3-(1H-Indol-3-ylmethyl)-2-(3-methyl-but-2-enyl)-hexahydro-pyrrolo[1,2-a]pyrazine-1,4-dione

ID: ALA37438

Chembl Id: CHEMBL37438

PubChem CID: 10712919

Max Phase: Preclinical

Molecular Formula: C21H25N3O2

Molecular Weight: 351.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCN1C(=O)[C@@H]2CCCN2C(=O)[C@@H]1Cc1c[nH]c2ccccc12

Standard InChI:  InChI=1S/C21H25N3O2/c1-14(2)9-11-24-19(21(26)23-10-5-8-18(23)20(24)25)12-15-13-22-17-7-4-3-6-16(15)17/h3-4,6-7,9,13,18-19,22H,5,8,10-12H2,1-2H3/t18-,19-/m0/s1

Standard InChI Key:  QPBWZQKYJJYRHK-OALUTQOASA-N

Alternative Forms

1. Parent:

   

   ALA37438

   (3S,8aS)-3-(1H-indol-3-ylmethyl)-2-(3-methylbut-2-enyl)-6,7,8,8a-tetrahydro-3H-pyrrolo[1,2-a]pyrazine-1,4-dione

Molecule Features

Natural Product: Yes

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: 351.45

Molecular Weight (Monoisotopic): 351.1947

AlogP: 2.88

#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: 2.54

CX LogD: 2.54

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.86

Np Likeness Score: 0.61

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]

2. 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