(R)-ethyl 9-amino-4-(2,2-diphenylacetamido)-1-(4-hydroxyphenyl)-3,11-dioxo-2,8,10,12-tetraazapentadec-9-en-15-oate

ID: ALA3746870

Chembl Id: CHEMBL3746870

PubChem CID: 127041306

Max Phase: Preclinical

Molecular Formula: C33H40N6O6

Molecular Weight: 616.72

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C33H40N6O6/c1-2-45-28(41)19-21-36-33(44)39-32(34)35-20-9-14-27(30(42)37-22-23-15-17-26(40)18-16-23)38-31(43)29(24-10-5-3-6-11-24)25-12-7-4-8-13-25/h3-8,10-13,15-18,27,29,40H,2,9,14,19-22H2,1H3,(H,37,42)(H,38,43)(H4,34,35,36,39,44)/t27-/m1/s1

Standard InChI Key:  VXOSHKVRVDJROE-HHHXNRCGSA-N

Alternative Forms

1. Parent:

   

   ALA3746870

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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: 616.72

Molecular Weight (Monoisotopic): 616.3009

AlogP: 2.67

#Rotatable Bonds: 15

Polar Surface Area: 184.24

Molecular Species: BASE

HBA: 6

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.49

CX Basic pKa: 9.07

CX LogP: 2.00

CX LogD: 0.85

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.07

Np Likeness Score: -0.35

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