(4S,8R,9aR)-1,4-dibenzyl-8-hydroxy-hexahydro-1H-pyrrolo[1,2-a][1,3,5]triazepine-2,5-dione

ID: ALA387087

Chembl Id: CHEMBL387087

PubChem CID: 44417508

Max Phase: Preclinical

Molecular Formula: C21H23N3O3

Molecular Weight: 365.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1N[C@@H](Cc2ccccc2)C(=O)N2C[C@H](O)C[C@H]2N1Cc1ccccc1

Standard InChI:  InChI=1S/C21H23N3O3/c25-17-12-19-23(14-17)20(26)18(11-15-7-3-1-4-8-15)22-21(27)24(19)13-16-9-5-2-6-10-16/h1-10,17-19,25H,11-14H2,(H,22,27)/t17-,18+,19-/m1/s1

Standard InChI Key:  PNAYIDLYOKDEBX-CEXWTWQISA-N

Alternative Forms

1. Parent:

   

   ALA387087

   (4S,8R,9aR)-1,4-dibenzyl-8-hydroxy-3,4,7,8,9,9a-hexahydropyrrolo[1,2-a][1,3,5]triazepine-2,5-dione

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: 365.43

Molecular Weight (Monoisotopic): 365.1739

AlogP: 1.74

#Rotatable Bonds: 4

Polar Surface Area: 72.88

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.52

CX Basic pKa: ┄

CX LogP: 2.00

CX LogD: 2.00

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.87

Np Likeness Score: 0.14

References

1. Muller P, Lena G, Boilard E, Bezzine S, Lambeau G, Guichard G, Rognan D..  (2006)  In silico-guided target identification of a scaffold-focused library: 1,3,5-triazepan-2,6-diones as novel phospholipase A2 inhibitors.,  49  (23): [PMID:17154507] [10.1021/jm0606589]

Source

Source(1):

• Scientific Literature