4-(3,5-Diisopropoxy-phenyl)-6,7-dimethoxy-2-methyl-quinazoline

ID: ALA420999

PubChem CID: 44329702

Max Phase: Preclinical

Molecular Formula: C23H28N2O4

Molecular Weight: 396.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2nc(C)nc(-c3cc(OC(C)C)cc(OC(C)C)c3)c2cc1OC

Standard InChI:  InChI=1S/C23H28N2O4/c1-13(2)28-17-8-16(9-18(10-17)29-14(3)4)23-19-11-21(26-6)22(27-7)12-20(19)24-15(5)25-23/h8-14H,1-7H3

Standard InChI Key:  FJTGABKAKGWFTC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    2.7292   -2.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500   -2.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -1.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500   -3.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1625   -2.5292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4417   -1.2917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0167   -2.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0167   -1.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1542   -1.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042   -2.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042   -1.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -5.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1667   -5.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -4.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1625   -4.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500   -5.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0167   -5.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8792   -5.4042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5875   -2.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5917   -1.3042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8667   -1.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8875   -6.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042   -5.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5917   -0.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1250   -2.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042   -4.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5917   -5.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1750   -6.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6042   -6.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  1  0
  5  2  2  0
  6  3  1  0
  7  1  2  0
  8  3  2  0
  9  6  2  0
 10  7  1  0
 11 10  2  0
 12 14  1  0
 13 15  2  0
 14  4  2  0
 15  4  1  0
 16 13  1  0
 17 12  1  0
 18 13  1  0
 19 10  1  0
 20 11  1  0
 21  9  1  0
 22 18  1  0
 23 17  1  0
 24 20  1  0
 25 19  1  0
 26 23  1  0
 27 23  1  0
 28 22  1  0
 29 22  1  0
  8 11  1  0
  5  9  1  0
 12 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA420999

   4-(3,5-Diisopropoxy-phenyl)-6,7-dimethoxy-2-methyl-quinazoline

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: 396.49

Molecular Weight (Monoisotopic): 396.2049

AlogP: 5.20

#Rotatable Bonds: 7

Polar Surface Area: 62.70

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.57

CX LogP: 4.72

CX LogD: 4.72

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.55

Np Likeness Score: -0.65

References

1. Charpiot B, Brun J, Donze I, Naef R, Stefani M, Mueller T..  (1998)  Quinazolines: combined type 3 and 4 phosphodiesterase inhibitors.,  8  (20): [PMID:9873643] [10.1016/s0960-894x(98)00508-3]

Source

Source(1):

• Scientific Literature