(S)-2-(4'-tert-butylbiphenyl-2-ylcarboxamido)-N-(2-(4-fluorobenzylamino)-2-oxo-1-phenylethyl)quinoline-6-carboxamide

ID: ALA2147297

Chembl Id: CHEMBL2147297

PubChem CID: 15603841

Max Phase: Preclinical

Molecular Formula: C42H37FN4O3

Molecular Weight: 664.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(-c2ccccc2C(=O)Nc2ccc3cc(C(=O)N[C@H](C(=O)NCc4ccc(F)cc4)c4ccccc4)ccc3n2)cc1

Standard InChI:  InChI=1S/C42H37FN4O3/c1-42(2,3)32-19-15-28(16-20-32)34-11-7-8-12-35(34)40(49)46-37-24-18-30-25-31(17-23-36(30)45-37)39(48)47-38(29-9-5-4-6-10-29)41(50)44-26-27-13-21-33(43)22-14-27/h4-25,38H,26H2,1-3H3,(H,44,50)(H,47,48)(H,45,46,49)/t38-/m0/s1

Standard InChI Key:  PKHKBSZSOWOOPU-LHEWISCISA-N

Alternative Forms

1. Parent:

   

   ALA2147297

   2-[[2-(4-tert-butylphenyl)benzoyl]amino]-N-[(1S)-2-[(4-fluorophenyl)methylamino]-2-oxo-1-phenylethyl]quinoline-6-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 664.78

Molecular Weight (Monoisotopic): 664.2850

AlogP: 8.38

#Rotatable Bonds: 9

Polar Surface Area: 100.19

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.66

CX Basic pKa: 1.68

CX LogP: 8.78

CX LogD: 8.78

Aromatic Rings: 6

Heavy Atoms: 50

QED Weighted: 0.14

Np Likeness Score: -1.31

References

1. Robinson RP, Bartlett JA, Bertinato P, Bessire AJ, Cosgrove J, Foley PM, Manion TB, Minich ML, Ramos B, Reese MR, Schmahai TJ, Swick AG, Tess DA, Vaz A, Wolford A..  (2011)  Discovery of microsomal triglyceride transfer protein (MTP) inhibitors with potential for decreased active metabolite load compared to dirlotapide.,  21  (14): [PMID:21684740] [10.1016/j.bmcl.2011.05.099]

Source

Source(1):

• Scientific Literature