(6aS)-1,2,10-Trimethoxy-6-methyl-9-(pentan-2-yloxy)-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline

ID: ALA3581250

Chembl Id: CHEMBL3581250

PubChem CID: 122178705

Max Phase: Preclinical

Molecular Formula: C25H33NO4

Molecular Weight: 411.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC(C)Oc1cc2c(cc1OC)-c1c(OC)c(OC)cc3c1[C@H](C2)N(C)CC3

Standard InChI:  InChI=1S/C25H33NO4/c1-7-8-15(2)30-21-13-17-11-19-23-16(9-10-26(19)3)12-22(28-5)25(29-6)24(23)18(17)14-20(21)27-4/h12-15,19H,7-11H2,1-6H3/t15?,19-/m0/s1

Standard InChI Key:  YLYKMPWESPGEQV-FUBQLUNQSA-N

Alternative Forms

1. Parent:

   

   ALA3581250

   ---

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: 411.54

Molecular Weight (Monoisotopic): 411.2410

AlogP: 5.03

#Rotatable Bonds: 7

Polar Surface Area: 40.16

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.01

CX LogP: 4.81

CX LogD: 4.66

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.64

Np Likeness Score: 0.96

References

1. Madapa S, Harding WW..  (2015)  Semisynthetic Studies on and Biological Evaluation of N-Methyllaurotetanine Analogues as Ligands for 5-HT Receptors.,  78  (4): [PMID:25695425] [10.1021/np500893h]

2. Namballa HK, Madapa S, Sigalapalli DK, Harding WW..  (2022)  Semisynthetic Transformations on (+)-Boldine Reveal a 5-HT_2A/2CR Antagonist.,  85  (9.0): [PMID:36001775] [10.1021/acs.jnatprod.2c00365]

Source

Source(1):

• Scientific Literature