Structure

Physi-Chem Properties

Molecular Weight:  103.06
Volume:  103.681
LogP:  -2.67
LogD:  -1.141
LogS:  0.682
# Rotatable Bonds:  2
TPSA:  63.32
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  0
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.509
Synthetic Accessibility Score:  2.653
Fsp3:  0.75
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.882
MDCK Permeability:  0.004289759323000908
Pgp-inhibitor:  0.001
Pgp-substrate:  0.031
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.002
30% Bioavailability (F30%):  0.001

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.515
Plasma Protein Binding (PPB):  10.162714004516602%
Volume Distribution (VD):  0.405
Pgp-substrate:  88.89661407470703%

ADMET: Metabolism

CYP1A2-inhibitor:  0.012
CYP1A2-substrate:  0.064
CYP2C19-inhibitor:  0.026
CYP2C19-substrate:  0.065
CYP2C9-inhibitor:  0.003
CYP2C9-substrate:  0.418
CYP2D6-inhibitor:  0.029
CYP2D6-substrate:  0.288
CYP3A4-inhibitor:  0.007
CYP3A4-substrate:  0.079

ADMET: Excretion

Clearance (CL):  8.342
Half-life (T1/2):  0.726

ADMET: Toxicity

hERG Blockers:  0.013
Human Hepatotoxicity (H-HT):  0.202
Drug-inuced Liver Injury (DILI):  0.035
AMES Toxicity:  0.023
Rat Oral Acute Toxicity:  0.336
Maximum Recommended Daily Dose:  0.086
Skin Sensitization:  0.283
Carcinogencity:  0.211
Eye Corrosion:  0.033
Eye Irritation:  0.147
Respiratory Toxicity:  0.391

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC66043

Natural Product ID:  NPC66043
Common Name*:   Beta-Aminobutyric Acid
IUPAC Name:   3-azaniumylbutanoate
Synonyms:  
Standard InCHIKey:  OQEBBZSWEGYTPG-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C4H9NO2/c1-3(5)2-4(6)7/h3H,2,5H2,1H3,(H,6,7)
SMILES:  CC(CC(=O)O)N
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1995111
PubChem CID:   25201443
10932
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:0000347] Amino acids and derivatives
            • [CHEMONTID:0001878] Beta amino acids and derivatives

*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
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. DOI[10.3923/pjbs.2013.1138.1144]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. leaf n.a. PMID[17262437]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[18326559]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Essential oil n.a. n.a. PMID[23163425]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[23865201]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. bulb n.a. PMID[24508058]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[25650289]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota garlic skin n.a. n.a. PMID[25726329]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[8350088]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Bulb n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. Database[FooDB]
NPO19048 Pinellia ternata Species Araceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3942 Geranium pratense Species Geraniaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO19048 Pinellia ternata Species Araceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3942 Geranium pratense Species Geraniaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3942 Geranium pratense Species Geraniaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19048 Pinellia ternata Species Araceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO19048 Pinellia ternata Species Araceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO3942 Geranium pratense Species Geraniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19048 Pinellia ternata Species Araceae 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. 5000345.35 nM PMID[516726]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT572 Cell Line DMS-273 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT573 Cell Line M19-MEL Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 1625548.76 nM PMID[516726]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT575 Cell Line KM-20L2 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 2851018.27 nM PMID[516726]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT731 Cell Line LXFL 529 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT576 Cell Line DMS-114 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT578 Cell Line SNB-78 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT579 Cell Line DLD-1 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT732 Cell Line HOP-18 Homo sapiens GI50 n.a. 5000345.35 nM PMID[516726]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Activity = 80.0 % PMID[516727]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Activity = 46.0 % PMID[516727]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Activity = 54.0 % PMID[516727]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Activity = 72.0 % PMID[516727]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Activity = 65.0 % PMID[516727]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Activity = 0.0 % PMID[516727]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Activity = 30.0 % PMID[516727]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Activity = 50.0 % PMID[516727]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Activity = 55.0 % PMID[516727]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus GI = 8.0 % PMID[516727]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus GI = 0.0 % PMID[516727]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus GI = 9.0 % PMID[516727]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus GI = 5.0 % PMID[516727]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus GI = 10.0 % PMID[516727]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus GI = 4.0 % PMID[516727]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus GI = 7.0 % PMID[516727]
NPT635 Organism Botryotinia fuckeliana Botryotinia fuckeliana Inhibition = 40.0 % PMID[516729]
NPT635 Organism Botryotinia fuckeliana Botryotinia fuckeliana Inhibition = 100.0 % PMID[516729]
NPT816 Individual Protein GABA transporter 4 Mus musculus IC50 = 83176.38 nM PMID[516730]
NPT815 Individual Protein GABA transporter 3 Mus musculus IC50 = 46773.51 nM PMID[516730]
NPT814 Individual Protein GABA transporter 2 Mus musculus IC50 = 812830.52 nM PMID[516730]
NPT813 Individual Protein GABA transporter 1 Mus musculus IC50 = 50118.72 nM PMID[516730]

☑ 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 NPC66043 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
0.8974 High Similarity NPC326992
0.8974 High Similarity NPC168375
0.8974 High Similarity NPC121517
0.8537 High Similarity NPC167986
0.8537 High Similarity NPC291186
0.8333 Intermediate Similarity NPC132307
0.8333 Intermediate Similarity NPC325097
0.8333 Intermediate Similarity NPC126925
0.814 Intermediate Similarity NPC208793
0.814 Intermediate Similarity NPC327698
0.814 Intermediate Similarity NPC285322
0.814 Intermediate Similarity NPC118459
0.8108 Intermediate Similarity NPC114517
0.8049 Intermediate Similarity NPC53449
0.8049 Intermediate Similarity NPC326212
0.8049 Intermediate Similarity NPC237525
0.8 Intermediate Similarity NPC18188
0.7949 Intermediate Similarity NPC272614
0.7949 Intermediate Similarity NPC21290
0.7949 Intermediate Similarity NPC116709
0.7778 Intermediate Similarity NPC136159
0.7727 Intermediate Similarity NPC329263
0.7609 Intermediate Similarity NPC153370
0.7556 Intermediate Similarity NPC49952
0.7556 Intermediate Similarity NPC136476
0.7556 Intermediate Similarity NPC309658
0.75 Intermediate Similarity NPC198301
0.7447 Intermediate Similarity NPC174246
0.7447 Intermediate Similarity NPC93888
0.7447 Intermediate Similarity NPC162620
0.7447 Intermediate Similarity NPC270805
0.7447 Intermediate Similarity NPC152451
0.7447 Intermediate Similarity NPC170739
0.7447 Intermediate Similarity NPC84636
0.7447 Intermediate Similarity NPC62045
0.7447 Intermediate Similarity NPC43204
0.7447 Intermediate Similarity NPC245027
0.7447 Intermediate Similarity NPC193989
0.7447 Intermediate Similarity NPC226027
0.7317 Intermediate Similarity NPC63621
0.7292 Intermediate Similarity NPC315977
0.7273 Intermediate Similarity NPC276294
0.7234 Intermediate Similarity NPC93081
0.7234 Intermediate Similarity NPC140872
0.7174 Intermediate Similarity NPC297220
0.7111 Intermediate Similarity NPC323974
0.7083 Intermediate Similarity NPC324825
0.7083 Intermediate Similarity NPC328378
0.7083 Intermediate Similarity NPC112890
0.7083 Intermediate Similarity NPC316231
0.7083 Intermediate Similarity NPC17244
0.7073 Intermediate Similarity NPC9294
0.7059 Intermediate Similarity NPC327831
0.7021 Intermediate Similarity NPC204364
0.7 Intermediate Similarity NPC317815
0.6939 Remote Similarity NPC273330
0.6939 Remote Similarity NPC137958
0.6939 Remote Similarity NPC125736
0.6875 Remote Similarity NPC227850
0.6863 Remote Similarity NPC316889
0.6863 Remote Similarity NPC321118
0.6863 Remote Similarity NPC60672
0.6863 Remote Similarity NPC322091
0.6809 Remote Similarity NPC198196
0.6809 Remote Similarity NPC213876
0.6809 Remote Similarity NPC185755
0.6731 Remote Similarity NPC102815
0.6731 Remote Similarity NPC2801
0.6667 Remote Similarity NPC316168
0.6667 Remote Similarity NPC190385
0.6667 Remote Similarity NPC326808
0.6667 Remote Similarity NPC219143
0.6667 Remote Similarity NPC110533
0.6667 Remote Similarity NPC181588
0.6667 Remote Similarity NPC254482
0.6667 Remote Similarity NPC317691
0.6667 Remote Similarity NPC197087
0.6667 Remote Similarity NPC190184
0.6667 Remote Similarity NPC226265
0.6604 Remote Similarity NPC38463
0.6538 Remote Similarity NPC183845
0.6538 Remote Similarity NPC279661
0.6531 Remote Similarity NPC327542
0.6486 Remote Similarity NPC149209
0.6481 Remote Similarity NPC278209
0.6471 Remote Similarity NPC200550
0.6471 Remote Similarity NPC155156
0.6415 Remote Similarity NPC10915
0.6364 Remote Similarity NPC176164
0.6364 Remote Similarity NPC112224
0.6364 Remote Similarity NPC43169
0.6364 Remote Similarity NPC189301
0.6364 Remote Similarity NPC327895
0.6364 Remote Similarity NPC93861
0.6327 Remote Similarity NPC101249
0.6316 Remote Similarity NPC322206
0.6296 Remote Similarity NPC325985
0.6275 Remote Similarity NPC114990
0.6275 Remote Similarity NPC50457
0.625 Remote Similarity NPC191136
0.625 Remote Similarity NPC317143
0.625 Remote Similarity NPC254541
0.625 Remote Similarity NPC316826
0.625 Remote Similarity NPC327748
0.625 Remote Similarity NPC321468
0.6182 Remote Similarity NPC318260
0.6182 Remote Similarity NPC317147
0.6154 Remote Similarity NPC126681
0.6154 Remote Similarity NPC202525
0.614 Remote Similarity NPC327170
0.614 Remote Similarity NPC321419
0.614 Remote Similarity NPC329564
0.6122 Remote Similarity NPC228932
0.6111 Remote Similarity NPC322573
0.6098 Remote Similarity NPC145217
0.6098 Remote Similarity NPC84444
0.6078 Remote Similarity NPC286989
0.6071 Remote Similarity NPC245346
0.6071 Remote Similarity NPC302003
0.6071 Remote Similarity NPC11433
0.6038 Remote Similarity NPC329495
0.6038 Remote Similarity NPC245768
0.6 Remote Similarity NPC104195
0.6 Remote Similarity NPC174368
0.6 Remote Similarity NPC151140
0.6 Remote Similarity NPC122768
0.6 Remote Similarity NPC118187
0.6 Remote Similarity NPC61066
0.5965 Remote Similarity NPC321536
0.5965 Remote Similarity NPC320598
0.5965 Remote Similarity NPC268927
0.5965 Remote Similarity NPC276928
0.5965 Remote Similarity NPC64250
0.5962 Remote Similarity NPC319175
0.5926 Remote Similarity NPC145235
0.5909 Remote Similarity NPC229838
0.5882 Remote Similarity NPC318523
0.5862 Remote Similarity NPC177191
0.5862 Remote Similarity NPC68974
0.5862 Remote Similarity NPC143722
0.5849 Remote Similarity NPC322946
0.5833 Remote Similarity NPC106216
0.5833 Remote Similarity NPC107645
0.5833 Remote Similarity NPC88898
0.58 Remote Similarity NPC248970
0.58 Remote Similarity NPC306238
0.5778 Remote Similarity NPC69179
0.5778 Remote Similarity NPC124886
0.5763 Remote Similarity NPC118429
0.5741 Remote Similarity NPC189178
0.5741 Remote Similarity NPC263065
0.5714 Remote Similarity NPC313263
0.5714 Remote Similarity NPC43264
0.5714 Remote Similarity NPC280532
0.5682 Remote Similarity NPC134570
0.5641 Remote Similarity NPC230726
0.5641 Remote Similarity NPC314668
0.5614 Remote Similarity NPC283786
0.5614 Remote Similarity NPC82239
0.561 Remote Similarity NPC292641

  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 NPC66043 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
0.8537 High Similarity NPD8805 Approved
0.8537 High Similarity NPD8804 Approved
0.8333 Intermediate Similarity NPD8798 Approved
0.814 Intermediate Similarity NPD8610 Approved
0.8 Intermediate Similarity NPD8623 Phase 1
0.7949 Intermediate Similarity NPD8210 Phase 3
0.7949 Intermediate Similarity NPD8211 Approved
0.7609 Intermediate Similarity NPD8614 Approved
0.7556 Intermediate Similarity NPD8801 Approved
0.7447 Intermediate Similarity NPD9018 Approved
0.7447 Intermediate Similarity NPD9016 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD8624 Approved
0.7447 Intermediate Similarity NPD9021 Approved
0.7447 Intermediate Similarity NPD8803 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD8802 Approved
0.7447 Intermediate Similarity NPD9017 Approved
0.7442 Intermediate Similarity NPD8609 Approved
0.7234 Intermediate Similarity NPD8808 Approved
0.7234 Intermediate Similarity NPD8809 Approved
0.7111 Intermediate Similarity NPD9019 Approved
0.7083 Intermediate Similarity NPD9044 Approved
0.7083 Intermediate Similarity NPD9230 Discontinued
0.6939 Remote Similarity NPD8871 Approved
0.6939 Remote Similarity NPD8872 Phase 3
0.6809 Remote Similarity NPD8982 Approved
0.6809 Remote Similarity NPD9020 Approved
0.6667 Remote Similarity NPD8208 Clinical (unspecified phase)
0.6667 Remote Similarity NPD9023 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8851 Phase 1
0.6667 Remote Similarity NPD8217 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8214 Approved
0.6667 Remote Similarity NPD8810 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8849 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8216 Approved
0.6667 Remote Similarity NPD8215 Approved
0.6667 Remote Similarity NPD8785 Approved
0.6667 Remote Similarity NPD8209 Phase 2
0.6531 Remote Similarity NPD8873 Approved
0.6491 Remote Similarity NPD9676 Phase 3
0.6415 Remote Similarity NPD8971 Approved
0.6364 Remote Similarity NPD9433 Approved
0.6327 Remote Similarity NPD8866 Approved
0.6327 Remote Similarity NPD8867 Approved
0.6275 Remote Similarity NPD9025 Approved
0.6154 Remote Similarity NPD7371 Approved
0.6078 Remote Similarity NPD8946 Approved
0.6078 Remote Similarity NPD8947 Approved
0.6071 Remote Similarity NPD8865 Approved
0.6066 Remote Similarity NPD1429 Clinical (unspecified phase)
0.6 Remote Similarity NPD8980 Approved
0.6 Remote Similarity NPD9454 Approved
0.6 Remote Similarity NPD8979 Approved
0.6 Remote Similarity NPD8981 Clinical (unspecified phase)
0.6 Remote Similarity NPD8850 Approved
0.5926 Remote Similarity NPD9419 Clinical (unspecified phase)
0.5918 Remote Similarity NPD9658 Clinical (unspecified phase)
0.5902 Remote Similarity NPD9201 Clinical (unspecified phase)
0.5849 Remote Similarity NPD9441 Phase 2
0.5833 Remote Similarity NPD1151 Approved
0.58 Remote Similarity NPD8870 Approved
0.5763 Remote Similarity NPD9014 Approved
0.5741 Remote Similarity NPD9204 Approved
0.5741 Remote Similarity NPD9205 Approved
0.5692 Remote Similarity NPD5382 Phase 2
0.5686 Remote Similarity NPD8972 Approved
0.5686 Remote Similarity NPD8973 Approved
0.5641 Remote Similarity NPD7367 Approved
0.5641 Remote Similarity NPD7368 Approved
0.5641 Remote Similarity NPD51 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