1-(3-Carboxypropyl)-4-oxo-5-{(E)-2-[4-(4-phenoxybutoxy)phenyl]vinyl}-1,4-dihydro-3-quinolinecarboxylic acid

ID: ALA3403188

Chembl Id: CHEMBL3403188

PubChem CID: 118729614

Max Phase: Preclinical

Molecular Formula: C32H31NO7

Molecular Weight: 541.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCCn1cc(C(=O)O)c(=O)c2c(/C=C/c3ccc(OCCCCOc4ccccc4)cc3)cccc21

Standard InChI:  InChI=1S/C32H31NO7/c34-29(35)12-7-19-33-22-27(32(37)38)31(36)30-24(8-6-11-28(30)33)16-13-23-14-17-26(18-15-23)40-21-5-4-20-39-25-9-2-1-3-10-25/h1-3,6,8-11,13-18,22H,4-5,7,12,19-21H2,(H,34,35)(H,37,38)/b16-13+

Standard InChI Key:  FKMWHFNAFDBNRL-DTQAZKPQSA-N

Alternative Forms

1. Parent:

   

   ALA3403188

   ---

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: 541.60

Molecular Weight (Monoisotopic): 541.2101

AlogP: 5.97

#Rotatable Bonds: 14

Polar Surface Area: 115.06

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.92

CX Basic pKa: 0.60

CX LogP: 5.78

CX LogD: 1.12

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.15

Np Likeness Score: -0.34

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