(6R,12aS)-6-(benzo[d][1,3]dioxol-5-yl)-2-(2-(1-benzylpiperidin-4-yl)ethyl)-2,3,12,12a-tetrahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4(6H,7H)-dione

ID: ALA5271210

Chembl Id: CHEMBL5271210

Max Phase: Preclinical

Molecular Formula: C35H36N4O4

Molecular Weight: 576.70

Names and Identifiers

Canonical SMILES:  O=C1[C@@H]2Cc3c([nH]c4ccccc34)[C@@H](c3ccc4c(c3)OCO4)N2C(=O)CN1CCC1CCN(Cc2ccccc2)CC1

Standard InChI:  InChI=1S/C35H36N4O4/c40-32-21-38(17-14-23-12-15-37(16-13-23)20-24-6-2-1-3-7-24)35(41)29-19-27-26-8-4-5-9-28(26)36-33(27)34(39(29)32)25-10-11-30-31(18-25)43-22-42-30/h1-11,18,23,29,34,36H,12-17,19-22H2/t29-,34+/m0/s1

Standard InChI Key:  KVANOXIAOYTXBY-ZBWWXOROSA-N

Alternative Forms

1. Parent:

   

   ALA5271210

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 576.70

Molecular Weight (Monoisotopic): 576.2737

AlogP: 4.88

#Rotatable Bonds: 6

Polar Surface Area: 78.11

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.28

CX LogP: 4.22

CX LogD: 2.34

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.35

Np Likeness Score: -0.54

References

1. Nadur NF, de Azevedo LL, Caruso L, Graebin CS, Lacerda RB, Kümmerle AE..  (2021)  The long and winding road of designing phosphodiesterase inhibitors for the treatment of heart failure.,  212  [PMID:33412421] [10.1016/j.ejmech.2020.113123]

2. Beato A, Gori A, Boucherle B, Peuchmaur M, Haudecoeur R..  (2021)  β-Carboline as a Privileged Scaffold for Multitarget Strategies in Alzheimer's Disease Therapy.,  64  (3.0): [PMID:33528252] [10.1021/acs.jmedchem.0c01887]

Source

Source(1):

• Scientific Literature