(S)-N-(3-(1H-Indol-3-yl)-1-oxo-1-(pyridin-4-ylamino)propan-2-yl)-5-bromo-2-fluorobenzamide

ID: ALA2431632

PubChem CID: 72704299

Max Phase: Preclinical

Molecular Formula: C23H18BrFN4O2

Molecular Weight: 481.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@@H](Cc1c[nH]c2ccccc12)C(=O)Nc1ccncc1)c1cc(Br)ccc1F

Standard InChI:  InChI=1S/C23H18BrFN4O2/c24-15-5-6-19(25)18(12-15)22(30)29-21(23(31)28-16-7-9-26-10-8-16)11-14-13-27-20-4-2-1-3-17(14)20/h1-10,12-13,21,27H,11H2,(H,29,30)(H,26,28,31)/t21-/m0/s1

Standard InChI Key:  WCAVLEWUMXDTBF-NRFANRHFSA-N

Molfile:  

     RDKit          2D

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    7.7986   -5.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1789   -4.9770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6160   -6.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2570   -6.9703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2153   -5.9302    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.5487   -3.5967    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
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    8.1421   -9.1352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1889  -11.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3920  -10.8853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1317   -8.1248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5739  -10.0460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0890   -9.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5739   -8.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3585   -8.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0730   -8.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7874   -8.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7874   -9.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0730  -10.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3585   -9.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 14 25  1  0
 13  9  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA2431632

   5-bromo-2-fluoro-N-[(2S)-3-(1H-indol-3-yl)-1-oxo-1-(pyridin-4-ylamino)propan-2-yl]benzamide

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: 481.33

Molecular Weight (Monoisotopic): 480.0597

AlogP: 4.44

#Rotatable Bonds: 6

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: 12.58

CX Basic pKa: 5.63

CX LogP: 3.98

CX LogD: 3.97

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.38

Np Likeness Score: -1.38

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