1-(benzo[d][1,3]dioxol-5-ylmethyl)-N-benzyl-1,4-dihydroquinazolin-2-amine

ID: ALA3978715

PubChem CID: 134151527

Max Phase: Preclinical

Molecular Formula: C23H21N3O2

Molecular Weight: 371.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(CNC2=NCc3ccccc3N2Cc2ccc3c(c2)OCO3)cc1

Standard InChI:  InChI=1S/C23H21N3O2/c1-2-6-17(7-3-1)13-24-23-25-14-19-8-4-5-9-20(19)26(23)15-18-10-11-21-22(12-18)28-16-27-21/h1-12H,13-16H2,(H,24,25)

Standard InChI Key:  CWDWGKJQNBEROO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
   13.5141   -7.9384    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2274   -7.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2308   -6.7038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5166   -6.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8032   -6.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0891   -6.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3716   -6.6964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3682   -7.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0823   -7.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7999   -7.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5107   -8.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9416   -7.9442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6550   -7.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3691   -7.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3699   -8.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0799   -9.1863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7975   -8.7766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8008   -7.9517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0867   -7.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7946   -9.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0837   -8.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0821  -10.4066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7948   -9.9953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3643   -9.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3647   -9.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5810   -8.9124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0964   -9.5789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5805  -10.2456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  1 10  1  0
  5 10  2  0
  1 11  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 12 13  1  0
  2 12  1  0
 11 20  1  0
 20 21  2  0
 21 25  1  0
 24 22  1  0
 22 23  2  0
 23 20  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3978715

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 371.44

Molecular Weight (Monoisotopic): 371.1634

AlogP: 4.08

#Rotatable Bonds: 4

Polar Surface Area: 46.09

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.61

CX LogP: 4.44

CX LogD: 2.44

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.75

Np Likeness Score: -0.69

References

1. McMullan M, García-Bea A, Miranda-Azpiazu P, Callado LF, Rozas I..  (2016)  Substituted conformationally restricted guanidine derivatives: Probing the α2-adrenoceptors' binding pocket.,  123  [PMID:27474922] [10.1016/j.ejmech.2016.07.011]

Source

Source(1):

• Scientific Literature