinued
0.6857 Remote Similarity NPD5597 Approved
0.6857 Remote Similarity NPD5598 Approved
0.6857 Remote Similarity NPD713 Clinical (unspecified phase)
0.6852 Remote Similarity NPD154 Discontinued
0.6852 Remote Similarity NPD2244 Clinical (unspecified phase)
0.6848 Remote Similarity NPD505 Clinical (unspecified phase)
0.6842 Remote Similarity NPD1051 Approved
0.6842 Remote Similarity NPD6561 Approved
0.6842 Remote Similarity NPD1053 Approved
0.6842 Remote Similarity NPD1052 Approved
0.6842 Remote Similarity NPD6562 Approved
0.6837 Remote Similarity NPD3427 Approved
0.6837 Remote Similarity NPD3429 Approved
0.681 Remote Similarity NPD6105 Discontinued
0.6809 Remote Similarity NPD4144 Approved
0.6809 Remote Similarity NPD4147 Approved
0.6803 Remote Similarity NPD5838 Phase 2
0.6796 Remote Similarity NPD1812 Approved
0.6796 Remote Similarity NPD1814 Approved
0.6771 Remote Similarity NPD260 Discontinued
0.6752 Remote Similarity NPD153 Clinical (unspecified phase)
0.6739 Remote Similarity NPD9728 Phase 1
0.6731 Remote Similarity NPD2878 Approved
0.6731 Remote Similarity NPD3982 Approved
0.6731 Remote Similarity NPD6548 Approved
0.6731 Remote Similarity NPD6549 Approved
0.6731 Remote Similarity NPD3980 Approved
0.6701 Remote Similarity NPD4027 Approved
0.6701 Remote Similarity NPD4026 Approved
0.6698 Remote Similarity NPD9488 Approved
0.6698 Remote Similarity NPD9489 Approved
0.6696 Remote Similarity NPD1656 Phase 2
0.6696 Remote Similarity NPD2679 Approved
0.6696 Remote Similarity NPD2678 Approved
0.6667 Remote Similarity NPD5178 Approved
0.6667 Remote Similarity NPD3001 Approved
0.6667 Remote Similarity NPD2999 Approved
0.6639 Remote Similarity NPD5517 Phase 2
0.6639 Remote Similarity NPD5516 Phase 2
0.6638 Remote Similarity NPD7062 Discontinued
0.6636 Remote Similarity NPD488 Approved
0.6636 Remote Similarity NPD489 Approved
0.6635 Remote Similarity NPD9361 Approved
0.6634 Remote Similarity NPD187 Approved
0.6633 Remote Similarity NPD4169 Approved
0.6633 Remote Similarity NPD4701 Clinical (unspecified phase)
0.6633 Remote Similarity NPD4170 Approved
0.6606 Remote Similarity NPD813 Approved
0.6606 Remote Similarity NPD707 Approved
0.6604 Remote Similarity NPD157 Clinical (unspecified phase)
0.66 Remote Similarity NPD5916 Discontinued
0.6598 Remote Similarity NPD1617 Discontinued
0.6587 Remote Similarity NPD4867 Approved
0.6587 Remote Similarity NPD4866 Approved
0.6587 Remote Similarity NPD3841 Phase 3
0.6581 Remote Similarity NPD1723 Phase 2
0.6581 Remote Similarity NPD1720 Phase 2
0.6574 Remote Similarity NPD524 Approved
0.6574 Remote Similarity NPD523 Approved
0.6571 Remote Similarity NPD1080 Approved
0.6569 Remote Similarity NPD5675 Discontinued
0.6569 Remote Similarity NPD3345 Approved
0.6566 Remote Similarity NPD2001 Discontinued
0.6555 Remote Similarity NPD152 Suspended
0.6545 Remote Similarity NPD5103 Approved
0.6535 Remote Similarity NPD5252 Clinical (unspecified phase)
0.6535 Remote Similarity NPD3099 Discontinued
0.6532 Remote Similarity NPD1950 Approved
0.6532 Remote Similarity NPD1949 Approved
0.6531 Remote Similarity NPD472 Approved
0.6531 Remote Similarity NPD3035 Approved
0.6522 Remote Similarity NPD9698 Approved
0.6518 Remote Similarity NPD990 Approved
0.6518 Remote Similarity NPD4778 Clinical (unspecified phase)
0.6518 Remote Similarity NPD993 Approved
0.6496 Remote Similarity NPD4674 Clinical (unspecified phase)
0.6491 Remote Similarity NPD1539 Approved
0.6481 Remote Similarity NPD6499 Approved
0.6481 Remote Similarity NPD4117 Approved
0.6481 Remote Similarity NPD6498 Approved
0.6476 Remote Similarity NPD6690 Approved
0.6466 Remote Similarity NPD1762 Approved
0.6466 Remote Similarity NPD1764 Approved
0.6436 Remote Similarity NPD2205 Approved
0.6436 Remote Similarity NPD2208 Approved
0.6435 Remote Similarity NPD2384 Clinical (unspecified phase)
0.6417 Remote Similarity NPD5511 Discontinued
0.6417 Remote Similarity NPD483 Approved
0.6415 Remote Similarity NPD463 Approved
0.6415 Remote Similarity NPD462 Approved
0.6415 Remote Similarity NPD464 Approved
0.641 Remote Similarity NPD3148 Approved
0.641 Remote Similarity NPD2659 Approved
0.641 Remote Similarity NPD3150 Approved
0.641 Remote Similarity NPD2658 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