2-[2-(4-Chloro-phenyl)-acetylamino]-pentanedioic acid 5-amide 1-{[2-(1H-indol-3-yl)-1-phenethylcarbamoyl-ethyl]-amide}

ID: ALA3144498

PubChem CID: 90663965

Max Phase: Preclinical

Molecular Formula: C32H34ClN5O4

Molecular Weight: 588.11

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)CC[C@H](NC(=O)Cc1ccc(Cl)cc1)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)NCCc1ccccc1

Standard InChI:  InChI=1S/C32H34ClN5O4/c33-24-12-10-22(11-13-24)18-30(40)37-27(14-15-29(34)39)32(42)38-28(19-23-20-36-26-9-5-4-8-25(23)26)31(41)35-17-16-21-6-2-1-3-7-21/h1-13,20,27-28,36H,14-19H2,(H2,34,39)(H,35,41)(H,37,40)(H,38,42)/t27-,28-/m0/s1

Standard InChI Key:  QXYSJPMGIVOYKS-NSOVKSMOSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3144498

   deamino-Phg(4-Cl)-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: 588.11

Molecular Weight (Monoisotopic): 587.2299

AlogP: 3.20

#Rotatable Bonds: 14

Polar Surface Area: 146.18

Molecular Species: NEUTRAL

HBA: 4

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.17

CX Basic pKa: ┄

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.15

Np Likeness Score: -0.48

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