N-(2-chlorophenyl)-2-(7-chloroquinazolin-4-yloxy)acetamide

ID: ALA1673322

PubChem CID: 2813049

Max Phase: Preclinical

Molecular Formula: C16H11Cl2N3O2

Molecular Weight: 348.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(COc1ncnc2cc(Cl)ccc12)Nc1ccccc1Cl

Standard InChI:  InChI=1S/C16H11Cl2N3O2/c17-10-5-6-11-14(7-10)19-9-20-16(11)23-8-15(22)21-13-4-2-1-3-12(13)18/h1-7,9H,8H2,(H,21,22)

Standard InChI Key:  GMMZWHFJXLGZOX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    9.2444   -2.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2432   -2.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9581   -3.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6745   -2.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6716   -2.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9563   -1.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3846   -1.7395    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.3896   -3.3966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1034   -2.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8186   -3.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1021   -2.1579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5324   -2.9807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2475   -3.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2444   -4.2178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9586   -4.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6734   -4.2154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9546   -2.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6685   -3.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3770   -2.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3729   -2.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6543   -1.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9487   -2.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0845   -1.7334    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
 10 12  1  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  2  0
  5  7  1  0
 14 15  1  0
  3  4  2  0
 15 16  2  0
 16 18  1  0
 17 13  1  0
  4  8  1  0
 17 18  1  0
  8  9  1  0
 18 19  2  0
  4  5  1  0
 19 20  1  0
  9 10  1  0
 20 21  2  0
  2  3  1  0
 21 22  1  0
 22 17  2  0
  9 11  2  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1673322

   N-(2-chlorophenyl)-2-(7-chloroquinazolin-4-yloxy)acetamide

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: 348.19

Molecular Weight (Monoisotopic): 347.0228

AlogP: 3.95

#Rotatable Bonds: 4

Polar Surface Area: 64.11

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.77

CX Basic pKa: 2.31

CX LogP: 3.98

CX LogD: 3.98

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.78

Np Likeness Score: -2.09

References

1. King-Keller S, Li M, Smith A, Zheng S, Kaur G, Yang X, Wang B, Docampo R..  (2010)  Chemical validation of phosphodiesterase C as a chemotherapeutic target in Trypanosoma cruzi, the etiological agent of Chagas' disease.,  54  (9): [PMID:20625148] [10.1128/aac.00313-10]

Source

Source(1):

• Scientific Literature