Structure

Physi-Chem Properties

Molecular Weight:  98.04
Volume:  98.787
LogP:  0.367
LogD:  0.903
LogS:  -0.489
# Rotatable Bonds:  1
TPSA:  33.37
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.562
Synthetic Accessibility Score:  2.61
Fsp3:  0.2
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:  -4.292
MDCK Permeability:  7.904525409685448e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.005
Human Intestinal Absorption (HIA):  0.007
20% Bioavailability (F20%):  0.004
30% Bioavailability (F30%):  0.006

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.968
Plasma Protein Binding (PPB):  69.92606353759766%
Volume Distribution (VD):  2.876
Pgp-substrate:  51.589752197265625%

ADMET: Metabolism

CYP1A2-inhibitor:  0.457
CYP1A2-substrate:  0.111
CYP2C19-inhibitor:  0.084
CYP2C19-substrate:  0.088
CYP2C9-inhibitor:  0.011
CYP2C9-substrate:  0.08
CYP2D6-inhibitor:  0.038
CYP2D6-substrate:  0.571
CYP3A4-inhibitor:  0.011
CYP3A4-substrate:  0.204

ADMET: Excretion

Clearance (CL):  10.526
Half-life (T1/2):  0.901

ADMET: Toxicity

hERG Blockers:  0.02
Human Hepatotoxicity (H-HT):  0.162
Drug-inuced Liver Injury (DILI):  0.21
AMES Toxicity:  0.016
Rat Oral Acute Toxicity:  0.936
Maximum Recommended Daily Dose:  0.034
Skin Sensitization:  0.263
Carcinogencity:  0.926
Eye Corrosion:  0.062
Eye Irritation:  0.989
Respiratory Toxicity:  0.949

Download Data

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

  Natural Product: NPC265461

Natural Product ID:  NPC265461
Common Name*:   Furan-3-Ylmethanol
IUPAC Name:   furan-3-ylmethanol
Synonyms:  
Standard InCHIKey:  STJIISDMSMJQQK-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C5H6O2/c6-3-5-1-2-7-4-5/h1-2,4,6H,3H2
SMILES:  c1cocc1CO
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL440914
PubChem CID:   20449
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0004144] Heteroaromatic compounds

*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
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. leaf n.a. PMID[18409045]
NPO29141 Panax ginseng Species Araliaceae Eukaryota flower buds n.a. n.a. PMID[19926279]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. root n.a. PMID[2092947]
NPO29141 Panax ginseng Species Araliaceae Eukaryota berry n.a. n.a. PMID[21216145]
NPO29141 Panax ginseng Species Araliaceae Eukaryota leaves n.a. n.a. PMID[24290061]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[24968750]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[25152999]
NPO29141 Panax ginseng Species Araliaceae Eukaryota stems-leaves n.a. n.a. PMID[26420067]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. stem n.a. PMID[27914541]
NPO29141 Panax ginseng Species Araliaceae Eukaryota Flower Buds n.a. n.a. PMID[28345906]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[32129622]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29141 Panax ginseng Species Araliaceae 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
NPT1817 Individual Protein Aryl sulfotransferase Rattus norvegicus Km = 960000.0 nM PMID[460924]
NPT1817 Individual Protein Aryl sulfotransferase Rattus norvegicus Vmax = 10.2 nM min-1 PMID[460924]
NPT1817 Individual Protein Aryl sulfotransferase Rattus norvegicus Ratio = 0.4 n.a. PMID[460924]

☑ 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 NPC265461 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 NPC160294
0.8161 Intermediate Similarity NPC225539
0.7632 Intermediate Similarity NPC263870
0.757 Intermediate Similarity NPC177331
0.7478 Intermediate Similarity NPC174915
0.7478 Intermediate Similarity NPC270807
0.7383 Intermediate Similarity NPC140688
0.7207 Intermediate Similarity NPC1811
0.7207 Intermediate Similarity NPC26157
0.7094 Intermediate Similarity NPC79557
0.7069 Intermediate Similarity NPC67345
0.7069 Intermediate Similarity NPC244862
0.6949 Remote Similarity NPC1848
0.6937 Remote Similarity NPC209111
0.6847 Remote Similarity NPC473356
0.6847 Remote Similarity NPC471521
0.6838 Remote Similarity NPC187547
0.6838 Remote Similarity NPC21831
0.681 Remote Similarity NPC45536
0.6762 Remote Similarity NPC146316
0.6752 Remote Similarity NPC144745
0.6752 Remote Similarity NPC208906
0.675 Remote Similarity NPC473379
0.675 Remote Similarity NPC471549
0.6744 Remote Similarity NPC186626
0.6692 Remote Similarity NPC472376
0.6667 Remote Similarity NPC105249
0.6641 Remote Similarity NPC106247
0.6638 Remote Similarity NPC292036
0.6615 Remote Similarity NPC473268
0.6613 Remote Similarity NPC319140
0.6613 Remote Similarity NPC95567
0.6612 Remote Similarity NPC477967
0.6606 Remote Similarity NPC217226
0.6585 Remote Similarity NPC300098
0.6583 Remote Similarity NPC474817
0.6565 Remote Similarity NPC471653
0.6562 Remote Similarity NPC474425
0.6562 Remote Similarity NPC474426
0.6562 Remote Similarity NPC474407
0.6552 Remote Similarity NPC311987
0.6541 Remote Similarity NPC205765
0.6532 Remote Similarity NPC23086
0.6529 Remote Similarity NPC474136
0.6522 Remote Similarity NPC277525
0.6514 Remote Similarity NPC156768
0.6504 Remote Similarity NPC118853
0.6504 Remote Similarity NPC243269
0.648 Remote Similarity NPC290955
0.6475 Remote Similarity NPC289911
0.6475 Remote Similarity NPC283284
0.6471 Remote Similarity NPC107482
0.6457 Remote Similarity NPC21460
0.6452 Remote Similarity NPC474829
0.6452 Remote Similarity NPC290193
0.6444 Remote Similarity NPC476946
0.6441 Remote Similarity NPC28054
0.6429 Remote Similarity NPC279877
0.6423 Remote Similarity NPC475818
0.6423 Remote Similarity NPC476351
0.6397 Remote Similarity NPC476944
0.6397 Remote Similarity NPC137295
0.6387 Remote Similarity NPC474987
0.637 Remote Similarity NPC475519
0.6357 Remote Similarity NPC45358
0.6357 Remote Similarity NPC473344
0.6357 Remote Similarity NPC471544
0.6357 Remote Similarity NPC471545
0.6357 Remote Similarity NPC97740
0.6349 Remote Similarity NPC471573
0.6349 Remote Similarity NPC471554
0.6349 Remote Similarity NPC473355
0.6349 Remote Similarity NPC474830
0.6349 Remote Similarity NPC471501
0.6336 Remote Similarity NPC159786
0.6333 Remote Similarity NPC131801
0.632 Remote Similarity NPC71274
0.632 Remote Similarity NPC75557
0.632 Remote Similarity NPC471559
0.6316 Remote Similarity NPC219969
0.6308 Remote Similarity NPC214097
0.6303 Remote Similarity NPC150895
0.6303 Remote Similarity NPC205523
0.6299 Remote Similarity NPC207294
0.6299 Remote Similarity NPC474438
0.6299 Remote Similarity NPC112706
0.6299 Remote Similarity NPC474279
0.6281 Remote Similarity NPC243704
0.6281 Remote Similarity NPC87466
0.6279 Remote Similarity NPC61788
0.6279 Remote Similarity NPC17681
0.627 Remote Similarity NPC138139
0.627 Remote Similarity NPC329694
0.627 Remote Similarity NPC81912
0.627 Remote Similarity NPC216810
0.627 Remote Similarity NPC474260
0.627 Remote Similarity NPC329922
0.627 Remote Similarity NPC46536
0.6262 Remote Similarity NPC233791
0.6259 Remote Similarity NPC250228
0.623 Remote Similarity NPC473969
0.623 Remote Similarity NPC4898
0.623 Remote Similarity NPC137710
0.6228 Remote Similarity NPC42471
0.622 Remote Similarity NPC246392
0.622 Remote Similarity NPC476016
0.622 Remote Similarity NPC83178
0.6212 Remote Similarity NPC92941
0.6204 Remote Similarity NPC267632
0.6198 Remote Similarity NPC312525
0.6198 Remote Similarity NPC217180
0.6187 Remote Similarity NPC346
0.6172 Remote Similarity NPC26532
0.6167 Remote Similarity NPC11821
0.6154 Remote Similarity NPC89133
0.6154 Remote Similarity NPC229387
0.6148 Remote Similarity NPC291619
0.6148 Remote Similarity NPC90953
0.6148 Remote Similarity NPC206007
0.6148 Remote Similarity NPC254958
0.6143 Remote Similarity NPC476938
0.6143 Remote Similarity NPC476937
0.6143 Remote Similarity NPC308799
0.6136 Remote Similarity NPC288209
0.6129 Remote Similarity NPC115859
0.6119 Remote Similarity NPC470742
0.6119 Remote Similarity NPC310830
0.6116 Remote Similarity NPC76844
0.6111 Remote Similarity NPC65735
0.6111 Remote Similarity NPC477038
0.6111 Remote Similarity NPC188377
0.6111 Remote Similarity NPC477965
0.6107 Remote Similarity NPC473982
0.6099 Remote Similarity NPC476941
0.6099 Remote Similarity NPC476942
0.6099 Remote Similarity NPC113428
0.6099 Remote Similarity NPC7388
0.6099 Remote Similarity NPC61284
0.6098 Remote Similarity NPC244293
0.609 Remote Similarity NPC158525
0.609 Remote Similarity NPC14650
0.6087 Remote Similarity NPC254198
0.608 Remote Similarity NPC317217
0.6074 Remote Similarity NPC220094
0.6074 Remote Similarity NPC476943
0.6063 Remote Similarity NPC4012
0.6061 Remote Similarity NPC218838
0.6056 Remote Similarity NPC195325
0.6045 Remote Similarity NPC46896
0.6032 Remote Similarity NPC311219
0.6032 Remote Similarity NPC16922
0.6031 Remote Similarity NPC136340
0.6031 Remote Similarity NPC477645
0.6029 Remote Similarity NPC474722
0.6015 Remote Similarity NPC471998
0.6014 Remote Similarity NPC52412
0.5985 Remote Similarity NPC156077
0.5984 Remote Similarity NPC316062
0.5972 Remote Similarity NPC271460
0.5972 Remote Similarity NPC147340
0.597 Remote Similarity NPC476947
0.597 Remote Similarity NPC265793
0.5969 Remote Similarity NPC137570
0.5959 Remote Similarity NPC35000
0.5956 Remote Similarity NPC130976
0.5954 Remote Similarity NPC939
0.595 Remote Similarity NPC252004
0.5944 Remote Similarity NPC472654
0.5942 Remote Similarity NPC20500
0.594 Remote Similarity NPC470740
0.5938 Remote Similarity NPC193805
0.5938 Remote Similarity NPC179354
0.5931 Remote Similarity NPC476940
0.5931 Remote Similarity NPC469503
0.5931 Remote Similarity NPC75906
0.5931 Remote Similarity NPC116604
0.5931 Remote Similarity NPC476939
0.5931 Remote Similarity NPC44577
0.5931 Remote Similarity NPC147168
0.5923 Remote Similarity NPC477039
0.5923 Remote Similarity NPC477040
0.5923 Remote Similarity NPC329707
0.5923 Remote Similarity NPC477966
0.5923 Remote Similarity NPC477123
0.5917 Remote Similarity NPC22678
0.5912 Remote Similarity NPC98395
0.5912 Remote Similarity NPC107571
0.5906 Remote Similarity NPC272899
0.5903 Remote Similarity NPC294803
0.5903 Remote Similarity NPC6815
0.5899 Remote Similarity NPC20578
0.5899 Remote Similarity NPC62103
0.5891 Remote Similarity NPC74612
0.5891 Remote Similarity NPC4164
0.589 Remote Similarity NPC263676
0.589 Remote Similarity NPC30222
0.589 Remote Similarity NPC67654
0.589 Remote Similarity NPC178932
0.589 Remote Similarity NPC282445
0.589 Remote Similarity NPC57998

  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 NPC265461 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
0.6471 Remote Similarity NPD9092 Discovery
0.6032 Remote Similarity NPD9717 Approved
0.5959 Remote Similarity NPD5761 Phase 2
0.5959 Remote Similarity NPD5760 Phase 2
0.5891 Remote Similarity NPD1203 Approved
0.5839 Remote Similarity NPD1551 Phase 2
0.5797 Remote Similarity NPD2343 Clinical (unspecified phase)
0.5778 Remote Similarity NPD447 Suspended
0.5769 Remote Similarity NPD1049 Clinical (unspecified phase)
0.5734 Remote Similarity NPD642 Clinical (unspecified phase)
0.5725 Remote Similarity NPD1019 Discontinued
0.5683 Remote Similarity NPD2344 Approved
0.5672 Remote Similarity NPD411 Approved
0.56 Remote Similarity NPD9493 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