(S,E)-ethyl 4-((2S,3S)-1-((S)-3-methyl-2-(5-methylisoxazole-3-carboxamido)butanoyl)-3-phenylazetidine-2-carboxamido)-5-((S)-2-oxopyrrolidin-3-yl)pent-2-enoate

ID: ALA3814175

Chembl Id: CHEMBL3814175

PubChem CID: 127053015

Max Phase: Preclinical

Molecular Formula: C31H39N5O7

Molecular Weight: 593.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)/C=C/[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@@H]1[C@@H](c2ccccc2)CN1C(=O)[C@@H](NC(=O)c1cc(C)on1)C(C)C

Standard InChI:  InChI=1S/C31H39N5O7/c1-5-42-25(37)12-11-22(16-21-13-14-32-28(21)38)33-30(40)27-23(20-9-7-6-8-10-20)17-36(27)31(41)26(18(2)3)34-29(39)24-15-19(4)43-35-24/h6-12,15,18,21-23,26-27H,5,13-14,16-17H2,1-4H3,(H,32,38)(H,33,40)(H,34,39)/b12-11+/t21-,22+,23+,26-,27-/m0/s1

Standard InChI Key:  VDGWYLZESNRWPH-IBMNWZPWSA-N

Alternative Forms

1. Parent:

   

   ALA3814175

   ---

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: 593.68

Molecular Weight (Monoisotopic): 593.2849

AlogP: 1.86

#Rotatable Bonds: 12

Polar Surface Area: 159.94

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.46

CX Basic pKa:

CX LogP: 1.62

CX LogD: 1.62

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.25

Np Likeness Score: -0.27

References

1. Kawatkar SP, Gagnon M, Hoesch V, Tiong-Yip C, Johnson K, Ek M, Nilsson E, Lister T, Olsson L, Patel J, Yu Q..  (2016)  Design and structure-activity relationships of novel inhibitors of human rhinovirus 3C protease.,  26  (14): [PMID:27265257] [10.1016/j.bmcl.2016.05.066]

2. Kawatkar SP, Gagnon M, Hoesch V, Tiong-Yip C, Johnson K, Ek M, Nilsson E, Lister T, Olsson L, Patel J, Yu Q..  (2016)  Design and structure-activity relationships of novel inhibitors of human rhinovirus 3C protease.,  26  (14): [PMID:27265257] [10.1016/j.bmcl.2016.05.066]

Source

Source(1):

• Scientific Literature