2-(4-(2-(N-(4-chlorophenyl)picolinamido)ethyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yloxy)acetic acid

ID: ALA3792396

PubChem CID: 58602769

Max Phase: Preclinical

Molecular Formula: C24H22ClN3O5

Molecular Weight: 467.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)COc1cccc2c1OCCN2CCN(C(=O)c1ccccn1)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C24H22ClN3O5/c25-17-7-9-18(10-8-17)28(24(31)19-4-1-2-11-26-19)13-12-27-14-15-32-23-20(27)5-3-6-21(23)33-16-22(29)30/h1-11H,12-16H2,(H,29,30)

Standard InChI Key:  KHXKVQBYZFYFKN-UHFFFAOYSA-N

Molfile:  

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    0.0068    8.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3316    8.1016    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3792396

   2-[[4-[2-[4-chloro-N-(pyridine-2-carbonyl)anilino]ethyl]-2,3-dihydro-1,4-benzoxazin-8-yl]oxy]acetic acid

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: 467.91

Molecular Weight (Monoisotopic): 467.1248

AlogP: 3.74

#Rotatable Bonds: 8

Polar Surface Area: 92.20

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.60

CX Basic pKa: 0.72

CX LogP: 3.60

CX LogD: 0.26

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.54

Np Likeness Score: -1.61

References

1. Hayashi R, Sakagami H, Koiwa M, Ito H, Miyamoto M, Isogaya M..  (2016)  Piperidine derivatives as nonprostanoid IP receptor agonists.,  26  (9): [PMID:26996371] [10.1016/j.bmcl.2016.03.009]

Source

Source(1):

• Scientific Literature