(R)-Nalpha-Diphenylacetyl-Nomega-(propionylaminoethyl)aminocarbonyl-(4-hydroxybenzyl)argininamide Hydrotrifluoroacetate

ID: ALA3746386

Chembl Id: CHEMBL3746386

PubChem CID: 127042244

Max Phase: Preclinical

Molecular Formula: C37H43F6N7O9

Molecular Weight: 615.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(=O)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/C33H41N7O5.2C2HF3O2/c1-2-28(42)35-20-21-37-33(45)40-32(34)36-19-9-14-27(30(43)38-22-23-15-17-26(41)18-16-23)39-31(44)29(24-10-5-3-6-11-24)25-12-7-4-8-13-25;2*3-2(4,5)1(6)7/h3-8,10-13,15-18,27,29,41H,2,9,14,19-22H2,1H3,(H,35,42)(H,38,43)(H,39,44)(H4,34,36,37,40,45);2*(H,6,7)/t27-;;/m1../s1

Standard InChI Key:  XIMBZVXBNYSXHR-KFSCGDPASA-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: 615.74

Molecular Weight (Monoisotopic): 615.3169

AlogP: 2.25

#Rotatable Bonds: 15

Polar Surface Area: 187.04

Molecular Species: BASE

HBA: 5

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.49

CX Basic pKa: 9.08

CX LogP: 1.50

CX LogD: 0.35

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.08

Np Likeness Score: -0.40

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