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

ID: ALA418785

PubChem CID: 44329642

Max Phase: Preclinical

Molecular Formula: C29H36N2O5

Molecular Weight: 492.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCc1nc(-c2cc(OCC3CC3)cc(OCC3CC3)c2)c2cc(OC)c(OCCO)cc2n1

Standard InChI:  InChI=1S/C29H36N2O5/c1-3-4-5-28-30-25-16-27(34-11-10-32)26(33-2)15-24(25)29(31-28)21-12-22(35-17-19-6-7-19)14-23(13-21)36-18-20-8-9-20/h12-16,19-20,32H,3-11,17-18H2,1-2H3

Standard InChI Key:  BONRFJGOADUQPC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    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
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    4.8792   -5.4042    0.0000 O   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
    4.8875   -6.2292    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
    4.8667   -1.2875    0.0000 C   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
   -0.1250   -0.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  0
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 25 23  1  0
 26 24  1  0
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 30 31  1  0
 31 32  1  0
 32 28  1  0
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  8 11  1  0
  5  9  1  0
 21 22  2  0
 19 18  1  0
 17 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA418785

   2-[4-[3,5-Bis(cyclopropylmethoxy)phenyl]-2-butyl-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: 492.62

Molecular Weight (Monoisotopic): 492.2624

AlogP: 5.60

#Rotatable Bonds: 14

Polar Surface Area: 82.93

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.33

CX LogP: 5.51

CX LogD: 5.51

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.31

Np Likeness Score: -0.46

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