N-methyl-4-(3-(methylamino)pyrrolidin-1-yl)benzofuro[3,2-d]pyrimidine-8-carboxamide

ID: ALA1092881

PubChem CID: 46885182

Max Phase: Preclinical

Molecular Formula: C17H19N5O2

Molecular Weight: 325.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1ccc2oc3c(N4CCC(NC)C4)ncnc3c2c1

Standard InChI:  InChI=1S/C17H19N5O2/c1-18-11-5-6-22(8-11)16-15-14(20-9-21-16)12-7-10(17(23)19-2)3-4-13(12)24-15/h3-4,7,9,11,18H,5-6,8H2,1-2H3,(H,19,23)

Standard InChI Key:  COMUBDYHRWXOAJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   10.5090  -26.3872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4948  -25.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4936  -26.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2080  -26.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2062  -24.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9211  -25.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9260  -26.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7175  -26.4890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7096  -25.1452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1994  -25.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0210  -25.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3538  -24.9639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8589  -24.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0390  -24.3899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2618  -27.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9313  -27.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5961  -27.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3372  -26.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3815  -27.4149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9915  -26.8601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7806  -24.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7804  -24.1734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0666  -25.4104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3525  -24.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0
 12 13  1  0
  3  4  1  0
 13 14  2  0
 14  9  1  0
 11  1  1  0
  1 15  1  0
  4  7  2  0
  7  8  1  0
  8 10  1  0
  9  6  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18  1  1  0
  2  3  2  0
 17 19  1  0
  6  5  2  0
 19 20  1  0
  9 10  2  0
  2 21  1  0
  5  2  1  0
 21 22  2  0
 10 11  1  0
 21 23  1  0
  6  7  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092881

   N-methyl-4-(3-(methylamino)pyrrolidin-1-yl)benzofuro[3,2-d]pyrimidine-8-carboxamide

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: 325.37

Molecular Weight (Monoisotopic): 325.1539

AlogP: 1.53

#Rotatable Bonds: 3

Polar Surface Area: 83.29

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.49

CX LogP: 0.97

CX LogD: -1.09

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: -1.13

References

1. Cramp S, Dyke HJ, Higgs C, Clark DE, Gill M, Savy P, Jennings N, Price S, Lockey PM, Norman D, Porres S, Wilson F, Jones A, Ramsden N, Mangano R, Leggate D, Andersson M, Hale R..  (2010)  Identification and hit-to-lead exploration of a novel series of histamine H4 receptor inverse agonists.,  20  (8): [PMID:20299215] [10.1016/j.bmcl.2010.02.097]

Source

Source(1):

• Scientific Literature