Structure

Physi-Chem Properties

Molecular Weight:  96.02
Volume:  96.151
LogP:  0.762
LogD:  1.068
LogS:  -1.33
# Rotatable Bonds:  1
TPSA:  30.21
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.49
Synthetic Accessibility Score:  2.887
Fsp3:  0.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.304
MDCK Permeability:  2.1558244043262675e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.054
Human Intestinal Absorption (HIA):  0.013
20% Bioavailability (F20%):  0.003
30% Bioavailability (F30%):  0.007

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.995
Plasma Protein Binding (PPB):  81.65110778808594%
Volume Distribution (VD):  1.432
Pgp-substrate:  32.498008728027344%

ADMET: Metabolism

CYP1A2-inhibitor:  0.8
CYP1A2-substrate:  0.104
CYP2C19-inhibitor:  0.098
CYP2C19-substrate:  0.07
CYP2C9-inhibitor:  0.014
CYP2C9-substrate:  0.125
CYP2D6-inhibitor:  0.007
CYP2D6-substrate:  0.375
CYP3A4-inhibitor:  0.008
CYP3A4-substrate:  0.176

ADMET: Excretion

Clearance (CL):  9.315
Half-life (T1/2):  0.857

ADMET: Toxicity

hERG Blockers:  0.022
Human Hepatotoxicity (H-HT):  0.085
Drug-inuced Liver Injury (DILI):  0.042
AMES Toxicity:  0.537
Rat Oral Acute Toxicity:  0.967
Maximum Recommended Daily Dose:  0.034
Skin Sensitization:  0.118
Carcinogencity:  0.929
Eye Corrosion:  0.983
Eye Irritation:  0.995
Respiratory Toxicity:  0.976

Download Data

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

  Natural Product: NPC160294

Natural Product ID:  NPC160294
Common Name*:   Furan-3-Carbaldehyde
IUPAC Name:   furan-3-carbaldehyde
Synonyms:  
Standard InCHIKey:  AZVSIHIBYRHSLB-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C5H4O2/c6-3-5-1-2-7-4-5/h1-4H
SMILES:  O=Cc1cocc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2228160
PubChem CID:   10351
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0001831] Carbonyl compounds
          • [CHEMONTID:0000124] Aldehydes
            • [CHEMONTID:0003213] Aryl-aldehydes

*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
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. Nigeria(latitude 80°N and longitude 4°E) 2005; 2006 DOI[10.1002/ejlt.201000080]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11306-010-0259-y]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11306-014-0638-x]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11746-997-0093-1]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.phytol.2008.07.007]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Seeds Plovdiv, Plovdiv region in South Bulgaria DOI[10.1051/CTV/20163101031]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[11170689]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. fruit n.a. PMID[11312782]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. leaf n.a. PMID[11312782]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[11408943]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. fruit n.a. PMID[12105962]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. Esuela Tecnica Superior de Ingenieros Agrónomos de Albacete 2007 PMID[19256538]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[20826702]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. bark n.a. PMID[21875098]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[22537213]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[23759170]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Stalks n.a. n.a. PMID[24521157]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[24868863]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[25089845]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota Twigs n.a. n.a. PMID[28682072]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Seeds Benedictine Pannonhalma Archabbey, Hungary PMID[29803478]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota Twigs n.a. n.a. PMID[29883114]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[31433178]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. Database[FooDB]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Fruits n.a. Database[FooDB]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. Database[FooDB]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota Bark n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Leaf Essent. Oil n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO310 Flos mume Species Lycaenidae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO310 Flos mume Species Lycaenidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9546 Cinamomum cassia n.a. n.a. n.a. n.a. n.a. n.a. Database[TM-MC]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8255 Cinnamomum aromaticum Species Lauraceae 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
NPT2933 Individual Protein Aldehyde oxidase Oryctolagus cuniculus IC50 = 260000.0 nM PMID[466195]
NPT43 Individual Protein Tyrosinase Agaricus bisporus IC50 = 15000.0 nM PMID[466195]
NPT2 Others Unspecified Inhibition = 29.0 % PMID[466195]
NPT2 Others Unspecified IC50 > 1000000.0 nM PMID[466195]

☑ 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 NPC160294 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
0.8778 High Similarity NPC265461
0.8659 High Similarity NPC225539
0.8283 Intermediate Similarity NPC140688
0.7593 Intermediate Similarity NPC45536
0.7387 Intermediate Similarity NPC244862
0.7387 Intermediate Similarity NPC67345
0.7257 Intermediate Similarity NPC79557
0.7193 Intermediate Similarity NPC270807
0.7193 Intermediate Similarity NPC174915
0.717 Intermediate Similarity NPC473356
0.717 Intermediate Similarity NPC471521
0.7103 Intermediate Similarity NPC177331
0.71 Intermediate Similarity NPC146316
0.6972 Remote Similarity NPC105249
0.6923 Remote Similarity NPC217226
0.6909 Remote Similarity NPC1811
0.6909 Remote Similarity NPC26157
0.6827 Remote Similarity NPC156768
0.6818 Remote Similarity NPC277525
0.681 Remote Similarity NPC1848
0.6786 Remote Similarity NPC292036
0.6752 Remote Similarity NPC263870
0.6726 Remote Similarity NPC28054
0.6609 Remote Similarity NPC131801
0.6609 Remote Similarity NPC208906
0.6609 Remote Similarity NPC144745
0.6606 Remote Similarity NPC219969
0.6579 Remote Similarity NPC205523
0.6579 Remote Similarity NPC150895
0.6569 Remote Similarity NPC233791
0.656 Remote Similarity NPC470740
0.6552 Remote Similarity NPC87466
0.6552 Remote Similarity NPC243704
0.6552 Remote Similarity NPC187547
0.6552 Remote Similarity NPC21831
0.6525 Remote Similarity NPC115859
0.6514 Remote Similarity NPC42471
0.6496 Remote Similarity NPC4898
0.6496 Remote Similarity NPC473969
0.6496 Remote Similarity NPC137710
0.6486 Remote Similarity NPC209111
0.6475 Remote Similarity NPC184391
0.6475 Remote Similarity NPC319140
0.6475 Remote Similarity NPC95567
0.6466 Remote Similarity NPC217180
0.6466 Remote Similarity NPC312525
0.6441 Remote Similarity NPC474817
0.6429 Remote Similarity NPC229387
0.641 Remote Similarity NPC206007
0.6406 Remote Similarity NPC146872
0.6387 Remote Similarity NPC474136
0.6364 Remote Similarity NPC188377
0.6364 Remote Similarity NPC65735
0.6357 Remote Similarity NPC42400
0.6333 Remote Similarity NPC283284
0.6333 Remote Similarity NPC289911
0.6333 Remote Similarity NPC471549
0.6333 Remote Similarity NPC473379
0.6333 Remote Similarity NPC477967
0.6333 Remote Similarity NPC317217
0.632 Remote Similarity NPC21460
0.6308 Remote Similarity NPC236532
0.6299 Remote Similarity NPC474426
0.6299 Remote Similarity NPC474425
0.6299 Remote Similarity NPC474407
0.6281 Remote Similarity NPC476351
0.6281 Remote Similarity NPC16922
0.6281 Remote Similarity NPC475818
0.627 Remote Similarity NPC136340
0.6261 Remote Similarity NPC53953
0.6261 Remote Similarity NPC311987
0.6239 Remote Similarity NPC316062
0.623 Remote Similarity NPC477965
0.623 Remote Similarity NPC118853
0.623 Remote Similarity NPC477038
0.623 Remote Similarity NPC243269
0.6212 Remote Similarity NPC156077
0.621 Remote Similarity NPC137570
0.6207 Remote Similarity NPC252004
0.6179 Remote Similarity NPC71274
0.6179 Remote Similarity NPC300098
0.6179 Remote Similarity NPC290193
0.6179 Remote Similarity NPC75557
0.6179 Remote Similarity NPC471559
0.6179 Remote Similarity NPC179354
0.6179 Remote Similarity NPC474829
0.6174 Remote Similarity NPC22678
0.616 Remote Similarity NPC279877
0.6129 Remote Similarity NPC46536
0.6129 Remote Similarity NPC23086
0.6129 Remote Similarity NPC329922
0.6129 Remote Similarity NPC81912
0.6129 Remote Similarity NPC329694
0.6129 Remote Similarity NPC474260
0.6129 Remote Similarity NPC74612
0.6129 Remote Similarity NPC138139
0.6129 Remote Similarity NPC216810
0.6124 Remote Similarity NPC106247
0.6119 Remote Similarity NPC52412
0.6119 Remote Similarity NPC473152
0.6102 Remote Similarity NPC474987
0.6102 Remote Similarity NPC476014
0.6102 Remote Similarity NPC476031
0.6087 Remote Similarity NPC54626
0.608 Remote Similarity NPC473355
0.608 Remote Similarity NPC476016
0.608 Remote Similarity NPC474830
0.608 Remote Similarity NPC471554
0.608 Remote Similarity NPC471573
0.608 Remote Similarity NPC246392
0.608 Remote Similarity NPC290955
0.608 Remote Similarity NPC471501
0.608 Remote Similarity NPC83178
0.608 Remote Similarity NPC141059
0.6077 Remote Similarity NPC159786
0.6077 Remote Similarity NPC92941
0.6071 Remote Similarity NPC298087
0.6063 Remote Similarity NPC45947
0.605 Remote Similarity NPC227660
0.605 Remote Similarity NPC107482
0.6048 Remote Similarity NPC473885
0.6048 Remote Similarity NPC471074
0.6032 Remote Similarity NPC477123
0.6032 Remote Similarity NPC477039
0.6032 Remote Similarity NPC476917
0.6032 Remote Similarity NPC112706
0.6032 Remote Similarity NPC477966
0.6032 Remote Similarity NPC26532
0.6032 Remote Similarity NPC327527
0.6032 Remote Similarity NPC474279
0.6032 Remote Similarity NPC207294
0.6032 Remote Similarity NPC474438
0.6032 Remote Similarity NPC477040
0.6029 Remote Similarity NPC471647
0.6029 Remote Similarity NPC471646
0.6017 Remote Similarity NPC11821
0.6016 Remote Similarity NPC17681
0.6016 Remote Similarity NPC298190
0.6015 Remote Similarity NPC474722
0.6 Remote Similarity NPC291619
0.6 Remote Similarity NPC254958
0.6 Remote Similarity NPC200718
0.6 Remote Similarity NPC83301
0.5985 Remote Similarity NPC186626
0.5985 Remote Similarity NPC470742
0.5985 Remote Similarity NPC473268
0.5985 Remote Similarity NPC310830
0.5984 Remote Similarity NPC50583
0.5984 Remote Similarity NPC208389
0.5983 Remote Similarity NPC279916
0.5969 Remote Similarity NPC45358
0.5969 Remote Similarity NPC471817
0.5969 Remote Similarity NPC97740
0.5966 Remote Similarity NPC76844
0.5954 Remote Similarity NPC158525
0.5948 Remote Similarity NPC57879
0.5942 Remote Similarity NPC276676
0.594 Remote Similarity NPC476943
0.594 Remote Similarity NPC471653
0.594 Remote Similarity NPC177262
0.594 Remote Similarity NPC472376
0.594 Remote Similarity NPC220094
0.5938 Remote Similarity NPC476925
0.5935 Remote Similarity NPC314329
0.5923 Remote Similarity NPC471006
0.5917 Remote Similarity NPC217423
0.5912 Remote Similarity NPC117674
0.5909 Remote Similarity NPC46896
0.5902 Remote Similarity NPC230951
0.5899 Remote Similarity NPC10088
0.5896 Remote Similarity NPC474615
0.5891 Remote Similarity NPC475092
0.5891 Remote Similarity NPC61788
0.5891 Remote Similarity NPC89133
0.5878 Remote Similarity NPC288209
0.587 Remote Similarity NPC27798
0.587 Remote Similarity NPC93241
0.587 Remote Similarity NPC195920
0.5868 Remote Similarity NPC32298
0.5859 Remote Similarity NPC59502
0.5857 Remote Similarity NPC243165
0.5846 Remote Similarity NPC473344
0.5846 Remote Similarity NPC473982
0.5846 Remote Similarity NPC471545
0.5846 Remote Similarity NPC471544
0.5839 Remote Similarity NPC267632
0.5833 Remote Similarity NPC59035
0.5833 Remote Similarity NPC14650
0.5833 Remote Similarity NPC79202
0.5827 Remote Similarity NPC475864
0.5827 Remote Similarity NPC233763
0.582 Remote Similarity NPC35744
0.582 Remote Similarity NPC54243
0.5809 Remote Similarity NPC20500
0.5809 Remote Similarity NPC205765
0.5802 Remote Similarity NPC218838
0.5797 Remote Similarity NPC142113
0.5794 Remote Similarity NPC4012
0.5786 Remote Similarity NPC281398
0.5786 Remote Similarity NPC224418

  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 NPC160294 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
0.605 Remote Similarity NPD9092 Discovery
0.5935 Remote Similarity NPD1547 Clinical (unspecified phase)
0.5873 Remote Similarity NPD1049 Clinical (unspecified phase)
0.5778 Remote Similarity NPD2344 Approved
0.5778 Remote Similarity NPD1471 Phase 3
0.5714 Remote Similarity NPD1241 Discontinued
0.5714 Remote Similarity NPD642 Clinical (unspecified phase)
0.5703 Remote Similarity NPD1019 Discontinued
0.5683 Remote Similarity NPD643 Clinical (unspecified phase)
0.5662 Remote Similarity NPD2343 Clinical (unspecified phase)
0.5635 Remote Similarity NPD9717 Approved
0.5615 Remote Similarity NPD6832 Phase 2
0.5612 Remote Similarity NPD2309 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