Ethyl 3-(2-chlorophenyl)-2-(((ethylcarbamoyl)oxy)methyl)-5,7-dimethyl-4-oxo-3,4-dihydroquinazoline-6-carboxylate

ID: ALA5291157

Max Phase: Preclinical

Molecular Formula: C23H24ClN3O5

Molecular Weight: 457.91

Names and Identifiers

Canonical SMILES:  CCNC(=O)OCc1nc2cc(C)c(C(=O)OCC)c(C)c2c(=O)n1-c1ccccc1Cl

Standard InChI:  InChI=1S/C23H24ClN3O5/c1-5-25-23(30)32-12-18-26-16-11-13(3)19(22(29)31-6-2)14(4)20(16)21(28)27(18)17-10-8-7-9-15(17)24/h7-11H,5-6,12H2,1-4H3,(H,25,30)

Standard InChI Key:  NHVFWPLZKIHHNH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.2137   -0.6166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4992   -1.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4992   -1.8541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7848   -0.6166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0703   -1.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558   -0.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3556   -1.0332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0731   -0.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7831   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4993    0.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2137    0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2137    1.4428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9282    0.2054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6427   -1.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7849    1.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0731    0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3606    0.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3606    1.4415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558    0.2041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0687    0.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861    0.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4977    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4977    1.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7814    1.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0687    1.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3543    1.8541    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.6427   -0.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  3  4  2  0
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  6  5  1  0
  7  6  1  0
  8  7  2  0
  9  8  1  0
 10  9  1  0
 11 10  2  0
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 13 11  1  0
 13 14  1  0
 14 15  2  0
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 16 17  1  0
 17 18  1  0
 19 13  2  0
 19 20  1  0
 21 19  1  0
  9 21  2  0
 21 22  1  0
 22 23  2  0
 24 22  1  0
  7 24  1  0
 25 24  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 25  2  0
 30 31  1  0
  1 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5291157

   ---

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: 457.91

Molecular Weight (Monoisotopic): 457.1404

AlogP: 4.08

#Rotatable Bonds: 6

Polar Surface Area: 99.52

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.52

CX LogD: 4.52

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.56

Np Likeness Score: -1.12

References

1. Alagarsamy V, Chitra K, Saravanan G, Solomon VR, Sulthana MT, Narendhar B..  (2018)  An overview of quinazolines: Pharmacological significance and recent developments.,  151  [PMID:29656203] [10.1016/j.ejmech.2018.03.076]

Source

Source(1):

• Scientific Literature