2-(2-1H-Indol-2-yl-acetylamino)-pentanedioic acid 5-amide 1-{[2-(1H-indol-3-yl)-1-phenethylcarbamoyl-ethyl]-amide}

ID: ALA3144499

PubChem CID: 90663966

Max Phase: Preclinical

Molecular Formula: C34H36N6O4

Molecular Weight: 592.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)CC[C@H](NC(=O)Cc1cc2ccccc2[nH]1)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)NCCc1ccccc1

Standard InChI:  InChI=1S/C34H36N6O4/c35-31(41)15-14-29(39-32(42)20-25-18-23-10-4-6-12-27(23)38-25)34(44)40-30(19-24-21-37-28-13-7-5-11-26(24)28)33(43)36-17-16-22-8-2-1-3-9-22/h1-13,18,21,29-30,37-38H,14-17,19-20H2,(H2,35,41)(H,36,43)(H,39,42)(H,40,44)/t29-,30-/m0/s1

Standard InChI Key:  JRPZUJBBTQFMSA-KYJUHHDHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3144499

   (2S)-2-[[2-(1H-indol-2-yl)acetyl]amino]-N-[(2S)-3-(1H-indol-3-yl)-1-oxo-1-(2-phenylethylamino)propan-2-yl]pentanediamide

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: 592.70

Molecular Weight (Monoisotopic): 592.2798

AlogP: 3.03

#Rotatable Bonds: 14

Polar Surface Area: 161.97

Molecular Species: NEUTRAL

HBA: 4

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.34

CX Basic pKa: ┄

CX LogP: 2.58

CX LogD: 2.58

Aromatic Rings: 5

Heavy Atoms: 44

QED Weighted: 0.12

Np Likeness Score: -0.39

References

1. Weber D, Berger C, Eickelmann P, Antel J, Kessler H..  (2003)  Design of selective peptidomimetic agonists for the human orphan receptor BRS-3.,  46  (10): [PMID:12723954] [10.1021/jm0210921]

Source

Source(1):

• Scientific Literature