(3S,3aS,9bS)-2-(Benzo[d][1,3]dioxol-5-ylsulfonyl)-3,5-dimethyl-3,3a,5,9b-tetrahydro-1H-pyrrolo[3,4-c][1,6]naphthyridin-4(2H)-one

ID: ALA4070615

Chembl Id: CHEMBL4070615

PubChem CID: 123133764

Max Phase: Preclinical

Molecular Formula: C19H19N3O5S

Molecular Weight: 401.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1[C@H]2C(=O)N(C)c3ccncc3[C@H]2CN1S(=O)(=O)c1ccc2c(c1)OCO2

Standard InChI:  InChI=1S/C19H19N3O5S/c1-11-18-14(13-8-20-6-5-15(13)21(2)19(18)23)9-22(11)28(24,25)12-3-4-16-17(7-12)27-10-26-16/h3-8,11,14,18H,9-10H2,1-2H3/t11-,14+,18+/m0/s1

Standard InChI Key:  MXNQASHPCAMJHG-UCMVZMLTSA-N

Alternative Forms

1. Parent:

   

   ALA4070615

   ---

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: 401.44

Molecular Weight (Monoisotopic): 401.1045

AlogP: 1.58

#Rotatable Bonds: 2

Polar Surface Area: 89.04

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.50

CX LogP: 0.46

CX LogD: 0.46

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.76

Np Likeness Score: -0.60

References

1. Bregman H, Simard JR, Andrews KL, Ayube S, Chen H, Gunaydin H, Guzman-Perez A, Hu J, Huang L, Huang X, Krolikowski PH, Lehto SG, Lewis RT, Michelsen K, Pegman P, Plant MH, Shaffer PL, Teffera Y, Yi S, Zhang M, Gingras J, DiMauro EF..  (2017)  The Discovery and Hit-to-Lead Optimization of Tricyclic Sulfonamides as Potent and Efficacious Potentiators of Glycine Receptors.,  60  (3): [PMID:28001399] [10.1021/acs.jmedchem.6b01496]

2. Sparling BA, DiMauro EF..  (2017)  Progress in the discovery of small molecule modulators of the Cys-loop superfamily receptors.,  27  (15): [PMID:28606760] [10.1016/j.bmcl.2017.04.073]

Source

Source(1):

• Scientific Literature