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

ID: ALA3814986

PubChem CID: 127053014

Max Phase: Preclinical

Molecular Formula: C28H38N6O7

Molecular Weight: 570.65

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C28H38N6O7/c1-5-40-23(35)7-6-20(14-19-9-11-30-25(19)36)31-27(38)22-13-18(8-10-29)15-34(22)28(39)24(16(2)3)32-26(37)21-12-17(4)41-33-21/h6-7,12,16,18-20,22,24H,5,8-9,11,13-15H2,1-4H3,(H,30,36)(H,31,38)(H,32,37)/b7-6+/t18-,19+,20-,22+,24+/m1/s1

Standard InChI Key:  ZQIWETJIZYHQLZ-GMNDQLDWSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3814986

   ---

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: 570.65

Molecular Weight (Monoisotopic): 570.2802

AlogP: 1.00

#Rotatable Bonds: 12

Polar Surface Area: 183.73

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.45

CX Basic pKa: ┄

CX LogP: 0.07

CX LogD: 0.07

Aromatic Rings: 1

Heavy Atoms: 41

QED Weighted: 0.24

Np Likeness Score: -0.28

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]

Source

Source(1):

• Scientific Literature