2-Benzyl-3-(1H-indol-3-ylmethyl)-hexahydro-pyrrolo[1,2-a]pyrazine-1,4-dione

ID: ALA41875

Chembl Id: CHEMBL41875

PubChem CID: 10785571

Max Phase: Preclinical

Molecular Formula: C23H23N3O2

Molecular Weight: 373.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1[C@H](Cc2c[nH]c3ccccc23)N(Cc2ccccc2)C(=O)[C@@H]2CCCN12

Standard InChI:  InChI=1S/C23H23N3O2/c27-22-20-11-6-12-25(20)23(28)21(26(22)15-16-7-2-1-3-8-16)13-17-14-24-19-10-5-4-9-18(17)19/h1-5,7-10,14,20-21,24H,6,11-13,15H2/t20-,21-/m0/s1

Standard InChI Key:  RJTMZZLXYDWANK-SFTDATJTSA-N

Alternative Forms

1. Parent:

   

   ALA41875

   (3S,8aS)-2-benzyl-3-(1H-indol-3-ylmethyl)-6,7,8,8a-tetrahydro-3H-pyrrolo[1,2-a]pyrazine-1,4-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: 373.46

Molecular Weight (Monoisotopic): 373.1790

AlogP: 3.11

#Rotatable Bonds: 4

Polar Surface Area: 56.41

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.90

CX LogD: 2.90

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.76

Np Likeness Score: 0.01

References

1. Wang H, Usui T, Osada H, Ganesan A..  (2000)  Synthesis and evaluation of tryprostatin B and demethoxyfumitremorgin C analogues.,  43  (8): [PMID:10780915] [10.1021/jm9905662]

Source

Source(1):

• Scientific Literature