N-(3-imidazol-1-ylpropyl)-4-(1H-indol-3-yl)butanamide

ID: ALA5201963

PubChem CID: 3310423

Max Phase: Preclinical

Molecular Formula: C18H22N4O

Molecular Weight: 310.40

Names and Identifiers

Canonical SMILES:  O=C(CCCc1c[nH]c2ccccc12)NCCCn1ccnc1

Standard InChI:  InChI=1S/C18H22N4O/c23-18(20-9-4-11-22-12-10-19-14-22)8-3-5-15-13-21-17-7-2-1-6-16(15)17/h1-2,6-7,10,12-14,21H,3-5,8-9,11H2,(H,20,23)

Standard InChI Key:  GIVAKWMCQQNDFE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -2.6842   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9697    0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7705   -1.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5774   -1.1978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9898   -0.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4378    0.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7941   -0.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0493    0.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5014    1.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6939    0.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2554   -0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5411    0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1731   -0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8874    0.2065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1731   -1.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6017   -0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3159    0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0302   -0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445    0.2065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8306    1.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6371    1.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0493    0.4839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4976   -0.1287    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
M  END

Alternative Forms

1. Parent:

   

   ALA5201963

   N-(3-imidazol-1-ylpropyl)-4-(1H-indol-3-yl)butanamide

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: 310.40

Molecular Weight (Monoisotopic): 310.1794

AlogP: 2.89

#Rotatable Bonds: 8

Polar Surface Area: 62.71

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.79

CX LogP: 1.98

CX LogD: 1.91

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: -1.18

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