(R)-N-((S)-1-amino-3-(2-bromophenyl)-1-oxopropan-2-yl)-2-(3,3-diphenylacrylamido)-5-guanidinopentanamide

ID: ALA5093771

PubChem CID: 166634132

Max Phase: Preclinical

Molecular Formula: C30H33BrN6O3

Molecular Weight: 605.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@@H](NC(=O)C=C(c1ccccc1)c1ccccc1)C(=O)N[C@@H](Cc1ccccc1Br)C(N)=O

Standard InChI:  InChI=1S/C30H33BrN6O3/c31-24-15-8-7-14-22(24)18-26(28(32)39)37-29(40)25(16-9-17-35-30(33)34)36-27(38)19-23(20-10-3-1-4-11-20)21-12-5-2-6-13-21/h1-8,10-15,19,25-26H,9,16-18H2,(H2,32,39)(H,36,38)(H,37,40)(H4,33,34,35)/t25-,26+/m1/s1

Standard InChI Key:  NOTBTEPSIBEBDX-FTJBHMTQSA-N

Molfile:  

 
     RDKit          2D

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   20.1518  -17.8847    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
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 35 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5093771

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 605.54

Molecular Weight (Monoisotopic): 604.1798

AlogP: 2.84

#Rotatable Bonds: 13

Polar Surface Area: 163.19

Molecular Species: BASE

HBA: 4

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.19

CX Basic pKa: 11.76

CX LogP: 2.86

CX LogD: 0.79

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.08

Np Likeness Score: -0.09

References

1. Quillet R, Schneider S, Utard V, Drieu la Rochelle A, Elhabazi K, Henningsen JB, Gizzi P, Schmitt M, Kugler V, Simonneaux V, Ilien B, Simonin F, Bihel F..  (2021)  Identification of an N-acylated-^DArg-Leu-NH₂ Dipeptide as a Highly Selective Neuropeptide FF1 Receptor Antagonist That Potently Prevents Opioid-Induced Hyperalgesia.,  64  (11.0): [PMID:34008968] [10.1021/acs.jmedchem.1c00256]

Source

Source(1):

• Scientific Literature