(+)-5-({[6-Bromo-3-methyl-2-(piperidin-1-yl)quinolin-4-yl]carbonyl}amino)-4-(2-chloro-3,6-difluorophenyl)pentanoic acid

ID: ALA4749822

Chembl Id: CHEMBL4749822

PubChem CID: 135357370

Max Phase: Preclinical

Molecular Formula: C27H27BrClF2N3O3

Molecular Weight: 594.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(N2CCCCC2)nc2ccc(Br)cc2c1C(=O)NCC(CCC(=O)O)c1c(F)ccc(F)c1Cl

Standard InChI:  InChI=1S/C27H27BrClF2N3O3/c1-15-23(18-13-17(28)6-9-21(18)33-26(15)34-11-3-2-4-12-34)27(37)32-14-16(5-10-22(35)36)24-19(30)7-8-20(31)25(24)29/h6-9,13,16H,2-5,10-12,14H2,1H3,(H,32,37)(H,35,36)

Standard InChI Key:  VDHJPBNFGKNQMK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4749822

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 594.88

Molecular Weight (Monoisotopic): 593.0892

AlogP: 6.61

#Rotatable Bonds: 8

Polar Surface Area: 82.53

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.01

CX Basic pKa: 3.38

CX LogP: 6.33

CX LogD: 3.62

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.29

Np Likeness Score: -0.88

References

1. Beck H,Thaler T,Meibom D,Meininghaus M,Jörißen H,Dietz L,Terjung C,Bairlein M,von Bühler CJ,Anlauf S,Fürstner C,Stellfeld T,Schneider D,Gericke KM,Buyck T,Lovis K,Münster U,Anlahr J,Kersten E,Levilain G,Marossek V,Kast R.  (2020)  Potent and Selective Human Prostaglandin F (FP) Receptor Antagonist (BAY-6672) for the Treatment of Idiopathic Pulmonary Fibrosis (IPF).,  63  (20.0): [PMID:32969660] [10.1021/acs.jmedchem.0c00834]

2. Beck H,Thaler T,Meibom D,Meininghaus M,Jörißen H,Dietz L,Terjung C,Bairlein M,von Bühler CJ,Anlauf S,Fürstner C,Stellfeld T,Schneider D,Gericke KM,Buyck T,Lovis K,Münster U,Anlahr J,Kersten E,Levilain G,Marossek V,Kast R.  (2020)  Potent and Selective Human Prostaglandin F (FP) Receptor Antagonist (BAY-6672) for the Treatment of Idiopathic Pulmonary Fibrosis (IPF).,  63  (20.0): [PMID:32969660] [10.1021/acs.jmedchem.0c00834]

Source

Source(1):

• Scientific Literature