(R)-Nomega-(2-Aminoethyl)aminocarbonyl-Nalpha-diphenylacetyl-(4-hydroxybenzyl)argininamide Bis(hydrotrifluoroacetate)

ID: ALA3746864

Chembl Id: CHEMBL3746864

PubChem CID: 127042243

Max Phase: Preclinical

Molecular Formula: C34H39F6N7O8

Molecular Weight: 559.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCNC(=O)/N=C(/N)NCCC[C@@H](NC(=O)C(c1ccccc1)c1ccccc1)C(=O)NCc1ccc(O)cc1.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C30H37N7O4.2C2HF3O2/c31-17-19-34-30(41)37-29(32)33-18-7-12-25(27(39)35-20-21-13-15-24(38)16-14-21)36-28(40)26(22-8-3-1-4-9-22)23-10-5-2-6-11-23;2*3-2(4,5)1(6)7/h1-6,8-11,13-16,25-26,38H,7,12,17-20,31H2,(H,35,39)(H,36,40)(H4,32,33,34,37,41);2*(H,6,7)/t25-;;/m1../s1

Standard InChI Key:  YCHTXLUGNXQPOD-KHZPMNTOSA-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: 559.67

Molecular Weight (Monoisotopic): 559.2907

AlogP: 1.68

#Rotatable Bonds: 13

Polar Surface Area: 183.96

Molecular Species: BASE

HBA: 5

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.49

CX Basic pKa: 9.11

CX LogP: 0.85

CX LogD: -1.64

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.09

Np Likeness Score: -0.25

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