(trans)-2-{4-[(4-Amino-cyclohexylmethyl)-methyl-amino]-phenyl}-7-((R)-sec-butoxy)-1-(4-chloro-phenyl)-6-methoxy-1,4-dihydro-2H-isoquinolin-3-one

ID: ALA3601320

PubChem CID: 58438092

Max Phase: Preclinical

Molecular Formula: C34H42ClN3O3

Molecular Weight: 576.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@H](C)Oc1cc2c(cc1OC)CC(=O)N(c1ccc(N(C)C[C@H]3CC[C@H](N)CC3)cc1)C2c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C34H42ClN3O3/c1-5-22(2)41-32-20-30-25(18-31(32)40-4)19-33(39)38(34(30)24-8-10-26(35)11-9-24)29-16-14-28(15-17-29)37(3)21-23-6-12-27(36)13-7-23/h8-11,14-18,20,22-23,27,34H,5-7,12-13,19,21,36H2,1-4H3/t22-,23-,27-,34?/m1/s1

Standard InChI Key:  NKIPMVCPPOTZLF-TWZRQJNISA-N

Molfile:  

     RDKit          2D

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   -2.6114   10.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3601320

   2-[4-[(4-aminocyclohexyl)methyl-methylamino]phenyl]-7-[(2R)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-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: 576.18

Molecular Weight (Monoisotopic): 575.2915

AlogP: 7.16

#Rotatable Bonds: 9

Polar Surface Area: 68.03

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 10.45

CX LogP: 6.76

CX LogD: 4.01

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.29

Np Likeness Score: -0.80

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