2-(1-(2-(5-chloro-2,4-dimethoxyphenylamino)-2-oxoethyl)-2,4-dioxo-1,2-dihydroquinazolin-3(4H)-yl)acetic acid

ID: ALA5087297

Cas Number: 1052722-45-8

PubChem CID: 24896589

Max Phase: Preclinical

Molecular Formula: C20H18ClN3O7

Molecular Weight: 447.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c(NC(=O)Cn2c(=O)n(CC(=O)O)c(=O)c3ccccc32)cc1Cl

Standard InChI:  InChI=1S/C20H18ClN3O7/c1-30-15-8-16(31-2)13(7-12(15)21)22-17(25)9-23-14-6-4-3-5-11(14)19(28)24(20(23)29)10-18(26)27/h3-8H,9-10H2,1-2H3,(H,22,25)(H,26,27)

Standard InChI Key:  GCBKYZIVRCZIQF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.9234    3.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6378    3.0911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6378    2.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9234    1.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2089    2.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2089    3.0911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4943    1.8535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2200    2.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2201    3.0910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4944    3.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4944    4.3286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9346    3.5035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9346    4.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2202    4.7410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6491    4.7410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9345    1.8536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4942    1.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2202    0.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2203   -0.2089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9348   -0.6213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9346    1.0286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9348   -1.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6493   -1.8588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3638   -1.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3638   -0.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6493   -0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6493    0.6161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3638    1.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0782   -1.8589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0782   -2.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6493   -2.6838    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6 10  1  0
  8  9  1  0
  9 10  1  0
  7  8  1  0
  5  7  1  0
 10 11  2  0
  9 12  1  0
 12 13  1  0
 13 15  2  0
 13 14  1  0
  8 16  2  0
  7 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 20 22  2  0
 26 20  1  0
 26 27  1  0
 27 28  1  0
 24 29  1  0
 29 30  1  0
 23 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5087297

   {1-[(5-Chloro-2,4-dimethoxy-phenylcarbamoyl)-methyl]-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl}-acetic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 447.83

Molecular Weight (Monoisotopic): 447.0833

AlogP: 1.56

#Rotatable Bonds: 7

Polar Surface Area: 128.86

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.00

CX Basic pKa: ┄

CX LogP: 1.51

CX LogD: -1.96

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.56

Np Likeness Score: -1.48

References

1. Mammoliti O, Jansen K, El Bkassiny S, Palisse A, Triballeau N, Bucher D, Allart B, Jaunet A, Tricarico G, De Wachter M, Menet C, Blanc J, Letfus V, Rupčić R, Šmehil M, Poljak T, Coornaert B, Sonck K, Duys I, Waeckel L, Lecru L, Marsais F, Jagerschmidt C, Auberval M, Pujuguet P, Oste L, Borgonovi M, Wakselman E, Christophe T, Houvenaghel N, Jans M, Heckmann B, Sanière L, Brys R..  (2021)  Discovery and Optimization of Orally Bioavailable Phthalazone and Cinnolone Carboxylic Acid Derivatives as S1P2 Antagonists against Fibrotic Diseases.,  64  (19.0): [PMID:34581584] [10.1021/acs.jmedchem.1c01066]

Source

Source(1):

• Scientific Literature