(S)-3-(1H-Indol-3-yl)-2-(2-phenylacetamido)-N-(pyridin-4-yl)-propanamide

ID: ALA2431643

PubChem CID: 72703694

Max Phase: Preclinical

Molecular Formula: C24H22N4O2

Molecular Weight: 398.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccccc1)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)Nc1ccncc1

Standard InChI:  InChI=1S/C24H22N4O2/c29-23(14-17-6-2-1-3-7-17)28-22(24(30)27-19-10-12-25-13-11-19)15-18-16-26-21-9-5-4-8-20(18)21/h1-13,16,22,26H,14-15H2,(H,28,29)(H,25,27,30)/t22-/m0/s1

Standard InChI Key:  TWOUTVYAMZNPSI-QFIPXVFZSA-N

Molfile:  

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    9.6301   -9.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8950  -10.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6815  -10.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8846  -11.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3013  -10.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2431643

   (2S)-3-(1H-indol-3-yl)-2-[(2-phenylacetyl)amino]-N-pyridin-4-ylpropanamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 398.47

Molecular Weight (Monoisotopic): 398.1743

AlogP: 3.47

#Rotatable Bonds: 7

Polar Surface Area: 86.88

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.33

CX Basic pKa: 5.63

CX LogP: 3.05

CX LogD: 3.04

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.45

Np Likeness Score: -0.88

References

1. Choi JY, Calvet CM, Gunatilleke SS, Ruiz C, Cameron MD, McKerrow JH, Podust LM, Roush WR..  (2013)  Rational development of 4-aminopyridyl-based inhibitors targeting Trypanosoma cruzi CYP51 as anti-chagas agents.,  56  (19): [PMID:24079662] [10.1021/jm401067s]

Source

Source(1):

• Scientific Literature