4-(3-bromophenyl)-1-chloro-2-(2-nitrophenylthio)-2,3,3a,4,5,9b-hexahydro-1H-cyclopenta[c]quinoline-6-carboxylic acid

ID: ALA4794022

Chembl Id: CHEMBL4794022

PubChem CID: 3124347

Max Phase: Preclinical

Molecular Formula: C25H20BrClN2O4S

Molecular Weight: 559.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cccc2c1NC(c1cccc(Br)c1)C1CC(Sc3ccccc3[N+](=O)[O-])C(Cl)C21

Standard InChI:  InChI=1S/C25H20BrClN2O4S/c26-14-6-3-5-13(11-14)23-17-12-20(34-19-10-2-1-9-18(19)29(32)33)22(27)21(17)15-7-4-8-16(25(30)31)24(15)28-23/h1-11,17,20-23,28H,12H2,(H,30,31)

Standard InChI Key:  XAXWAUYMIPGHTD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4794022

   4-(3-Bromophenyl)-1-chloro-2-[(2-nitrophenyl)sulfanyl]-1H,2H,3H,3AH,4H,5H,9BH-cyclopenta[C]quinoline-6-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: 559.87

Molecular Weight (Monoisotopic): 558.0016

AlogP: 7.09

#Rotatable Bonds: 5

Polar Surface Area: 92.47

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.59

CX Basic pKa: 0.74

CX LogP: 7.17

CX LogD: 4.43

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.20

Np Likeness Score: -0.63

References

1. Hou X,Sun JP,Ge L,Liang X,Li K,Zhang Y,Fang H.  (2020)  Inhibition of striatal-enriched protein tyrosine phosphatase by targeting computationally revealed cryptic pockets.,  190  [PMID:32078861] [10.1016/j.ejmech.2020.112131]

Source

Source(1):

• Scientific Literature