3-((1-tert-butyl-1H-tetrazol-5-yl)(cyclohexyl)methyl)-2,3,5,6-tetrahydroazepino[4,5-b]indol-4(1H)-one

ID: ALA3798243

PubChem CID: 72696444

Max Phase: Preclinical

Molecular Formula: C24H32N6O

Molecular Weight: 420.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)n1nnnc1C(C1CCCCC1)N1CCc2c([nH]c3ccccc23)CC1=O

Standard InChI:  InChI=1S/C24H32N6O/c1-24(2,3)30-23(26-27-28-30)22(16-9-5-4-6-10-16)29-14-13-18-17-11-7-8-12-19(17)25-20(18)15-21(29)31/h7-8,11-12,16,22,25H,4-6,9-10,13-15H2,1-3H3

Standard InChI Key:  DPZXONJZHQLZGS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
   -2.7122    3.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2001    2.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1854    1.0927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2488    4.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2342    2.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7025    1.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5073    0.6244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6976    1.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2488    2.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0878    4.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0830    0.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5903    4.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3903    1.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6050    3.1610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3830    1.0624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0484    3.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4077    5.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4328    6.1607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2215    7.4366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6787    7.0808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7905    5.5849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1310    2.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5723    2.9569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6531    1.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2927    0.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8515    0.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7707    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0588    4.7874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1203    5.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0131    3.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0743    4.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  9  5  1  0
  8  9  2  0
  9 10  1  0
  8 11  1  0
 10 12  1  0
 11 13  1  0
 12 14  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 17  1  0
 22 23  1  0
 22 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 16 22  1  0
 21 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3798243

   3-[(1-Tert-butyltetrazol-5-yl)-cyclohexylmethyl]-1,2,5,6-tetrahydroazepino[4,5-b]indol-4-one

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: 420.56

Molecular Weight (Monoisotopic): 420.2638

AlogP: 4.16

#Rotatable Bonds: 3

Polar Surface Area: 79.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.69

Np Likeness Score: -0.94

References

1. Rentería-Gómez A, Islas-Jácome A, Díaz-Cervantes E, Villaseñor-Granados T, Robles J, Gámez-Montaño R..  (2016)  Synthesis of azepino[4,5-b]indol-4-ones via MCR/free radical cyclization and in vitro-in silico studies as 5-Ht₆R ligands.,  26  (9): [PMID:26996373] [10.1016/j.bmcl.2016.03.036]

Source

Source(1):

• Scientific Literature