4-(6-bromo-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinolin-4-yl)benzoic acid

ID: ALA4534677

PubChem CID: 2948389

Max Phase: Preclinical

Molecular Formula: C19H16BrNO2

Molecular Weight: 370.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(C2Nc3c(Br)cccc3C3C=CCC32)cc1

Standard InChI:  InChI=1S/C19H16BrNO2/c20-16-6-2-5-15-13-3-1-4-14(13)17(21-18(15)16)11-7-9-12(10-8-11)19(22)23/h1-3,5-10,13-14,17,21H,4H2,(H,22,23)

Standard InChI Key:  AOWWBFQCNXXGFN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   32.2281  -13.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9361  -12.7282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6403  -13.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6403  -13.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9387  -14.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2281  -13.9596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9387  -15.1800    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   34.3525  -14.3662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0606  -13.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0606  -13.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3525  -12.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5330  -11.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3312  -11.8313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6578  -12.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7684  -14.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4764  -13.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1847  -14.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1847  -15.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4789  -15.5914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7684  -15.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8924  -15.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6002  -15.1808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8924  -16.4115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  5  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  3 11  1  0
 11 12  1  0
 12 13  2  0
 14 13  1  0
 10 14  1  0
 15  9  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 15 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4534677

   4-(6-bromo-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinolin-4-yl)benzoic 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: 370.25

Molecular Weight (Monoisotopic): 369.0364

AlogP: 4.97

#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: 4.07

CX Basic pKa: 2.19

CX LogP: 4.31

CX LogD: 1.29

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.73

Np Likeness Score: -0.21

References

1.  (2017)  Arf6 inhibitors and methods of synthesis and use thereof, 

Source

Source(1):

• Patent Bioactivity Data