(R)-dibenzyl 2-((S)-2-(2-(1H-indole-2-carboxamido)acetamido)propanamido)pentanedioate

ID: ALA3799595

Chembl Id: CHEMBL3799595

PubChem CID: 127047352

Max Phase: Preclinical

Molecular Formula: C33H34N4O7

Molecular Weight: 598.66

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)OCc1ccccc1)C(=O)OCc1ccccc1

Standard InChI:  InChI=1S/C33H34N4O7/c1-22(35-29(38)19-34-32(41)28-18-25-14-8-9-15-26(25)36-28)31(40)37-27(33(42)44-21-24-12-6-3-7-13-24)16-17-30(39)43-20-23-10-4-2-5-11-23/h2-15,18,22,27,36H,16-17,19-21H2,1H3,(H,34,41)(H,35,38)(H,37,40)/t22-,27+/m0/s1

Standard InChI Key:  HNFBDDTWKBWYQO-WXVAWEFUSA-N

Alternative Forms

1. Parent:

   

   ALA3799595

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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: 598.66

Molecular Weight (Monoisotopic): 598.2427

AlogP: 3.15

#Rotatable Bonds: 14

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: 11.89

CX Basic pKa:

CX LogP: 2.86

CX LogD: 2.86

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.16

Np Likeness Score: -0.52

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