methyl 4-(2-hydroxy-5-nitrophenyl)-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

ID: ALA4164927

Chembl Id: CHEMBL4164927

PubChem CID: 145960076

Max Phase: Preclinical

Molecular Formula: C20H22N2O6

Molecular Weight: 386.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C(C)NC2=C(C(=O)C(C)(C)CC2)C1c1cc([N+](=O)[O-])ccc1O

Standard InChI:  InChI=1S/C20H22N2O6/c1-10-15(19(25)28-4)16(12-9-11(22(26)27)5-6-14(12)23)17-13(21-10)7-8-20(2,3)18(17)24/h5-6,9,16,21,23H,7-8H2,1-4H3

Standard InChI Key:  FVCVJIOTLQOHIO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4164927

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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: 386.40

Molecular Weight (Monoisotopic): 386.1478

AlogP: 3.08

#Rotatable Bonds: 3

Polar Surface Area: 118.77

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 6.80

CX Basic pKa:

CX LogP: 2.88

CX LogD: 2.19

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.47

Np Likeness Score: -0.31

References

1. Schaller D, Gündüz MG, Zhang FX, Zamponi GW, Wolber G..  (2018)  Binding mechanism investigations guiding the synthesis of novel condensed 1,4-dihydropyridine derivatives with L-/T-type calcium channel blocking activity.,  155  [PMID:29843108] [10.1016/j.ejmech.2018.05.032]

Source

Source(1):

• Scientific Literature