3-(1H-Indol-3-yl)-2-[2-(2-1H-indol-2-yl-acetylamino)-propionylamino]-N-phenethyl-propionamide

ID: ALA3144490

PubChem CID: 90663957

Max Phase: Preclinical

Molecular Formula: C32H33N5O3

Molecular Weight: 535.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)Cc1cc2ccccc2[nH]1)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)NCCc1ccccc1

Standard InChI:  InChI=1S/C32H33N5O3/c1-21(35-30(38)19-25-17-23-11-5-7-13-27(23)36-25)31(39)37-29(18-24-20-34-28-14-8-6-12-26(24)28)32(40)33-16-15-22-9-3-2-4-10-22/h2-14,17,20-21,29,34,36H,15-16,18-19H2,1H3,(H,33,40)(H,35,38)(H,37,39)/t21-,29-/m0/s1

Standard InChI Key:  ISILZFKHIMGFCX-LGGPFLRQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3144490

   (2S)-3-(1H-indol-3-yl)-2-[[(2S)-2-[[2-(1H-indol-2-yl)acetyl]amino]propanoyl]amino]-N-(2-phenylethyl)propanamide

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: 535.65

Molecular Weight (Monoisotopic): 535.2583

AlogP: 3.78

#Rotatable Bonds: 11

Polar Surface Area: 118.88

Molecular Species: NEUTRAL

HBA: 3

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.43

CX Basic pKa: ┄

CX LogP: 3.74

CX LogD: 3.74

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.18

Np Likeness Score: -0.53

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