Structure

Physi-Chem Properties

Molecular Weight:  879.32
Volume:  838.393
LogP:  -1.037
LogD:  -0.651
LogS:  -2.946
# Rotatable Bonds:  23
TPSA:  326.69
# H-Bond Aceptor:  21
# H-Bond Donor:  10
# Rings:  5
# Heavy Atoms:  22

MedChem Properties

QED Drug-Likeness Score:  0.043
Synthetic Accessibility Score:  5.575
Fsp3:  0.4
Lipinski Rule-of-5:  Rejected
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:  -6.566
MDCK Permeability:  5.202713509788737e-06
Pgp-inhibitor:  0.001
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.117
20% Bioavailability (F20%):  0.997
30% Bioavailability (F30%):  0.994

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.233
Plasma Protein Binding (PPB):  43.774681091308594%
Volume Distribution (VD):  0.223
Pgp-substrate:  51.79712677001953%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.007
CYP2C19-inhibitor:  0.027
CYP2C19-substrate:  0.029
CYP2C9-inhibitor:  0.024
CYP2C9-substrate:  0.187
CYP2D6-inhibitor:  0.016
CYP2D6-substrate:  0.123
CYP3A4-inhibitor:  0.011
CYP3A4-substrate:  0.004

ADMET: Excretion

Clearance (CL):  2.096
Half-life (T1/2):  0.944

ADMET: Toxicity

hERG Blockers:  0.057
Human Hepatotoxicity (H-HT):  0.35
Drug-inuced Liver Injury (DILI):  0.99
AMES Toxicity:  0.021
Rat Oral Acute Toxicity:  0.027
Maximum Recommended Daily Dose:  0.98
Skin Sensitization:  0.151
Carcinogencity:  0.36
Eye Corrosion:  0.003
Eye Irritation:  0.003
Respiratory Toxicity:  0.858

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  Natural Product: NPC478013

Natural Product ID:  NPC478013
Common Name*:   (2S)-2-[[(2S)-1-[[(2S,3S)-3-[[(2S)-2-amino-3-(3-hydroxyphenyl)propanoyl]-methylamino]-1-[[(Z)-[(4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-1-oxobutan-2-yl]amino]-4-methylsulfinyl-1-oxobutan-2-yl]carbamoylamino]-3-(1H-indol-3-yl)propanoic acid
IUPAC Name:   (2S)-2-[[(2S)-1-[[(2S,3S)-3-[[(2S)-2-amino-3-(3-hydroxyphenyl)propanoyl]-methylamino]-1-[[(Z)-[(4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-1-oxobutan-2-yl]amino]-4-methylsulfinyl-1-oxobutan-2-yl]carbamoylamino]-3-(1H-indol-3-yl)propanoic acid
Synonyms:  
Standard InCHIKey:  PGJWAEOEBLIGSQ-APPOVVRKSA-N
Standard InCHI:  InChI=1S/C40H49N9O12S/c1-21(48(2)36(55)27(41)16-22-7-6-8-24(50)15-22)33(35(54)43-20-25-18-31(51)37(61-25)49-13-11-32(52)46-40(49)59)47-34(53)29(12-14-62(3)60)44-39(58)45-30(38(56)57)17-23-19-42-28-10-5-4-9-26(23)28/h4-11,13,15,19-21,27,29-31,33,37,42,50-51H,12,14,16-18,41H2,1-3H3,(H,43,54)(H,47,53)(H,56,57)(H2,44,45,58)(H,46,52,59)/b25-20-/t21-,27-,29-,30-,31+,33-,37+,62?/m0/s1
SMILES:  C[C@@H]([C@@H](C(=O)N/C=C\1/C[C@H]([C@@H](O1)N2C=CC(=O)NC2=O)O)NC(=O)[C@H](CCS(=O)C)NC(=O)N[C@@H](CC3=CNC4=CC=CC=C43)C(=O)O)N(C)C(=O)[C@H](CC5=CC(=CC=C5)O)N
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   118707780
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0000013] Amino acids, peptides, and analogues
          • [CHEMONTID:0000348] Peptides
            • [CHEMONTID:0004830] Dipeptides

*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]
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
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC = 16 ug/ml PMID[24964393]
NPT790 Organism Mycobacterium tuberculosis H37Rv Mycobacterium tuberculosis H37Rv MIC > 32 ug/ml PMID[24964393]

☑ 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 NPC478013 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
0.9872 High Similarity NPC314056
0.9585 High Similarity NPC478011
0.9585 High Similarity NPC478012
0.9545 High Similarity NPC314176
0.9409 High Similarity NPC478006
0.9241 High Similarity NPC314882
0.9177 High Similarity NPC315467
0.9139 High Similarity NPC478010
0.9139 High Similarity NPC478009
0.8761 High Similarity NPC89987
0.8235 Intermediate Similarity NPC319232
0.8235 Intermediate Similarity NPC24370
0.8182 Intermediate Similarity NPC323752
0.8117 Intermediate Similarity NPC125597
0.8067 Intermediate Similarity NPC473317
0.8048 Intermediate Similarity NPC477630
0.8048 Intermediate Similarity NPC477635
0.8008 Intermediate Similarity NPC28945
0.7984 Intermediate Similarity NPC153400
0.7959 Intermediate Similarity NPC220852
0.7935 Intermediate Similarity NPC285343
0.791 Intermediate Similarity NPC326363
0.7815 Intermediate Similarity NPC477633
0.7815 Intermediate Similarity NPC478157
0.7811 Intermediate Similarity NPC321939
0.7801 Intermediate Similarity NPC478007
0.7792 Intermediate Similarity NPC281049
0.7782 Intermediate Similarity NPC325976
0.7778 Intermediate Similarity NPC64216
0.7773 Intermediate Similarity NPC54744
0.7754 Intermediate Similarity NPC478158
0.7737 Intermediate Similarity NPC478008
0.7712 Intermediate Similarity NPC478005
0.7692 Intermediate Similarity NPC322135
0.7689 Intermediate Similarity NPC82472
0.7671 Intermediate Similarity NPC63279
0.7668 Intermediate Similarity NPC295452
0.7668 Intermediate Similarity NPC171393
0.7657 Intermediate Similarity NPC31385
0.7657 Intermediate Similarity NPC75726
0.7657 Intermediate Similarity NPC110602
0.7652 Intermediate Similarity NPC100547
0.7649 Intermediate Similarity NPC477634
0.764 Intermediate Similarity NPC297642
0.7621 Intermediate Similarity NPC223409
0.7621 Intermediate Similarity NPC95240
0.7615 Intermediate Similarity NPC320968
0.7611 Intermediate Similarity NPC304307
0.7611 Intermediate Similarity NPC118559
0.7611 Intermediate Similarity NPC261251
0.7611 Intermediate Similarity NPC34580
0.7611 Intermediate Similarity NPC124920
0.76 Intermediate Similarity NPC323198
0.759 Intermediate Similarity NPC14288
0.7583 Intermediate Similarity NPC75634
0.7571 Intermediate Similarity NPC214142
0.756 Intermediate Similarity NPC321592
0.756 Intermediate Similarity NPC54803
0.7547 Intermediate Similarity NPC263117
0.7547 Intermediate Similarity NPC125181
0.7547 Intermediate Similarity NPC242872
0.7531 Intermediate Similarity NPC162860
0.7521 Intermediate Similarity NPC88008
0.7511 Intermediate Similarity NPC473376
0.751 Intermediate Similarity NPC184225
0.75 Intermediate Similarity NPC476874
0.749 Intermediate Similarity NPC165743
0.7469 Intermediate Similarity NPC315804
0.7469 Intermediate Similarity NPC313804
0.746 Intermediate Similarity NPC284888
0.745 Intermediate Similarity NPC475969
0.745 Intermediate Similarity NPC474877
0.745 Intermediate Similarity NPC475859
0.7448 Intermediate Similarity NPC54420
0.7431 Intermediate Similarity NPC245055
0.7431 Intermediate Similarity NPC33064
0.7415 Intermediate Similarity NPC45459
0.7415 Intermediate Similarity NPC315491
0.7412 Intermediate Similarity NPC478029
0.741 Intermediate Similarity NPC470730
0.741 Intermediate Similarity NPC477176
0.741 Intermediate Similarity NPC477175
0.741 Intermediate Similarity NPC470729
0.7402 Intermediate Similarity NPC478028
0.7402 Intermediate Similarity NPC477549
0.74 Intermediate Similarity NPC244536
0.7381 Intermediate Similarity NPC477177
0.7373 Intermediate Similarity NPC15801
0.7344 Intermediate Similarity NPC470784
0.7333 Intermediate Similarity NPC272549
0.7331 Intermediate Similarity NPC323244
0.7331 Intermediate Similarity NPC186351
0.7322 Intermediate Similarity NPC476098
0.7311 Intermediate Similarity NPC475506
0.7305 Intermediate Similarity NPC184680
0.7303 Intermediate Similarity NPC323927
0.7287 Intermediate Similarity NPC303658
0.7283 Intermediate Similarity NPC328924
0.728 Intermediate Similarity NPC155143
0.7276 Intermediate Similarity NPC470785
0.7262 Intermediate Similarity NPC181081
0.7247 Intermediate Similarity NPC79386
0.7246 Intermediate Similarity NPC472789
0.7228 Intermediate Similarity NPC74619
0.7213 Intermediate Similarity NPC5145
0.7208 Intermediate Similarity NPC193761
0.7206 Intermediate Similarity NPC74969
0.7203 Intermediate Similarity NPC294693
0.7197 Intermediate Similarity NPC315893
0.7197 Intermediate Similarity NPC316110
0.7197 Intermediate Similarity NPC213308
0.7197 Intermediate Similarity NPC313587
0.7185 Intermediate Similarity NPC473640
0.7177 Intermediate Similarity NPC472285
0.7172 Intermediate Similarity NPC107077
0.7172 Intermediate Similarity NPC223791
0.7171 Intermediate Similarity NPC478141
0.7165 Intermediate Similarity NPC194740
0.7155 Intermediate Similarity NPC100321
0.7143 Intermediate Similarity NPC156704
0.7132 Intermediate Similarity NPC14812
0.7126 Intermediate Similarity NPC39092
0.7126 Intermediate Similarity NPC229348
0.7125 Intermediate Similarity NPC470497
0.7113 Intermediate Similarity NPC171317
0.709 Intermediate Similarity NPC316403
0.7083 Intermediate Similarity NPC293917
0.7082 Intermediate Similarity NPC477516
0.708 Intermediate Similarity NPC477714
0.708 Intermediate Similarity NPC264285
0.7077 Intermediate Similarity NPC41679
0.707 Intermediate Similarity NPC69843
0.7068 Intermediate Similarity NPC473800
0.7068 Intermediate Similarity NPC471192
0.7068 Intermediate Similarity NPC469928
0.7042 Intermediate Similarity NPC306376
0.7042 Intermediate Similarity NPC470499
0.704 Intermediate Similarity NPC477715
0.7036 Intermediate Similarity NPC16352
0.7031 Intermediate Similarity NPC33949
0.7031 Intermediate Similarity NPC191382
0.7031 Intermediate Similarity NPC56109
0.7021 Intermediate Similarity NPC17059
0.702 Intermediate Similarity NPC270918
0.7018 Intermediate Similarity NPC117980
0.7016 Intermediate Similarity NPC207020
0.7016 Intermediate Similarity NPC153980
0.7016 Intermediate Similarity NPC471194
0.7016 Intermediate Similarity NPC471193
0.7016 Intermediate Similarity NPC6865
0.7011 Intermediate Similarity NPC474183
0.7008 Intermediate Similarity NPC475271
0.7008 Intermediate Similarity NPC475070
0.6996 Remote Similarity NPC474896
0.6996 Remote Similarity NPC60621
0.6992 Remote Similarity NPC157931
0.6992 Remote Similarity NPC213629
0.6988 Remote Similarity NPC266931
0.6987 Remote Similarity NPC276517
0.6985 Remote Similarity NPC475816
0.698 Remote Similarity NPC19170
0.698 Remote Similarity NPC474196
0.6979 Remote Similarity NPC94752
0.6976 Remote Similarity NPC72956
0.6975 Remote Similarity NPC99666
0.6972 Remote Similarity NPC305984
0.697 Remote Similarity NPC477108
0.697 Remote Similarity NPC477107
0.697 Remote Similarity NPC477109
0.6969 Remote Similarity NPC31097
0.6969 Remote Similarity NPC155444
0.6964 Remote Similarity NPC476116
0.696 Remote Similarity NPC313640
0.6958 Remote Similarity NPC242209
0.6958 Remote Similarity NPC81175
0.6957 Remote Similarity NPC276657
0.6957 Remote Similarity NPC272174
0.695 Remote Similarity NPC207686
0.695 Remote Similarity NPC260909
0.6937 Remote Similarity NPC475746
0.6932 Remote Similarity NPC470732
0.6932 Remote Similarity NPC17487
0.6932 Remote Similarity NPC201831
0.6932 Remote Similarity NPC470731
0.6932 Remote Similarity NPC473312
0.6928 Remote Similarity NPC315499
0.692 Remote Similarity NPC471080
0.692 Remote Similarity NPC74562
0.692 Remote Similarity NPC316181
0.692 Remote Similarity NPC469592
0.692 Remote Similarity NPC151781
0.692 Remote Similarity NPC321708
0.6917 Remote Similarity NPC178858
0.6912 Remote Similarity NPC150447
0.6908 Remote Similarity NPC82370
0.6907 Remote Similarity NPC171171
0.6907 Remote Similarity NPC315555
0.6906 Remote Similarity NPC316224
0.6905 Remote Similarity NPC476041
0.6905 Remote Similarity NPC304926

  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 NPC478013 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
0.7866 Intermediate Similarity NPD8405 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD7970 Approved
0.7667 Intermediate Similarity NPD7971 Clinical (unspecified phase)
0.7642 Intermediate Similarity NPD7603 Discontinued
0.7615 Intermediate Similarity NPD7470 Discontinued
0.7531 Intermediate Similarity NPD8406 Clinical (unspecified phase)
0.7521 Intermediate Similarity NPD8493 Clinical (unspecified phase)
0.7511 Intermediate Similarity NPD8272 Phase 2
0.75 Intermediate Similarity NPD7809 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD7655 Discontinued
0.7416 Intermediate Similarity NPD8284 Discontinued
0.7415 Intermediate Similarity NPD484 Approved
0.74 Intermediate Similarity NPD4086 Phase 1
0.7331 Intermediate Similarity NPD8430 Approved
0.7325 Intermediate Similarity NPD8013 Clinical (unspecified phase)
0.7309 Intermediate Similarity NPD8356 Approved
0.7273 Intermediate Similarity NPD8421 Discontinued
0.725 Intermediate Similarity NPD8072 Approved
0.7245 Intermediate Similarity NPD8246 Approved
0.7245 Intermediate Similarity NPD8247 Approved
0.7227 Intermediate Similarity NPD7807 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD7711 Discontinued
0.7218 Intermediate Similarity NPD8255 Phase 2
0.7208 Intermediate Similarity NPD8073 Approved
0.7206 Intermediate Similarity NPD5612 Discontinued
0.7186 Intermediate Similarity NPD4558 Phase 2
0.7177 Intermediate Similarity NPD7823 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD7903 Clinical (unspecified phase)
0.7166 Intermediate Similarity NPD8112 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD5575 Clinical (unspecified phase)
0.7148 Intermediate Similarity NPD4885 Approved
0.7143 Intermediate Similarity NPD7948 Phase 1
0.7137 Intermediate Similarity NPD5483 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD8292 Phase 2
0.7121 Intermediate Similarity NPD5040 Clinical (unspecified phase)
0.7116 Intermediate Similarity NPD8442 Discontinued
0.7091 Intermediate Similarity NPD7689 Approved
0.7087 Intermediate Similarity NPD8075 Discontinued
0.7083 Intermediate Similarity NPD7621 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD3354 Phase 2
0.707 Intermediate Similarity NPD7589 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7944 Discontinued
0.7054 Intermediate Similarity NPD7558 Phase 2
0.7036 Intermediate Similarity NPD6824 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD7780 Approved
0.7031 Intermediate Similarity NPD7781 Approved
0.703 Intermediate Similarity NPD8101 Phase 3
0.702 Intermediate Similarity NPD6838 Clinical (unspecified phase)
0.7016 Intermediate Similarity NPD8093 Discontinued
0.7016 Intermediate Similarity NPD7594 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD8524 Approved
0.7008 Intermediate Similarity NPD8169 Discontinued
0.7004 Intermediate Similarity NPD7825 Clinical (unspecified phase)
0.6992 Remote Similarity NPD8110 Clinical (unspecified phase)
0.6988 Remote Similarity NPD8094 Discontinued
0.6988 Remote Similarity NPD7790 Approved
0.6988 Remote Similarity NPD7952 Approved
0.6988 Remote Similarity NPD7950 Approved
0.6988 Remote Similarity NPD7953 Approved
0.6988 Remote Similarity NPD7789 Approved
0.6988 Remote Similarity NPD7951 Approved
0.6988 Remote Similarity NPD7791 Approved
0.6985 Remote Similarity NPD2921 Clinical (unspecified phase)
0.698 Remote Similarity NPD4862 Clinical (unspecified phase)
0.6972 Remote Similarity NPD8525 Approved
0.6965 Remote Similarity NPD5559 Phase 2
0.696 Remote Similarity NPD4897 Phase 2
0.6957 Remote Similarity NPD6242 Discontinued
0.6955 Remote Similarity NPD6276 Discontinued
0.695 Remote Similarity NPD8459 Approved
0.695 Remote Similarity NPD8460 Approved
0.6942 Remote Similarity NPD5018 Phase 3
0.6939 Remote Similarity NPD5901 Discontinued
0.6935 Remote Similarity NPD7998 Clinical (unspecified phase)
0.6932 Remote Similarity NPD3914 Clinical (unspecified phase)
0.6926 Remote Similarity NPD7730 Approved
0.6926 Remote Similarity NPD7731 Approved
0.692 Remote Similarity NPD8489 Phase 1
0.6917 Remote Similarity NPD8100 Phase 3
0.6911 Remote Similarity NPD6732 Clinical (unspecified phase)
0.6909 Remote Similarity NPD8288 Phase 2
0.6909 Remote Similarity NPD8287 Phase 1
0.6903 Remote Similarity NPD5482 Discontinued
0.6899 Remote Similarity NPD8349 Phase 1
0.6895 Remote Similarity NPD8364 Approved
0.6895 Remote Similarity NPD8363 Approved
0.6889 Remote Similarity NPD8463 Approved
0.6887 Remote Similarity NPD7426 Phase 1
0.6885 Remote Similarity NPD7796 Approved
0.6885 Remote Similarity NPD8119 Discontinued
0.6885 Remote Similarity NPD7797 Approved
0.6884 Remote Similarity NPD8310 Clinical (unspecified phase)
0.6883 Remote Similarity NPD1392 Approved
0.688 Remote Similarity NPD7967 Discontinued
0.6879 Remote Similarity NPD7181 Phase 3
0.6875 Remote Similarity NPD6173 Approved
0.6873 Remote Similarity NPD7824 Approved
0.687 Remote Similarity NPD4454 Phase 2
0.6868 Remote Similarity NPD8429 Approved
0.6868 Remote Similarity NPD8467 Approved
0.6868 Remote Similarity NPD8428 Approved
0.6868 Remote Similarity NPD8465 Approved
0.6868 Remote Similarity NPD8427 Approved
0.6868 Remote Similarity NPD8466 Approved
0.6867 Remote Similarity NPD4900 Clinical (unspecified phase)
0.686 Remote Similarity NPD6165 Phase 2
0.686 Remote Similarity NPD6164 Phase 2
0.6848 Remote Similarity NPD7271 Approved
0.6846 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6842 Remote Similarity NPD3003 Approved
0.6842 Remote Similarity NPD7001 Phase 3
0.684 Remote Similarity NPD5067 Phase 2
0.684 Remote Similarity NPD5066 Phase 2
0.6838 Remote Similarity NPD8271 Discontinued
0.6828 Remote Similarity NPD8250 Phase 2
0.6827 Remote Similarity NPD2125 Clinical (unspecified phase)
0.6822 Remote Similarity NPD8289 Discontinued
0.6812 Remote Similarity NPD6456 Discontinued
0.6805 Remote Similarity NPD6517 Phase 3
0.6803 Remote Similarity NPD3814 Phase 1
0.68 Remote Similarity NPD8261 Discontinued
0.6798 Remote Similarity NPD7112 Discontinued
0.6797 Remote Similarity NPD5507 Approved
0.6797 Remote Similarity NPD5506 Approved
0.6797 Remote Similarity NPD7726 Phase 1
0.6795 Remote Similarity NPD4845 Discontinued
0.6791 Remote Similarity NPD7486 Phase 1
0.6787 Remote Similarity NPD7947 Clinical (unspecified phase)
0.678 Remote Similarity NPD2095 Phase 2
0.678 Remote Similarity NPD2092 Phase 2
0.678 Remote Similarity NPD2094 Phase 2
0.6774 Remote Similarity NPD7957 Phase 1
0.6774 Remote Similarity NPD7958 Clinical (unspecified phase)
0.6772 Remote Similarity NPD8425 Approved
0.6772 Remote Similarity NPD8426 Approved
0.6765 Remote Similarity NPD5532 Phase 2
0.6765 Remote Similarity NPD8370 Discontinued
0.6764 Remote Similarity NPD5867 Clinical (unspecified phase)
0.6763 Remote Similarity NPD6665 Discontinued
0.6759 Remote Similarity NPD5149 Phase 2
0.6759 Remote Similarity NPD5148 Clinical (unspecified phase)
0.6758 Remote Similarity NPD7403 Phase 1
0.6751 Remote Similarity NPD2091 Phase 2
0.6751 Remote Similarity NPD2096 Phase 2
0.6748 Remote Similarity NPD4511 Phase 1
0.6745 Remote Similarity NPD5632 Approved
0.6744 Remote Similarity NPD6752 Phase 1
0.6744 Remote Similarity NPD6753 Phase 1
0.6742 Remote Similarity NPD3006 Discontinued
0.6741 Remote Similarity NPD8102 Discontinued
0.6736 Remote Similarity NPD1304 Clinical (unspecified phase)
0.6736 Remote Similarity NPD1038 Approved
0.6734 Remote Similarity NPD4903 Approved
0.6734 Remote Similarity NPD7712 Clinical (unspecified phase)
0.6734 Remote Similarity NPD4906 Approved
0.6734 Remote Similarity NPD4905 Approved
0.6729 Remote Similarity NPD8359 Phase 2
0.6729 Remote Similarity NPD8016 Phase 3
0.6729 Remote Similarity NPD8017 Clinical (unspecified phase)
0.6727 Remote Similarity NPD7956 Approved
0.6727 Remote Similarity NPD7955 Approved
0.6727 Remote Similarity NPD3343 Phase 3
0.6721 Remote Similarity NPD5721 Clinical (unspecified phase)
0.672 Remote Similarity NPD2187 Approved
0.672 Remote Similarity NPD2189 Approved
0.672 Remote Similarity NPD2509 Approved
0.672 Remote Similarity NPD2510 Approved
0.6709 Remote Similarity NPD5728 Clinical (unspecified phase)
0.6707 Remote Similarity NPD4904 Approved
0.6707 Remote Similarity NPD4901 Clinical (unspecified phase)
0.6706 Remote Similarity NPD5818 Discontinued
0.6693 Remote Similarity NPD5903 Approved
0.6693 Remote Similarity NPD5902 Approved
0.6692 Remote Similarity NPD6263 Clinical (unspecified phase)
0.6692 Remote Similarity NPD7729 Clinical (unspecified phase)
0.6691 Remote Similarity NPD6230 Discontinued
0.668 Remote Similarity NPD7817 Phase 1
0.668 Remote Similarity NPD3917 Approved
0.668 Remote Similarity NPD7818 Clinical (unspecified phase)
0.668 Remote Similarity NPD8322 Phase 2
0.668 Remote Similarity NPD3918 Approved
0.668 Remote Similarity NPD3916 Clinical (unspecified phase)
0.668 Remote Similarity NPD7069 Discontinued
0.6667 Remote Similarity NPD5450 Discontinued
0.6667 Remote Similarity NPD6141 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6742 Phase 2
0.6667 Remote Similarity NPD482 Approved
0.6667 Remote Similarity NPD7273 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4080 Discontinued
0.6667 Remote Similarity NPD6743 Phase 2
0.6654 Remote Similarity NPD8372 Clinical (unspecified phase)
0.6654 Remote Similarity NPD3243 Approved
0.6654 Remote Similarity NPD8106 Phase 2
0.6654 Remote Similarity NPD7688 Phase 1
0.6654 Remote Similarity NPD7194 Discontinued
0.6654 Remote Similarity NPD8488 Clinical (unspecified phase)
0.6653 Remote Similarity NPD5003 Discontinued
0.6653 Remote Similarity NPD6376 Discontinued
0.6653 Remote Similarity NPD2916 Discontinued
0.6653 Remote Similarity NPD7981 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