N-((S)-3-(1-benzyl-2,5-diiodo-1H-imidazol-4-yl)-1-((S)-2-carbamoylpyrrolidin-1-yl)-1-oxopropan-2-yl)pyrazine-2-carboxamide

ID: ALA3600445

Chembl Id: CHEMBL3600445

PubChem CID: 122184245

Max Phase: Preclinical

Molecular Formula: C23H23I2N7O3

Molecular Weight: 699.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1nc(I)n(Cc2ccccc2)c1I)NC(=O)c1cnccn1

Standard InChI:  InChI=1S/C23H23I2N7O3/c24-19-15(30-23(25)32(19)13-14-5-2-1-3-6-14)11-16(29-21(34)17-12-27-8-9-28-17)22(35)31-10-4-7-18(31)20(26)33/h1-3,5-6,8-9,12,16,18H,4,7,10-11,13H2,(H2,26,33)(H,29,34)/t16-,18-/m0/s1

Standard InChI Key:  CCRWOBIVNBYGCX-WMZOPIPTSA-N

Alternative Forms

1. Parent:

   

   ALA3600445

   ---

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: 699.29

Molecular Weight (Monoisotopic): 698.9952

AlogP: 1.75

#Rotatable Bonds: 8

Polar Surface Area: 136.10

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.52

CX Basic pKa: 2.96

CX LogP: 1.69

CX LogD: 1.69

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.34

Np Likeness Score: -0.99

References

1. Meena CL, Thakur A, Nandekar PP, Sangamwar AT, Sharma SS, Jain R..  (2015)  Synthesis of CNS active thyrotropin-releasing hormone (TRH)-like peptides: Biological evaluation and effect on cognitive impairment induced by cerebral ischemia in mice.,  23  (17): [PMID:26216015] [10.1016/j.bmc.2015.07.022]

Source

Source(1):

• Scientific Literature