3-((S)-2-Methoxycarbonyl-2-{2-[(2-pyridin-3-yl-thiazole-4-carbonyl)-amino]-acryloylamino}-ethyl)-indole-1-carboxylic acid tert-butyl ester

ID: ALA372068

PubChem CID: 44400852

Max Phase: Preclinical

Molecular Formula: C29H29N5O6S

Molecular Weight: 575.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(NC(=O)c1csc(-c2cccnc2)n1)C(=O)N[C@@H](Cc1cn(C(=O)OC(C)(C)C)c2ccccc12)C(=O)OC

Standard InChI:  InChI=1S/C29H29N5O6S/c1-17(31-25(36)22-16-41-26(33-22)18-9-8-12-30-14-18)24(35)32-21(27(37)39-5)13-19-15-34(28(38)40-29(2,3)4)23-11-7-6-10-20(19)23/h6-12,14-16,21H,1,13H2,2-5H3,(H,31,36)(H,32,35)/t21-/m0/s1

Standard InChI Key:  DUISSQYTJKCTCB-NRFANRHFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA372068

   tert-butyl 3-[(2S)-3-methoxy-3-oxo-2-[2-[(2-pyridin-3-yl-1,3-thiazole-4-carbonyl)amino]prop-2-enoylamino]propyl]indole-1-carboxylate

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: 575.65

Molecular Weight (Monoisotopic): 575.1839

AlogP: 4.09

#Rotatable Bonds: 8

Polar Surface Area: 141.51

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.84

CX Basic pKa: 3.99

CX LogP: 3.26

CX LogD: 3.26

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.24

Np Likeness Score: -0.99

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