N-(4-chloro-3-(3-methylbut-2-enyloxy)phenyl)pyrrolo[1,2-a]pyrazin-1-amine

ID: ALA4560338

PubChem CID: 16095201

Max Phase: Preclinical

Molecular Formula: C18H18ClN3O

Molecular Weight: 327.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=CCOc1cc(Nc2nccn3cccc23)ccc1Cl

Standard InChI:  InChI=1S/C18H18ClN3O/c1-13(2)7-11-23-17-12-14(5-6-15(17)19)21-18-16-4-3-9-22(16)10-8-20-18/h3-10,12H,11H2,1-2H3,(H,20,21)

Standard InChI Key:  IEXPEHPAVSBEFT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   14.5444   -3.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5444   -4.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2496   -4.9197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9549   -4.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2496   -3.2853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9519   -3.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5598   -3.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2332   -2.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4236   -2.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6628   -4.9235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3703   -4.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0753   -4.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7823   -4.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7824   -3.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0696   -3.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3654   -3.6992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0664   -2.4714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7725   -2.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4818   -2.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1879   -2.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8972   -2.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1846   -1.2373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4894   -3.2869    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  5  1  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 14 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4560338

   N-[4-chloro-3-(3-methylbut-2-enoxy)phenyl]pyrrolo[1,2-a]pyrazin-1-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 327.82

Molecular Weight (Monoisotopic): 327.1138

AlogP: 5.08

#Rotatable Bonds: 5

Polar Surface Area: 38.56

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.45

CX LogP: 4.23

CX LogD: 4.23

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.66

Np Likeness Score: -1.05

References

1. Jorgensen WL..  (2016)  Computer-aided discovery of anti-HIV agents.,  24  (20): [PMID:27485603] [10.1016/j.bmc.2016.07.039]

Source

Source(1):

• Scientific Literature