(2S)-2-amino-3-[1-(benzenesulfonyl)indol-3-yl]-N-(3-imidazol-1-ylpropyl)propanamide

ID: ALA5204606

PubChem CID: 168295980

Max Phase: Preclinical

Molecular Formula: C23H25N5O3S

Molecular Weight: 451.55

Names and Identifiers

Canonical SMILES:  N[C@@H](Cc1cn(S(=O)(=O)c2ccccc2)c2ccccc12)C(=O)NCCCn1ccnc1

Standard InChI:  InChI=1S/C23H25N5O3S/c24-21(23(29)26-11-6-13-27-14-12-25-17-27)15-18-16-28(22-10-5-4-9-20(18)22)32(30,31)19-7-2-1-3-8-19/h1-5,7-10,12,14,16-17,21H,6,11,13,15,24H2,(H,26,29)/t21-/m0/s1

Standard InChI Key:  QOWKYOVWNQCTNZ-NRFANRHFSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5204606

   ---

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: 451.55

Molecular Weight (Monoisotopic): 451.1678

AlogP: 2.15

#Rotatable Bonds: 9

Polar Surface Area: 112.01

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.68

CX LogP: 1.49

CX LogD: 0.99

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.38

Np Likeness Score: -1.15

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