N-(3-imidazol-1-ylpropyl)-4-[1-(thiophene-2-carbonyl)indol-3-yl]butanamide

ID: ALA5208860

PubChem CID: 168297503

Max Phase: Preclinical

Molecular Formula: C23H24N4O2S

Molecular Weight: 420.54

Names and Identifiers

Canonical SMILES:  O=C(CCCc1cn(C(=O)c2cccs2)c2ccccc12)NCCCn1ccnc1

Standard InChI:  InChI=1S/C23H24N4O2S/c28-22(25-11-5-13-26-14-12-24-17-26)10-3-6-18-16-27(20-8-2-1-7-19(18)20)23(29)21-9-4-15-30-21/h1-2,4,7-9,12,14-17H,3,5-6,10-11,13H2,(H,25,28)

Standard InChI Key:  YRGSCPWKARMEOF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -3.0604   -0.4836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4728    0.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9208    0.8438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2771    0.4023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5323    1.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4043    0.9208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6900   -0.3163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1186    0.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5662    1.1982    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0145    0.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2976   -1.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0604   -1.9121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7821   -1.8647    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5662   -1.6100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5662   -0.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7821   -0.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 20 21  2  0
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  4 24  1  0
 24 25  1  0
 24 26  2  0
 27 25  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5208860

   ---

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: 420.54

Molecular Weight (Monoisotopic): 420.1620

AlogP: 4.12

#Rotatable Bonds: 9

Polar Surface Area: 68.92

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.79

CX LogP: 3.07

CX LogD: 3.00

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.41

Np Likeness Score: -1.64

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