N-[1-((S)-(S)-4-Benzoyl-6-(S)-oxo-hexahydro-pyrrolo[3,2-c]pyrazole-1-carbonyl)-3-methyl-butyl]-4-tert-butyl-benzamide

ID: ALA607122

PubChem CID: 11443502

Max Phase: Preclinical

Molecular Formula: C29H36N4O4

Molecular Weight: 504.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)c1ccc(C(C)(C)C)cc1)C(=O)N1NC[C@@H]2[C@H]1C(=O)CN2C(=O)c1ccccc1

Standard InChI:  InChI=1S/C29H36N4O4/c1-18(2)15-22(31-26(35)19-11-13-21(14-12-19)29(3,4)5)28(37)33-25-23(16-30-33)32(17-24(25)34)27(36)20-9-7-6-8-10-20/h6-14,18,22-23,25,30H,15-17H2,1-5H3,(H,31,35)/t22-,23+,25-/m0/s1

Standard InChI Key:  KHXWGZGVODXABJ-ARNLJNQMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA607122

   (3aR,6aS)-N-[(1S)-1-(4-benzoyl-6-oxo-hexahydropyrrolo[3,2-c]pyrazole-1-carbonyl)-3-methylbutyl]-4-tert-butylbenzamide

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: 504.63

Molecular Weight (Monoisotopic): 504.2737

AlogP: 2.94

#Rotatable Bonds: 6

Polar Surface Area: 98.82

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.07

CX LogP: 3.95

CX LogD: 3.95

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.63

Np Likeness Score: -0.60

References

1. Wang Y, Benn A, Flinn N, Monk T, Ramjee M, Watts J, Quibell M..  (2005)  cis-6-oxo-hexahydro-2-oxa-1,4-diazapentalene and cis-6-oxo-hexahydropyrrolo[3,2-c]pyrazole based scaffolds: design rationale, synthesis and cysteinyl proteinase inhibition.,  15  (5): [PMID:15713380] [10.1016/j.bmcl.2005.01.022]

Source

Source(1):

• Scientific Literature