(R)-1-((5-(4-hydroxybenzylamino)-4-(2,2-diphenylacetamido)-5-oxopentylamino)(amino)methylene)-3-ethylurea

ID: ALA511460

Chembl Id: CHEMBL511460

PubChem CID: 10030299

Max Phase: Preclinical

Molecular Formula: C30H36N6O4

Molecular Weight: 544.66

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C30H36N6O4/c1-2-32-30(40)36-29(31)33-19-9-14-25(27(38)34-20-21-15-17-24(37)18-16-21)35-28(39)26(22-10-5-3-6-11-22)23-12-7-4-8-13-23/h3-8,10-13,15-18,25-26,37H,2,9,14,19-20H2,1H3,(H,34,38)(H,35,39)(H4,31,32,33,36,40)/t25-/m1/s1

Standard InChI Key:  SEADNQXXAGCERI-RUZDIDTESA-N

Alternative Forms

1. Parent:

   

   ALA511460

   (R)-1-((5-(4-hydroxybenzylamino)-4-(2,2-diphenylacetamido)-5-oxopentylamino)(amino)methylene)-3-ethylurea

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: 544.66

Molecular Weight (Monoisotopic): 544.2798

AlogP: 2.74

#Rotatable Bonds: 12

Polar Surface Area: 157.94

Molecular Species: BASE

HBA: 4

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.49

CX Basic pKa: 9.10

CX LogP: 2.12

CX LogD: 0.97

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.12

Np Likeness Score: -0.33

References

1. Keller M, Pop N, Hutzler C, Beck-Sickinger AG, Bernhardt G, Buschauer A..  (2008)  Guanidine-acylguanidine bioisosteric approach in the design of radioligands: synthesis of a tritium-labeled N(G)-propionylargininamide ([3H]-UR-MK114) as a highly potent and selective neuropeptide Y Y1 receptor antagonist.,  51  (24): [PMID:19053784] [10.1021/jm801018u]

2. 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