(S)-1-(2-aminobenzo[d]thiazol-4-yloxy)-3-(5-chloro-3H-spiro[benzofuran-2,4'-piperidine]-1'-yl)propan-2-ol

ID: ALA3099956

Chembl Id: CHEMBL3099956

PubChem CID: 72947880

Max Phase: Preclinical

Molecular Formula: C22H24ClN3O3S

Molecular Weight: 445.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc2c(OC[C@@H](O)CN3CCC4(CC3)Cc3cc(Cl)ccc3O4)cccc2s1

Standard InChI:  InChI=1S/C22H24ClN3O3S/c23-15-4-5-17-14(10-15)11-22(29-17)6-8-26(9-7-22)12-16(27)13-28-18-2-1-3-19-20(18)25-21(24)30-19/h1-5,10,16,27H,6-9,11-13H2,(H2,24,25)/t16-/m0/s1

Standard InChI Key:  WZHDJJWUENEWGM-INIZCTEOSA-N

Alternative Forms

1. Parent:

   

   ALA3099956

   (2S)-1-[(2-amino-1,3-benzothiazol-4-yl)oxy]-3-(5-chlorospiro[3H-1-benzofuran-2,4'-piperidine]-1'-yl)propan-2-ol

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: 445.97

Molecular Weight (Monoisotopic): 445.1227

AlogP: 3.74

#Rotatable Bonds: 5

Polar Surface Area: 80.84

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.39

CX LogP: 3.42

CX LogD: 2.39

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -1.13

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