3-((R)-2-Amino-2-phenylethyl)-1-(2-fluoro-6-(trifluoromethyl)-benzyl)-6-methyl-5-(4-(3-(methylsulfinyl)benzyl)piperazin-1-yl)-pyrimidine-2,4(1H,3H)-dione

ID: ALA4567854

Chembl Id: CHEMBL4567854

PubChem CID: 67144162

Max Phase: Preclinical

Molecular Formula: C33H35F4N5O3S

Molecular Weight: 657.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(N2CCN(Cc3cccc([S+](C)[O-])c3)CC2)c(=O)n(C[C@H](N)c2ccccc2)c(=O)n1Cc1c(F)cccc1C(F)(F)F

Standard InChI:  InChI=1S/C33H35F4N5O3S/c1-22-30(40-16-14-39(15-17-40)19-23-8-6-11-25(18-23)46(2)45)31(43)42(21-29(38)24-9-4-3-5-10-24)32(44)41(22)20-26-27(33(35,36)37)12-7-13-28(26)34/h3-13,18,29H,14-17,19-21,38H2,1-2H3/t29-,46?/m0/s1

Standard InChI Key:  CTGVJMLHRQUCOV-HOIHQYMQSA-N

Alternative Forms

1. Parent:

   

   ALA4567854

   3-[(2R)-2-amino-2-phenylethyl]-1-[[2-fluoro-6-(trifluoromethyl)phenyl]methyl]-6-methyl-5-[4-[(3-methylsulfinylphenyl)methyl]piperazin-1-yl]pyrimidine-2,4-dione

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: 657.73

Molecular Weight (Monoisotopic): 657.2397

AlogP: 4.28

#Rotatable Bonds: 9

Polar Surface Area: 99.56

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 8.50

CX LogP: 3.76

CX LogD: 2.63

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.21

Np Likeness Score: -1.08

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