3-(3-Carboxypropoxy)-8-{(E)-2-[4-(4-phenoxybutoxy)phenyl]vinyl}-2-quinoxalinecarboxylic acid

ID: ALA3403189

Chembl Id: CHEMBL3403189

PubChem CID: 118729615

Max Phase: Preclinical

Molecular Formula: C31H30N2O7

Molecular Weight: 542.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCCOc1nc2cccc(/C=C/c3ccc(OCCCCOc4ccccc4)cc3)c2nc1C(=O)O

Standard InChI:  InChI=1S/C31H30N2O7/c34-27(35)12-7-21-40-30-29(31(36)37)33-28-23(8-6-11-26(28)32-30)16-13-22-14-17-25(18-15-22)39-20-5-4-19-38-24-9-2-1-3-10-24/h1-3,6,8-11,13-18H,4-5,7,12,19-21H2,(H,34,35)(H,36,37)/b16-13+

Standard InChI Key:  WNCBAUIHJHOYFZ-DTQAZKPQSA-N

Alternative Forms

1. Parent:

   

   ALA3403189

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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: 542.59

Molecular Weight (Monoisotopic): 542.2053

AlogP: 5.98

#Rotatable Bonds: 15

Polar Surface Area: 128.07

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.29

CX Basic pKa: 0.64

CX LogP: 6.19

CX LogD: -0.38

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.14

Np Likeness Score: -0.31

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