3-((S)-2-Methoxycarbonyl-2-{2-[(pyrazine-2-carbonyl)-amino]-acryloylamino}-ethyl)-indole-1-carboxylic acid tert-butyl ester

ID: ALA195125

PubChem CID: 44400754

Max Phase: Preclinical

Molecular Formula: C25H27N5O6

Molecular Weight: 493.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(NC(=O)c1cnccn1)C(=O)N[C@@H](Cc1cn(C(=O)OC(C)(C)C)c2ccccc12)C(=O)OC

Standard InChI:  InChI=1S/C25H27N5O6/c1-15(28-22(32)19-13-26-10-11-27-19)21(31)29-18(23(33)35-5)12-16-14-30(24(34)36-25(2,3)4)20-9-7-6-8-17(16)20/h6-11,13-14,18H,1,12H2,2-5H3,(H,28,32)(H,29,31)/t18-/m0/s1

Standard InChI Key:  QUJPJYZIESOLBY-SFHVURJKSA-N

Molfile:  

     RDKit          2D

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 30 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA195125

   pyrazinoyl-Dha-Trp(Boc)-OMe

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: 493.52

Molecular Weight (Monoisotopic): 493.1961

AlogP: 2.36

#Rotatable Bonds: 7

Polar Surface Area: 141.51

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.92

CX Basic pKa: ┄

CX LogP: 1.36

CX LogD: 1.36

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.38

Np Likeness Score: -0.75

References

1. Ayida BK, Simonsen KB, Vourloumis D, Hermann T..  (2005)  Synthesis of dehydroalanine fragments as thiostrepton side chain mimetics.,  15  (10): [PMID:15863296] [10.1016/j.bmcl.2005.03.084]

Source

Source(1):

• Scientific Literature