(6R,8R)-2-hydroxy-7,7-dimethyl-4-(p-tolyl)-5,6,7,8-tetrahydro-6,8-methanoquinoline-3-carbonitrile

ID: ALA3781404

Chembl Id: CHEMBL3781404

PubChem CID: 127030442

Max Phase: Preclinical

Molecular Formula: C20H20N2O

Molecular Weight: 304.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2c(C#N)c(O)nc3c2C[C@H]2C[C@@H]3C2(C)C)cc1

Standard InChI:  InChI=1S/C20H20N2O/c1-11-4-6-12(7-5-11)17-14-8-13-9-16(20(13,2)3)18(14)22-19(23)15(17)10-21/h4-7,13,16H,8-9H2,1-3H3,(H,22,23)/t13-,16-/m0/s1

Standard InChI Key:  JBIXERLVEQRHKI-BBRMVZONSA-N

Alternative Forms

1. Parent:

   

   ALA3781404

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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: 304.39

Molecular Weight (Monoisotopic): 304.1576

AlogP: 4.32

#Rotatable Bonds: 1

Polar Surface Area: 56.91

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.36

CX Basic pKa: 0.01

CX LogP: 4.90

CX LogD: 4.90

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.85

Np Likeness Score: 0.16

References

1. Liao S, Shang S, Shen M, Rao X, Si H, Song J, Song Z..  (2016)  One-pot synthesis and antimicrobial evaluation of novel 3-cyanopyridine derivatives of (-)-β-pinene.,  26  (6): [PMID:26898336] [10.1016/j.bmcl.2016.02.024]

Source

Source(1):

• Scientific Literature