2-(3-Fluoro-2-hydroxyphenyl)-6-methyl-5-(2-methyl-1,3-thiazol-5-yl)-3-(2-phenylethyl)-4(3H)-pyrimidinone

ID: ALA4851971

PubChem CID: 136054358

Max Phase: Preclinical

Molecular Formula: C23H20FN3O2S

Molecular Weight: 421.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncc(-c2c(C)nc(-c3cccc(F)c3O)n(CCc3ccccc3)c2=O)s1

Standard InChI:  InChI=1S/C23H20FN3O2S/c1-14-20(19-13-25-15(2)30-19)23(29)27(12-11-16-7-4-3-5-8-16)22(26-14)17-9-6-10-18(24)21(17)28/h3-10,13,28H,11-12H2,1-2H3

Standard InChI Key:  CZDCIUAZFSKXPK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.9300  -11.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3463  -12.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9275  -10.3632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1735  -11.1678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6387  -14.0423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4851971

   ---

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: 421.50

Molecular Weight (Monoisotopic): 421.1260

AlogP: 4.74

#Rotatable Bonds: 5

Polar Surface Area: 68.01

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.70

CX Basic pKa: 0.75

CX LogP: 4.21

CX LogD: 4.03

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.51

Np Likeness Score: -0.95

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