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

ID: ALA3581253

Chembl Id: CHEMBL3581253

PubChem CID: 122178708

Max Phase: Preclinical

Molecular Formula: C26H33NO4

Molecular Weight: 423.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC1CCCCC1)C[C@H]1c3c(cc(OC)c(OC)c3-2)CCN1C

Standard InChI:  InChI=1S/C26H33NO4/c1-27-11-10-16-13-23(29-3)26(30-4)25-19-15-21(28-2)22(31-18-8-6-5-7-9-18)14-17(19)12-20(27)24(16)25/h13-15,18,20H,5-12H2,1-4H3/t20-/m0/s1

Standard InChI Key:  OKSWJDGFCIJRHS-FQEVSTJZSA-N

Alternative Forms

1. Parent:

   

   ALA3581253

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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: 423.55

Molecular Weight (Monoisotopic): 423.2410

AlogP: 5.18

#Rotatable Bonds: 5

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: 4.87

CX LogD: 4.72

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.66

Np Likeness Score: 1.11

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