(S)-3-((S)-1-((R)-2-(4-amino-3-chlorobenzamido)-3,3-dimethylbutanoyl)pyrrolidine-2-carboxamido)-5-(methylsulfonyl)pent-4-enoic acid

ID: ALA2323966

Chembl Id: CHEMBL2323966

PubChem CID: 71720507

Max Phase: Preclinical

Molecular Formula: C24H33ClN4O7S

Molecular Weight: 557.07

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)[C@@H](NC(=O)c1ccc(N)c(Cl)c1)C(=O)N1CCC[C@H]1C(=O)N[C@H](/C=C/S(C)(=O)=O)CC(=O)O

Standard InChI:  InChI=1S/C24H33ClN4O7S/c1-24(2,3)20(28-21(32)14-7-8-17(26)16(25)12-14)23(34)29-10-5-6-18(29)22(33)27-15(13-19(30)31)9-11-37(4,35)36/h7-9,11-12,15,18,20H,5-6,10,13,26H2,1-4H3,(H,27,33)(H,28,32)(H,30,31)/b11-9+/t15-,18+,20+/m1/s1

Standard InChI Key:  FJKDUHWEJJLMQP-KDAQYEFXSA-N

Alternative Forms

1. Parent:

   

   ALA2323966

   (E,3S)-3-[[(2S)-1-[(2R)-2-[(4-amino-3-chlorobenzoyl)amino]-3,3-dimethylbutanoyl]pyrrolidine-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: 557.07

Molecular Weight (Monoisotopic): 556.1758

AlogP: 1.58

#Rotatable Bonds: 9

Polar Surface Area: 175.97

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.82

CX Basic pKa: 1.98

CX LogP: 0.02

CX LogD: -3.14

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.33

Np Likeness Score: -0.18

References

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

Source

Source(1):

• Scientific Literature