2-{2-[2-(4-Chloro-phenyl)-acetylamino]-propionylamino}-3-(1H-indol-3-yl)-N-phenethyl-propionamide

ID: ALA3144489

PubChem CID: 90663956

Max Phase: Preclinical

Molecular Formula: C30H31ClN4O3

Molecular Weight: 531.06

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C30H31ClN4O3/c1-20(34-28(36)17-22-11-13-24(31)14-12-22)29(37)35-27(18-23-19-33-26-10-6-5-9-25(23)26)30(38)32-16-15-21-7-3-2-4-8-21/h2-14,19-20,27,33H,15-18H2,1H3,(H,32,38)(H,34,36)(H,35,37)/t20-,27-/m0/s1

Standard InChI Key:  OZOUGSZITCUGCW-DCFHFQCYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3144489

   deamino-Phg(4-Cl)-Ala-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: 531.06

Molecular Weight (Monoisotopic): 530.2085

AlogP: 3.95

#Rotatable Bonds: 11

Polar Surface Area: 103.09

Molecular Species: NEUTRAL

HBA: 3

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.22

CX Basic pKa: ┄

CX LogP: 4.33

CX LogD: 4.33

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.24

Np Likeness Score: -0.64

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