(6-chloro-1-(4-methoxyphenyl)-3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl)(2-chlorophenyl)methanone

ID: ALA4462305

PubChem CID: 117937363

Max Phase: Preclinical

Molecular Formula: C25H20Cl2N2O2

Molecular Weight: 451.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C2c3[nH]c4ccc(Cl)cc4c3CCN2C(=O)c2ccccc2Cl)cc1

Standard InChI:  InChI=1S/C25H20Cl2N2O2/c1-31-17-9-6-15(7-10-17)24-23-18(20-14-16(26)8-11-22(20)28-23)12-13-29(24)25(30)19-4-2-3-5-21(19)27/h2-11,14,24,28H,12-13H2,1H3

Standard InChI Key:  UCOLPJGQIUAZBW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.9249   -3.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6260   -3.5262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6142   -2.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9013   -2.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9363   -4.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2427   -5.9907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9563   -6.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6609   -5.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6471   -5.1536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2165   -3.5466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2017   -2.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4486   -3.8115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9592   -3.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4248   -2.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0834   -1.7675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2765   -1.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8123   -2.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1563   -3.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3390   -3.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3497   -4.7426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9681   -7.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2663   -7.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9300   -0.9565    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.0413   -3.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7506   -3.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4524   -3.4913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4421   -2.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7242   -2.2742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0253   -2.6936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7596   -4.7255    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
 12  4  1  0
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  2  3  1  0
  3  4  1  0
  5  6  2  0
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 19 14  1  0
  2 20  1  0
 20 21  2  0
  8 22  1  0
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 25 26  2  0
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 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 26 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4462305

   [6-Chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indol-2-yl]-(2-chlorophenyl)methanone

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 451.35

Molecular Weight (Monoisotopic): 450.0902

AlogP: 6.27

#Rotatable Bonds: 3

Polar Surface Area: 45.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.89

CX LogD: 5.89

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.40

Np Likeness Score: -0.97

References

1. Tikhmyanova N, Paparoidamis N, Romero-Masters J, Feng X, Mohammed FS, Reddy PAN, Kenney SC, Lieberman PM, Salvino JM..  (2019)  Development of a novel inducer for EBV lytic therapy.,  29  (16): [PMID:31255485] [10.1016/j.bmcl.2019.06.034]

Source

Source(1):

• Scientific Literature