(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)benzoic Acid

ID: ALA4551210

Chembl Id: CHEMBL4551210

PubChem CID: 67143468

Max Phase: Preclinical

Molecular Formula: C33H33F4N5O4

Molecular Weight: 639.65

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C33H33F4N5O4/c1-21-29(40-15-13-39(14-16-40)18-22-7-5-10-24(17-22)31(44)45)30(43)42(20-28(38)23-8-3-2-4-9-23)32(46)41(21)19-25-26(33(35,36)37)11-6-12-27(25)34/h2-12,17,28H,13-16,18-20,38H2,1H3,(H,44,45)/t28-/m0/s1

Standard InChI Key:  RVUASRCHGWIFKR-NDEPHWFRSA-N

Alternative Forms

1. Parent:

   

   ALA4551210

   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]benzoic 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: 639.65

Molecular Weight (Monoisotopic): 639.2469

AlogP: 4.25

#Rotatable Bonds: 9

Polar Surface Area: 113.80

Molecular Species: ZWITTERION

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.57

CX Basic pKa: 8.52

CX LogP: 2.26

CX LogD: 2.21

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.26

Np Likeness Score: -1.13

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