rac-2-(octahydroquinolin-1(2H)-yl)-2-oxo-1-phenylethanesulfonic acid

ID: ALA3769851

Chembl Id: CHEMBL3769851

PubChem CID: 124115196

Max Phase: Preclinical

Molecular Formula: C17H23NO4S

Molecular Weight: 337.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(C(c1ccccc1)S(=O)(=O)O)N1CCCC2CCCCC21

Standard InChI:  InChI=1S/C17H23NO4S/c19-17(16(23(20,21)22)14-8-2-1-3-9-14)18-12-6-10-13-7-4-5-11-15(13)18/h1-3,8-9,13,15-16H,4-7,10-12H2,(H,20,21,22)

Standard InChI Key:  TZBWTLMZWRTUAP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3769851

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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: 337.44

Molecular Weight (Monoisotopic): 337.1348

AlogP: 2.80

#Rotatable Bonds: 3

Polar Surface Area: 74.68

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -0.69

CX Basic pKa: ┄

CX LogP: 2.69

CX LogD: 0.31

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.86

Np Likeness Score: -0.30

References

1. He R, Yu ZH, Zhang RY, Wu L, Gunawan AM, Zhang ZY..  (2015)  Cefsulodin Inspired Potent and Selective Inhibitors of mPTPB, a Virulent Phosphatase from Mycobacterium tuberculosis.,  6  (12): [PMID:26713110] [10.1021/acsmedchemlett.5b00373]

2. Cheng S, Wang Q, Chen X, Chen J, Wang B, Chen D, Shen D, Tian J, Ye F, Lu Y, Huang H, Lu Y, Zhang D..  (2022)  Discovery of biphenyls bearing thiobarbiturate fragment by structure-based strategy as Mycobacterium tuberculosis protein tyrosine phosphatase B inhibitors.,  73  [PMID:36150342] [10.1016/j.bmc.2022.117006]

Source

Source(1):

• Scientific Literature