(S)-5-(2-amino-3-(5-fluoro-3H-spiro[benzofuran-2,4'-piperidine]-1'-yl)propoxy)-2H-benzo[b][1,4]oxazin-3(4H)-one

ID: ALA3099958

Chembl Id: CHEMBL3099958

PubChem CID: 68818964

Max Phase: Preclinical

Molecular Formula: C23H26FN3O4

Molecular Weight: 427.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@H](COc1cccc2c1NC(=O)CO2)CN1CCC2(CC1)Cc1cc(F)ccc1O2

Standard InChI:  InChI=1S/C23H26FN3O4/c24-16-4-5-18-15(10-16)11-23(31-18)6-8-27(9-7-23)12-17(25)13-29-19-2-1-3-20-22(19)26-21(28)14-30-20/h1-5,10,17H,6-9,11-14,25H2,(H,26,28)/t17-/m0/s1

Standard InChI Key:  DUIPHYMVNRMZCO-KRWDZBQOSA-N

Alternative Forms

1. Parent:

   

   ALA3099958

   5-[(2S)-2-amino-3-(5-fluorospiro[3H-1-benzofuran-2,4'-piperidine]-1'-yl)propoxy]-4H-1,4-benzoxazin-3-one

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: 427.48

Molecular Weight (Monoisotopic): 427.1907

AlogP: 2.33

#Rotatable Bonds: 5

Polar Surface Area: 86.05

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.75

CX Basic pKa: 8.80

CX LogP: 1.64

CX LogD: 0.21

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.76

Np Likeness Score: -0.52

References

1. Hossain N, Mensonides-Harsema M, Cooper ME, Eriksson T, Ivanova S, Bergström L..  (2014)  Structure activity relationships of fused bicyclic and urea derivatives of spirocyclic compounds as potent CCR1 antagonists.,  24  (1): [PMID:24332486] [10.1016/j.bmcl.2013.11.062]

Source

Source(1):

• Scientific Literature