2-amino-4-(2-chlorobenzoyl)-5-(3-chlorophenyl)-1H-pyrrole-3-carbonitrile

ID: ALA4295190

PubChem CID: 145994084

Max Phase: Preclinical

Molecular Formula: C18H11Cl2N3O

Molecular Weight: 356.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1c(N)[nH]c(-c2cccc(Cl)c2)c1C(=O)c1ccccc1Cl

Standard InChI:  InChI=1S/C18H11Cl2N3O/c19-11-5-3-4-10(8-11)16-15(13(9-21)18(22)23-16)17(24)12-6-1-2-7-14(12)20/h1-8,23H,22H2

Standard InChI Key:  POQIBDNHSYFRRZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   39.5973   -2.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0538   -3.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8450   -3.4330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8791   -2.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1090   -2.3236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.5529   -3.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5538   -4.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2602   -3.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.5860   -2.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3019   -2.5989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0041   -2.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9951   -1.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2780   -0.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5745   -1.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7204   -2.5837    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   38.7767   -2.9340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.8397   -5.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8402   -5.8911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5530   -6.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2626   -5.8860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2586   -5.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9686   -4.6509    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   39.7730   -4.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4883   -5.1825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  1  0
  3  6  1  0
  6  7  1  0
  6  8  2  0
  4  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 11 15  1  0
  1 16  1  0
  7 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  7  1  0
 21 22  1  0
 23 24  3  0
  2 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4295190

   ---

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: 356.21

Molecular Weight (Monoisotopic): 355.0279

AlogP: 4.67

#Rotatable Bonds: 3

Polar Surface Area: 82.67

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.77

CX Basic pKa: 0.43

CX LogP: 4.40

CX LogD: 4.40

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.67

Np Likeness Score: -1.16

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