US8975409, Example 9

ID: ALA3703203

Chembl Id: CHEMBL3703203

PubChem CID: 71547556

Max Phase: Preclinical

Molecular Formula: C32H37FN2O6

Molecular Weight: 564.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CC1(O)CCN(C(=O)Nc2cc(Oc3ccc(F)cc3)cc(Oc3ccc(C(C)(C)C(=O)O)cc3)c2)CC1

Standard InChI:  InChI=1S/C32H37FN2O6/c1-21(2)20-32(39)13-15-35(16-14-32)30(38)34-24-17-27(19-28(18-24)41-26-11-7-23(33)8-12-26)40-25-9-5-22(6-10-25)31(3,4)29(36)37/h5-12,17-19,21,39H,13-16,20H2,1-4H3,(H,34,38)(H,36,37)

Standard InChI Key:  MBTKFRQXHPGCLC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3703203

   2-{4-[3-(4-Fluorophenoxy)-5-{[(4-hydroxy-4-isobutyl-1-piperidinyl)carbonyl]amino}phenoxy]phenyl}-2-methylpropanoic 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: 564.65

Molecular Weight (Monoisotopic): 564.2636

AlogP: 7.18

#Rotatable Bonds: 9

Polar Surface Area: 108.33

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.59

CX Basic pKa: ┄

CX LogP: 6.06

CX LogD: 2.71

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.25

Np Likeness Score: -0.82

References

1.  (2015)  Phenyl derivative, 

2. Kusumi K, Shinozaki K, Yamaura Y, Hashimoto A, Kurata H, Naganawa A, Otsuki K, Matsushita T, Sekiguchi T, Kakuuchi A, Yamamoto H, Seko T..  (2016)  Discovery of novel S1P2 antagonists, part 3: Improving the oral bioavailability of a series of 1,3-bis(aryloxy)benzene derivatives.,  26  (4): [PMID:26794040] [10.1016/j.bmcl.2016.01.031]

Source

Source(2):

• Scientific Literature
• BindingDB Database