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

ID: ALA3099951

Chembl Id: CHEMBL3099951

PubChem CID: 69435853

Max Phase: Preclinical

Molecular Formula: C23H25ClN2O5

Molecular Weight: 444.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1COc2cccc(OC[C@@H](O)CN3CCC4(CC3)Cc3cc(Cl)ccc3O4)c2N1

Standard InChI:  InChI=1S/C23H25ClN2O5/c24-16-4-5-18-15(10-16)11-23(31-18)6-8-26(9-7-23)12-17(27)13-29-19-2-1-3-20-22(19)25-21(28)14-30-20/h1-5,10,17,27H,6-9,11-14H2,(H,25,28)/t17-/m0/s1

Standard InChI Key:  LUXDNYIVTMMDTA-KRWDZBQOSA-N

Alternative Forms

1. Parent:

   

   ALA3099951

   5-[(2S)-3-(5-chlorospiro[3H-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-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: 444.92

Molecular Weight (Monoisotopic): 444.1452

AlogP: 2.88

#Rotatable Bonds: 5

Polar Surface Area: 80.26

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.75

CX Basic pKa: 8.28

CX LogP: 2.21

CX LogD: 1.28

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.74

Np Likeness Score: -0.57

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