Structure

Physi-Chem Properties

Molecular Weight:  130.1
Volume:  144.572
LogP:  2.705
LogD:  1.706
LogS:  -2.085
# Rotatable Bonds:  6
TPSA:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  0
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.404
Synthetic Accessibility Score:  2.219
Fsp3:  0.857
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:  -4.392
MDCK Permeability:  3.336613372084685e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.014
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.01
30% Bioavailability (F30%):  0.362

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.998
Plasma Protein Binding (PPB):  31.34394073486328%
Volume Distribution (VD):  1.034
Pgp-substrate:  65.38368225097656%

ADMET: Metabolism

CYP1A2-inhibitor:  0.968
CYP1A2-substrate:  0.564
CYP2C19-inhibitor:  0.554
CYP2C19-substrate:  0.463
CYP2C9-inhibitor:  0.219
CYP2C9-substrate:  0.513
CYP2D6-inhibitor:  0.07
CYP2D6-substrate:  0.229
CYP3A4-inhibitor:  0.041
CYP3A4-substrate:  0.162

ADMET: Excretion

Clearance (CL):  6.598
Half-life (T1/2):  0.76

ADMET: Toxicity

hERG Blockers:  0.013
Human Hepatotoxicity (H-HT):  0.04
Drug-inuced Liver Injury (DILI):  0.087
AMES Toxicity:  0.009
Rat Oral Acute Toxicity:  0.026
Maximum Recommended Daily Dose:  0.02
Skin Sensitization:  0.829
Carcinogencity:  0.696
Eye Corrosion:  0.936
Eye Irritation:  0.977
Respiratory Toxicity:  0.22

Download Data

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

  Natural Product: NPC159398

Natural Product ID:  NPC159398
Common Name*:   Hexyl Formate
IUPAC Name:   hexyl formate
Synonyms:  
Standard InCHIKey:  OUGPMNMLWKSBRI-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C7H14O2/c1-2-3-4-5-6-9-7-8/h7H,2-6H2,1H3
SMILES:  CCCCCCOC=O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2270391
PubChem CID:   61177
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0001093] Carboxylic acid derivatives
          • [CHEMONTID:0001238] Carboxylic acid esters

*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
NPO7591 Cedrus deodara Species Pinaceae Eukaryota n.a. n.a. n.a. PMID[23387901]
NPO7591 Cedrus deodara Species Pinaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12916 Radix et rhizoma rhodiolae Species Lymnaeidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7591 Cedrus deodara Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7591 Cedrus deodara Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7591 Cedrus deodara Species Pinaceae 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
NPT2 Others Unspecified Inhibition < 8.0 % PMID[509915]

☑ 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 NPC159398 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
0.8667 High Similarity NPC147054
0.8462 Intermediate Similarity NPC8368
0.8077 Intermediate Similarity NPC208021
0.7742 Intermediate Similarity NPC40965
0.7586 Intermediate Similarity NPC248233
0.75 Intermediate Similarity NPC35155
0.75 Intermediate Similarity NPC322892
0.7273 Intermediate Similarity NPC154396
0.7273 Intermediate Similarity NPC286498
0.7059 Intermediate Similarity NPC86545
0.7059 Intermediate Similarity NPC223374
0.7059 Intermediate Similarity NPC196442
0.7059 Intermediate Similarity NPC155872
0.7059 Intermediate Similarity NPC301398
0.6923 Remote Similarity NPC173862
0.6897 Remote Similarity NPC3693
0.6857 Remote Similarity NPC80396
0.6857 Remote Similarity NPC154642
0.6857 Remote Similarity NPC80641
0.6765 Remote Similarity NPC57499
0.6667 Remote Similarity NPC14608
0.6667 Remote Similarity NPC12904
0.6667 Remote Similarity NPC474048
0.6667 Remote Similarity NPC166804
0.6667 Remote Similarity NPC128996
0.6571 Remote Similarity NPC289344
0.6552 Remote Similarity NPC110107
0.6486 Remote Similarity NPC316546
0.6471 Remote Similarity NPC286695
0.6452 Remote Similarity NPC143211
0.6333 Remote Similarity NPC41485
0.6333 Remote Similarity NPC32280
0.6333 Remote Similarity NPC213764
0.6333 Remote Similarity NPC28246
0.6333 Remote Similarity NPC275462
0.6316 Remote Similarity NPC94368
0.6316 Remote Similarity NPC81263
0.6316 Remote Similarity NPC80234
0.625 Remote Similarity NPC317739
0.625 Remote Similarity NPC281943
0.6207 Remote Similarity NPC23508
0.6207 Remote Similarity NPC2419
0.6207 Remote Similarity NPC8187
0.6154 Remote Similarity NPC250028
0.6154 Remote Similarity NPC256163
0.6154 Remote Similarity NPC149299
0.6154 Remote Similarity NPC40597
0.6129 Remote Similarity NPC201132
0.6129 Remote Similarity NPC127134
0.6111 Remote Similarity NPC317203
0.6053 Remote Similarity NPC305660
0.6053 Remote Similarity NPC22903
0.6053 Remote Similarity NPC201622
0.6053 Remote Similarity NPC54980
0.6 Remote Similarity NPC99700
0.6 Remote Similarity NPC53541
0.6 Remote Similarity NPC175342
0.5946 Remote Similarity NPC321699
0.5897 Remote Similarity NPC219536
0.5897 Remote Similarity NPC31551
0.5897 Remote Similarity NPC223249
0.5882 Remote Similarity NPC21374
0.5862 Remote Similarity NPC308490
0.5854 Remote Similarity NPC176500
0.5854 Remote Similarity NPC236579
0.5854 Remote Similarity NPC203531
0.5789 Remote Similarity NPC74352
0.5778 Remote Similarity NPC234597
0.5758 Remote Similarity NPC88135
0.5758 Remote Similarity NPC279895
0.575 Remote Similarity NPC28598
0.575 Remote Similarity NPC161097
0.575 Remote Similarity NPC165533
0.5714 Remote Similarity NPC272426
0.5676 Remote Similarity NPC156630
0.5667 Remote Similarity NPC52403
0.5667 Remote Similarity NPC203105
0.5667 Remote Similarity NPC30787
0.5625 Remote Similarity NPC560
0.5625 Remote Similarity NPC59581

  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 NPC159398 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
0.6857 Remote Similarity NPD370 Phase 3
0.6129 Remote Similarity NPD8989 Approved
0.5806 Remote Similarity NPD8797 Approved
0.5714 Remote Similarity NPD1461 Approved
0.5714 Remote Similarity NPD907 Approved
0.5714 Remote Similarity NPD908 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