(S)-4-Amino-6-((1-(7-methyl-4-oxo-3-phenyl-4H-quinolizin-2-yl)-ethyl)amino)pyrimidine-5-carbonitrile

ID: ALA4750875

Chembl Id: CHEMBL4750875

PubChem CID: 162651339

Max Phase: Preclinical

Molecular Formula: C23H20N6O

Molecular Weight: 396.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2cc([C@H](C)Nc3ncnc(N)c3C#N)c(-c3ccccc3)c(=O)n2c1

Standard InChI:  InChI=1S/C23H20N6O/c1-14-8-9-17-10-18(15(2)28-22-19(11-24)21(25)26-13-27-22)20(23(30)29(17)12-14)16-6-4-3-5-7-16/h3-10,12-13,15H,1-2H3,(H3,25,26,27,28)/t15-/m0/s1

Standard InChI Key:  XOOJPDQAGVAEMS-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA4750875

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 396.45

Molecular Weight (Monoisotopic): 396.1699

AlogP: 3.69

#Rotatable Bonds: 4

Polar Surface Area: 109.10

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.87

CX LogP: 2.43

CX LogD: 2.43

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.54

Np Likeness Score: -0.97

References

1. Shukla MR,Patra S,Verma M,Sadasivam G,Jana N,Mahangare SJ,Vidhate P,Lagad D,Tarage A,Cheemala M,Kulkarni C,Bhagwat S,Chaudhari VD,Sayyed M,Pachpute V,Phadtare R,Gole G,Phukan S,Sunkara B,Samant C,Shingare M,Naik A,Trivedi S,Marisetti AK,Reddy M,Gholve M,Mahajan N,Sabde S,Patil V,Modi D,Mehta M,Nigade P,Tamane K,Tota S,Goyal H,Volam H,Pawar S,Ahirrao P,Dinchhana L,Mallurwar S,Akarte A,Bokare A,Kanhere R,Reddy N,Koul S,Dandekar M,Singh M,Bernstein PR,Narasimham L,Bhonde M,Gundu J,Goel R,Kulkarni S,Sharma S,Kamboj RK,Palle VP.  (2020)  Discovery of a Potent and Selective PI3Kδ Inhibitor (S)-2,4-Diamino-6-((1-(7-fluoro-1-(4-fluorophenyl)-4-oxo-3-phenyl-4H-quinolizin-2-yl)ethyl)amino)pyrimidine-5-carbonitrile with Improved Pharmacokinetic Profile and Superior Efficacy in Hematological Cancer Models.,  63  (23.0): [PMID:33297683] [10.1021/acs.jmedchem.0c01264]

Source

Source(1):

• Scientific Literature