3-(1H-Indol-3-ylmethyl)-2-(3,4,5-trimethoxy-benzyl)-hexahydro-pyrrolo[1,2-a]pyrazine-1,4-dione

ID: ALA43690

Chembl Id: CHEMBL43690

PubChem CID: 10671788

Max Phase: Preclinical

Molecular Formula: C26H29N3O5

Molecular Weight: 463.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CN2C(=O)[C@@H]3CCCN3C(=O)[C@@H]2Cc2c[nH]c3ccccc23)cc(OC)c1OC

Standard InChI:  InChI=1S/C26H29N3O5/c1-32-22-11-16(12-23(33-2)24(22)34-3)15-29-21(26(31)28-10-6-9-20(28)25(29)30)13-17-14-27-19-8-5-4-7-18(17)19/h4-5,7-8,11-12,14,20-21,27H,6,9-10,13,15H2,1-3H3/t20-,21-/m0/s1

Standard InChI Key:  UDVGDPWZKBIBOG-SFTDATJTSA-N

Alternative Forms

1. Parent:

   

   ALA43690

   (3S,8aS)-3-(1H-indol-3-ylmethyl)-2-[(3,4,5-trimethoxyphenyl)methyl]-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: 463.53

Molecular Weight (Monoisotopic): 463.2107

AlogP: 3.14

#Rotatable Bonds: 7

Polar Surface Area: 84.10

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.43

CX LogD: 2.43

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.58

Np Likeness Score: 0.14

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