(1-carboxy-2-(1-(3,5-dichlorobenzyl)-1H-imidazol-5-yl)ethyl)leucine

ID: ALA5279656

Max Phase: Preclinical

Molecular Formula: C19H23Cl2N3O4

Molecular Weight: 428.32

Names and Identifiers

Canonical SMILES:  CC(C)CC(NC(Cc1cncn1Cc1cc(Cl)cc(Cl)c1)C(=O)O)C(=O)O

Standard InChI:  InChI=1S/C19H23Cl2N3O4/c1-11(2)3-16(18(25)26)23-17(19(27)28)7-15-8-22-10-24(15)9-12-4-13(20)6-14(21)5-12/h4-6,8,10-11,16-17,23H,3,7,9H2,1-2H3,(H,25,26)(H,27,28)

Standard InChI Key:  NTCCRGGIJNDEAB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 29  0  0  0  0  0  0  0  0999 V2000
   -3.0732   -1.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0732   -2.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3598   -2.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6528   -2.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6528   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3616   -0.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9411   -0.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9411   -0.0859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6527    0.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4680    1.1429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6700    1.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3392    0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4544    0.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0354    0.8351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8291    0.6225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4101    1.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2038    0.9908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7848    1.5718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4165    0.1971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1974    1.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7784    2.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5657    3.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5721    2.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8227    1.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0290    1.8415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    2.2099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3598   -3.3719    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7848   -0.9080    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  5  7  1  0
  7  8  1  0
  9  8  1  0
  9 10  2  0
 10 11  1  0
 12 11  2  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 14 24  1  0
 24 25  2  0
 24 26  1  0
  3 27  1  0
  1 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279656

   ---

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: 428.32

Molecular Weight (Monoisotopic): 427.1066

AlogP: 3.32

#Rotatable Bonds: 10

Polar Surface Area: 104.45

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.64

CX Basic pKa: 8.30

CX LogP: -0.90

CX LogD: -2.11

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.54

Np Likeness Score: -0.60

References

1. Xiu S, Dick A, Ju H, Mirzaie S, Abdi F, Cocklin S, Zhan P, Liu X..  (2020)  Inhibitors of SARS-CoV-2 Entry: Current and Future Opportunities.,  63  (21.0): [PMID:32539378] [10.1021/acs.jmedchem.0c00502]

Source

Source(1):

• Scientific Literature