Structure

Physi-Chem Properties

Molecular Weight:  891.36
Volume:  872.551
LogP:  0.22
LogD:  0.633
LogS:  -3.334
# Rotatable Bonds:  20
TPSA:  289.64
# H-Bond Aceptor:  20
# H-Bond Donor:  9
# Rings:  7
# Heavy Atoms:  20

MedChem Properties

QED Drug-Likeness Score:  0.065
Synthetic Accessibility Score:  5.456
Fsp3:  0.333
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.522
MDCK Permeability:  4.216826255287742e-06
Pgp-inhibitor:  0.0
Pgp-substrate:  0.502
Human Intestinal Absorption (HIA):  0.962
20% Bioavailability (F20%):  0.995
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.186
Plasma Protein Binding (PPB):  67.6768569946289%
Volume Distribution (VD):  0.329
Pgp-substrate:  44.06346130371094%

ADMET: Metabolism

CYP1A2-inhibitor:  0.005
CYP1A2-substrate:  0.013
CYP2C19-inhibitor:  0.092
CYP2C19-substrate:  0.032
CYP2C9-inhibitor:  0.054
CYP2C9-substrate:  0.803
CYP2D6-inhibitor:  0.18
CYP2D6-substrate:  0.15
CYP3A4-inhibitor:  0.252
CYP3A4-substrate:  0.019

ADMET: Excretion

Clearance (CL):  2.244
Half-life (T1/2):  0.901

ADMET: Toxicity

hERG Blockers:  0.042
Human Hepatotoxicity (H-HT):  0.856
Drug-inuced Liver Injury (DILI):  0.992
AMES Toxicity:  0.036
Rat Oral Acute Toxicity:  0.357
Maximum Recommended Daily Dose:  0.949
Skin Sensitization:  0.079
Carcinogencity:  0.244
Eye Corrosion:  0.003
Eye Irritation:  0.002
Respiratory Toxicity:  0.051

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  Natural Product: NPC478009

Natural Product ID:  NPC478009
Common Name*:   (2S)-2-[[(2S)-1-[[(2S,3S)-1-[[(Z)-[(4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-3-[(6-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-methylamino]-1-oxobutan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]carbamoylamino]-3-(1H-indol-3-yl)propanoic acid
IUPAC Name:   (2S)-2-[[(2S)-1-[[(2S,3S)-1-[[(Z)-[(4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-3-[(6-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-methylamino]-1-oxobutan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]carbamoylamino]-3-(1H-indol-3-yl)propanoic acid
Synonyms:  
Standard InCHIKey:  YEZXAIKTNATFNU-BGGNUJFISA-N
Standard InCHI:  InChI=1S/C45H49N9O11/c1-24(53(2)41(60)34-18-27-17-29(55)13-12-26(27)21-47-34)38(40(59)48-23-30-20-36(56)42(65-30)54-15-14-37(57)51-45(54)64)52-39(58)33(16-25-8-4-3-5-9-25)49-44(63)50-35(43(61)62)19-28-22-46-32-11-7-6-10-31(28)32/h3-15,17,22-24,33-36,38,42,46-47,55-56H,16,18-21H2,1-2H3,(H,48,59)(H,52,58)(H,61,62)(H2,49,50,63)(H,51,57,64)/b30-23-/t24-,33-,34?,35-,36+,38-,42+/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](CC3=CC=CC=C3)NC(=O)N[C@@H](CC4=CNC5=CC=CC=C54)C(=O)O)N(C)C(=O)C6CC7=C(CN6)C=CC(=C7)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   118707784
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
NPT790 Organism Mycobacterium tuberculosis H37Rv Mycobacterium tuberculosis H37Rv Ratio = 8 n.a. PMID[24964393]
NPT790 Organism Mycobacterium tuberculosis H37Rv Mycobacterium tuberculosis H37Rv MIC = 2 ug/ml PMID[24964393]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC = 8 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 NPC478009 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
0.983 High Similarity NPC478010
0.9787 High Similarity NPC315467
0.97 High Similarity NPC478006
0.9544 High Similarity NPC478011
0.9504 High Similarity NPC314176
0.9444 High Similarity NPC314882
0.9383 High Similarity NPC478012
0.9253 High Similarity NPC314056
0.9139 High Similarity NPC478013
0.8798 High Similarity NPC89987
0.8426 Intermediate Similarity NPC319232
0.8426 Intermediate Similarity NPC24370
0.8368 Intermediate Similarity NPC323752
0.834 Intermediate Similarity NPC28945
0.8319 Intermediate Similarity NPC326363
0.8305 Intermediate Similarity NPC125597
0.8264 Intermediate Similarity NPC285343
0.8255 Intermediate Similarity NPC473317
0.8182 Intermediate Similarity NPC325976
0.814 Intermediate Similarity NPC220852
0.8 Intermediate Similarity NPC478157
0.7975 Intermediate Similarity NPC281049
0.7958 Intermediate Similarity NPC64216
0.7869 Intermediate Similarity NPC322135
0.7866 Intermediate Similarity NPC477630
0.7866 Intermediate Similarity NPC477635
0.7863 Intermediate Similarity NPC82472
0.7844 Intermediate Similarity NPC477633
0.784 Intermediate Similarity NPC171393
0.784 Intermediate Similarity NPC295452
0.7828 Intermediate Similarity NPC100547
0.7806 Intermediate Similarity NPC54744
0.7804 Intermediate Similarity NPC153400
0.7796 Intermediate Similarity NPC95240
0.7796 Intermediate Similarity NPC223409
0.7787 Intermediate Similarity NPC34580
0.7787 Intermediate Similarity NPC478158
0.7787 Intermediate Similarity NPC261251
0.7787 Intermediate Similarity NPC124920
0.7787 Intermediate Similarity NPC304307
0.7787 Intermediate Similarity NPC118559
0.7773 Intermediate Similarity NPC323198
0.7764 Intermediate Similarity NPC14288
0.7764 Intermediate Similarity NPC75634
0.7759 Intermediate Similarity NPC478007
0.7746 Intermediate Similarity NPC214142
0.7733 Intermediate Similarity NPC321592
0.7733 Intermediate Similarity NPC54803
0.7695 Intermediate Similarity NPC478008
0.768 Intermediate Similarity NPC184225
0.7649 Intermediate Similarity NPC470784
0.7647 Intermediate Similarity NPC320968
0.7645 Intermediate Similarity NPC315804
0.7645 Intermediate Similarity NPC313804
0.764 Intermediate Similarity NPC477549
0.7631 Intermediate Similarity NPC284888
0.761 Intermediate Similarity NPC184680
0.76 Intermediate Similarity NPC33064
0.76 Intermediate Similarity NPC245055
0.7579 Intermediate Similarity NPC470785
0.7571 Intermediate Similarity NPC186351
0.7571 Intermediate Similarity NPC244536
0.7563 Intermediate Similarity NPC162860
0.7553 Intermediate Similarity NPC88008
0.7542 Intermediate Similarity NPC473376
0.754 Intermediate Similarity NPC56109
0.754 Intermediate Similarity NPC191382
0.7532 Intermediate Similarity NPC476874
0.75 Intermediate Similarity NPC323244
0.75 Intermediate Similarity NPC476098
0.75 Intermediate Similarity NPC272549
0.7481 Intermediate Similarity NPC477634
0.748 Intermediate Similarity NPC475969
0.748 Intermediate Similarity NPC475859
0.7479 Intermediate Similarity NPC54420
0.747 Intermediate Similarity NPC15801
0.7459 Intermediate Similarity NPC303658
0.7458 Intermediate Similarity NPC5145
0.7452 Intermediate Similarity NPC74619
0.745 Intermediate Similarity NPC328924
0.7447 Intermediate Similarity NPC45459
0.7447 Intermediate Similarity NPC315491
0.744 Intermediate Similarity NPC470730
0.744 Intermediate Similarity NPC477175
0.7423 Intermediate Similarity NPC181081
0.741 Intermediate Similarity NPC474877
0.7409 Intermediate Similarity NPC260909
0.7388 Intermediate Similarity NPC477714
0.7384 Intermediate Similarity NPC193761
0.7381 Intermediate Similarity NPC165743
0.7377 Intermediate Similarity NPC74969
0.7373 Intermediate Similarity NPC41679
0.7371 Intermediate Similarity NPC470729
0.7371 Intermediate Similarity NPC477176
0.7362 Intermediate Similarity NPC295228
0.7361 Intermediate Similarity NPC117980
0.7352 Intermediate Similarity NPC63279
0.7347 Intermediate Similarity NPC477715
0.7342 Intermediate Similarity NPC475506
0.7341 Intermediate Similarity NPC477177
0.7339 Intermediate Similarity NPC155444
0.7331 Intermediate Similarity NPC194740
0.7331 Intermediate Similarity NPC33949
0.7326 Intermediate Similarity NPC195788
0.7326 Intermediate Similarity NPC237901
0.7323 Intermediate Similarity NPC297642
0.7317 Intermediate Similarity NPC264285
0.7316 Intermediate Similarity NPC321939
0.7311 Intermediate Similarity NPC155143
0.7305 Intermediate Similarity NPC474183
0.7303 Intermediate Similarity NPC478005
0.7298 Intermediate Similarity NPC60621
0.7291 Intermediate Similarity NPC470126
0.729 Intermediate Similarity NPC473800
0.729 Intermediate Similarity NPC14812
0.7283 Intermediate Similarity NPC475746
0.7279 Intermediate Similarity NPC116701
0.7276 Intermediate Similarity NPC304926
0.7276 Intermediate Similarity NPC305984
0.7276 Intermediate Similarity NPC476041
0.7273 Intermediate Similarity NPC476116
0.7269 Intermediate Similarity NPC220851
0.7269 Intermediate Similarity NPC178858
0.7262 Intermediate Similarity NPC189079
0.7261 Intermediate Similarity NPC316403
0.7256 Intermediate Similarity NPC284685
0.725 Intermediate Similarity NPC475070
0.725 Intermediate Similarity NPC470500
0.7248 Intermediate Similarity NPC81175
0.7247 Intermediate Similarity NPC9482
0.7247 Intermediate Similarity NPC315499
0.724 Intermediate Similarity NPC475271
0.7237 Intermediate Similarity NPC478029
0.7236 Intermediate Similarity NPC469928
0.7227 Intermediate Similarity NPC213308
0.7227 Intermediate Similarity NPC478028
0.7224 Intermediate Similarity NPC471080
0.7224 Intermediate Similarity NPC469592
0.7222 Intermediate Similarity NPC157931
0.722 Intermediate Similarity NPC473312
0.7215 Intermediate Similarity NPC473640
0.7215 Intermediate Similarity NPC306376
0.7208 Intermediate Similarity NPC478080
0.7208 Intermediate Similarity NPC303374
0.7206 Intermediate Similarity NPC472285
0.7202 Intermediate Similarity NPC107077
0.7202 Intermediate Similarity NPC223791
0.72 Intermediate Similarity NPC16352
0.72 Intermediate Similarity NPC280272
0.7194 Intermediate Similarity NPC471762
0.7194 Intermediate Similarity NPC253580
0.719 Intermediate Similarity NPC323927
0.719 Intermediate Similarity NPC270918
0.7186 Intermediate Similarity NPC26543
0.7185 Intermediate Similarity NPC100321
0.7177 Intermediate Similarity NPC469594
0.7176 Intermediate Similarity NPC207686
0.7173 Intermediate Similarity NPC156704
0.7166 Intermediate Similarity NPC330009
0.7166 Intermediate Similarity NPC471192
0.7164 Intermediate Similarity NPC191489
0.716 Intermediate Similarity NPC474896
0.7159 Intermediate Similarity NPC133609
0.7155 Intermediate Similarity NPC470497
0.7154 Intermediate Similarity NPC74562
0.7154 Intermediate Similarity NPC229348
0.7154 Intermediate Similarity NPC151781
0.7154 Intermediate Similarity NPC6215
0.7154 Intermediate Similarity NPC266931
0.7154 Intermediate Similarity NPC316181
0.7149 Intermediate Similarity NPC99666
0.7148 Intermediate Similarity NPC63971
0.7148 Intermediate Similarity NPC91868
0.7143 Intermediate Similarity NPC475816
0.7143 Intermediate Similarity NPC477861
0.7143 Intermediate Similarity NPC171317
0.7137 Intermediate Similarity NPC469734
0.7131 Intermediate Similarity NPC31097
0.7122 Intermediate Similarity NPC100734
0.7122 Intermediate Similarity NPC88923
0.7122 Intermediate Similarity NPC315634
0.712 Intermediate Similarity NPC272174
0.7114 Intermediate Similarity NPC471194
0.7114 Intermediate Similarity NPC471193
0.7114 Intermediate Similarity NPC153980
0.7114 Intermediate Similarity NPC6865
0.7113 Intermediate Similarity NPC293917
0.711 Intermediate Similarity NPC471891
0.711 Intermediate Similarity NPC107836
0.7105 Intermediate Similarity NPC329982
0.7103 Intermediate Similarity NPC130570
0.7099 Intermediate Similarity NPC284141
0.7099 Intermediate Similarity NPC78609
0.7098 Intermediate Similarity NPC69843
0.7097 Intermediate Similarity NPC476114
0.7088 Intermediate Similarity NPC478081
0.7087 Intermediate Similarity NPC476491
0.7083 Intermediate Similarity NPC249040
0.708 Intermediate Similarity NPC193267
0.708 Intermediate Similarity NPC213530

  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 NPC478009 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
0.8205 Intermediate Similarity NPD8405 Clinical (unspecified phase)
0.7893 Intermediate Similarity NPD7603 Discontinued
0.7708 Intermediate Similarity NPD8406 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD7470 Discontinued
0.7627 Intermediate Similarity NPD8493 Clinical (unspecified phase)
0.7606 Intermediate Similarity NPD8442 Discontinued
0.759 Intermediate Similarity NPD8524 Approved
0.7571 Intermediate Similarity NPD8430 Approved
0.7571 Intermediate Similarity NPD4086 Phase 1
0.756 Intermediate Similarity NPD7558 Phase 2
0.7551 Intermediate Similarity NPD8356 Approved
0.754 Intermediate Similarity NPD7781 Approved
0.754 Intermediate Similarity NPD7780 Approved
0.7531 Intermediate Similarity NPD7809 Clinical (unspecified phase)
0.752 Intermediate Similarity NPD4885 Approved
0.75 Intermediate Similarity NPD7689 Approved
0.749 Intermediate Similarity NPD7791 Approved
0.749 Intermediate Similarity NPD7789 Approved
0.749 Intermediate Similarity NPD7950 Approved
0.749 Intermediate Similarity NPD7952 Approved
0.749 Intermediate Similarity NPD5040 Clinical (unspecified phase)
0.749 Intermediate Similarity NPD7953 Approved
0.749 Intermediate Similarity NPD7951 Approved
0.749 Intermediate Similarity NPD7790 Approved
0.7482 Intermediate Similarity NPD8421 Discontinued
0.7479 Intermediate Similarity NPD8112 Clinical (unspecified phase)
0.7469 Intermediate Similarity NPD8093 Discontinued
0.7468 Intermediate Similarity NPD7948 Phase 1
0.7447 Intermediate Similarity NPD484 Approved
0.7438 Intermediate Similarity NPD8094 Discontinued
0.7427 Intermediate Similarity NPD8013 Clinical (unspecified phase)
0.7418 Intermediate Similarity NPD7823 Clinical (unspecified phase)
0.7409 Intermediate Similarity NPD8460 Approved
0.7409 Intermediate Similarity NPD8459 Approved
0.7399 Intermediate Similarity NPD7181 Phase 3
0.7385 Intermediate Similarity NPD8310 Clinical (unspecified phase)
0.7377 Intermediate Similarity NPD5612 Discontinued
0.7364 Intermediate Similarity NPD5483 Clinical (unspecified phase)
0.7361 Intermediate Similarity NPD8363 Approved
0.7361 Intermediate Similarity NPD8364 Approved
0.7348 Intermediate Similarity NPD8349 Phase 1
0.7346 Intermediate Similarity NPD4558 Phase 2
0.7342 Intermediate Similarity NPD7903 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD6824 Clinical (unspecified phase)
0.7336 Intermediate Similarity NPD7970 Approved
0.7336 Intermediate Similarity NPD7971 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD8466 Approved
0.7326 Intermediate Similarity NPD8467 Approved
0.7326 Intermediate Similarity NPD8465 Approved
0.732 Intermediate Similarity NPD7426 Phase 1
0.7312 Intermediate Similarity NPD8119 Discontinued
0.7306 Intermediate Similarity NPD8365 Clinical (unspecified phase)
0.7302 Intermediate Similarity NPD8525 Approved
0.7302 Intermediate Similarity NPD7589 Clinical (unspecified phase)
0.7291 Intermediate Similarity NPD8292 Phase 2
0.7291 Intermediate Similarity NPD7731 Approved
0.7291 Intermediate Similarity NPD7730 Approved
0.7261 Intermediate Similarity NPD6838 Clinical (unspecified phase)
0.7256 Intermediate Similarity NPD7956 Approved
0.7256 Intermediate Similarity NPD7955 Approved
0.7254 Intermediate Similarity NPD7594 Clinical (unspecified phase)
0.7253 Intermediate Similarity NPD7655 Discontinued
0.7235 Intermediate Similarity NPD8463 Approved
0.7234 Intermediate Similarity NPD7944 Discontinued
0.7233 Intermediate Similarity NPD7824 Approved
0.722 Intermediate Similarity NPD8425 Approved
0.722 Intermediate Similarity NPD8426 Approved
0.7218 Intermediate Similarity NPD8091 Phase 3
0.7212 Intermediate Similarity NPD6456 Discontinued
0.7211 Intermediate Similarity NPD7271 Approved
0.7209 Intermediate Similarity NPD8016 Phase 3
0.7209 Intermediate Similarity NPD8017 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD8429 Approved
0.72 Intermediate Similarity NPD8428 Approved
0.72 Intermediate Similarity NPD8427 Approved
0.7195 Intermediate Similarity NPD4897 Phase 2
0.7191 Intermediate Similarity NPD5575 Clinical (unspecified phase)
0.7183 Intermediate Similarity NPD8289 Discontinued
0.7177 Intermediate Similarity NPD8109 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD7797 Approved
0.7176 Intermediate Similarity NPD8250 Phase 2
0.7176 Intermediate Similarity NPD7796 Approved
0.7172 Intermediate Similarity NPD7998 Clinical (unspecified phase)
0.7164 Intermediate Similarity NPD7708 Approved
0.716 Intermediate Similarity NPD5507 Approved
0.716 Intermediate Similarity NPD5506 Approved
0.7154 Intermediate Similarity NPD6164 Phase 2
0.7154 Intermediate Similarity NPD6165 Phase 2
0.7153 Intermediate Similarity NPD5018 Phase 3
0.7143 Intermediate Similarity NPD8247 Approved
0.7143 Intermediate Similarity NPD8246 Approved
0.7143 Intermediate Similarity NPD2921 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD5559 Phase 2
0.7122 Intermediate Similarity NPD7803 Approved
0.7121 Intermediate Similarity NPD5482 Discontinued
0.7116 Intermediate Similarity NPD8255 Phase 2
0.7114 Intermediate Similarity NPD7069 Discontinued
0.7113 Intermediate Similarity NPD7621 Clinical (unspecified phase)
0.7104 Intermediate Similarity NPD7729 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD6752 Phase 1
0.7103 Intermediate Similarity NPD6753 Phase 1
0.7102 Intermediate Similarity NPD4900 Clinical (unspecified phase)
0.709 Intermediate Similarity NPD7947 Clinical (unspecified phase)
0.7088 Intermediate Similarity NPD6716 Phase 1
0.7078 Intermediate Similarity NPD7958 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD7957 Phase 1
0.707 Intermediate Similarity NPD8106 Phase 2
0.7068 Intermediate Similarity NPD6724 Clinical (unspecified phase)
0.7068 Intermediate Similarity NPD7859 Phase 2
0.7054 Intermediate Similarity NPD4511 Phase 1
0.7041 Intermediate Similarity NPD4926 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD6773 Clinical (unspecified phase)
0.7028 Intermediate Similarity NPD7112 Discontinued
0.7025 Intermediate Similarity NPD5721 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD7726 Phase 1
0.702 Intermediate Similarity NPD2916 Discontinued
0.7017 Intermediate Similarity NPD8279 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD4600 Approved
0.7012 Intermediate Similarity NPD7194 Discontinued
0.7012 Intermediate Similarity NPD4601 Approved
0.7008 Intermediate Similarity NPD6732 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD4862 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD8271 Discontinued
0.6996 Remote Similarity NPD8284 Discontinued
0.6989 Remote Similarity NPD8049 Phase 2
0.6988 Remote Similarity NPD5149 Phase 2
0.6988 Remote Similarity NPD5148 Clinical (unspecified phase)
0.6988 Remote Similarity NPD7807 Clinical (unspecified phase)
0.6984 Remote Similarity NPD6242 Discontinued
0.698 Remote Similarity NPD7222 Phase 2
0.6977 Remote Similarity NPD5015 Clinical (unspecified phase)
0.6971 Remote Similarity NPD3814 Phase 1
0.6967 Remote Similarity NPD8272 Phase 2
0.6967 Remote Similarity NPD5901 Discontinued
0.6958 Remote Similarity NPD6517 Phase 3
0.6947 Remote Similarity NPD7025 Clinical (unspecified phase)
0.6944 Remote Similarity NPD8489 Phase 1
0.6943 Remote Similarity NPD7486 Phase 1
0.6939 Remote Similarity NPD4901 Clinical (unspecified phase)
0.6939 Remote Similarity NPD7001 Phase 3
0.6938 Remote Similarity NPD7688 Phase 1
0.6934 Remote Similarity NPD3343 Phase 3
0.6933 Remote Similarity NPD6665 Discontinued
0.6929 Remote Similarity NPD8101 Phase 3
0.6926 Remote Similarity NPD7710 Clinical (unspecified phase)
0.6917 Remote Similarity NPD8358 Approved
0.6914 Remote Similarity NPD8370 Discontinued
0.6912 Remote Similarity NPD6228 Discontinued
0.6912 Remote Similarity NPD5116 Phase 1
0.6911 Remote Similarity NPD1392 Approved
0.6906 Remote Similarity NPD6230 Discontinued
0.6906 Remote Similarity NPD7921 Approved
0.6905 Remote Similarity NPD6568 Discontinued
0.6903 Remote Similarity NPD6503 Clinical (unspecified phase)
0.6898 Remote Similarity NPD7712 Clinical (unspecified phase)
0.6897 Remote Similarity NPD3006 Discontinued
0.6897 Remote Similarity NPD4454 Phase 2
0.6897 Remote Similarity NPD7853 Phase 2
0.6895 Remote Similarity NPD8321 Discontinued
0.689 Remote Similarity NPD5147 Discontinued
0.6885 Remote Similarity NPD6494 Phase 2
0.6883 Remote Similarity NPD2510 Approved
0.6883 Remote Similarity NPD2509 Approved
0.6883 Remote Similarity NPD6376 Discontinued
0.688 Remote Similarity NPD5728 Clinical (unspecified phase)
0.6873 Remote Similarity NPD5450 Discontinued
0.687 Remote Similarity NPD3003 Approved
0.6867 Remote Similarity NPD5066 Phase 2
0.6867 Remote Similarity NPD5067 Phase 2
0.6865 Remote Similarity NPD8000 Clinical (unspecified phase)
0.686 Remote Similarity NPD5014 Discontinued
0.6853 Remote Similarity NPD5903 Approved
0.6853 Remote Similarity NPD5902 Approved
0.685 Remote Similarity NPD6530 Approved
0.685 Remote Similarity NPD6531 Approved
0.6848 Remote Similarity NPD7674 Phase 3
0.6848 Remote Similarity NPD7675 Phase 3
0.6848 Remote Similarity NPD7676 Clinical (unspecified phase)
0.6848 Remote Similarity NPD3263 Phase 3
0.6848 Remote Similarity NPD4442 Phase 2
0.6846 Remote Similarity NPD7818 Clinical (unspecified phase)
0.6844 Remote Similarity NPD7817 Phase 1
0.6838 Remote Similarity NPD7403 Phase 1
0.6835 Remote Similarity NPD6141 Clinical (unspecified phase)
0.683 Remote Similarity NPD6473 Phase 1
0.6829 Remote Similarity NPD8114 Approved
0.6829 Remote Similarity NPD5426 Phase 3
0.6829 Remote Similarity NPD8115 Approved
0.6825 Remote Similarity NPD3393 Approved
0.6825 Remote Similarity NPD3389 Approved
0.6825 Remote Similarity NPD3394 Approved
0.6823 Remote Similarity NPD7924 Phase 2
0.6823 Remote Similarity NPD7925 Phase 2
0.6822 Remote Similarity NPD4845 Discontinued
0.6822 Remote Similarity NPD6977 Clinical (unspecified phase)
0.6822 Remote Similarity NPD6978 Phase 2
0.6822 Remote Similarity NPD7994 Phase 2
0.682 Remote Similarity NPD7415 Suspended
0.682 Remote Similarity NPD4080 Discontinued
0.6818 Remote Similarity NPD6664 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

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

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

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