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

ID: ALA3401691

Chembl Id: CHEMBL3401691

PubChem CID: 23124664

Max Phase: Preclinical

Molecular Formula: C36H37N3O8S

Molecular Weight: 671.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCCN1CC(C(=O)NS(=O)(=O)c2ccccc2)Oc2c(NC(=O)c3ccc(OCCCCc4ccccc4)cc3)cccc21

Standard InChI:  InChI=1S/C36H37N3O8S/c40-33(41)18-10-23-39-25-32(36(43)38-48(44,45)29-14-5-2-6-15-29)47-34-30(16-9-17-31(34)39)37-35(42)27-19-21-28(22-20-27)46-24-8-7-13-26-11-3-1-4-12-26/h1-6,9,11-12,14-17,19-22,32H,7-8,10,13,18,23-25H2,(H,37,42)(H,38,43)(H,40,41)

Standard InChI Key:  LONMDBXVFTVIML-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3401691

   4-[2-(Benzenesulfonylcarbamoyl)-8-[[4-(4-phenylbutoxy)benzoyl]amino]-2,3-dihydro-1,4-benzoxazin-4-yl]butanoic 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: 671.77

Molecular Weight (Monoisotopic): 671.2301

AlogP: 5.28

#Rotatable Bonds: 15

Polar Surface Area: 151.34

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.54

CX Basic pKa: 1.18

CX LogP: 6.07

CX LogD: 1.88

Aromatic Rings: 4

Heavy Atoms: 48

QED Weighted: 0.14

Np Likeness Score: -0.76

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