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

ID: ALA594816

PubChem CID: 11581895

Max Phase: Preclinical

Molecular Formula: C27H22N2O

Molecular Weight: 390.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C2c3[nH]c4ccccc4c3CCN2C(=O)C#Cc2ccccc2)cc1

Standard InChI:  InChI=1S/C27H22N2O/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,17-18H2,1H3

Standard InChI Key:  UAMIODFYAOEDRJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.7349    1.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4497    1.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4479    2.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1633    2.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1636    1.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9540    1.2744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9536    2.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4424    1.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2655    2.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6062    2.7902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1174    3.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2879    3.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7489    1.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3510    0.6429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7779   -0.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6036   -0.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0006    0.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5714    1.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0321   -0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4305    2.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8698    2.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8157    3.5509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3052    1.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7446    0.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3580    0.0069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7966   -0.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6218   -0.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0066    0.0744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5658    0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 14  1  0
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  8  5  1  0
 16 17  2  0
  8  9  2  0
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  1  2  2  0
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  4  1  1  0
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  2  3  1  0
 22 24  3  0
  8 13  1  0
 24 25  1  0
  9 10  1  0
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  3  6  2  0
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M  END

Alternative Forms

1. Parent:

   

   ALA594816

   1-[1-(4-Methylphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indol-2-yl]-3-phenylprop-2-yn-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: 390.49

Molecular Weight (Monoisotopic): 390.1732

AlogP: 5.00

#Rotatable Bonds: 1

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: 5.87

CX LogD: 5.87

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.46

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