(E)-ethyl 4-(2-((S)-1-((S)-2-acetyl-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)pyrrolidine-2-carbonyl)-1-(2-amino-2-oxoethyl)hydrazinyl)-4-oxobut-2-enoate

ID: ALA1950277

PubChem CID: 57403184

Max Phase: Preclinical

Molecular Formula: C25H31N5O7

Molecular Weight: 513.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)/C=C/C(=O)N(CC(N)=O)NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1Cc2ccccc2CN1C(C)=O

Standard InChI:  InChI=1S/C25H31N5O7/c1-3-37-23(34)11-10-22(33)30(15-21(26)32)27-24(35)19-9-6-12-28(19)25(36)20-13-17-7-4-5-8-18(17)14-29(20)16(2)31/h4-5,7-8,10-11,19-20H,3,6,9,12-15H2,1-2H3,(H2,26,32)(H,27,35)/b11-10+/t19-,20-/m0/s1

Standard InChI Key:  JNPAJHMQSVXPPG-FWEDTRJPSA-N

Molfile:  

     RDKit          2D

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  2  3  1  0
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 35 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1950277

   ethyl (E)-4-[[[(2S)-1-[(3S)-2-acetyl-3,4-dihydro-1H-isoquinoline-3-carbonyl]pyrrolidine-2-carbonyl]amino]-(2-amino-2-oxoethyl)amino]-4-oxobut-2-enoate

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: 513.55

Molecular Weight (Monoisotopic): 513.2223

AlogP: -0.58

#Rotatable Bonds: 7

Polar Surface Area: 159.42

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.29

CX Basic pKa: ┄

CX LogP: -0.98

CX LogD: -0.98

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.28

Np Likeness Score: -0.63

References

1. Lee J, Bogyo M..  (2012)  Synthesis and evaluation of aza-peptidyl inhibitors of the lysosomal asparaginyl endopeptidase, legumain.,  22  (3): [PMID:22243962] [10.1016/j.bmcl.2011.12.079]

Source

Source(1):

• Scientific Literature