N-((S)-1-((2S,4R)-4-hydroxy-2-((4-(4-methylthiazol-5-yl)benzyl)carbamothioyl)pyrrolidin-1-yl)-1-thioxopropan-2-yl)acetamide

ID: ALA4224723

Chembl Id: CHEMBL4224723

PubChem CID: 132990909

Max Phase: Preclinical

Molecular Formula: C21H26N4O2S3

Molecular Weight: 462.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](C)C(=S)N1C[C@H](O)C[C@H]1C(=S)NCc1ccc(-c2scnc2C)cc1

Standard InChI:  InChI=1S/C21H26N4O2S3/c1-12-19(30-11-23-12)16-6-4-15(5-7-16)9-22-20(28)18-8-17(27)10-25(18)21(29)13(2)24-14(3)26/h4-7,11,13,17-18,27H,8-10H2,1-3H3,(H,22,28)(H,24,26)/t13-,17+,18-/m0/s1

Standard InChI Key:  NPFDMJWSPHYAKU-VHSSKADRSA-N

Alternative Forms

1. Parent:

   

   ALA4224723

   ---

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: 462.67

Molecular Weight (Monoisotopic): 462.1218

AlogP: 2.82

#Rotatable Bonds: 6

Polar Surface Area: 77.49

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.91

CX Basic pKa: 2.65

CX LogP: 1.18

CX LogD: 1.18

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.57

Np Likeness Score: -0.79

References

1. Soares P, Lucas X, Ciulli A..  (2018)  Thioamide substitution to probe the hydroxyproline recognition of VHL ligands.,  26  (11): [PMID:29650462] [10.1016/j.bmc.2018.03.034]

Source

Source(1):

• Scientific Literature