3-(1H-Indol-3-ylmethyl)-2-(3-phenyl-allyl)-hexahydro-pyrrolo[1,2-a]pyrazine-1,4-dione

ID: ALA285295

Chembl Id: CHEMBL285295

PubChem CID: 10501115

Max Phase: Preclinical

Molecular Formula: C25H25N3O2

Molecular Weight: 399.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1[C@@H]2CCCN2C(=O)[C@H](Cc2c[nH]c3ccccc23)N1C/C=C/c1ccccc1

Standard InChI:  InChI=1S/C25H25N3O2/c29-24-22-13-7-15-27(22)25(30)23(16-19-17-26-21-12-5-4-11-20(19)21)28(24)14-6-10-18-8-2-1-3-9-18/h1-6,8-12,17,22-23,26H,7,13-16H2/b10-6+/t22-,23-/m0/s1

Standard InChI Key:  JNBFWFOJVGPWBP-MHYZXTHDSA-N

Alternative Forms

1. Parent:

   

   ALA285295

   (3S,8aS)-3-(1H-indol-3-ylmethyl)-2-[(E)-3-phenylprop-2-enyl]-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: 399.49

Molecular Weight (Monoisotopic): 399.1947

AlogP: 3.63

#Rotatable Bonds: 5

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: 3.51

CX LogD: 3.51

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.71

Np Likeness Score: 0.23

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