(S)-3-(3-benzylureido)-2-((2R,4R)-2,5,5-trimethyl-3-(phenylsulfonyl)thiazolidine-4-carboxamido)propanoic acid

ID: ALA5276876

Chembl Id: CHEMBL5276876

Max Phase: Preclinical

Molecular Formula: C24H30N4O6S2

Molecular Weight: 534.66

Names and Identifiers

Canonical SMILES:  C[C@H]1SC(C)(C)[C@@H](C(=O)N[C@@H](CNC(=O)NCc2ccccc2)C(=O)O)N1S(=O)(=O)c1ccccc1

Standard InChI:  InChI=1S/C24H30N4O6S2/c1-16-28(36(33,34)18-12-8-5-9-13-18)20(24(2,3)35-16)21(29)27-19(22(30)31)15-26-23(32)25-14-17-10-6-4-7-11-17/h4-13,16,19-20H,14-15H2,1-3H3,(H,27,29)(H,30,31)(H2,25,26,32)/t16-,19+,20-/m1/s1

Standard InChI Key:  ZVQLKFJNEALOSW-LSTHTHJFSA-N

Alternative Forms

1. Parent:

   

   ALA5276876

   ---

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: 534.66

Molecular Weight (Monoisotopic): 534.1607

AlogP: 1.99

#Rotatable Bonds: 9

Polar Surface Area: 144.91

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.35

CX Basic pKa:

CX LogP: 1.68

CX LogD: -1.74

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.38

Np Likeness Score: -0.71

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