US9150577, 237

ID: ALA3973596

PubChem CID: 68323461

Max Phase: Preclinical

Molecular Formula: C21H23N5O3

Molecular Weight: 393.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(NC(=O)c2ccc3cc4n(c3c2)CC2(CCNCC2)CNC4=O)no1

Standard InChI:  InChI=1S/C21H23N5O3/c1-13-8-18(25-29-13)24-19(27)15-3-2-14-9-17-20(28)23-11-21(4-6-22-7-5-21)12-26(17)16(14)10-15/h2-3,8-10,22H,4-7,11-12H2,1H3,(H,23,28)(H,24,25,27)

Standard InChI Key:  ISAFTAUACSMHBZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
    0.6481  -12.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2097  -11.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2421  -10.6377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3318   -9.1403    0.0000 N   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
   -3.1800    0.0217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2985   -0.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9921   -2.4462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5673   -2.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4488   -1.9155    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
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 19  1  0
 19 25  1  0
 25 26  1  0
 26 14  1  0
 26 27  1  0
 27 12  1  0
 27 28  2  0
 28  9  1  0
  5 29  1  0
 29  2  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3973596

   N-(5-methyl-1,2-oxazol-3-yl)-1-oxospiro[3,5-dihydro-2H-[1,4]diazepino[1,2-a]indole-4,4'-piperidine]-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: 393.45

Molecular Weight (Monoisotopic): 393.1801

AlogP: 2.30

#Rotatable Bonds: 2

Polar Surface Area: 101.19

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.77

CX Basic pKa: 10.01

CX LogP: 1.15

CX LogD: -1.27

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.62

Np Likeness Score: -1.11

References

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

Source

Source(1):

• BindingDB Database