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

ID: ALA595512

PubChem CID: 46227702

Max Phase: Preclinical

Molecular Formula: C23H27N3O

Molecular Weight: 361.49

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H27N3O/c1-16-8-10-17(11-9-16)23-22-19(18-6-4-5-7-20(18)24-22)12-15-26(23)21(27)13-14-25(2)3/h4-11,23-24H,12-15H2,1-3H3

Standard InChI Key:  YAORVKBHKKFOES-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    2.6567   -3.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6555   -4.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3704   -4.6316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3686   -2.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0838   -3.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0841   -4.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8746   -4.4753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8741   -3.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3630   -3.8043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1859   -3.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5265   -2.9598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0378   -2.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2084   -2.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6693   -4.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2715   -5.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6983   -5.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5239   -5.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9209   -5.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4918   -4.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9524   -6.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3513   -2.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7729   -3.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7547   -2.2297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5978   -3.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0193   -4.3570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8442   -4.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6160   -5.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
 12 13  1  0
  3  6  2  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  1  0
 10 11  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA595512

   3-(Dimethylamino)-1-[1-(4-methylphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indol-2-yl]propan-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: 361.49

Molecular Weight (Monoisotopic): 361.2154

AlogP: 3.90

#Rotatable Bonds: 4

Polar Surface Area: 39.34

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.15

CX LogP: 3.63

CX LogD: 1.88

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.77

Np Likeness Score: -0.75

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]

Source

Source(1):

• Scientific Literature