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

ID: ALA3144502

PubChem CID: 90663969

Max Phase: Preclinical

Molecular Formula: C33H36ClN5O4

Molecular Weight: 602.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)CC[C@H](NC(=O)CCc1ccc(Cl)cc1)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)NCCc1ccccc1

Standard InChI:  InChI=1S/C33H36ClN5O4/c34-25-13-10-23(11-14-25)12-17-31(41)38-28(15-16-30(35)40)33(43)39-29(20-24-21-37-27-9-5-4-8-26(24)27)32(42)36-19-18-22-6-2-1-3-7-22/h1-11,13-14,21,28-29,37H,12,15-20H2,(H2,35,40)(H,36,42)(H,38,41)(H,39,43)/t28-,29-/m0/s1

Standard InChI Key:  SSTIHFNVSCKGDZ-VMPREFPWSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3144502

   deamino-Phe(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: 602.14

Molecular Weight (Monoisotopic): 601.2456

AlogP: 3.59

#Rotatable Bonds: 15

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: 12.34

CX Basic pKa: ┄

CX LogP: 3.61

CX LogD: 3.61

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.14

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