1-((3aR,4S,9bS)-4-(o-Tolyl)-3,3a,4,9b-tetrahydro-5H-cyclopenta[c]quinolin-5-yl)ethan-1-one

ID: ALA4218317

PubChem CID: 145967537

Max Phase: Preclinical

Molecular Formula: C21H21NO

Molecular Weight: 303.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N1c2ccccc2[C@H]2C=CC[C@H]2[C@H]1c1ccccc1C

Standard InChI:  InChI=1S/C21H21NO/c1-14-8-3-4-9-16(14)21-19-12-7-11-17(19)18-10-5-6-13-20(18)22(21)15(2)23/h3-11,13,17,19,21H,12H2,1-2H3/t17-,19-,21-/m1/s1

Standard InChI Key:  TWZCVZNYNIUSNP-YFVAEKQCSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   30.9033   -8.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9021   -8.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6102   -9.3756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6084   -7.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3170   -8.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3204   -8.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0328   -9.3761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7463   -8.9629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0260   -7.7257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7434   -8.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3588   -7.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0216   -6.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1980   -6.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4527   -9.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4533  -10.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1612  -10.5939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8689  -10.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8643   -9.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1558   -8.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3121   -7.3134    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   34.4458   -8.5475    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   33.0350  -10.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3284  -10.6038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7438  -10.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1516   -8.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5  9  1  0
  6  7  1  0
  7  8  1  0
  8 10  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  8 14  1  1
  9 20  1  6
 10 21  1  6
  7 22  1  0
 22 23  2  0
 22 24  1  0
 19 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4218317

   ---

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: 303.41

Molecular Weight (Monoisotopic): 303.1623

AlogP: 4.76

#Rotatable Bonds: 1

Polar Surface Area: 20.31

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.13

CX LogD: 4.13

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.70

Np Likeness Score: -0.22

References

1. Goli N, Mainkar PS, Kotapalli SS, K T, Ummanni R, Chandrasekhar S..  (2017)  Expanding the tetrahydroquinoline pharmacophore.,  27  (8): [PMID:28318941] [10.1016/j.bmcl.2017.02.077]

Source

Source(1):

• Scientific Literature