Structure

Physi-Chem Properties

Molecular Weight:  223.07
Volume:  218.24
LogP:  1.917
LogD:  1.719
LogS:  -1.265
# Rotatable Bonds:  2
TPSA:  52.82
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.801
Synthetic Accessibility Score:  3.784
Fsp3:  0.364
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.701
MDCK Permeability:  9.378176400787197e-06
Pgp-inhibitor:  0.0
Pgp-substrate:  0.004
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.002
30% Bioavailability (F30%):  0.012

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.41
Plasma Protein Binding (PPB):  84.67386627197266%
Volume Distribution (VD):  1.313
Pgp-substrate:  25.023517608642578%

ADMET: Metabolism

CYP1A2-inhibitor:  0.869
CYP1A2-substrate:  0.495
CYP2C19-inhibitor:  0.059
CYP2C19-substrate:  0.36
CYP2C9-inhibitor:  0.138
CYP2C9-substrate:  0.608
CYP2D6-inhibitor:  0.064
CYP2D6-substrate:  0.315
CYP3A4-inhibitor:  0.042
CYP3A4-substrate:  0.302

ADMET: Excretion

Clearance (CL):  8.579
Half-life (T1/2):  0.607

ADMET: Toxicity

hERG Blockers:  0.017
Human Hepatotoxicity (H-HT):  0.228
Drug-inuced Liver Injury (DILI):  0.944
AMES Toxicity:  0.028
Rat Oral Acute Toxicity:  0.182
Maximum Recommended Daily Dose:  0.112
Skin Sensitization:  0.155
Carcinogencity:  0.119
Eye Corrosion:  0.015
Eye Irritation:  0.792
Respiratory Toxicity:  0.393

Download Data

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

  Natural Product: NPC86966

Natural Product ID:  NPC86966
Common Name*:   Pulicatin A
IUPAC Name:   n.a.
Synonyms:   Pulicatin A
Standard InCHIKey:  ZVWPMYHMXUXIMC-IONNQARKSA-N
Standard InCHI:  InChI=1S/C11H13NO2S/c1-7-9(6-13)12-11(15-7)8-4-2-3-5-10(8)14/h2-5,7,9,13-14H,6H2,1H3/t7-,9+/m0/s1
SMILES:  OC[C@H]1N=C(S[C@H]1C)c1ccccc1O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1651095
PubChem CID:   NA
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000134] Phenols
        • [CHEMONTID:0004647] 1-hydroxy-4-unsubstituted benzenoids

*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
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10344559]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10344578]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10348041]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10604756]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10695669]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10724004]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10994816]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11099231]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11132958]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11374972]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11473415]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[14738393]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. Australian n.a. PMID[15497950]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[15813185]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[15844966]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[15974616]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16180833]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[1666120]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16724845]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16830891]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16872146]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17125235]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17315965]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17551212]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17608531]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17844998]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17887721]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17917237]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18044841]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. Indonesian n.a. PMID[18081255]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18081255]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18205372]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18327911]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. Northwest Territories, Canada 1995 PMID[18327911]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18666798]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18776684]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19007176]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19129624]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19191549]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19856955]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19883065]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[20092333]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[20545334]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[20836523]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21028889]
NPO30976 Streptomyces sp. cp32 Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21028889]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21028891]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[21090727]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21314175]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[21639131]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21728289]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. latex n.a. PMID[21751787]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21807523]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21873059]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. latex n.a. PMID[21879726]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[22145663]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22574670]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22583058]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22591466]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22758660]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22775474]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[23387796]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[23662937]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24592993]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24754815]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24878306]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24964393]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25211234]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25455147]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25495422]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25537064]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25918793]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25934225]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26035239]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26465675]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26798949]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26905826]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[31013087]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[31298537]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[31894983]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[32298122]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8501018]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[8784423]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8931733]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8982334]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9031666]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9031676]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9066767]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9066768]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9186568]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9531983]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[9711246]

☑ 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
NPT291 Individual Protein Serotonin 2b (5-HT2b) receptor Homo sapiens Ki = 505.0 nM PMID[554411]
NPT291 Individual Protein Serotonin 2b (5-HT2b) receptor Homo sapiens Ki = 510.0 nM PMID[554412]
NPT2776 Individual Protein Serotonin 1e (5-HT1e) receptor Homo sapiens Ki > 10000.0 nM PMID[554412]
NPT290 Individual Protein Serotonin 2a (5-HT2a) receptor Homo sapiens Ki > 10000.0 nM PMID[554412]
NPT292 Individual Protein Serotonin 2c (5-HT2c) receptor Homo sapiens Ki > 10000.0 nM PMID[554412]
NPT425 Individual Protein Serotonin 3a (5-HT3a) receptor Homo sapiens Ki > 10000.0 nM PMID[554412]
NPT1784 Individual Protein Serotonin 5a (5-HT5a) receptor Homo sapiens Ki > 10000.0 nM PMID[554412]
NPT294 Individual Protein Serotonin 6 (5-HT6) receptor Homo sapiens Ki > 10000.0 nM PMID[554412]
NPT1785 Individual Protein Serotonin 7 (5-HT7) receptor Homo sapiens Ki > 10000.0 nM PMID[554412]
NPT291 Individual Protein Serotonin 2b (5-HT2b) receptor Homo sapiens IC50 = 30000.0 nM PMID[554412]
NPT291 Individual Protein Serotonin 2b (5-HT2b) receptor Homo sapiens Ratio = 50.0 n.a. PMID[554412]
NPT2 Others Unspecified Ratio Ki = 20.0 n.a. PMID[554411]
NPT973 Individual Protein Serotonin 1b (5-HT1b) receptor Homo sapiens Ki > 10000.0 nM PMID[554412]
NPT974 Individual Protein Serotonin 1d (5-HT1d) receptor Homo sapiens Ki > 10000.0 nM PMID[554412]

☑ 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 NPC86966 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
0.9912 High Similarity NPC112823
0.9316 High Similarity NPC324702
0.843 Intermediate Similarity NPC5932
0.7971 Intermediate Similarity NPC83790
0.7971 Intermediate Similarity NPC128237
0.7705 Intermediate Similarity NPC227553
0.7611 Intermediate Similarity NPC265521
0.7459 Intermediate Similarity NPC153690
0.7436 Intermediate Similarity NPC315921
0.7419 Intermediate Similarity NPC163674
0.7398 Intermediate Similarity NPC316052
0.7388 Intermediate Similarity NPC477839
0.7381 Intermediate Similarity NPC118202
0.7373 Intermediate Similarity NPC275104
0.7333 Intermediate Similarity NPC178902
0.7328 Intermediate Similarity NPC474862
0.7323 Intermediate Similarity NPC317254
0.7295 Intermediate Similarity NPC231705
0.7258 Intermediate Similarity NPC258056
0.7236 Intermediate Similarity NPC142297
0.7217 Intermediate Similarity NPC47950
0.7213 Intermediate Similarity NPC211551
0.72 Intermediate Similarity NPC474149
0.7174 Intermediate Similarity NPC328070
0.7168 Intermediate Similarity NPC198747
0.7143 Intermediate Similarity NPC107619
0.7132 Intermediate Similarity NPC202776
0.7132 Intermediate Similarity NPC82963
0.7105 Intermediate Similarity NPC407
0.7105 Intermediate Similarity NPC307235
0.7099 Intermediate Similarity NPC283760
0.7094 Intermediate Similarity NPC325292
0.7094 Intermediate Similarity NPC138117
0.7092 Intermediate Similarity NPC473055
0.7092 Intermediate Similarity NPC473052
0.7083 Intermediate Similarity NPC128723
0.708 Intermediate Similarity NPC286904
0.7077 Intermediate Similarity NPC311737
0.7077 Intermediate Similarity NPC38458
0.7069 Intermediate Similarity NPC300017
0.7043 Intermediate Similarity NPC104216
0.7042 Intermediate Similarity NPC322526
0.7042 Intermediate Similarity NPC471201
0.704 Intermediate Similarity NPC24101
0.704 Intermediate Similarity NPC96224
0.7025 Intermediate Similarity NPC174911
0.7018 Intermediate Similarity NPC155393
0.7 Intermediate Similarity NPC184465
0.6985 Remote Similarity NPC29477
0.6984 Remote Similarity NPC145638
0.6984 Remote Similarity NPC290566
0.6975 Remote Similarity NPC3371
0.6975 Remote Similarity NPC313650
0.697 Remote Similarity NPC319950
0.697 Remote Similarity NPC43275
0.6944 Remote Similarity NPC477838
0.6944 Remote Similarity NPC477837
0.6923 Remote Similarity NPC300478
0.6923 Remote Similarity NPC37302
0.6923 Remote Similarity NPC312304
0.6923 Remote Similarity NPC10286
0.6923 Remote Similarity NPC213
0.6917 Remote Similarity NPC283711
0.6911 Remote Similarity NPC235762
0.6911 Remote Similarity NPC471228
0.6885 Remote Similarity NPC130103
0.6885 Remote Similarity NPC289381
0.6885 Remote Similarity NPC155847
0.6879 Remote Similarity NPC163810
0.6875 Remote Similarity NPC166837
0.6866 Remote Similarity NPC473050
0.6866 Remote Similarity NPC473051
0.6864 Remote Similarity NPC306074
0.6864 Remote Similarity NPC204210
0.6864 Remote Similarity NPC231150
0.686 Remote Similarity NPC474073
0.686 Remote Similarity NPC88420
0.6855 Remote Similarity NPC475225
0.6846 Remote Similarity NPC142599
0.6829 Remote Similarity NPC318154
0.6818 Remote Similarity NPC137096
0.6812 Remote Similarity NPC476353
0.681 Remote Similarity NPC23167
0.6807 Remote Similarity NPC29373
0.68 Remote Similarity NPC471350
0.6788 Remote Similarity NPC95733
0.6788 Remote Similarity NPC62101
0.6783 Remote Similarity NPC248817
0.6777 Remote Similarity NPC33168
0.6772 Remote Similarity NPC309982
0.6772 Remote Similarity NPC146530
0.6763 Remote Similarity NPC296712
0.6752 Remote Similarity NPC25493
0.6752 Remote Similarity NPC113460
0.6752 Remote Similarity NPC27974
0.675 Remote Similarity NPC245187
0.675 Remote Similarity NPC152415
0.675 Remote Similarity NPC128062
0.6748 Remote Similarity NPC214200
0.6748 Remote Similarity NPC228400
0.6741 Remote Similarity NPC284078
0.6724 Remote Similarity NPC197783
0.6721 Remote Similarity NPC290515
0.6721 Remote Similarity NPC226096
0.6721 Remote Similarity NPC164514
0.6721 Remote Similarity NPC108606
0.6721 Remote Similarity NPC475078
0.6721 Remote Similarity NPC152097
0.6721 Remote Similarity NPC303611
0.672 Remote Similarity NPC130817
0.6715 Remote Similarity NPC307020
0.6714 Remote Similarity NPC478147
0.6696 Remote Similarity NPC124436
0.6696 Remote Similarity NPC265146
0.6695 Remote Similarity NPC242240
0.6695 Remote Similarity NPC258219
0.6695 Remote Similarity NPC280347
0.6695 Remote Similarity NPC318325
0.6695 Remote Similarity NPC123273
0.6695 Remote Similarity NPC177420
0.6695 Remote Similarity NPC70436
0.6694 Remote Similarity NPC8392
0.6694 Remote Similarity NPC246679
0.6693 Remote Similarity NPC474352
0.6693 Remote Similarity NPC66834
0.6691 Remote Similarity NPC27581
0.6691 Remote Similarity NPC142577
0.669 Remote Similarity NPC166624
0.6667 Remote Similarity NPC303370
0.6667 Remote Similarity NPC256689
0.6667 Remote Similarity NPC78119
0.6667 Remote Similarity NPC260775
0.6667 Remote Similarity NPC125732
0.6667 Remote Similarity NPC123011
0.6667 Remote Similarity NPC184169
0.6667 Remote Similarity NPC216468
0.6667 Remote Similarity NPC271440
0.6667 Remote Similarity NPC51333
0.6667 Remote Similarity NPC80027
0.6667 Remote Similarity NPC64205
0.6667 Remote Similarity NPC132078
0.664 Remote Similarity NPC68055
0.6639 Remote Similarity NPC259512
0.6639 Remote Similarity NPC55561
0.6639 Remote Similarity NPC312132
0.6638 Remote Similarity NPC175313
0.6638 Remote Similarity NPC150837
0.6622 Remote Similarity NPC106183
0.662 Remote Similarity NPC45191
0.6619 Remote Similarity NPC476249
0.6618 Remote Similarity NPC83279
0.6617 Remote Similarity NPC258992
0.6613 Remote Similarity NPC12931
0.6613 Remote Similarity NPC72729
0.6613 Remote Similarity NPC48730
0.6613 Remote Similarity NPC129373
0.6613 Remote Similarity NPC130756
0.6613 Remote Similarity NPC248396
0.6613 Remote Similarity NPC328793
0.6613 Remote Similarity NPC70677
0.6613 Remote Similarity NPC213730
0.6613 Remote Similarity NPC294741
0.6612 Remote Similarity NPC289769
0.6597 Remote Similarity NPC71888
0.6597 Remote Similarity NPC120114
0.6594 Remote Similarity NPC211218
0.6593 Remote Similarity NPC268572
0.6593 Remote Similarity NPC256369
0.6589 Remote Similarity NPC473524
0.6589 Remote Similarity NPC71266
0.6587 Remote Similarity NPC304761
0.6587 Remote Similarity NPC147000
0.6587 Remote Similarity NPC150254
0.6587 Remote Similarity NPC226778
0.6585 Remote Similarity NPC79241
0.6585 Remote Similarity NPC6597
0.6585 Remote Similarity NPC77492
0.6583 Remote Similarity NPC45040
0.6583 Remote Similarity NPC270547
0.6583 Remote Similarity NPC304541
0.6575 Remote Similarity NPC321285
0.6573 Remote Similarity NPC471953
0.6567 Remote Similarity NPC283468
0.656 Remote Similarity NPC80800
0.656 Remote Similarity NPC40258
0.656 Remote Similarity NPC101025
0.656 Remote Similarity NPC91461
0.656 Remote Similarity NPC110764
0.656 Remote Similarity NPC7686
0.656 Remote Similarity NPC471578
0.6557 Remote Similarity NPC286006
0.6557 Remote Similarity NPC26244
0.6555 Remote Similarity NPC98772
0.6552 Remote Similarity NPC6570
0.6547 Remote Similarity NPC171372
0.6544 Remote Similarity NPC53596
0.6544 Remote Similarity NPC17388
0.6544 Remote Similarity NPC471308
0.6544 Remote Similarity NPC289330
0.6544 Remote Similarity NPC263835

  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 NPC86966 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
0.8168 Intermediate Similarity NPD468 Phase 1
0.7937 Intermediate Similarity NPD3143 Discontinued
0.7466 Intermediate Similarity NPD3111 Phase 1
0.7436 Intermediate Similarity NPD9273 Approved
0.7333 Intermediate Similarity NPD7494 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD3070 Discontinued
0.7219 Intermediate Similarity NPD7738 Approved
0.7219 Intermediate Similarity NPD7737 Approved
0.7174 Intermediate Similarity NPD3058 Clinical (unspecified phase)
0.7163 Intermediate Similarity NPD6867 Clinical (unspecified phase)
0.7163 Intermediate Similarity NPD6866 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD1759 Phase 1
0.7143 Intermediate Similarity NPD7133 Discontinued
0.7121 Intermediate Similarity NPD3421 Phase 3
0.7109 Intermediate Similarity NPD9618 Approved
0.7109 Intermediate Similarity NPD9614 Approved
0.708 Intermediate Similarity NPD682 Discontinued
0.7077 Intermediate Similarity NPD1758 Phase 1
0.7077 Intermediate Similarity NPD317 Approved
0.7077 Intermediate Similarity NPD318 Approved
0.7063 Intermediate Similarity NPD1803 Phase 3
0.7042 Intermediate Similarity NPD3846 Clinical (unspecified phase)
0.6992 Remote Similarity NPD9610 Approved
0.6992 Remote Similarity NPD9608 Approved
0.6984 Remote Similarity NPD9380 Clinical (unspecified phase)
0.6972 Remote Similarity NPD3552 Approved
0.6972 Remote Similarity NPD3554 Approved
0.6972 Remote Similarity NPD3555 Approved
0.6972 Remote Similarity NPD3553 Approved
0.6953 Remote Similarity NPD1105 Clinical (unspecified phase)
0.6928 Remote Similarity NPD7089 Clinical (unspecified phase)
0.6913 Remote Similarity NPD6390 Discontinued
0.6908 Remote Similarity NPD3796 Clinical (unspecified phase)
0.6906 Remote Similarity NPD3136 Phase 2
0.6857 Remote Similarity NPD1048 Approved
0.6824 Remote Similarity NPD6106 Discontinued
0.6818 Remote Similarity NPD9613 Approved
0.6818 Remote Similarity NPD9616 Approved
0.6818 Remote Similarity NPD16 Approved
0.6818 Remote Similarity NPD856 Approved
0.6818 Remote Similarity NPD9615 Approved
0.6815 Remote Similarity NPD4480 Approved
0.6803 Remote Similarity NPD9712 Approved
0.6767 Remote Similarity NPD316 Approved
0.6765 Remote Similarity NPD2562 Approved
0.6765 Remote Similarity NPD4273 Approved
0.6765 Remote Similarity NPD2561 Approved
0.6763 Remote Similarity NPD767 Phase 1
0.6746 Remote Similarity NPD1445 Approved
0.6746 Remote Similarity NPD1444 Approved
0.6742 Remote Similarity NPD3123 Discovery
0.6741 Remote Similarity NPD1671 Clinical (unspecified phase)
0.6739 Remote Similarity NPD1135 Approved
0.6739 Remote Similarity NPD1134 Approved
0.6739 Remote Similarity NPD1131 Approved
0.6739 Remote Similarity NPD1133 Approved
0.6739 Remote Similarity NPD1129 Approved
0.6735 Remote Similarity NPD3599 Approved
0.6733 Remote Similarity NPD4739 Approved
0.6721 Remote Similarity NPD9710 Approved
0.6721 Remote Similarity NPD9711 Approved
0.6721 Remote Similarity NPD9611 Approved
0.6721 Remote Similarity NPD9609 Approved
0.6721 Remote Similarity NPD9612 Approved
0.6716 Remote Similarity NPD4235 Clinical (unspecified phase)
0.6715 Remote Similarity NPD4659 Approved
0.6715 Remote Similarity NPD3676 Clinical (unspecified phase)
0.6696 Remote Similarity NPD111 Approved
0.6694 Remote Similarity NPD855 Approved
0.6694 Remote Similarity NPD844 Approved
0.6694 Remote Similarity NPD854 Approved
0.6691 Remote Similarity NPD7451 Discontinued
0.669 Remote Similarity NPD5729 Clinical (unspecified phase)
0.6689 Remote Similarity NPD7303 Discontinued
0.6667 Remote Similarity NPD845 Approved
0.6667 Remote Similarity NPD1786 Approved
0.6667 Remote Similarity NPD1785 Approved
0.6667 Remote Similarity NPD1787 Approved
0.6667 Remote Similarity NPD2372 Approved
0.6667 Remote Similarity NPD4149 Clinical (unspecified phase)
0.6643 Remote Similarity NPD1712 Approved
0.6642 Remote Similarity NPD5303 Approved
0.6642 Remote Similarity NPD5304 Approved
0.6642 Remote Similarity NPD2226 Clinical (unspecified phase)
0.6639 Remote Similarity NPD288 Approved
0.6625 Remote Similarity NPD2517 Approved
0.6619 Remote Similarity NPD4103 Phase 2
0.6619 Remote Similarity NPD4104 Clinical (unspecified phase)
0.6613 Remote Similarity NPD9248 Phase 1
0.6613 Remote Similarity NPD289 Clinical (unspecified phase)
0.6612 Remote Similarity NPD2933 Approved
0.6612 Remote Similarity NPD2934 Approved
0.6603 Remote Similarity NPD5929 Approved
0.6603 Remote Similarity NPD5563 Clinical (unspecified phase)
0.6594 Remote Similarity NPD9622 Approved
0.6591 Remote Similarity NPD475 Phase 2
0.6589 Remote Similarity NPD1792 Phase 2
0.6587 Remote Similarity NPD311 Approved
0.6587 Remote Similarity NPD314 Approved
0.6587 Remote Similarity NPD10 Approved
0.6587 Remote Similarity NPD310 Approved
0.6587 Remote Similarity NPD315 Approved
0.6587 Remote Similarity NPD309 Approved
0.6585 Remote Similarity NPD7695 Clinical (unspecified phase)
0.6573 Remote Similarity NPD7477 Discontinued
0.6573 Remote Similarity NPD840 Approved
0.6573 Remote Similarity NPD839 Approved
0.6565 Remote Similarity NPD821 Approved
0.6562 Remote Similarity NPD2516 Approved
0.656 Remote Similarity NPD940 Approved
0.656 Remote Similarity NPD846 Approved
0.6557 Remote Similarity NPD2859 Approved
0.6557 Remote Similarity NPD2860 Approved
0.6544 Remote Similarity NPD5238 Clinical (unspecified phase)
0.6538 Remote Similarity NPD9280 Clinical (unspecified phase)
0.6533 Remote Similarity NPD3692 Discontinued
0.6525 Remote Similarity NPD4212 Discontinued
0.6522 Remote Similarity NPD522 Approved
0.6515 Remote Similarity NPD2228 Approved
0.6515 Remote Similarity NPD2234 Approved
0.6515 Remote Similarity NPD2229 Approved
0.651 Remote Similarity NPD4127 Clinical (unspecified phase)
0.6507 Remote Similarity NPD696 Discontinued
0.65 Remote Similarity NPD1794 Approved
0.6493 Remote Similarity NPD9568 Approved
0.6486 Remote Similarity NPD7978 Discontinued
0.6483 Remote Similarity NPD654 Phase 3
0.6479 Remote Similarity NPD596 Approved
0.6479 Remote Similarity NPD600 Approved
0.6478 Remote Similarity NPD2098 Approved
0.6475 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6475 Remote Similarity NPD3685 Discontinued
0.6471 Remote Similarity NPD4209 Clinical (unspecified phase)
0.6463 Remote Similarity NPD3693 Clinical (unspecified phase)
0.6463 Remote Similarity NPD3152 Clinical (unspecified phase)
0.6458 Remote Similarity NPD1423 Approved
0.6457 Remote Similarity NPD179 Clinical (unspecified phase)
0.6454 Remote Similarity NPD599 Approved
0.6454 Remote Similarity NPD602 Approved
0.6449 Remote Similarity NPD5351 Clinical (unspecified phase)
0.6449 Remote Similarity NPD5350 Clinical (unspecified phase)
0.6449 Remote Similarity NPD776 Approved
0.6446 Remote Similarity NPD159 Clinical (unspecified phase)
0.6434 Remote Similarity NPD290 Approved
0.6434 Remote Similarity NPD6406 Approved
0.6429 Remote Similarity NPD2922 Phase 1
0.6423 Remote Similarity NPD9381 Approved
0.6423 Remote Similarity NPD1809 Phase 2
0.6423 Remote Similarity NPD9384 Approved
0.6408 Remote Similarity NPD4993 Discontinued
0.6403 Remote Similarity NPD2337 Clinical (unspecified phase)
0.6403 Remote Similarity NPD6624 Discontinued
0.64 Remote Similarity NPD3020 Approved
0.6397 Remote Similarity NPD7330 Discontinued
0.6391 Remote Similarity NPD592 Approved
0.6391 Remote Similarity NPD594 Approved
0.6389 Remote Similarity NPD601 Approved
0.6389 Remote Similarity NPD598 Approved
0.6389 Remote Similarity NPD597 Approved
0.6383 Remote Similarity NPD1770 Clinical (unspecified phase)
0.638 Remote Similarity NPD6332 Clinical (unspecified phase)
0.6377 Remote Similarity NPD1980 Approved
0.6377 Remote Similarity NPD1983 Approved
0.6377 Remote Similarity NPD1981 Approved
0.637 Remote Similarity NPD7325 Clinical (unspecified phase)
0.6364 Remote Similarity NPD4319 Phase 2
0.6357 Remote Similarity NPD6583 Phase 3
0.6357 Remote Similarity NPD6582 Phase 2
0.6352 Remote Similarity NPD2097 Approved
0.6345 Remote Similarity NPD1136 Approved
0.6345 Remote Similarity NPD1132 Approved
0.6345 Remote Similarity NPD1130 Approved
0.6343 Remote Similarity NPD1791 Approved
0.6343 Remote Similarity NPD595 Approved
0.6343 Remote Similarity NPD593 Approved
0.6343 Remote Similarity NPD1793 Approved
0.6341 Remote Similarity NPD4814 Discontinued
0.634 Remote Similarity NPD6682 Clinical (unspecified phase)
0.6338 Remote Similarity NPD9621 Approved
0.6338 Remote Similarity NPD9620 Approved
0.6338 Remote Similarity NPD858 Approved
0.6338 Remote Similarity NPD9619 Approved
0.6338 Remote Similarity NPD859 Approved
0.6336 Remote Similarity NPD9713 Approved
0.6331 Remote Similarity NPD804 Clinical (unspecified phase)
0.6327 Remote Similarity NPD2157 Approved
0.6327 Remote Similarity NPD1772 Clinical (unspecified phase)
0.6324 Remote Similarity NPD6360 Discontinued
0.6319 Remote Similarity NPD4652 Approved
0.6319 Remote Similarity NPD1024 Discontinued
0.6316 Remote Similarity NPD2586 Clinical (unspecified phase)
0.6316 Remote Similarity NPD9379 Approved
0.6316 Remote Similarity NPD9377 Approved
0.6301 Remote Similarity NPD1555 Discontinued
0.6296 Remote Similarity NPD255 Approved
0.6296 Remote Similarity NPD2557 Approved
0.6296 Remote Similarity NPD256 Approved
0.6296 Remote Similarity NPD709 Approved
0.6283 Remote Similarity NPD9294 Approved
0.6277 Remote Similarity NPD6093 Discontinued

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data