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

ID: ALA3403184

Chembl Id: CHEMBL3403184

PubChem CID: 118729613

Max Phase: Preclinical

Molecular Formula: C30H34N2O6

Molecular Weight: 518.61

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C30H34N2O6/c33-21-25-20-32(18-7-13-28(34)35)27-12-6-11-26(29(27)38-25)31-30(36)23-14-16-24(17-15-23)37-19-5-4-10-22-8-2-1-3-9-22/h1-3,6,8-9,11-12,14-17,25,33H,4-5,7,10,13,18-21H2,(H,31,36)(H,34,35)

Standard InChI Key:  NQJREPQHJNEAAW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3403184

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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: 518.61

Molecular Weight (Monoisotopic): 518.2417

AlogP: 4.77

#Rotatable Bonds: 13

Polar Surface Area: 108.33

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.18

CX Basic pKa: 1.68

CX LogP: 4.96

CX LogD: 1.91

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.28

Np Likeness Score: -0.49

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