10-acetyl-11-(2,4-dichlorophenyl)-3,3-dimethyl-2,3,4,5,10,11-hexahydro-1H-dibenzo[b,e][1,4]diazepin-1-one

ID: ALA467903

Chembl Id: CHEMBL467903

Max Phase: Preclinical

Molecular Formula: C23H22Cl2N2O2

Molecular Weight: 429.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N1c2ccccc2NC2=C(C(=O)CC(C)(C)C2)C1c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C23H22Cl2N2O2/c1-13(28)27-19-7-5-4-6-17(19)26-18-11-23(2,3)12-20(29)21(18)22(27)15-9-8-14(24)10-16(15)25/h4-10,22,26H,11-12H2,1-3H3

Standard InChI Key:  AGSJCDZPIJHFJN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA467903

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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: 429.35

Molecular Weight (Monoisotopic): 428.1058

AlogP: 6.16

#Rotatable Bonds: 1

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.43

CX Basic pKa: ┄

CX LogP: 4.41

CX LogD: 2.06

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.59

Np Likeness Score: -0.92

References

1. McGowan D, Nyanguile O, Cummings MD, Vendeville S, Vandyck K, Van den Broeck W, Boutton CW, De Bondt H, Quirynen L, Amssoms K, Bonfanti JF, Last S, Rombauts K, Tahri A, Hu L, Delouvroy F, Vermeiren K, Vandercruyssen G, Van der Helm L, Cleiren E, Mostmans W, Lory P, Pille G, Van Emelen K, Fanning G, Pauwels F, Lin TI, Simmen K, Raboisson P..  (2009)  1,5-Benzodiazepine inhibitors of HCV NS5B polymerase.,  19  (9): [PMID:19342234] [10.1016/j.bmcl.2009.03.035]

2. Nyanguile O, Pauwels F, Van den Broeck W, Boutton CW, Quirynen L, Ivens T, van der Helm L, Vandercruyssen G, Mostmans W, Delouvroy F, Dehertogh P, Cummings MD, Bonfanti JF, Simmen KA, Raboisson P..  (2008)  1,5-benzodiazepines, a novel class of hepatitis C virus polymerase nonnucleoside inhibitors.,  52  (12): [PMID:18852280] [10.1128/aac.00669-08]

Source

Source(1):

• Scientific Literature