methyl 1-p-tolyl-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate

ID: ALA595090

PubChem CID: 46227678

Max Phase: Preclinical

Molecular Formula: C20H20N2O2

Molecular Weight: 320.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)N1CCc2c([nH]c3ccccc23)C1c1ccc(C)cc1

Standard InChI:  InChI=1S/C20H20N2O2/c1-13-7-9-14(10-8-13)19-18-16(11-12-22(19)20(23)24-2)15-5-3-4-6-17(15)21-18/h3-10,19,21H,11-12H2,1-2H3

Standard InChI Key:  NQXVXCJCVOJVAB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   11.1453   -3.3568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1442   -4.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8569   -4.5935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8551   -2.9453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5684   -3.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5686   -4.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3568   -4.4377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3564   -3.0970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8438   -3.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6645   -3.6827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0045   -2.9258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5169   -2.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6897   -2.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1465   -4.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7498   -5.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1754   -5.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987   -5.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3945   -5.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4259   -6.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8258   -2.8878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2701   -3.5802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2032   -2.1569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9687   -4.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0918   -3.5416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8 13  1  0
  9 10  1  0
 10 11  1  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
 18 23  2  0
 23 14  1  0
  1  2  2  0
 17 19  1  0
  5  4  2  0
 11 20  1  0
  4  1  1  0
 20 21  1  0
  5  6  1  0
 20 22  2  0
  2  3  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA595090

   Methyl 1-(4-methylphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate

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: 320.39

Molecular Weight (Monoisotopic): 320.1525

AlogP: 4.19

#Rotatable Bonds: 1

Polar Surface Area: 45.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.12

CX LogD: 4.12

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.73

Np Likeness Score: -0.45

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