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

ID: ALA3800065

PubChem CID: 72696442

Max Phase: Preclinical

Molecular Formula: C25H26N6O3

Molecular Weight: 458.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)n1nnnc1C(c1ccc2c(c1)OCO2)N1CCc2c([nH]c3ccccc23)CC1=O

Standard InChI:  InChI=1S/C25H26N6O3/c1-25(2,3)31-24(27-28-29-31)23(15-8-9-20-21(12-15)34-14-33-20)30-11-10-17-16-6-4-5-7-18(16)26-19(17)13-22(30)32/h4-9,12,23,26H,10-11,13-14H2,1-3H3

Standard InChI Key:  JHRXMRMBPPTVTQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -3.2001    2.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -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
    6.0486    3.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7926    5.5784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6868    7.0747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2311    7.4364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    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
    6.7664    1.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8538    0.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5889    2.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6586    1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2955    0.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5642   -0.3329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7099    0.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1488    2.0016    0.0000 O   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
  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
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 13 14  1  0
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 19 20  2  0
 20 21  1  0
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 16 22  1  0
 22 23  2  0
 23 24  1  0
 24 27  2  0
 26 25  2  0
 25 22  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 26  1  0
 21 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3800065

   3-[1,3-Benzodioxol-5-yl-(1-tert-butyltetrazol-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: 458.52

Molecular Weight (Monoisotopic): 458.2066

AlogP: 3.35

#Rotatable Bonds: 3

Polar Surface Area: 98.16

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.10

CX LogD: 3.10

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.51

Np Likeness Score: -1.00

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