ID: ALA16435

Max Phase: Preclinical

Molecular Formula: C8H8O2

Molecular Weight: 136.15

Molecule Type: Small molecule

Representations

Synonyms (2): Benzoic acid methyl ester | Methyl benzoate
Synonyms from Alternative Forms(2):

Canonical SMILES:  COC(=O)c1ccccc1

Standard InChI:  InChI=1S/C8H8O2/c1-10-8(9)7-5-3-2-4-6-7/h2-6H,1H3

Standard InChI Key:  QPJVMBTYPHYUOC-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 136.15

Molecular Weight (Monoisotopic): 136.0524

AlogP: 1.47

#Rotatable Bonds: 1

Polar Surface Area: 26.30

Molecular Species:

HBA: 2

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 1.98

CX LogD: 1.98

Aromatic Rings: 1

Heavy Atoms: 10

QED Weighted: 0.55

Np Likeness Score: -0.34

References

1. Jorgensen WL, Duffy EM..  (2000)  Prediction of drug solubility from Monte Carlo simulations.,  10  (11): [PMID:10866370] [10.1016/s0960-894x(00)00172-4]

2. Caron G, Ermondi G..  (2005)  Calculating virtual log P in the alkane/water system (log P(N)(alk)) and its derived parameters deltalog P(N)(oct-alk) and log D(pH)(alk).,  48  (9): [PMID:15857133] [10.1021/jm048980b]

3. Pérez-Garrido A, Morales Helguera A, Abellán Guillén A, Cordeiro MN, Garrido Escudero A..  (2009)  Convenient QSAR model for predicting the complexation of structurally diverse compounds with beta-cyclodextrins.,  17  (2): [PMID:19056282] [10.1016/j.bmc.2008.11.040]

4. PubChem BioAssay data set, 

5. Teulon DA, Davidson MM, Hedderley DI, James DE, Fletcher CD, Larsen L, Green VC, Perry NB..  (2007)  4-pyridyl carbonyl and related compounds as thrips lures: effectiveness for onion thrips and new zealand flower thrips in field experiments.,  55  (15): [PMID:17602496] [10.1021/jf070389a]

6. PubChem BioAssay data set, 

7. PubChem BioAssay data set, 

8. Stéen EJL, Nyberg N, Lehel S, Andersen VL, Di Pilato P, Knudsen GM, Kristensen JL, Herth MM..  (2017)  Development of a simple proton nuclear magnetic resonance-based procedure to estimate the approximate distribution coefficient at physiological pH (logD7.4): Evaluation and comparison to existing practices.,  27  (2): [PMID:27908763] [10.1016/j.bmcl.2016.11.048]

9. Zafrani Y, Sod-Moriah G, Yeffet D, Berliner A, Amir D, Marciano D, Elias S, Katalan S, Ashkenazi N, Madmon M, Gershonov E, Saphier S..  (2019)  CF₂H, a Functional Group-Dependent Hydrogen-Bond Donor: Is It a More or Less Lipophilic Bioisostere of OH, SH, and CH₃?,  62  (11): [PMID:31091098] [10.1021/acs.jmedchem.9b00604]

10. Brunelli F, Ceresa C, Fracchia L, Tron GC, Aprile S..  (2022)  Expanding the Chemical Space of Drug-like Passerini Compounds: Can α-Acyloxy Carboxamides Be Considered Hard Drugs?,  13  (12.0): [PMID:36518692] [10.1021/acsmedchemlett.2c00420]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays