(S)-9-Butoxy-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline

ID: ALA3581245

Chembl Id: CHEMBL3581245

PubChem CID: 122178699

Max Phase: Preclinical

Molecular Formula: C24H31NO4

Molecular Weight: 397.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCOc1cc2c(cc1OC)-c1c(OC)c(OC)cc3c1[C@H](C2)N(C)CC3

Standard InChI:  InChI=1S/C24H31NO4/c1-6-7-10-29-20-13-16-11-18-22-15(8-9-25(18)2)12-21(27-4)24(28-5)23(22)17(16)14-19(20)26-3/h12-14,18H,6-11H2,1-5H3/t18-/m0/s1

Standard InChI Key:  MSTIFULQDPSJMJ-SFHVURJKSA-N

Alternative Forms

1. Parent:

   

   ALA3581245

   ---

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: 397.52

Molecular Weight (Monoisotopic): 397.2253

AlogP: 4.64

#Rotatable Bonds: 7

Polar Surface Area: 40.16

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.01

CX LogP: 4.39

CX LogD: 4.25

Aromatic Rings: 2

Heavy Atoms: 29

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. Karki A, Namballa HK, Alberts I, Harding WW..  (2020)  Structural manipulation of aporphines via C10 nitrogenation leads to the identification of new 5-HT_7AR ligands.,  28  (15): [PMID:32631561] [10.1016/j.bmc.2020.115578]

3. 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