(S)-N1-((2S,3S)-4-((R)-4-(tert-butylcarbamoyl)thiazolidin-3-yl)-3-hydroxy-4-oxo-1-phenylbutan-2-yl)-2-(2-(naphthalen-1-yloxy)acetamido)succinamide

ID: ALA5271231

Max Phase: Preclinical

Molecular Formula: C34H41N5O7S

Molecular Weight: 663.80

Names and Identifiers

Canonical SMILES:  CC(C)(C)NC(=O)[C@@H]1CSCN1C(=O)[C@@H](O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(N)=O)NC(=O)COc1cccc2ccccc12

Standard InChI:  InChI=1S/C34H41N5O7S/c1-34(2,3)38-32(44)26-19-47-20-39(26)33(45)30(42)24(16-21-10-5-4-6-11-21)37-31(43)25(17-28(35)40)36-29(41)18-46-27-15-9-13-22-12-7-8-14-23(22)27/h4-15,24-26,30,42H,16-20H2,1-3H3,(H2,35,40)(H,36,41)(H,37,43)(H,38,44)/t24-,25-,26-,30-/m0/s1

Standard InChI Key:  ORRZZPYNUKXKAG-OKUYAMHMSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5271231

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 663.80

Molecular Weight (Monoisotopic): 663.2727

AlogP: 1.48

#Rotatable Bonds: 13

Polar Surface Area: 180.16

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.94

CX Basic pKa: ┄

CX LogP: 0.85

CX LogD: 0.85

Aromatic Rings: 3

Heavy Atoms: 47

QED Weighted: 0.18

Np Likeness Score: -0.40

References

1. Kashif Khan R, Meanwell NA, Hager HH..  (2022)  Pseudoprolines as stereoelectronically tunable proline isosteres.,  75  [PMID:36096342] [10.1016/j.bmcl.2022.128983]

Source

Source(1):

• Scientific Literature