Structure

Physi-Chem Properties

Molecular Weight:  130.14
Volume:  155.715
LogP:  3.098
LogD:  3.104
LogS:  -2.55
# Rotatable Bonds:  6
TPSA:  9.23
# H-Bond Aceptor:  1
# H-Bond Donor:  0
# Rings:  0
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.502
Synthetic Accessibility Score:  1.644
Fsp3:  1.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
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:  -4.149
MDCK Permeability:  3.0852286727167666e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.002
Human Intestinal Absorption (HIA):  0.001
20% Bioavailability (F20%):  0.062
30% Bioavailability (F30%):  0.006

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.731
Plasma Protein Binding (PPB):  82.5264663696289%
Volume Distribution (VD):  1.564
Pgp-substrate:  20.67097282409668%

ADMET: Metabolism

CYP1A2-inhibitor:  0.775
CYP1A2-substrate:  0.655
CYP2C19-inhibitor:  0.227
CYP2C19-substrate:  0.81
CYP2C9-inhibitor:  0.152
CYP2C9-substrate:  0.215
CYP2D6-inhibitor:  0.007
CYP2D6-substrate:  0.096
CYP3A4-inhibitor:  0.026
CYP3A4-substrate:  0.126

ADMET: Excretion

Clearance (CL):  11.144
Half-life (T1/2):  0.657

ADMET: Toxicity

hERG Blockers:  0.092
Human Hepatotoxicity (H-HT):  0.021
Drug-inuced Liver Injury (DILI):  0.038
AMES Toxicity:  0.005
Rat Oral Acute Toxicity:  0.085
Maximum Recommended Daily Dose:  0.015
Skin Sensitization:  0.51
Carcinogencity:  0.162
Eye Corrosion:  0.96
Eye Irritation:  0.986
Respiratory Toxicity:  0.046

Download Data

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

  Natural Product: NPC61373

Natural Product ID:  NPC61373
Common Name*:   1-Butoxybutane
IUPAC Name:   1-butoxybutane
Synonyms:   1-Butoxy-Butane
Standard InCHIKey:  DURPTKYDGMDSBL-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C8H18O/c1-3-5-7-9-8-6-4-2/h3-8H2,1-2H3
SMILES:  CCCCOCCCC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL48132
PubChem CID:   8909
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000254] Ethers
          • [CHEMONTID:0001167] Dialkyl ethers

*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
NPO19472 Thymus vulgaris Species Lamiaceae Eukaryota Leaves n.a. n.a. PMID[12088434]
NPO19472 Thymus vulgaris Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[21707257]
NPO19472 Thymus vulgaris Species Lamiaceae Eukaryota Essential Oil n.a. n.a. Database[FooDB]
NPO19472 Thymus vulgaris Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO19472 Thymus vulgaris Species Lamiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO19472 Thymus vulgaris Species Lamiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO19472 Thymus vulgaris Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO19472 Thymus vulgaris Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO12935 Thymus quinquecostatus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19472 Thymus vulgaris Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19472 Thymus vulgaris Species Lamiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO12935 Thymus quinquecostatus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19472 Thymus vulgaris Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19472 Thymus vulgaris Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19472 Thymus vulgaris Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12935 Thymus quinquecostatus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12935 Thymus quinquecostatus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19472 Thymus vulgaris 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
NPT27 Others Unspecified EC50 = 219280493535.05 nM PMID[468139]
NPT27 Others Unspecified LC50 = 497737084.98 nM PMID[468139]

☑ 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 NPC61373 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
0.7619 Intermediate Similarity NPC327092
0.7308 Intermediate Similarity NPC238135
0.6957 Remote Similarity NPC83726
0.6818 Remote Similarity NPC43196
0.68 Remote Similarity NPC3693
0.6552 Remote Similarity NPC40965
0.6552 Remote Similarity NPC12904
0.6538 Remote Similarity NPC128335
0.6538 Remote Similarity NPC166804
0.6522 Remote Similarity NPC294703
0.6429 Remote Similarity NPC127696
0.64 Remote Similarity NPC8368
0.64 Remote Similarity NPC110107
0.6364 Remote Similarity NPC328688
0.6333 Remote Similarity NPC178643
0.6333 Remote Similarity NPC286695
0.6333 Remote Similarity NPC41007
0.6333 Remote Similarity NPC168714
0.6333 Remote Similarity NPC322892
0.6333 Remote Similarity NPC35371
0.6296 Remote Similarity NPC120097
0.6296 Remote Similarity NPC143211
0.6296 Remote Similarity NPC248233
0.6154 Remote Similarity NPC304786
0.6154 Remote Similarity NPC41485
0.6154 Remote Similarity NPC32280
0.6129 Remote Similarity NPC154396
0.6129 Remote Similarity NPC286498
0.6129 Remote Similarity NPC140229
0.6071 Remote Similarity NPC281943
0.6071 Remote Similarity NPC317739
0.6 Remote Similarity NPC208021
0.6 Remote Similarity NPC52403
0.6 Remote Similarity NPC30787
0.6 Remote Similarity NPC23508
0.5938 Remote Similarity NPC196442
0.5938 Remote Similarity NPC223374
0.5938 Remote Similarity NPC155872
0.5938 Remote Similarity NPC301398
0.5938 Remote Similarity NPC86545
0.5926 Remote Similarity NPC317724
0.5926 Remote Similarity NPC329496
0.5926 Remote Similarity NPC230452
0.5926 Remote Similarity NPC127134
0.5926 Remote Similarity NPC201132
0.5833 Remote Similarity NPC321400
0.5806 Remote Similarity NPC108238
0.5806 Remote Similarity NPC147054
0.5769 Remote Similarity NPC237965
0.5769 Remote Similarity NPC318912
0.5769 Remote Similarity NPC23071
0.5769 Remote Similarity NPC184593
0.5769 Remote Similarity NPC245688
0.5769 Remote Similarity NPC256186
0.5758 Remote Similarity NPC80641
0.5758 Remote Similarity NPC80396
0.5758 Remote Similarity NPC154642
0.5714 Remote Similarity NPC272307
0.5667 Remote Similarity NPC163556
0.5667 Remote Similarity NPC112242
0.5667 Remote Similarity NPC24506
0.5667 Remote Similarity NPC236797
0.5667 Remote Similarity NPC147096
0.5667 Remote Similarity NPC225783
0.5667 Remote Similarity NPC185041
0.5667 Remote Similarity NPC21374
0.5652 Remote Similarity NPC311000
0.5625 Remote Similarity NPC139569
0.56 Remote Similarity NPC37479
0.56 Remote Similarity NPC299484
0.56 Remote Similarity NPC88839
0.56 Remote Similarity NPC219266
0.56 Remote Similarity NPC217229
0.56 Remote Similarity NPC110344
0.56 Remote Similarity NPC308490

  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 NPC61373 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
0.7895 Intermediate Similarity NPD8547 Phase 2
0.6129 Remote Similarity NPD900 Approved
0.6071 Remote Similarity NPD3216 Phase 3
0.6071 Remote Similarity NPD30 Approved
0.5926 Remote Similarity NPD8989 Approved
0.5667 Remote Similarity NPD901 Approved
0.5652 Remote Similarity NPD8223 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