(R)-1-((4-((6,7-dihydro-[1,4]dioxino[2,3-c]pyridazin-3-yl)methylamino)piperidin-1-yl)methyl)-9-fluoro-1H-pyrrolo[3,2,1-ij]quinolin-4(2H)-one

ID: ALA3793226

Chembl Id: CHEMBL3793226

PubChem CID: 119057475

Max Phase: Phase

Molecular Formula: C24H26FN5O3

Molecular Weight: 451.50

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Gsk-945237 | Gsk945237 | GSK945237

Canonical SMILES:  O=c1ccc2ccc(F)c3c2n1C[C@H]3CN1CCC(NCc2cc3c(nn2)OCCO3)CC1

Standard InChI:  InChI=1S/C24H26FN5O3/c25-19-3-1-15-2-4-21(31)30-14-16(22(19)23(15)30)13-29-7-5-17(6-8-29)26-12-18-11-20-24(28-27-18)33-10-9-32-20/h1-4,11,16-17,26H,5-10,12-14H2/t16-/m1/s1

Standard InChI Key:  SRICOHRDRMZREQ-MRXNPFEDSA-N

Alternative Forms

1. Parent:

   

   ALA3793226

   GSK-945237

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 451.50

Molecular Weight (Monoisotopic): 451.2020

AlogP: 2.05

#Rotatable Bonds: 5

Polar Surface Area: 81.51

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.39

CX LogP: 0.68

CX LogD: -0.36

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.64

Np Likeness Score: -0.89

References

1. Miles TJ, Hennessy AJ, Bax B, Brooks G, Brown BS, Brown P, Cailleau N, Chen D, Dabbs S, Davies DT, Esken JM, Giordano I, Hoover JL, Jones GE, Kusalakumari Sukmar SK, Markwell RE, Minthorn EA, Rittenhouse S, Gwynn MN, Pearson ND..  (2016)  Novel tricyclics (e.g., GSK945237) as potent inhibitors of bacterial type IIA topoisomerases.,  26  (10): [PMID:27055939] [10.1016/j.bmcl.2016.03.106]

2. Unpublished dataset, 

Source

Source(2):

• Scientific Literature
• Clinical Candidates