(R)-3-((4-(3-(2-Amino-2-phenylethyl)-1-(2-fluoro-6-(trifluoromethyl)benzyl)-6-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)piperazin-1-yl)methyl)-N-ethylbenzamide

ID: ALA4565895

Chembl Id: CHEMBL4565895

PubChem CID: 67142820

Max Phase: Preclinical

Molecular Formula: C35H38F4N6O3

Molecular Weight: 666.72

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCNC(=O)c1cccc(CN2CCN(c3c(C)n(Cc4c(F)cccc4C(F)(F)F)c(=O)n(C[C@H](N)c4ccccc4)c3=O)CC2)c1

Standard InChI:  InChI=1S/C35H38F4N6O3/c1-3-41-32(46)26-12-7-9-24(19-26)20-42-15-17-43(18-16-42)31-23(2)44(21-27-28(35(37,38)39)13-8-14-29(27)36)34(48)45(33(31)47)22-30(40)25-10-5-4-6-11-25/h4-14,19,30H,3,15-18,20-22,40H2,1-2H3,(H,41,46)/t30-/m0/s1

Standard InChI Key:  XYEAMBBKHBNBBN-PMERELPUSA-N

Alternative Forms

1. Parent:

   

   ALA4565895

   3-[[4-[1-[(2R)-2-amino-2-phenylethyl]-3-[[2-fluoro-6-(trifluoromethyl)phenyl]methyl]-4-methyl-2,6-dioxopyrimidin-5-yl]piperazin-1-yl]methyl]-N-ethylbenzamide

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: 666.72

Molecular Weight (Monoisotopic): 666.2942

AlogP: 4.30

#Rotatable Bonds: 10

Polar Surface Area: 105.60

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 8.50

CX LogP: 4.46

CX LogD: 3.28

Aromatic Rings: 4

Heavy Atoms: 48

QED Weighted: 0.24

Np Likeness Score: -1.37

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