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

ID: ALA3813781

PubChem CID: 127049009

Max Phase: Preclinical

Molecular Formula: C32H41N5O7

Molecular Weight: 607.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)/C=C/[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@@H]1CC[C@@H](c2ccccc2)N1C(=O)[C@@H](NC(=O)c1cc(C)on1)C(C)C

Standard InChI:  InChI=1S/C32H41N5O7/c1-5-43-27(38)14-11-23(18-22-15-16-33-29(22)39)34-31(41)26-13-12-25(21-9-7-6-8-10-21)37(26)32(42)28(19(2)3)35-30(40)24-17-20(4)44-36-24/h6-11,14,17,19,22-23,25-26,28H,5,12-13,15-16,18H2,1-4H3,(H,33,39)(H,34,41)(H,35,40)/b14-11+/t22-,23+,25-,26-,28-/m0/s1

Standard InChI Key:  SRAVKBAIVXTBKH-HMFOHWCYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3813781

   ---

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: 607.71

Molecular Weight (Monoisotopic): 607.3006

AlogP: 2.60

#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: 12.47

CX Basic pKa: ┄

CX LogP: 2.31

CX LogD: 2.31

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.25

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