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

ID: ALA3581256

Chembl Id: CHEMBL3581256

PubChem CID: 122178711

Max Phase: Preclinical

Molecular Formula: C27H28BrNO4

Molecular Weight: 510.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OCc1ccc(Br)cc1)C[C@H]1c3c(cc(OC)c(OC)c3-2)CCN1C

Standard InChI:  InChI=1S/C27H28BrNO4/c1-29-10-9-17-12-24(31-3)27(32-4)26-20-14-22(30-2)23(13-18(20)11-21(29)25(17)26)33-15-16-5-7-19(28)8-6-16/h5-8,12-14,21H,9-11,15H2,1-4H3/t21-/m0/s1

Standard InChI Key:  UXLPSYHSQXWFAK-NRFANRHFSA-N

Alternative Forms

1. Parent:

   

   ALA3581256

   ---

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: 510.43

Molecular Weight (Monoisotopic): 509.1202

AlogP: 5.81

#Rotatable Bonds: 6

Polar Surface Area: 40.16

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.01

CX LogP: 5.56

CX LogD: 5.42

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.42

Np Likeness Score: 0.68

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