3-(2-fluoro-4-(4-(spiro[indene-1,4'-piperidine]-1'-ylmethyl)benzyloxy)phenyl)propanoic acid

ID: ALA4783190

Chembl Id: CHEMBL4783190

PubChem CID: 58230552

Max Phase: Preclinical

Molecular Formula: C30H30FNO3

Molecular Weight: 471.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)CCc1ccc(OCc2ccc(CN3CCC4(C=Cc5ccccc54)CC3)cc2)cc1F

Standard InChI:  InChI=1S/C30H30FNO3/c31-28-19-26(11-9-25(28)10-12-29(33)34)35-21-23-7-5-22(6-8-23)20-32-17-15-30(16-18-32)14-13-24-3-1-2-4-27(24)30/h1-9,11,13-14,19H,10,12,15-18,20-21H2,(H,33,34)

Standard InChI Key:  ZINQKEIMTDJCFG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4783190

   3-[2-Fluoro-4-[[4-(spiro[indene-1,4'-piperidine]-1'-ylmethyl)phenyl]methoxy]phenyl]propanoic acid

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: 471.57

Molecular Weight (Monoisotopic): 471.2210

AlogP: 5.98

#Rotatable Bonds: 8

Polar Surface Area: 49.77

Molecular Species: ZWITTERION

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.48

CX Basic pKa: 9.27

CX LogP: 3.32

CX LogD: 3.31

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.44

Np Likeness Score: -0.46

References

1. Hamdouchi C,Kahl SD,Patel Lewis A,Cardona GR,Zink RW,Chen K,Eessalu TE,Ficorilli JV,Marcelo MC,Otto KA,Wilbur KL,Lineswala JP,Piper JL,Coffey DS,Sweetana SA,Haas JV,Brooks DA,Pratt EJ,Belin RM,Deeg MA,Ma X,Cannady EA,Johnson JT,Yumibe NP,Chen Q,Maiti P,Montrose-Rafizadeh C,Chen Y,Reifel Miller A.  (2016)  The Discovery, Preclinical, and Early Clinical Development of Potent and Selective GPR40 Agonists for the Treatment of Type 2 Diabetes Mellitus (LY2881835, LY2922083, and LY2922470).,  59  (24.0): [PMID:27749056] [10.1021/acs.jmedchem.6b00892]

Source

Source(1):

• Scientific Literature