2-((((1r,4r)-4-hydroxycyclohexyl)thio)methyl)-8-methylquinazolin-4(3H)-one

ID: ALA5180051

PubChem CID: 138696699

Max Phase: Preclinical

Molecular Formula: C16H20N2O2S

Molecular Weight: 304.42

Names and Identifiers

Canonical SMILES:  Cc1cccc2c(=O)[nH]c(CS[C@H]3CC[C@H](O)CC3)nc12

Standard InChI:  InChI=1S/C16H20N2O2S/c1-10-3-2-4-13-15(10)17-14(18-16(13)20)9-21-12-7-5-11(19)6-8-12/h2-4,11-12,19H,5-9H2,1H3,(H,17,18,20)/t11-,12-

Standard InChI Key:  OSFGFBLRIXHPSO-HAQNSBGRSA-N

Molfile:  

 
     RDKit          2D

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   -3.2144    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998    1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7880    1.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7880    0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4980    0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144    0.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0733    1.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3585    1.2377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3585    0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0733    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0733    2.4754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559   -0.8251    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705   -1.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4980   -0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998   -1.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998   -2.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852   -2.4754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705   -2.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2144   -2.4754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  1  0
  9  8  1  0
 10  9  2  0
  4 10  1  0
  7 11  2  0
  9 12  1  0
 12 13  1  0
 14 13  1  1
  5 15  1  0
 16 14  1  0
 17 16  1  0
 18 17  1  0
 19 18  1  0
 20 19  1  0
 14 20  1  0
 18 21  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA5180051

   ---

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: 304.42

Molecular Weight (Monoisotopic): 304.1245

AlogP: 2.77

#Rotatable Bonds: 3

Polar Surface Area: 65.98

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.75

CX Basic pKa: 5.36

CX LogP: 2.11

CX LogD: 2.13

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.91

Np Likeness Score: -0.90

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