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

ID: ALA3800195

PubChem CID: 72696443

Max Phase: Preclinical

Molecular Formula: C26H31N7O

Molecular Weight: 457.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(C(c2nnnn2C(C)(C)C)N2CCc3c([nH]c4ccccc34)CC2=O)cc1

Standard InChI:  InChI=1S/C26H31N7O/c1-26(2,3)33-25(28-29-30-33)24(17-10-12-18(13-11-17)31(4)5)32-15-14-20-19-8-6-7-9-21(19)27-22(20)16-23(32)34/h6-13,24,27H,14-16H2,1-5H3

Standard InChI Key:  WFAHHYDOXBTPDK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    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
    6.0486    3.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4372    6.1637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1305    2.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7739    1.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8573    0.0448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2975    0.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6542    1.9213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5707    2.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3836   -0.5714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5352   -0.2341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1003   -1.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9436    6.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2635    7.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4271    4.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7473    5.9521    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
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  6  7  1  0
  7  8  1  0
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 26 27  2  0
 27 22  1  0
 16 22  1  0
 25 28  1  0
 28 29  1  0
 28 30  1  0
 21 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3800195

   3-[(1-Tert-butyltetrazol-5-yl)-[4-(dimethylamino)phenyl]methyl]-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: 457.58

Molecular Weight (Monoisotopic): 457.2590

AlogP: 3.69

#Rotatable Bonds: 4

Polar Surface Area: 82.94

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.80

CX LogP: 3.59

CX LogD: 3.58

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.51

Np Likeness Score: -1.28

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