4-(((8-methyl-4-oxo-7-(prop-1-yn-1-yl)-3,4-dihydroquinazolin-2-yl)methyl)thio)benzoic acid

ID: ALA5207717

PubChem CID: 137332079

Max Phase: Preclinical

Molecular Formula: C20H16N2O3S

Molecular Weight: 364.43

Names and Identifiers

Canonical SMILES:  CC#Cc1ccc2c(=O)[nH]c(CSc3ccc(C(=O)O)cc3)nc2c1C

Standard InChI:  InChI=1S/C20H16N2O3S/c1-3-4-13-7-10-16-18(12(13)2)21-17(22-19(16)23)11-26-15-8-5-14(6-9-15)20(24)25/h5-10H,11H2,1-2H3,(H,24,25)(H,21,22,23)

Standard InChI Key:  RMIJZTKTCJJVSA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.7840    2.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721    1.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721    0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3575    2.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3570    0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    2.8880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.4126    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7863   -0.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5011   -0.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133   -1.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5029   -2.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7863   -1.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9279   -2.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9278   -2.8880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6424   -1.6503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9278   -0.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6424   -0.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  6 21  1  0
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 21 25  3  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5207717

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 364.43

Molecular Weight (Monoisotopic): 364.0882

AlogP: 3.59

#Rotatable Bonds: 4

Polar Surface Area: 83.05

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.19

CX Basic pKa: 3.41

CX LogP: 3.56

CX LogD: 0.83

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.55

Np Likeness Score: -0.85

References

1. Nizi MG, Maksimainen MM, Lehtiö L, Tabarrini O..  (2022)  Medicinal Chemistry Perspective on Targeting Mono-ADP-Ribosylating PARPs with Small Molecules.,  65  (11.0): [PMID:35608571] [10.1021/acs.jmedchem.2c00281]

Source

Source(1):

• Scientific Literature