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

ID: ALA372445

PubChem CID: 44400854

Max Phase: Preclinical

Molecular Formula: C26H28N4O6

Molecular Weight: 492.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(NC(=O)c1ccccn1)C(=O)N[C@@H](Cc1cn(C(=O)OC(C)(C)C)c2ccccc12)C(=O)OC

Standard InChI:  InChI=1S/C26H28N4O6/c1-16(28-23(32)19-11-8-9-13-27-19)22(31)29-20(24(33)35-5)14-17-15-30(25(34)36-26(2,3)4)21-12-7-6-10-18(17)21/h6-13,15,20H,1,14H2,2-5H3,(H,28,32)(H,29,31)/t20-/m0/s1

Standard InChI Key:  PWXSPADUYCYSHO-FQEVSTJZSA-N

Molfile:  

     RDKit          2D

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  7  3  1  0
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 35 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA372445

   picolinoyl-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: 492.53

Molecular Weight (Monoisotopic): 492.2009

AlogP: 2.96

#Rotatable Bonds: 7

Polar Surface Area: 128.62

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.56

CX Basic pKa: 1.97

CX LogP: 2.58

CX LogD: 2.58

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.38

Np Likeness Score: -0.67

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