7-((R)-sec-Butoxy)-1-(4-chloro-phenyl)-6-methoxy-2-[4-(methyl-piperidin-4-ylmethyl-amino)-phenyl]-1,4-dihydro-2H-isoquinolin-3-one

ID: ALA3601319

PubChem CID: 67390247

Max Phase: Preclinical

Molecular Formula: C33H40ClN3O3

Molecular Weight: 562.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@H](C)Oc1cc2c(cc1OC)CC(=O)N(c1ccc(N(C)CC3CCNCC3)cc1)C2c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C33H40ClN3O3/c1-5-22(2)40-31-20-29-25(18-30(31)39-4)19-32(38)37(33(29)24-6-8-26(34)9-7-24)28-12-10-27(11-13-28)36(3)21-23-14-16-35-17-15-23/h6-13,18,20,22-23,33,35H,5,14-17,19,21H2,1-4H3/t22-,33?/m1/s1

Standard InChI Key:  NCDHHXTYFKEITD-LWMFVPLKSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA3601319

   7-[(2R)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-2-[4-[methyl(piperidin-4-ylmethyl)amino]phenyl]-1,4-dihydroisoquinolin-3-one

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: 562.15

Molecular Weight (Monoisotopic): 561.2758

AlogP: 6.64

#Rotatable Bonds: 9

Polar Surface Area: 54.04

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 10.35

CX LogP: 6.24

CX LogD: 3.47

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.32

Np Likeness Score: -0.78

References

1. Holzer P, Masuya K, Furet P, Kallen J, Valat-Stachyra T, Ferretti S, Berghausen J, Bouisset-Leonard M, Buschmann N, Pissot-Soldermann C, Rynn C, Ruetz S, Stutz S, Chène P, Jeay S, Gessier F..  (2015)  Discovery of a Dihydroisoquinolinone Derivative (NVP-CGM097): A Highly Potent and Selective MDM2 Inhibitor Undergoing Phase 1 Clinical Trials in p53wt Tumors.,  58  (16): [PMID:26181851] [10.1021/acs.jmedchem.5b00810]

2.  (2015)  Substituted isoquinolinones and quinazolinones, 

Source

Source(2):

• Scientific Literature
• BindingDB Database