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

ID: ALA3814566

Chembl Id: CHEMBL3814566

PubChem CID: 127049655

Max Phase: Preclinical

Molecular Formula: C26H37N5O7

Molecular Weight: 531.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)/C=C/[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)c1cc(C)on1)C(C)C

Standard InChI:  InChI=1S/C26H37N5O7/c1-5-37-21(32)9-8-18(14-17-10-11-27-23(17)33)28-25(35)20-7-6-12-31(20)26(36)22(15(2)3)29-24(34)19-13-16(4)38-30-19/h8-9,13,15,17-18,20,22H,5-7,10-12,14H2,1-4H3,(H,27,33)(H,28,35)(H,29,34)/b9-8+/t17-,18+,20-,22-/m0/s1

Standard InChI Key:  CDLJCDVOUXXTCZ-MOWRWRMQSA-N

Alternative Forms

1. Parent:

   

   ALA3814566

   ---

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: 531.61

Molecular Weight (Monoisotopic): 531.2693

AlogP: 0.86

#Rotatable Bonds: 11

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: 0.53

CX LogD: 0.53

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.28

Np Likeness Score: -0.46

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