ID: ALA9113

Max Phase: Phase

Molecular Formula: C7H8

Molecular Weight: 92.14

Molecule Type: Small molecule

Representations

Synonyms (4): Antisal 1a | Methacide | Toluene | NSC-406333
Synonyms from Alternative Forms(4):

Canonical SMILES:  Cc1ccccc1

Standard InChI:  InChI=1S/C7H8/c1-7-5-3-2-4-6-7/h2-6H,1H3

Standard InChI Key:  YXFVVABEGXRONW-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: Yes

Availability: No

Prodrug: No

Properties

Molecular Weight: 92.14

Molecular Weight (Monoisotopic): 92.0626

AlogP: 2.00

#Rotatable Bonds: 0

Polar Surface Area: 0.00

Molecular Species:

HBA: 0

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 0

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.49

CX LogD: 2.49

Aromatic Rings: 1

Heavy Atoms: 7

QED Weighted: 0.46

Np Likeness Score: -0.90

References

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6. Cardozo MG, Iimura Y, Sugimoto H, Yamanishi Y, Hopfinger AJ..  (1992)  QSAR analyses of the substituted indanone and benzylpiperidine rings of a series of indanone-benzylpiperidine inhibitors of acetylcholinesterase.,  35  (3): [PMID:1738151] [10.1021/jm00081a022]

7. 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]

8. Graves AP, Brenk R, Shoichet BK..  (2005)  Decoys for docking.,  48  (11): [PMID:15916423] [10.1021/jm0491187]

9. 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]

10. PubChem BioAssay data set, 

11. PubChem BioAssay data set, 

12. Abraham MH, Ibrahim A, Acree WE..  (2008)  Air to lung partition coefficients for volatile organic compounds and blood to lung partition coefficients for volatile organic compounds and drugs.,  43  (3): [PMID:17544548] [10.1016/j.ejmech.2007.04.002]

13. Toropov AA, Toropova AP, Raska I..  (2008)  QSPR modeling of octanol/water partition coefficient for vitamins by optimal descriptors calculated with SMILES.,  43  (4): [PMID:17629592] [10.1016/j.ejmech.2007.05.007]

14. Mavel S, Mincheva Z, Méheux N, Carcenac Y, Guilloteau D, Abarbri M, Emond P..  (2012)  QSAR study and synthesis of new phenyltropanes as ligands of the dopamine transporter (DAT).,  20  (4): [PMID:22300887] [10.1016/j.bmc.2012.01.014]

15. Kim YS, Shin DH..  (2004)  Volatile constituents from the leaves of Callicarpa japonica Thunb. and their antibacterial activities.,  52  (4): [PMID:14969531] [10.1021/jf034936d]

16. Merski M, Shoichet BK..  (2013)  The impact of introducing a histidine into an apolar cavity site on docking and ligand recognition.,  56  (7): [PMID:23473072] [10.1021/jm301823g]

17. Fujita T, Nishioka T, Nakajima M..  (1977)  Hydrogen-bonding parameter and its significance in quantitative structure--activity studies.,  20  (8): [PMID:894678] [10.1021/jm00218a017]

18. Hansch C, Grieco C, Silipo C, Vittoria A..  (1977)  Quantitative structure-activity relationship of chymotrypsin-ligand interactions.,  20  (11): [PMID:915902] [10.1021/jm00221a013]

19. Hopfinger AJ, Battershell RD..  (1976)  Application of SCAP to drug design. 1. Prediction of octanol-water partition coefficients using solvent-dependent conformational analyses.,  19  (5): [PMID:1271397] [10.1021/jm00227a001]

20. Yalkowsky SH, Valvani SC..  (1976)  Partition coefficients and surface areas of some alkylbenzenes.,  19  (5): [PMID:1271417] [10.1021/jm00227a031]

21. Shaaban S, Sasse F, Burkholz T, Jacob C..  (2014)  Sulfur, selenium and tellurium pseudopeptides: synthesis and biological evaluation.,  22  (14): [PMID:24890655] [10.1016/j.bmc.2014.05.019]

22. Unpublished dataset, 

23. 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]

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• Clinical Candidates