(S)-3-(1H-Indol-3-yl)-2-{2-[(2-pyridin-3-yl-thiazole-4-carbonyl)-amino]-acryloylamino}-propionic acid methyl ester

ID: ALA194332

PubChem CID: 11271469

Max Phase: Preclinical

Molecular Formula: C24H21N5O4S

Molecular Weight: 475.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(NC(=O)c1csc(-c2cccnc2)n1)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)OC

Standard InChI:  InChI=1S/C24H21N5O4S/c1-14(27-22(31)20-13-34-23(29-20)15-6-5-9-25-11-15)21(30)28-19(24(32)33-2)10-16-12-26-18-8-4-3-7-17(16)18/h3-9,11-13,19,26H,1,10H2,2H3,(H,27,31)(H,28,30)/t19-/m0/s1

Standard InChI Key:  ZUOJZTSDBGWJQJ-IBGZPJMESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA194332

   methyl (2S)-3-(1H-indol-3-yl)-2-[2-[(2-pyridin-3-yl-1,3-thiazole-4-carbonyl)amino]prop-2-enoylamino]propanoate

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: 475.53

Molecular Weight (Monoisotopic): 475.1314

AlogP: 2.83

#Rotatable Bonds: 8

Polar Surface Area: 126.07

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.86

CX Basic pKa: 3.99

CX LogP: 2.27

CX LogD: 2.27

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.27

Np Likeness Score: -0.90

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