(2R,4S)-6-ethyl-2-(2-hydroxyethyl)-2,8-dimethyl-4-(2-methylprop-1-enyl)-3,4-dihydro-2H-pyrano[3,2-c][1,8]naphthyridin-5(6H)-one

ID: ALA5171560

Chembl Id: CHEMBL5171560

PubChem CID: 162679616

Max Phase: Preclinical

Molecular Formula: C21H28N2O3

Molecular Weight: 356.47

Names and Identifiers

Canonical SMILES:  CCn1c(=O)c2c(c3ccc(C)nc31)O[C@@](C)(CCO)C[C@H]2C=C(C)C

Standard InChI:  InChI=1S/C21H28N2O3/c1-6-23-19-16(8-7-14(4)22-19)18-17(20(23)25)15(11-13(2)3)12-21(5,26-18)9-10-24/h7-8,11,15,24H,6,9-10,12H2,1-5H3/t15-,21+/m1/s1

Standard InChI Key:  IOKJCBWLGAJZFW-VFNWGFHPSA-N

Alternative Forms

1. Parent:

   

   ALA5171560

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 356.47

Molecular Weight (Monoisotopic): 356.2100

AlogP: 3.70

#Rotatable Bonds: 4

Polar Surface Area: 64.35

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.53

CX LogP: 1.82

CX LogD: 1.82

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.85

Np Likeness Score: 0.77

References

1. Song Z, Huang YY, Hou KQ, Liu L, Zhou F, Huang Y, Wan G, Luo HB, Xiong XF..  (2022)  Discovery and Structural Optimization of Toddacoumalone Derivatives as Novel PDE4 Inhibitors for the Topical Treatment of Psoriasis.,  65  (5.0): [PMID:35188767] [10.1021/acs.jmedchem.1c02058]

Source

Source(1):

• Scientific Literature