Structure

Physi-Chem Properties

Molecular Weight:  218.19
Volume:  242.479
LogP:  3.113
LogD:  3.241
LogS:  -2.17
# Rotatable Bonds:  8
TPSA:  38.69
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.502
Synthetic Accessibility Score:  3.276
Fsp3:  1.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.208
MDCK Permeability:  2.3332302589551546e-05
Pgp-inhibitor:  0.005
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.002
20% Bioavailability (F20%):  0.401
30% Bioavailability (F30%):  0.008

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.452
Plasma Protein Binding (PPB):  84.31690979003906%
Volume Distribution (VD):  1.337
Pgp-substrate:  16.077829360961914%

ADMET: Metabolism

CYP1A2-inhibitor:  0.028
CYP1A2-substrate:  0.438
CYP2C19-inhibitor:  0.022
CYP2C19-substrate:  0.903
CYP2C9-inhibitor:  0.075
CYP2C9-substrate:  0.07
CYP2D6-inhibitor:  0.006
CYP2D6-substrate:  0.078
CYP3A4-inhibitor:  0.011
CYP3A4-substrate:  0.202

ADMET: Excretion

Clearance (CL):  5.575
Half-life (T1/2):  0.625

ADMET: Toxicity

hERG Blockers:  0.011
Human Hepatotoxicity (H-HT):  0.032
Drug-inuced Liver Injury (DILI):  0.18
AMES Toxicity:  0.16
Rat Oral Acute Toxicity:  0.044
Maximum Recommended Daily Dose:  0.009
Skin Sensitization:  0.112
Carcinogencity:  0.133
Eye Corrosion:  0.025
Eye Irritation:  0.753
Respiratory Toxicity:  0.029

Download Data

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

  Natural Product: NPC473991

Natural Product ID:  NPC473991
Common Name*:   1-Butoxy-2-Methyl-1-(2-Methylpropoxy)Propan-2-Ol
IUPAC Name:   1-butoxy-2-methyl-1-(2-methylpropoxy)propan-2-ol
Synonyms:  
Standard InCHIKey:  XDNTYWKFQWLSGQ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C12H26O3/c1-6-7-8-14-11(12(4,5)13)15-9-10(2)3/h10-11,13H,6-9H2,1-5H3
SMILES:  CCCCOC(C(O)(C)C)OCC(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL457565
PubChem CID:   10632626
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000129] Alcohols and polyols
          • [CHEMONTID:0001670] Tertiary alcohols

*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
NPO32854 vibrio angustum s14 Species Vibrionaceae Bacteria n.a. n.a. n.a. PMID[11325243]

☑ 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
NPT1726 Organism Vibrio harveyi Vibrio harveyi FC = 32.0 n.a. PMID[514911]

☑ 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 NPC473991 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
0.6944 Remote Similarity NPC238135
0.6585 Remote Similarity NPC313405
0.64 Remote Similarity NPC23134
0.64 Remote Similarity NPC124963
0.64 Remote Similarity NPC233726
0.6389 Remote Similarity NPC128335
0.6296 Remote Similarity NPC219040
0.6286 Remote Similarity NPC184593
0.6216 Remote Similarity NPC272307
0.6111 Remote Similarity NPC304786
0.6087 Remote Similarity NPC320189
0.6087 Remote Similarity NPC86191
0.6087 Remote Similarity NPC213159
0.6087 Remote Similarity NPC291502
0.6087 Remote Similarity NPC298699
0.6087 Remote Similarity NPC134252
0.6087 Remote Similarity NPC317182
0.6078 Remote Similarity NPC326533
0.6071 Remote Similarity NPC143326
0.6038 Remote Similarity NPC303727
0.6 Remote Similarity NPC282143
0.6 Remote Similarity NPC30787
0.6 Remote Similarity NPC82512
0.6 Remote Similarity NPC299781
0.6 Remote Similarity NPC42503
0.6 Remote Similarity NPC157193
0.5965 Remote Similarity NPC472026
0.5946 Remote Similarity NPC329496
0.5946 Remote Similarity NPC317724
0.5946 Remote Similarity NPC230452
0.5918 Remote Similarity NPC321087
0.5918 Remote Similarity NPC277475
0.5849 Remote Similarity NPC67660
0.5849 Remote Similarity NPC246558
0.5849 Remote Similarity NPC157514
0.5849 Remote Similarity NPC165198
0.5849 Remote Similarity NPC130683
0.5849 Remote Similarity NPC242073
0.5849 Remote Similarity NPC145112
0.5849 Remote Similarity NPC269166
0.5849 Remote Similarity NPC323361
0.5849 Remote Similarity NPC58629
0.5849 Remote Similarity NPC107914
0.5849 Remote Similarity NPC89145
0.5833 Remote Similarity NPC237965
0.5833 Remote Similarity NPC318912
0.5818 Remote Similarity NPC148424
0.58 Remote Similarity NPC14144
0.5714 Remote Similarity NPC308490
0.5714 Remote Similarity NPC472025
0.5714 Remote Similarity NPC176017
0.5714 Remote Similarity NPC255377
0.5714 Remote Similarity NPC69445
0.5714 Remote Similarity NPC285364
0.5714 Remote Similarity NPC289758
0.5714 Remote Similarity NPC73906
0.5714 Remote Similarity NPC165846
0.5714 Remote Similarity NPC21209
0.5714 Remote Similarity NPC199857
0.5714 Remote Similarity NPC92246
0.569 Remote Similarity NPC155457
0.5667 Remote Similarity NPC31496
0.5614 Remote Similarity NPC320032
0.5614 Remote Similarity NPC322855
0.56 Remote Similarity NPC230789
0.56 Remote Similarity NPC252918

  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 NPC473991 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
0.6591 Remote Similarity NPD8967 Approved
0.6087 Remote Similarity NPD8788 Approved
0.6078 Remote Similarity NPD905 Approved
0.6078 Remote Similarity NPD904 Phase 3
0.5962 Remote Similarity NPD2269 Approved
0.5946 Remote Similarity NPD8992 Approved
0.5849 Remote Similarity NPD890 Clinical (unspecified phase)
0.5849 Remote Similarity NPD888 Phase 3
0.5849 Remote Similarity NPD891 Phase 3
0.5849 Remote Similarity NPD894 Approved
0.5849 Remote Similarity NPD895 Approved
0.5849 Remote Similarity NPD889 Approved
0.5849 Remote Similarity NPD892 Phase 3
0.5849 Remote Similarity NPD887 Approved
0.5849 Remote Similarity NPD893 Approved
0.5818 Remote Similarity NPD2267 Suspended
0.5769 Remote Similarity NPD9423 Discontinued
0.5769 Remote Similarity NPD9424 Approved
0.5714 Remote Similarity NPD8997 Approved
0.5714 Remote Similarity NPD8998 Phase 2
0.5714 Remote Similarity NPD8993 Phase 1
0.5714 Remote Similarity NPD8999 Phase 3
0.5714 Remote Similarity NPD9000 Phase 3

  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