2-Fluoro-6-(6-methyl-5-(5-methylthiophen-2-yl)-3-phenethylpyrazin-2-yl)phenol

ID: ALA4857145

PubChem CID: 135903265

Max Phase: Preclinical

Molecular Formula: C24H21FN2OS

Molecular Weight: 404.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2nc(CCc3ccccc3)c(-c3cccc(F)c3O)nc2C)s1

Standard InChI:  InChI=1S/C24H21FN2OS/c1-15-11-14-21(29-15)22-16(2)26-23(18-9-6-10-19(25)24(18)28)20(27-22)13-12-17-7-4-3-5-8-17/h3-11,14,28H,12-13H2,1-2H3

Standard InChI Key:  YCTSZTFLLOJXER-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   26.0299   -4.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0271   -3.3023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3185   -2.8970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7348   -4.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7347   -5.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.9055   -2.8982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.6121   -2.6237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1591   -3.2307    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   28.1487   -2.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8563   -3.2950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5620   -2.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5594   -2.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8452   -1.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1424   -2.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0272   -5.7589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4431   -6.5746    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  9 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857145

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 404.51

Molecular Weight (Monoisotopic): 404.1359

AlogP: 6.12

#Rotatable Bonds: 5

Polar Surface Area: 46.01

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.92

CX Basic pKa: ┄

CX LogP: 6.41

CX LogD: 5.82

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.44

Np Likeness Score: -0.73

References

1. Ramanjulu JM, Williams SP, Lakdawala AS, DeMartino MP, Lan Y, Marquis RW..  (2021)  Overcoming the Pregnane X Receptor Liability: Rational Design to Eliminate PXR-Mediated CYP Induction.,  12  (9.0): [PMID:34531948] [10.1021/acsmedchemlett.1c00187]

Source

Source(1):

• Scientific Literature