N-(3-imidazol-1-ylpropyl)-4-(1-methylindol-3-yl)butanamide

ID: ALA5207827

PubChem CID: 168297029

Max Phase: Preclinical

Molecular Formula: C19H24N4O

Molecular Weight: 324.43

Names and Identifiers

Canonical SMILES:  Cn1cc(CCCC(=O)NCCCn2ccnc2)c2ccccc21

Standard InChI:  InChI=1S/C19H24N4O/c1-22-14-16(17-7-2-3-8-18(17)22)6-4-9-19(24)21-10-5-12-23-13-11-20-15-23/h2-3,7-8,11,13-15H,4-6,9-10,12H2,1H3,(H,21,24)

Standard InChI Key:  QHJNWRIHJNLVCU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -2.6842    0.1512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9697    0.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7705   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5774   -0.8407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9898   -0.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4378    0.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7941    0.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0493    0.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5014    1.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6939    1.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2554    0.1513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5411    0.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1731    0.1513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8874    0.5636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1731   -0.6734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6017    0.1513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3159    0.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0302    0.1513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445    0.5636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8306    1.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6371    1.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0493    0.8410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4976    0.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9897   -1.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  1  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  6 10  1  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 20 19  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 19  1  0
  4 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5207827

   ---

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: 324.43

Molecular Weight (Monoisotopic): 324.1950

AlogP: 2.90

#Rotatable Bonds: 8

Polar Surface Area: 51.85

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.79

CX LogP: 2.21

CX LogD: 2.14

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.65

Np Likeness Score: -1.37

References

1. Kraupner N, Dinh CP, Wen X, Landry V, Herledan A, Leroux F, Bosc D, Charton J, Maillard C, Warenghem S, Duplan I, Piveteau C, Hennuyer N, Staels B, Deprez B, Deprez-Poulain R..  (2022)  Identification of indole-based activators of insulin degrading enzyme.,  228  [PMID:34815130] [10.1016/j.ejmech.2021.113982]

Source

Source(1):

• Scientific Literature