N-(2-chloro-3-methoxyphenyl)-7-(4H-1,2,4-triazol-3-yl)benzo[c][2,6]naphthyridin-5-amine

ID: ALA1915633

Chembl Id: CHEMBL1915633

PubChem CID: 57397435

Max Phase: Preclinical

Molecular Formula: C21H15ClN6O

Molecular Weight: 402.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(Nc2nc3c(-c4nnc[nH]4)cccc3c3cnccc23)c1Cl

Standard InChI:  InChI=1S/C21H15ClN6O/c1-29-17-7-3-6-16(18(17)22)26-21-13-8-9-23-10-15(13)12-4-2-5-14(19(12)27-21)20-24-11-25-28-20/h2-11H,1H3,(H,26,27)(H,24,25,28)

Standard InChI Key:  LIFFFTHJTYXQFZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1915633

   N-(2-chloro-3-methoxyphenyl)-7-(1H-1,2,4-triazol-5-yl)benzo[c][2,6]naphthyridin-5-amine

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: 402.85

Molecular Weight (Monoisotopic): 402.0996

AlogP: 4.97

#Rotatable Bonds: 4

Polar Surface Area: 88.61

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.61

CX Basic pKa: 4.41

CX LogP: 3.33

CX LogD: 3.33

Aromatic Rings: 5

Heavy Atoms: 29

QED Weighted: 0.41

Np Likeness Score: -1.04

References

1. Pierre F, Stefan E, Nédellec AS, Chevrel MC, Regan CF, Siddiqui-Jain A, Macalino D, Streiner N, Drygin D, Haddach M, O'Brien SE, Anderes K, Ryckman DM..  (2011)  7-(4H-1,2,4-Triazol-3-yl)benzo[c][2,6]naphthyridines: a novel class of Pim kinase inhibitors with potent cell antiproliferative activity.,  21  (22): [PMID:21982499] [10.1016/j.bmcl.2011.09.059]

2. Swellmeen L, Shahin R, Al-Hiari Y, Alamiri A, Hasan A, Shaheen O..  (2017)  Structure based drug design of Pim-1 kinase followed by pharmacophore guided synthesis of quinolone-based inhibitors.,  25  (17): [PMID:28760531] [10.1016/j.bmc.2017.07.036]

Source

Source(1):

• Scientific Literature