Structure

Physi-Chem Properties

Molecular Weight:  263.11
Volume:  243.142
LogP:  -2.642
LogD:  -1.135
LogS:  -2.636
# Rotatable Bonds:  5
TPSA:  167.26
# H-Bond Aceptor:  9
# H-Bond Donor:  8
# Rings:  2
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.27
Synthetic Accessibility Score:  3.285
Fsp3:  0.2
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.336
MDCK Permeability:  1.121771401813021e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.548
20% Bioavailability (F20%):  0.91
30% Bioavailability (F30%):  0.809

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.695
Plasma Protein Binding (PPB):  12.747496604919434%
Volume Distribution (VD):  0.918
Pgp-substrate:  73.77742004394531%

ADMET: Metabolism

CYP1A2-inhibitor:  0.017
CYP1A2-substrate:  0.736
CYP2C19-inhibitor:  0.106
CYP2C19-substrate:  0.028
CYP2C9-inhibitor:  0.023
CYP2C9-substrate:  0.002
CYP2D6-inhibitor:  0.0
CYP2D6-substrate:  0.04
CYP3A4-inhibitor:  0.01
CYP3A4-substrate:  0.18

ADMET: Excretion

Clearance (CL):  2.752
Half-life (T1/2):  0.913

ADMET: Toxicity

hERG Blockers:  0.116
Human Hepatotoxicity (H-HT):  0.988
Drug-inuced Liver Injury (DILI):  0.978
AMES Toxicity:  0.202
Rat Oral Acute Toxicity:  0.512
Maximum Recommended Daily Dose:  0.054
Skin Sensitization:  0.275
Carcinogencity:  0.641
Eye Corrosion:  0.003
Eye Irritation:  0.024
Respiratory Toxicity:  0.69

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  Natural Product: NPC62151

Natural Product ID:  NPC62151
Common Name*:   Echiguanine A
IUPAC Name:   2-amino-N-(3-amino-3-iminopropyl)-4-oxo-1,7-dihydropyrrolo[2,3-d]pyrimidine-5-carboxamide
Synonyms:  
Standard InCHIKey:  APPZNNNSVGCTRW-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C10H13N7O2/c11-5(12)1-2-14-8(18)4-3-15-7-6(4)9(19)17-10(13)16-7/h3H,1-2H2,(H3,11,12)(H,14,18)(H4,13,15,16,17,19)
SMILES:  NC(=N)CCN=C(c1c[nH]c2c1c(O)nc(=N)[nH]2)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL82452
PubChem CID:   132047
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0001346] Diazines
        • [CHEMONTID:0000075] Pyrimidines and pyrimidine derivatives
          • [CHEMONTID:0001319] Pyrimidinecarboxylic acids and derivatives
            • [CHEMONTID:0001321] Pyrimidinecarboxamides

*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
NPT3541 Protein Family Phosphatidylinositol 4-kinase, PI4K Homo sapiens IC50 = 0.03 ug.mL-1 PMID[494930]
NPT3541 Protein Family Phosphatidylinositol 4-kinase, PI4K Homo sapiens IC50 = 0.03 ug.mL-1 PMID[494931]
NPT2 Others Unspecified IC50 = 0.04 ug.mL-1 PMID[494932]
NPT32 Organism Mus musculus Mus musculus LD50 > 100.0 mg.kg-1 PMID[494932]

☑ 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 NPC62151 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
0.9921 High Similarity NPC314646
0.9008 High Similarity NPC327941
0.7117 Intermediate Similarity NPC222174
0.6933 Remote Similarity NPC41333
0.6846 Remote Similarity NPC194541
0.6768 Remote Similarity NPC162268
0.6524 Remote Similarity NPC212742
0.6488 Remote Similarity NPC125659
0.6488 Remote Similarity NPC168702
0.6471 Remote Similarity NPC89562
0.6433 Remote Similarity NPC313730
0.6429 Remote Similarity NPC33382
0.6347 Remote Similarity NPC131718
0.6312 Remote Similarity NPC327613
0.6294 Remote Similarity NPC34300
0.6289 Remote Similarity NPC197068
0.625 Remote Similarity NPC314491
0.6228 Remote Similarity NPC475870
0.6199 Remote Similarity NPC49217
0.6185 Remote Similarity NPC302647
0.6176 Remote Similarity NPC102423
0.6162 Remote Similarity NPC242209
0.6159 Remote Similarity NPC282531
0.6136 Remote Similarity NPC196580
0.6101 Remote Similarity NPC8590
0.6078 Remote Similarity NPC306397
0.6039 Remote Similarity NPC57279
0.6 Remote Similarity NPC477166
0.6 Remote Similarity NPC304187
0.599 Remote Similarity NPC282247
0.5976 Remote Similarity NPC159856
0.5974 Remote Similarity NPC212125
0.5966 Remote Similarity NPC313791
0.5961 Remote Similarity NPC130570
0.5939 Remote Similarity NPC143872
0.5894 Remote Similarity NPC15566
0.5875 Remote Similarity NPC29702
0.586 Remote Similarity NPC321929
0.5848 Remote Similarity NPC138018
0.5838 Remote Similarity NPC472289
0.5833 Remote Similarity NPC105818
0.5833 Remote Similarity NPC24678
0.5823 Remote Similarity NPC471322
0.5816 Remote Similarity NPC163105
0.5784 Remote Similarity NPC46580
0.5783 Remote Similarity NPC314372
0.578 Remote Similarity NPC279918
0.5779 Remote Similarity NPC471603
0.5772 Remote Similarity NPC291389
0.5769 Remote Similarity NPC165370
0.5761 Remote Similarity NPC314002
0.5758 Remote Similarity NPC190296
0.5747 Remote Similarity NPC282231
0.5745 Remote Similarity NPC473342
0.5745 Remote Similarity NPC477167
0.5738 Remote Similarity NPC220765
0.573 Remote Similarity NPC470498
0.5723 Remote Similarity NPC101165
0.5723 Remote Similarity NPC230869
0.5714 Remote Similarity NPC63433
0.5714 Remote Similarity NPC180462
0.5707 Remote Similarity NPC204717
0.5707 Remote Similarity NPC80596
0.5705 Remote Similarity NPC243319
0.5705 Remote Similarity NPC84268
0.57 Remote Similarity NPC128084
0.569 Remote Similarity NPC63338
0.569 Remote Similarity NPC324203
0.569 Remote Similarity NPC322976
0.5679 Remote Similarity NPC185903
0.5674 Remote Similarity NPC111132
0.5674 Remote Similarity NPC59314
0.5673 Remote Similarity NPC469763
0.5673 Remote Similarity NPC469786
0.5673 Remote Similarity NPC73952
0.5673 Remote Similarity NPC469760
0.5673 Remote Similarity NPC259644
0.5673 Remote Similarity NPC469765
0.5673 Remote Similarity NPC25008
0.5665 Remote Similarity NPC469762
0.5655 Remote Similarity NPC329046
0.5652 Remote Similarity NPC48938
0.565 Remote Similarity NPC474561
0.565 Remote Similarity NPC49954
0.565 Remote Similarity NPC54988
0.5646 Remote Similarity NPC313547
0.5645 Remote Similarity NPC171171
0.564 Remote Similarity NPC212376
0.564 Remote Similarity NPC70922
0.564 Remote Similarity NPC75540
0.564 Remote Similarity NPC80597
0.564 Remote Similarity NPC211572
0.5638 Remote Similarity NPC240084
0.5632 Remote Similarity NPC92796
0.5632 Remote Similarity NPC135141
0.5625 Remote Similarity NPC194640
0.5625 Remote Similarity NPC311276
0.5625 Remote Similarity NPC476118
0.5619 Remote Similarity NPC156003
0.5618 Remote Similarity NPC319456
0.5618 Remote Similarity NPC63751
0.5615 Remote Similarity NPC278434
0.5611 Remote Similarity NPC314603
0.5607 Remote Similarity NPC141353
0.5607 Remote Similarity NPC469785
0.5605 Remote Similarity NPC246193
0.5604 Remote Similarity NPC473380
0.5604 Remote Similarity NPC96890
0.5604 Remote Similarity NPC184964
0.5604 Remote Similarity NPC240088
0.56 Remote Similarity NPC122141
0.56 Remote Similarity NPC470204

  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 NPC62151 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
0.6914 Remote Similarity NPD2127 Suspended
0.6786 Remote Similarity NPD2928 Phase 2
0.6534 Remote Similarity NPD706 Phase 1
0.6506 Remote Similarity NPD527 Clinical (unspecified phase)
0.6464 Remote Similarity NPD4998 Phase 3
0.6464 Remote Similarity NPD4999 Phase 3
0.6429 Remote Similarity NPD2135 Approved
0.6429 Remote Similarity NPD2134 Approved
0.6429 Remote Similarity NPD2136 Approved
0.6421 Remote Similarity NPD3013 Phase 3
0.6421 Remote Similarity NPD3014 Clinical (unspecified phase)
0.6354 Remote Similarity NPD3917 Approved
0.6354 Remote Similarity NPD3918 Approved
0.6354 Remote Similarity NPD3916 Clinical (unspecified phase)
0.6348 Remote Similarity NPD2872 Phase 2
0.6302 Remote Similarity NPD3915 Approved
0.6292 Remote Similarity NPD2814 Clinical (unspecified phase)
0.6286 Remote Similarity NPD1046 Clinical (unspecified phase)
0.615 Remote Similarity NPD3814 Phase 1
0.6149 Remote Similarity NPD1599 Approved
0.6146 Remote Similarity NPD4612 Discontinued
0.6126 Remote Similarity NPD4559 Clinical (unspecified phase)
0.6094 Remote Similarity NPD796 Phase 2
0.6078 Remote Similarity NPD9080 Approved
0.6077 Remote Similarity NPD1063 Phase 2
0.6066 Remote Similarity NPD1043 Phase 3
0.6 Remote Similarity NPD4615 Phase 2
0.599 Remote Similarity NPD1915 Phase 1
0.5987 Remote Similarity NPD9550 Approved
0.5987 Remote Similarity NPD9551 Approved
0.5974 Remote Similarity NPD9284 Approved
0.5968 Remote Similarity NPD1173 Approved
0.5967 Remote Similarity NPD2456 Phase 2
0.5967 Remote Similarity NPD2457 Phase 2
0.5955 Remote Similarity NPD2293 Phase 2
0.5946 Remote Similarity NPD1286 Suspended
0.5932 Remote Similarity NPD5065 Approved
0.5928 Remote Similarity NPD4533 Clinical (unspecified phase)
0.5921 Remote Similarity NPD515 Phase 1
0.592 Remote Similarity NPD534 Phase 2
0.592 Remote Similarity NPD537 Phase 2
0.5901 Remote Similarity NPD203 Clinical (unspecified phase)
0.5896 Remote Similarity NPD5925 Phase 1
0.5892 Remote Similarity NPD2544 Clinical (unspecified phase)
0.5878 Remote Similarity NPD307 Approved
0.586 Remote Similarity NPD8827 Approved
0.586 Remote Similarity NPD459 Clinical (unspecified phase)
0.5859 Remote Similarity NPD3976 Clinical (unspecified phase)
0.5856 Remote Similarity NPD3593 Approved
0.5855 Remote Similarity NPD2299 Phase 1
0.5848 Remote Similarity NPD1335 Approved
0.5839 Remote Similarity NPD9506 Approved
0.5838 Remote Similarity NPD8321 Discontinued
0.5829 Remote Similarity NPD3406 Suspended
0.5828 Remote Similarity NPD1649 Discontinued
0.5824 Remote Similarity NPD3405 Phase 3
0.5823 Remote Similarity NPD9726 Discontinued
0.5817 Remote Similarity NPD300 Approved
0.5814 Remote Similarity NPD704 Clinical (unspecified phase)
0.5811 Remote Similarity NPD9360 Approved
0.581 Remote Similarity NPD2367 Phase 2
0.5806 Remote Similarity NPD5117 Phase 2
0.5806 Remote Similarity NPD3439 Approved
0.5802 Remote Similarity NPD852 Discontinued
0.5799 Remote Similarity NPD3262 Approved
0.5798 Remote Similarity NPD5428 Discontinued
0.5795 Remote Similarity NPD9582 Phase 3
0.5789 Remote Similarity NPD3830 Phase 1
0.5789 Remote Similarity NPD276 Clinical (unspecified phase)
0.5787 Remote Similarity NPD6545 Clinical (unspecified phase)
0.5781 Remote Similarity NPD2536 Discontinued
0.5777 Remote Similarity NPD7269 Clinical (unspecified phase)
0.5775 Remote Similarity NPD1235 Phase 3
0.5775 Remote Similarity NPD6022 Clinical (unspecified phase)
0.5774 Remote Similarity NPD536 Clinical (unspecified phase)
0.5769 Remote Similarity NPD1570 Approved
0.5746 Remote Similarity NPD2930 Clinical (unspecified phase)
0.5745 Remote Similarity NPD6887 Clinical (unspecified phase)
0.5745 Remote Similarity NPD1234 Discontinued
0.5734 Remote Similarity NPD9071 Phase 3
0.573 Remote Similarity NPD1567 Clinical (unspecified phase)
0.5723 Remote Similarity NPD1352 Discontinued
0.5707 Remote Similarity NPD4187 Clinical (unspecified phase)
0.5705 Remote Similarity NPD9081 Clinical (unspecified phase)
0.5698 Remote Similarity NPD966 Clinical (unspecified phase)
0.5698 Remote Similarity NPD1709 Phase 1
0.569 Remote Similarity NPD9398 Clinical (unspecified phase)
0.5685 Remote Similarity NPD8410 Clinical (unspecified phase)
0.5684 Remote Similarity NPD1912 Approved
0.5676 Remote Similarity NPD2724 Phase 1
0.5676 Remote Similarity NPD2868 Clinical (unspecified phase)
0.5674 Remote Similarity NPD8862 Approved
0.5674 Remote Similarity NPD8859 Approved
0.5674 Remote Similarity NPD8837 Clinical (unspecified phase)
0.5674 Remote Similarity NPD8861 Approved
0.5671 Remote Similarity NPD5342 Clinical (unspecified phase)
0.5667 Remote Similarity NPD4128 Approved
0.5667 Remote Similarity NPD2829 Clinical (unspecified phase)
0.5663 Remote Similarity NPD944 Approved
0.5657 Remote Similarity NPD8026 Phase 1
0.5654 Remote Similarity NPD2482 Clinical (unspecified phase)
0.5652 Remote Similarity NPD7202 Clinical (unspecified phase)
0.565 Remote Similarity NPD5611 Phase 2
0.5642 Remote Similarity NPD6827 Clinical (unspecified phase)
0.5642 Remote Similarity NPD6828 Phase 2
0.5635 Remote Similarity NPD6403 Clinical (unspecified phase)
0.5635 Remote Similarity NPD2317 Clinical (unspecified phase)
0.5633 Remote Similarity NPD547 Clinical (unspecified phase)
0.5633 Remote Similarity NPD545 Clinical (unspecified phase)
0.5632 Remote Similarity NPD5575 Clinical (unspecified phase)
0.5632 Remote Similarity NPD3485 Clinical (unspecified phase)
0.5625 Remote Similarity NPD5140 Approved
0.5625 Remote Similarity NPD5138 Approved
0.5625 Remote Similarity NPD809 Discontinued
0.5622 Remote Similarity NPD8458 Clinical (unspecified phase)
0.5617 Remote Similarity NPD2140 Approved
0.5617 Remote Similarity NPD2142 Approved
0.5617 Remote Similarity NPD2141 Approved
0.5613 Remote Similarity NPD8826 Approved
0.5611 Remote Similarity NPD3224 Phase 2
0.561 Remote Similarity NPD4555 Clinical (unspecified phase)
0.5604 Remote Similarity NPD1272 Clinical (unspecified phase)
0.5602 Remote Similarity NPD3017 Clinical (unspecified phase)

  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