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

ID: ALA3581255

Chembl Id: CHEMBL3581255

PubChem CID: 122178710

Max Phase: Preclinical

Molecular Formula: C27H29NO4

Molecular Weight: 431.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OCc1ccccc1)C[C@H]1c3c(cc(OC)c(OC)c3-2)CCN1C

Standard InChI:  InChI=1S/C27H29NO4/c1-28-11-10-18-13-24(30-3)27(31-4)26-20-15-22(29-2)23(14-19(20)12-21(28)25(18)26)32-16-17-8-6-5-7-9-17/h5-9,13-15,21H,10-12,16H2,1-4H3/t21-/m0/s1

Standard InChI Key:  VPTMHCAFEUMSIV-NRFANRHFSA-N

Alternative Forms

1. Parent:

   

   ALA3581255

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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: 431.53

Molecular Weight (Monoisotopic): 431.2097

AlogP: 5.04

#Rotatable Bonds: 6

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: 4.80

CX LogD: 4.65

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.55

Np Likeness Score: 0.78

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