rac-6-{4-[2-(Dimethylamino)ethyl]piperazin-1-yl}-2-(1,3,6,-trimethyl-2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)-1H-benzo[de]-isoquinoline-1,3(2H)-dione

ID: ALA4064164

PubChem CID: 130471790

Max Phase: Preclinical

Molecular Formula: C30H34N6O3

Molecular Weight: 526.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc2c(cc1N1C(=O)c3cccc4c(N5CCN(CCN(C)C)CC5)ccc(c34)C1=O)n(C)c(=O)n2C

Standard InChI:  InChI=1S/C30H34N6O3/c1-19-17-25-26(33(5)30(39)32(25)4)18-24(19)36-28(37)21-8-6-7-20-23(10-9-22(27(20)21)29(36)38)35-15-13-34(14-16-35)12-11-31(2)3/h6-10,17-18H,11-16H2,1-5H3

Standard InChI Key:  UCCATIJMEOLTEL-UHFFFAOYSA-N

Molfile:  

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   24.4001  -20.9785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 37 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4064164

   ---

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: 526.64

Molecular Weight (Monoisotopic): 526.2692

AlogP: 2.82

#Rotatable Bonds: 5

Polar Surface Area: 74.03

Molecular Species: BASE

HBA: 8

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.76

CX LogP: 3.31

CX LogD: 1.94

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.37

Np Likeness Score: -1.26

References

1. Bouché L, Christ CD, Siegel S, Fernández-Montalván AE, Holton SJ, Fedorov O, Ter Laak A, Sugawara T, Stöckigt D, Tallant C, Bennett J, Monteiro O, Díaz-Sáez L, Siejka P, Meier J, Pütter V, Weiske J, Müller S, Huber KVM, Hartung IV, Haendler B..  (2017)  Benzoisoquinolinediones as Potent and Selective Inhibitors of BRPF2 and TAF1/TAF1L Bromodomains.,  60  (9): [PMID:28402630] [10.1021/acs.jmedchem.7b00306]

Source

Source(1):

• Scientific Literature