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

ID: ALA3799279

PubChem CID: 72696313

Max Phase: Preclinical

Molecular Formula: C26H27ClN6O

Molecular Weight: 475.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1Cc2[nH]c3ccccc3c2CCN1C(c1ccc(Cl)cc1)c1nnnn1C1CCCCC1

Standard InChI:  InChI=1S/C26H27ClN6O/c27-18-12-10-17(11-13-18)25(26-29-30-31-33(26)19-6-2-1-3-7-19)32-15-14-21-20-8-4-5-9-22(20)28-23(21)16-24(32)34/h4-5,8-13,19,25,28H,1-3,6-7,14-16H2

Standard InChI Key:  MUHWPEYPYZSODI-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
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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
   10.1642   -0.3656    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9409    6.0489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1905    4.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6905    4.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6981    7.3587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1981    7.3543    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
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 25 26  1  0
 26 27  2  0
 27 22  1  0
 16 22  1  0
 25 28  1  0
 29 30  1  0
 29 34  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 21 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3799279

   3-[(4-Chlorophenyl)-(1-cyclohexyltetrazol-5-yl)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: 475.00

Molecular Weight (Monoisotopic): 474.1935

AlogP: 5.03

#Rotatable Bonds: 4

Polar Surface Area: 79.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.83

CX LogD: 4.83

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.45

Np Likeness Score: -1.26

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