(S)-N-(3-(1-Methyl-1H-indol-3-yl)-1-oxo-1-(pyridin-4-ylamino)-propan-2-yl)cyclohexanecarboxamide

ID: ALA2431640

PubChem CID: 72703690

Max Phase: Preclinical

Molecular Formula: C24H28N4O2

Molecular Weight: 404.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cc(C[C@H](NC(=O)C2CCCCC2)C(=O)Nc2ccncc2)c2ccccc21

Standard InChI:  InChI=1S/C24H28N4O2/c1-28-16-18(20-9-5-6-10-22(20)28)15-21(24(30)26-19-11-13-25-14-12-19)27-23(29)17-7-3-2-4-8-17/h5-6,9-14,16-17,21H,2-4,7-8,15H2,1H3,(H,27,29)(H,25,26,30)/t21-/m0/s1

Standard InChI Key:  ILUSBRPOOCFDTN-NRFANRHFSA-N

Molfile:  

     RDKit          2D

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   11.6132   -9.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2543   -9.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9462   -9.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7431   -9.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3265  -10.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1129  -10.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3160  -11.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7327  -10.4493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4595  -11.1844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 11  9  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA2431640

   N-[(2S)-3-(1-methylindol-3-yl)-1-oxo-1-(pyridin-4-ylamino)propan-2-yl]cyclohexanecarboxamide

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: 404.51

Molecular Weight (Monoisotopic): 404.2212

AlogP: 3.82

#Rotatable Bonds: 6

Polar Surface Area: 76.02

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.40

CX Basic pKa: 5.63

CX LogP: 3.55

CX LogD: 3.54

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.66

Np Likeness Score: -1.12

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