3-phenyl-1-(1-p-tolyl-3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl)propan-1-one

ID: ALA594805

PubChem CID: 11675589

Max Phase: Preclinical

Molecular Formula: C27H26N2O

Molecular Weight: 394.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C2c3[nH]c4ccccc4c3CCN2C(=O)CCc2ccccc2)cc1

Standard InChI:  InChI=1S/C27H26N2O/c1-19-11-14-21(15-12-19)27-26-23(22-9-5-6-10-24(22)28-26)17-18-29(27)25(30)16-13-20-7-3-2-4-8-20/h2-12,14-15,27-28H,13,16-18H2,1H3

Standard InChI Key:  YPQIFCODFNOMDY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
   -5.6264    2.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6276    1.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9128    1.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9146    2.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1992    2.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1989    1.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4085    1.4577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4089    2.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9201    2.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0970    2.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7565    2.9733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2451    3.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0746    3.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6136    1.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0115    0.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5846    0.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7589    0.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3619    0.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7911    1.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3304   -0.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9315    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5175    2.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5205    3.6904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3075    2.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7215    1.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3072    0.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7205    0.1223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5464    0.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9572    0.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5415    1.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 14  1  0
  6  7  1  0
 14 15  2  0
  7  9  1  0
 15 16  1  0
  8  5  1  0
 16 17  2  0
  8  9  2  0
 17 18  1  0
  1  2  2  0
 18 19  2  0
 19 14  1  0
  5  4  2  0
 17 20  1  0
  4  1  1  0
 11 21  1  0
  5  6  1  0
 21 22  1  0
 21 23  2  0
  2  3  1  0
 22 24  1  0
  8 13  1  0
 24 25  1  0
  9 10  1  0
 25 26  2  0
 10 11  1  0
 26 27  1  0
 11 12  1  0
 27 28  2  0
 12 13  1  0
 28 29  1  0
  3  6  2  0
 29 30  2  0
 30 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA594805

   1-[1-(4-Methylphenyl)-1H,2H,3H,4H,9H-pyrido[3,4-B]indol-2-YL]-3-phenylpropan-1-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: 394.52

Molecular Weight (Monoisotopic): 394.2045

AlogP: 5.58

#Rotatable Bonds: 4

Polar Surface Area: 36.10

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.78

CX LogD: 5.78

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: -0.51

References

1. Miller JF, Turner EM, Sherrill RG, Gudmundsson K, Spaltenstein A, Sethna P, Brown KW, Harvey R, Romines KR, Golden P..  (2010)  Substituted tetrahydro-beta-carbolines as potential agents for the treatment of human papillomavirus infection.,  20  (1): [PMID:19914830] [10.1016/j.bmcl.2009.10.123]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays