2-(4-Chloro-benzylamino)-N-[2-(1H-indol-3-yl)-1-phenethylcarbamoyl-ethyl]-propionamide

ID: ALA3144492

PubChem CID: 90663959

Max Phase: Preclinical

Molecular Formula: C29H31ClN4O2

Molecular Weight: 503.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](NCc1ccc(Cl)cc1)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)NCCc1ccccc1

Standard InChI:  InChI=1S/C29H31ClN4O2/c1-20(32-18-22-11-13-24(30)14-12-22)28(35)34-27(17-23-19-33-26-10-6-5-9-25(23)26)29(36)31-16-15-21-7-3-2-4-8-21/h2-14,19-20,27,32-33H,15-18H2,1H3,(H,31,36)(H,34,35)/t20-,27-/m0/s1

Standard InChI Key:  IIKQMMXJROTBPV-DCFHFQCYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3144492

   Bn(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: 503.05

Molecular Weight (Monoisotopic): 502.2136

AlogP: 4.39

#Rotatable Bonds: 11

Polar Surface Area: 86.02

Molecular Species: NEUTRAL

HBA: 3

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.54

CX Basic pKa: 7.61

CX LogP: 4.83

CX LogD: 4.41

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.25

Np Likeness Score: -0.67

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