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

ID: ALA593643

PubChem CID: 46227695

Max Phase: Preclinical

Molecular Formula: C29H24N2O2

Molecular Weight: 432.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C2c3[nH]c4ccccc4c3CCN2C(=O)Oc2cccc3ccccc23)cc1

Standard InChI:  InChI=1S/C29H24N2O2/c1-19-13-15-21(16-14-19)28-27-24(23-10-4-5-11-25(23)30-27)17-18-31(28)29(32)33-26-12-6-8-20-7-2-3-9-22(20)26/h2-16,28,30H,17-18H2,1H3

Standard InChI Key:  NFWXVISUQLJYES-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 38  0  0  0  0  0  0  0  0999 V2000
    7.9155   -8.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3420   -7.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5658   -8.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1638   -7.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1410   -9.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3166   -9.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8926   -9.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2919  -10.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1195  -10.4633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5398   -9.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0560   -8.2591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9324   -8.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9312   -8.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6463   -9.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6445   -7.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3600   -7.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3603   -8.8298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1510   -9.0865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1505   -7.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6396   -8.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4628   -8.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8035   -7.5704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3147   -6.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4849   -6.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9463   -8.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5484   -9.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9753  -10.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8013  -10.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1984   -9.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7692   -8.9758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2299  -11.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6285   -7.5532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0261   -6.8301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  0
  2  1  2  0
  7  8  1  0
  3  4  2  0
 17 18  1  0
 18 20  1  0
 19 16  1  0
 19 20  2  0
  8  9  2  0
  4  2  1  0
  9 10  1  0
 10  5  2  0
  1  6  1  0
  1 11  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 21 25  1  0
  5  6  1  0
 25 26  2  0
 12 13  2  0
 26 27  1  0
  5  3  1  0
 27 28  2  0
 13 14  1  0
 28 29  1  0
 14 17  2  0
 29 30  2  0
 30 25  1  0
  6  7  2  0
 28 31  1  0
 16 15  2  0
 22 32  1  0
 32 11  1  0
 15 12  1  0
 32 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA593643

   Naphthalen-1-yl 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: 432.52

Molecular Weight (Monoisotopic): 432.1838

AlogP: 6.78

#Rotatable Bonds: 2

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: 6.76

CX LogD: 6.76

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.33

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