US9150577, 38

ID: ALA3978178

PubChem CID: 89524328

Max Phase: Preclinical

Molecular Formula: C19H21N5O3

Molecular Weight: 367.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCn1cc(NC(=O)c2ccc3cc4n(c3c2)CCCNC4=O)cn1

Standard InChI:  InChI=1S/C19H21N5O3/c1-27-8-7-23-12-15(11-21-23)22-18(25)14-4-3-13-9-17-19(26)20-5-2-6-24(17)16(13)10-14/h3-4,9-12H,2,5-8H2,1H3,(H,20,26)(H,22,25)

Standard InChI Key:  OCZLPOKTMJLKHD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   -3.1084  -15.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3067  -14.0274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1494  -13.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3974  -11.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2421  -10.6377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3318   -9.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0590   -8.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4396   -7.1617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8869   -6.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7403   -7.6082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2675   -5.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7135   -4.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0908   -3.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0226   -2.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0899   -0.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6852   -0.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3514    1.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2896    1.8259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.7286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3515    1.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6852   -0.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -1.5574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5767   -2.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1989   -4.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0172   -9.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2097  -11.0151    0.0000 N   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  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 16  1  0
 23 24  1  0
 24 14  1  0
 24 25  2  0
 25 11  1  0
  7 26  1  0
 26 27  2  0
 27  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3978178

   N-[1-(2-methoxyethyl)pyrazol-4-yl]-1-oxo-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]indole-8-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: 367.41

Molecular Weight (Monoisotopic): 367.1644

AlogP: 1.87

#Rotatable Bonds: 5

Polar Surface Area: 90.18

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.28

CX LogP: 0.65

CX LogD: 0.65

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.72

Np Likeness Score: -1.65

References

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

Source

Source(1):

• BindingDB Database