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

ID: ALA5277760

Chembl Id: CHEMBL5277760

Max Phase: Preclinical

Molecular Formula: C23H28N4O6S2

Molecular Weight: 520.63

Names and Identifiers

Canonical SMILES:  CC1S[C@H](C)N(S(=O)(=O)c2ccccc2)[C@@H]1C(=O)N[C@@H](CNC(=O)NCc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C23H28N4O6S2/c1-15-20(27(16(2)34-15)35(32,33)18-11-7-4-8-12-18)21(28)26-19(22(29)30)14-25-23(31)24-13-17-9-5-3-6-10-17/h3-12,15-16,19-20H,13-14H2,1-2H3,(H,26,28)(H,29,30)(H2,24,25,31)/t15?,16-,19+,20+/m1/s1

Standard InChI Key:  WDIWMXJMARYXEG-IUTZXFJFSA-N

Alternative Forms

1. Parent:

   

   ALA5277760

   ---

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: 520.63

Molecular Weight (Monoisotopic): 520.1450

AlogP: 1.60

#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: 3.30

CX Basic pKa:

CX LogP: 1.42

CX LogD: -2.00

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.39

Np Likeness Score: -0.81

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