1-(4-cyclobutyl-3H-pyrrol-2-yl)-3-(isoquinolin-8-yl)urea

ID: ALA1241758

PubChem CID: 52947886

Max Phase: Preclinical

Molecular Formula: C18H18N4O

Molecular Weight: 306.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(C2CCC2)c[nH]1)Nc1cccc2ccncc12

Standard InChI:  InChI=1S/C18H18N4O/c23-18(22-17-9-14(10-20-17)12-3-1-4-12)21-16-6-2-5-13-7-8-19-11-15(13)16/h2,5-12,20H,1,3-4H2,(H2,21,22,23)

Standard InChI Key:  JAPIBZGEANTMOW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   18.8319   -8.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8307   -8.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2591   -8.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5438   -7.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2620   -8.9227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5447   -9.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5432  -10.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2581  -10.5734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9761  -10.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9742   -9.3337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1163   -9.3357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4018   -8.9233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6874   -9.3359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4017   -8.0983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9726   -8.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9714   -8.1009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1872   -7.8444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7009   -8.5109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1846   -9.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8792   -8.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2969   -7.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7124   -8.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2946   -9.0911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2 11  1  0
 11 12  1  0
  5  6  1  0
 12 13  1  0
  5  3  1  0
 12 14  2  0
  6  7  2  0
 13 15  1  0
 15 16  1  0
  1  2  2  0
  7  8  1  0
  3  4  2  0
  8  9  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 15  2  0
 20 21  1  0
  4  1  1  0
  9 10  1  0
 10  5  2  0
  2  6  1  0
 21 22  1  0
 22 23  1  0
 23 20  1  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1241758

   1-(4-cyclobutyl-1H-pyrrol-2-yl)-3-isoquinolin-8-ylurea

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: 306.37

Molecular Weight (Monoisotopic): 306.1481

AlogP: 4.47

#Rotatable Bonds: 3

Polar Surface Area: 69.81

Molecular Species: NEUTRAL

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.15

CX Basic pKa: 4.95

CX LogP: 3.29

CX LogD: 3.28

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.67

Np Likeness Score: -0.88

References

1. Sridhar J, Akula N, Pattabiraman N..  (2006)  Selectivity and potency of cyclin-dependent kinase inhibitors.,  8  (1): [PMID:16584130] [10.1208/aapsj080125]

Source

Source(1):

• Scientific Literature