(2R)-2-{[(2S)-2-({2-[(1H-indol-2-ylcarbonyl)amino]acetyl}amino)propanoyl]amino}pentanedioic acid

ID: ALA1823524

Chembl Id: CHEMBL1823524

PubChem CID: 54768649

Max Phase: Preclinical

Molecular Formula: C19H22N4O7

Molecular Weight: 418.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)CNC(=O)c1cc2ccccc2[nH]1)C(=O)N[C@H](CCC(=O)O)C(=O)O

Standard InChI:  InChI=1S/C19H22N4O7/c1-10(17(27)23-13(19(29)30)6-7-16(25)26)21-15(24)9-20-18(28)14-8-11-4-2-3-5-12(11)22-14/h2-5,8,10,13,22H,6-7,9H2,1H3,(H,20,28)(H,21,24)(H,23,27)(H,25,26)(H,29,30)/t10-,13+/m0/s1

Standard InChI Key:  PKKHJNXBYOKDRF-GXFFZTMASA-N

Alternative Forms

1. Parent:

   

   ALA1823524

   (2R)-2-[[(2S)-2-[[2-(1H-indole-2-carbonylamino)acetyl]amino]propanoyl]amino]pentanedioic acid

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: 418.41

Molecular Weight (Monoisotopic): 418.1488

AlogP: -0.16

#Rotatable Bonds: 10

Polar Surface Area: 177.69

Molecular Species: ACID

HBA: 5

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.42

CX Basic pKa:

CX LogP: -0.88

CX LogD: -7.37

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.31

Np Likeness Score: -0.48

References

1. Jakopin Ž, Corsini E, Gobec M, Mlinarič-Raščan I, Dolenc MS..  (2011)  Design, synthesis and biological evaluation of novel desmuramyldipeptide analogs.,  46  (9): [PMID:21669478] [10.1016/j.ejmech.2011.05.042]

2. 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