Structure

Physi-Chem Properties

Molecular Weight:  248.1
Volume:  219.206
LogP:  -2.064
LogD:  -1.864
LogS:  -0.583
# Rotatable Bonds:  2
TPSA:  122.49
# H-Bond Aceptor:  8
# H-Bond Donor:  5
# Rings:  2
# Heavy Atoms:  8

MedChem Properties

QED Drug-Likeness Score:  0.359
Synthetic Accessibility Score:  4.143
Fsp3:  0.889
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:  -5.6
MDCK Permeability:  0.001330873928964138
Pgp-inhibitor:  0.0
Pgp-substrate:  0.26
Human Intestinal Absorption (HIA):  0.923
20% Bioavailability (F20%):  0.912
30% Bioavailability (F30%):  0.986

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.493
Plasma Protein Binding (PPB):  9.487491607666016%
Volume Distribution (VD):  0.381
Pgp-substrate:  87.4905014038086%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.043
CYP2C19-inhibitor:  0.026
CYP2C19-substrate:  0.073
CYP2C9-inhibitor:  0.005
CYP2C9-substrate:  0.336
CYP2D6-inhibitor:  0.01
CYP2D6-substrate:  0.138
CYP3A4-inhibitor:  0.004
CYP3A4-substrate:  0.005

ADMET: Excretion

Clearance (CL):  2.001
Half-life (T1/2):  0.727

ADMET: Toxicity

hERG Blockers:  0.009
Human Hepatotoxicity (H-HT):  0.107
Drug-inuced Liver Injury (DILI):  0.452
AMES Toxicity:  0.041
Rat Oral Acute Toxicity:  0.014
Maximum Recommended Daily Dose:  0.011
Skin Sensitization:  0.075
Carcinogencity:  0.006
Eye Corrosion:  0.003
Eye Irritation:  0.009
Respiratory Toxicity:  0.011

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General Info & Identifiers & Properties  
Structure MOL file  
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Similar NPs/Drugs  

  Natural Product: NPC315806

Natural Product ID:  NPC315806
Common Name*:   1-[3,4-Dihydroxy-5-(Hydroxymethyl)Oxolan-2-Yl]-4-Hydroxy-1,3-Diazinan-2-One
IUPAC Name:   1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1,3-diazinan-2-one
Synonyms:  
Standard InCHIKey:  UCKYOOZPSJFJIZ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C9H16N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h4-8,12-15H,1-3H2,(H,10,16)
SMILES:  C1CN(C(=O)NC1O)C2C(C(C(O2)CO)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL27798
PubChem CID:   270480
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000289] Nucleosides, nucleotides, and analogues
      • [CHEMONTID:0000480] Pyrimidine nucleosides

*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
NPO13857 Mentha canadensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13857 Mentha canadensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13857 Mentha canadensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ 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
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 66374.31 nM PMID[553344]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 211348.9 nM PMID[553344]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 228034.21 nM PMID[553344]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 79799.47 nM PMID[553344]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 92044.96 nM PMID[553344]
NPT572 Cell Line DMS-273 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT573 Cell Line M19-MEL Homo sapiens GI50 n.a. 212813.9 nM PMID[553344]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 215774.44 nM PMID[553344]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT574 Cell Line XF498 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 136458.31 nM PMID[553344]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT168 Cell Line P388 Mus musculus GI50 n.a. 250034.54 nM PMID[553344]
NPT575 Cell Line KM-20L2 Homo sapiens GI50 n.a. 68706.84 nM PMID[553344]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 157761.13 nM PMID[553344]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 140604.75 nM PMID[553344]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT576 Cell Line DMS-114 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT552 Cell Line P388/ADR Mus musculus GI50 n.a. 250034.54 nM PMID[553344]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT578 Cell Line SNB-78 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT579 Cell Line DLD-1 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT732 Cell Line HOP-18 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT738 Cell Line SN12K1 Homo sapiens GI50 n.a. 250034.54 nM PMID[553344]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Potency n.a. 23.7 nM PMID[553345]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Potency n.a. 0.7 nM PMID[553345]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Potency n.a. 6.0 nM PMID[553345]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Potency n.a. 4.2 nM PMID[553345]

☑ 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 NPC315806 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
0.8026 Intermediate Similarity NPC329077
0.7711 Intermediate Similarity NPC62927
0.7711 Intermediate Similarity NPC190334
0.7619 Intermediate Similarity NPC328806
0.7468 Intermediate Similarity NPC325902
0.7349 Intermediate Similarity NPC229249
0.7143 Intermediate Similarity NPC328779
0.7111 Intermediate Similarity NPC280946
0.7111 Intermediate Similarity NPC226769
0.7111 Intermediate Similarity NPC6166
0.7033 Intermediate Similarity NPC90240
0.7033 Intermediate Similarity NPC120887
0.7 Intermediate Similarity NPC293551
0.6989 Remote Similarity NPC328914
0.6977 Remote Similarity NPC43246
0.6977 Remote Similarity NPC89051
0.6897 Remote Similarity NPC210456
0.6897 Remote Similarity NPC163352
0.686 Remote Similarity NPC325723
0.6813 Remote Similarity NPC329384
0.6742 Remote Similarity NPC315063
0.6714 Remote Similarity NPC275727
0.6628 Remote Similarity NPC106780
0.6552 Remote Similarity NPC71339
0.6552 Remote Similarity NPC112842
0.6538 Remote Similarity NPC126664
0.6538 Remote Similarity NPC316445
0.6538 Remote Similarity NPC34291
0.6512 Remote Similarity NPC319753
0.6452 Remote Similarity NPC36985
0.6452 Remote Similarity NPC17892
0.6429 Remote Similarity NPC314772
0.6429 Remote Similarity NPC314968
0.6383 Remote Similarity NPC283698
0.6383 Remote Similarity NPC317639
0.6383 Remote Similarity NPC73765
0.6374 Remote Similarity NPC171116
0.6364 Remote Similarity NPC239705
0.6364 Remote Similarity NPC233034
0.6364 Remote Similarity NPC314413
0.6364 Remote Similarity NPC314398
0.6329 Remote Similarity NPC474469
0.63 Remote Similarity NPC92874
0.63 Remote Similarity NPC189854
0.63 Remote Similarity NPC62845
0.63 Remote Similarity NPC166242
0.63 Remote Similarity NPC322449
0.625 Remote Similarity NPC475715
0.625 Remote Similarity NPC475127
0.625 Remote Similarity NPC473419
0.6238 Remote Similarity NPC325900
0.6238 Remote Similarity NPC10897
0.6234 Remote Similarity NPC163134
0.6234 Remote Similarity NPC471419
0.6203 Remote Similarity NPC184150
0.6203 Remote Similarity NPC141156
0.6196 Remote Similarity NPC109188
0.6173 Remote Similarity NPC163538
0.6173 Remote Similarity NPC115800
0.6133 Remote Similarity NPC170172
0.6129 Remote Similarity NPC324390
0.6125 Remote Similarity NPC254617
0.6125 Remote Similarity NPC74555
0.6125 Remote Similarity NPC171850
0.6125 Remote Similarity NPC306763
0.6125 Remote Similarity NPC266242
0.6105 Remote Similarity NPC324516
0.6105 Remote Similarity NPC318166
0.6076 Remote Similarity NPC12514
0.6076 Remote Similarity NPC294883
0.6064 Remote Similarity NPC322594
0.6064 Remote Similarity NPC327344
0.6064 Remote Similarity NPC320249
0.6 Remote Similarity NPC470782
0.6 Remote Similarity NPC59221
0.5952 Remote Similarity NPC126186
0.5922 Remote Similarity NPC329277
0.5918 Remote Similarity NPC313821
0.5915 Remote Similarity NPC224624
0.5909 Remote Similarity NPC100204
0.5909 Remote Similarity NPC83248
0.5867 Remote Similarity NPC65832
0.5867 Remote Similarity NPC311668
0.5867 Remote Similarity NPC10262
0.581 Remote Similarity NPC155087
0.581 Remote Similarity NPC149843
0.5795 Remote Similarity NPC150557
0.5783 Remote Similarity NPC475694
0.5783 Remote Similarity NPC327486
0.5783 Remote Similarity NPC327753
0.5783 Remote Similarity NPC223174
0.5783 Remote Similarity NPC473710
0.5769 Remote Similarity NPC62507
0.5769 Remote Similarity NPC8087
0.5741 Remote Similarity NPC478024
0.5732 Remote Similarity NPC471418
0.5727 Remote Similarity NPC313813
0.5714 Remote Similarity NPC137554
0.5714 Remote Similarity NPC299603
0.5714 Remote Similarity NPC471421
0.5714 Remote Similarity NPC285014
0.5714 Remote Similarity NPC233364
0.5714 Remote Similarity NPC255535
0.5714 Remote Similarity NPC165119
0.5714 Remote Similarity NPC28959
0.5696 Remote Similarity NPC22774
0.5696 Remote Similarity NPC2432
0.5696 Remote Similarity NPC69669
0.5696 Remote Similarity NPC306462
0.5696 Remote Similarity NPC218150
0.5696 Remote Similarity NPC150680
0.5679 Remote Similarity NPC77191
0.5679 Remote Similarity NPC101746
0.5679 Remote Similarity NPC116377
0.5679 Remote Similarity NPC69798
0.5679 Remote Similarity NPC315980
0.5679 Remote Similarity NPC473952
0.5667 Remote Similarity NPC470783
0.5667 Remote Similarity NPC471420
0.5663 Remote Similarity NPC268922
0.5647 Remote Similarity NPC474468
0.5618 Remote Similarity NPC316807
0.5618 Remote Similarity NPC98750
0.5604 Remote Similarity NPC81006

  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 NPC315806 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
1.0 High Similarity NPD9653 Clinical (unspecified phase)
0.8889 High Similarity NPD9407 Approved
0.8472 Intermediate Similarity NPD9405 Approved
0.8421 Intermediate Similarity NPD9429 Discontinued
0.775 Intermediate Similarity NPD2691 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD9604 Approved
0.7711 Intermediate Similarity NPD9603 Phase 3
0.7711 Intermediate Similarity NPD9602 Phase 3
0.7558 Intermediate Similarity NPD6943 Clinical (unspecified phase)
0.7531 Intermediate Similarity NPD9573 Phase 2
0.7361 Intermediate Similarity NPD9211 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD9585 Discontinued
0.7349 Intermediate Similarity NPD9601 Approved
0.7262 Intermediate Similarity NPD9555 Phase 2
0.7033 Intermediate Similarity NPD514 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD9554 Approved
0.7011 Intermediate Similarity NPD9553 Approved
0.7011 Intermediate Similarity NPD301 Discontinued
0.6989 Remote Similarity NPD1455 Phase 3
0.6989 Remote Similarity NPD1454 Phase 3
0.6988 Remote Similarity NPD9600 Approved
0.6977 Remote Similarity NPD9580 Clinical (unspecified phase)
0.6977 Remote Similarity NPD9581 Clinical (unspecified phase)
0.6854 Remote Similarity NPD267 Discontinued
0.6842 Remote Similarity NPD7651 Approved
0.6824 Remote Similarity NPD9572 Clinical (unspecified phase)
0.6786 Remote Similarity NPD9556 Approved
0.6778 Remote Similarity NPD285 Discontinued
0.6742 Remote Similarity NPD755 Phase 3
0.6706 Remote Similarity NPD9560 Approved
0.6706 Remote Similarity NPD9561 Approved
0.6705 Remote Similarity NPD1760 Approved
0.6633 Remote Similarity NPD6946 Approved
0.663 Remote Similarity NPD215 Discontinued
0.6628 Remote Similarity NPD9546 Phase 2
0.6628 Remote Similarity NPD9559 Phase 1
0.6598 Remote Similarity NPD1061 Clinical (unspecified phase)
0.6588 Remote Similarity NPD9558 Phase 3
0.6552 Remote Similarity NPD9533 Phase 2
0.6552 Remote Similarity NPD280 Approved
0.6538 Remote Similarity NPD9443 Clinical (unspecified phase)
0.6517 Remote Similarity NPD241 Discontinued
0.6486 Remote Similarity NPD9455 Approved
0.6477 Remote Similarity NPD9557 Clinical (unspecified phase)
0.6458 Remote Similarity NPD223 Clinical (unspecified phase)
0.6429 Remote Similarity NPD9434 Approved
0.6429 Remote Similarity NPD9435 Approved
0.6404 Remote Similarity NPD9562 Discovery
0.6404 Remote Similarity NPD170 Approved
0.6404 Remote Similarity NPD240 Phase 3
0.64 Remote Similarity NPD393 Approved
0.6383 Remote Similarity NPD9639 Clinical (unspecified phase)
0.6374 Remote Similarity NPD841 Approved
0.6364 Remote Similarity NPD9440 Discontinued
0.6354 Remote Similarity NPD192 Phase 2
0.6311 Remote Similarity NPD1804 Phase 2
0.6311 Remote Similarity NPD1805 Phase 2
0.631 Remote Similarity NPD372 Clinical (unspecified phase)
0.6304 Remote Similarity NPD9565 Discontinued
0.625 Remote Similarity NPD9529 Phase 1
0.625 Remote Similarity NPD502 Approved
0.625 Remote Similarity NPD882 Phase 2
0.625 Remote Similarity NPD883 Phase 2
0.6238 Remote Similarity NPD1428 Phase 2
0.6237 Remote Similarity NPD251 Approved
0.62 Remote Similarity NPD4743 Phase 2
0.62 Remote Similarity NPD2633 Phase 1
0.6196 Remote Similarity NPD1331 Approved
0.618 Remote Similarity NPD239 Phase 2
0.618 Remote Similarity NPD238 Clinical (unspecified phase)
0.617 Remote Similarity NPD1686 Approved
0.617 Remote Similarity NPD279 Clinical (unspecified phase)
0.6146 Remote Similarity NPD762 Discontinued
0.6125 Remote Similarity NPD9444 Discontinued
0.6105 Remote Similarity NPD1706 Clinical (unspecified phase)
0.6075 Remote Similarity NPD3138 Phase 3
0.6053 Remote Similarity NPD9239 Approved
0.6053 Remote Similarity NPD9240 Approved
0.602 Remote Similarity NPD3121 Phase 2
0.6019 Remote Similarity NPD3139 Phase 3
0.598 Remote Similarity NPD3128 Phase 3
0.5963 Remote Similarity NPD6936 Clinical (unspecified phase)
0.5963 Remote Similarity NPD6935 Phase 3
0.5962 Remote Similarity NPD6693 Phase 3
0.5938 Remote Similarity NPD501 Phase 1
0.5934 Remote Similarity NPD361 Discontinued
0.5922 Remote Similarity NPD3129 Phase 3
0.5922 Remote Similarity NPD1385 Discontinued
0.5918 Remote Similarity NPD3190 Approved
0.5918 Remote Similarity NPD3191 Approved
0.5918 Remote Similarity NPD3189 Approved
0.5859 Remote Similarity NPD5789 Clinical (unspecified phase)
0.5783 Remote Similarity NPD9445 Approved
0.5769 Remote Similarity NPD9024 Phase 2
0.5769 Remote Similarity NPD9022 Phase 2
0.575 Remote Similarity NPD1457 Discontinued
0.5696 Remote Similarity NPD9026 Phase 2
0.5696 Remote Similarity NPD9027 Phase 3
0.5696 Remote Similarity NPD9029 Phase 3
0.5696 Remote Similarity NPD9028 Phase 2
0.566 Remote Similarity NPD9416 Phase 3
0.566 Remote Similarity NPD9417 Phase 3

  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