Rac-2-amino-3-(1H-imidazol-4-yl)-N-(quinolin-8-ylmethyl)propanamide

ID: ALA5284416

Max Phase: Preclinical

Molecular Formula: C16H17N5O

Molecular Weight: 295.35

Names and Identifiers

Canonical SMILES:  NC(Cc1c[nH]cn1)C(=O)NCc1cccc2cccnc12

Standard InChI:  InChI=1S/C16H17N5O/c17-14(7-13-9-18-10-21-13)16(22)20-8-12-4-1-3-11-5-2-6-19-15(11)12/h1-6,9-10,14H,7-8,17H2,(H,18,21)(H,20,22)

Standard InChI Key:  MYVWBLZGPYUKOX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    3.5046    0.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7905    1.0343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0737    0.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3571    1.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6404    0.6207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0761    1.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0761    1.8620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7927    0.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5095    1.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2261    0.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0112    0.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5046    0.1979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0325   -0.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2261   -0.2066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7927   -0.2066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0737   -0.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7924   -0.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5046   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7966   -1.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0827   -1.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3668   -1.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3570   -0.6298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  4  3  1  0
  5  4  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 13 12  1  0
 14 10  1  0
 14 13  2  0
  8 15  1  0
  3 16  1  0
 16 17  2  0
 18  1  2  0
 17 18  1  0
 17 19  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 16 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5284416

   ---

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: 295.35

Molecular Weight (Monoisotopic): 295.1433

AlogP: 1.14

#Rotatable Bonds: 5

Polar Surface Area: 96.69

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.06

CX Basic pKa: 7.84

CX LogP: 0.29

CX LogD: -0.29

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.66

Np Likeness Score: -0.84

References

1. Rahman MS, Kumari S, Esfahani SH, Nozohouri S, Jayaraman S, Kinarivala N, Kocot J, Baez A, Farris D, Abbruscato TJ, Karamyan VT, Trippier PC..  (2021)  Discovery of First-in-Class Peptidomimetic Neurolysin Activators Possessing Enhanced Brain Penetration and Stability.,  64  (17.0): [PMID:34436882] [10.1021/acs.jmedchem.1c00759]

Source

Source(1):

• Scientific Literature