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

ID: ALA3815050

PubChem CID: 127049320

Max Phase: Preclinical

Molecular Formula: C32H41N5O8

Molecular Weight: 623.71

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](Oc2ccccc2)CN1C(=O)[C@@H](NC(=O)c1cc(C)on1)C(C)C

Standard InChI:  InChI=1S/C32H41N5O8/c1-5-43-27(38)12-11-22(16-21-13-14-33-29(21)39)34-31(41)26-17-24(44-23-9-7-6-8-10-23)18-37(26)32(42)28(19(2)3)35-30(40)25-15-20(4)45-36-25/h6-12,15,19,21-22,24,26,28H,5,13-14,16-18H2,1-4H3,(H,33,39)(H,34,41)(H,35,40)/b12-11+/t21-,22+,24+,26-,28-/m0/s1

Standard InChI Key:  LXLPMDZKFRCJEG-XAYVYUONSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3815050

   ---

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: 623.71

Molecular Weight (Monoisotopic): 623.2955

AlogP: 1.92

#Rotatable Bonds: 13

Polar Surface Area: 169.17

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.46

CX Basic pKa: ┄

CX LogP: 1.71

CX LogD: 1.71

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.22

Np Likeness Score: -0.29

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