3-Amino-N-(2-ethyl-1H-indol-5-yl)pyrazine-2-carboxamide

ID: ALA4791393

PubChem CID: 162671783

Max Phase: Preclinical

Molecular Formula: C15H15N5O

Molecular Weight: 281.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1cc2cc(NC(=O)c3nccnc3N)ccc2[nH]1

Standard InChI:  InChI=1S/C15H15N5O/c1-2-10-7-9-8-11(3-4-12(9)19-10)20-15(21)13-14(16)18-6-5-17-13/h3-8,19H,2H2,1H3,(H2,16,18)(H,20,21)

Standard InChI Key:  DRZQKQODOZQWCP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   41.0904  -13.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8001  -12.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7972  -11.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0886  -11.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3824  -12.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3836  -12.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6074  -11.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1264  -12.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6054  -13.0726    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.5034  -11.5871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.2127  -11.9930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9188  -11.5818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2157  -12.8102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.6265  -11.9911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.3322  -11.5805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3295  -10.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6153  -10.3567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.9126  -10.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3092  -12.4102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2017  -10.3664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8996  -13.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  3 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 12  1  0
  8 19  1  0
 18 20  1  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4791393

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 281.32

Molecular Weight (Monoisotopic): 281.1277

AlogP: 2.35

#Rotatable Bonds: 3

Polar Surface Area: 96.69

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.98

CX LogP: 2.25

CX LogD: 2.25

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -1.50

References

1. Alverez C,Bulfer SL,Chakrasali R,Chimenti MS,Deshaies RJ,Green N,Kelly M,LaPorte MG,Lewis TS,Liang M,Moore WJ,Neitz RJ,Peshkov VA,Walters MA,Zhang F,Arkin MR,Wipf P,Huryn DM.  (2016)  Allosteric Indole Amide Inhibitors of p97: Identification of a Novel Probe of the Ubiquitin Pathway.,  7  (2.0): [PMID:26985295] [10.1021/acsmedchemlett.5b00396]

Source

Source(1):

• Scientific Literature