(4S,8R,9aS)-4-benzyl-8-(benzyloxy)-hexahydro-1H-pyrrolo[1,2-a][1,3,5]triazepine-2,5-dione

ID: ALA438632

Chembl Id: CHEMBL438632

PubChem CID: 44417507

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](OCc3ccccc3)C[C@H]2N1

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

Standard InChI Key:  DGQTYAJMXAQQRM-QYZOEREBSA-N

Alternative Forms

1. Parent:

   

   ALA438632

   (4S,8R,9aS)-4-benzyl-8-(benzyloxy)-hexahydro-1H-pyrrolo[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: 2.05

#Rotatable Bonds: 5

Polar Surface Area: 70.67

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.17

CX Basic pKa: ┄

CX LogP: 2.42

CX LogD: 2.42

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.85

Np Likeness Score: 0.12

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