(S)-3-((S)-1-((S)-2-((S)-2-(benzyloxycarbonylamino)-3-carboxypropanamido)-3,3-dimethylbutanoyl)azetidine-2-carboxamido)-5-(methylsulfonyl)pent-4-enoic acid

ID: ALA2323967

Chembl Id: CHEMBL2323967

PubChem CID: 71716242

Max Phase: Preclinical

Molecular Formula: C28H38N4O11S

Molecular Weight: 638.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)[C@H](NC(=O)[C@H](CC(=O)O)NC(=O)OCc1ccccc1)C(=O)N1CC[C@H]1C(=O)N[C@H](/C=C/S(C)(=O)=O)CC(=O)O

Standard InChI:  InChI=1S/C28H38N4O11S/c1-28(2,3)23(31-24(37)19(15-22(35)36)30-27(40)43-16-17-8-6-5-7-9-17)26(39)32-12-10-20(32)25(38)29-18(14-21(33)34)11-13-44(4,41)42/h5-9,11,13,18-20,23H,10,12,14-16H2,1-4H3,(H,29,38)(H,30,40)(H,31,37)(H,33,34)(H,35,36)/b13-11+/t18-,19+,20+,23-/m1/s1

Standard InChI Key:  RGINHWLPKMMZFM-HNRLDMCXSA-N

Alternative Forms

1. Parent:

   

   ALA2323967

   (E,3S)-3-[[(2S)-1-[(2S)-2-[[(2S)-3-carboxy-2-(phenylmethoxycarbonylamino)propanoyl]amino]-3,3-dimethylbutanoyl]azetidine-2-carbonyl]amino]-5-methylsulfonylpent-4-enoic acid

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: 638.70

Molecular Weight (Monoisotopic): 638.2258

AlogP: 0.41

#Rotatable Bonds: 14

Polar Surface Area: 225.58

Molecular Species: ACID

HBA: 9

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.59

CX Basic pKa: ┄

CX LogP: -0.86

CX LogD: -7.23

Aromatic Rings: 1

Heavy Atoms: 44

QED Weighted: 0.19

Np Likeness Score: 0.21

References

1. Rosse G..  (2013)  Irreversible inhibitors of cysteine proteases.,  4  (2): [PMID:24900651] [10.1021/ml400021b]

Source

Source(1):

• Scientific Literature