4-(3-Carboxypropyl)-8-{2-[4-(4-phenylbutoxy)phenyl]ethyl}-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylic acid

ID: ALA3401688

Chembl Id: CHEMBL3401688

PubChem CID: 23124707

Max Phase: Preclinical

Molecular Formula: C31H35NO6

Molecular Weight: 517.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCCN1CC(C(=O)O)Oc2c(CCc3ccc(OCCCCc4ccccc4)cc3)cccc21

Standard InChI:  InChI=1S/C31H35NO6/c33-29(34)13-7-20-32-22-28(31(35)36)38-30-25(11-6-12-27(30)32)17-14-24-15-18-26(19-16-24)37-21-5-4-10-23-8-2-1-3-9-23/h1-3,6,8-9,11-12,15-16,18-19,28H,4-5,7,10,13-14,17,20-22H2,(H,33,34)(H,35,36)

Standard InChI Key:  VPFOHIYIIWYFQD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3401688

   4-(3-Carboxypropyl)-8-[2-[4-(4-phenylbutoxy)phenyl]ethyl]-2,3-dihydro-1,4-benzoxazine-2-carboxylic 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: 517.62

Molecular Weight (Monoisotopic): 517.2464

AlogP: 5.39

#Rotatable Bonds: 14

Polar Surface Area: 96.30

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.59

CX Basic pKa: 1.66

CX LogP: 6.73

CX LogD: 0.41

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.28

Np Likeness Score: -0.09

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