diphenyl (S)-5-amino-1-(3-(2-(2-(2-(2-(5-((3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)ethoxy)ethoxy)ethoxy)ethoxy)propanamido)pentylphosphonate

ID: ALA209611

PubChem CID: 44412298

Max Phase: Preclinical

Molecular Formula: C38H58N5O10PS

Molecular Weight: 807.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCC[C@@H](NC(=O)CCOCCOCCOCCOCCNC(=O)CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@@H]21)P(=O)(Oc1ccccc1)Oc1ccccc1

Standard InChI:  InChI=1S/C38H58N5O10PS/c39-19-10-9-17-36(54(47,52-30-11-3-1-4-12-30)53-31-13-5-2-6-14-31)42-35(45)18-21-48-23-25-50-27-28-51-26-24-49-22-20-40-34(44)16-8-7-15-33-37-32(29-55-33)41-38(46)43-37/h1-6,11-14,32-33,36-37H,7-10,15-29,39H2,(H,40,44)(H,42,45)(H2,41,43,46)/t32-,33-,36-,37-/m0/s1

Standard InChI Key:  DZDGVOYYWNDFJY-SEXBWERRSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA209611

   5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-[2-[2-[2-[3-[[(1S)-5-amino-1-diphenoxyphosphorylpentyl]amino]-3-oxopropoxy]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: 807.95

Molecular Weight (Monoisotopic): 807.3642

AlogP: 4.21

#Rotatable Bonds: 30

Polar Surface Area: 197.80

Molecular Species: BASE

HBA: 12

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.04

CX Basic pKa: 10.20

CX LogP: 1.69

CX LogD: -0.87

Aromatic Rings: 2

Heavy Atoms: 55

QED Weighted: 0.04

Np Likeness Score: -0.37

References

1. Pan Z, Jeffery DA, Chehade K, Beltman J, Clark JM, Grothaus P, Bogyo M, Baruch A..  (2006)  Development of activity-based probes for trypsin-family serine proteases.,  16  (11): [PMID:16554154] [10.1016/j.bmcl.2006.03.012]

Source

Source(1):

• Scientific Literature