2-[4-(3,5-Bis-cyclopropylmethoxy-phenyl)-2-ethoxy-6-methoxy-quinazolin-7-yloxy]-ethanol

ID: ALA97214

PubChem CID: 44329686

Max Phase: Preclinical

Molecular Formula: C27H32N2O6

Molecular Weight: 480.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1nc(-c2cc(OCC3CC3)cc(OCC3CC3)c2)c2cc(OC)c(OCCO)cc2n1

Standard InChI:  InChI=1S/C27H32N2O6/c1-3-32-27-28-23-14-25(33-9-8-30)24(31-2)13-22(23)26(29-27)19-10-20(34-15-17-4-5-17)12-21(11-19)35-16-18-6-7-18/h10-14,17-18,30H,3-9,15-16H2,1-2H3

Standard InChI Key:  IERONGKSISNSFX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    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
    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
    4.1542   -1.7042    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
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    0.5917   -5.4250    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
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    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
    4.8667   -1.2875    0.0000 O   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
    0.5875   -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
   -0.1250    0.7583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8667   -0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1250   -0.0667    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
    5.5750   -0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
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  9  3  2  0
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 22 20  1  0
 23 21  1  0
 24 20  1  0
 25  6  1  0
 26 24  1  0
 27 23  1  0
 28 10  1  0
 29 11  1  0
 30 32  1  0
 31 25  1  0
 32 33  1  0
 33 29  1  0
 34 28  1  0
 35 31  1  0
  9 11  1  0
  4  6  1  0
 21 22  2  0
 19 18  1  0
 17 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA97214

   2-[4-[3,5-Bis(cyclopropylmethoxy)phenyl]-2-ethoxy-6-methoxyquinazolin-7-yl]oxyethanol

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: 480.56

Molecular Weight (Monoisotopic): 480.2260

AlogP: 4.65

#Rotatable Bonds: 13

Polar Surface Area: 92.16

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.85

CX LogP: 4.58

CX LogD: 4.58

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: -0.42

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