(S)-3-(1-(3-methoxyphenyl)ethyl)-6-(1H-pyrazol-4-yl)quinazolin-4(3H)-one

ID: ALA4762347

PubChem CID: 155594136

Max Phase: Preclinical

Molecular Formula: C20H18N4O2

Molecular Weight: 346.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc([C@H](C)n2cnc3ccc(-c4cn[nH]c4)cc3c2=O)c1

Standard InChI:  InChI=1S/C20H18N4O2/c1-13(14-4-3-5-17(8-14)26-2)24-12-21-19-7-6-15(9-18(19)20(24)25)16-10-22-23-11-16/h3-13H,1-2H3,(H,22,23)/t13-/m0/s1

Standard InChI Key:  WDTAOVYOPRSNQC-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   13.2989  -15.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3026  -16.3854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0130  -16.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0016  -15.1529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7126  -15.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7163  -16.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4288  -16.7863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1422  -16.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1385  -15.5476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4214  -15.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4166  -14.3188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8448  -15.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5539  -15.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5514  -16.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2596  -16.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9669  -16.3541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9615  -15.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2526  -15.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5908  -15.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5017  -14.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7021  -14.1715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2938  -14.8797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8413  -15.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8420  -14.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6650  -15.1193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6593  -14.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  1 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 19  1  0
 12 24  1  1
 25 26  1  0
 17 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762347

   ---

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: 346.39

Molecular Weight (Monoisotopic): 346.1430

AlogP: 3.40

#Rotatable Bonds: 4

Polar Surface Area: 72.80

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.36

CX LogP: 2.88

CX LogD: 2.88

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.61

Np Likeness Score: -1.21

References

1. Xu G,Gaul MD,Liu Z,DesJarlais RL,Qi J,Wang W,Krosky D,Petrounia I,Milligan CM,Hermans A,Lu HR,Huang DZ,Xu JZ,Spurlino JC.  (2020)  Hit-to-lead optimization and discovery of a potent, and orally bioavailable G protein coupled receptor kinase 2 (GRK2) inhibitor.,  30  (23): [PMID:33038544] [10.1016/j.bmcl.2020.127602]

Source

Source(1):

• Scientific Literature