2-(2-Amino-3-phenyl-propionylamino)-pentanedioic acid 5-amide 1-{[2-(1H-indol-3-yl)-1-phenethylcarbamoyl-ethyl]-amide}

ID: ALA3144497

PubChem CID: 90663964

Max Phase: Preclinical

Molecular Formula: C33H38N6O4

Molecular Weight: 582.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)CC[C@H](NC(=O)[C@H](N)Cc1ccccc1)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)NCCc1ccccc1

Standard InChI:  InChI=1S/C33H38N6O4/c34-26(19-23-11-5-2-6-12-23)31(41)38-28(15-16-30(35)40)33(43)39-29(20-24-21-37-27-14-8-7-13-25(24)27)32(42)36-18-17-22-9-3-1-4-10-22/h1-14,21,26,28-29,37H,15-20,34H2,(H2,35,40)(H,36,42)(H,38,41)(H,39,43)/t26-,28+,29+/m1/s1

Standard InChI Key:  FLGOZEKGMQXOOG-FGUUHEIUSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3144497

   H-D-Phe-Gln-Trp-NHEtPh

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: 582.71

Molecular Weight (Monoisotopic): 582.2955

AlogP: 1.87

#Rotatable Bonds: 15

Polar Surface Area: 172.20

Molecular Species: NEUTRAL

HBA: 5

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.27

CX Basic pKa: 7.71

CX LogP: 2.03

CX LogD: 1.55

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.13

Np Likeness Score: -0.08

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