N-((2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)methyl)-5-methylthiophene-2-carboxamide

ID: ALA4285132

PubChem CID: 145991482

Max Phase: Preclinical

Molecular Formula: C13H13N5O2S

Molecular Weight: 303.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)NCc2c[nH]c3nc(N)[nH]c(=O)c23)s1

Standard InChI:  InChI=1S/C13H13N5O2S/c1-6-2-3-8(21-6)11(19)16-5-7-4-15-10-9(7)12(20)18-13(14)17-10/h2-4H,5H2,1H3,(H,16,19)(H4,14,15,17,18,20)

Standard InChI Key:  YTLFBBKWWYJIKU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   35.3214   -5.6652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7310   -6.3723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3234   -7.0806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5482   -6.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7290   -4.9569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2820   -3.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2820   -3.9374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9873   -4.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9873   -2.7075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5731   -2.7137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9873   -5.1590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6925   -3.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6970   -3.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4722   -4.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9469   -3.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4650   -2.8646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0309   -7.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8077   -6.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8066   -5.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0290   -5.7061    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.4670   -5.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  1  5  1  0
  6  7  1  0
  6  9  2  0
  7  8  1  0
  8 13  1  0
 12  9  1  0
  6 10  1  0
  8 11  2  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  1  0
 14  5  1  0
  4 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20  4  1  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4285132

   ---

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: 303.35

Molecular Weight (Monoisotopic): 303.0790

AlogP: 1.13

#Rotatable Bonds: 3

Polar Surface Area: 116.66

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.03

CX Basic pKa: 4.46

CX LogP: 1.02

CX LogD: 1.02

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.58

Np Likeness Score: -1.37

References

1. Pathania S, Rawal RK..  (2018)  Pyrrolopyrimidines: An update on recent advancements in their medicinal attributes.,  157  [PMID:30114661] [10.1016/j.ejmech.2018.08.023]

Source

Source(1):

• Scientific Literature