(R)-4-((2-(3-(2-Fluoro-6-(trifluoromethyl)benzyl)-4-methyl-2,6-dioxo-5-(4-((5-(trifluoromethyl)-furan-2-yl)methyl)piperazin-1-yl)-2,3-dihydropyrimidin-1(6H)-yl)-1-phenylethyl)amino)-butanoic Acid

ID: ALA4449332

Chembl Id: CHEMBL4449332

Cas Number: 1308378-95-1

PubChem CID: 87285768

Max Phase: Preclinical

Molecular Formula: C35H36F7N5O5

Molecular Weight: 739.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(N2CCN(Cc3ccc(C(F)(F)F)o3)CC2)c(=O)n(C[C@H](NCCCC(=O)O)c2ccccc2)c(=O)n1Cc1c(F)cccc1C(F)(F)F

Standard InChI:  InChI=1S/C35H36F7N5O5/c1-22-31(45-17-15-44(16-18-45)19-24-12-13-29(52-24)35(40,41)42)32(50)47(21-28(23-7-3-2-4-8-23)43-14-6-11-30(48)49)33(51)46(22)20-25-26(34(37,38)39)9-5-10-27(25)36/h2-5,7-10,12-13,28,43H,6,11,14-21H2,1H3,(H,48,49)/t28-/m0/s1

Standard InChI Key:  JLKXURLUTOXXPN-NDEPHWFRSA-N

Alternative Forms

1. Parent:

   

   ALA4449332

   4-[[(1R)-2-[3-[[2-fluoro-6-(trifluoromethyl)phenyl]methyl]-4-methyl-2,6-dioxo-5-[4-[[5-(trifluoromethyl)furan-2-yl]methyl]piperazin-1-yl]pyrimidin-1-yl]-1-phenylethyl]amino]butanoic acid

2. Alternative Forms:

   

   ALA4449332

   ---

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: 739.69

Molecular Weight (Monoisotopic): 739.2605

AlogP: 5.65

#Rotatable Bonds: 13

Polar Surface Area: 112.95

Molecular Species: ZWITTERION

HBA: 9

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.77

CX Basic pKa: 9.04

CX LogP: 2.83

CX LogD: 2.84

Aromatic Rings: 4

Heavy Atoms: 52

QED Weighted: 0.13

Np Likeness Score: -1.01

References

1. Kim SM, Lee M, Lee SY, Park E, Lee SM, Kim EJ, Han MY, Yoo T, Ann J, Yoon S, Lee J, Lee J..  (2016)  Discovery of an Orally Bioavailable Gonadotropin-Releasing Hormone Receptor Antagonist.,  59  (19): [PMID:27608177] [10.1021/acs.jmedchem.6b01071]

Source

Source(1):

• Scientific Literature