SID49715121

ID: ALA1599924

PubChem CID: 6622696

Max Phase: Preclinical

Molecular Formula: C24H23ClN2O4S

Molecular Weight: 470.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(C(=O)c1ccc2c(SCC(=O)O)c3c(nc2c1)CCC3)c1cc(Cl)ccc1OC

Standard InChI:  InChI=1S/C24H23ClN2O4S/c1-3-27(20-12-15(25)8-10-21(20)31-2)24(30)14-7-9-17-19(11-14)26-18-6-4-5-16(18)23(17)32-13-22(28)29/h7-12H,3-6,13H2,1-2H3,(H,28,29)

Standard InChI Key:  RRFSWJXOPJNKDX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    6.3037   -0.1293    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1265   -2.1918    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7314    1.1082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4458    1.5207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1265   -3.8418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3024   -3.8418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1265    0.2832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4458   -0.1293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5880   -0.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1265   -1.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5880   -0.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8410   -0.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8410   -0.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0169   -0.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3024    0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7314    0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3024   -1.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1603    0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0169   -0.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6256   -1.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6256    0.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1603    1.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1105   -0.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8748   -0.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4458   -0.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5893    0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8748    1.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5880   -2.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5893    1.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5880   -3.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1603   -1.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4458    2.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 26  1  0
  2 10  1  0
  2 28  1  0
  3 16  2  0
  4 22  1  0
  4 32  1  0
  5 30  2  0
  6 30  1  0
  7 11  1  0
  7 13  2  0
  8 16  1  0
  8 18  1  0
  8 25  1  0
  9 10  1  0
  9 11  1  0
  9 17  2  0
 10 12  2  0
 11 15  2  0
 12 13  1  0
 12 20  1  0
 13 21  1  0
 14 15  1  0
 14 16  1  0
 14 19  2  0
 17 19  1  0
 18 22  1  0
 18 24  2  0
 20 23  1  0
 21 23  1  0
 22 27  2  0
 24 26  1  0
 25 31  1  0
 26 29  2  0
 27 29  1  0
 28 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1599924

   2-[[6-[(5-chloro-2-methoxyphenyl)-ethylcarbamoyl]-2,3-dihydro-1H-cyclopenta[b]quinolin-9-yl]sulfanyl]acetic acid

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: 470.98

Molecular Weight (Monoisotopic): 470.1067

AlogP: 5.23

#Rotatable Bonds: 7

Polar Surface Area: 79.73

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.99

CX Basic pKa: 3.02

CX LogP: 3.98

CX LogD: 1.27

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.48

Np Likeness Score: -1.50

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays