Structure

Physi-Chem Properties

Molecular Weight:  274.08
Volume:  273.215
LogP:  3.254
LogD:  3.322
LogS:  -4.698
# Rotatable Bonds:  4
TPSA:  54.71
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.402
Synthetic Accessibility Score:  2.614
Fsp3:  0.143
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.811
MDCK Permeability:  2.004952148126904e-05
Pgp-inhibitor:  0.041
Pgp-substrate:  0.015
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.004
30% Bioavailability (F30%):  0.542

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.91
Plasma Protein Binding (PPB):  96.19092559814453%
Volume Distribution (VD):  0.54
Pgp-substrate:  3.2930922508239746%

ADMET: Metabolism

CYP1A2-inhibitor:  0.992
CYP1A2-substrate:  0.632
CYP2C19-inhibitor:  0.851
CYP2C19-substrate:  0.089
CYP2C9-inhibitor:  0.478
CYP2C9-substrate:  0.754
CYP2D6-inhibitor:  0.161
CYP2D6-substrate:  0.731
CYP3A4-inhibitor:  0.842
CYP3A4-substrate:  0.286

ADMET: Excretion

Clearance (CL):  3.868
Half-life (T1/2):  0.306

ADMET: Toxicity

hERG Blockers:  0.022
Human Hepatotoxicity (H-HT):  0.076
Drug-inuced Liver Injury (DILI):  0.926
AMES Toxicity:  0.913
Rat Oral Acute Toxicity:  0.074
Maximum Recommended Daily Dose:  0.348
Skin Sensitization:  0.2
Carcinogencity:  0.778
Eye Corrosion:  0.073
Eye Irritation:  0.97
Respiratory Toxicity:  0.885

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  Natural Product: NPC168486

Natural Product ID:  NPC168486
Common Name*:   Coprismycin A
IUPAC Name:   n.a.
Synonyms:   Coprismycin A
Standard InCHIKey:  ZUUILEHAHVINQF-OQLLNIDSSA-N
Standard InCHI:  InChI=1S/C14H14N2O2S/c1-18-13-8-11(10-6-4-3-5-7-10)16-12(9-15-17)14(13)19-2/h3-9,17H,1-2H3/b15-9+
SMILES:  COc1cc(c2ccccc2)nc(/C=N/O)c1SC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1834086
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000089] Pyridines and derivatives
        • [CHEMONTID:0002317] Phenylpyridines

*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. Northwest Territories, Canada 1995 PMID[18327911]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. 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]
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
NPT519 Cell Line SH-SY5Y Homo sapiens Activity = 80.3 % PMID[548083]

☑ 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 NPC168486 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
1.0 High Similarity NPC222592
0.925 High Similarity NPC177404
0.8629 High Similarity NPC74382
0.8629 High Similarity NPC206251
0.8528 High Similarity NPC26872
0.8373 Intermediate Similarity NPC26850
0.8167 Intermediate Similarity NPC224327
0.7943 Intermediate Similarity NPC121658
0.7943 Intermediate Similarity NPC14651
0.7886 Intermediate Similarity NPC476518
0.7865 Intermediate Similarity NPC283152
0.7861 Intermediate Similarity NPC118511
0.7861 Intermediate Similarity NPC267928
0.7809 Intermediate Similarity NPC288943
0.7753 Intermediate Similarity NPC312872
0.7747 Intermediate Similarity NPC62069
0.765 Intermediate Similarity NPC84478
0.7637 Intermediate Similarity NPC266551
0.7634 Intermediate Similarity NPC134079
0.7622 Intermediate Similarity NPC66083
0.7609 Intermediate Similarity NPC42591
0.7568 Intermediate Similarity NPC204385
0.7514 Intermediate Similarity NPC20249
0.75 Intermediate Similarity NPC176127
0.75 Intermediate Similarity NPC111624
0.7461 Intermediate Similarity NPC19872
0.7446 Intermediate Similarity NPC206201
0.7446 Intermediate Similarity NPC219963
0.7446 Intermediate Similarity NPC161887
0.7423 Intermediate Similarity NPC232727
0.7421 Intermediate Similarity NPC307963
0.7394 Intermediate Similarity NPC296527
0.7391 Intermediate Similarity NPC249662
0.7371 Intermediate Similarity NPC315957
0.7368 Intermediate Similarity NPC195268
0.7368 Intermediate Similarity NPC133140
0.736 Intermediate Similarity NPC470164
0.736 Intermediate Similarity NPC323345
0.7354 Intermediate Similarity NPC76748
0.7344 Intermediate Similarity NPC13880
0.7337 Intermediate Similarity NPC60553
0.7337 Intermediate Similarity NPC472168
0.733 Intermediate Similarity NPC279401
0.733 Intermediate Similarity NPC79293
0.732 Intermediate Similarity NPC287437
0.7316 Intermediate Similarity NPC92111
0.731 Intermediate Similarity NPC285558
0.731 Intermediate Similarity NPC47059
0.731 Intermediate Similarity NPC165349
0.731 Intermediate Similarity NPC274291
0.731 Intermediate Similarity NPC16452
0.731 Intermediate Similarity NPC329708
0.731 Intermediate Similarity NPC476581
0.731 Intermediate Similarity NPC264166
0.731 Intermediate Similarity NPC36229
0.731 Intermediate Similarity NPC118832
0.7306 Intermediate Similarity NPC224928
0.7286 Intermediate Similarity NPC287208
0.7282 Intermediate Similarity NPC329747
0.7282 Intermediate Similarity NPC176538
0.7282 Intermediate Similarity NPC121772
0.7258 Intermediate Similarity NPC470474
0.7254 Intermediate Similarity NPC251090
0.725 Intermediate Similarity NPC174672
0.725 Intermediate Similarity NPC174758
0.7247 Intermediate Similarity NPC285635
0.7238 Intermediate Similarity NPC44161
0.7231 Intermediate Similarity NPC476578
0.7231 Intermediate Similarity NPC476582
0.7231 Intermediate Similarity NPC4071
0.7225 Intermediate Similarity NPC153467
0.7207 Intermediate Similarity NPC48192
0.7206 Intermediate Similarity NPC274982
0.72 Intermediate Similarity NPC475910
0.7194 Intermediate Similarity NPC234197
0.7188 Intermediate Similarity NPC141915
0.7188 Intermediate Similarity NPC114335
0.7188 Intermediate Similarity NPC280964
0.7186 Intermediate Similarity NPC472111
0.7172 Intermediate Similarity NPC476138
0.7172 Intermediate Similarity NPC475774
0.7172 Intermediate Similarity NPC245816
0.7168 Intermediate Similarity NPC161292
0.7164 Intermediate Similarity NPC469589
0.7157 Intermediate Similarity NPC31930
0.7151 Intermediate Similarity NPC25899
0.715 Intermediate Similarity NPC193238
0.7143 Intermediate Similarity NPC112206
0.7143 Intermediate Similarity NPC202605
0.7135 Intermediate Similarity NPC469390
0.7129 Intermediate Similarity NPC167860
0.7129 Intermediate Similarity NPC123976
0.7128 Intermediate Similarity NPC243834
0.7128 Intermediate Similarity NPC70956
0.7127 Intermediate Similarity NPC471178
0.7121 Intermediate Similarity NPC295898
0.7114 Intermediate Similarity NPC82548
0.7113 Intermediate Similarity NPC131017
0.7111 Intermediate Similarity NPC124542
0.7111 Intermediate Similarity NPC59779
0.7111 Intermediate Similarity NPC471177
0.7107 Intermediate Similarity NPC329793
0.7107 Intermediate Similarity NPC477019
0.7105 Intermediate Similarity NPC61350
0.7104 Intermediate Similarity NPC473764
0.7104 Intermediate Similarity NPC314940
0.7079 Intermediate Similarity NPC185782
0.7072 Intermediate Similarity NPC473057
0.7065 Intermediate Similarity NPC258773
0.7062 Intermediate Similarity NPC226202
0.7059 Intermediate Similarity NPC53069
0.7059 Intermediate Similarity NPC202768
0.7059 Intermediate Similarity NPC72980
0.7059 Intermediate Similarity NPC296482
0.7049 Intermediate Similarity NPC1527
0.7031 Intermediate Similarity NPC242928
0.7024 Intermediate Similarity NPC471080
0.7024 Intermediate Similarity NPC469592
0.7019 Intermediate Similarity NPC213530
0.7019 Intermediate Similarity NPC193267
0.7006 Intermediate Similarity NPC153769
0.7005 Intermediate Similarity NPC72211
0.7 Intermediate Similarity NPC223427
0.7 Intermediate Similarity NPC320394
0.6991 Remote Similarity NPC24802
0.6984 Remote Similarity NPC474798
0.6984 Remote Similarity NPC118776
0.698 Remote Similarity NPC313189
0.6979 Remote Similarity NPC238242
0.6976 Remote Similarity NPC264176
0.6976 Remote Similarity NPC171409
0.6976 Remote Similarity NPC96405
0.6976 Remote Similarity NPC26679
0.6974 Remote Similarity NPC289786
0.697 Remote Similarity NPC18487
0.6968 Remote Similarity NPC42979
0.6961 Remote Similarity NPC470020
0.6957 Remote Similarity NPC470799
0.6957 Remote Similarity NPC8022
0.6952 Remote Similarity NPC310118
0.6952 Remote Similarity NPC224764
0.6952 Remote Similarity NPC60621
0.695 Remote Similarity NPC199277
0.695 Remote Similarity NPC135887
0.6942 Remote Similarity NPC162530
0.6927 Remote Similarity NPC208284
0.6927 Remote Similarity NPC194040
0.6919 Remote Similarity NPC477888
0.6919 Remote Similarity NPC280853
0.6911 Remote Similarity NPC284559
0.6907 Remote Similarity NPC471593
0.6906 Remote Similarity NPC84508
0.6904 Remote Similarity NPC194967
0.6904 Remote Similarity NPC70259
0.6897 Remote Similarity NPC135549
0.6893 Remote Similarity NPC472098
0.6893 Remote Similarity NPC316981
0.6891 Remote Similarity NPC46580
0.689 Remote Similarity NPC469594
0.689 Remote Similarity NPC173080
0.6888 Remote Similarity NPC198673
0.6885 Remote Similarity NPC97367
0.6884 Remote Similarity NPC128823
0.6882 Remote Similarity NPC252590
0.6879 Remote Similarity NPC245657
0.6879 Remote Similarity NPC285016
0.6878 Remote Similarity NPC290689
0.6878 Remote Similarity NPC471304
0.6878 Remote Similarity NPC11464
0.6875 Remote Similarity NPC152768
0.6875 Remote Similarity NPC170114
0.6875 Remote Similarity NPC314002
0.6875 Remote Similarity NPC148183
0.6866 Remote Similarity NPC475085
0.6866 Remote Similarity NPC291535
0.6866 Remote Similarity NPC66815
0.6866 Remote Similarity NPC475112
0.6863 Remote Similarity NPC470931
0.6862 Remote Similarity NPC473432
0.6862 Remote Similarity NPC134586
0.686 Remote Similarity NPC476287
0.686 Remote Similarity NPC478074
0.686 Remote Similarity NPC471596
0.686 Remote Similarity NPC266931
0.6857 Remote Similarity NPC471598
0.6856 Remote Similarity NPC110741
0.6853 Remote Similarity NPC205934
0.6853 Remote Similarity NPC43787
0.685 Remote Similarity NPC11017
0.6845 Remote Similarity NPC474409
0.6842 Remote Similarity NPC305984
0.6842 Remote Similarity NPC478032
0.6842 Remote Similarity NPC473513
0.6834 Remote Similarity NPC239954
0.6832 Remote Similarity NPC162484
0.6827 Remote Similarity NPC470549
0.6825 Remote Similarity NPC211997
0.6825 Remote Similarity NPC128115
0.6823 Remote Similarity NPC284678
0.6823 Remote Similarity NPC204717

  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 NPC168486 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
0.8142 Intermediate Similarity NPD3396 Approved
0.8142 Intermediate Similarity NPD3395 Approved
0.7931 Intermediate Similarity NPD6872 Clinical (unspecified phase)
0.7735 Intermediate Similarity NPD4204 Approved
0.7735 Intermediate Similarity NPD4203 Approved
0.7717 Intermediate Similarity NPD2749 Discontinued
0.7672 Intermediate Similarity NPD6988 Phase 1
0.7617 Intermediate Similarity NPD6324 Phase 1
0.7568 Intermediate Similarity NPD3039 Clinical (unspecified phase)
0.7566 Intermediate Similarity NPD6590 Discontinued
0.7554 Intermediate Similarity NPD5083 Clinical (unspecified phase)
0.7553 Intermediate Similarity NPD6569 Phase 2
0.7541 Intermediate Similarity NPD3386 Phase 2
0.7541 Intermediate Similarity NPD7414 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD2334 Discontinued
0.7487 Intermediate Similarity NPD3397 Phase 2
0.7487 Intermediate Similarity NPD6769 Clinical (unspecified phase)
0.7487 Intermediate Similarity NPD4899 Clinical (unspecified phase)
0.7486 Intermediate Similarity NPD4724 Clinical (unspecified phase)
0.7474 Intermediate Similarity NPD6861 Clinical (unspecified phase)
0.7435 Intermediate Similarity NPD3477 Phase 2
0.7435 Intermediate Similarity NPD3478 Clinical (unspecified phase)
0.7432 Intermediate Similarity NPD1620 Clinical (unspecified phase)
0.7432 Intermediate Similarity NPD3920 Phase 2
0.7421 Intermediate Similarity NPD1038 Approved
0.7419 Intermediate Similarity NPD4889 Approved
0.7396 Intermediate Similarity NPD2959 Phase 3
0.7371 Intermediate Similarity NPD1739 Approved
0.7371 Intermediate Similarity NPD1740 Approved
0.7368 Intermediate Similarity NPD3924 Approved
0.7368 Intermediate Similarity NPD3921 Approved
0.7368 Intermediate Similarity NPD3923 Approved
0.7368 Intermediate Similarity NPD3922 Approved
0.735 Intermediate Similarity NPD7468 Clinical (unspecified phase)
0.7344 Intermediate Similarity NPD6550 Discontinued
0.7343 Intermediate Similarity NPD6246 Approved
0.734 Intermediate Similarity NPD3326 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD5259 Phase 3
0.733 Intermediate Similarity NPD1304 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD31 Approved
0.731 Intermediate Similarity NPD4795 Phase 2
0.731 Intermediate Similarity NPD4122 Approved
0.731 Intermediate Similarity NPD4034 Approved
0.731 Intermediate Similarity NPD32 Approved
0.731 Intermediate Similarity NPD4037 Approved
0.731 Intermediate Similarity NPD4033 Approved
0.731 Intermediate Similarity NPD4038 Approved
0.731 Intermediate Similarity NPD4036 Approved
0.731 Intermediate Similarity NPD4039 Approved
0.731 Intermediate Similarity NPD4035 Approved
0.7306 Intermediate Similarity NPD1622 Discontinued
0.7292 Intermediate Similarity NPD3810 Clinical (unspecified phase)
0.7277 Intermediate Similarity NPD4372 Phase 1
0.7268 Intermediate Similarity NPD1923 Clinical (unspecified phase)
0.7247 Intermediate Similarity NPD112 Approved
0.7247 Intermediate Similarity NPD9705 Discontinued
0.7238 Intermediate Similarity NPD2781 Approved
0.7232 Intermediate Similarity NPD2582 Approved
0.7232 Intermediate Similarity NPD2581 Approved
0.7222 Intermediate Similarity NPD2780 Approved
0.7222 Intermediate Similarity NPD2782 Approved
0.7202 Intermediate Similarity NPD6491 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD4375 Approved
0.7194 Intermediate Similarity NPD6389 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD4396 Clinical (unspecified phase)
0.7189 Intermediate Similarity NPD4072 Approved
0.7189 Intermediate Similarity NPD4071 Approved
0.7158 Intermediate Similarity NPD1078 Clinical (unspecified phase)
0.715 Intermediate Similarity NPD2886 Approved
0.715 Intermediate Similarity NPD2885 Approved
0.7143 Intermediate Similarity NPD4118 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7069 Discontinued
0.7143 Intermediate Similarity NPD1768 Approved
0.7135 Intermediate Similarity NPD4670 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD4671 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD4669 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD5420 Discontinued
0.7128 Intermediate Similarity NPD2952 Discontinued
0.7116 Intermediate Similarity NPD1259 Discontinued
0.7115 Intermediate Similarity NPD4439 Discontinued
0.7114 Intermediate Similarity NPD5658 Approved
0.7105 Intermediate Similarity NPD5256 Discontinued
0.7102 Intermediate Similarity NPD2882 Phase 1
0.71 Intermediate Similarity NPD5530 Phase 1
0.71 Intermediate Similarity NPD3003 Approved
0.7097 Intermediate Similarity NPD5751 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD6159 Phase 2
0.7095 Intermediate Similarity NPD7719 Discontinued
0.7085 Intermediate Similarity NPD6991 Approved
0.7083 Intermediate Similarity NPD2410 Phase 2
0.7077 Intermediate Similarity NPD5512 Phase 3
0.7068 Intermediate Similarity NPD1033 Clinical (unspecified phase)
0.7068 Intermediate Similarity NPD1034 Phase 3
0.7068 Intermediate Similarity NPD6257 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD7222 Phase 2
0.7065 Intermediate Similarity NPD1392 Approved
0.7062 Intermediate Similarity NPD4551 Phase 2
0.7059 Intermediate Similarity NPD3815 Phase 1
0.7059 Intermediate Similarity NPD3816 Phase 1
0.7053 Intermediate Similarity NPD3354 Phase 2
0.7041 Intermediate Similarity NPD4673 Phase 2
0.7035 Intermediate Similarity NPD5669 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD6477 Clinical (unspecified phase)
0.7028 Intermediate Similarity NPD6553 Clinical (unspecified phase)
0.7026 Intermediate Similarity NPD4418 Discontinued
0.7023 Intermediate Similarity NPD4850 Phase 1
0.7021 Intermediate Similarity NPD2601 Approved
0.7021 Intermediate Similarity NPD2600 Approved
0.7021 Intermediate Similarity NPD2599 Approved
0.7016 Intermediate Similarity NPD2917 Approved
0.701 Intermediate Similarity NPD5067 Phase 2
0.701 Intermediate Similarity NPD5066 Phase 2
0.701 Intermediate Similarity NPD7703 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD6476 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD6158 Phase 2
0.7005 Intermediate Similarity NPD7823 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6060 Clinical (unspecified phase)
0.699 Remote Similarity NPD3127 Clinical (unspecified phase)
0.6982 Remote Similarity NPD6276 Discontinued
0.6976 Remote Similarity NPD2848 Discontinued
0.6976 Remote Similarity NPD5452 Phase 2
0.697 Remote Similarity NPD4548 Discontinued
0.697 Remote Similarity NPD5999 Phase 2
0.697 Remote Similarity NPD3825 Phase 3
0.6961 Remote Similarity NPD6262 Clinical (unspecified phase)
0.695 Remote Similarity NPD1897 Discontinued
0.695 Remote Similarity NPD4355 Clinical (unspecified phase)
0.6947 Remote Similarity NPD5522 Clinical (unspecified phase)
0.6946 Remote Similarity NPD7672 Approved
0.6946 Remote Similarity NPD7671 Approved
0.6943 Remote Similarity NPD4021 Phase 2
0.694 Remote Similarity NPD926 Approved
0.694 Remote Similarity NPD925 Approved
0.6939 Remote Similarity NPD3324 Clinical (unspecified phase)
0.6939 Remote Similarity NPD6251 Discontinued
0.6931 Remote Similarity NPD6150 Discontinued
0.6931 Remote Similarity NPD8403 Phase 1
0.6927 Remote Similarity NPD9542 Approved
0.6927 Remote Similarity NPD6567 Clinical (unspecified phase)
0.692 Remote Similarity NPD5998 Clinical (unspecified phase)
0.6919 Remote Similarity NPD3231 Approved
0.6915 Remote Similarity NPD3503 Approved
0.6915 Remote Similarity NPD3504 Approved
0.6915 Remote Similarity NPD5513 Phase 2
0.6906 Remote Similarity NPD6450 Phase 2
0.6898 Remote Similarity NPD9690 Approved
0.6898 Remote Similarity NPD6492 Phase 2
0.6897 Remote Similarity NPD7452 Approved
0.6897 Remote Similarity NPD7453 Approved
0.6895 Remote Similarity NPD3037 Phase 1
0.6891 Remote Similarity NPD2383 Phase 1
0.6888 Remote Similarity NPD6361 Phase 2
0.6884 Remote Similarity NPD2958 Clinical (unspecified phase)
0.6878 Remote Similarity NPD1503 Clinical (unspecified phase)
0.6869 Remote Similarity NPD1219 Approved
0.6869 Remote Similarity NPD1218 Approved
0.6866 Remote Similarity NPD6208 Discontinued
0.6863 Remote Similarity NPD5528 Clinical (unspecified phase)
0.6863 Remote Similarity NPD3853 Clinical (unspecified phase)
0.6863 Remote Similarity NPD2739 Clinical (unspecified phase)
0.6863 Remote Similarity NPD5529 Phase 1
0.6862 Remote Similarity NPD4354 Approved
0.6861 Remote Similarity NPD8100 Phase 3
0.686 Remote Similarity NPD4331 Approved
0.6857 Remote Similarity NPD3401 Clinical (unspecified phase)
0.6854 Remote Similarity NPD1258 Discontinued
0.6847 Remote Similarity NPD4305 Clinical (unspecified phase)
0.6845 Remote Similarity NPD2076 Approved
0.6845 Remote Similarity NPD4502 Phase 2
0.6845 Remote Similarity NPD6220 Phase 3
0.6845 Remote Similarity NPD2077 Approved
0.6844 Remote Similarity NPD8101 Phase 3
0.6842 Remote Similarity NPD3440 Clinical (unspecified phase)
0.6842 Remote Similarity NPD1976 Approved
0.6839 Remote Similarity NPD4919 Phase 3
0.6839 Remote Similarity NPD4921 Phase 3
0.6839 Remote Similarity NPD4920 Clinical (unspecified phase)
0.6837 Remote Similarity NPD7555 Discontinued
0.6832 Remote Similarity NPD4044 Discontinued
0.6827 Remote Similarity NPD6140 Clinical (unspecified phase)
0.6827 Remote Similarity NPD5902 Approved
0.6827 Remote Similarity NPD5903 Approved
0.6825 Remote Similarity NPD1032 Phase 2
0.6816 Remote Similarity NPD3564 Approved
0.6816 Remote Similarity NPD3562 Approved
0.6816 Remote Similarity NPD3563 Approved
0.6814 Remote Similarity NPD5429 Discontinued
0.6813 Remote Similarity NPD5255 Approved
0.6806 Remote Similarity NPD7567 Approved
0.6806 Remote Similarity NPD8052 Clinical (unspecified phase)
0.6802 Remote Similarity NPD9695 Approved
0.6802 Remote Similarity NPD802 Phase 2
0.68 Remote Similarity NPD5828 Phase 2
0.6798 Remote Similarity NPD5628 Clinical (unspecified phase)
0.6788 Remote Similarity NPD7424 Clinical (unspecified phase)
0.6788 Remote Similarity NPD6344 Clinical (unspecified phase)
0.678 Remote Similarity NPD2189 Approved
0.678 Remote Similarity NPD5863 Clinical (unspecified phase)
0.678 Remote Similarity NPD2187 Approved
0.6777 Remote Similarity NPD7194 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