6-((4-bromothiophen-2-yl)methoxy)-5-nitropyrimidine-2,4-diamine

ID: ALA1683172

PubChem CID: 53326717

Max Phase: Preclinical

Molecular Formula: C9H8BrN5O3S

Molecular Weight: 346.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(N)c([N+](=O)[O-])c(OCc2cc(Br)cs2)n1

Standard InChI:  InChI=1S/C9H8BrN5O3S/c10-4-1-5(19-3-4)2-18-8-6(15(16)17)7(11)13-9(12)14-8/h1,3H,2H2,(H4,11,12,13,14)

Standard InChI Key:  DDWBJDZRQLTHLM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   15.6361  -20.5708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6349  -21.3982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3497  -21.8110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3479  -20.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9201  -21.8101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0633  -20.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0681  -21.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3455  -19.3330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6298  -18.9227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6273  -18.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2900  -17.6106    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.0327  -16.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2077  -16.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9552  -17.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7207  -16.1633    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   17.7769  -20.1503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7728  -19.3253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4934  -20.5592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7844  -21.8030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  9 10  1  0
 10 11  1  0
  2  5  1  0
  6  7  1  0
  2  3  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  2  0
  3  7  2  0
 13 15  1  0
  1  2  2  0
  4  8  1  0
  6  4  2  0
 16 17  2  0
 16 18  1  0
  6 16  1  0
  8  9  1  0
  7 19  1  0
M  CHG  2  16   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1683172

   6-((4-Bromothiophen-2-yl)methoxy)-5-nitropyrimidine-2,4-diamine

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: 346.17

Molecular Weight (Monoisotopic): 344.9531

AlogP: 1.95

#Rotatable Bonds: 4

Polar Surface Area: 130.19

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.05

CX LogP: 3.10

CX LogD: 3.10

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.64

Np Likeness Score: -1.68

References

1. Lopez S, Margison GP, McElhinney RS, Cordeiro A, McMurry TB, Rozas I..  (2011)  Towards more specific O6-methylguanine-DNA methyltransferase (MGMT) inactivators.,  19  (5): [PMID:21320783] [10.1016/j.bmc.2011.01.038]

Source

Source(1):

• Scientific Literature