N-((S)-1-oxo-1-((S)-5-oxohex-3-en-2-ylamino)-3-phenylpropan-2-yl)-1-(5-((3aR,4R,6aS)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)-3,6,9,12-tetraoxapentadecan-15-amide

ID: ALA462927

PubChem CID: 44563919

Max Phase: Preclinical

Molecular Formula: C36H55N5O9S

Molecular Weight: 733.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)/C=C/[C@H](C)NC(=O)[C@H](Cc1ccccc1)NC(=O)CCOCCOCCOCCOCCNC(=O)CCCC[C@H]1SC[C@H]2NC(=O)N[C@H]21

Standard InChI:  InChI=1S/C36H55N5O9S/c1-26(12-13-27(2)42)38-35(45)29(24-28-8-4-3-5-9-28)39-33(44)14-16-47-18-20-49-22-23-50-21-19-48-17-15-37-32(43)11-7-6-10-31-34-30(25-51-31)40-36(46)41-34/h3-5,8-9,12-13,26,29-31,34H,6-7,10-11,14-25H2,1-2H3,(H,37,43)(H,38,45)(H,39,44)(H2,40,41,46)/b13-12+/t26-,29-,30+,31+,34+/m0/s1

Standard InChI Key:  MOJDLDAOMUVHLX-IJTFITSESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA462927

   5-[(3aR,4R,6aS)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-[2-[2-[2-[3-oxo-3-[[(2S)-1-oxo-1-[[(E,2S)-5-oxohex-3-en-2-yl]amino]-3-phenylpropan-2-yl]amino]propoxy]ethoxy]ethoxy]ethoxy]ethyl]pentanamide

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: 733.93

Molecular Weight (Monoisotopic): 733.3720

AlogP: 1.66

#Rotatable Bonds: 27

Polar Surface Area: 182.42

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.60

CX Basic pKa: ┄

CX LogP: 0.70

CX LogD: 0.70

Aromatic Rings: 1

Heavy Atoms: 51

QED Weighted: 0.05

Np Likeness Score: -0.19

References

1. Yang Z, Fonović M, Verhelst SH, Blum G, Bogyo M..  (2009)  Evaluation of alpha,beta-unsaturated ketone-based probes for papain-family cysteine proteases.,  17  (3): [PMID:18343672] [10.1016/j.bmc.2008.02.089]

Source

Source(1):

• Scientific Literature