Structure

Physi-Chem Properties

Molecular Weight:  250.12
Volume:  234.782
LogP:  -2.765
LogD:  -1.537
LogS:  -2.766
# Rotatable Bonds:  5
TPSA:  143.41
# H-Bond Aceptor:  8
# H-Bond Donor:  7
# Rings:  2
# Heavy Atoms:  8

MedChem Properties

QED Drug-Likeness Score:  0.377
Synthetic Accessibility Score:  3.118
Fsp3:  0.3
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:  -6.023
MDCK Permeability:  5.5757409427315e-06
Pgp-inhibitor:  0.001
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.365
20% Bioavailability (F20%):  0.118
30% Bioavailability (F30%):  0.016

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.165
Plasma Protein Binding (PPB):  8.74024772644043%
Volume Distribution (VD):  1.049
Pgp-substrate:  80.90843200683594%

ADMET: Metabolism

CYP1A2-inhibitor:  0.023
CYP1A2-substrate:  0.848
CYP2C19-inhibitor:  0.108
CYP2C19-substrate:  0.03
CYP2C9-inhibitor:  0.016
CYP2C9-substrate:  0.003
CYP2D6-inhibitor:  0.0
CYP2D6-substrate:  0.028
CYP3A4-inhibitor:  0.024
CYP3A4-substrate:  0.205

ADMET: Excretion

Clearance (CL):  4.308
Half-life (T1/2):  0.945

ADMET: Toxicity

hERG Blockers:  0.13
Human Hepatotoxicity (H-HT):  0.991
Drug-inuced Liver Injury (DILI):  0.965
AMES Toxicity:  0.744
Rat Oral Acute Toxicity:  0.666
Maximum Recommended Daily Dose:  0.283
Skin Sensitization:  0.64
Carcinogencity:  0.79
Eye Corrosion:  0.003
Eye Irritation:  0.05
Respiratory Toxicity:  0.931

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  Natural Product: NPC314646

Natural Product ID:  NPC314646
Common Name*:   Echiguanine B
IUPAC Name:   2-amino-N-(3-aminopropyl)-4-oxo-1,7-dihydropyrrolo[2,3-d]pyrimidine-5-carboxamide
Synonyms:   Echiguanine B
Standard InCHIKey:  VJLKKBXETQVDAL-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C10H14N6O2/c11-2-1-3-13-8(17)5-4-14-7-6(5)9(18)16-10(12)15-7/h4H,1-3,11H2,(H,13,17)(H4,12,14,15,16,18)
SMILES:  NCCCN=C(c1c[nH]c2c1c(O)nc(=N)[nH]2)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL354557
PubChem CID:   132048
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. Northwest Territories, Canada 1995 PMID[18327911]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18327911]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18666798]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18776684]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19007176]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19129624]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19191549]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19856955]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19883065]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[20092333]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[20545334]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[20836523]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21028889]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21028891]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[21090727]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21314175]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[21639131]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21728289]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. latex n.a. PMID[21751787]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21807523]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21873059]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. latex n.a. PMID[21879726]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[22145663]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22574670]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22583058]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22591466]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22758660]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22775474]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[23387796]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[23662937]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24592993]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24754815]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24878306]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24964393]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25211234]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25455147]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25495422]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25537064]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25918793]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25934225]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26035239]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26465675]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26798949]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26905826]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[31013087]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[31298537]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[31894983]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[32298122]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8501018]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[8784423]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8931733]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8982334]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9031666]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9031676]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9066767]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9066768]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9186568]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9531983]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[9711246]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT3541 Protein Family Phosphatidylinositol 4-kinase, PI4K Homo sapiens IC50 = 0.18 ug.mL-1 PMID[575624]
NPT2 Others Unspecified IC50 = 0.11 ug.mL-1 PMID[575625]
NPT32 Organism Mus musculus Mus musculus LD50 > 100.0 mg.kg-1 PMID[575625]

☑ 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 NPC314646 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 NPC62151
0.9077 High Similarity NPC327941
0.716 Intermediate Similarity NPC222174
0.6871 Remote Similarity NPC41333
0.6779 Remote Similarity NPC194541
0.6707 Remote Similarity NPC162268
0.6467 Remote Similarity NPC33382
0.6463 Remote Similarity NPC212742
0.6429 Remote Similarity NPC125659
0.6429 Remote Similarity NPC168702
0.6412 Remote Similarity NPC89562
0.6374 Remote Similarity NPC313730
0.6287 Remote Similarity NPC131718
0.6265 Remote Similarity NPC475870
0.6241 Remote Similarity NPC327613
0.6235 Remote Similarity NPC34300
0.6226 Remote Similarity NPC197068
0.6221 Remote Similarity NPC302647
0.6193 Remote Similarity NPC314491
0.614 Remote Similarity NPC49217
0.6118 Remote Similarity NPC102423
0.6108 Remote Similarity NPC242209
0.6098 Remote Similarity NPC282531
0.6078 Remote Similarity NPC57279
0.6061 Remote Similarity NPC196580
0.6038 Remote Similarity NPC8590
0.6013 Remote Similarity NPC306397
0.5946 Remote Similarity NPC477166
0.5946 Remote Similarity NPC304187
0.5939 Remote Similarity NPC282247
0.5915 Remote Similarity NPC159856
0.5911 Remote Similarity NPC130570
0.5909 Remote Similarity NPC212125
0.5909 Remote Similarity NPC313791
0.5897 Remote Similarity NPC321929
0.5879 Remote Similarity NPC143872
0.5857 Remote Similarity NPC163105
0.5828 Remote Similarity NPC15566
0.5813 Remote Similarity NPC29702
0.5811 Remote Similarity NPC291389
0.5789 Remote Similarity NPC138018
0.5784 Remote Similarity NPC472289
0.5774 Remote Similarity NPC24678
0.5774 Remote Similarity NPC105818
0.5759 Remote Similarity NPC471322
0.573 Remote Similarity NPC46580
0.5729 Remote Similarity NPC471603
0.5723 Remote Similarity NPC279918
0.5723 Remote Similarity NPC314372
0.5714 Remote Similarity NPC59314
0.5707 Remote Similarity NPC314002
0.5705 Remote Similarity NPC165370
0.5697 Remote Similarity NPC190296
0.5694 Remote Similarity NPC329046
0.5691 Remote Similarity NPC473342
0.5691 Remote Similarity NPC477167
0.569 Remote Similarity NPC282231
0.5685 Remote Similarity NPC313547
0.5683 Remote Similarity NPC220765
0.5674 Remote Similarity NPC470498
0.5665 Remote Similarity NPC230869
0.566 Remote Similarity NPC101165
0.5657 Remote Similarity NPC80596
0.5652 Remote Similarity NPC204717
0.565 Remote Similarity NPC128084
0.5649 Remote Similarity NPC180462
0.5646 Remote Similarity NPC63433
0.5641 Remote Similarity NPC246193
0.5641 Remote Similarity NPC243319
0.5638 Remote Similarity NPC84268
0.5632 Remote Similarity NPC324203
0.5632 Remote Similarity NPC322976
0.5632 Remote Similarity NPC63338
0.5622 Remote Similarity NPC311282
0.5617 Remote Similarity NPC185903
0.5614 Remote Similarity NPC469763
0.5614 Remote Similarity NPC259644
0.5614 Remote Similarity NPC469760
0.5614 Remote Similarity NPC469765
0.5614 Remote Similarity NPC73952
0.5614 Remote Similarity NPC25008
0.5614 Remote Similarity NPC469786
0.5607 Remote Similarity NPC469762
0.5603 Remote Similarity NPC111132

  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 NPC314646 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
0.6857 Remote Similarity NPD2127 Suspended
0.6726 Remote Similarity NPD2928 Phase 2
0.6545 Remote Similarity NPD527 Clinical (unspecified phase)
0.6477 Remote Similarity NPD706 Phase 1
0.6409 Remote Similarity NPD4998 Phase 3
0.6409 Remote Similarity NPD4999 Phase 3
0.6387 Remote Similarity NPD3918 Approved
0.6387 Remote Similarity NPD3917 Approved
0.6387 Remote Similarity NPD3916 Clinical (unspecified phase)
0.6369 Remote Similarity NPD2136 Approved
0.6369 Remote Similarity NPD2134 Approved
0.6369 Remote Similarity NPD2135 Approved
0.6368 Remote Similarity NPD3013 Phase 3
0.6368 Remote Similarity NPD3014 Clinical (unspecified phase)
0.6335 Remote Similarity NPD3915 Approved
0.6322 Remote Similarity NPD1046 Clinical (unspecified phase)
0.6292 Remote Similarity NPD2872 Phase 2
0.6236 Remote Similarity NPD2814 Clinical (unspecified phase)
0.6126 Remote Similarity NPD796 Phase 2
0.6111 Remote Similarity NPD1063 Phase 2
0.6096 Remote Similarity NPD3814 Phase 1
0.6094 Remote Similarity NPD4612 Discontinued
0.6092 Remote Similarity NPD1599 Approved
0.6073 Remote Similarity NPD4559 Clinical (unspecified phase)
0.6013 Remote Similarity NPD9080 Approved
0.6011 Remote Similarity NPD1043 Phase 3
0.596 Remote Similarity NPD515 Phase 1
0.595 Remote Similarity NPD534 Phase 2
0.595 Remote Similarity NPD537 Phase 2
0.5946 Remote Similarity NPD4615 Phase 2
0.5938 Remote Similarity NPD1915 Phase 1
0.5924 Remote Similarity NPD9551 Approved
0.5924 Remote Similarity NPD9550 Approved
0.5918 Remote Similarity NPD307 Approved
0.5914 Remote Similarity NPD1173 Approved
0.5912 Remote Similarity NPD2456 Phase 2
0.5912 Remote Similarity NPD2457 Phase 2
0.5909 Remote Similarity NPD9284 Approved
0.5899 Remote Similarity NPD2293 Phase 2
0.5897 Remote Similarity NPD8827 Approved
0.5892 Remote Similarity NPD1286 Suspended
0.5882 Remote Similarity NPD1335 Approved
0.5876 Remote Similarity NPD5065 Approved
0.5876 Remote Similarity NPD4533 Clinical (unspecified phase)
0.585 Remote Similarity NPD9360 Approved
0.5839 Remote Similarity NPD203 Clinical (unspecified phase)
0.5838 Remote Similarity NPD2544 Clinical (unspecified phase)
0.5838 Remote Similarity NPD5925 Phase 1
0.5838 Remote Similarity NPD5117 Phase 2
0.5808 Remote Similarity NPD3976 Clinical (unspecified phase)
0.5806 Remote Similarity NPD459 Clinical (unspecified phase)
0.5803 Remote Similarity NPD2299 Phase 1
0.5801 Remote Similarity NPD3593 Approved
0.5787 Remote Similarity NPD8321 Discontinued
0.5776 Remote Similarity NPD9506 Approved
0.5775 Remote Similarity NPD9071 Phase 3
0.5775 Remote Similarity NPD3406 Suspended
0.5767 Remote Similarity NPD1649 Discontinued
0.5765 Remote Similarity NPD3405 Phase 3
0.5759 Remote Similarity NPD9726 Discontinued
0.5756 Remote Similarity NPD704 Clinical (unspecified phase)
0.5754 Remote Similarity NPD2367 Phase 2
0.5753 Remote Similarity NPD3439 Approved
0.5752 Remote Similarity NPD300 Approved
0.5745 Remote Similarity NPD5428 Discontinued
0.5741 Remote Similarity NPD852 Discontinued
0.574 Remote Similarity NPD3262 Approved
0.5739 Remote Similarity NPD9582 Phase 3
0.5737 Remote Similarity NPD3830 Phase 1
0.5736 Remote Similarity NPD6545 Clinical (unspecified phase)
0.5731 Remote Similarity NPD276 Clinical (unspecified phase)
0.5731 Remote Similarity NPD1709 Phase 1
0.5729 Remote Similarity NPD2536 Discontinued
0.5728 Remote Similarity NPD7269 Clinical (unspecified phase)
0.5722 Remote Similarity NPD1235 Phase 3
0.5722 Remote Similarity NPD6022 Clinical (unspecified phase)
0.5714 Remote Similarity NPD1570 Approved
0.5714 Remote Similarity NPD536 Clinical (unspecified phase)
0.5714 Remote Similarity NPD8837 Clinical (unspecified phase)
0.5691 Remote Similarity NPD1234 Discontinued
0.5691 Remote Similarity NPD2930 Clinical (unspecified phase)
0.5691 Remote Similarity NPD6887 Clinical (unspecified phase)
0.5684 Remote Similarity NPD2482 Clinical (unspecified phase)
0.5674 Remote Similarity NPD1567 Clinical (unspecified phase)
0.5669 Remote Similarity NPD545 Clinical (unspecified phase)
0.5669 Remote Similarity NPD547 Clinical (unspecified phase)
0.5663 Remote Similarity NPD2317 Clinical (unspecified phase)
0.5663 Remote Similarity NPD1352 Discontinued
0.5659 Remote Similarity NPD4187 Clinical (unspecified phase)
0.5649 Remote Similarity NPD8826 Approved
0.5642 Remote Similarity NPD966 Clinical (unspecified phase)
0.5641 Remote Similarity NPD9081 Clinical (unspecified phase)
0.5635 Remote Similarity NPD8410 Clinical (unspecified phase)
0.5632 Remote Similarity NPD1912 Approved
0.5632 Remote Similarity NPD9398 Clinical (unspecified phase)
0.5625 Remote Similarity NPD705 Clinical (unspecified phase)
0.5622 Remote Similarity NPD2868 Clinical (unspecified phase)
0.5622 Remote Similarity NPD2724 Phase 1
0.5612 Remote Similarity NPD944 Approved
0.5611 Remote Similarity NPD2829 Clinical (unspecified phase)
0.5611 Remote Similarity NPD4128 Approved
0.561 Remote Similarity NPD5342 Clinical (unspecified phase)
0.5604 Remote Similarity NPD7202 Clinical (unspecified phase)
0.5603 Remote Similarity NPD8861 Approved
0.5603 Remote Similarity NPD8862 Approved
0.5603 Remote Similarity NPD8859 Approved
0.56 Remote Similarity NPD8026 Phase 1

  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