(R)-Nalpha-Diphenylacetyl-Nomega-[(1-methyltriazol-4-yl)methyl]-aminocarbonyl-(4-hydroxybenzyl)argininamide Hydrotrifluoroacetate

ID: ALA3746851

Chembl Id: CHEMBL3746851

PubChem CID: 127041908

Max Phase: Preclinical

Molecular Formula: C34H38F3N9O6

Molecular Weight: 611.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cc(CNC(=O)/N=C(/N)NCCC[C@@H](NC(=O)C(c2ccccc2)c2ccccc2)C(=O)NCc2ccc(O)cc2)nn1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C32H37N9O4.C2HF3O2/c1-41-21-25(39-40-41)20-36-32(45)38-31(33)34-18-8-13-27(29(43)35-19-22-14-16-26(42)17-15-22)37-30(44)28(23-9-4-2-5-10-23)24-11-6-3-7-12-24;3-2(4,5)1(6)7/h2-7,9-12,14-17,21,27-28,42H,8,13,18-20H2,1H3,(H,35,43)(H,37,44)(H4,33,34,36,38,45);(H,6,7)/t27-;/m1./s1

Standard InChI Key:  SSJHOWOSZWKADG-HZPIKELBSA-N

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: 611.71

Molecular Weight (Monoisotopic): 611.2969

AlogP: 2.05

#Rotatable Bonds: 13

Polar Surface Area: 188.65

Molecular Species: BASE

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.49

CX Basic pKa: 13.32

CX LogP: 1.64

CX LogD: 0.50

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.08

Np Likeness Score: -0.67

References

1. Keller M, Weiss S, Hutzler C, Kuhn KK, Mollereau C, Dukorn S, Schindler L, Bernhardt G, König B, Buschauer A..  (2015)  N(ω)-Carbamoylation of the Argininamide Moiety: An Avenue to Insurmountable NPY Y1 Receptor Antagonists and a Radiolabeled Selective High-Affinity Molecular Tool ([(3)H]UR-MK299) with Extended Residence Time.,  58  (22): [PMID:26466164] [10.1021/acs.jmedchem.5b00925]

Source

Source(1):

• Scientific Literature