(2-chlorophenyl)(4-(3-chlorophenyl)pyrrolo[1,2-a]pyrazin-3-yl)methanone

ID: ALA4291752

PubChem CID: 145989604

Max Phase: Preclinical

Molecular Formula: C20H12Cl2N2O

Molecular Weight: 367.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccccc1Cl)c1ncc2cccn2c1-c1cccc(Cl)c1

Standard InChI:  InChI=1S/C20H12Cl2N2O/c21-14-6-3-5-13(11-14)19-18(23-12-15-7-4-10-24(15)19)20(25)16-8-1-2-9-17(16)22/h1-12H

Standard InChI Key:  XWXMRLQEWRBKJN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   29.1928   -4.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1936   -5.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9030   -4.1111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2259   -2.8683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9449   -3.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6502   -2.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6412   -2.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9209   -1.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2144   -2.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3696   -3.2621    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.4764   -5.7596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4769   -6.5837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1928   -6.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9054   -6.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9014   -5.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6145   -5.3381    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.4838   -4.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5160   -3.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0533   -4.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7546   -4.5071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0856   -3.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8147   -2.8490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6729   -2.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8560   -1.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4932   -2.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 17  1  1  0
  1  2  1  0
  1  3  2  0
 18  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  6 10  1  0
  2 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  2  1  0
 15 16  1  0
 17 18  2  0
 17 20  1  0
 18 22  1  0
 21 19  1  0
 19 20  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4291752

   ---

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: 367.24

Molecular Weight (Monoisotopic): 366.0327

AlogP: 5.54

#Rotatable Bonds: 3

Polar Surface Area: 34.37

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.01

CX LogD: 5.01

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.45

Np Likeness Score: -1.48

References

1. Doebelin C, Patouret R, Garcia-Ordonez RD, Chang MR, Dharmarajan V, Novick S, Ciesla A, Campbell S, Solt LA, Griffin PR, Kamenecka TM..  (2018)  Identification of potent RORβ modulators: Scaffold variation.,  28  (19): [PMID:30143422] [10.1016/j.bmcl.2018.08.017]

Source

Source(1):

• Scientific Literature