8-chloro-6-(4-chlorophenyl)-1-methyl-3,4-dihydrobenzo[b][1,5]diazocin-2(1H)-one

ID: ALA4088018

PubChem CID: 16457178

Max Phase: Preclinical

Molecular Formula: C17H14Cl2N2O

Molecular Weight: 333.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)CC/N=C(/c2ccc(Cl)cc2)c2cc(Cl)ccc21

Standard InChI:  InChI=1S/C17H14Cl2N2O/c1-21-15-7-6-13(19)10-14(15)17(20-9-8-16(21)22)11-2-4-12(18)5-3-11/h2-7,10H,8-9H2,1H3/b20-17-

Standard InChI Key:  RYFVPWCSBPISQS-JZJYNLBNSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   14.4560  -10.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7431  -11.0812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5637  -11.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1208  -11.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0922  -12.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4977  -13.0780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6770  -13.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3389  -13.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8162  -14.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4780  -15.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6667  -15.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3286  -16.0285    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.1895  -14.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5276  -13.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8977  -10.3620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1486  -11.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1199  -12.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3992  -12.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7071  -12.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9863  -12.7936    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.7316  -11.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4523  -11.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  8 14  1  0
  3 15  2  0
  2 16  1  0
 16 17  2  0
  7 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 16 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4088018

   8-Chloro-6-(4-chlorophenyl)-1-methyl-3,4-dihydro-1,5-benzodiazocin-2-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: 333.22

Molecular Weight (Monoisotopic): 332.0483

AlogP: 4.20

#Rotatable Bonds: 1

Polar Surface Area: 32.67

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.86

CX LogP: 3.92

CX LogD: 3.92

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.77

Np Likeness Score: -0.45

References

1. Ayoub AM, Hawk LML, Herzig RJ, Jiang J, Wisniewski AJ, Gee CT, Zhao P, Zhu JY, Berndt N, Offei-Addo NK, Scott TG, Qi J, Bradner JE, Ward TR, Schönbrunn E, Georg GI, Pomerantz WCK..  (2017)  BET Bromodomain Inhibitors with One-Step Synthesis Discovered from Virtual Screen.,  60  (12): [PMID:28535045] [10.1021/acs.jmedchem.6b01336]

Source

Source(1):

• Scientific Literature