2-(1-amino-3-(benzyloxy)propyl)-6-(1-methyl-1H-pyrazol-4-yl)quinazolin-4(3H)-one

ID: ALA5203229

PubChem CID: 168292856

Max Phase: Preclinical

Molecular Formula: C22H23N5O2

Molecular Weight: 389.46

Names and Identifiers

Canonical SMILES:  Cn1cc(-c2ccc3nc(C(N)CCOCc4ccccc4)[nH]c(=O)c3c2)cn1

Standard InChI:  InChI=1S/C22H23N5O2/c1-27-13-17(12-24-27)16-7-8-20-18(11-16)22(28)26-21(25-20)19(23)9-10-29-14-15-5-3-2-4-6-15/h2-8,11-13,19H,9-10,14,23H2,1H3,(H,25,26,28)

Standard InChI Key:  PNNZQIZIFWBSKE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.0773    2.1845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3653    1.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3653    0.9474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0754    0.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7919    0.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3492    2.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0639    1.7726    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0639    0.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3492    0.5347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3492    3.0104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7786    0.5347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4933    0.9473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7786   -0.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4933   -0.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5065    2.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2600    1.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8120    2.4623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3996    3.1766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5927    3.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6372    2.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2079   -0.2904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9226   -0.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9226   -1.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6372   -1.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6364   -2.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9215   -3.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2097   -2.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2048   -1.9426    0.0000 C   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
 12 14  1  0
 14 15  1  0
  1 16  1  0
 17 16  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 16  1  0
 18 21  1  0
 15 22  1  0
 22 23  1  0
 23 24  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 28 27  1  0
 29 28  2  0
 24 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5203229

   ---

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: 389.46

Molecular Weight (Monoisotopic): 389.1852

AlogP: 2.93

#Rotatable Bonds: 7

Polar Surface Area: 98.82

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.66

CX Basic pKa: 7.96

CX LogP: 1.73

CX LogD: 1.17

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.47

Np Likeness Score: -1.36

References

1. Burley R, Hewer RC, Teall M, Dickson L, Ossola B, Russell S, Bender C, Cheung T, Powell JAC, Xu X, Brice NL, Otter L, Arimont M, Kidd SL, Vidal D, Dale JW, Mervin L, Sore HF, Mateu N, Lakshminarayana N, Dawson LA, Carlton M, Bürli RW..  (2022)  Synthesis and SAR of novel GPR39 agonists and positive allosteric modulators.,  61  [PMID:35123006] [10.1016/j.bmcl.2022.128607]

Source

Source(1):

• Scientific Literature