US9150577, 22

ID: ALA3981684

PubChem CID: 68323544

Max Phase: Preclinical

Molecular Formula: C17H17N5O2

Molecular Weight: 323.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CNC(=O)c2cc3ccc(C(=O)Nc4cnn(C)c4)cc3n21

Standard InChI:  InChI=1S/C17H17N5O2/c1-10-7-18-17(24)15-5-11-3-4-12(6-14(11)22(10)15)16(23)20-13-8-19-21(2)9-13/h3-6,8-10H,7H2,1-2H3,(H,18,24)(H,20,23)

Standard InChI Key:  AACPVLDUJNLNFH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    2.3383   -1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4133   -1.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8032   -3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4134   -4.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5318   -5.7059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0400   -5.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5701   -4.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3114   -2.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8447   -6.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3585   -7.8586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3371   -6.6024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2217   -7.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7089   -7.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1724   -9.2237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9589  -10.1054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9589  -11.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7454   -9.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 14 15  1  0
 15  2  1  0
 15  7  1  0
 12 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3981684

   4-methyl-N-(1-methylpyrazol-4-yl)-1-oxo-3,4-dihydro-2H-pyrazino[1,2-a]indole-7-carboxamide

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: 323.36

Molecular Weight (Monoisotopic): 323.1382

AlogP: 1.93

#Rotatable Bonds: 2

Polar Surface Area: 80.95

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.39

CX LogP: 1.05

CX LogD: 1.05

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: -1.40

References

1.  (2015)  Heterocyclic compounds containing an indole core, 

Source

Source(1):

• BindingDB Database