diphenyl (S)-5-amino-1-((S)-4-amino-4-oxo-2-(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)butanamido)pentylphosphonate

ID: ALA379174

PubChem CID: 44412258

Max Phase: Preclinical

Molecular Formula: C42H64N7O12PS

Molecular Weight: 922.05

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C42H64N7O12PS/c43-19-10-9-17-39(62(55,60-31-11-3-1-4-12-31)61-32-13-5-2-6-14-32)48-41(53)33(29-36(44)50)46-38(52)18-21-56-23-25-58-27-28-59-26-24-57-22-20-45-37(51)16-8-7-15-35-40-34(30-63-35)47-42(54)49-40/h1-6,11-14,33-35,39-40H,7-10,15-30,43H2,(H2,44,50)(H,45,51)(H,46,52)(H,48,53)(H2,47,49,54)/t33-,34-,35-,39-,40-/m0/s1

Standard InChI Key:  NGQUMXOLNIFDTR-ZYFBVDIJSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA379174

   (2S)-2-[3-[2-[2-[2-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethoxy]ethoxy]ethoxy]ethoxy]propanoylamino]-N-[(1S)-5-amino-1-diphenoxyphosphorylpentyl]butanediamide

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: 922.05

Molecular Weight (Monoisotopic): 921.4071

AlogP: 2.57

#Rotatable Bonds: 34

Polar Surface Area: 269.99

Molecular Species: BASE

HBA: 14

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.72

CX Basic pKa: 10.19

CX LogP: -0.28

CX LogD: -2.81

Aromatic Rings: 2

Heavy Atoms: 63

QED Weighted: 0.03

Np Likeness Score: -0.28

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