4-(8-{[4-(4-Phenylbutoxy)benzoyl]amino}-2,3-dihydro-4H-1,4-benzoxazin-4-yl)butanoic acid

ID: ALA3401692

Chembl Id: CHEMBL3401692

PubChem CID: 118728613

Max Phase: Preclinical

Molecular Formula: C29H32N2O5

Molecular Weight: 488.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCCN1CCOc2c(NC(=O)c3ccc(OCCCCc4ccccc4)cc3)cccc21

Standard InChI:  InChI=1S/C29H32N2O5/c32-27(33)13-7-18-31-19-21-36-28-25(11-6-12-26(28)31)30-29(34)23-14-16-24(17-15-23)35-20-5-4-10-22-8-2-1-3-9-22/h1-3,6,8-9,11-12,14-17H,4-5,7,10,13,18-21H2,(H,30,34)(H,32,33)

Standard InChI Key:  ARUCJFURQFDXML-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3401692

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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: 488.58

Molecular Weight (Monoisotopic): 488.2311

AlogP: 5.40

#Rotatable Bonds: 12

Polar Surface Area: 88.10

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.23

CX Basic pKa: 1.80

CX LogP: 5.59

CX LogD: 2.57

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.33

Np Likeness Score: -0.89

References

1. Itadani S, Takahashi S, Ima M, Sekiguchi T, Aratani Y, Egashira H, Matsumura N, Inoue A, Yonetomi Y, Fujita M, Nakayama Y, Takeuchi J..  (2015)  Discovery of a potent, orally available dual CysLT₁ and CysLT₂ antagonist with dicarboxylic acid.,  23  (9): [PMID:25800431] [10.1016/j.bmc.2015.03.011]

Source

Source(1):

• Scientific Literature