4-(2-chlorophenyl)-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline-8-carboxylic acid

ID: ALA4474874

PubChem CID: 2848369

Max Phase: Preclinical

Molecular Formula: C19H16ClNO2

Molecular Weight: 325.80

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc2c(c1)C1C=CCC1C(c1ccccc1Cl)N2

Standard InChI:  InChI=1S/C19H16ClNO2/c20-16-7-2-1-4-14(16)18-13-6-3-5-12(13)15-10-11(19(22)23)8-9-17(15)21-18/h1-5,7-10,12-13,18,21H,6H2,(H,22,23)

Standard InChI Key:  HYMCVDDWZHBQOW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   10.4951   -8.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0004   -6.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6811   -8.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1084   -5.8002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7461   -7.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4621   -5.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8205   -6.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5641   -7.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7567   -7.9876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3020   -7.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9368   -7.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1986   -7.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7791   -5.7436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0149   -7.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3863   -8.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2018   -8.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6440   -7.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2648   -6.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4504   -6.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0727   -5.9293    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.4856   -7.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1081   -7.1207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0466   -8.5347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  2  0
 11  9  1  0
  2  8  1  0
  3  1  1  0
 10  3  2  0
  2  7  1  0
  6 13  2  0
  7  4  1  0
  9 12  1  0
 12  7  1  0
 11  8  1  0
  8  5  2  0
  5 10  1  0
  4  6  1  0
 13  2  1  0
 12 14  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
 19 20  1  0
 10 21  1  0
 21 22  2  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474874

   4-(2-chlorophenyl)-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline-8-carboxylic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 325.80

Molecular Weight (Monoisotopic): 325.0870

AlogP: 4.86

#Rotatable Bonds: 2

Polar Surface Area: 49.33

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.68

CX Basic pKa: 1.54

CX LogP: 4.25

CX LogD: 1.59

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.77

Np Likeness Score: -0.55

References

1.  (2016)  Sos1 inhibitors for cancer treatment, 

Source

Source(1):

• Patent Bioactivity Data