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

ID: ALA4540234

PubChem CID: 117937359

Max Phase: Preclinical

Molecular Formula: C26H23ClN2O3

Molecular Weight: 446.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C2c3[nH]c4ccc(Cl)cc4c3CCN2C(=O)c2ccccc2OC)cc1

Standard InChI:  InChI=1S/C26H23ClN2O3/c1-31-18-10-7-16(8-11-18)25-24-19(21-15-17(27)9-12-22(21)28-24)13-14-29(25)26(30)20-5-3-4-6-23(20)32-2/h3-12,15,25,28H,13-14H2,1-2H3

Standard InChI Key:  LQKXDIOMYMGPQR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   42.4042   -3.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1054   -3.3983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.0936   -2.5825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3806   -2.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4157   -4.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   42.4356   -6.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1402   -5.8407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1264   -5.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6958   -3.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   40.9279   -3.6836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4385   -3.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9042   -2.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5627   -1.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7559   -1.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2916   -2.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6357   -2.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8184   -3.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8291   -4.6147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.4474   -7.0800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.7457   -7.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4093   -0.8286    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   44.5207   -3.3798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2299   -3.7804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9318   -3.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9215   -2.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2035   -2.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5047   -2.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2389   -4.5976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.9511   -4.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 20  1  0
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  8 22  1  0
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 26 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540234

   [6-Chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indol-2-yl]-(2-methoxyphenyl)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: 446.93

Molecular Weight (Monoisotopic): 446.1397

AlogP: 5.63

#Rotatable Bonds: 4

Polar Surface Area: 54.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.13

CX LogD: 5.13

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: -0.83

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