Diethyl (5-bromo-1H-indole-2-carbonyl)glycyl-L-alanyl-D-glutamate

ID: ALA3798671

Chembl Id: CHEMBL3798671

PubChem CID: 127045939

Max Phase: Preclinical

Molecular Formula: C23H29BrN4O7

Molecular Weight: 553.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)CC[C@@H](NC(=O)[C@H](C)NC(=O)CNC(=O)c1cc2cc(Br)ccc2[nH]1)C(=O)OCC

Standard InChI:  InChI=1S/C23H29BrN4O7/c1-4-34-20(30)9-8-17(23(33)35-5-2)28-21(31)13(3)26-19(29)12-25-22(32)18-11-14-10-15(24)6-7-16(14)27-18/h6-7,10-11,13,17,27H,4-5,8-9,12H2,1-3H3,(H,25,32)(H,26,29)(H,28,31)/t13-,17+/m0/s1

Standard InChI Key:  QUZSPMZXOPMANT-SUMWQHHRSA-N

Alternative Forms

1. Parent:

   

   ALA3798671

   ---

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: 553.41

Molecular Weight (Monoisotopic): 552.1220

AlogP: 1.56

#Rotatable Bonds: 12

Polar Surface Area: 155.69

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.81

CX Basic pKa:

CX LogP: 0.89

CX LogD: 0.89

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.29

Np Likeness Score: -0.79

References

1. Gobec M, Mlinarič-Raščan I, Dolenc MS, Jakopin Ž..  (2016)  Structural requirements of acylated Gly-l-Ala-d-Glu analogs for activation of the innate immune receptor NOD2.,  116  [PMID:27039337] [10.1016/j.ejmech.2016.03.030]

Source

Source(1):

• Scientific Literature